Flight deals fromToronto to Chicago
Fare Guide
Estimated lowest fares found within 7 days
The cheapest airline(s) flying from Toronto to Chicago is United Airlines
SDG 306,671
SDG 613,342
SDG 920,012
SDG 143,987
SDG 163,746
SDG 197,172
SDG 243,770
SDG 290,109
SDG 358,320
SDG 714,347
SDG 920,012
The cheapest airline(s) flying from Toronto to Chicago is United Airlines
SDG 306,671
SDG 613,342
SDG 920,012
SDG 143,987
SDG 163,746
SDG 197,172
SDG 243,770
SDG 290,109
SDG 358,320
SDG 714,347
SDG 920,012
Flight Schedules From Toronto to Chicago
Last Update: Fri, 02 Oct 2026
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06:45YYZ
07:54ORD
2h 9m
Direct
United Airlines·UA 1540·B738
M
T
W
T
F
S
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06:45YYZ
07:54ORD
2h 9m
Direct
United Airlines·UA 1540·B739
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S
07:09YYZ
08:39ORD
2h 30m
Direct
American Airlines·AA 3524·EE75
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S
07:29YYZ
08:39ORD
2h 10m
Direct
American Airlines·AA 3524·EE75
M
T
W
T
F
S
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08:20YYZ
09:23ORD
2h 3m
Direct
Air Canada·AC 501·A223
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08:20YYZ
09:23ORD
2h 3m
Direct
Air Canada·AC 501·A320
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W
T
F
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08:20YYZ
09:23ORD
2h 3m
Direct
Air Canada·AC 501·A320
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08:35YYZ
09:44ORD
2h 9m
Direct
United Airlines·UA 763·B7M8
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W
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F
S
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08:35YYZ
09:44ORD
2h 9m
Direct
United Airlines·UA 763·B738
M
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08:35YYZ
09:44ORD
2h 9m
Direct
United Airlines·UA 763·B7M8
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10:30YTZ
11:35ORD
2h 5m
Direct
Porter Airlines·PD 2703·DDH4
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S
10:35YTZ
11:40ORD
2h 5m
Direct
Porter Airlines·PD 2703·DDH4
M
T
W
T
F
S
-
10:53YYZ
11:57ORD
2h 4m
Direct
United Airlines·UA 450·B738
M
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W
T
F
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10:53YYZ
11:57ORD
2h 4m
Direct
United Airlines·UA 450·B7M8
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10:53YYZ
11:57ORD
2h 4m
Direct
United Airlines·UA 450·B73G
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The fastest flight time for direct flights from Toronto to Chicago is 2 hours. Check latest flight schedules & prices on Wego.
The most popular airline flying from Toronto to Chicago is Porter Airlines. Find the latest flight deals on Wego.
The flight distance between Toronto and Chicago is 701km. Check all available flights on Wego.
The earliest flight of the day departs at 06:45. The last flight of the day departs at 19:26. See the full list of flight times on Wego.
There are 4 airlines that offer direct flights from Toronto to Chicago. Find out the list of airlines on Wego.
Popular Airlines Flying From Toronto to Chicago
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Wego searches for the best deals on these sites & many more
