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Cheap flights from Chicago to Canada from C$ 85

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 21/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult

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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.
4:45 p.m. - 7:36 p.m.ORD-YYC
3h 51mdirect
11:30 a.m. - 3:56 p.m.YYC-ORD
3h 26mdirect
C$ 205WestJet
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Thu, 17 Apr - Mon, 21 Apr
4:45 p.m. - 7:36 p.m.ORD-YYC
3h 51mdirect
11:30 a.m. - 3:56 p.m.YYC-ORD
3h 26mdirect
C$ 208WestJet
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Thu, 13 Feb - Thu, 20 Feb
3:35 p.m. - 11:02 p.m.ORD-YYC
8h 27m1 stop
8:30 a.m. - 6:41 p.m.YYC-ORD
9h 11m1 stop
C$ 247Air Canada
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Mon, 27 Jan - Wed, 19 Mar
6:28 p.m. - 1:18 a.m.ORD-YYC
7h 50m1 stop
8:30 a.m. - 6:38 p.m.YYC-ORD
9h 08m1 stop
C$ 254Air Canada
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Sat, 11 Jan - Wed, 15 Jan
7:10 a.m. - 6:16 p.m.ORD-YYC
12h 06m1 stop
7:20 p.m. - 11:19 a.m.YYC-ORD
14h 59m1 stop
C$ 269United Airlines
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Wed, 12 Mar - Mon, 17 Mar
3:16 p.m. - 11:53 p.m.ORD-YYZ
7h 37m1 stop
7:00 a.m. - 1:50 p.m.YYZ-ORD
7h 50m1 stop
C$ 289
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Mon, 27 Jan - Thu, 30 Jan
7:10 a.m. - 9:41 p.m.ORD-YYC
15h 31m1 stop
6:15 a.m. - 7:42 p.m.YYC-ORD
12h 27m1 stop
C$ 293
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Sun, 19 Jan - Sun, 26 Jan
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
C$ 376Porter Airlines
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Thu, 13 Feb - Sun, 16 Feb
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
C$ 381Porter Airlines
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Sun, 16 Feb - Mon, 17 Feb
3:40 p.m. - 6:13 p.m.ORD-YVR
4h 33mdirect
10:30 a.m. - 4:38 p.m.YVR-ORD
4h 08mdirect
C$ 468United Airlines
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Thu, 23 Jan - Wed, 29 Jan
8:50 a.m. - 11:39 a.m.ORD-YYC
3h 49mdirect
C$ 85Air Canada
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Tue, 21 Jan
3:35 p.m. - 11:02 p.m.ORD-YYC
8h 27m1 stop
C$ 92Air Canada
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Mon, 20 Jan
7:10 a.m. - 9:41 p.m.ORD-YYC
15h 31m1 stop
C$ 98United Airlines
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Sat, 18 Jan
4:45 p.m. - 7:36 p.m.ORD-YYC
3h 51mdirect
C$ 99WestJet
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Thu, 20 Mar
6:20 a.m. - 11:50 p.m.ORD-YYC
18h 30m1 stop
C$ 108
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Sat, 25 Jan
3:16 p.m. - 11:53 p.m.ORD-YYZ
7h 37m1 stop
C$ 115
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Mon, 10 Feb
7:10 a.m. - 9:41 p.m.ORD-YYC
15h 31m1 stop
C$ 137United Airlines
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Mon, 20 Jan
5:30 p.m. - 8:19 p.m.ORD-YYC
3h 49mdirect
C$ 165WestJet
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Sun, 25 May
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
C$ 200Porter Airlines
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Wed, 15 Jan
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
C$ 201Porter Airlines
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Wed, 22 Jan
8:02 p.m. - 10:52 p.m.ORD-YVR
4h 50mdirect
