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Journey information
Overview: Chicago, IL to Boston, MA flight
USAUSA
Flights from Chicago, IL to Boston, MA depart on average 57 times per day, taking around 4h 5m. Cheap flight tickets for this journey start at $56 if you book in advance.
There are 16 flights per day. The earliest flight runs at 00:06, the last at 23:20. The fastest flight covers the 850 miles (1368 km) distance in 2h 14m. July is the cheapest month to fly.
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Distance 850 miles (1368 km) |
Average flight duration 4h 5m |
Cheapest ticket price $56 |
Flights per day 57 |
Direct flights 16 |
Fastest flight 2h 14m |
First flight 12:06 AM |
Last flight 11:20 PM |
Cheapest Month Jul |
Cheapest Day Tue |
High Season Jul - Sep |
Low Season Oct - Dec |
Busiest Day Sun |
Least Busy Day Fri |
Best time to book 21 days |
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
The cheapest and fastest flights from Chicago, IL to Boston, MA
Showing times, prices and bookable tickets for Sep 16
Cheapest price on Sep 16
$211
Average ticket price on Sep 16
$417
Fastest journey on Sep 16
2 h 23 m
Average journey duration on Sep 16
2 h 31 m
Flights on Sep 16
61
Distance
1368 km
Cheap tickets
The best way to find a cheap flight ticket from Chicago, IL to Boston, MA is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Chicago, IL to Boston, MA will cost around $417 if you buy it on the day, but the cheapest tickets can be found for only $211.
Fast flights
On Wed, Sep 16, we found 61 flights from Chicago, IL to Boston, MA, including 20 direct services.
On Wed, Sep 16 the direct flights cover the 1368 km distance in an average of 2 h 31 m but if you time it right, some flights will get you there in just 2 h 23 m .
On Wed, Sep 16 the longest flights will take 2 h 35 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.
AA30676:50 AM2h39O'Hare International Airport10:29 AMEdward L. Logan International Airport$2111One-way0 transfers- AA11623:50 PM2h40O'Hare International Airport7:30 PMEdward L. Logan International Airport$2111One-way0 transfers
- AA257810:30 AM2h38O'Hare International Airport2:08 PMEdward L. Logan International Airport$2111One-way0 transfers
- AA22941:54 PM2h41O'Hare International Airport5:35 PMEdward L. Logan International Airport$2111One-way0 transfers
- AA30226:00 AM2h39O'Hare International Airport9:39 AMEdward L. Logan International Airport$2111One-way0 transfers
UA11866:10 AM2h23O'Hare International Airport9:33 AMEdward L. Logan International Airport$2531One-way0 transfers- UA17799:40 PM2h30O'Hare International Airport1:10 AMEdward L. Logan International Airport$2531One-way0 transfers
- UA17067:30 AM2h31O'Hare International Airport11:01 AMEdward L. Logan International Airport$2531One-way0 transfers
- UA23316:24 PM2h35O'Hare International Airport9:59 PMEdward L. Logan International Airport$2531One-way0 transfers
- UA240112:52 PM2h35O'Hare International Airport4:27 PMEdward L. Logan International Airport$2531One-way0 transfers
Travel Information
Compare train, bus, and flight for Chicago, IL to Boston, MA
Omio recommends booking the flight as it is the most popular option from Chicago, IL to Boston, MA among Omio's users. If you are prioritising price, take the bus, with an average ticket price of $170 For those with little time, consider booking a flight, which has an average total journey time of 6h 5m. If you are seeking to minimise your carbon footprint, the train is your best option, with estimated CO2 emissions of 0.4 - 1.2kg. Average ticket prices depend on the travel mode: a bus costs an average of $170, while a flight costs an average of $423.
Distance: 850 miles (1368 km)
Compare flight with
Most popular Flight | Train | Bus | Driving |
|---|---|---|---|
$423 Average price | $382 Average price | $170 Average price Cheapest | $304 Average price (fuel + tolls) |
6h 5m Average total duration Fastest 4h 5m Onboard + 2h 0m Additional time* | 23h 14m Average total duration 22h 44m Onboard + 30m Additional time* | 25h 50m Average total duration 25h 20m Onboard + 30m Additional time* | 14h 45m Average total duration (door-to-door) |
4.1 - 8.2kg CO2 emissions | 0.4 - 1.2kg CO2 emissions Lowest | 1.4 - 3.4kg CO2 emissions | - CO2 emissions |
Most popular airline |  Most popular train company |  Most popular bus company | Your own car or car rental |
Direct Options | Direct Options | Direct Options | Direct Options |
Additional time: Average total travel duration to departure point, security checks and transfers.
The cheapest way to travel from Chicago, IL to Boston, MA is a bus with an average price of $170.
This is compared to other travel options from Chicago, IL to Boston, MA:
A bus is $212 less than a train for this route with tickets for a train from Chicago, IL to Boston, MA costing on average $382.
A bus is $253 less than a flight for this route with tickets for a flight from Chicago, IL to Boston, MA costing on average $423.
The fastest way to travel from Chicago, IL to Boston, MA is by flight with an average journey time of 4h 5m.
Other travel options to Boston, MA take longer:
Train takes on average 22h 44m.
