Toronto, ON YTO to Chicago, IL CHI flight with United

Sat, May 02
+ Add return
United
Jazz Aviation
Porter Airlines
Air Canada
Republic Airlines
2,000+ travel companies
United
Jazz Aviation
Porter Airlines
Air Canada
Republic Airlines
2,000+ travel companies
QR-Code
Scan to get our free app
Use our app to get live travel updates and book mobile tickets for trains, buses, flights, and ferries.
App Store
rate4.9
42K ratings
Google Play
rate4.6
136K reviews

Journey information

Overview: Toronto, ON to Chicago, IL flight

CanadaCanada
USAUSA
Icon of flight

Flights from Toronto, ON to Chicago, IL depart on average 33 times per day, taking around 1h 58m. Cheap flight tickets for this journey start at $113 (€90) but you can travel from only $54 (€43) by bus.

There are 14 flights per day. The earliest flight runs at 00:30, the last at 23:20. The fastest flight covers the 436 miles (702 km) distance in 1h 50m. August 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
Cheapest alternative travel mode
Bus from $54 (€43)
Distance
436 miles (702 km)
Average flight duration
1h 58m
Cheapest ticket price
$113 (€90)
Flights per day
33
Direct flights
14
Fastest flight
1h 50m
First flight
12:30 AM
Last flight
11:20 PM
Cheapest Month
Aug
Cheapest Day
Sun
High Season
Jul - Sep
Low Season
Jan - Mar
Busiest Day
Tue
Least Busy Day
Wed
Best time to book
28 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
Cheapest alternative travel mode
Bus from $54 (€43)

The cheapest and fastest flights from Toronto, ON to Chicago, IL

Showing times and prices for May 02

Cheapest price

$624

Average price

$800

Fastest journey

1 h 50 m

Average duration

1 h 58 m

Flights per day

63

Distance

702 km

Cheap tickets

The best way to find a cheap flight ticket from Toronto, ON to Chicago, IL is to book your journey as far in advance as possible and to avoid traveling at rush hour.

The average ticket from Toronto, ON to Chicago, IL will cost around $800 if you buy it on the day, but the cheapest tickets can be found for only $624.

Fast flights

Of the 63 flights that leave Toronto, ON for Chicago, IL onSat, May 02, 19 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.

On Sat, May 02 the direct flights cover the 702 km distance in an average of 1 h 58 m but if you time it right, some flights will get you there in just 1 h 50 m .

On Sat, May 02 the longest flights will take 2 h 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.

  • Porter AirlinesPD2387
    8:55 AM1h50
    Toronto Island
    9:45 AMMidway International Airport
    $6241One-way
    0 transfers
  • UnitedUA8450 · UA3659
    2:05 PM5h53
    Toronto
    6:58 PMO'Hare International Airport
    $7861One-way
    1 transfer
  • Air CanadaAC509
    1:55 PM2h00
    Toronto
    2:55 PMO'Hare International Airport
    $7861One-way
    0 transfers
  • UnitedUA8533
    8:00 AM2h00
    Toronto
    9:00 AMO'Hare International Airport
    $7861One-way
    0 transfers
  • UnitedUA3576
    1:00 PM2h03
    Toronto
    2:03 PMO'Hare International Airport
    $7861One-way
    0 transfers

Travel Information

Compare train, bus, and flight for Toronto, ON to Chicago, IL

Omio recommends booking the bus as it is the most popular option from Toronto, ON to Chicago, IL among Omio's users. If you are prioritising price take the bus with prices starting from $54. For those with little time consider booking a flight which can get you there in 1h 58m. In case you are seeking to minimise your carbon footprint the bus is your best bet as it emits only 0.7 - 1.8kg. The ticket price range depends on the travel mode: a bus costs an average of $54, and a flight costs an average of $113.