6:30 a.m. - 12:43 p.m.YVR-ORD
4h 13mdirect
C$ 539Air Canada
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Tue, 24 Dec - Tue, 31 Dec
8:02 p.m. - 10:52 p.m.ORD-YVR
4h 50mdirect
10:40 p.m. - 8:57 a.m.YVR-ORD
8h 17m1 stop
C$ 546Air Canada
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Tue, 24 Dec - Mon, 13 Jan
8:20 p.m. - 10:31 a.m.ORD-YVR
16h 11m1 stop
6:30 a.m. - 12:43 p.m.YVR-ORD
4h 13mdirect
C$ 552United Airlines
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Tue, 24 Dec - Tue, 31 Dec
9:15 p.m. - 11:45 a.m.ORD-YYZ
13h 30m1 stop
7:00 a.m. - 2:23 p.m.YYZ-ORD
8h 23m1 stop
C$ 586
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Tue, 24 Dec - Sun, 12 Jan
9:15 p.m. - 10:33 p.m.ORD-YYZ
24h 18m3 stops
7:00 a.m. - 2:23 p.m.YYZ-ORD
8h 23m1 stop
C$ 602
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Tue, 24 Dec - Sun, 12 Jan
10:35 a.m. - 9:18 p.m.ORD-YVR
12h 43m1 stop
6:30 a.m. - 12:43 p.m.YVR-ORD
4h 13mdirect
C$ 606United Airlines
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Tue, 24 Dec - Mon, 30 Dec
11:15 a.m. - 1:57 p.m.MDW-YTZ
1h 42mdirect
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
C$ 619Porter Airlines
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Tue, 24 Dec - Sat, 11 Jan
5:35 p.m. - 8:17 p.m.MDW-YTZ
1h 42mdirect
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
C$ 621Porter Airlines
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Mon, 23 Dec - Sun, 12 Jan
7:00 a.m. - 6:42 p.m.ORD-YVR
13h 42m2 stops
8:45 a.m. - 10:52 p.m.YVR-ORD
12h 07m2 stops
C$ 649Delta
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Tue, 24 Dec - Thu, 26 Dec
7:00 a.m. - 11:22 a.m.ORD-YYZ
3h 22m1 stop
10:05 a.m. - 4:40 p.m.YYZ-ORD
7h 35m1 stop
C$ 754Delta
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Fri, 27 Dec - Fri, 3 Jan
4:45 p.m. - 7:36 p.m.ORD-YYC
3h 51mdirect
11:30 a.m. - 3:56 p.m.YYC-ORD
3h 26mdirect
C$ 205WestJet
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Thu, 17 Apr - Mon, 21 Apr
4:45 p.m. - 7:36 p.m.ORD-YYC
3h 51mdirect
11:30 a.m. - 3:56 p.m.YYC-ORD
3h 26mdirect
C$ 208WestJet
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Thu, 13 Feb - Thu, 20 Feb
4:45 p.m. - 7:36 p.m.ORD-YYC
3h 51mdirect
11:30 a.m. - 3:56 p.m.YYC-ORD
3h 26mdirect
C$ 362Delta
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Mon, 10 Mar - Mon, 17 Mar
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
C$ 376Porter Airlines
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Thu, 13 Feb - Sun, 16 Feb
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
C$ 381Porter Airlines
Find Deal
Sun, 16 Feb - Mon, 17 Feb
4:45 p.m. - 7:36 p.m.ORD-YYC
3h 51mdirect
11:30 a.m. - 3:56 p.m.YYC-ORD
3h 26mdirect
C$ 394Delta
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Thu, 20 Feb - Mon, 24 Feb
3:40 p.m. - 6:13 p.m.ORD-YVR
4h 33mdirect
8:30 a.m. - 2:39 p.m.YVR-ORD
4h 09mdirect
C$ 448Air Canada
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Mon, 3 Feb - Mon, 10 Feb
3:40 p.m. - 6:13 p.m.ORD-YVR
4h 33mdirect
8:30 a.m. - 2:39 p.m.YVR-ORD
4h 09mdirect
C$ 450Air Canada
Find Deal
Mon, 3 Feb - Mon, 10 Feb
3:40 p.m. - 6:13 p.m.ORD-YVR
4h 33mdirect
10:30 a.m. - 4:38 p.m.YVR-ORD
4h 08mdirect
C$ 468United Airlines
Find Deal
Thu, 23 Jan - Wed, 29 Jan
1:10 p.m. - 3:50 p.m.ORD-YVR
4h 40mdirect
10:30 a.m. - 4:38 p.m.YVR-ORD
4h 08mdirect
C$ 470United Airlines
Find Deal
Tue, 4 Feb - Tue, 11 Feb

