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Flights from Toronto to Chicago (YYZ to CHI)

Discover alternate routes & cheap one way flights from Toronto to Chicago (YYZ to CHI) within a departure date range.

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USD 322
6:30pm - 7:24pm
Wed Jan 4th
1h 54m
Toronto (YYZ) → Chicago (ORD)
Direct
Wed Jan 4th 2023 United Airlines · UA 8293 Depart at 6:30 pm from Toronto (YYZ) Fly for 1h 54m Arrive at 7:24 pm in Chicago (ORD)
USD 322
8:55pm - 9:49pm
Wed Jan 4th
1h 54m
Toronto (YYZ) → Chicago (ORD)
Direct
Wed Jan 4th 2023 United Airlines · UA 8257 Depart at 8:55 pm from Toronto (YYZ) Fly for 1h 54m Arrive at 9:49 pm in Chicago (ORD)
USD 322
3:26pm - 4:31pm
Wed Jan 4th
2h 5m
Toronto (YYZ) → Chicago (ORD)
Direct
Wed Jan 4th 2023 United Airlines · UA 3594 Depart at 3:26 pm from Toronto (YYZ) Fly for 2h 5m Arrive at 4:31 pm in Chicago (ORD)
USD 322
5:41pm - 6:46pm
Wed Jan 4th
2h 5m
Toronto (YYZ) → Chicago (ORD)
Direct
Wed Jan 4th 2023 United Airlines · UA 4788 Depart at 5:41 pm from Toronto (YYZ) Fly for 2h 5m Arrive at 6:46 pm in Chicago (ORD)
USD 325
8:55pm - 9:49pm
Wed Jan 4th
1h 54m
Toronto (YYZ) → Chicago (ORD)
Direct
Wed Jan 4th 2023 Air Canada · AC 8915 Depart at 8:55 pm from Toronto (YYZ) Fly for 1h 54m Arrive at 9:49 pm in Chicago (ORD)
USD 325
6:30pm - 7:24pm
Wed Jan 4th
1h 54m
Toronto (YYZ) → Chicago (ORD)
Direct
Wed Jan 4th 2023 Air Canada · AC 8913 Depart at 6:30 pm from Toronto (YYZ) Fly for 1h 54m Arrive at 7:24 pm in Chicago (ORD)
USD 325
5:41pm - 6:46pm
Wed Jan 4th
2h 5m
Toronto (YYZ) → Chicago (ORD)
Direct
Wed Jan 4th 2023 Air Canada · AC 4990 Depart at 5:41 pm from Toronto (YYZ) Fly for 2h 5m Arrive at 6:46 pm in Chicago (ORD)
USD 325
3:26pm - 4:31pm
Wed Jan 4th
2h 5m
Toronto (YYZ) → Chicago (ORD)
Direct
Wed Jan 4th 2023 Air Canada · AC 5137 Depart at 3:26 pm from Toronto (YYZ) Fly for 2h 5m Arrive at 4:31 pm in Chicago (ORD)
USD 326
6:20pm - 7:17pm
Tue Jan 3rd
1h 57m
Toronto (YYZ) → Chicago (ORD)
Direct
Tue Jan 3rd 2023 American Airlines · AA 3608 Depart at 6:20 pm from Toronto (YYZ) Fly for 1h 57m Arrive at 7:17 pm in Chicago (ORD)
USD 326
6:30am - 7:30am
Wed Jan 4th
2h 0m
Toronto (YYZ) → Chicago (ORD)
Direct
Wed Jan 4th 2023 American Airlines · AA 3645 Depart at 6:30 am from Toronto (YYZ) Fly for 2h 0m Arrive at 7:30 am in Chicago (ORD)
USD 326
6:30am - 7:30am
Tue Jan 3rd
2h 0m
Toronto (YYZ) → Chicago (ORD)
Direct