Distance: 436 miles (702 km)

Compare flight with

Flight
Most popular
Bus
Train

$324

Average price

$124

Average price

Cheapest

$259

Average price

4h 58m

Average total duration

Fastest

1h 58m

Onboard

+

3h 0m

Additional time*

12h 55m

Average total duration

12h 25m

Onboard

+

30m

Additional time*

26h 22m

Average total duration

25h 52m

Onboard

+

30m

Additional time*

2.1 - 4.2kg

CO2 emissions

0.7 - 1.8kg

CO2 emissions

Lowest

-

CO2 emissions

Direct Options

Direct Options

Direct Options

Additional time: Average total travel duration to departure point, security checks and transfers.

Live departures

Toronto, ON to Chicago, IL flight times

The table below shows live departures for Toronto, ON to Chicago, IL flights for today, Friday, May 1. You can also manually refresh the results below to see updated flight journeys.

Last updated at
ProviderDepartsDurationArrivesTransfers
Tickets
westjetWS7673 · WS815212:22 PM Toronto
7h14
6:36 PM Midway International Airport1 transfer
westjetWS7673 · WS819112:22 PM Toronto
6h51
6:13 PM O'Hare International Airport1 transfer
unitedUA869412:25 PM Toronto
1h55
1:20 PM O'Hare International Airport0 transfersDirect
air_canadaAC50712:25 PM Toronto
1h55
1:20 PM O'Hare International Airport0 transfersDirect
jazz_aviationAC7962+air_canadaAC52512:30 PM Toronto Island
8h38
8:08 PM O'Hare International Airport1 transfer
psa_airlinesAA5525+american_airlinesAA146212:34 PM Toronto
6h16
5:50 PM O'Hare International Airport1 transfer
psa_airlinesAA5525+american_airlinesAA49012:34 PM Toronto
7h26
7:00 PM O'Hare International Airport1 transfer
unitedUA3559 · UA264912:45 PM Toronto
4h46
4:31 PM O'Hare International Airport1 transfer
unitedUA12971:00 PM Toronto
2h01
2:01 PM O'Hare International Airport0 transfersDirect
envoy_airAA36061:15 PM Toronto
2h05
2:20 PM O'Hare International Airport0 transfersDirect
porter_airlinesPD23931:45 PM Toronto Island
1h50
2:35 PM Midway International Airport0 transfersDirect
air_canadaAC5091:55 PM Toronto
2h00
2:55 PM O'Hare International Airport0 transfersDirect
unitedUA83071:55 PM Toronto
2h00
2:55 PM O'Hare International Airport0 transfersDirect
air_canadaAC414+republic_airlinesAC31852:00 PM Toronto
5h52
6:52 PM O'Hare International Airport1 transfer
unitedUA55942:45 PM Toronto
1h58
3:43 PM O'Hare International Airport0 transfersDirect
envoy_airAA36083:13 PM Toronto
2h05
4:18 PM O'Hare International Airport0 transfersDirect
republic_airlinesAA4556+american_airlinesAA12643:24 PM Toronto
6h40
9:04 PM O'Hare International Airport1 transfer
republic_airlinesAA4556+american_airlinesAA20433:24 PM Toronto
8h23
10:47 PM O'Hare International Airport1 transfer
psa_airlinesAA5076+american_airlinesAA6893:45 PM Toronto
9h09
11:54 PM O'Hare International Airport1 transfer
air_canadaAC418 · AC5254:00 PM Toronto
5h08
8:08 PM O'Hare International Airport1 transfer
unitedUA82874:00 PM Toronto
1h59
4:59 PM O'Hare International Airport0 transfersDirect
piedmont_airlinesAA5884+american_airlinesAA33314:15 PM Toronto
8h19
11:34 PM O'Hare International Airport1 transfer
piedmont_airlinesAA5884+american_airlinesAA13124:15 PM Toronto
6h20
9:35 PM O'Hare International Airport1 transfer
unitedUA8548 · UA34884:40 PM Toronto
4h59
8:39 PM O'Hare International Airport1 transfer
unitedUA8548 · UA22184:40 PM Toronto
6h02
9:42 PM O'Hare International Airport1 transfer
unitedUA8621 · UA5464:40 PM Toronto
6h00
9:40 PM O'Hare International Airport1 transfer
unitedUA12865:20 PM Toronto
2h01
6:21 PM O'Hare International Airport0 transfersDirect
psa_airlinesAA5667+american_airlinesAA13285:25 PM Toronto
4h56
9:21 PM O'Hare International Airport1 transfer
psa_airlinesAA5116+american_airlinesAA33316:06 PM Toronto
6h28
11:34 PM O'Hare International Airport1 transfer
westjetWS6344 · WS75706:11 PM Toronto
3h29
8:40 PM O'Hare International Airport1 transfer
envoy_airAA36106:27 PM Toronto
2h05
7:32 PM O'Hare International Airport0 transfersDirect
unitedUA82936:40 PM Toronto
2h00
7:40 PM O'Hare International Airport0 transfersDirect
air_canadaAC5116:40 PM Toronto
2h00
7:40 PM O'Hare International Airport0 transfersDirect
unitedUA3460 · UA12067:00 PM Toronto
5h37
11:37 PM O'Hare International Airport1 transfer
psa_airlinesAA5045+american_airlinesAA6897:15 PM Toronto
5h39
11:54 PM O'Hare International Airport1 transfer
unitedUA3466 · UA17387:43 PM Toronto
5h01
11:44 PM O'Hare International Airport1 transfer
unitedUA14649:00 PM Toronto
2h01
10:01 PM O'Hare International Airport0 transfersDirect
Saturday, May 2
psa_airlinesAA5046+american_airlinesAA17846:00 AM Toronto
7h36
12:36 PM O'Hare International Airport1 transfer
psa_airlinesAA5046+american_airlinesAA21746:00 AM Toronto
5h44
10:44 AM O'Hare International Airport1 transfer
westjetWS6342 · WS70536:10 AM Toronto
3h37
8:47 AM Midway International Airport1 transfer
air_canadaAC480+unitedAC31266:15 AM Toronto
6h13
11:28 AM O'Hare International Airport1 transfer
envoy_airAA35246:15 AM Toronto
2h10
7:25 AM O'Hare International Airport0 transfersDirect
jazz_aviationAC7952+air_canadaAC5256:50 AM Toronto Island
14h18
8:08 PM O'Hare International Airport1 transfer
air_canadaAC400+unitedAC31267:00 AM Toronto
5h28
11:28 AM O'Hare International Airport1 transfer
unitedUA20667:00 AM Toronto
2h00
8:00 AM O'Hare International Airport0 transfersDirect
republic_airlinesAA4542+american_airlinesAA10807:15 AM Toronto
7h34
1:49 PM O'Hare International Airport1 transfer
republic_airlinesAA4542+american_airlinesAA10317:15 AM Toronto
6h02
12:17 PM O'Hare International Airport1 transfer
republic_airlinesAA4542+american_airlinesAA32377:15 AM Toronto
9h49
4:04 PM O'Hare International Airport1 transfer
republic_airlinesAA4559 · AA44707:15 AM Toronto
10h49
5:04 PM O'Hare International Airport1 transfer
unitedUA8552 · UA5957:20 AM Toronto
5h31
11:51 AM O'Hare International Airport1 transfer
unitedUA3435 · UA15257:30 AM Toronto
5h38
12:08 PM O'Hare International Airport1 transfer
unitedUA85338:00 AM Toronto
2h00
9:00 AM O'Hare International Airport0 transfersDirect
air_canadaAC5038:00 AM Toronto
2h00
9:00 AM O'Hare International Airport0 transfersDirect
piedmont_airlinesAA5887+american_airlinesAA10498:00 AM Toronto
5h18
12:18 PM O'Hare International Airport1 transfer
jazz_aviationAC7954+air_canadaAC5258:30 AM Toronto Island
12h38
8:08 PM O'Hare International Airport1 transfer
unitedUA7638:50 AM Toronto
2h00
9:50 AM O'Hare International Airport0 transfersDirect
porter_airlinesPD23878:55 AM Toronto Island
1h50
9:45 AM Midway International Airport0 transfersDirect
air_canadaAC404+jazz_aviationAC84819:00 AM Toronto
6h53
2:53 PM O'Hare International Airport1 transfer
air_canadaAC408+jazz_aviationAC848110:30 AM Toronto
5h23
2:53 PM O'Hare International Airport1 transfer
republic_airlinesAA4552 · AA447010:39 AM Toronto
7h25
5:04 PM O'Hare International Airport1 transfer
unitedUA3648 · UA116810:45 AM Toronto
6h32
4:17 PM O'Hare International Airport1 transfer
jazz_aviationAC7958+air_canadaAC52510:45 AM Toronto Island
10h23
8:08 PM O'Hare International Airport1 transfer
republic_airlinesAA4347+american_airlinesAA250010:59 AM Toronto
9h58
7:57 PM O'Hare International Airport1 transfer
republic_airlinesAA4347+american_airlinesAA323710:59 AM Toronto
6h05
4:04 PM O'Hare International Airport1 transfer
unitedUA47711:00 AM Toronto
2h00
12:00 PM O'Hare International Airport0 transfersDirect
psa_airlinesAA5668+american_airlinesAA230411:10 AM Toronto
4h59
3:09 PM O'Hare International Airport1 transfer
psa_airlinesAA5668+american_airlinesAA330711:10 AM Toronto
6h35
4:45 PM O'Hare International Airport1 transfer
westjetWS6479 · WS638811:30 AM Toronto
5h56
4:26 PM Midway International Airport1 transfer
envoy_airAA360411:33 AM Toronto
2h10
12:43 PM O'Hare International Airport0 transfersDirect
psa_airlinesAA5020+american_airlinesAA253011:55 AM Toronto
7h03
5:58 PM O'Hare International Airport1 transfer
psa_airlinesAA5020+american_airlinesAA145211:55 AM Toronto
5h26
4:21 PM O'Hare International Airport1 transfer