British Airways flights from Chicago to Canada

Our best British Airways deals on Chicago to Canada flight tickets
British Airways
18 Jan
ORD11:47 a.m.Chicago O'Hare Intl
11h 37m
1 stop
YVR9:24 p.m.Vancouver Intl
25 Jan
YVR1:40 p.m.Vancouver Intl
16h 45m
1 stop
ORD8:25 a.m.Chicago O'Hare Intl
British Airways
13 Feb
ORD1:25 p.m.Chicago O'Hare Intl
1h 35m
YYZ4:00 p.m.Toronto Pearson Intl
16 Feb
YYZ11:31 a.m.Toronto Pearson Intl
2h 00m
ORD12:31 p.m.Chicago O'Hare Intl
British Airways
5 Feb
ORD8:11 a.m.Chicago O'Hare Intl
1h 40m
YYZ10:51 a.m.Toronto Pearson Intl
9 Feb
YYZ6:15 a.m.Toronto Pearson Intl
2h 15m
ORD7:30 a.m.Chicago O'Hare Intl

Air Canada flights from Chicago to Canada

Our best Air Canada deals on Chicago to Canada flight tickets
Air Canada
27 Jan
ORD3:35 p.m.Chicago O'Hare Intl
8h 27m
1 stop
YYC11:02 p.m.Calgary
19 Mar
YYC8:30 a.m.Calgary
9h 11m
1 stop
ORD6:41 p.m.Chicago O'Hare Intl
Air Canada
11 Jan
ORD6:28 p.m.Chicago O'Hare Intl
7h 50m
1 stop
YYC1:18 a.m.Calgary
15 Jan
YYC8:30 a.m.Calgary
9h 08m
1 stop
ORD6:38 p.m.Chicago O'Hare Intl
Air Canada
7 Feb
ORD4:51 p.m.Chicago O'Hare Intl
9h 27m
1 stop
YYC1:18 a.m.Calgary
9 Feb
YYC12:05 a.m.Calgary
9h 05m
1 stop
ORD10:10 a.m.Chicago O'Hare Intl

See travel insights to Canada from

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 month to fly to Canada?

In general, February is the cheapest month to fly from Chicago to Canada. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 401. If you’re not able to fly to Canada in February, then April is your next best option. Flight prices from Chicago to Canada during April average around C$ 401.

What is the cheapest day to depart on your flight to Canada?

Our data shows that Tuesday is the least expensive day to fly to Canada. Tickets to fly out on this day can be as low as C$ 408. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around C$ 511. These prices are subject to change though, so be sure to set up a Price Alert for flights to Canada.

What is the cheapest time of day to depart on your flight to Canada?

According to our data, the cheapest time of day to fly to Canada is at noon. momondo users have found flights departing from Chicago to Canada at noon for as low as C$ 402. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In the evening is when there is more demand to fly to Canada, so prices are often more expensive at around C$ 511 per ticket.

What is the cheapest Chicago to Canada flight route?

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

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

The ideal time to book your flight to Canada is 50 days in advance, when prices tend to average C$ 431. Keep in mind that you might be able to find cheaper flights to Canada at any time. In fact, our users found flights for as low as C$ 330 in the past 72 hours.

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

There are 3 cabin classes available to choose from on Chicago to Canada flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to Canada flights?

You could potentially save up to 8% 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$ 85

Fastest flight time

1h 35m

Direct flights

Mon, Wed, Thu, Fri, Sat and Sun

Airports in Canada

5 airports
The best one-way flight to Canada from Chicago in the past 72 hours is C$ 85. The best round-trip flight deal from Chicago to Canada found on momondo in the last 72 hours is C$ 205.
The fastest flight from Chicago to Canada takes 1h 35m
Direct flights go from Chicago to Canada on Monday, Wednesday, Thursday, Friday, Saturday and Sunday. Airlines offering direct flights are: United Airlines, Porter Airlines and Air Canada.
There are 5 airports near Canada: Montreal Pierre Elliott Trudeau Intl (YUL), 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$ 143Free CancellationRating
7.2
2,812 reviews
Search WestJet flights
Air CanadaPriceFrom C$ 183Free CancellationRating
7.0
8,413 reviews
Search Air Canada flights
United AirlinesPriceFrom C$ 189Free CancellationRating
7.4
9,028 reviews
Search United Airlines flights
Porter AirlinesPriceFrom C$ 313Free CancellationRating
7.9
283 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 Cities in Canada

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