- Must visit
Museum of Fine Arts, Boston
One of the largest art museums in the United States, known for its encyclopedic collection spanning ancient to contemporary works.
Flights from Chicago, IL to Boston, MA depart on average 45 times per day, taking around 2h 35m. Cheap flight tickets for this journey start at $62 (€50) if you book in advance.
There are 11 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 13m. February is the cheapest month to fly.
Distance 850 miles (1368 km) |
Average flight duration 2h 35m |
Cheapest ticket price $62 (€50) |
Flights per day 45 |
Direct flights 11 |
Fastest flight 2h 13m |
First flight 12:06 AM |
Last flight 11:20 PM |
Cheapest Month Feb |
Cheapest Day Tue |
High Season Jul - Sep |
Low Season Apr - Jun |
Busiest Day Sun |
Least Busy Day Thu |
Best time to book 70 days |
Cheapest price
$175
Average price
$512
Fastest journey
2 h 24 m
Average duration
2 h 27 m
Flights per day
65
Distance
1368 km
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 $512 if you buy it on the day, but the cheapest tickets can be found for only $175.
Of the 65 flights that leave Chicago, IL for Boston, MA onThu, Jun 18, 22 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Thu, Jun 18 the direct flights cover the 1368 km distance in an average of 2 h 27 m but if you time it right, some flights will get you there in just 2 h 24 m .
On Thu, Jun 18 the longest flights will take 2 h 29 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.
AA1563
B61012
AA2968
B6312
AA2682
UA1186
AA2968
AA3022
B6312
AA2682Omio 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 flight with prices starting from $62. For those with little time consider booking a flight which can get you there in 2h 35m. In case you are seeking to minimise your carbon footprint the train is your best bet as it emits only 0.4 - 1.2kg. The ticket price range depends on the travel mode: a flight costs an average of $62, and a train costs an average of $90.
Distance: 850 miles (1368 km)
Most popular Flight | Train | Bus | Driving |
|---|---|---|---|
$190 Average price Cheapest | $365 Average price | $201 Average price | $303 Average price (fuel + tolls) |
5h 35m Average total duration Fastest 2h 35m Onboard + 3h 0m Additional time* | 22h 31m Average total duration 22h 1m Onboard + 30m Additional time* | 25h 57m Average total duration 25h 27m 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.
This is compared to other travel options from Chicago, IL to Boston, MA:
A flight is $11 (€9) less than a bus for this route with tickets for a bus from Chicago, IL to Boston, MA costing on average $201 (€163).
A flight is $176 (€142) less than a train for this route with tickets for a train from Chicago, IL to Boston, MA costing on average $365 (€296).
Other travel options to Boston, MA take longer:
Train takes on average 22h 1m.
Bus takes on average 25h 27m.
The table below shows live departures for Chicago, IL to Boston, MA flights for today, Wednesday, June 17. You can also manually refresh the results below to see updated flight journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
AA2345+ AA4380 | 8:00 AM O'Hare International Airport | 6h00 | 3:00 PM Edward L. Logan International Airport | 1 transfer | |
AA3775 · AA4171 | 8:00 AM O'Hare International Airport | 4h25 | 1:25 PM Edward L. Logan International Airport | 1 transfer | |
AA2079+ AA4375 | 8:05 AM O'Hare International Airport | 4h29 | 1:34 PM Edward L. Logan International Airport | 1 transfer | |
UA2277 · UA1392 | 8:40 AM O'Hare International Airport | 5h00 | 2:40 PM Edward L. Logan International Airport | 1 transfer | |
AA4106 | 8:59 AM O'Hare International Airport | 2h34 | 12:33 PM Edward L. Logan International Airport | 0 transfersDirect | |
