Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Chicago Midway Airport to Canada from C$ 146

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 25/12. 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
"This year, momondo is the #1 place for airfares on the internet."
Save money when you book flights with momondo
Big names, great deals
Big names, great deals
Search 100s of travel sites to compare prices.
Filter for what you want
Filter for what you want
Free Wi-Fi? Early arrival? Instantly customize your results
Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.
Price Alerts
Price Alerts
Not ready to book? to track prices.

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.
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$ 319Porter Airlines
Find Deal
Tue, 24 Dec - Tue, 31 Dec
12:05 p.m. - 2:47 p.m.MDW-YTZ
1h 42mdirect
10:20 a.m. - 11:10 a.m.YTZ-MDW
1h 50mdirect
C$ 321Porter Airlines
Find Deal
Wed, 4 Dec - Wed, 18 Dec
9:30 a.m. - 8:38 p.m.MDW-YYC
12h 08m2 stops
7:00 a.m. - 6:32 p.m.YYC-MDW
10h 32m1 stop
C$ 361Delta
Find Deal
Tue, 10 Dec - Thu, 12 Dec
1:26 p.m. - 8:53 p.m.MDW-YYC
8h 27m1 stop
6:35 a.m. - 12:46 p.m.YYC-MDW
5h 11m1 stop
C$ 364Delta
Find Deal
Tue, 28 Jan - Sun, 2 Feb
7:15 a.m. - 10:25 p.m.MDW-YVR
17h 10m2 stops
11:00 p.m. - 3:43 p.m.YVR-MDW
14h 43m1 stop
C$ 375
Find Deal
Sat, 1 Feb - Sun, 2 Feb
12:43 p.m. - 10:55 p.m.MDW-YYC
11h 12m1 stop
6:50 a.m. - 8:12 p.m.YYC-MDW
12h 22m2 stops
C$ 383
Find Deal
Fri, 31 Jan - Mon, 3 Feb
1:26 p.m. - 11:11 p.m.MDW-YYZ
8h 45m1 stop
6:30 a.m. - 5:47 p.m.YYZ-MDW
12h 17m1 stop
C$ 469WestJet
Find Deal
Fri, 24 Jan - Tue, 28 Jan
10:57 a.m. - 5:00 p.m.MDW-YYZ
5h 03m1 stop
6:30 a.m. - 5:47 p.m.YYZ-MDW
12h 17m1 stop
C$ 476WestJet
Find Deal
Fri, 10 Jan - Mon, 13 Jan
12:55 p.m. - 3:37 p.m.MDW-YTZ
1h 42mdirect
9:30 a.m. - 10:20 a.m.YTZ-MDW
1h 50mdirect
C$ 821Air Transat
Find Deal
Sat, 30 Nov - Sun, 1 Dec
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$ 856Air Transat
Find Deal
Mon, 25 Nov - Tue, 26 Nov
5:35 p.m. - 8:17 p.m.MDW-YTZ
1h 42mdirect
C$ 146Porter Airlines
Find Deal
Wed, 25 Dec
6:11 p.m. - 4:29 p.m.MDW-YVR
24h 18m2 stops
C$ 148
Find Deal
Sun, 15 Dec
6:15 p.m. - 3:10 p.m.MDW-YWG
20h 55m1 stop
C$ 149
Find Deal
Thu, 5 Dec
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
C$ 151Porter Airlines
Find Deal
Wed, 12 Feb
9:38 a.m. - 11:16 p.m.MDW-YYC
14h 38m2 stops
C$ 153Delta
Find Deal
Wed, 11 Dec
9:34 a.m. - 8:53 p.m.MDW-YYC
12h 19m2 stops
C$ 177Delta
Find Deal
Thu, 16 Jan
9:38 a.m. - 11:34 p.m.MDW-YYZ
12h 56m1 stop
C$ 209WestJet
Find Deal
Sat, 7 Dec
10:57 a.m. - 5:00 p.m.MDW-YYZ
5h 03m1 stop
C$ 220WestJet
Find Deal
Tue, 14 Jan
5:35 p.m. - 8:17 p.m.MDW-YTZ
1h 42mdirect
C$ 269Air Transat
Find Deal
Sat, 28 Dec
11:15 a.m. - 1:57 p.m.MDW-YTZ
1h 42mdirect
C$ 275Air Transat
Find Deal
Sun, 29 Dec
5:35 p.m. - 8:17 p.m.MDW-YTZ
1h 42mdirect
3:50 p.m. - 4:40 p.m.YTZ-MDW
1h 50mdirect
C$ 582Porter Airlines
Find Deal
Fri, 15 Nov - Sun, 15 Dec
12:43 p.m. - 11:59 p.m.MDW-YYZ
10h 16m1 stop
12:21 p.m. - 5:54 p.m.YYZ-MDW
6h 33m1 stop
C$ 609WestJet
Find Deal
Mon, 18 Nov - Thu, 21 Nov
12:55 p.m. - 3:37 p.m.MDW-YTZ
1h 42mdirect
3:50 p.m. - 4:40 p.m.YTZ-MDW
1h 50mdirect
C$ 628Porter Airlines
Find Deal
Sat, 16 Nov - Sun, 24 Nov
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$ 634Porter Airlines
Find Deal
Mon, 18 Nov - Wed, 27 Nov
9:30 a.m. - 3:54 p.m.MDW-YVR
8h 24m2 stops
6:00 a.m. - 6:32 p.m.YVR-MDW
10h 32m2 stops
C$ 640Delta
Find Deal
Mon, 18 Nov - Mon, 25 Nov
10:32 p.m. - 2:44 p.m.MDW-YVR
18h 12m2 stops
3:55 p.m. - 11:44 a.m.YVR-MDW
17h 49m1 stop
C$ 701
Find Deal
Mon, 18 Nov - Wed, 27 Nov
10:53 p.m. - 3:22 p.m.MDW-YYC
17h 29m1 stop
4:35 p.m. - 11:44 a.m.YYC-MDW
18h 09m1 stop
C$ 710
Find Deal
Mon, 18 Nov - Mon, 25 Nov
9:31 a.m. - 4:39 p.m.MDW-YYZ
6h 08m1 stop
2:55 p.m. - 6:32 p.m.YYZ-MDW
4h 37m1 stop
C$ 819Delta
Find Deal
Sat, 16 Nov - Tue, 19 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$ 844Air Transat
Find Deal
Mon, 18 Nov - Fri, 22 Nov
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$ 1,192Air Transat
Find Deal
Thu, 14 Nov - Fri, 15 Nov
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$ 317Porter Airlines
Find Deal
Tue, 24 Dec - Tue, 31 Dec
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$ 319Porter Airlines
Find Deal
Tue, 24 Dec - Tue, 31 Dec
12:05 p.m. - 2:47 p.m.MDW-YTZ
1h 42mdirect
10:20 a.m. - 11:10 a.m.YTZ-MDW
1h 50mdirect
C$ 321Porter Airlines
Find Deal
Wed, 4 Dec - Wed, 18 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$ 332Porter 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$ 333Porter Airlines
Find Deal
Wed, 8 Jan - Thu, 16 Jan
11:25 a.m. - 2:07 p.m.MDW-YTZ
1h 42mdirect
3:50 p.m. - 4:40 p.m.YTZ-MDW
1h 50mdirect
C$ 336Porter Airlines
Find Deal
Thu, 5 Dec - Sun, 8 Dec
11:25 a.m. - 2:07 p.m.MDW-YTZ
1h 42mdirect
3:50 p.m. - 4:40 p.m.YTZ-MDW
1h 50mdirect
C$ 386
Find Deal
Thu, 12 Dec - Sun, 15 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$ 669Air Transat
Find Deal
Sun, 16 Feb - Thu, 20 Feb
12:55 p.m. - 3:37 p.m.MDW-YTZ
1h 42mdirect
9:30 a.m. - 10:20 a.m.YTZ-MDW
1h 50mdirect
C$ 821Air Transat
Find Deal
Sat, 30 Nov - Sun, 1 Dec
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$ 856Air Transat
Find Deal
Mon, 25 Nov - Tue, 26 Nov

