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Cheap flights from Chicago Midway Airport to Canada from $97

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 1/15. 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.
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
12:05 pm - 2:47 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
$233Porter Airlines
Find Deal
Wed, Dec 18 - Tue, Dec 31
12:43 pm - 10:55 pmMDW-YYC
11h 12m1 stop
9:45 pm - 4:14 pmYYC-MDW
17h 29m2 stops
Fri, Jan 10 - Mon, Jan 13
9:30 am - 8:38 pmMDW-YYC
12h 08m2 stops
7:00 am - 6:32 pmYYC-MDW
10h 32m1 stop
$259Delta
Find Deal
Tue, Dec 10 - Thu, Dec 12
11:25 am - 2:07 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
Thu, Dec 5 - Sun, Dec 8
1:26 pm - 8:53 pmMDW-YYC
8h 27m1 stop
6:35 am - 12:46 pmYYC-MDW
5h 11m1 stop
$261Delta
Find Deal
Tue, Jan 28 - Sun, Feb 2
10:57 am - 5:00 pmMDW-YYZ
5h 03m1 stop
6:30 am - 5:47 pmYYZ-MDW
12h 17m1 stop
$341WestJet
Find Deal
Fri, Jan 10 - Mon, Jan 13
9:38 am - 11:34 pmMDW-YYZ
12h 56m1 stop
6:15 am - 10:06 pmYYZ-MDW
16h 51m1 stop
$358WestJet
Find Deal
Wed, Dec 11 - Wed, Dec 18
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$480Air Transat
Find Deal
Sun, Feb 16 - Thu, Feb 20
8:15 am - 10:30 pmMDW-YVR
16h 15m2 stops
Wed, Jan 15
9:30 am - 1:50 pmMDW-YYC
5h 20m1 stop
$99Delta
Find Deal
Fri, Nov 29
6:49 pm - 1:55 pmMDW-YYZ
18h 06m1 stop
Tue, Dec 17
9:34 am - 8:53 pmMDW-YYC
12h 19m2 stops
$104Delta
Find Deal
Sun, Jan 26
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
12:05 pm - 2:47 pmMDW-YTZ
1h 42mnonstop
$163Air Transat
Find Deal
Fri, Jan 3
11:48 am - 11:35 pmMDW-YYZ
10h 47m2 stops
$163WestJet
Find Deal
Wed, Dec 25
2:17 pm - 11:41 pmMDW-YYZ
8h 24m1 stop
$169WestJet
Find Deal
Thu, Dec 5
5:35 pm - 1:30 pmMDW-YQB
18h 55m1 stop
$550Air Transat
Find Deal
Fri, Dec 13
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
10:32 pm - 12:42 amMDW-YEG
27h 10m1 stop
7:00 am - 11:44 amYEG-MDW
27h 44m1 stop
Mon, Nov 18 - Wed, Nov 20
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
Sun, Nov 17 - Sun, Nov 24
12:43 pm - 11:59 pmMDW-YYZ
10h 16m1 stop
7:50 am - 5:54 pmYYZ-MDW
11h 04m1 stop
$541WestJet
Find Deal
Mon, Nov 18 - Thu, Nov 21
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
$580Air Transat
Find Deal
Mon, Nov 18 - Mon, Nov 25
1:30 pm - 10:36 pmMDW-YYZ
8h 06m1 stop
6:00 am - 8:50 amYYZ-MDW
3h 50m1 stop
$593Delta
Find Deal
Mon, Nov 18 - Mon, Nov 25
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
$605Air Transat
Find Deal
Mon, Nov 18 - Fri, Nov 22
12:43 pm - 11:59 pmMDW-YYZ
10h 16m1 stop
7:50 am - 5:54 pmYYZ-MDW
11h 04m1 stop
$608WestJet
Find Deal
Tue, Nov 19 - Wed, Nov 20
5:42 pm - 11:11 pmMDW-YUL
4h 29m1 stop
12:50 pm - 5:02 pmYUL-MDW
5h 12m1 stop
$608Delta
Find Deal
Mon, Nov 18 - Sat, Nov 23
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
12:05 pm - 2:47 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
$233Porter Airlines
Find Deal
Wed, Dec 18 - Tue, Dec 31
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
$236Porter Airlines
Find Deal
Wed, Dec 25 - Tue, Dec 31
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$238Porter Airlines
Find Deal
Thu, Jan 9 - Sun, Jan 12
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$240Porter Airlines
Find Deal
Thu, Jan 9 - Sun, Jan 12
11:25 am - 2:07 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
$241Porter Airlines
Find Deal
Thu, Dec 5 - Sun, Dec 8
11:25 am - 2:07 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
Thu, Dec 5 - Sun, Dec 8
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$480Air Transat
Find Deal
Sun, Feb 16 - Thu, Feb 20
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
$983Air Transat
Find Deal
Fri, Mar 7 - Tue, Mar 18

WestJet flights from Chicago Midway Airport to Canada

Our best WestJet deals on Chicago Midway Airport to Canada flight tickets
WestJet
Jan 10
MDW10:57 amChicago Midway
5h 03m
1 stop
YYZ5:00 pmToronto Pearson Intl
Jan 13
YYZ6:30 amToronto Pearson Intl
12h 17m
1 stop
MDW5:47 pmChicago Midway
WestJet
Dec 11
MDW9:38 amChicago Midway
12h 56m
1 stop
YYZ11:34 pmToronto Pearson Intl
Dec 18
YYZ6:15 amToronto Pearson Intl
16h 51m
1 stop
MDW10:06 pmChicago Midway
WestJet
Jan 8
MDW10:57 amChicago Midway
5h 03m
1 stop
YYZ5:00 pmToronto Pearson Intl
Jan 9
YYZ6:30 amToronto Pearson Intl
7h 16m
1 stop
MDW12:46 pmChicago Midway

Delta flights from Chicago Midway Airport to Canada

Our best Delta deals on Chicago Midway Airport to Canada flight tickets
Delta
Dec 10
MDW9:30 amChicago Midway
12h 08m
2 stops
YYC8:38 pmCalgary
Dec 12
YYC7:00 amCalgary
10h 32m
1 stop
MDW6:32 pmChicago Midway
Delta
Jan 28
MDW1:26 pmChicago Midway
8h 27m
1 stop
YYC8:53 pmCalgary
Feb 2
YYC6:35 amCalgary
5h 11m
1 stop
MDW12:46 pmChicago Midway
Delta
Jan 28
MDW9:34 amChicago Midway
12h 19m
2 stops
YYC8:53 pmCalgary
Feb 2
YYC6:35 amCalgary
5h 11m
1 stop
MDW12:46 pmChicago 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 7% 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

$97

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 $97. The best round-trip flight deal from Chicago Midway Airport to Canada found on momondo in the last 72 hours is $226.
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 are updated daily.

  • 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?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check 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 required travel and health documents for your Canada trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Canada. We recommend that you seek guidance from your airline or a reliable 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 $203Free 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?

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?

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 for Chicago to Canada flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

If you are simply researching potential flights to Canada, momondo offers a useful price alert feature which will track prices for flights to Canada from Chicago and alert you when they change.


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