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Midway

$134+ Cheap flights from Canada to Midway (MDW)

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 12/9. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — MDW
nov. 26 — dic. 31
mar. 11/26
mar. 12/3
1 adult, Economy
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Cheap flight deals from Canada to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Canada (CA0) to Midway (MDW). 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 21, 2024.

Find flight deals from Canada to Midway

Cheapest flights from Canada to Midway
Explore the most affordable flight options available from Canada to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on noviembre 21, 2024.

This oojo 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/129:40 amYTZ - MDW
Nonstop1h 50mPorter Airlines
jue. 12/265:35 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 11/20$228
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.
sáb. 12/77:00 amYYC - MDW
1 stop10h 32mDelta
mar. 12/109:30 amMDW - YYC
2 stops12h 08mDelta
Deal found 11/20$255
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/129:40 amYTZ - MDW
Nonstop1h 50mAir Transat
dom. 12/1511:15 amMDW - YTZ
Nonstop1h 42mAir Transat
Deal found 11/20$262
This CheapTicketsDeal 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 CheapTicketsDeal is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/126:30 amYYZ - MDW
1 stop13h 02mWestJet
lun. 12/169:38 amMDW - YYZ
1 stop12h 56mWestJet
Deal found 11/20$267
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/412:45 amYEG - MDW
1 stop15h 33mMultiple Airlines
mar. 12/1012:57 pmMDW - YEG
1 stop24h 03mMultiple Airlines
Deal found 11/20$291
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.
jue. 12/1210:05 amYYZ - MDW
1 stop7h 56mDelta
lun. 12/161:30 pmMDW - YYZ
1 stop8h 06mDelta
Deal found 11/20$294
This CheapTicketsDeal 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 CheapTicketsDeal is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 12/156:00 amYUL - MDW
1 stop13h 32mWestJet
mar. 12/172:15 pmMDW - YUL
1 stop8h 26mWestJet
Deal found 11/20$309
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.
lun. 12/2310:45 amYUL - MDW
1 stop6h 55mPorter Airlines
sáb. 12/2811:25 amMDW - YUL
1 stop6h 55mPorter Airlines
Deal found 11/19$313
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/411:00 pmYVR - MDW
1 stop16h 18mMultiple Airlines
lun. 12/96:17 pmMDW - YVR
2 stops24h 12mMultiple Airlines
Deal found 11/20$322
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/298:15 amYHZ - MDW
2 stops10h 25mPorter Airlines
sáb. 12/712:55 pmMDW - YHZ
2 stops7h 27mPorter Airlines
Deal found 11/20$339
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/59:40 amYTZ - MDW
Nonstop1h 50mMultiple Airlines
dom. 12/85:15 amMDW - YTZ
2 stops10h 43mMultiple Airlines
Deal found 11/20$341
This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/207:00 amYOW - MDW
1 stop5h 10mPorter Airlines
vie. 12/2711:15 amMDW - YOW
1 stop4h 51mPorter Airlines
Deal found 11/20$365

Find flights from Canada to Midway within your budget

Customize your flight search to find flights from Canada to Midway 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 21, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

mié. 1/8

6:35 am-6:14 pm

2 stops10h 39m

Chicago Midway

dom. 1/12

9:34 am-8:53 pm

2 stops12h 19m

$221

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

jue. 12/12

9:40 am-10:30 am

Nonstop1h 50m

Chicago Midway

jue. 12/26

5:35 pm-8:17 pm

Nonstop1h 42m

$228

WinnipegChicago

YWG - MDW

YWGMDW

Winnipeg

mar. 1/7

7:30 am-4:14 pm

1 stop8h 44m

Chicago Midway

lun. 1/13

6:15 am-3:10 pm

1 stop8h 55m

$261

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

jue. 12/12

9:40 am-10:30 am

Nonstop1h 50m

Chicago Midway

dom. 12/15

11:15 am-1:57 pm

Nonstop1h 42m

$262

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

mié. 2/19

6:30 am-12:10 pm

2 stops7h 40m

Chicago Midway

sáb. 2/22

1:05 pm-8:20 pm

1 stop5h 15m

$262

TorontoChicago

YYZ - MDW

YYZMDW

Toronto Pearson Intl

jue. 12/12

6:30 am-6:32 pm

1 stop13h 02m

Chicago Midway

lun. 12/16

9:38 am-11:34 pm

1 stop12h 56m

$267

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

jue. 1/23

12:30 am-11:54 am

1 stop10h 24m

Chicago Midway

dom. 1/26

12:43 pm-10:55 pm

1 stop11h 12m

$271

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

mié. 12/4

12:45 am-5:18 pm

1 stop15h 33m

Chicago Midway

mié. 12/11

12:57 pm-12:00 pm

1 stop24h 03m

$291

TorontoChicago

YYZ - MDW

YYZMDW

Toronto Pearson Intl

jue. 12/12

10:05 am-5:01 pm

1 stop7h 56m

Chicago Midway

lun. 12/16

1:30 pm-10:36 pm

1 stop8h 06m

$294

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

mié. 1/15

11:00 pm-6:26 pm

1 stop17h 26m

Chicago Midway

dom. 1/19

4:16 pm-11:15 am

1 stop20h 59m

$296

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/20

Showing 1-10 of 60 results
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Best time to book a flight from Canada to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Canada 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 Canada to Midway

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

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

Currently, December is the cheapest month in which you can book a flight from Canada to Chicago Midway Airport (average of $159). Flying from Canada to Chicago Midway Airport in July is currently the most expensive (average of $231). 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 CA to MDW?

Find hourly flight availability from Canada to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated noviembre 21, 2024.

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

Rainfall in Midway by month

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

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

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

If weather is an important factor for your trip to Chicago Midway Airport, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated noviembre 21, 2024.
Peruse reviews from past customers who have flown with Delta, Porter Airlines and Air Transat from Canada to Chicago to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,758 reviews

Entertainment

7.9

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Food

7.3

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Delta
8.0
Very good
8,758 reviews
Delta
8.0
Very good
8,758 reviews

Entertainment

7.9

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Food

7.3

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Porter Airlines
7.8
Good
286 reviews
Delta
8.0
Very good
8,758 reviews

Entertainment

7.9

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Food

7.3

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Air Transat
7.8
Good
389 reviews
Delta
8.0
Very good
8,758 reviews

Entertainment

7.9

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Food

7.3

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Aeromexico
7.5
Good
2,004 reviews
Delta
8.0
Very good
8,758 reviews

Entertainment

7.9

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Food

7.3

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

WestJet
7.3
Good
2,810 reviews
Delta
8.0
Very good
8,758 reviews

Entertainment

7.9

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Food

7.3

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Related info for your journey

Find useful and relevant information for your journey from Canada to Midway. 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 Canada to Chicago Midway Airport one-way?

    The cheapest airlines for a one-way flight from Canada to Chicago Midway Airport are Delta ($136), Porter Airlines ($143), and Air Transat ($170).

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

    The most popular route from Canada to Chicago Midway Airport is Toronto Island - Chicago Midway. You may also consider Toronto Pearson Intl - Chicago Midway or Montreal Pierre Elliott Trudeau Intl - Chicago Midway.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Canada to Midway 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 Canada to Chicago Midway Airport?

    Currently, December is the cheapest month in which you can book a flight from Canada to Chicago Midway Airport (average of $159). Flying from Canada to Chicago Midway Airport in July is currently the most expensive (average of $231). 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 Canada to Midway

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Canada to Midway

Discover the top airline that operate flights from Canada to Midway. 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 21, 2024.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapest$205Average$311FlexibilityNo cancel feeOn-time52%
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