Tue Jan 3rd 2023 American Airlines · AA 3645 Depart at 6:30 am from Toronto (YYZ) Fly for 2h 0m Arrive at 7:30 am in Chicago (ORD)
USD 326
2:48pm - 3:50pm
Wed Jan 4th
2h 2m
Toronto (YYZ) → Chicago (ORD)
Direct
Wed Jan 4th 2023 American Airlines · AA 5985 Depart at 2:48 pm from Toronto (YYZ) Fly for 2h 2m Arrive at 3:50 pm in Chicago (ORD)
USD 327
1:00pm - 1:57pm
Wed Jan 4th
1h 57m
Toronto (YYZ) → Chicago (ORD)
Direct
Wed Jan 4th 2023 American Airlines · AA 3604 Depart at 1:00 pm from Toronto (YYZ) Fly for 1h 57m Arrive at 1:57 pm in Chicago (ORD)
USD 327
5:14pm - 6:11pm
Wed Jan 4th
1h 57m
Toronto (YYZ) → Chicago (ORD)
Direct
Wed Jan 4th 2023 American Airlines · AA 3610 Depart at 5:14 pm from Toronto (YYZ) Fly for 1h 57m Arrive at 6:11 pm in Chicago (ORD)
USD 327
6:20pm - 7:17pm
Wed Jan 4th
1h 57m
Toronto (YYZ) → Chicago (ORD)
Direct
Wed Jan 4th 2023 American Airlines · AA 3608 Depart at 6:20 pm from Toronto (YYZ) Fly for 1h 57m Arrive at 7:17 pm in Chicago (ORD)
USD 333
12:15pm - 1:26pm
Sun Jan 1st
2h 11m
Toronto (YYZ) → Chicago (ORD)
Direct
Sun Jan 1st 2023 United Airlines · UA 3415 Depart at 12:15 pm from Toronto (YYZ) Fly for 2h 11m Arrive at 1:26 pm in Chicago (ORD)
USD 336
12:15pm - 1:26pm
Sun Jan 1st
2h 11m
Toronto (YYZ) → Chicago (ORD)
Direct
Sun Jan 1st 2023 Air Canada · AC 5141 Depart at 12:15 pm from Toronto (YYZ) Fly for 2h 11m Arrive at 1:26 pm in Chicago (ORD)
USD 343
5:41pm - 6:52pm
Tue Jan 3rd
2h 11m
Toronto (YYZ) → Chicago (ORD)
Direct
Tue Jan 3rd 2023 United Airlines · UA 5232 Depart at 5:41 pm from Toronto (YYZ) Fly for 2h 11m Arrive at 6:52 pm in Chicago (ORD)
USD 343
6:50am - 8:02am
Wed Jan 4th
2h 12m
Toronto (YYZ) → Chicago (ORD)
Direct
Wed Jan 4th 2023 United Airlines · UA 5449 Depart at 6:50 am from Toronto (YYZ) Fly for 2h 12m Arrive at 8:02 am in Chicago (ORD)
USD 346
5:41pm - 6:52pm
Tue Jan 3rd
2h 11m
Toronto (YYZ) → Chicago (ORD)
Direct
Tue Jan 3rd 2023 Air Canada · AC 4990 Depart at 5:41 pm from Toronto (YYZ) Fly for 2h 11m Arrive at 6:52 pm in Chicago (ORD)
USD 346
6:50am - 8:02am
Wed Jan 4th
2h 12m
Toronto (YYZ) → Chicago (ORD)
Direct
Wed Jan 4th 2023 Air Canada · AC 5588 Depart at 6:50 am from Toronto (YYZ) Fly for 2h 12m Arrive at 8:02 am in Chicago (ORD)
USD 372
5:41pm - 6:52pm
Sun Jan 1st
2h 11m
Toronto (YYZ) → Chicago (ORD)
Direct
Sun Jan 1st 2023 United Airlines · UA 5232 Depart at 5:41 pm from Toronto (YYZ) Fly for 2h 11m Arrive at 6:52 pm in Chicago (ORD)
USD 380
5:41pm - 6:52pm
Sun Jan 1st
2h 11m
