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Cheap flights from Chicago to Canada from C$ 115

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Canada departing on 9/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago to Canada

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago to Canada that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago to Canada.

Cheap last-minute flights

Planning a quick getaway from Chicago to Canada? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Canada, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago to Canada

Find recent round-trip train or bus tickets from Chicago to Canada.

All round-trip flight deals to Canada

The cheapest plane tickets to Canada found on KAYAK recently.
8:47 a.m. - 11:39 a.m.ORD-YYC
3h 52mdirect
8:30 a.m. - 12:49 p.m.YYC-ORD
3h 19mdirect
C$ 304United Airlines
Find Deal
Wed, 19 Mar - Tue, 1 Apr
8:47 a.m. - 11:39 a.m.ORD-YYC
3h 52mdirect
8:30 a.m. - 6:41 p.m.YYC-ORD
9h 11m1 stop
C$ 311Air Canada
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Tue, 18 Mar - Fri, 28 Mar
12:05 p.m. - 2:47 p.m.MDW-YTZ
1h 42mdirect
9:30 a.m. - 10:20 a.m.YTZ-MDW
1h 50mdirect
C$ 317Porter Airlines
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Wed, 18 Dec - Tue, 31 Dec
5:00 a.m. - 6:16 p.m.ORD-YYC
14h 16m1 stop
12:41 p.m. - 5:08 p.m.YYC-ORD
3h 27mdirect
C$ 317United Airlines
Find Deal
Wed, 19 Mar - Wed, 26 Mar
2:02 p.m. - 10:08 p.m.ORD-YYC
9h 06m1 stop
12:55 a.m. - 10:54 a.m.YYC-ORD
8h 59m1 stop
C$ 318Air Canada
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Tue, 25 Mar - Tue, 25 Mar
7:10 a.m. - 9:41 p.m.ORD-YYC
15h 31m1 stop
8:30 a.m. - 6:38 p.m.YYC-ORD
9h 08m1 stop
C$ 324
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Wed, 8 Jan - Sat, 11 Jan
12:05 p.m. - 2:47 p.m.MDW-YTZ
1h 42mdirect
9:30 a.m. - 10:20 a.m.YTZ-MDW
1h 50mdirect
C$ 327Porter Airlines
Find Deal
Wed, 18 Dec - Tue, 31 Dec
9:34 a.m. - 8:53 p.m.MDW-YYC
12h 19m2 stops
6:35 a.m. - 5:47 p.m.YYC-MDW
10h 12m1 stop
C$ 363Delta
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Wed, 8 Jan - Sat, 11 Jan
1:50 p.m. - 11:16 p.m.ORD-YYC
10h 26m1 stop
7:00 a.m. - 8:28 p.m.YYC-ORD
12h 28m2 stops
C$ 363Delta
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Sat, 7 Dec - Thu, 12 Dec
10:53 a.m. - 1:42 p.m.ORD-YYZ
1h 49mdirect
9:00 a.m. - 10:10 a.m.YYZ-ORD
2h 10mdirect
C$ 387Lufthansa
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Thu, 9 Jan - Sun, 12 Jan
5:55 p.m. - 8:40 p.m.ORD-YYC
3h 45mdirect
C$ 115WestJet
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Fri, 9 May
6:20 a.m. - 11:50 p.m.ORD-YYC
18h 30m1 stop
C$ 116
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Sat, 11 Jan
8:45 a.m. - 11:39 a.m.ORD-YYC
3h 54mdirect
C$ 119Air Canada
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Tue, 14 Jan
3:35 p.m. - 11:02 p.m.ORD-YYC
8h 27m1 stop
C$ 126Air Canada
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Mon, 27 Jan
7:10 a.m. - 9:41 p.m.ORD-YYC
15h 31m1 stop
C$ 133United Airlines
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Sun, 12 Jan
9:30 a.m. - 1:50 p.m.MDW-YYC
5h 20m1 stop
C$ 139Delta
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Fri, 29 Nov
12:25 p.m. - 8:32 p.m.ORD-YYC
9h 07m1 stop
C$ 139Delta
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Tue, 17 Dec
5:35 p.m. - 8:17 p.m.MDW-YTZ
1h 42mdirect
C$ 170Porter Airlines
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Tue, 17 Dec
