Cheap Flights From Toronto To Chicago From ₪748 | YTO - CHI

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Estimated lowest fares found within 7 days

The cheapest airline(s) flying from Toronto to Chicago is United Airlines

₪ 1,592

₪ 3,185

₪ 4,777

₪ 748

₪ 850

₪ 1,024

₪ 1,266

₪ 1,506

₪ 1,860

₪ 3,709

₪ 4,777

The cheapest airline(s) flying from Toronto to Chicago is United Airlines

₪ 1,592

₪ 3,185

₪ 4,777

₪ 748

₪ 850

₪ 1,024

₪ 1,266

₪ 1,506

₪ 1,860

₪ 3,709

₪ 4,777

Flight Schedules From Toronto to Chicago

Last Update: Fri, 02 Oct 2026

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Time Earliest	Depart Earliest	Arrive	Duration	Stopover All	Airline All Airlines	Aircraft All Aircrafts	Availability
06:45YYZ 07:54ORD	2h 9m Direct	United AirlinesUA 1540·B738 M T W T F S -	YYZ 06:45 - ORD 07:54 2h 9m·Direct	YYZ 06:45	ORD 07:54	2h 9m	Direct	United AirlinesUA 1540	B738	M T W T F S -
06:45YYZ 07:54ORD	2h 9m Direct	United AirlinesUA 1540·B739 - - - - - - S	YYZ 06:45 - ORD 07:54 2h 9m·Direct	YYZ 06:45	ORD 07:54	2h 9m	Direct	United AirlinesUA 1540	B739	- - - - - - S
07:09YYZ 08:39ORD	2h 30m Direct	American AirlinesAA 3524·EE75 - - - - - - S	YYZ 07:09 - ORD 08:39 2h 30m·Direct	YYZ 07:09	ORD 08:39	2h 30m	Direct	American AirlinesAA 3524	EE75	- - - - - - S
07:29YYZ 08:39ORD	2h 10m Direct	American AirlinesAA 3524·EE75 M T W T F S -	YYZ 07:29 - ORD 08:39 2h 10m·Direct	YYZ 07:29	ORD 08:39	2h 10m	Direct	American AirlinesAA 3524	EE75	M T W T F S -
08:20YYZ 09:23ORD	2h 3m Direct	Air CanadaAC 501·A223 - T - - - - -	YYZ 08:20 - ORD 09:23 2h 3m·Direct	YYZ 08:20	ORD 09:23	2h 3m	Direct	Air CanadaAC 501	A223	- T - - - - -
08:20YYZ 09:23ORD	2h 3m Direct	Air CanadaAC 501·A320 M - W T F - -	YYZ 08:20 - ORD 09:23 2h 3m·Direct	YYZ 08:20	ORD 09:23	2h 3m	Direct	Air CanadaAC 501	A320	M - W T F - -
08:20YYZ 09:23ORD	2h 3m Direct	Air CanadaAC 501·A320 - - - - - - S	YYZ 08:20 - ORD 09:23 2h 3m·Direct	YYZ 08:20	ORD 09:23	2h 3m	Direct	Air CanadaAC 501	A320	- - - - - - S
08:35YYZ 09:44ORD	2h 9m Direct	United AirlinesUA 763·B7M8 - T W T F S -	YYZ 08:35 - ORD 09:44 2h 9m·Direct	YYZ 08:35	ORD 09:44	2h 9m	Direct	United AirlinesUA 763	B7M8	- T W T F S -
08:35YYZ 09:44ORD	2h 9m Direct	United AirlinesUA 763·B738 M - - - - - -	YYZ 08:35 - ORD 09:44 2h 9m·Direct	YYZ 08:35	ORD 09:44	2h 9m	Direct	United AirlinesUA 763	B738	M - - - - - -
08:35YYZ 09:44ORD	2h 9m Direct	United AirlinesUA 763·B7M8 - - - - - - S	YYZ 08:35 - ORD 09:44 2h 9m·Direct	YYZ 08:35	ORD 09:44	2h 9m	Direct	United AirlinesUA 763	B7M8	- - - - - - S
10:30YTZ 11:35ORD	2h 5m Direct	Porter AirlinesPD 2703·DDH4 - - - - - - S	YTZ 10:30 - ORD 11:35 2h 5m·Direct	YTZ 10:30	ORD 11:35	2h 5m	Direct	Porter AirlinesPD 2703	DDH4	- - - - - - S
10:35YTZ 11:40ORD	2h 5m Direct	Porter AirlinesPD 2703·DDH4 M T W T F S -	YTZ 10:35 - ORD 11:40 2h 5m·Direct	YTZ 10:35	ORD 11:40	2h 5m	Direct	Porter AirlinesPD 2703	DDH4	M T W T F S -
10:53YYZ 11:57ORD	2h 4m Direct	United AirlinesUA 450·B738 M - W T F - -	YYZ 10:53 - ORD 11:57 2h 4m·Direct	YYZ 10:53	ORD 11:57	2h 4m	Direct	United AirlinesUA 450	B738	M - W T F - -
10:53YYZ 11:57ORD	2h 4m Direct	United AirlinesUA 450·B7M8 - T - - - - -	YYZ 10:53 - ORD 11:57 2h 4m·Direct	YYZ 10:53	ORD 11:57	2h 4m	Direct	United AirlinesUA 450	B7M8	- T - - - - -
10:53YYZ 11:57ORD	2h 4m Direct	United AirlinesUA 450·B73G - - - - - S -	YYZ 10:53 - ORD 11:57 2h 4m·Direct	YYZ 10:53	ORD 11:57	2h 4m	Direct	United AirlinesUA 450	B73G	- - - - - S -

06:45YYZ

07:54ORD

2h 9m

Direct

United Airlines·UA 1540·B738

06:45YYZ

07:54ORD

2h 9m

Direct

United Airlines·UA 1540·B739

07:09YYZ

08:39ORD

2h 30m

Direct

American Airlines·AA 3524·EE75

07:29YYZ

08:39ORD

2h 10m

Direct

American Airlines·AA 3524·EE75

08:20YYZ

09:23ORD

2h 3m

Direct

Air Canada·AC 501·A223

08:20YYZ

09:23ORD

2h 3m

Direct

Air Canada·AC 501·A320

08:20YYZ

09:23ORD

2h 3m

Direct

Air Canada·AC 501·A320

08:35YYZ

09:44ORD

2h 9m

Direct

United Airlines·UA 763·B7M8

08:35YYZ

09:44ORD

2h 9m

Direct

United Airlines·UA 763·B738

08:35YYZ

09:44ORD

2h 9m

Direct

United Airlines·UA 763·B7M8

10:30YTZ

11:35ORD

2h 5m

Direct

Porter Airlines·PD 2703·DDH4

10:35YTZ

11:40ORD

2h 5m

Direct

Porter Airlines·PD 2703·DDH4

10:53YYZ

11:57ORD

2h 4m

Direct

United Airlines·UA 450·B738

10:53YYZ

11:57ORD

2h 4m

Direct

United Airlines·UA 450·B7M8

10:53YYZ

11:57ORD

2h 4m

Direct

United Airlines·UA 450·B73G

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.