This is the last flight of the day.

Find all the dates and times for this journey

How far in advance should I book flight tickets from Toronto, ON to Chicago, IL?

The best time to book your flight from Toronto, ON to Chicago, IL is 91 days before departure. See how prices for flights change on the Toronto, ON to Chicago, IL route.
Prices are for one-way tickets for one passenger from Toronto, ON to Chicago, IL per month. Insights are sourced from fares found by Omio users in the last 12 months. Current prices may differ as prices vary depending on the time of day, class or how far in advance you book your flight from Toronto, ON to Chicago, IL.

Compare prices and tickets Toronto, ON to Chicago, IL 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.

Sat
May 02
Sun
May 03
Mon
May 04
Tue
May 05
Wed
May 06
Thu
May 07
Fri
May 08
Sat
May 09
Sun
May 10
Mon
May 11
Tue
May 12
Wed
May 13
Thu
May 14
Fri
May 15
Sat
May 16
Sun
May 17
Mon
May 18
Tue
May 19
Wed
May 20
Thu
May 21
Fri
May 22

Why should you book Toronto, ON to Chicago, IL flights with Omio?

United as well as Jazz Aviation, Porter Airlines, Air Canada, Republic Airlines and more offer flights services from Toronto, ON to Chicago, IL.
Omio is an official ticket reseller for all your travel options from Toronto, ON to Chicago, IL.

Why book with Omio vs United?

  • Compare with other providers: On Omio, you can not only buy tickets for United, but also compare tickets for the likes of Jazz Aviation, Porter Airlines, Air Canada or Republic Airlines to find the best option for your trip from Toronto, ON to Chicago, IL.
  • 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 United with all available travel options, which are train, bus and flight to ensure you get the best deal for traveling from Toronto, ON to Chicago, IL.

Why book with Omio over Kayak, Skyscanner or Trip?

  • Compare with other providers: On Omio, you can also compare tickets for the likes of Jazz Aviation, Porter Airlines, Air Canada or Republic Airlines to find the best option for your trip from Toronto, ON to Chicago, IL.
  • Multiple modes of transport: Omio allows you to compare travel options including train, bus and flight to find the ideal travel option from Toronto, ON to Chicago, IL.

