HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Canada

$95+ Cheap flights from Midway (MDW) to Canada

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/9. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YYZ
Dec 27 — Jan 31
Fri 12/27
Fri 1/3
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Midway to Canada with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Midway to Canada

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Canada (CA0). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 22, 2024.

Round-trip from

$243
(Kissandfly.com)

One-way from

$97
(Kiwi.com)
From Chicago Midway to Canada
Search Deals
One-way flight from Chicago Midway to Canada
Search Deals

Find flight deals from Midway to Canada

Cheapest flights from Midway to Canada
Explore the most affordable flight options available from Midway to Canada. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 22, 2024.

This Mytrip deal was found by Cheapflights users on 12/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3111:15 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Fri 1/2411:20 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 12/20$372
This Kiwi.com deal was found by Cheapflights users on 12/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/3012:05 pmMDW - YUL
1 stop4h 55mPorter Airlines
Thu 1/96:55 amYUL - MDW
1 stop6h 15mPorter Airlines
Deal found 12/19$425
This Trip.com deal was found by Cheapflights users on 12/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/235:04 pmMDW - YYZ
1 stop5h 04mWestJet
Sun 1/126:30 amYYZ - MDW
1 stop7h 16mWestJet
Deal found 12/20$473
This Kiwi.com deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/306:00 amMDW - YOW
1 stop7h 20mMultiple Airlines
Wed 1/88:40 amYOW - MDW
1 stop4h 30mMultiple Airlines
Deal found 12/21$476
This Kiwi.com deal was found by Cheapflights users on 12/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/236:00 amMDW - YTZ
2 stops9h 58mMultiple Airlines
Sun 1/1211:20 amYTZ - MDW
Nonstop1h 50mMultiple Airlines
Deal found 12/20$477
This Kiwi.com deal was found by Cheapflights users on 12/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/236:00 amMDW - YYZ
1 stop16h 50mMultiple Airlines
Sun 1/58:15 pmYYZ - MDW
2 stops24h 19mMultiple Airlines
Deal found 12/20$478
This Kiwi.com deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/302:20 pmMDW - YVR
2 stops26h 24mMultiple Airlines
Sun 4/611:00 pmYVR - MDW
1 stop22h 50mMultiple Airlines
Deal found 12/21$526
This Bravofly deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Bravofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/275:35 pmMDW - YTZ
Nonstop1h 42mAir Transat
Tue 12/319:30 amYTZ - MDW
Nonstop1h 50mAir Transat
Deal found 12/21$542
This Kiwi.com deal was found by Cheapflights users on 12/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/242:20 pmMDW - YEG
1 stop22h 40mMultiple Airlines
Mon 1/68:20 pmYEG - MDW
2 stops18h 54mMultiple Airlines
Deal found 12/20$548
This Delta deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/244:50 pmMDW - YYZ
1 stop5h 18mDelta
Sun 1/127:45 amYYZ - MDW
1 stop6h 23mDelta
Deal found 12/21$553
This CheapOair deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/2811:25 amMDW - YHZ
1 stop7h 18mPorter Airlines
Thu 1/28:10 amYHZ - MDW
2 stops10h 30mPorter Airlines
Deal found 12/21$621
This Kiwi.com deal was found by Cheapflights users on 12/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2310:26 amMDW - YUL
1 stop26h 44mMultiple Airlines
Fri 1/310:45 amYUL - MDW
1 stop6h 55mMultiple Airlines
Deal found 12/19$629

Find flights from Midway to Canada within your budget

Customize your flight search to find flights from Midway to Canada that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 22, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoEdmonton

MDW - YEG

MDWYEG

Chicago Midway

Tue 2/4

5:31 pm-10:47 pm

2 stops30h 16m

Edmonton

Mon 2/10

12:45 am-4:16 pm

1 stop14h 31m

$243

ChicagoWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Mon 2/3

6:15 am-3:08 pm

1 stop8h 53m

Winnipeg

Mon 2/10

7:30 am-3:43 pm

1 stop8h 13m

$245

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Mon 2/3

1:26 pm-8:53 pm

1 stop8h 27m

Calgary

Mon 2/10

6:35 am-12:42 pm

1 stop5h 07m

$249

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 2/13

1:05 pm-3:47 pm

Nonstop1h 42m

Toronto Island

Sun 2/16

11:20 am-12:10 pm

Nonstop1h 50m

$262

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Mon 2/3

12:43 pm-10:30 pm

1 stop11h 47m

Vancouver Intl

Mon 2/10

8:35 pm-4:16 pm

2 stops17h 41m

$271

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 2/7

5:30 am-11:53 pm

1 stop17h 23m

Toronto Pearson Intl

Sun 2/9

7:55 pm-3:02 pm

1 stop20h 07m

$277

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 1/17

5:30 am-4:48 pm

2 stops10h 18m

Toronto Island

Sun 1/19

11:20 am-12:10 pm

Nonstop1h 50m

$278

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Thu 2/13

2:08 pm-1:02 am

2 stops11h 54m

Calgary

Thu 2/20

6:35 am-5:43 pm

1 stop10h 08m

$283

ChicagoHalifax

MDW - YHZ

MDWYHZ

Chicago Midway

Wed 1/15

1:05 pm-8:45 pm

1 stop5h 40m

Halifax Intl

Fri 1/24

8:35 am-12:10 pm

1 stop5h 35m

$288

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Sun 2/16

1:05 pm-7:25 pm

1 stop5h 20m

Montreal Pierre Elliott Trudeau Intl

Mon 2/17

6:50 am-12:10 pm

1 stop6h 20m

$291

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/20

Showing 1-10 of 60 results
1
2
3
...
6

Best time to book a flight from Midway to Canada

Have a flexible travel schedule? Discover the best time to fly to Canada from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Midway to Canada

Get recent, data-driven insights about flights from Midway to Canada including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Chicago Midway Airport to Canada?

Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Canada (average of $243). Flying from Chicago Midway Airport to Canada in July is currently the most expensive (average of $359). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MDW to CA?

Find hourly flight availability from Midway to Canada. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 22, 2024.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Canada as you normally would.

Rainfall in Canada by month

Plan your trip to Canada by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Canada ranges from 2.0 - 3.3 inches per month. June is typically the wettest month, when rainfall can reach 3.3 in. February is typically the driest time to visit Canada when rainfall is around 2.0 in.

Temperature in Canada by month

Plan your trip to Canada by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Canada, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 21.2 F).

Reviews of airlines servicing Canada

Get insights into the airlines that provide service to Canada. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Canada. Reviews last updated December 22, 2024.
Read reviews from past customers who have flown Delta, WestJet and Porter Airlines from Chicago to Canada. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,597 reviews

Crew

8.6

Comfort

8.0

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Delta
8.0
Very good
8,597 reviews
Delta
8.0
Very good
8,597 reviews

Crew

8.6

Comfort

8.0

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Porter Airlines
7.9
Good
283 reviews
Delta
8.0
Very good
8,597 reviews

Crew

8.6

Comfort

8.0

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Air Transat
7.8
Good
384 reviews
Delta
8.0
Very good
8,597 reviews

Crew

8.6

Comfort

8.0

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

WestJet
7.3
Good
2,812 reviews
Delta
8.0
Very good
8,597 reviews

Crew

8.6

Comfort

8.0

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Related info for your journey

Find useful and relevant information for your journey from Midway to Canada. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Chicago Midway Airport to Canada one-way?

    One-way options have recently been found by users for as low as $99 on Delta. Other airlines that offer cheap prices include Porter Airlines from $128 and WestJet from $145 one-way.

  • What are the most popular routes from Chicago Midway Airport to Canada?

    Most travelers choose Chicago Midway - Vancouver Intl, Chicago Midway - Toronto Pearson Intl or Chicago Midway - Calgary when deciding on the best route from Chicago Midway Airport to Canada.

  • Can I find deals for flights from Midway to Canada that include hotel bookings?

    Yes. In addition to deals on Midway to Canada flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Canada?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Canada.

  • Can I find deals for business class flights from Midway to Canada?

    Yes. Cheapflights offers flight deals from Midway to Canada by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Canada?

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Canada (average of $243). Flying from Chicago Midway Airport to Canada in July is currently the most expensive (average of $359). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Midway to Canada

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Cancún flights
O'Hare Intl to Orlando flights
O'Hare Intl to John F Kennedy Intl flights
O'Hare Intl to Dallas/Fort Worth flights
O'Hare Intl to Sky Harbor Intl flights
O'Hare Intl to Las Vegas flights
O'Hare Intl to LaGuardia flights
O'Hare Intl to Los Angeles flights
O'Hare Intl to Miami flights
O'Hare Intl to Fort Lauderdale flights
O'Hare Intl to Mexico City flights
O'Hare Intl to Newark flights
Midway to Cancún flights
Midway to Las Vegas flights
O'Hare Intl to Denver flights
Midway to Dallas/Fort Worth flights
O'Hare Intl to Seattle flights
Midway to Miami flights
Midway to Orlando flights
O'Hare Intl to Boston flights
O'Hare Intl to Tampa flights
O'Hare Intl to Hobby flights
Midway to Newark flights
O'Hare Intl to Atlanta flights
O'Hare Intl to New Orleans flights
O'Hare Intl to Honolulu flights
O'Hare Intl to San Francisco flights
O'Hare Intl to San Diego flights
O'Hare Intl to Fort Myers flights
Midway to John F Kennedy Intl flights
O'Hare Intl to George Bush Intcntl flights
Midway to Sky Harbor Intl flights
Midway to Tampa flights
O'Hare Intl to Cozumel flights
O'Hare Intl to West Palm Beach flights
Midway to Los Angeles flights
O'Hare Intl to Dulles Intl flights
O'Hare Intl to Santa Ana flights
Midway to Atlanta flights
Midway to Mexico City flights
Midway to LaGuardia flights
O'Hare Intl to Philadelphia flights
O'Hare Intl to Reagan-National flights
O'Hare Intl to Salt Lake City flights
O'Hare Intl to Burbank flights
O'Hare Intl to Guadalajara flights
Midway to Hobby flights
O'Hare Intl to Ontario flights
O'Hare Intl to Austin flights
O'Hare Intl to San José del Cabo flights

Top airline flying from Midway to Canada

Discover the top airline that operate flights from Midway to Canada. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 22, 2024.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapest$218Average$368FlexibilityNo cancel feeOn-time52%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.