Bus takes on average 25h 20m.
It's helpful to compare your options as there are 3 ways to travel between Chicago, IL and Boston, MA including taking a train, bus, and flight.
We recommend using the flight as it is the most popular way to get from Chicago, IL to Boston, MA among Omio's users.
Live departures
Chicago, IL to Boston, MA flight times
The table below shows live departures for Chicago, IL to Boston, MA flights for today, Tuesday, September 15. You can also manually refresh the results below to see updated flight journeys.
Last updated at
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
| UA2331 | 6:24 PM O'Hare International Airport | 2h35 | 9:59 PM Edward L. Logan International Airport | 0 transfersDirect | |
| AA3107 | 6:45 PM O'Hare International Airport | 2h42 | 10:27 PM Edward L. Logan International Airport | 0 transfersDirect | |
| UA2691 | 7:55 PM O'Hare International Airport | 2h35 | 11:30 PM Edward L. Logan International Airport | 0 transfersDirect | |
| AA2682 | 8:19 PM O'Hare International Airport | 2h35 | 11:54 PM Edward L. Logan International Airport | 0 transfersDirect | |
| UA1779 | 9:40 PM O'Hare International Airport | 2h30 | 1:10 AM Edward L. Logan International Airport | 0 transfersDirect | |
| AA2970 · AA2685 | 5:00 AM O'Hare International Airport | 4h24 | 10:24 AM Edward L. Logan International Airport | 1 transfer | |
| UA2666 · UA558 | 5:00 AM O'Hare International Airport | 7h46 | 1:46 PM Edward L. Logan International Airport | 1 transfer | |
| UA1738 · UA2393 | 5:30 AM O'Hare International Airport | 8h09 | 2:39 PM Edward L. Logan International Airport | 1 transfer | |
| AA1264 · AA1050 | 6:00 AM O'Hare International Airport | 4h09 | 11:09 AM Edward L. Logan International Airport | 1 transfer | |
 AA4494+AA1015 | 6:00 AM O'Hare International Airport | 5h22 | 12:22 PM Edward L. Logan International Airport | 1 transfer | |
| AA3022 | 6:00 AM O'Hare International Airport | 2h39 | 9:39 AM Edward L. Logan International Airport | 0 transfersDirect | |
| UA1409 · UA375 | 6:00 AM O'Hare International Airport | 4h17 | 11:17 AM Edward L. Logan International Airport | 1 transfer | |
| UA1682 · UA4049 · UA1392 | 6:00 AM O'Hare International Airport | 7h50 | 2:50 PM Edward L. Logan International Airport | 2 transfers | |
| UA1186 | 6:10 AM O'Hare International Airport | 2h23 | 9:33 AM Edward L. Logan International Airport | 0 transfersDirect | |
| AA471 · AA1416 | 6:29 AM O'Hare International Airport | 4h49 | 12:18 PM Edward L. Logan International Airport | 1 transfer | |
| UA1908 · UA1392 | 6:30 AM O'Hare International Airport | 7h20 | 2:50 PM Edward L. Logan International Airport | 1 transfer | |
| AA3067 | 6:50 AM O'Hare International Airport | 2h39 | 10:29 AM Edward L. Logan International Airport | 0 transfersDirect | |
| AA495 · AA1015 | 6:55 AM O'Hare International Airport | 4h27 | 12:22 PM Edward L. Logan International Airport | 1 transfer | |
| UA3706 · UA3485 · UA1392 | 6:59 AM O'Hare International Airport | 6h51 | 2:50 PM Edward L. Logan International Airport | 2 transfers | |
| UA1217 · UA1232 | 7:00 AM O'Hare International Airport | 7h56 | 3:56 PM Edward L. Logan International Airport | 1 transfer | |
| UA1813 · UA1669 | 7:05 AM O'Hare International Airport | 4h42 | 12:47 PM Edward L. Logan International Airport | 1 transfer | |
| UA1706 | 7:30 AM O'Hare International Airport | 2h31 | 11:01 AM Edward L. Logan International Airport | 0 transfersDirect | |
| UA1231 · UA1226 | 7:30 AM O'Hare International Airport | 8h59 | 5:29 PM Edward L. Logan International Airport | 1 transfer | |
| UA2301 · UA577 | 8:40 AM O'Hare International Airport | 4h42 | 2:22 PM Edward L. Logan International Airport | 1 transfer | |
| UA2277 · UA1392 | 8:45 AM O'Hare International Airport | 5h05 | 2:50 PM Edward L. Logan International Airport | 1 transfer | |
| AA1725 · AA3186 | 8:45 AM O'Hare International Airport | 4h41 | 2:26 PM Edward L. Logan International Airport | 1 transfer | |
| AA523+AA4665 | 8:50 AM O'Hare International Airport | 4h56 | 2:46 PM Edward L. Logan International Airport | 1 transfer | |
| UA1044 · UA3611 · UA2763 | 9:00 AM O'Hare International Airport | 9h28 | 7:28 PM Edward L. Logan International Airport | 2 transfers | |
| UA1044 · UA3611 · UA2817 | 9:00 AM O'Hare International Airport | 11h59 | 9:59 PM Edward L. Logan International Airport | 2 transfers | |