Airlines: United, Jazz Aviation, Porter Airlines, Air Canada, Republic Airlines, skywest airlines from Toronto, ON to Chicago, ILFind the best flights between Toronto, ON to Chicago, IL with Omio's travel partners United, Jazz Aviation, Porter Airlines, Air Canada, Republic Airlines, skywest airlines from $54 (€43). 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 Duration
2h 4m
Cheapest Price
$142 (€113)
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.
Learn more about United

Jazz Aviation

About
Jazz Aviation LP, commonly known as Jazz, is a Canadian regional airline and a wholly owned subsidiary of Chorus Aviation. It primarily operates as Air Canada Express, providing regional and charter services across Canada and the United States. Jazz is Canada's largest regional carrier and plays a crucial role in Air Canada's network, carrying a significant portion of its daily passengers and offering nearly half of its transborder departures. With its main base in Halifax, Jazz serves 79 destinations and operates a fleet of Bombardier aircraft. Beyond passenger flights, Jazz also offers charter services and provides maintenance, repair, and overhaul (MRO) services through Jazz Technical Services.
Luggage & cancellation policy
Jazz Aviation frequency
12 a day
Luggage included
One carry-on bag and one personal item are allowed onboard, with no weight restrictions for carry-on but it must be light enough to store in overhead lockers and not exceed 55cm x 23cm x 40cm (21.5 x 9 x 15.5).
Additional luggage
Additional bags can be added for an extra fee, with a weight limit of 23kg/50lb and a maximum size of 158 cm/62 in (length + width + height).
Refund
If Air Canada Jazz is responsible for the delay, EU regulations state that passengers are owed up to €600 per person when delayed by 3 hours or more.
Pregnant on board
Being pregnant on board is allowed, and Air Canada provides useful tips for a seamless travel experience for pregnant travelers.
Unaccompagned minor
The Unaccompanied Minor service is mandatory for children aged 8 to 11 who are travelling alone on non-stop Air Canada Express flights operated by Jazz.
Amenities on board the airplane
Wifi
Food sold onboard
A meal or hot snack is included with flights offering Air Canada Bistro service for unaccompanied minors, and complimentary non-alcoholic beverages are included.
Seat reservation
A fee may apply if you decide to change the free standard seat assignment provided, or if you select Preferred Seats.
Toilets
USB plugs
Accessibility
Jazz Aviation refers all feedback on accessibility matters for Air Canada Express passengers to Air Canada.

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
skywest airlines frequency
3 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.

Air Canada

About
Air Canada is Canada's largest airline and flag carrier, headquartered in Saint-Laurent, Quebec. Founded in 1937 as Trans-Canada Air Lines, it was renamed Air Canada in 1964 and fully privatized in 1989. As a founding member of Star Alliance, Air Canada provides scheduled passenger and cargo services to over 220 destinations across six continents. The airline operates a diverse fleet, including Airbus A320 family aircraft, Boeing 737 MAX, Boeing 777, and Boeing 787 Dreamliner for both short and long-haul routes. Air Canada also offers leisure travel packages through its subsidiary, Air Canada Vacations.
Luggage & cancellation policy
Average Duration
4h 58m
Cheapest Price
$148 (€118)
Luggage included
Economy Basic includes personal item (under seat), Economy Standard/Flex/Latitude/Premium Economy/Business include carry-on bag + personal item
Additional luggage
Checked baggage fees vary by route and fare type, starting at $30-$70 for first bag
Cancellation Policy
Refundable fares allow full refund, non-refundable fares may receive future travel credit minus cancellation fee.
Pregnant on board
Pregnant passengers can travel up to 36 weeks without medical certificate. After 36 weeks, medical clearance required
Unaccompagned minor
Unaccompanied Minor Service available for children aged 8-11 (mandatory) and 12-17 (optional). Service fee applies.
Amenities on board the airplane
Wifi
USB plugs
Accessibility
Air Canada provides wheelchair assistance and special services for passengers with disabilities, including mobility aids and service animals.
Pets
Pets allowed in cabin and cargo hold, restrictions apply based on aircraft type and route
Learn more about Air Canada

