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Cheap flights from Chicago Midway Airport to Canada from C$ 140

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 Midway Airport to Canada departing on 22/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago Midway Airport to Canada

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago Midway Airport 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 Midway Airport to Canada.

Cheap last-minute flights

Planning a quick getaway from Chicago Midway Airport 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 Midway Airport to Canada

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

All round-trip flight deals to Canada

The cheapest plane tickets to Canada found on KAYAK recently.
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$ 309Porter Airlines
Find Deal
Sat, 11 Jan - Fri, 24 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$ 314Porter Airlines
Find Deal
Sat, 11 Jan - Fri, 24 Jan
11:19 a.m. - 8:53 p.m.MDW-YYC
10h 34m1 stop
6:35 a.m. - 5:43 p.m.YYC-MDW
10h 08m1 stop
C$ 347KLM
Find Deal
Sat, 1 Feb - Sat, 8 Feb
12:51 p.m. - 12:00 p.m.MDW-YEG
24h 09m1 stop
8:35 p.m. - 11:29 p.m.YEG-MDW
25h 54m2 stops
C$ 347
Find Deal
Fri, 31 Jan - Fri, 7 Feb
6:52 p.m. - 12:00 p.m.MDW-YEG
18h 08m1 stop
12:45 a.m. - 7:06 p.m.YEG-MDW
17h 21m1 stop
C$ 353
Find Deal
Wed, 15 Jan - Tue, 21 Jan
11:19 a.m. - 8:53 p.m.MDW-YYC
10h 34m1 stop
6:35 a.m. - 5:43 p.m.YYC-MDW
10h 08m1 stop
C$ 356Delta
Find Deal
Sat, 1 Feb - Sat, 8 Feb
9:34 a.m. - 8:53 p.m.MDW-YYC
12h 19m2 stops
6:35 a.m. - 5:43 p.m.YYC-MDW
10h 08m1 stop
C$ 370Delta
Find Deal
Fri, 31 Jan - Fri, 7 Feb
10:19 a.m. - 11:11 p.m.MDW-YYZ
11h 52m1 stop
6:30 a.m. - 10:36 a.m.YYZ-MDW
5h 06m1 stop
C$ 453WestJet
Find Deal
Thu, 16 Jan - Sun, 19 Jan
11:01 a.m. - 11:52 p.m.MDW-YYZ
11h 51m1 stop
6:15 p.m. - 10:12 a.m.YYZ-MDW
16h 57m1 stop
C$ 480WestJet
Find Deal
Sat, 1 Mar - Mon, 3 Mar
9:34 a.m. - 9:25 p.m.MDW-YEG
12h 51m2 stops
12:45 a.m. - 4:09 p.m.YEG-MDW
14h 24m2 stops
C$ 651KLM
Find Deal
Sat, 1 Feb - Fri, 7 Feb
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
C$ 140Porter Airlines
Find Deal
Wed, 22 Jan
1:26 p.m. - 8:53 p.m.MDW-YYC
8h 27m1 stop
C$ 141Delta
Find Deal
Tue, 14 Jan
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
C$ 144Porter Airlines
Find Deal
Thu, 9 Jan
6:15 a.m. - 3:10 p.m.MDW-YWG
8h 55m1 stop
C$ 146
Find Deal
Mon, 13 Jan
7:21 p.m. - 12:00 p.m.MDW-YEG
17h 39m1 stop
C$ 150
Find Deal
Thu, 30 Jan
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
C$ 186Air Transat
Find Deal
Thu, 9 Jan
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
C$ 190Air Transat
Find Deal
Wed, 8 Jan
11:19 a.m. - 11:11 p.m.MDW-YYZ
10h 52m1 stop
C$ 213WestJet
Find Deal
Sat, 25 Jan
12:44 p.m. - 11:55 p.m.MDW-YYZ
10h 11m1 stop
C$ 224WestJet
Find Deal
Wed, 22 Jan
8:41 p.m. - 4:52 p.m.MDW-YYZ
19h 11m2 stops
C$ 598Frontier
Find Deal
Fri, 27 Dec
5:35 p.m. - 8:17 p.m.MDW-YTZ
1h 42mdirect
10:20 a.m. - 11:10 a.m.YTZ-MDW
1h 50mdirect
C$ 518Porter Airlines
Find Deal
Mon, 23 Dec - Mon, 6 Jan
5:35 p.m. - 8:17 p.m.MDW-YTZ
1h 42mdirect
9:30 a.m. - 10:20 a.m.YTZ-MDW
1h 50mdirect
C$ 561Porter Airlines
Find Deal
Mon, 23 Dec - Wed, 1 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$ 580Porter Airlines
Find Deal
Sat, 21 Dec - Sat, 11 Jan
6:00 a.m. - 11:50 p.m.MDW-YYZ
16h 50m1 stop
10:45 p.m. - 5:53 p.m.YYZ-MDW
20h 08m2 stops
C$ 623
Find Deal
Fri, 20 Dec - Thu, 30 Jan
6:00 a.m. - 4:58 p.m.MDW-YTZ
9h 58m2 stops
3:50 p.m. - 4:40 p.m.YTZ-MDW
1h 50mdirect
C$ 686
Find Deal
Mon, 23 Dec - Mon, 30 Dec
12:20 p.m. - 11:53 p.m.MDW-YYZ
10h 33m1 stop
6:30 a.m. - 12:46 p.m.YYZ-MDW
7h 16m1 stop
C$ 847WestJet
Find Deal
Fri, 20 Dec - Thu, 30 Jan
5:35 p.m. - 8:17 p.m.MDW-YTZ
1h 42mdirect
9:30 a.m. - 10:20 a.m.YTZ-MDW
1h 50mdirect
C$ 891Air Transat
Find Deal
Sat, 21 Dec - Tue, 31 Dec
5:04 p.m. - 11:08 p.m.MDW-YYZ
5h 04m1 stop
10:05 a.m. - 4:24 p.m.YYZ-MDW
7h 19m1 stop
C$ 923Delta
Find Deal
Mon, 23 Dec - Fri, 3 Jan
12:20 p.m. - 11:53 p.m.MDW-YYZ
10h 33m1 stop
6:16 p.m. - 10:12 a.m.YYZ-MDW
16h 56m1 stop
C$ 1,037WestJet
Find Deal
Fri, 20 Dec - Sun, 5 Jan
9:30 a.m. - 4:14 p.m.MDW-YYZ
5h 44m1 stop
10:05 a.m. - 4:24 p.m.YYZ-MDW
7h 19m1 stop
C$ 1,114Delta
Find Deal
Thu, 19 Dec - Sun, 22 Dec
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$ 314Porter Airlines
Find Deal
Thu, 16 Jan - Sun, 19 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$ 316Porter Airlines
Find Deal
Sat, 11 Jan - Fri, 24 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$ 317Porter Airlines
Find Deal
Sat, 1 Feb - Sat, 8 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$ 320Porter Airlines
Find Deal
Thu, 9 Jan - Sun, 12 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$ 321Porter Airlines
Find Deal
Sat, 1 Feb - Sat, 8 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$ 356
Find Deal
Thu, 9 Jan - Sun, 12 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$ 396
Find Deal
Sat, 25 Jan - Mon, 17 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$ 484APG Airlines
Find Deal
Fri, 31 Jan - Fri, 7 Feb
11:15 a.m. - 1:57 p.m.MDW-YTZ
1h 42mdirect
9:30 a.m. - 10:20 a.m.YTZ-MDW
1h 50mdirect
C$ 721Air Transat
Find Deal
Sun, 29 Dec - Tue, 31 Dec
5:35 p.m. - 8:17 p.m.MDW-YTZ
1h 42mdirect
10:45 a.m. - 11:35 a.m.YTZ-MDW
1h 50mdirect
C$ 887Air Transat
Find Deal
Mon, 21 Apr - Sat, 3 May