| UA1044 · UA6190 · UA688 | 9:00 AM O'Hare International Airport | 9h19 | 7:19 PM Edward L. Logan International Airport | 2 transfers | |
| AA802 | 9:00 AM O'Hare International Airport | 2h39 | 12:39 PM Edward L. Logan International Airport | 0 transfersDirect | |
| UA1117 | 9:07 AM O'Hare International Airport | 2h43 | 12:50 PM Edward L. Logan International Airport | 0 transfersDirect | |
| UA669 · UA4051 · UA688 | 10:00 AM O'Hare International Airport | 8h19 | 7:19 PM Edward L. Logan International Airport | 2 transfers | |
| UA1606 | 10:25 AM O'Hare International Airport | 2h42 | 2:07 PM Edward L. Logan International Airport | 0 transfersDirect | |
| AA2578 | 10:30 AM O'Hare International Airport | 2h38 | 2:08 PM Edward L. Logan International Airport | 0 transfersDirect | |
| AA1200 · AA955 | 10:35 AM O'Hare International Airport | 5h20 | 4:55 PM Edward L. Logan International Airport | 1 transfer | |
| UA5756 · UA6190 · UA688 | 10:51 AM O'Hare International Airport | 7h28 | 7:19 PM Edward L. Logan International Airport | 2 transfers | |
| UA536 · UA597 | 10:55 AM O'Hare International Airport | 8h00 | 7:55 PM Edward L. Logan International Airport | 1 transfer | |
| UA529 · UA4051 · UA688 | 11:00 AM O'Hare International Airport | 7h19 | 7:19 PM Edward L. Logan International Airport | 2 transfers | |
| AA903+AA4430 | 11:29 AM O'Hare International Airport | 4h31 | 5:00 PM Edward L. Logan International Airport | 1 transfer | |
| AA1743 · AA3073 | 11:40 AM O'Hare International Airport | 4h27 | 5:07 PM Edward L. Logan International Airport | 1 transfer | |
| AA1479 | 11:59 AM O'Hare International Airport | 2h39 | 3:38 PM Edward L. Logan International Airport | 0 transfersDirect | |
| UA606 · UA2433 | 12:16 PM O'Hare International Airport | 4h36 | 5:52 PM Edward L. Logan International Airport | 1 transfer | |
| UA1448 · UA521 | 12:47 PM O'Hare International Airport | 9h51 | 11:38 PM Edward L. Logan International Airport | 1 transfer | |
| UA2401 | 12:52 PM O'Hare International Airport | 2h35 | 4:27 PM Edward L. Logan International Airport | 0 transfersDirect | |
| UA293 · UA688 | 12:55 PM O'Hare International Airport | 5h24 | 7:19 PM Edward L. Logan International Airport | 1 transfer | |
| AA789 · AA3207 | 1:17 PM O'Hare International Airport | 4h29 | 6:46 PM Edward L. Logan International Airport | 1 transfer | |
| UA2324 · UA1912 | 1:30 PM O'Hare International Airport | 7h29 | 9:59 PM Edward L. Logan International Airport | 1 transfer | |
| AA2294 | 1:54 PM O'Hare International Airport | 2h41 | 5:35 PM Edward L. Logan International Airport | 0 transfersDirect | |
| UA1928 | 1:55 PM O'Hare International Airport | 2h41 | 5:36 PM Edward L. Logan International Airport | 0 transfersDirect | |
| UA2062 · UA521 | 2:16 PM O'Hare International Airport | 8h22 | 11:38 PM Edward L. Logan International Airport | 1 transfer | |
| UA614 · UA6116 · UA755 | 3:00 PM O'Hare International Airport | 7h59 | 11:59 PM Edward L. Logan International Airport | 2 transfers | |
| AA866+AA4768 | 3:12 PM O'Hare International Airport | 4h24 | 8:36 PM Edward L. Logan International Airport | 1 transfer | |
| UA2466 | 3:35 PM O'Hare International Airport | 2h44 | 7:19 PM Edward L. Logan International Airport | 0 transfersDirect | |
| UA1215 · UA4556 · UA755 | 3:35 PM O'Hare International Airport | 7h24 | 11:59 PM Edward L. Logan International Airport | 2 transfers | |
| AA1162 | 3:50 PM O'Hare International Airport | 2h40 | 7:30 PM Edward L. Logan International Airport | 0 transfersDirect | |
| AA1393 · AA2404 | 4:00 PM O'Hare International Airport | 4h49 | 9:49 PM Edward L. Logan International Airport | 1 transfer | |
| AA673+AA4502 | 4:40 PM O'Hare International Airport | 5h00 | 10:40 PM Edward L. Logan International Airport | 1 transfer | |
| AA407 | 5:18 PM O'Hare International Airport | 2h42 | 9:00 PM Edward L. Logan International Airport | 0 transfersDirect | |
AA514+ AA3523 | 5:54 PM O'Hare International Airport | 5h00 | 11:54 PM Edward L. Logan International Airport | 1 transfer | |
| UA2202 · UA755 | 6:15 PM O'Hare International Airport | 4h44 | 11:59 PM Edward L. Logan International Airport | 1 transfer | |
This is the last flight of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets Chicago, IL to Boston, MA by train, bus, or flight
Compare train, bus, and flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
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Why should you book Chicago, IL to Boston, MA flights with Omio?