Porter Airlines

About
Porter Airlines is a Canadian airline headquartered at Billy Bishop Toronto City Airport, known for its focus on convenience and customer service. Established in 2006, it has grown to be the third-largest airline in Canada. Porter operates scheduled flights across North America, utilizing a fleet of De Havilland Canada DHC-8-400 turboprops and Embraer 195-E2 jet aircraft. A key feature of Porter Airlines is its "Flying Refined" brand, emphasizing a premium travel experience with amenities like complimentary beer, wine, and snacks, as well as free Wi-Fi on its E195-E2 jets. They also offer a unique two-by-two seating configuration, ensuring no middle seats on their flights. Porter's main hubs include Toronto–Billy Bishop, Toronto–Pearson, and Ottawa Macdonald-Cartier airports.
Luggage & cancellation policy
Average Duration
1h 50m
Cheapest Price
$113 (€90)
Luggage included
Basic fare includes personal item (17 x 33 x 43 cm) and standard carry-on bag (23 x 40 x 55 cm)
Additional luggage
Checked baggage can be purchased, max 23kg per piece
Cancellation Policy
Basic fares non-refundable, flexible fares allow changes/cancellations with fee, Freedom fares fully refundable.
Pregnant on board
Pregnant passengers can travel up to 36 weeks without medical certificate. After 36 weeks, medical clearance required.
Unaccompagned minor
Children aged 8-11 can travel as unaccompanied minors. Service fee applies. Must be booked through contact center.
Amenities on board the airplane
Wifi
USB plugs
Accessibility
Porter Airlines provides wheelchair assistance and special services for passengers with disabilities. Service must be arranged 48 hours before departure.

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 Duration
1h 55m
Cheapest Price
$174 (€139)
Republic Airlines frequency
9 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.

FAQs: Toronto, ON to Chicago, IL Flight

Find answers to the most common questions about traveling from Toronto, ON to Chicago, IL 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 Chicago, IL, this guide helps you travel smarter and with confidence.

FAQs
Cheap plane tickets from Toronto, ON to Chicago, IL can start from as little as $113 (€90) when you book in advance. The average flight ticket price for Toronto, ON to Chicago, IL is $324 (€258) ; 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 Toronto, ON to Chicago, IL is 1h 50m to travel the 436 miles (702 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 Toronto, ON to Chicago, IL leaves at 12:30 AM. Plan your trip with the Journey Planner from Omio.
The latest flight from Toronto, ON to Chicago, IL leaves at 11:20 PM.
Yes, there are 14 direct flights a day from Toronto, ON to Chicago, IL with Jazz Aviation, Republic Airlines, skywest airlines. Schedules can vary on holidays or weekends with fewer direct flights.
When taking a flight from Toronto, ON to Chicago, IL, you can count on United, Jazz Aviation, Porter Airlines, Air Canada, Republic Airlines, skywest airlines for the best way to get you to Chicago, IL. You can also check all possible airlines who offer a service between Toronto, ON and Chicago, IL and compare the amenities they offer before buying a plane ticket.
Flights from Toronto, ON to Chicago, IL generally leave from Toronto and arrive in O'Hare International Airport.Toronto is 2 miles (4 km) away from Toronto, ON city centre and O'Hare International Airport is 1 miles (3 km) from Chicago, IL city centre.
The cheapest month for a flight from Toronto, ON to Chicago, IL is August.
It's helpful to compare your options as there are 3 ways to travel between Toronto, ON and Chicago, IL including taking a train, bus, and flight.
Since neither Toronto, ON nor Chicago, IL are in the Schengen Area, passport requirements depend on the specific immigration rules of Canada 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 Toronto, ON and Chicago, IL all year round.
The best events to attend in Chicago, IL include:
  • Chicago Air and Water Show, an exhilarating display of military and civilian aircraft performing daring maneuvers over Lake Michigan
  • Lollapalooza, a massive music festival featuring top artists across multiple genres in Grant Park
  • Chicago Gourmet, a premier culinary event celebrating the city's vibrant food scene with tastings, cooking demonstrations, and wine pairings.
Some of the most interesting sights to explore in Chicago, IL are:
  • Millennium Park, a public park known for its modern art installations and the iconic Cloud Gate sculpture
  • Art Institute of Chicago, a renowned museum housing an extensive collection of art from around the world
  • Navy Pier, a popular entertainment destination featuring rides, restaurants, and lakefront views
  • Willis Tower Skydeck, an observation deck offering panoramic views of the city from one of the tallest buildings in the Western Hemisphere
  • Field Museum, a natural history museum with vast exhibits including the famous T. rex skeleton, Sue.
The best holidays to experience in Chicago, IL include:
  • Memorial Day, the unofficial start of summer with vibrant outdoor activities and events
  • Independence Day, spectacular fireworks and festive celebrations throughout the city
  • Labor Day, a lively atmosphere with various festivals and pleasant weather.
The best things to do in Chicago, IL include:
  • Museum of Science and Industry, an interactive museum featuring exhibits on science, technology, and industry
  • Explore the vibrant neighborhoods of Chicago, such as Wicker Park and Lincoln Park, known for their unique shops and eateries
  • Take a river cruise to see the city's iconic architecture from a different perspective
  • Attend a live performance at the historic Chicago Theatre
  • Enjoy a day at Lincoln Park Zoo, one of the oldest zoos in the U.S., offering free admission.
The best season to visit Chicago, IL is Spring or Summer. The best weather to explore Chicago, IL is during May-September.
We recommend using the bus as it is the most popular way to get from Toronto, ON to Chicago, IL among Omio's users.
For international flights we recommend to arrive 2.5 to 3 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 Chicago, IL, travelers should be cautious of pickpocketing and purse snatching, especially in crowded areas like public transit and popular tourist spots. Common scams include fake charity solicitations and distraction thefts. It is advisable to stay alert in neighborhoods outside downtown after dark and use authorized transportation services to avoid unlicensed taxi scams. Keeping valuables secure and being aware of surroundings helps mitigate these risks.
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 Toronto, ON to Chicago, IL

