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$104+ 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 1/28. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YYZ
nov. 25 — dic. 21
lun. 11/25
lun. 12/2
1 adult, Economy
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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 noviembre 20, 2024.

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 noviembre 20, 2024.

This Booking.com deal was found by Cheapflights users on 11/18. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/2411:15 amMDW - YTZ
Nonstop1h 42mPorter Airlines
mar. 12/319:30 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 11/18$253
This Delta deal was found by Cheapflights users on 11/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/119:30 amMDW - YYC
2 stops12h 08mDelta
lun. 12/167:00 amYYC - MDW
1 stop10h 32mDelta
Deal found 11/20$282
This Priceline deal was found by Cheapflights users on 11/19. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/215:35 pmMDW - YTZ
Nonstop1h 42mMultiple Airlines
mar. 12/319:30 amYTZ - MDW
Nonstop1h 50mMultiple Airlines
Deal found 11/19$290
This eDestinos deal was found by Cheapflights users on 11/19. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/1810:50 amMDW - YYZ
1 stop26h 05mMultiple Airlines
mar. 12/317:00 amYYZ - MDW
1 stop16h 33mMultiple Airlines
Deal found 11/19$294
This Kiwi.com deal was found by Cheapflights users on 11/19. 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.
mié. 12/1112:57 pmMDW - YYC
2 stops28h 19mMultiple Airlines
dom. 12/1512:45 pmYYC - MDW
1 stop8h 17mMultiple Airlines
Deal found 11/19$295
This Kiwi.com deal was found by Cheapflights users on 11/19. 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.
jue. 11/286:05 amMDW - YEG
1 stop30h 55mMultiple Airlines
mar. 12/312:45 amYEG - MDW
1 stop9h 57mMultiple Airlines
Deal found 11/19$296
This Kiwi.com deal was found by Cheapflights users on 11/19. 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.
mar. 12/1012:57 pmMDW - YVR
2 stops29h 32mMultiple Airlines
dom. 12/159:15 amYVR - MDW
1 stop10h 47mMultiple Airlines
Deal found 11/19$297
This FlightHub deal was found by Cheapflights users on 11/19. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/412:05 pmMDW - YHZ
1 stop6h 38mPorter Airlines
sáb. 12/78:30 amYHZ - MDW
1 stop5h 30mPorter Airlines
Deal found 11/19$323
This Delta deal was found by Cheapflights users on 11/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/102:15 pmMDW - YYZ
1 stop8h 19mDelta
jue. 12/1210:05 amYYZ - MDW
1 stop7h 56mDelta
Deal found 11/19$327
This Mytrip deal was found by Cheapflights users on 11/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/311:15 amMDW - YUL
1 stop5h 45mPorter Airlines
mié. 12/46:50 amYUL - MDW
1 stop5h 20mPorter Airlines
Deal found 11/19$344
This CheapTicketsDeal deal was found by Cheapflights users on 11/19. 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 CheapTicketsDeal is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/67:14 pmMDW - YYZ
1 stop17h 27mWestJet
mar. 12/106:30 amYYZ - MDW
1 stop13h 02mWestJet
Deal found 11/19$344
This Trip.com deal was found by Cheapflights users on 11/20. 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.
sáb. 12/2811:25 amMDW - YUL
1 stop6h 55mMultiple Airlines
mié. 1/86:00 amYUL - MDW
1 stop7h 46mMultiple Airlines
Deal found 11/20$374

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 2,629,791 searches. Data last updated noviembre 20, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

vie. 1/24

12:43 pm-10:30 pm

1 stop11h 47m

Vancouver Intl

mar. 1/28

9:15 pm-7:06 pm

2 stops19h 51m

$241

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

mar. 1/14

1:26 pm-8:53 pm

1 stop8h 27m

Calgary

sáb. 1/18

6:35 am-5:47 pm

1 stop10h 12m

$250

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

mar. 12/24

11:15 am-1:57 pm

Nonstop1h 42m

Toronto Island

mar. 12/31

9:30 am-10:20 am

Nonstop1h 50m

$253

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

sáb. 12/21

5:35 pm-8:17 pm

Nonstop1h 42m

Toronto Island

mar. 12/31

9:30 am-10:20 am

Nonstop1h 50m

$290

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

mié. 12/18

10:50 am-1:55 pm

1 stop26h 05m

Toronto Pearson Intl

mar. 12/31

7:00 am-10:33 pm

1 stop16h 33m

$294

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

mié. 12/11

12:57 pm-4:16 pm

2 stops28h 19m

Calgary

dom. 12/15

12:45 pm-10:02 pm

1 stop8h 17m

$295

ChicagoEdmonton

MDW - YEG

MDWYEG

Chicago Midway

jue. 1/16

7:21 pm-12:00 pm

1 stop17h 39m

Edmonton

dom. 1/19

12:45 am-3:43 pm

1 stop13h 58m

$314

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

vie. 1/10

1:05 pm-6:00 pm

1 stop3h 55m

Montreal Pierre Elliott Trudeau Intl

lun. 1/13

6:55 am-12:10 pm

1 stop6h 15m

$318

ChicagoHalifax

MDW - YHZ

MDWYHZ

Chicago Midway

mié. 12/4

12:05 pm-8:43 pm

1 stop6h 38m

Halifax Intl

sáb. 12/7

8:30 am-12:00 pm

1 stop5h 30m

$323

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

mar. 12/10

2:15 pm-11:34 pm

1 stop8h 19m

Toronto Pearson Intl

jue. 12/12

10:05 am-5:01 pm

1 stop7h 56m

$327

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

Showing 1-10 of 60 results
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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 $242). 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 noviembre 20, 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 noviembre 20, 2024.
Read reviews from past customers who have flown WestJet, Delta 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
8,756 reviews

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Overall

8.0

Food

7.3

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
8,756 reviews
Delta
8.0
Very good
8,756 reviews

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Overall

8.0

Food

7.3

Reviews

1 / 10

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

Porter Airlines
7.8
Good
288 reviews
Delta
8.0
Very good
8,756 reviews

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Overall

8.0

Food

7.3

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
389 reviews
Delta
8.0
Very good
8,756 reviews

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Overall

8.0

Food

7.3

Reviews

1 / 10

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

WestJet
7.3
Good
2,811 reviews
Delta
8.0
Very good
8,756 reviews

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Overall

8.0

Food

7.3

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 $104 on Delta. Other airlines that offer cheap prices include Porter Airlines from $121 and WestJet from $149 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 - Toronto Island 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 $242). 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

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Alternative routes for Midway to Canada

See prices for flight routes from nearby airports that may be better suited for you.
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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 2,629,791 searches. Data last updated noviembre 20, 2024.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapest$203Average$362FlexibilityNo cancel feeOn-time52%
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