American Airlines as well as JetBlue Airways, Spirit Airlines, United, Republic Airlines and more offer flights services from Chicago, IL to Boston, MA.
Omio is an official ticket reseller for all your travel options from Chicago, IL to Boston, MA.
Why book with Omio vs American Airlines?
- Compare with other providers: On Omio, you can not only buy tickets for American Airlines, but also compare tickets for the likes of JetBlue Airways, Spirit Airlines, United or Republic Airlines to find the best option for your trip from Chicago, IL to Boston, MA.
- Designed for International Travelers: Omio is in your language including 24/7 customer service and offers multiple payment options, including PayPal, credit cards, and bank transfer, in your preferred currency.
- Compare all your options: Omio allows you to compare American Airlines with all available travel options, which are train, bus and flight to ensure you get the best deal for traveling from Chicago, IL to Boston, MA.
Why book with Omio over Trip, Edreams or Skyscanner?
- Compare with other providers: On Omio, you can also compare tickets for the likes of JetBlue Airways, Spirit Airlines, United or Republic Airlines to find the best option for your trip from Chicago, IL to Boston, MA.
- Multiple modes of transport: Omio allows you to compare travel options including train, bus and flight to find the ideal travel option from Chicago, IL to Boston, MA.
Airlines: United, American Airlines, Republic Airlines, JetBlue Airways, Spirit Airlines, Sun Country Airlines, skywest airlines from Chicago, IL to Boston, MAFind the best flights between Chicago, IL to Boston, MA with Omio's travel partners United, American Airlines, Republic Airlines, JetBlue Airways, Spirit Airlines, Sun Country Airlines, skywest airlines from $56. We can find you the best deals, schedules and tickets when comparing and booking the best trip.
United
About
United Airlines, established in 1926, is a major U.S. airline headquartered in Chicago, Illinois. Operating an extensive domestic and international network, United serves more destinations than any other airline, connecting travelers across six continents. The airline's eight hubs include Chicago–O'Hare, Denver, Houston–Intercontinental, Los Angeles, Newark, San Francisco, Washington–Dulles, and Guam. As a founding member of the Star Alliance, United offers a comprehensive range of services, including regional flights through United Express, catering to both leisure and business travelers. The airline is committed to sustainability, investing in sustainable aviation fuel and innovative technologies to reduce its environmental impact.
Luggage & cancellation policy
Average United Duration
2h 15m
Cheapest United Price
$90
United frequency
34 a day
Luggage included
Carry-on baggage allowance is 7kg total (2 pieces max. ) for both Choice and Flex fares on United Airlines and Virgin Australia flights.
Additional luggage
Excess baggage fees apply for additional checked luggage beyond the standard allowance.
Luggage storage
Both airlines provide checked baggage services for storing luggage during flights.
Cancellation Policy
Cancellation fees apply per person, per booking, with specific fees for different fare types.
Refund
Not applicable to flights; however, full refunds are available if flights are canceled by the airline.
Pregnant on board
Pregnant passengers are permitted to travel, with specific guidelines and medical certificates required after a certain gestational period.
Unaccompagned minor
Unaccompanied minors are permitted to travel, with specific age restrictions and services provided.
Amenities on board the airplane
Wifi
Food sold onboard
Meals and snacks are included on international flights operated by United Airlines and Virgin Australia.
Seat reservation
Seat selection may incur additional fees, depending on the fare type and airline.
Toilets
USB plugs
Accessibility
United Airlines and Virgin Australia offer services to and within Australia, providing accessible travel options for passengers with mobility needs.
Bikes
Both airlines permit bicycles onboard, with specific guidelines and fees.
Pets
United Airlines and Virgin Australia allow pets onboard, subject to specific policies and fees.
JetBlue Airways
About
JetBlue Airways is a U.S.-based low-cost airline headquartered in Long Island City, New York. Established in 1998, it operates over 850 daily flights to 86 destinations across the U.S., Caribbean, and Latin America. The airline is known for its customer-friendly services, including complimentary Wi-Fi, free snacks, and spacious seating. JetBlue's fleet comprises various Airbus models, such as the A220, A320, and A321, as well as the Embraer E190. The company is committed to sustainability and has implemented initiatives to reduce its environmental impact. Joanna Geraghty serves as the CEO, leading a team of approximately 23,000 employees.
Luggage & cancellation policy
Average JetBlue Airways Duration
2h 14m
Cheapest JetBlue Airways Price
$68
JetBlue Airways frequency
4 a day
Luggage included
JetBlue's standard fare includes one checked bag and one carry-on bag.
Additional luggage
Additional luggage can be added for a fee, subject to availability.
Luggage storage
JetBlue offers overhead bin space for carry-on luggage and checked baggage services.
Cancellation Policy
JetBlue allows cancellations within 24 hours of booking for a full refund; after 24 hours, cancellation fees may apply.
Pregnant on board
JetBlue allows pregnant passengers to fly up to 36 weeks gestation without a medical certificate.
