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Cheap flights from Chicago to Canada from C$ 61

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 15/10. 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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Cheap round-trip flights

Air Canada Logo
10:40 a.m. - 1:54 p.m.ORD-YUL
2h 14mdirect
Air Canada Logo
4:00 p.m. - 7:29 p.m.YUL-ORD
4h 29m1 stop
C$ 181Air Canada
Find Deal
Mon, 29 Sep - Mon, 29 Sep
Porter Airlines Logo
9:15 a.m. - 4:00 p.m.MDW-YUL
5h 45m1 stop
Porter Airlines Logo
1:10 p.m. - 4:24 p.m.YUL-MDW
4h 14m1 stop
C$ 189Porter Airlines
Find Deal
Wed, 10 Sep - Mon, 15 Sep
Porter Airlines Logo
5:20 p.m. - 8:02 p.m.MDW-YTZ
1h 42mdirect
Porter Airlines Logo
3:35 p.m. - 4:24 p.m.YTZ-MDW
1h 49mdirect
C$ 191Porter Airlines
Find Deal
Wed, 3 Sep - Tue, 9 Sep
WestJet Logo
5:30 p.m. - 8:19 p.m.ORD-YYC
3h 49mdirect
WestJet Logo
12:15 p.m. - 4:43 p.m.YYC-ORD
3h 28mdirect
C$ 204WestJet
Find Deal
Wed, 10 Sep - Wed, 17 Sep
Air Canada Logo
10:40 a.m. - 1:54 p.m.ORD-YUL
2h 14mdirect
Air Canada Logo
8:20 a.m. - 9:51 a.m.YUL-ORD
2h 31mdirect
C$ 204Air Canada
Find Deal
Mon, 29 Sep - Fri, 3 Oct
WestJet Logo
5:30 p.m. - 8:19 p.m.ORD-YYC
3h 49mdirect
WestJet Logo
12:15 p.m. - 4:43 p.m.YYC-ORD
3h 28mdirect
C$ 207WestJet
Find Deal
Fri, 19 Sep - Wed, 24 Sep
United Airlines Logo
9:20 p.m. - 11:59 p.m.ORD-YYZ
1h 39mdirect
United Airlines Logo
8:55 a.m. - 10:00 a.m.YYZ-ORD
2h 05mdirect
C$ 229United Airlines
Find Deal
Sun, 2 Nov - Mon, 3 Nov
United Airlines Logo
6:28 p.m. - 9:21 p.m.ORD-YYZ
1h 53mdirect
United Airlines Logo
8:55 a.m. - 10:00 a.m.YYZ-ORD
2h 05mdirect
C$ 234United Airlines
Find Deal
Fri, 31 Oct - Wed, 5 Nov
American Airlines Logo
3:00 p.m. - 5:40 p.m.ORD-YYZ
1h 40mdirect
American Airlines Logo
6:29 p.m. - 7:29 p.m.YYZ-ORD
2h 00mdirect
C$ 252American Airlines
Find Deal
Sun, 12 Oct - Mon, 20 Oct
American Airlines Logo
1:09 p.m. - 4:30 p.m.ORD-YUL
2h 21mdirect
American Airlines Logo
5:15 p.m. - 6:50 p.m.YUL-ORD
2h 35mdirect
C$ 256American Airlines
Find Deal
Fri, 5 Sep - Mon, 8 Sep

American Airlines flights from Chicago to Canada

Our best American Airlines deals on Chicago to Canada flight tickets
American Airlines
15 Jul
ORD6:00 a.m.Chicago O'Hare Intl
5h 05m
1 stop
YYZ12:05 p.m.Toronto Pearson Intl
15 Jul
YYZ3:45 p.m.Toronto Pearson Intl
6h 46m
1 stop
ORD9:31 p.m.Chicago O'Hare Intl
American Airlines
12 Oct
ORD3:00 p.m.Chicago O'Hare Intl
1h 40m
YYZ5:40 p.m.Toronto Pearson Intl
20 Oct
YYZ6:29 p.m.Toronto Pearson Intl
2h 00m
ORD7:29 p.m.Chicago O'Hare Intl
American Airlines
5 Sep
ORD1:09 p.m.Chicago O'Hare Intl
2h 21m
YUL4:30 p.m.Montreal Pierre Elliott Trudeau Intl
8 Sep
YUL5:15 p.m.Montreal Pierre Elliott Trudeau Intl
2h 35m
ORD6:50 p.m.Chicago O'Hare Intl

Delta flights from Chicago to Canada

Our best Delta deals on Chicago to Canada flight tickets
Delta
9 Sep
MDW9:30 a.m.Chicago Midway
6h 53m
1 stop
YYZ5:23 p.m.Toronto Pearson Intl
13 Sep
YYZ12:14 p.m.Toronto Pearson Intl
7h 21m
1 stop
MDW6:35 p.m.Chicago Midway
Delta
11 Oct
MDW5:59 p.m.Chicago Midway
4h 09m
1 stop
YUL11:08 p.m.Montreal Pierre Elliott Trudeau Intl
14 Oct
YUL12:45 p.m.Montreal Pierre Elliott Trudeau Intl
9h 59m
1 stop
MDW9:44 p.m.Chicago Midway
Delta
16 Jul
ORD2:00 p.m.Chicago O'Hare Intl
7h 58m
1 stop
YYZ10:58 p.m.Toronto Pearson Intl
22 Jul
YYZ5:04 p.m.Toronto Pearson Intl
6h 23m
1 stop
ORD10:27 p.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, July 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$ 363. If you’re not able to fly to Canada in July, then August is your next best option. Flight prices from Chicago to Canada during August average around C$ 364.

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

Our data shows that Saturday is the least expensive day to fly to Canada. Tickets to fly out on this day can be as low as C$ 376. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around C$ 573. 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 in the evening. momondo users have found flights departing from Chicago to Canada in the evening for as low as C$ 374. 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 morning is when there is more demand to fly to Canada, so prices are often more expensive at around C$ 461 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?

You are more likely to see cheaper flights to Canada from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Canada for around C$ 434 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Canada from Chicago for as low as C$ 226 on momondo.

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

There are 4 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?

No. A direct flight is the cheapest option for a flight between Chicago to Canada.

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$ 61

Fastest flight time

1h 39m

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$ 61. The best round-trip flight deal from Chicago to Canada found on momondo in the last 72 hours is C$ 181.
The fastest flight from Chicago to Canada takes 1h 39m
Direct flights go from Chicago to Canada every day.
There are 4 airports near Canada: Montreal Pierre Elliott Trudeau Intl (YUL), Calgary (YYC), 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
Air CanadaPriceFrom C$ 126Free CancellationRating
7.1
9,678 reviews
Search Air Canada flights
WestJetPriceFrom C$ 209Free CancellationRating
7.2
2,917 reviews
Search WestJet flights
United AirlinesPriceFrom C$ 240Free CancellationRating
7.4
8,861 reviews
Search United 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.


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1 adult
Tue 8/7
Tue 15/7

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Popular Cities in Canada

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