7:25 a.m. - 10:15 p.m.ORD-YYZ
13h 50m1 stop
C$ 170United Airlines
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Tue, 24 Dec
11:15 a.m. - 6:00 p.m.MDW-YUL
5h 45m1 stop
C$ 177Porter Airlines
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Sun, 8 Dec
7:28 a.m. - 8:44 p.m.ORD-YYC
14h 16m1 stop
6:15 a.m. - 2:51 p.m.YYC-ORD
7h 36m1 stop
C$ 411Air Canada
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Tue, 19 Nov - Tue, 26 Nov
7:28 a.m. - 8:44 p.m.ORD-YYC
14h 16m1 stop
6:15 a.m. - 2:51 p.m.YYC-ORD
7h 36m1 stop
C$ 456Air Canada
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Tue, 19 Nov - Wed, 20 Nov
5:00 a.m. - 3:17 p.m.ORD-YYZ
9h 17m1 stop
8:00 p.m. - 10:56 a.m.YYZ-ORD
15h 56m1 stop
C$ 456
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Tue, 19 Nov - Wed, 20 Nov
1:09 p.m. - 11:35 p.m.ORD-YYZ
9h 26m1 stop
8:35 a.m. - 5:15 p.m.YYZ-ORD
9h 40m1 stop
C$ 468
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Tue, 19 Nov - Sat, 23 Nov
7:40 p.m. - 10:31 a.m.ORD-YVR
16h 51m1 stop
5:45 p.m. - 11:20 a.m.YVR-ORD
15h 35m1 stop
C$ 531United Airlines
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Mon, 18 Nov - Wed, 27 Nov
1:31 p.m. - 11:59 p.m.ORD-YYZ
9h 28m1 stop
6:30 a.m. - 2:44 p.m.YYZ-ORD
9h 14m1 stop
C$ 585WestJet
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Mon, 18 Nov - Thu, 21 Nov
11:15 a.m. - 1:57 p.m.MDW-YTZ
1h 42mdirect
3:50 p.m. - 4:40 p.m.YTZ-MDW
1h 50mdirect
C$ 667Porter Airlines
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Mon, 18 Nov - Sun, 24 Nov
5:55 p.m. - 9:09 a.m.ORD-YYZ
14h 14m1 stop
5:30 p.m. - 8:25 p.m.YYZ-ORD
3h 55m1 stop
C$ 676WestJet
Find Deal
Tue, 19 Nov - Mon, 25 Nov
11:15 a.m. - 1:57 p.m.MDW-YTZ
1h 42mdirect
11:10 a.m. - 12:00 p.m.YTZ-MDW
1h 50mdirect
C$ 680Porter Airlines
Find Deal
Mon, 18 Nov - Sat, 23 Nov
9:36 p.m. - 10:31 a.m.ORD-YVR
14h 55m1 stop
1:30 p.m. - 11:57 p.m.YVR-ORD
8h 27m1 stop
C$ 735United Airlines
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Mon, 18 Nov - Sun, 24 Nov
8:47 a.m. - 11:39 a.m.ORD-YYC
3h 52mdirect
8:30 a.m. - 12:49 p.m.YYC-ORD
3h 19mdirect
C$ 304United Airlines
Find Deal
Wed, 19 Mar - Tue, 1 Apr
12:05 p.m. - 2:47 p.m.MDW-YTZ
1h 42mdirect
9:30 a.m. - 10:20 a.m.YTZ-MDW
1h 50mdirect
C$ 317Porter Airlines
Find Deal
Wed, 18 Dec - Tue, 31 Dec
12:05 p.m. - 2:47 p.m.MDW-YTZ
1h 42mdirect
9:30 a.m. - 10:20 a.m.YTZ-MDW
1h 50mdirect
C$ 327Porter Airlines
Find Deal
Wed, 18 Dec - Tue, 31 Dec
10:51 a.m. - 1:42 p.m.ORD-YYZ
1h 51mdirect
11:00 a.m. - 12:13 p.m.YYZ-ORD
2h 13mdirect
C$ 372Air Canada
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Wed, 18 Dec - Tue, 31 Dec
10:51 a.m. - 1:42 p.m.ORD-YYZ
1h 51mdirect
12:20 p.m. - 1:11 p.m.YYZ-ORD
1h 51mdirect
C$ 379United Airlines
Find Deal
Wed, 18 Dec - Tue, 31 Dec
8:25 p.m. - 11:06 p.m.ORD-YYZ
1h 41mdirect
12:20 p.m. - 1:11 p.m.YYZ-ORD
1h 51mdirect
C$ 383Air Canada
Find Deal
Mon, 16 Dec - Wed, 18 Dec
10:53 a.m. - 1:42 p.m.ORD-YYZ
1h 49mdirect
9:00 a.m. - 10:10 a.m.YYZ-ORD
2h 10mdirect
C$ 387Lufthansa
Find Deal
Thu, 9 Jan - Sun, 12 Jan
8:11 a.m. - 10:56 a.m.ORD-YYZ
1h 45mdirect
1:14 p.m. - 2:14 p.m.YYZ-ORD
2h 00mdirect
C$ 401American Airlines
Find Deal
Thu, 12 Dec - Tue, 17 Dec
1:25 p.m. - 4:00 p.m.ORD-YYZ
1h 35mdirect
6:20 p.m. - 7:20 p.m.YYZ-ORD
2h 00mdirect
C$ 439American Airlines
Find Deal
Thu, 28 Nov - Sat, 7 Dec
9:30 a.m. - 12:14 p.m.ORD-YVR
4h 44mdirect
1:50 p.m. - 7:56 p.m.YVR-ORD
4h 06mdirect
C$ 1,122Lufthansa
Find Deal
Fri, 6 Dec - Mon, 9 Dec