Unaccompagned minor
JetBlue allows unaccompanied minors aged 5-13 to travel for a fee, with specific guidelines.
Amenities on board the airplane
Wifi
Food sold onboard
JetBlue offers complimentary snacks and non-alcoholic beverages on all flights.
Seat reservation
JetBlue offers Even More Space seats for an additional fee, providing extra legroom and priority boarding.
Toilets
USB plugs
Accessibility
JetBlue Airways provides accessible services for passengers with disabilities, including wheelchair assistance and priority boarding.
Bikes
JetBlue accepts bicycles as checked baggage for a fee, with specific packaging requirements.
Pets
JetBlue allows pets in the cabin for a fee, with specific guidelines on pet carriers and weight limits.
American Airlines
About
American Airlines is one of the largest airlines in the world, connecting travelers to hundreds of destinations across the United States, Latin America, Europe, Asia, and beyond. Operating from major hubs such as Dallas/Fort Worth, Miami, and Charlotte, American offers a wide range of travel options. Passengers can choose from Economy with affordable fares, Premium Economy with extra space, or Business and First Class featuring flat-bed seats, premium dining, and lounge access. With a modern fleet and membership in the oneworld alliance, American Airlines combines global reach with comfort and reliability.
Luggage & cancellation policy
Average American Airlines Duration
2h 14m
Cheapest American Airlines Price
$56
American Airlines frequency
18 a day
Luggage included
1 carry-on bag (22 x 14 x 9 inches) and 1 personal item (18 x 14 x 8 inches) included in most fares
Additional luggage
Checked bags fees vary by route. First checked bag typically $30, second $40 on domestic flights
Cancellation Policy
Basic Economy tickets cannot be changed or refunded. Other fares allow changes with fee, refunds subject to fare rules.
Pregnant on board
Passengers can fly up to 36 weeks for single pregnancies, 32 weeks for multiple pregnancies. Medical certificate required within 7 days of departure if within 4 weeks of due date.
Unaccompagned minor
Children ages 5-14 can travel alone using American Airlines Unaccompanied Minor Service. Service fee is $150 each way.
Amenities on board the airplane
Wifi
Food sold onboard
USB plugs
Accessibility
American Airlines provides wheelchair assistance and special services for passengers with disabilities. Assistance must be requested at least 48 hours before departure.
Pets
Small dogs and cats allowed in cabin for $125 fee. Must be in approved carrier under seat. Service animals allowed.
skywest airlines
About
SkyWest Airlines is a major North American regional airline headquartered in St. George, Utah. It operates flights for larger carriers such as Alaska Airlines (as Alaska SkyWest), American Airlines (as American Eagle), Delta Air Lines (as Delta Connection), and United Airlines (as United Express). SkyWest is the largest regional airline in North America by fleet size, passengers carried, and destinations served. The airline connects passengers to over 250 destinations across the United States, Canada, and Mexico, primarily linking smaller airports to major airline hubs. SkyWest's fleet consists of regional jets, including the Bombardier CRJ series and Embraer 175 aircraft.
Luggage & cancellation policy
Average skywest airlines Duration
3h 28m
Cheapest skywest airlines Price
$751
skywest airlines frequency
1 a day
Luggage included
One carry-on bag and one personal item are allowed for free.
Additional luggage
Additional luggage can be purchased, and fees apply for excess, oversized, or overweight baggage.
Cancellation Policy
If canceled within 24 hours of purchase, a full refund is possible, provided the departure is at least 7 days away; after 24 hours, fees range from $100 to $500.
Refund
If SkyWest Airlines cancels a flight, passengers are eligible for a full refund.
Pregnant on board
Being pregnant on board is allowed, but specific policies may depend on the partner airline.
Unaccompagned minor
Children aged 5-14 can travel alone using the unaccompanied minor service, which includes airport escort and supervision.
Amenities on board the airplane
Seat reservation
Toilets
Accessibility
SkyWest Airlines complies with all provisions of the Air Carrier Access Act and accommodates customers with special needs.
Bikes
Bicycles can be checked in but may incur additional fees and must be properly packed.
Pets
Small pets like cats and dogs are allowed in the cabin for a fee, with restrictions on pet and carrier size.
Sun Country Airlines
Luggage & cancellation policy
Average Sun Country Airlines Duration
4h 26m
Cheapest Sun Country Airlines Price
$163
Sun Country Airlines frequency
1 a day
Luggage included
One personal item (17 x 13 x 9 inches) included
Additional luggage
Checked bags available for purchase, fees vary by route
Cancellation Policy
Refunds available within 24 hours of booking, after that fees apply based on fare type
Pregnant on board
Pregnant passengers can travel up to 36 weeks (32 weeks for multiple pregnancies). Medical certificate required after 28 weeks
Unaccompagned minor
Unaccompanied minor service available for children 5-14 years old, fee applies, must be booked in advance
Amenities on board the airplane
Wifi
USB plugs
Accessibility
Wheelchair assistance available with 48-hour advance notice
Republic Airlines
About
Republic Airways is a major regional airline in the United States, operating as a subsidiary of Republic Airways Holdings. It provides scheduled passenger service for American Airlines (as American Eagle), Delta Air Lines (as Delta Connection), and United Airlines (as United Express) using a fleet of Embraer 170 and 175 regional jets. Headquartered in Indianapolis, Indiana, Republic Airways operates over 900 daily flights to more than 80 cities across the U.S. and Canada. The company is known for its large fleet of Embraer E-Jets and its state-of-the-art training facilities. In April 2025, Republic Airways Holdings announced its acquisition of Mesa Air Group, which is expected to create the second-largest regional carrier in the U.S.