Toronto (YYZ) → Chicago (ORD)
Direct
Sun Jan 1st 2023 Air Canada · AC 4990 Depart at 5:41 pm from Toronto (YYZ) Fly for 2h 11m Arrive at 6:52 pm in Chicago (ORD)
USD 417
5:14pm - 6:11pm
Tue Jan 3rd
1h 57m
Toronto (YYZ) → Chicago (ORD)
Direct
Tue Jan 3rd 2023 American Airlines · AA 3610 Depart at 5:14 pm from Toronto (YYZ) Fly for 1h 57m Arrive at 6:11 pm in Chicago (ORD)
USD 417
1:00pm - 1:57pm
Tue Jan 3rd
1h 57m
Toronto (YYZ) → Chicago (ORD)
Direct
Tue Jan 3rd 2023 American Airlines · AA 3604 Depart at 1:00 pm from Toronto (YYZ) Fly for 1h 57m Arrive at 1:57 pm in Chicago (ORD)
USD 419
7:40am - 8:34am
Wed Jan 4th
1h 54m
Toronto (YYZ) → Chicago (ORD)
Direct
Wed Jan 4th 2023 United Airlines · UA 8533 Depart at 7:40 am from Toronto (YYZ) Fly for 1h 54m Arrive at 8:34 am in Chicago (ORD)
USD 419
8:55pm - 9:49pm
Tue Jan 3rd
1h 54m
Toronto (YYZ) → Chicago (ORD)
Direct
Tue Jan 3rd 2023 United Airlines · UA 8257 Depart at 8:55 pm from Toronto (YYZ) Fly for 1h 54m Arrive at 9:49 pm in Chicago (ORD)
USD 419
7:40am - 8:34am
Mon Jan 2nd
1h 54m
Toronto (YYZ) → Chicago (ORD)
Direct
Mon Jan 2nd 2023 United Airlines · UA 8533 Depart at 7:40 am from Toronto (YYZ) Fly for 1h 54m Arrive at 8:34 am in Chicago (ORD)
USD 419
2:35pm - 3:29pm
Wed Jan 4th
1h 54m
Toronto (YYZ) → Chicago (ORD)
Direct
Wed Jan 4th 2023 United Airlines · UA 8307 Depart at 2:35 pm from Toronto (YYZ) Fly for 1h 54m Arrive at 3:29 pm in Chicago (ORD)
USD 419
7:40am - 8:34am
Tue Jan 3rd
1h 54m
Toronto (YYZ) → Chicago (ORD)
Direct
Tue Jan 3rd 2023 United Airlines · UA 8533 Depart at 7:40 am from Toronto (YYZ) Fly for 1h 54m Arrive at 8:34 am in Chicago (ORD)
USD 434
7:40am - 8:34am
Sat Dec 31st
1h 54m
Toronto (YYZ) → Chicago (ORD)
Direct
Sat Dec 31st 2022 United Airlines · UA 8533 Depart at 7:40 am from Toronto (YYZ) Fly for 1h 54m Arrive at 8:34 am in Chicago (ORD)
USD 434
6:30pm - 7:24pm
Sun Jan 1st
1h 54m
Toronto (YYZ) → Chicago (ORD)
Direct
Sun Jan 1st 2023 United Airlines · UA 8293 Depart at 6:30 pm from Toronto (YYZ) Fly for 1h 54m Arrive at 7:24 pm in Chicago (ORD)
USD 490
10:57am - 12:05pm
Sat Dec 31st
2h 8m
Toronto (YYZ) → Chicago (ORD)
Direct
Sat Dec 31st 2022 Air Canada · AC 4961 Depart at 10:57 am from Toronto (YYZ) Fly for 2h 8m Arrive at 12:05 pm in Chicago (ORD)
USD 526
12:15pm - 1:20pm
Wed Jan 4th
2h 5m
Toronto (YYZ) → Chicago (ORD)
Direct
Wed Jan 4th 2023 United Airlines · UA 3461 Depart at 12:15 pm from Toronto (YYZ) Fly for 2h 5m Arrive at 1:20 pm in Chicago (ORD)
