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Toronto to Chicago Flight Information

Below are some common questions asked about this flight route:

When can I book the cheapest flight from Toronto to Chicago?

Airlines adjust prices for plane tickets from Toronto to Chicago based on the day and time that you book your flight. After analyzing data from all airlines, we have discovered that the best days to book flights are Tuesdays, Wednesdays, and Saturdays.

How frequent are direct flights from Toronto to Chicago?

There are 196 direct flights from Toronto to Chicago.

What is the most popular airline for non-stop flights from Toronto to Chicago?

Air Canada provides 27.000002 of the non-stop flights between Toronto and Chicago.

Airlines flying this route:
Airports in Toronto:
Airports in Chicago:
Average duration of direct flights: 1h53m

Toronto to Chicago Flight Schedule

Flight info. Departure
Arrival
Route Weekly Schedule
11:09 YYZ 12:02 ORD
Toronto to Chicago SMTWTFS Search
07:44 YYZ 08:50 ORD
Toronto to Chicago SMTWTFS Search
11:45 YYZ 12:37 ORD
Toronto to Chicago ----TFS Search
17:40 YYZ 18:38 ORD
Toronto to Chicago SMTWTFS Search
13:40 YYZ 14:22 ORD
Toronto to Chicago -MTW--S Search
AC509
14:55 YYZ 15:44 ORD
Toronto to Chicago SMTWTFS Search
AC501
06:40 YYZ 07:29 ORD
Toronto to Chicago SMTWTFS Search
08:15 YYZ 09:19 ORD
Toronto to Chicago SMTWTFS Search
AC505
10:10 YYZ 10:59 ORD
Toronto to Chicago SMTWTFS Search
AC513
18:15 YYZ 19:04 ORD
Toronto to Chicago SMTWTFS Search
AC511
16:40 YYZ 17:29 ORD
Toronto to Chicago SMTWTFS Search
AC507
12:55 YYZ 13:44 ORD
Toronto to Chicago SMTWTFS Search
AC515
20:55 YYZ 21:44 ORD
Toronto to Chicago SMTWTFS Search
17:59 YTZ 18:49 MDW
Toronto to Chicago SMTWTFS Search
AY4106
15:13 YYZ 16:13 ORD
Toronto to Chicago SM--TFS Search
NH7763
ANA
08:16 YYZ 09:03 ORD
Toronto to Chicago SMTWTFS Search
NH7383
ANA
13:51 YYZ 14:43 ORD
Toronto to Chicago SMTWTFS Search
08:25 YTZ 09:15 MDW
Toronto to Chicago SMTWT-- Search
08:15 YYZ 09:14 ORD
Toronto to Chicago SMTWTFS Search
AC5588
13:50 YYZ 14:39 ORD
Toronto to Chicago ---WTFS Search

Flights from Toronto to Midway International Airport (MDW)

3 Dec, 18:05 - 10 Dec, 07:00
PD | Porter Airlines
1h 50m
YTZ - MDW
Nonstop
AU$254
Round-trip from
Search
4 Jan, 17:50 - 7 Jan, 18:45
DL | Delta Air Lines
5h 36m
YYZ - MDW
1 stop
AU$411
Round-trip from
Search
27 Jan, 11:58 - 3 Feb, 18:05
DL | Delta Air Lines
5h 22m
YYZ - MDW
2 stop
AU$317
Round-trip from
Search

Flights from Toronto to O'Hare International Airport (ORD)

23 Nov, 19:58 - 30 Nov, 07:49
AA | American Airlines
2h 3m
YYZ - ORD
Nonstop
AU$248
Round-trip from
Search
3 Dec, 17:40 - 4 Dec, 21:05
UA | United Airlines
1h 42m
YYZ - ORD
Nonstop
AU$301
Round-trip from
Search
20 Jan, 14:35 - 26 Jan, 14:55
DL | Delta Air Lines
5h 30m
YYZ - ORD
1 stop
AU$364
Round-trip from
Search
29 Jan, 19:59 - 5 Feb, 08:50
AA | American Airlines
2h 1m
YYZ - ORD
1 stop
AU$242
Round-trip from
Search
20 Jan, 12:30 - 26 Jan, 12:40
WS | Westjet
5h 35m
YYZ - ORD
2 stop
AU$424
Round-trip from
Search

Prices shown are for 1 adult ticket including taxes & fees.(As ticket fares can change frequently, these advertised prices are for reference only. The actual prices will be shown at time of booking.)

Roundtrip vs One-Way Flights from Toronto to Chicago

There is usually no major price difference between buying a roundtrip flight versus a one-way flight. Increased flexibility is the main benefit when it comes to buying a one-way flight from Toronto to Chicago. However, booking a roundtrip flight is a simpler process. You can compare roundtrip and one-way flights by using our flight comparison tool.

Direct vs Connecting Flights from Toronto to Chicago

The average price for connecting flights from Toronto to Chicago is AUD 289.60.The average price for direct flights from Toronto to Chicago is AUD 303.94.

Travel from Toronto to Chicago

Chicago attracts thousands of visitors every year for both business and pleasure. Planning a trip from Toronto to Chicago is easy when you use Trip.com to help you make travel arrangements. With Trip.com, you can search for available flights and hotel rooms, and then make your booking quickly and easily online.

A Trip to Remember

Make your journey from Toronto to Chicago a trip to remember when you use Trip.com to review city attractions before you arrive. With a preview of what's available at your destination, you can make any necessary reservations in advance for the best travel experience possible.

Trip.com is part of Trip.com Group Limited, one of the world's leading providers of travel services.
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