Luggage & cancellation policy
Average Republic Airlines Duration
2h 26m
Cheapest Republic Airlines Price
$63
Republic Airlines frequency
5 a day
Luggage included
One carry-on bag (24 x 16 x 10) and one personal item
Additional luggage
Checked bags for a fee
Cancellation Policy
Tickets are non-refundable but may be cancelled for future flight credit minus applicable fees
Pregnant on board
Passengers can fly up to the end of their 36th week for single pregnancies and the end of their 32nd week for multiple pregnancies
Unaccompagned minor
Unaccompanied minor service is available for children ages 5-14. Must be booked directly with Republic Airlines
Amenities on board the airplane
USB plugs
Accessibility
Republic Airlines offers assistance for passengers with reduced mobility, including wheelchair services and priority boarding. Passengers are advised to request these services in advance to ensure availability and proper arrangements.
Spirit Airlines
About
Spirit Airlines is an American ultra-low-cost carrier, headquartered in Dania Beach, Florida, operating scheduled flights throughout the United States, the Caribbean, and Latin America. Known for its distinctive bright yellow planes, Spirit's business model traditionally focuses on offering low base fares by unbundling services, allowing passengers to pay only for the amenities they choose, such as baggage and seat selection. As of August 2024, Spirit is evolving its offerings, introducing new fare tiers like "Go Big," "Go Comfy," "Go Savvy," and "Go," which include various bundled perks such as wider seats, extra legroom, priority boarding, and in-flight refreshments. Spirit was the seventh largest passenger carrier in North America as of 2023.
Luggage & cancellation policy
Average Spirit Airlines Duration
4h 19m
Cheapest Spirit Airlines Price
$75
Spirit Airlines frequency
2 a day
Luggage included
Personal item (18 x 14 x 8 inches) included
Additional luggage
Checked bags: First bag $79-89, Second bag $89-99, Additional bags $105-110
Cancellation Policy
Cancellation within 24 hours of booking is free, after that fees apply based on fare type and timing
Pregnant on board
Up to 7 days before departure with medical certificate. After 28 weeks, medical certificate required
Unaccompagned minor
Ages 5-14 can travel as unaccompanied minors for $100 fee per direction. Service not available on international flights or connecting flights
Amenities on board the airplane
Wifi
Accessibility
Spirit Airlines offers assistance for passengers with disabilities, including wheelchair services and priority boarding. Passengers are encouraged to request assistance at least 48 hours in advance to ensure availability.
Complete guide to Boston, MA
Things to do in Boston, MA
Discover the best of Boston, MA — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Boston, MA trip today.
- Must visit
Isabella Stewart Gardner Museum
Unique museum displaying Isabella Stewart Gardner's art collection in a Venetian-style palace with a beautiful courtyard.
- Must visit
Museum of Science
Hands-on science museum on the Charles River, popular for interactive exhibits, live presentations, and family-friendly learning.
- Must visit
Freedom Trail
Historic brick-lined route connecting key revolutionary sites, ideal for first-time visitors seeking Boston's core story on foot.
- Must visit
Boston Public Garden
Elegant public garden famous for swan boats, seasonal flowers, and postcard views in the heart of downtown Boston.
- Must visit
Faneuil Hall Marketplace
Historic market district and pedestrian-friendly area known for street life, shops, performers, and easy downtown exploring.
New England Clam Chowder
Creamy New England chowder with clams, potatoes, and salt pork. It is a defining Boston seafood dish tied to the city's maritime history.
Lobster Roll
Hot dog bun split on top and filled with chilled lobster meat, usually with butter or mayo. A classic New England summer seafood staple.
Baked Scrod
Baked cod topped with buttery crumbs, often with lemon. It reflects Boston's long cod fishing tradition and old-school Yankee cooking.
Row 34
Elegant fine-dining destination by the waterfront known for pristine seafood, tasting menus, and one of Boston's top culinary reputations.
Giacomo's Ristorante
Classic North End Italian restaurant famous for generous portions, old-school service, and beloved Boston dining tradition.
Saltie Girl
Refined seafood restaurant and oyster bar with polished service, excellent raw bar options, and a Back Bay setting.
US dollar ($)
Boston is pricier than many US cities. Hotels, dining, and attractions add up fast, though transit is manageable and budget food options exist.
Average meal costs
- Budget
- $10-18 for fast food or casual takeout.
- Mid-range
- $25-45 per person for a mid-range restaurant meal.
- Fine dining
- $75+ per person for upscale dining.
- Coffee
- $3-6 for drip coffee or cappuccino.
Tipping culture
Tip 18-20% at restaurants, more for excellent service. Taxis: 10-15%. Cafes: round up or add $1 per drink.
