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Cheap flights from Chicago to Canada from $82

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 5/9. 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.
4:45 pm - 7:36 pmORD-YYC
3h 51mnonstop
11:30 am - 3:56 pmYYC-ORD
3h 26mnonstop
$190WestJet
Find Deal
Mon, Mar 24 - Mon, Mar 31
4:45 pm - 7:36 pmORD-YYC
3h 51mnonstop
11:30 am - 3:56 pmYYC-ORD
3h 26mnonstop
$200WestJet
Find Deal
Mon, Mar 3 - Sun, Mar 9
8:47 am - 11:39 amORD-YYC
3h 52mnonstop
8:30 am - 12:49 pmYYC-ORD
3h 19mnonstop
$217United Airlines
Find Deal
Wed, Mar 19 - Tue, Apr 1
8:47 am - 11:39 amORD-YYC
3h 52mnonstop
8:30 am - 6:41 pmYYC-ORD
9h 11m1 stop
$222Air Canada
Find Deal
Tue, Mar 18 - Fri, Mar 28
12:05 pm - 2:47 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
$226Porter Airlines
Find Deal
Wed, Dec 18 - Tue, Dec 31
5:00 am - 6:16 pmORD-YYC
14h 16m1 stop
12:41 pm - 5:08 pmYYC-ORD
3h 27mnonstop
$226United Airlines
Find Deal
Wed, Mar 19 - Wed, Mar 26
2:02 pm - 10:08 pmORD-YYC
9h 06m1 stop
12:55 am - 10:54 amYYC-ORD
8h 59m1 stop
$227Air Canada
Find Deal
Tue, Mar 25 - Tue, Mar 25
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
$227Porter Airlines
Find Deal
Tue, Dec 24 - Tue, Dec 31
8:11 am - 10:56 amORD-YYZ
1h 45mnonstop
11:37 am - 12:37 pmYYZ-ORD
2h 00mnonstop
$286American Airlines
Find Deal
Fri, Dec 6 - Tue, Dec 10
6:31 am - 3:30 pmORD-YYZ
7h 59m1 stop
1:14 pm - 2:14 pmYYZ-ORD
2h 00mnonstop
$302American Airlines
Find Deal
Thu, Dec 19 - Mon, Feb 3
5:55 pm - 8:40 pmORD-YYC
3h 45mnonstop
$82WestJet
Find Deal
Fri, May 9
6:20 am - 11:50 pmORD-YYC
18h 30m1 stop
Sat, Jan 11
8:45 am - 11:39 amORD-YYC
3h 54mnonstop
$85Air Canada
Find Deal
Tue, Jan 14
3:35 pm - 11:02 pmORD-YYC
8h 27m1 stop
$90Air Canada
Find Deal
Mon, Jan 27
7:10 am - 9:41 pmORD-YYC
15h 31m1 stop
$95United Airlines
Find Deal
Sun, Jan 12
12:05 pm - 2:47 pmMDW-YTZ
1h 42mnonstop
$105Porter Airlines
Find Deal
Wed, Dec 18
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
$108Porter Airlines
Find Deal
Wed, Jan 15
2:05 pm - 4:46 pmORD-YYZ
1h 41mnonstop
$111United Airlines
Find Deal
Wed, Dec 18
8:45 pm - 11:53 amORD-YYZ
14h 08m1 stop
$141American Airlines
Find Deal
Tue, Dec 24
12:25 pm - 10:36 pmORD-YUL
9h 11m1 stop
$142American Airlines
Find Deal
Sat, Dec 14
5:00 am - 3:17 pmORD-YYZ
9h 17m1 stop
8:00 pm - 10:56 amYYZ-ORD
15h 56m1 stop
Tue, Nov 19 - Wed, Nov 20
1:09 pm - 11:35 pmORD-YYZ
9h 26m1 stop
8:35 am - 5:15 pmYYZ-ORD
9h 40m1 stop
Tue, Nov 19 - Sat, Nov 23
7:40 pm - 10:31 amORD-YVR
16h 51m1 stop
5:45 pm - 11:20 amYVR-ORD
15h 35m1 stop
$379United Airlines
Find Deal
Mon, Nov 18 - Wed, Nov 27
7:28 am - 8:44 pmORD-YYC
14h 16m1 stop
5:50 pm - 7:56 amYYC-ORD
13h 06m1 stop
$439Air Canada
Find Deal
Fri, Nov 15 - Fri, Nov 22
12:55 pm - 3:37 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
$450Porter Airlines
Find Deal
Sat, Nov 16 - Sun, Nov 24
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
$455Porter Airlines
Find Deal
Mon, Nov 18 - Wed, Nov 27
6:34 pm - 9:29 pmORD-YYZ
1h 55mnonstop
1:10 pm - 2:10 pmYYZ-ORD
2h 00mnonstop
$497American Airlines
Find Deal
Mon, Nov 18 - Wed, Nov 27
4:00 pm - 10:31 pmORD-YYZ
5h 31m1 stop
11:37 am - 12:37 pmYYZ-ORD
2h 00mnonstop
$507American Airlines
Find Deal
Mon, Nov 18 - Wed, Nov 27
7:20 am - 2:41 pmORD-YYZ
6h 21m1 stop
12:20 pm - 1:11 pmYYZ-ORD
1h 51mnonstop
$518Air Canada
Find Deal
Tue, Nov 19 - Mon, Nov 25
9:36 pm - 10:31 amORD-YVR
14h 55m1 stop
1:30 pm - 11:57 pmYVR-ORD
8h 27m1 stop
$524United Airlines
Find Deal
Mon, Nov 18 - Sun, Nov 24
4:45 pm - 7:36 pmORD-YYC
3h 51mnonstop
11:30 am - 3:56 pmYYC-ORD
3h 26mnonstop
$190WestJet
Find Deal
Mon, Mar 24 - Mon, Mar 31
4:45 pm - 7:36 pmORD-YYC
3h 51mnonstop
11:30 am - 3:56 pmYYC-ORD
3h 26mnonstop
$200WestJet
Find Deal
Mon, Mar 3 - Sun, Mar 9
8:47 am - 11:39 amORD-YYC
3h 52mnonstop
8:30 am - 12:49 pmYYC-ORD
3h 19mnonstop
$217United Airlines
Find Deal
Wed, Mar 19 - Tue, Apr 1
12:05 pm - 2:47 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
$226Porter Airlines
Find Deal
Wed, Dec 18 - Tue, Dec 31
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
$227Porter Airlines
Find Deal
Tue, Dec 24 - Tue, Dec 31
10:51 am - 1:42 pmORD-YYZ
1h 51mnonstop
11:00 am - 12:13 pmYYZ-ORD
2h 13mnonstop
$265Air Canada
Find Deal
Wed, Dec 18 - Tue, Dec 31
6:38 pm - 9:25 pmORD-YYZ
1h 47mnonstop
9:00 pm - 10:13 pmYYZ-ORD
2h 13mnonstop
$270United Airlines
Find Deal
Wed, Dec 18 - Thu, Dec 26
8:25 pm - 11:06 pmORD-YYZ
1h 41mnonstop
12:20 pm - 1:11 pmYYZ-ORD
1h 51mnonstop
$273Air Canada
Find Deal
Mon, Dec 16 - Wed, Dec 18
8:11 am - 10:56 amORD-YYZ
1h 45mnonstop
11:37 am - 12:37 pmYYZ-ORD
2h 00mnonstop
$286American Airlines
Find Deal
Fri, Dec 6 - Tue, Dec 10
1:25 pm - 4:00 pmORD-YYZ
1h 35mnonstop
6:20 pm - 7:20 pmYYZ-ORD
2h 00mnonstop
$313American Airlines
Find Deal
Thu, Nov 28 - Sat, Dec 7

American Airlines flights from Chicago to Canada

Our best American Airlines deals on Chicago to Canada flight tickets
American Airlines
Dec 6
ORD8:11 amChicago O'Hare Intl
1h 45m
YYZ10:56 amToronto Pearson Intl
Dec 10
YYZ11:37 amToronto Pearson Intl
2h 00m
ORD12:37 pmChicago O'Hare Intl
American Airlines
Dec 19
ORD6:31 amChicago O'Hare Intl
7h 59m
1 stop
YYZ3:30 pmToronto Pearson Intl
Feb 3
YYZ1:14 pmToronto Pearson Intl
2h 00m
ORD2:14 pmChicago O'Hare Intl
American Airlines
Nov 28
ORD1:25 pmChicago O'Hare Intl
1h 35m
YYZ4:00 pmToronto Pearson Intl
Dec 7
YYZ6:20 pmToronto Pearson Intl
2h 00m
ORD7:20 pmChicago O'Hare Intl

United Airlines flights from Chicago to Canada

Our best United Airlines deals on Chicago to Canada flight tickets
United Airlines
Mar 19
ORD8:47 amChicago O'Hare Intl
3h 52m
YYC11:39 amCalgary
Apr 1
YYC8:30 amCalgary
3h 19m
ORD12:49 pmChicago O'Hare Intl
United Airlines
Mar 19
ORD5:00 amChicago O'Hare Intl
14h 16m
1 stop
YYC6:16 pmCalgary
Mar 26
YYC12:41 pmCalgary
3h 27m
ORD5:08 pmChicago O'Hare Intl
United Airlines
Mar 16
ORD7:10 amChicago O'Hare Intl
12h 06m
1 stop
YYC6:16 pmCalgary
Mar 20
YYC6:04 amCalgary
15h 21m
1 stop
ORD10:25 pmChicago 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, WestJet, and American Airlines 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

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

There are 2 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.

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

$82

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 $82. The best round-trip flight deal from Chicago to Canada found on momondo in the last 72 hours is $190.
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 are updated 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?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, 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
Air CanadaPriceFrom $105Free CancellationRating
7.0
8,198 reviews
Search Air Canada flights
Porter AirlinesPriceFrom $122Free CancellationRating
7.7
288 reviews
Search Porter Airlines flights
American AirlinesPriceFrom $122Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
WestJetPriceFrom $123Free CancellationRating
7.3
2,804 reviews
Search WestJet flights
United AirlinesPriceFrom $145Free CancellationRating
7.4
9,194 reviews
Search United Airlines flights
DeltaPriceFrom $153Free CancellationRating
8.0
8,788 reviews
Search Delta flights
Alaska AirlinesPriceFrom $154Free CancellationRating
8.0
9,439 reviews
Search Alaska Airlines flights

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Canada for you.

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

All flight searches from Chicago to Canada on momondo can be filtered to show those which offer flexible booking policies.

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

momondo provides multiple filters to help you find the best flight to Canada from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Of course. momondo tracks the price of Chicago to Canada flights. All you need is a valid email address and we will do the rest; it is that quick and easy.


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