UA3422 · UA1892 · UA2107 | 9:05 AM O'Hare International Airport | 9h23 | 7:28 PM Edward L. Logan International Airport | 2 transfers | |
UA1117 | 9:15 AM O'Hare International Airport | 2h42 | 12:57 PM Edward L. Logan International Airport | 0 transfersDirect | |
AA2398 · AA1557 | 9:53 AM O'Hare International Airport | 5h50 | 4:43 PM Edward L. Logan International Airport | 1 transfer | |
UA1606 | 10:25 AM O'Hare International Airport | 2h37 | 2:02 PM Edward L. Logan International Airport | 0 transfersDirect | |
UA2389 · UA1892 · UA2107 | 10:29 AM O'Hare International Airport | 7h59 | 7:28 PM Edward L. Logan International Airport | 2 transfers | |
AA4360+ AA1557 | 10:45 AM O'Hare International Airport | 4h58 | 4:43 PM Edward L. Logan International Airport | 1 transfer | |
AA1563 | 10:50 AM O'Hare International Airport | 2h30 | 2:20 PM Edward L. Logan International Airport | 0 transfersDirect | |
UA5756 · UA6190 · UA688 | 10:50 AM O'Hare International Airport | 7h24 | 7:14 PM Edward L. Logan International Airport | 2 transfers | |
UA1856 · UA2433 | 10:51 AM O'Hare International Airport | 6h06 | 5:57 PM Edward L. Logan International Airport | 1 transfer | |
UA1856 · UA2107 | 10:51 AM O'Hare International Airport | 7h37 | 7:28 PM Edward L. Logan International Airport | 1 transfer | |
B6312 | 10:56 AM O'Hare International Airport | 2h28 | 2:24 PM Edward L. Logan International Airport | 0 transfersDirect | |
UA1869 · UA688 | 11:07 AM O'Hare International Airport | 7h07 | 7:14 PM Edward L. Logan International Airport | 1 transfer | |
AA2059+ AA4370 | 11:15 AM O'Hare International Airport | 4h20 | 4:35 PM Edward L. Logan International Airport | 1 transfer | |
UA606 · UA2433 | 12:11 PM O'Hare International Airport | 4h46 | 5:57 PM Edward L. Logan International Airport | 1 transfer | |
UA2821 · UA2161 | 12:40 PM O'Hare International Airport | 8h04 | 9:44 PM Edward L. Logan International Airport | 1 transfer | |
UA794 | 12:53 PM O'Hare International Airport | 2h36 | 4:29 PM Edward L. Logan International Airport | 0 transfersDirect | |
UA2657 · UA779 | 12:56 PM O'Hare International Airport | 8h03 | 9:59 PM Edward L. Logan International Airport | 1 transfer | |
AA1675 · AA3207 | 1:24 PM O'Hare International Airport | 4h20 | 6:44 PM Edward L. Logan International Airport | 1 transfer | |
AA1859 · AA2960 | 1:38 PM O'Hare International Airport | 4h27 | 7:05 PM Edward L. Logan International Airport | 1 transfer | |
UA1693 | 1:55 PM O'Hare International Airport | 2h34 | 5:29 PM Edward L. Logan International Airport | 0 transfersDirect | |
AA1554 | 1:57 PM O'Hare International Airport | 2h35 | 5:32 PM Edward L. Logan International Airport | 0 transfersDirect | |
UA1862 · UA521 | 2:05 PM O'Hare International Airport | 8h14 | 11:19 PM Edward L. Logan International Airport | 1 transfer | |
UA2803 · UA1356 | 2:33 PM O'Hare International Airport | 8h11 | 11:44 PM Edward L. Logan International Airport | 1 transfer | |
AA2303 | 3:15 PM O'Hare International Airport | 2h35 | 6:50 PM Edward L. Logan International Airport | 0 transfersDirect | |
UA2437 · UA755 | 3:53 PM O'Hare International Airport | 7h06 | 11:59 PM Edward L. Logan International Airport | 1 transfer | |
UA2466 | 3:55 PM O'Hare International Airport | 2h35 | 7:30 PM Edward L. Logan International Airport | 0 transfersDirect | |
UA5674 · UA6362 · UA755 | 4:00 PM O'Hare International Airport | 6h59 | 11:59 PM Edward L. Logan International Airport | 2 transfers | |
AA4384 | 4:48 PM O'Hare International Airport | 2h44 | 8:32 PM Edward L. Logan International Airport | 0 transfersDirect | |
AA1848 · AA1442 | 5:00 PM O'Hare International Airport | 4h35 | 10:35 PM Edward L. Logan International Airport | 1 transfer | |