FAQs: Chicago, IL to Boston, MA Flight
Find answers to the most common questions about traveling from Chicago, IL to Boston, MA by flight. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest flight, the cheapest option, or tips for making the most of your visit at Boston, MA, this guide helps you travel smarter and with confidence.
Cheap plane tickets from Chicago, IL to Boston, MA can start from as little as $56 when you book in advance. The average flight ticket price for Chicago, IL to Boston, MA is $423 ; however, prices vary depending on the time of day and class and they tend to be more expensive on the day.
The average journey time by plane from Chicago, IL to Boston, MA is 2h 14m to travel the 850 miles (1368 km) long route. Journey times can vary on weekends and holidays, so use our Journey Planner to search for a specific date.
The earliest flight from Chicago, IL to Boston, MA leaves at 12:06 AM. Plan your trip with the Journey Planner from Omio.
The latest flight from Chicago, IL to Boston, MA leaves at 11:20 PM.
Yes, there are 16 direct flights a day from Chicago, IL to Boston, MA with American Airlines, United, Republic Airlines. Schedules can vary on holidays or weekends with fewer direct flights.
When taking a flight from Chicago, IL to Boston, MA, you can count on American Airlines, JetBlue Airways, Spirit Airlines, United, Republic Airlines for the best way to get you to Boston, MA. You can also check all possible airlines who offer a service between Chicago, IL and Boston, MA and compare the amenities they offer before buying a plane ticket.
Flights from Chicago, IL to Boston, MA generally leave from O'Hare International Airport and arrive in Edward L. Logan International Airport.O'Hare International Airport is 1 miles (3 km) away from Chicago, IL city centre and Edward L. Logan International Airport is 1 miles (2 km) from Boston, MA city centre.
The cheapest month for a flight from Chicago, IL to Boston, MA is July.
It's helpful to compare your options as there are 3 ways to travel between Chicago, IL and Boston, MA including taking a train, bus, and flight.
Since neither Chicago, IL nor Boston, MA are in the Schengen Area, passport requirements depend on the specific immigration rules of United States and United States. Entry and visa requirements can be subject to change. For the latest information, check with your destination's embassy or consulate.
There is a time difference of 1 h between Chicago, IL and Boston, MA all year round.
The best events to attend in Boston, MA include:
- Boston Marathon, the world's oldest annual marathon attracting elite runners and thousands of spectators
- Boston Calling Music Festival, a three-day music festival featuring top artists across various genres
- Independence Day Celebration on the Esplanade, a spectacular fireworks display and concert celebrating America's birthday along the Charles River.
Some of the most interesting sights to explore in Boston, MA are:
- Best sights: Freedom Trail, a 2.5-mile-long path through downtown Boston that passes by 16 significant historical sites
- Fenway Park, the iconic baseball stadium and home of the Boston Red Sox
- Museum of Fine Arts, one of the largest art museums in the United States with an extensive collection of artworks
- Boston Common, the oldest public park in the United States offering green space and historical landmarks
- New England Aquarium, a popular attraction featuring a wide variety of marine life and interactive exhibits.
The best holidays to experience in Boston, MA include:
- Patriot's Day, commemorates the start of the American Revolution with reenactments and parades
- Memorial Day, marks the unofficial start of summer with vibrant outdoor activities and events
- Labor Day, offers pleasant weather and a chance to enjoy the city's parks and waterfront.
The best things to do in Boston, MA include:
- Things to do: Explore the historic streets of Beacon Hill, known for its charming cobblestone streets and Federal-style rowhouses
- Take a scenic walk along the Charles River Esplanade, offering beautiful views of the Boston skyline
- Visit the Boston Public Library, a stunning architectural landmark with impressive collections and exhibits
- Enjoy a guided tour of the historic USS Constitution, the world's oldest commissioned naval vessel still afloat
- Discover the vibrant atmosphere of Quincy Market, with its diverse food stalls and unique shops.
The best season to visit Boston, MA is Spring or Fall. The best weather to explore Boston, MA is during May-June or September-October.
We recommend using the flight as it is the most popular way to get from Chicago, IL to Boston, MA among Omio's users.
For domestic flights we recommend to arrive 1.5 to 2 hours before departure. Please check the website of your departure airport if in doubt. Some airports may offer booking time slots for security checks or offer additional information on when to get there based on time of day.
Most airlines permit carry-on bags that fit within specific dimensions (e.g., 22 x 14 x 9 inches or 56 x 36 x 23 cm), including handles and wheels. Bags must fit in the overhead bin or under the seat in front of you.
Many airlines impose weight limits, commonly ranging between 7 kg (15 lbs) and 12 kg (26 lbs). Typically, passengers are allowed one carry-on bag and one personal item (for example a purse, laptop bag, or backpack). Personal items must fit under the seat in front of you. Budget Airlines (like Ryanair or Wizz Air) have stricter size and weight limits, often requiring fees for larger carry-ons. Full-Service Airlines have more lenient policies, sometimes including more spacious dimensions or higher weight limits depending on your ticket class.
