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Find and compare Air Canada flights from Toronto to Chicago

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Recent Air Canada flights from Toronto to Chicago found by users

Cheap Air Canada Flight Deals from Toronto to Chicago

Enter your travel dates to find the best prices.
Air Canada Logo
4:50 p.m. - 5:48 p.m.YYZ-ORD
1h 58mdirect
Air Canada Logo
8:00 a.m. - 10:40 a.m.ORD-YYZ
1h 40mdirect
C$ 275Air Canada
Find Deal
Sat, 6 Dec - Sun, 7 Dec
Air Canada Logo
6:30 p.m. - 7:30 p.m.YYZ-ORD
2h 00mdirect
Air Canada Logo
8:00 a.m. - 10:40 a.m.ORD-YYZ
1h 40mdirect
C$ 280Air Canada
Find Deal
Fri, 5 Dec - Sun, 7 Dec
Air Canada Logo
7:00 a.m. - 11:18 a.m.YYZ-ORD
5h 18m1 stop
Air Canada Logo
8:00 a.m. - 10:40 a.m.ORD-YYZ
1h 40mdirect
C$ 286Air Canada
Find Deal
Sat, 6 Dec - Mon, 8 Dec
Air Canada Logo
6:20 a.m. - 11:18 a.m.YYZ-ORD
5h 58m1 stop
Air Canada Logo
8:15 p.m. - 10:54 p.m.ORD-YYZ
1h 39mdirect
C$ 287Air Canada
Find Deal
Wed, 26 Nov - Wed, 26 Nov
Air Canada Logo
6:20 a.m. - 11:18 a.m.YYZ-ORD
5h 58m1 stop
Air Canada Logo
8:00 a.m. - 10:40 a.m.ORD-YYZ
1h 40mdirect
C$ 289Air Canada
Find Deal
Fri, 28 Nov - Tue, 2 Dec
Air Canada Logo
6:20 a.m. - 11:18 a.m.YYZ-ORD
5h 58m1 stop
Air Canada Logo
2:00 p.m. - 4:39 p.m.ORD-YYZ
1h 39mdirect
C$ 290Air Canada
Find Deal
Wed, 26 Nov - Tue, 2 Dec
Air Canada Logo
10:30 a.m. - 2:55 p.m.YTZ-ORD
5h 25m1 stop
Air Canada Logo
12:50 p.m. - 7:55 p.m.ORD-YTZ
6h 05m1 stop
C$ 294Air Canada
Find Deal
Thu, 27 Nov - Sat, 6 Dec
Air Canada Logo
7:00 a.m. - 11:18 a.m.YYZ-ORD
5h 18m1 stop
Air Canada Logo
7:05 a.m. - 1:40 p.m.ORD-YYZ
5h 35m1 stop
C$ 296Air Canada
Find Deal
Fri, 28 Nov - Tue, 2 Dec
Air Canada Logo
9:00 a.m. - 2:55 p.m.YYZ-ORD
6h 55m1 stop
Air Canada Logo
12:50 p.m. - 8:30 p.m.ORD-YYZ
6h 40m1 stop
C$ 297Air Canada
Find Deal
Thu, 27 Nov - Tue, 2 Dec
Air Canada Logo
4:50 p.m. - 5:48 p.m.YYZ-ORD
1h 58mdirect
Air Canada Logo
8:00 a.m. - 10:40 a.m.ORD-YYZ
1h 40mdirect
C$ 298Air Canada
Find Deal
Thu, 27 Nov - Mon, 1 Dec

Air Canada flights from Toronto to Chicago at a glance

Fastest flight time

1h 52m

Direct flights

Every day

Airports in Chicago

1 airport
The fastest flight from Toronto to Chicago takes 1h 52m
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Direct flights go from Toronto to Chicago every day.
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There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)
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Insights on Air Canada flights from Toronto to Chicago

Data designed to help you find the right flight

What is the cheapest month to fly Economy Class to Chicago?

In general, May is the cheapest month to fly Economy Class from Toronto to Chicago. Due to it being the ‘off-season’ during this time, you can expect Economy Class flight prices to be around C$ 343. If you aren’t able to travel during the month of May, then book Economy Class flights to Chicago from Toronto during April instead. Economy Class flights to Chicago in April, while not as cheap as those in May, still average around C$ 354.

What is the cheapest day to depart on your Economy Class flight to Chicago?

The cheapest day to depart from Toronto to Chicago is on a Tuesday when prices can be found for as low as C$ 213. Be sure to avoid booking your departure on a Monday as prices are generally higher than usual. According to our data, the average Economy Class ticket price to Chicago on a Monday is C$ 273.

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Toronto when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around C$ 408 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Toronto for as low as C$ 303 on momondo.

Frequently asked questions about flights to Chicago with Air Canada

Can I fly nonstop from Toronto to Chicago with Air Canada?

Yes, Air Canada operates direct services on this route, offering approximately 76 flights weekly.

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Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 25.6 km from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport