Compare and book Air Canada flights to Chicago on momondo

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Recent Air Canada flights to Chicago found by users

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Cheap Air Canada Flight Deals to Chicago

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4:50 p.m. - 5:48 p.m.YYZ-ORD

1h 58mdirect

8:00 a.m. - 10:40 a.m.ORD-YYZ

1h 40mdirect

C$ 275Air Canada

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Sat, 6 Dec - Sun, 7 Dec

6:30 p.m. - 7:30 p.m.YYZ-ORD

2h 00mdirect

8:00 a.m. - 10:40 a.m.ORD-YYZ

1h 40mdirect

C$ 280Air Canada

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Fri, 5 Dec - Sun, 7 Dec

7:00 a.m. - 11:18 a.m.YYZ-ORD

5h 18m1 stop

8:00 a.m. - 10:40 a.m.ORD-YYZ

1h 40mdirect

C$ 286Air Canada

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Sat, 6 Dec - Mon, 8 Dec

6:20 a.m. - 11:18 a.m.YYZ-ORD

5h 58m1 stop

8:15 p.m. - 10:54 p.m.ORD-YYZ

1h 39mdirect

C$ 287Air Canada

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Wed, 26 Nov - Wed, 26 Nov

6:20 a.m. - 11:18 a.m.YYZ-ORD

5h 58m1 stop

8:00 a.m. - 10:40 a.m.ORD-YYZ

1h 40mdirect

C$ 289Air Canada

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Fri, 28 Nov - Tue, 2 Dec

6:20 a.m. - 11:18 a.m.YYZ-ORD

5h 58m1 stop

2:00 p.m. - 4:39 p.m.ORD-YYZ

1h 39mdirect

C$ 290Air Canada

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Wed, 26 Nov - Tue, 2 Dec

10:30 a.m. - 2:55 p.m.YTZ-ORD

5h 25m1 stop

12:50 p.m. - 7:55 p.m.ORD-YTZ

6h 05m1 stop

C$ 294Air Canada

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Thu, 27 Nov - Sat, 6 Dec

7:00 a.m. - 11:18 a.m.YYZ-ORD

5h 18m1 stop

7:05 a.m. - 1:40 p.m.ORD-YYZ

5h 35m1 stop

C$ 296Air Canada

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Fri, 28 Nov - Tue, 2 Dec

9:00 a.m. - 2:55 p.m.YYZ-ORD

6h 55m1 stop

12:50 p.m. - 8:30 p.m.ORD-YYZ

6h 40m1 stop

C$ 297Air Canada

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Thu, 27 Nov - Tue, 2 Dec

4:50 p.m. - 5:48 p.m.YYZ-ORD

1h 58mdirect

8:00 a.m. - 10:40 a.m.ORD-YYZ

1h 40mdirect

C$ 298Air Canada

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Thu, 27 Nov - Mon, 1 Dec

Air Canada flights to Chicago at a glance

Best price found	C$ 1,531
Fastest flight time	1h 52m
Direct flights	Every day
Airports in Chicago	1 airport

The best flight deal from Canada to Chicago found on momondo in the last 72 hours is C$ 1,531

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The fastest flight from Canada to Chicago takes 1h 52m

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Direct flights go from Canada 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 to Chicago

Data designed to help you find the right flight

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

In general, November is the cheapest month to fly Economy Class from Canada to Chicago. Due to it being the ‘off-season’ during this time, you can expect Economy Class flight prices to be around C$ 347. If you aren’t able to travel during the month of November, then book Economy Class flights to Chicago from Canada during January instead. Economy Class flights to Chicago in January, while not as cheap as those in November, still average around C$ 398.

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

The cheapest day to depart from Canada to Chicago is on a Wednesday when prices can be found for as low as C$ 217. 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$ 517.

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

You are more likely to see cheaper flights to Chicago from Canada 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 Canada for as low as C$ 303 on momondo.

What cabin class options are available on Canada to Chicago flights?

There is only 1 cabin class available to choose from on Canada to Chicago flights.

Can stopping save me money on Canada to Chicago flights?

You could potentially save up to 41% on your flight if you consider stops on a Canada to Chicago flight.

Frequently asked questions about flights to Chicago with Air Canada

Is Air Canada generally cheaper than other airlines for flights to Chicago?

Lots of factors influence the price of a flight, whether that's with Air Canada or other airlines, so it is best to search and compare before booking. The airline flying to Chicago with the cheapest average round-trip price tends to be Porter Airlines.