USD 541
12:15pm - 1:26pm
Mon Jan 2nd
2h 11m
Toronto (YYZ) → Chicago (ORD)
Direct
Mon Jan 2nd 2023 United Airlines · UA 3415 Depart at 12:15 pm from Toronto (YYZ) Fly for 2h 11m Arrive at 1:26 pm in Chicago (ORD)
USD 560
3:26pm - 4:37pm
Sun Jan 1st
2h 11m
Toronto (YYZ) → Chicago (ORD)
Direct
Sun Jan 1st 2023 United Airlines · UA 3473 Depart at 3:26 pm from Toronto (YYZ) Fly for 2h 11m Arrive at 4:37 pm in Chicago (ORD)
USD 563
12:15pm - 1:26pm
Sat Dec 31st
2h 11m
Toronto (YYZ) → Chicago (ORD)
Direct
Sat Dec 31st 2022 Air Canada · AC 4408 Depart at 12:15 pm from Toronto (YYZ) Fly for 2h 11m Arrive at 1:26 pm in Chicago (ORD)
USD 597
6:50am - 8:05am
Tue Jan 3rd
2h 15m
Toronto (YYZ) → Chicago (ORD)
Direct
Tue Jan 3rd 2023 United Airlines · UA 5449 Depart at 6:50 am from Toronto (YYZ) Fly for 2h 15m Arrive at 8:05 am in Chicago (ORD)
USD 617
10:57am - 12:05pm
Mon Jan 2nd
2h 8m
Toronto (YYZ) → Chicago (ORD)
Direct
Mon Jan 2nd 2023 Air Canada · AC 4408 Depart at 10:57 am from Toronto (YYZ) Fly for 2h 8m Arrive at 12:05 pm in Chicago (ORD)
USD 832
12:15pm - 1:26pm
Tue Jan 3rd
2h 11m
Toronto (YYZ) → Chicago (ORD)
Direct
Tue Jan 3rd 2023 United Airlines · UA 3415 Depart at 12:15 pm from Toronto (YYZ) Fly for 2h 11m Arrive at 1:26 pm in Chicago (ORD)
USD 872
10:57am - 12:05pm
Tue Jan 3rd
2h 8m
Toronto (YYZ) → Chicago (ORD)
Direct
Tue Jan 3rd 2023 United Airlines · UA 5228 Depart at 10:57 am from Toronto (YYZ) Fly for 2h 8m Arrive at 12:05 pm in Chicago (ORD)
USD 873
6:50am - 8:05am
Mon Jan 2nd
2h 15m
Toronto (YYZ) → Chicago (ORD)
Direct
Mon Jan 2nd 2023 United Airlines · UA 5449 Depart at 6:50 am from Toronto (YYZ) Fly for 2h 15m Arrive at 8:05 am in Chicago (ORD)
USD 922
6:30pm - 7:24pm
Tue Jan 3rd
1h 54m
Toronto (YYZ) → Chicago (ORD)
Direct
Tue Jan 3rd 2023 Air Canada · AC 8913 Depart at 6:30 pm from Toronto (YYZ) Fly for 1h 54m Arrive at 7:24 pm in Chicago (ORD)
USD 922
12:00pm - 12:54pm
Wed Jan 4th
1h 54m
Toronto (YYZ) → Chicago (ORD)
Direct
Wed Jan 4th 2023 Air Canada · AC 8907 Depart at 12:00 pm from Toronto (YYZ) Fly for 1h 54m Arrive at 12:54 pm in Chicago (ORD)
USD 922
8:55pm - 9:49pm
Mon Jan 2nd
1h 54m
Toronto (YYZ) → Chicago (ORD)
Direct
Mon Jan 2nd 2023 Air Canada · AC 8915 Depart at 8:55 pm from Toronto (YYZ) Fly for 1h 54m Arrive at 9:49 pm in Chicago (ORD)
USD 922
8:55pm - 9:49pm
Sun Jan 1st
1h 54m
Toronto (YYZ) → Chicago (ORD)
Direct
Sun Jan 1st 2023 Air Canada · AC 8915 Depart at 8:55 pm from Toronto (YYZ) Fly for 1h 54m Arrive at 9:49 pm in Chicago (ORD)
USD 922
12:00pm - 12:54pm
Tue Jan 3rd
1h 54m
Toronto (YYZ) → Chicago (ORD)
Direct
Tue Jan 3rd 2023 Air Canada · AC 8907 Depart at 12:00 pm from Toronto (YYZ) Fly for 1h 54m Arrive at 12:54 pm in Chicago (ORD)
USD 922
2:35pm - 3:29pm
Mon Jan 2nd
1h 54m
Toronto (YYZ) → Chicago (ORD)
Direct
Mon Jan 2nd 2023 Air Canada · AC 8909 Depart at 2:35 pm from Toronto (YYZ) Fly for 1h 54m Arrive at 3:29 pm in Chicago (ORD)
USD 922
12:00pm - 12:54pm
Mon Jan 2nd
1h 54m
Toronto (YYZ) → Chicago (ORD)
Direct
Mon Jan 2nd 2023 Air Canada · AC 8907 Depart at 12:00 pm from Toronto (YYZ) Fly for 1h 54m Arrive at 12:54 pm in Chicago (ORD)
USD 922
2:35pm - 3:29pm
Tue Jan 3rd
1h 54m
Toronto (YYZ) → Chicago (ORD)
Direct
Tue Jan 3rd 2023 Air Canada · AC 8909 Depart at 2:35 pm from Toronto (YYZ) Fly for 1h 54m Arrive at 3:29 pm in Chicago (ORD)
USD 922
10:57am - 12:02pm
Wed Jan 4th
2h 5m
Toronto (YYZ) → Chicago (ORD)
Direct
Wed Jan 4th 2023 Air Canada · AC 5143 Depart at 10:57 am from Toronto (YYZ) Fly for 2h 5m Arrive at 12:02 pm in Chicago (ORD)
USD 922
3:26pm - 4:37pm
Tue Jan 3rd
2h 11m
Toronto (YYZ) → Chicago (ORD)
Direct
Tue Jan 3rd 2023 Air Canada · AC 5137 Depart at 3:26 pm from Toronto (YYZ) Fly for 2h 11m Arrive at 4:37 pm in Chicago (ORD)
USD 922
5:41pm - 6:52pm
Mon Jan 2nd
2h 11m
Toronto (YYZ) → Chicago (ORD)
Direct
Mon Jan 2nd 2023 Air Canada · AC 4990 Depart at 5:41 pm from Toronto (YYZ) Fly for 2h 11m Arrive at 6:52 pm in Chicago (ORD)
USD 922
3:26pm - 4:37pm
Mon Jan 2nd
2h 11m
Toronto (YYZ) → Chicago (ORD)
Direct
Mon Jan 2nd 2023 Air Canada · AC 5137 Depart at 3:26 pm from Toronto (YYZ) Fly for 2h 11m Arrive at 4:37 pm in Chicago (ORD)
USD 955
12:00pm - 12:54pm
Sun Jan 1st
1h 54m
Toronto (YYZ) → Chicago (ORD)
Direct
Sun Jan 1st 2023 Air Canada · AC 8907 Depart at 12:00 pm from Toronto (YYZ) Fly for 1h 54m Arrive at 12:54 pm in Chicago (ORD)
USD 955
2:35pm - 3:29pm
Sat Dec 31st
1h 54m
Toronto (YYZ) → Chicago (ORD)
Direct
Sat Dec 31st 2022 Air Canada · AC 8909 Depart at 2:35 pm from Toronto (YYZ) Fly for 1h 54m Arrive at 3:29 pm in Chicago (ORD)
USD 955
7:40am - 8:34am
Sun Jan 1st
1h 54m
Toronto (YYZ) → Chicago (ORD)
Direct
Sun Jan 1st 2023 Air Canada · AC 8903 Depart at 7:40 am from Toronto (YYZ) Fly for 1h 54m Arrive at 8:34 am in Chicago (ORD)
USD 955
11:55am - 12:49pm
Sat Dec 31st
1h 54m
Toronto (YYZ) → Chicago (ORD)
Direct
Sat Dec 31st 2022 Air Canada · AC 8907 Depart at 11:55 am from Toronto (YYZ) Fly for 1h 54m Arrive at 12:49 pm in Chicago (ORD)
USD 955
8:55pm - 9:49pm
Sat Dec 31st
1h 54m
Toronto (YYZ) → Chicago (ORD)
Direct
Sat Dec 31st 2022 Air Canada · AC 8915 Depart at 8:55 pm from Toronto (YYZ) Fly for 1h 54m Arrive at 9:49 pm in Chicago (ORD)
USD 955
2:35pm - 3:29pm
Sun Jan 1st
1h 54m
Toronto (YYZ) → Chicago (ORD)
Direct
Sun Jan 1st 2023 Air Canada · AC 8909 Depart at 2:35 pm from Toronto (YYZ) Fly for 1h 54m Arrive at 3:29 pm in Chicago (ORD)
USD 955
10:57am - 12:05pm
Sun Jan 1st
2h 8m
Toronto (YYZ) → Chicago (ORD)
Direct
Sun Jan 1st 2023 Air Canada · AC 4408 Depart at 10:57 am from Toronto (YYZ) Fly for 2h 8m Arrive at 12:05 pm in Chicago (ORD)
USD 955
5:41pm - 6:52pm
Sat Dec 31st
2h 11m
Toronto (YYZ) → Chicago (ORD)
Direct
Sat Dec 31st 2022 Air Canada · AC 4990 Depart at 5:41 pm from Toronto (YYZ) Fly for 2h 11m Arrive at 6:52 pm in Chicago (ORD)
USD 955
3:26pm - 4:37pm
Sat Dec 31st
2h 11m
Toronto (YYZ) → Chicago (ORD)
Direct
Sat Dec 31st 2022 Air Canada · AC 5137 Depart at 3:26 pm from Toronto (YYZ) Fly for 2h 11m Arrive at 4:37 pm in Chicago (ORD)
USD 955
6:50am - 8:05am
Sat Dec 31st
2h 15m
Toronto (YYZ) → Chicago (ORD)
Direct
Sat Dec 31st 2022 Air Canada · AC 5588 Depart at 6:50 am from Toronto (YYZ) Fly for 2h 15m Arrive at 8:05 am in Chicago (ORD)

Sarah Belizaire

@sarahbb1

Have flexible travel plans or looking for alternative routes given the chaos? Check out all the connection possibilities via a super helpful site created by @ismaelyws flightlist.io thanks to @andy_travels for the recommendation #travel #flights

John Ford

@eyupitsjohn

There seem to be lots of sites launching at the moment that promise to find you cheap one way flights but not many have the professional finish of Flightlist by @ismaelyws #travel #flights

Andy Travels

@andy_travels

@ismaelyws Just tried out Flightlist for the first time. Really nice idea, well made, and just what I need at the moment 👍

Travel With Bender

@travelwitbender

Did you spot my recent article about how to score cheap one way flights? ✈️ FlightList is my new secret tool for discovering cheap routes, within a departure date range. Plus you can also search by country/region for departures & destinations. Powerful! 💪

Flights from Toronto to Chicago (YYZ to CHI)

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John Ford

Andy Travels

Travel With Bender

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