WestJet flights from Chicago Midway Airport to Canada

Our best WestJet deals on Chicago Midway Airport to Canada flight tickets
WestJet
16 Jan
MDW10:19 a.m.Chicago Midway
11h 52m
1 stop
YYZ11:11 p.m.Toronto Pearson Intl
19 Jan
YYZ6:30 a.m.Toronto Pearson Intl
5h 06m
1 stop
MDW10:36 a.m.Chicago Midway
WestJet
1 Mar
MDW11:01 a.m.Chicago Midway
11h 51m
1 stop
YYZ11:52 p.m.Toronto Pearson Intl
3 Mar
YYZ6:15 p.m.Toronto Pearson Intl
16h 57m
1 stop
MDW10:12 a.m.Chicago Midway
WestJet
10 Jan
MDW1:26 p.m.Chicago Midway
8h 45m
1 stop
YYZ11:11 p.m.Toronto Pearson Intl
12 Jan
YYZ6:30 a.m.Toronto Pearson Intl
7h 16m
1 stop
MDW12:46 p.m.Chicago Midway

Delta flights from Chicago Midway Airport to Canada

Our best Delta deals on Chicago Midway Airport to Canada flight tickets
Delta
1 Feb
MDW11:19 a.m.Chicago Midway
10h 34m
1 stop
YYC8:53 p.m.Calgary
8 Feb
YYC6:35 a.m.Calgary
10h 08m
1 stop
MDW5:43 p.m.Chicago Midway
Delta
31 Jan
MDW9:34 a.m.Chicago Midway
12h 19m
2 stops
YYC8:53 p.m.Calgary
7 Feb
YYC6:35 a.m.Calgary
10h 08m
1 stop
MDW5:43 p.m.Chicago Midway
Delta
31 Jan
MDW9:34 a.m.Chicago Midway
12h 19m
2 stops
YYC8:53 p.m.Calgary
7 Feb
YYC6:35 a.m.Calgary
10h 36m
2 stops
MDW6:11 p.m.Chicago Midway

See travel insights to Canada from

How to get the cheapest flight ticket from Chicago Midway Airport 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 Midway Airport to Canada. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 308. If you’re not able to fly to Canada in February, then July is your next best option. Flight prices from Chicago Midway Airport to Canada during July average around C$ 350.

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

Our data shows that Monday is the least expensive day to fly to Canada. Tickets to fly out on this day can be as low as C$ 0. If your travel schedule is flexible, try to avoid departing on a Thursday because tickets tend to average around C$ 445. 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 Midway Airport to Canada at noon for as low as C$ 0. 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 afternoon is when there is more demand to fly to Canada, so prices are often more expensive at around C$ 452 per ticket.

What is the cheapest Chicago Midway to Canada flight route?

Fly from Chicago Midway to Toronto Island for the best Chicago Midway - Canada flight prices

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

There are 2 cabin classes available to choose from on Chicago Midway 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 Midway Airport to Canada flights?

You could potentially save up to 1% on your flight if you consider stops on a Chicago Midway Airport to Canada flight.

Cheap Chicago Midway Airport to Canada flight deals and tips

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

Best price found

C$ 140

Fastest flight time

1h 42m

Direct flights

Every day

Airports in Canada

9 airports
The best one-way flight to Canada from Chicago Midway Airport in the past 72 hours is C$ 140. The best round-trip flight deal from Chicago Midway Airport to Canada found on momondo in the last 72 hours is C$ 308.
The fastest flight from Chicago Midway Airport to Canada takes 1h 42m
Direct flights go from Chicago Midway Airport to Canada every day.
There are 9 airports near Canada: Ottawa (YOW), Montreal Pierre Elliott Trudeau Intl (YUL), Calgary (YYC), Vancouver Intl (YVR), Winnipeg (YWG), Edmonton (YEG), Halifax Intl (YHZ), Toronto Pearson Intl (YYZ), Toronto Island (YTZ)

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

    Prices for flights from Chicago Midway Airport to Canada were last updated today.

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

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


Best airlines flying from Chicago Midway Airport to Canada

Compare and see reviews for airlines that fly from Chicago Midway Airport to Canada with momondo
Airline
Rating
Free Cancellation
Price
Porter AirlinesPriceFrom C$ 311Free 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?

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?

Once all potential Chicago to Canada flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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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Popular Cities in Canada

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