The list of items prohibited on an airplane varies by country and airline, but in general, the following items are not allowed in carry-on or checked baggage: Weapons and self-defence items, sharp objects, flammable materials, explosives, toxic substances, or liquids over 100ml (except for medications and baby essentials). In checked baggage, firearms (without authorization), explosives, large lithium batteries, and hazardous chemicals are prohibited. Electronic cigarettes must be in carry-on bags, while alcohol and dry ice have restrictions. Always check with your airline for specific regulations.
The currency used in the United States is the US Dollar (USD). For travelers, using cards is generally more convenient and widely accepted, especially credit and debit cards, while cash is useful for small purchases or places that do not accept cards.
In Boston, MA, travelers should be aware of pickpocketing and bag theft, especially in crowded areas like public transit and popular tourist spots. Common scams include fake charity solicitations and overcharging by unlicensed taxi drivers. It's advisable to use official transportation services, stay alert in busy areas, and avoid sharing personal information with strangers to ensure safety.
Pack lightweight, versatile clothing suitable for the destination's climate, and use secure, lockable luggage to protect belongings. Keep essential items like travel documents, medication, and valuables in a carry-on bag for easy access. Use packing organizers or cubes to maximize space and maintain order. Lastly, include a small first aid kit and personal hygiene items for added comfort during travel.
popular airports
Popular airports from Chicago, IL to Boston, MA
Most Chicago, IL to Boston, MA flights use the O'Hare International Airport to Edward L. Logan International Airport airport pair. Use this guide to compare Chicago, IL and Boston, MA airports on this route, check city-centre transport, alongside checking practicalities like airport facilities and services.
Departure airports in Chicago
Arrival airports in Boston
Which Chicago, IL airport do flights to Boston, MA leave from?
Flights from Chicago, IL to Boston, MA depart from O'Hare International Airport. The airport is 2 miles (4 km) from Chicago, IL city centre at 10000 W O'Hare Ave, Chicago, IL 60666, USA.
O'Hare International Airport (ORD)10000 W O'Hare Ave, Chicago, IL 60666, USA
City-centre transport
Getting to O'Hare International Airport from Chicago city centre
O'Hare International Airport is 3 km from Chicago city centre. Public transport options include:
SubwayBlue Line · 1h 7m · $6 · every ~23 min
O'Hare International Airport airport facilities and services
O'Hare International Airport has practical services for this route, including Wifi, Shopping, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Shower, Lounge, Lost and Found Office, and Car Rental.
Food and drink
Food options include: Restaurants are located in all terminals, offering a variety of cuisines including American and intertiol. Top options include Tortas Frontera and Publican Tavern.
Wi-Fi and ATMs
Free Wi-Fi available throughout the airport. ATMs are located throughout all terminals.
Luggage and lost property
Lost and found is available at the station.
Parking, taxis and toilets
Available at O'Hare International Airport: Parking, Taxis, WC.
Bike and car services
Available at O'Hare International Airport: Car Rental.
Accessibility
Accessibility facilities are available at O'Hare International Airport: Elevators, ramps, toilets.
Shops, hotels and contact
Nearby hotels include Hotels such as Hilton Chicago O'Hare are located on airport grounds, with others like the Hyatt Regency nearby..
Which Boston, MA airport do flights from Chicago, IL arrive at?
Flights from Chicago, IL to Boston, MA most often arrive at Edward L. Logan International Airport. Some flights land at Saint Paul International Airport, so check your ticket before travel to confirm your Boston, MA arrival airport.
Edward L. Logan International Airport (BOS)1 Harborside Dr, Boston, MA 02128, USA
City-centre transport
Getting to Edward L. Logan International Airport from Boston city centre
Edward L. Logan International Airport is 2 km from Boston city centre. Public transport options include:
Bus22, 221, 551, 55, 552 · 6m · $10 · every ~66 min
Southbound · 14m · $5 · every ~1 min
Bb · 14m · $10 · every ~4 min
Sl1 · 15m · $5 · every ~15 min
Hanover, Boston South Station · 15m · $1 · every ~1 min
Hyannis - South Shore to Logan Airport, Woods Hole to Boston/Logan Airport · 25m · $11 · every ~2 min
Edward L. Logan International Airport airport facilities and services
Edward L. Logan International Airport has practical services for this route, including Wifi, Shopping, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Shower, Lounge, Lost and Found Office, and Car Rental.
Food and drink
Food options include: Restaurants are available in all terminals, including Legal Sea Foods (seafood) and Wahlburgers (American).
Wi-Fi and ATMs
Free Wi-Fi available throughout the airport. ATMs are located throughout the airport, near gates and publicas.
Luggage and lost property
Lost and found is available at the station.
Parking, taxis and toilets
Available at Edward L. Logan International Airport: Parking, Taxis, WC.
Bike and car services
Available at Edward L. Logan International Airport: Car Rental.
Accessibility
Accessibility facilities are available at Edward L. Logan International Airport: Elevators, ramps.
Shops, hotels and contact
Nearby hotels include Hotels within walking distance, including Hilton Boston Logan Airport..
More options for your journey from Chicago, IL to Boston, MA
Here are some other resources that might have the information you need
Most popular flights to and from Boston, MA and Chicago, IL
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