WestJet flights from Chicago Midway Airport to Canada

Our best WestJet deals on Chicago Midway Airport to Canada flight tickets
WestJet
24 Jan
MDW1:26 p.m.Chicago Midway
8h 45m
1 stop
YYZ11:11 p.m.Toronto Pearson Intl
28 Jan
YYZ6:30 a.m.Toronto Pearson Intl
12h 17m
1 stop
MDW5:47 p.m.Chicago Midway
WestJet
10 Jan
MDW10:57 a.m.Chicago Midway
5h 03m
1 stop
YYZ5:00 p.m.Toronto Pearson Intl
13 Jan
YYZ6:30 a.m.Toronto Pearson Intl
12h 17m
1 stop
MDW5:47 p.m.Chicago Midway
WestJet
11 Jan
MDW11:19 a.m.Chicago Midway
10h 52m
1 stop
YYZ11:11 p.m.Toronto Pearson Intl
16 Jan
YYZ6:30 a.m.Toronto Pearson Intl
12h 17m
1 stop
MDW5:47 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
10 Dec
MDW9:30 a.m.Chicago Midway
12h 08m
2 stops
YYC8:38 p.m.Calgary
12 Dec
YYC7:00 a.m.Calgary
10h 32m
1 stop
MDW6:32 p.m.Chicago Midway
Delta
28 Jan
MDW1:26 p.m.Chicago Midway
8h 27m
1 stop
YYC8:53 p.m.Calgary
2 Feb
YYC6:35 a.m.Calgary
5h 11m
1 stop
MDW12:46 p.m.Chicago Midway
Delta
28 Jan
MDW9:34 a.m.Chicago Midway
12h 19m
2 stops
YYC8:53 p.m.Calgary
2 Feb
YYC6:35 a.m.Calgary
5h 11m
1 stop
MDW12:46 p.m.Chicago Midway

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 airline that flies to Canada from Chicago Midway Airport?

Porter Airlines. Porter Airlines is the most popular carrier operating from Chicago Midway Airport to Canada

Can stopping save me money on Chicago Midway Airport to Canada flights?

You could potentially save up to 2% 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$ 146

Fastest flight time

1h 42m

Direct flights

Every day

Airports in Canada

8 airports
The best one-way flight to Canada from Chicago Midway Airport in the past 72 hours is C$ 146. The best round-trip flight deal from Chicago Midway Airport to Canada found on momondo in the last 72 hours is C$ 319.
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 8 airports near Canada: 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$ 304Free 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?

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.


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.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
From?
To?
Mon 18/11
Mon 25/11
Email me momondo's favourite deals

Find better results for your trip to Canada

Popular Cities in Canada

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