AA1461 | 5:25 PM O'Hare International Airport | 2h32 | 8:57 PM Edward L. Logan International Airport | 0 transfersDirect | |
UA2202 · UA755 | 6:12 PM O'Hare International Airport | 4h47 | 11:59 PM Edward L. Logan International Airport | 1 transfer | |
UA2331 | 6:20 PM O'Hare International Airport | 2h36 | 9:56 PM Edward L. Logan International Airport | 0 transfersDirect | |
AA3107 | 7:20 PM O'Hare International Airport | 2h29 | 10:49 PM Edward L. Logan International Airport | 0 transfersDirect | |
UA1800 | 7:45 PM O'Hare International Airport | 2h36 | 11:21 PM Edward L. Logan International Airport | 0 transfersDirect | |
B61012 | 8:20 PM O'Hare International Airport | 2h31 | 11:51 PM Edward L. Logan International Airport | 0 transfersDirect | |
AA2682 | 8:59 PM O'Hare International Airport | 2h29 | 12:28 AM Edward L. Logan International Airport | 0 transfersDirect | |
UA1779 | 9:41 PM O'Hare International Airport | 2h33 | 1:14 AM Edward L. Logan International Airport | 0 transfersDirect | |
| Thursday, June 18 | |||||
AA2970+ AA4780 | 5:00 AM O'Hare International Airport | 5h02 | 11:02 AM Edward L. Logan International Airport | 1 transfer | |
AA2970 · AA1416 | 5:00 AM O'Hare International Airport | 5h46 | 11:46 AM Edward L. Logan International Airport | 1 transfer | |
UA2666 · UA558 | 5:00 AM O'Hare International Airport | 7h49 | 1:49 PM Edward L. Logan International Airport | 1 transfer | |
AA2842 · AA1533 | 5:10 AM O'Hare International Airport | 5h01 | 11:11 AM Edward L. Logan International Airport | 1 transfer | |
AA4339+ AA1582 | 6:00 AM O'Hare International Airport | 4h52 | 11:52 AM Edward L. Logan International Airport | 1 transfer | |
B61206 · B61118 | 6:00 AM O'Hare International Airport | 7h51 | 2:51 PM Edward L. Logan International Airport | 1 transfer | |
AA327+ AA4367 | 6:00 AM O'Hare International Airport | 4h50 | 11:50 AM Edward L. Logan International Airport | 1 transfer | |
UA2295 · UA375 | 6:00 AM O'Hare International Airport | 4h16 | 11:16 AM Edward L. Logan International Airport | 1 transfer | |
AA3022 | 6:04 AM O'Hare International Airport | 2h26 | 9:30 AM Edward L. Logan International Airport | 0 transfersDirect | |
UA1186 | 6:05 AM O'Hare International Airport | 2h24 | 9:29 AM Edward L. Logan International Airport | 0 transfersDirect | |
AA2115 · AA1416 | 6:29 AM O'Hare International Airport | 4h17 | 11:46 AM Edward L. Logan International Airport | 1 transfer | |
UA1689 · UA1392 | 6:30 AM O'Hare International Airport | 7h10 | 2:40 PM Edward L. Logan International Airport | 1 transfer | |
AA2968 | 7:00 AM O'Hare International Airport | 2h26 | 10:26 AM Edward L. Logan International Airport | 0 transfersDirect | |
AA4953+ AA4399 | 7:00 AM O'Hare International Airport | 4h43 | 12:43 PM Edward L. Logan International Airport | 1 transfer | |
UA1217 · UA1232 | 7:05 AM O'Hare International Airport | 7h39 | 3:44 PM Edward L. Logan International Airport | 1 transfer | |
UA2823 · UA3480 · UA2630 | 7:20 AM O'Hare International Airport | 8h18 | 4:38 PM Edward L. Logan International Airport | 2 transfers | |
UA2823 · UA3596 · UA2433 | 7:20 AM O'Hare International Airport | 9h37 | 5:57 PM Edward L. Logan International Airport | 2 transfers | |
UA1488 · UA3424 · UA2630 | 7:25 AM O'Hare International Airport | 8h13 | 4:38 PM Edward L. Logan International Airport | 2 transfers | |
AA4635+ AA4044 | 7:25 AM O'Hare International Airport | 4h08 | 12:33 PM Edward L. Logan International Airport | 1 transfer | |
UA1076 | 7:33 AM O'Hare International Airport | 2h32 | 11:05 AM Edward L. Logan International Airport | 0 transfersDirect | |
This is the last flight of the day. | |||||
Find all the dates and times for this journey
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.
Discover the best of Boston — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Boston trip today.
One of the largest art museums in the United States, known for its encyclopedic collection spanning ancient to contemporary works.
A distinctive Venetian-style museum with major European, Asian, and American art, famous for its intimate courtyard and historic 1990 art theft.
A family-friendly science museum with hands-on exhibits, a planetarium, and broad appeal for visitors interested in technology and natural science.
Boston’s signature walking route linking many of the city’s most important historic sites, ideal for first-time visitors.
The oldest public park in the United States, serving as a central green space and gateway to the Freedom Trail.
A picturesque landscaped garden known for its lagoon, bridges, and swan boats, especially photogenic in spring and summer.
A creamy soup of clams, potatoes, and onions that is one of Boston’s signature comfort foods and a classic of New England cooking.
Sweet lobster meat served in a buttered split-top roll, often dressed lightly with mayo or warm butter. It is a beloved Boston-area seafood staple.
Slow-cooked beans traditionally baked with molasses and salt pork, tied to the city’s old nickname, 'Beantown,' and its colonial food history.
Highly regarded restaurant in Cambridge near Boston, known for refined Eastern Mediterranean cooking, excellent ingredients, and a warm upscale atmosphere.
Iconic North End bakery best known for cannoli and other Italian pastries, popular with both locals and visitors seeking a classic Boston sweet stop.
Small, celebrated North End seafood spot known for lobster rolls, oysters, and a lively atmosphere. A longtime favorite for classic Boston seafood.
Boston is pricey by U.S. standards, especially for hotels and dining, though casual food and transit are manageable.
Tip 18-20% in restaurants, 20%+ for great service. USD 1-2 per drink at bars, round up taxis, and tip hotel staff USD 2-5.
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.

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.
O'Hare International Airport is 3 km from Chicago city centre. Public transport options include:
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 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.
Free Wi-Fi available throughout the airport. ATMs are located throughout all terminals.
Lost and found is available at the station.
Available at O'Hare International Airport: Parking, Taxis, WC.
Available at O'Hare International Airport: Car Rental.
Accessibility facilities are available at O'Hare International Airport: Elevators, ramps, toilets.
Nearby hotels include Hotels such as Hilton Chicago O'Hare are located on airport grounds, with others like the Hyatt Regency nearby..
Edward L. Logan International Airport is 2 km from Boston city centre. Public transport options include:
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 options include: Restaurants are available in all terminals, including Legal Sea Foods (seafood) and Wahlburgers (American).
Free Wi-Fi available throughout the airport. ATMs are located throughout the airport, near gates and publicas.
Lost and found is available at the station.
Available at Edward L. Logan International Airport: Parking, Taxis, WC.
Available at Edward L. Logan International Airport: Car Rental.
Accessibility facilities are available at Edward L. Logan International Airport: Elevators, ramps.
Nearby hotels include Hotels within walking distance, including Hilton Boston Logan Airport..
Here are some other resources that might have the information you need