Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Chicago Midway Airport to Canada from $89

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 3/4. 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
0 bags
Save money when you book flights with momondo
Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.
Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? 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 from Chicago Midway Airport to Canada

The cheapest plane tickets from Chicago Midway Airport to Canada found on KAYAK recently.
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$200Porter Airlines
Find Deal
Tue, Feb 18 - Sun, Feb 23
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
$201Porter Airlines
Find Deal
Fri, Feb 28 - Sun, Mar 2
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
Thu, Feb 13 - Sun, Feb 16
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
Thu, Feb 13 - Sun, Feb 16
12:55 pm - 3:37 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
$239Air Transat
Find Deal
Sat, Mar 29 - Thu, Apr 3
12:55 pm - 3:37 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
$240Air Transat
Find Deal
Sat, Mar 29 - Mon, Mar 31
9:33 am - 8:53 pmMDW-YYC
12h 20m2 stops
6:35 am - 12:42 pmYYC-MDW
5h 07m1 stop
$259Delta
Find Deal
Wed, Feb 19 - Wed, Feb 26
9:34 am - 8:53 pmMDW-YYC
12h 19m2 stops
6:35 am - 5:43 pmYYC-MDW
10h 08m1 stop
$260Delta
Find Deal
Sun, Feb 2 - Wed, Feb 12
11:27 am - 10:59 pmMDW-YYZ
10h 32m1 stop
2:45 pm - 2:15 pmYYZ-MDW
24h 30m1 stop
$362WestJet
Find Deal
Sat, Mar 29 - Mon, Mar 31
11:25 am - 11:07 pmMDW-YYZ
10h 42m1 stop
6:30 am - 6:33 pmYYZ-MDW
13h 03m1 stop
$373WestJet
Find Deal
Sat, Mar 8 - Sat, Mar 15
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
$89Porter Airlines
Find Deal
Tue, Mar 4
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
$92Porter Airlines
Find Deal
Tue, Mar 25
4:07 pm - 11:45 amMDW-YYZ
18h 38m2 stops
Tue, Mar 4
1:16 pm - 8:44 pmMDW-YYC
8h 28m1 stop
$100Delta
Find Deal
Tue, May 6
6:48 pm - 10:30 pmMDW-YVR
29h 42m2 stops
Mon, Mar 3
9:33 am - 8:53 pmMDW-YYC
12h 20m2 stops
$106Delta
Find Deal
Wed, Feb 19
1:16 pm - 10:59 pmMDW-YYZ
8h 43m1 stop
$155WestJet
Find Deal
Tue, Mar 25
1:26 pm - 11:07 pmMDW-YYZ
8h 41m1 stop
$157WestJet
Find Deal
Wed, Feb 19
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
$183Air Transat
Find Deal
Thu, May 8
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
$294Air Transat
Find Deal
Mon, Jan 27
11:33 am - 10:23 pmMDW-YTZ
9h 50m2 stops
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
Mon, Jan 27 - Sat, Feb 1
11:33 am - 10:23 pmMDW-YTZ
9h 50m2 stops
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
Mon, Jan 27 - Wed, Jan 29
11:33 am - 10:23 pmMDW-YTZ
9h 50m2 stops
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
Mon, Jan 27 - Thu, Jan 30
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$403Porter Airlines
Find Deal
Mon, Jan 27 - Sat, Feb 1
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$426Porter Airlines
Find Deal
Mon, Jan 27 - Sun, Feb 2
1:26 pm - 10:55 pmMDW-YVR
11h 29m2 stops
7:29 pm - 8:54 amYVR-MDW
11h 25m2 stops
$474Delta
Find Deal
Fri, Jan 24 - Sun, Jan 26
2:08 pm - 10:52 pmMDW-YYZ
7h 44m1 stop
6:00 am - 8:54 amYYZ-MDW
3h 54m1 stop
$504Delta
Find Deal
Mon, Jan 27 - Thu, Jan 30
1:26 pm - 11:11 pmMDW-YYZ
8h 45m1 stop
6:30 am - 12:46 pmYYZ-MDW
7h 16m1 stop
$568WestJet
Find Deal
Mon, Jan 27 - Fri, Jan 31
12:44 pm - 11:55 pmMDW-YYZ
10h 11m1 stop
6:30 am - 12:46 pmYYZ-MDW
7h 16m1 stop
$589WestJet
Find Deal
Mon, Jan 27 - Sun, Feb 2
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$630Air Transat
Find Deal
Sat, Jan 25 - Mon, Jan 27
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
$197Porter Airlines
Find Deal
Thu, Mar 6 - Thu, Mar 13
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$200Porter Airlines
Find Deal
Tue, Feb 18 - Sun, Feb 23
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
$201Porter Airlines
Find Deal
Fri, Mar 21 - Wed, Mar 26
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
$202Porter Airlines
Find Deal
Thu, Mar 13 - Tue, Mar 18
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
$204Porter Airlines
Find Deal
Mon, Mar 3 - Mon, Mar 10
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
$206Porter Airlines
Find Deal
Thu, Mar 6 - Thu, Mar 13
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
Thu, Feb 13 - Sun, Feb 16
12:55 pm - 3:37 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
$240Air Transat
Find Deal
Sat, Mar 29 - Mon, Mar 31
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
$275Air Transat
Find Deal
Fri, Feb 28 - Mon, Mar 3
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
$281Air Transat
Find Deal
Thu, Apr 24 - Tue, Apr 29