American Airlines flights from Chicago to Canada

Our best American Airlines deals on Chicago to Canada flight tickets
American Airlines
6 Dec
ORD8:11 a.m.Chicago O'Hare Intl
1h 45m
YYZ10:56 a.m.Toronto Pearson Intl
10 Dec
YYZ11:37 a.m.Toronto Pearson Intl
2h 00m
ORD12:37 p.m.Chicago O'Hare Intl
American Airlines
19 Dec
ORD6:31 a.m.Chicago O'Hare Intl
7h 59m
1 stop
YYZ3:30 p.m.Toronto Pearson Intl
3 Feb
YYZ11:31 a.m.Toronto Pearson Intl
2h 00m
ORD12:31 p.m.Chicago O'Hare Intl
American Airlines
28 Nov
ORD1:25 p.m.Chicago O'Hare Intl
1h 35m
YYZ4:00 p.m.Toronto Pearson Intl
7 Dec
YYZ6:20 p.m.Toronto Pearson Intl
2h 00m
ORD7:20 p.m.Chicago O'Hare Intl

British Airways flights from Chicago to Canada

Our best British Airways deals on Chicago to Canada flight tickets
British Airways
5 Dec
ORD8:25 p.m.Chicago O'Hare Intl
19h 15m
1 stop
YYZ4:40 p.m.Toronto Pearson Intl
8 Dec
YYZ7:12 p.m.Toronto Pearson Intl
18h 16m
1 stop
ORD12:28 p.m.Chicago O'Hare Intl
British Airways
13 Dec
ORD4:21 p.m.Chicago O'Hare Intl
5h 36m
1 stop
YUL10:57 p.m.Montreal Pierre Elliott Trudeau Intl
16 Dec
YUL7:14 a.m.Montreal Pierre Elliott Trudeau Intl
11h 25m
1 stop
ORD5:39 p.m.Chicago O'Hare Intl

How to get the cheapest flight ticket from Chicago to Canada

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies to Canada from Chicago?

Porter Airlines. Porter Airlines, United Airlines, and WestJet are the most popular carriers operating from Chicago to Canada

What is the cheapest Chicago to Canada flight route?

Chicago O'Hare Intl - Calgary. Fly from Chicago O'Hare Intl to Calgary for the best Chicago - Canada flight prices

Can stopping save me money on Chicago to Canada flights?

You could potentially save up to 2% on your flight if you consider stops on a Chicago to Canada flight.

Cheap Chicago to Canada flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Canada

Best price found

C$ 115

Fastest flight time

1h 35m

Direct flights

Every day

Airports in Canada

4 airports
The best one-way flight to Canada from Chicago in the past 72 hours is C$ 115. The best round-trip flight deal from Chicago to Canada found on momondo in the last 72 hours is C$ 304.
The fastest flight from Chicago to Canada takes 1h 35m
Direct flights go from Chicago to Canada every day.
There are 4 airports near Canada: Calgary (YYC), Vancouver Intl (YVR), Toronto Pearson Intl (YYZ), Toronto Island (YTZ)

  • When did momondo last update prices for flights from Chicago to Canada?

    Prices for flights from Chicago to Canada refresh daily.

  • How many operators does momondo search for flights from Chicago to Canada?

  • How old do you have to be to fly from Chicago to Canada?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Canada.

  • What documentation or ID do you need to fly to Canada?

    The necessary travel and health documents for your Canada trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago to Canada?


Best airlines flying from Chicago to Canada

Compare and see reviews for airlines that fly from Chicago to Canada with momondo
Airline
Rating
Free Cancellation
Price
WestJetPriceFrom C$ 139Free CancellationRating
7.3
2,804 reviews
Search WestJet flights
United AirlinesPriceFrom C$ 184Free CancellationRating
7.4
9,194 reviews
Search United Airlines flights
Air CanadaPriceFrom C$ 198Free CancellationRating
7.0
8,198 reviews
Search Air Canada flights
Porter AirlinesPriceFrom C$ 306Free CancellationRating
7.7
288 reviews
Search Porter Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Canada?

It is quick and easy to find Chicago to Canada flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Canada that suits you.

Can I find flights from Chicago to Canada with flexible booking policies on momondo?

momondo does allow users to show only those flights to Canada from Chicago which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Chicago to Canada?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Canada from Chicago.

I’m not ready to book a flight from Chicago to Canada right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Chicago to Canada flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.


An easier way to manage your Canada trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Popular flights according to clicks in the last 7 days on momondo