Toronto
Chicago
The major airport for departures in Toronto is Toronto. Find all the information you need to know about services, amenities and connections at Toronto for your trip from Toronto to Chicago.
Toronto (YYZ)WifiShoppingParkingDiningATMTaxisAccessibilityWCHotelShowerLoungeLost and Found OfficeCar Rental
Amenities at airport
WifiWifi
ShoppingShopping
ParkingParking
DiningDining
ATMATM
TaxisTaxis
AccessibilityAccessibility
WCWC
HotelHotel
ShowerShower
LoungeLounge
Lost and Found OfficeLost and Found Office
Car RentalCar Rental
information
address
Address
6301 Silver Dart Dr, Mississauga, ON L5P 1B2, Cada
ticketOfficeHours
Distance to city center
4 km
carConnection
Car connection
Highway 427, Exit 1
Wifi
Wifi
  • Free Wi-Fi available throughout the airport.
Shopping
Shopping
  • Shops are located in both terminals, including Duty-Free and Hudson's Bay.
Parking
Parking
  • Parking available with options including Value Park Garage, Daily Park Garage, and Express Park, approximately 3.5€ (CAD 5) per 20 minutes.
Dining
Dining
  • Various restaurants are available, including fast food and sit-down options like Tim Hortons and Mill Street Brewery, located in both terminals.
Taxis
Taxis
  • Available outside the terminal.
Accessibility
Accessibility
  • Elevators, ramps, assistance
WC
WC
  • Available throughout the airport in the airport.
Hotel
Hotel
  • Hotels such as the Sheraton Gateway Hotel are directly connected to terminal 3.
Shower
Shower
  • Showers are available in some lounges. Access may require a lounge pass or membership.
Lounge
Lounge
  • Lounges available, including Plaza Premium Lounge, with access via membership or fee.
Lost and Found Office
Lost and Found Office
  • Lost and Found services available at the airport; contact information is provided on the airport's website.
Car Rental
Car Rental
  • Car rental services are available on-site, with companies like Avis, Budget, and Hertz.
Public transit options for Toronto
  • UP Express train, Union Station, 25 km
Toronto Island (YTZ)WifiShoppingParkingDiningATMTaxisAccessibilityWCLoungeLost and Found OfficeCar Rental
Amenities at airport
WifiWifi
ShoppingShopping
ParkingParking
DiningDining
ATMATM
TaxisTaxis
AccessibilityAccessibility
WCWC
LoungeLounge
Lost and Found OfficeLost and Found Office
Car RentalCar Rental
information
address
Address
2 Eireann Quay, Toronto, ON M5V 1A1, Cada
ticketOfficeHours
Distance to city center
7 km
Wifi
Wifi
  • Free Wi-Fi available throughout the airport.
Shopping
Shopping
  • There are a few shops, including a newsstand and a gift shop, located in the terminal.
Parking
Parking
  • Parking available near the terminal, approximately 0.95€ ($1) per hour.
Dining
Dining
  • There are a few dining options, including a café and a bar, located in the terminal.
Taxis
Taxis
  • Available outside the terminal.
WC
WC
  • Available throughout the airport. near the gates and check-in area.
Lounge
Lounge
  • Lounge available for Porter Airlines passengers, offering complimentary scks and beverages.
Lost and Found Office
Lost and Found Office
  • Lost and Found services available at the airport information desk.
Car Rental
Car Rental
  • Car rental services are available, with companies like Enterprise and Hertz operating nearby.
Public transit options for Toronto Island
  • Billy Bishop Airport Shuttle, Union Station, 3 km