WestJet flights from Chicago Midway Airport to Canada

Our best WestJet deals on Chicago Midway Airport to Canada flight tickets
WestJet
Mar 29
MDW11:27 amChicago Midway
10h 32m
1 stop
YYZ10:59 pmToronto Pearson Intl
Mar 31
YYZ2:45 pmToronto Pearson Intl
24h 30m
1 stop
MDW2:15 pmChicago Midway
WestJet
Mar 8
MDW11:25 amChicago Midway
10h 42m
1 stop
YYZ11:07 pmToronto Pearson Intl
Mar 15
YYZ6:30 amToronto Pearson Intl
13h 03m
1 stop
MDW6:33 pmChicago Midway
WestJet
Mar 8
MDW6:59 pmChicago Midway
16h 34m
1 stop
YYZ12:33 pmToronto Pearson Intl
Mar 15
YYZ2:45 pmToronto Pearson Intl
4h 48m
1 stop
MDW6:33 pmChicago Midway

Delta flights from Chicago Midway Airport to Canada

Our best Delta deals on Chicago Midway Airport to Canada flight tickets
Delta
Feb 19
MDW9:33 amChicago Midway
12h 20m
2 stops
YYC8:53 pmCalgary
Feb 26
YYC6:35 amCalgary
5h 07m
1 stop
MDW12:42 pmChicago Midway
Delta
Feb 2
MDW9:34 amChicago Midway
12h 19m
2 stops
YYC8:53 pmCalgary
Feb 12
YYC6:35 amCalgary
10h 08m
1 stop
MDW5:43 pmChicago Midway
Delta
Feb 6
MDW9:33 amChicago Midway
12h 20m
2 stops
YYC8:53 pmCalgary
Feb 9
YYC6:35 amCalgary
10h 08m
1 stop
MDW5:43 pmChicago 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?

If you aren’t able to travel during the month of February, then book flights to Canada from Chicago Midway Airport during July instead. Flights to Canada in July, while not as cheap as those in February, still average around $245.

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

Our data shows that Friday is the least expensive day to fly to Canada. Tickets to fly out on this day can be as low as $286. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Chicago Midway Airport to Canada for around $357.

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

In the morning is the cheapest time of day to fly from Chicago Midway Airport to Canada when you can find flight prices for as low as $295. Flying to Canada in the morning is an ideal time because this is during off-peak travel hours. In contrast, the most expensive time of day to depart to Canada is in the evening when prices are around $360.

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 3 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.

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

$89

Fastest flight time

1h 42m

Direct flights

Every day

Airports in Canada

6 airports
The best one-way flight to Canada from Chicago Midway Airport in the past 72 hours is $89. The best round-trip flight deal from Chicago Midway Airport to Canada found on momondo in the last 72 hours is $200.
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 6 airports near Canada: Ottawa (YOW), Montreal Pierre Elliott Trudeau Intl (YUL), Calgary (YYC), Vancouver Intl (YVR), 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 $233Free CancellationRating
7.9
277 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.


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 1/27
Mon 2/3
Email me momondo's favorite 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