More options for your journey from Toronto, ON to Chicago, IL

Here are some other resources that might have the information you need

Return journeys for flights from Chicago, IL to Toronto, ON
Buses from Toronto, ON to Chicago, IL
More information on flights to Toronto, ON
More information on flights to Chicago, IL

Most popular flights to and from Chicago, IL and Toronto, ON

Flights New York, NY - Chicago, IL
Flights London - Chicago, IL
Flights Paris - Chicago, IL
Flights Madrid - Chicago, IL
Flights Los Angeles, CA - Chicago, IL
Flights Berlin - Chicago, IL
Flights Dubai - Chicago, IL
Flights Barcelona - Chicago, IL
Flights Rome - Chicago, IL
Flights Washington, DC - Chicago, IL
Flights Boston, MA - Chicago, IL
Flights Funza - Chicago, IL
Flights El Rosario - Chicago, IL
Flights Amsterdam - Chicago, IL
Flights Miami, FL - Chicago, IL
Flights San Diego, CA - Chicago, IL
Flights Las Vegas, NV - Chicago, IL
Flights Seattle, WA - Chicago, IL
Flights Paris Charles de Gaulle Airport - Chicago, IL
Flights Atlanta, GA - Chicago, IL
Flights Munich - Chicago, IL
Flights Brussels - Chicago, IL
Flights Toronto, ON - Neiva
Flights Toronto, ON - Valledupar
Flights Toronto, ON - Tegucigalpa
Flights Toronto, ON - Paso de Carrasco
Flights Toronto, ON - Villavicencio
Flights Toronto, ON - Riohacha
Flights Toronto, ON - Ibagué
Flights Toronto, ON - Sint Michiel Liber
Flights Toronto, ON - Leticia
Flights Toronto, ON - Popayán
Flights Toronto, ON - Yopal
Flights Toronto, ON - Barrancabermeja
Flights Toronto, ON - Pupiales
Flights Toronto, ON - Fortaleza, CE
Flights Toronto, ON - Manta
Flights Toronto, ON - Winnipeg, MB
Flights Toronto, ON - Florencia
Flights Toronto, ON - Corozal
Flights Toronto, ON - Villamaría
Flights Toronto, ON - Tumaco
Flights Toronto, ON - Puerto Ayora
Flights Toronto, ON - Cuenca
HomeFlightsFlights in USAFlight Schedules to Chicago, ILToronto, ON to Chicago, IL Flights

The Omio App Makes Travel Planning Easy

We’ll get you where you want to go. From live train updates to mobile tickets, our innovative app is the ideal way to plan and keep track of your travel.

ios-badge
android-badge
Hand With Phone