Canada

$96+ 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 1/10. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YYZ
Dec 2 — Dec 91
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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 November 27, 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 November 27, 2024.

This Flightnetwork deal was found by Cheapflights users on 11/27. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1312:05 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Mon 12/1610:20 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 11/27$244
This Booking.com deal was found by Cheapflights users on 11/27. 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.
Thu 12/1211:25 amMDW - YTZ
Nonstop1h 42mMultiple Airlines
Mon 12/163:50 pmYTZ - MDW
Nonstop1h 50mMultiple Airlines
Deal found 11/27$262
This Kiwi.com deal was found by Cheapflights users on 11/26. 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 12/1012:57 pmMDW - YVR
2 stops29h 32mMultiple Airlines
Sun 12/159:15 amYVR - MDW
1 stop10h 47mMultiple Airlines
Deal found 11/26$267
This Delta deal was found by Cheapflights users on 11/27. 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.
Mon 12/162:15 pmMDW - YYZ
1 stop8h 19mDelta
Wed 1/87:45 amYYZ - MDW
1 stop6h 23mDelta
Deal found 11/27$312
This Priceline deal was found by Cheapflights users on 11/25. 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.
Mon 12/1612:05 pmMDW - YUL
1 stop4h 55mPorter Airlines
Thu 12/1911:50 amYUL - MDW
1 stop5h 50mPorter Airlines
Deal found 11/25$328
This Mytrip deal was found by Cheapflights users on 11/26. 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 12/1711:15 amMDW - YOW
1 stop4h 51mPorter Airlines
Thu 12/1911:50 amYOW - MDW
1 stop5h 50mPorter Airlines
Deal found 11/26$338
This eDestinos deal was found by Cheapflights users on 11/25. 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.
Mon 12/238:41 pmMDW - YYZ
1 stop24h 06mMultiple Airlines
Sun 1/58:00 pmYYZ - MDW
2 stops26h 04mMultiple Airlines
Deal found 11/25$344
This CheapTicketsDeal deal was found by Cheapflights users on 11/27. 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.
Tue 12/102:15 pmMDW - YYZ
1 stop8h 19mWestJet
Sun 12/152:55 pmYYZ - MDW
1 stop23h 36mWestJet
Deal found 11/27$361
This Delta deal was found by Cheapflights users on 11/26. 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.
Wed 11/279:31 amMDW - YYC
2 stops12h 04mDelta
Wed 12/117:00 amYYC - MDW
1 stop10h 32mDelta
Deal found 11/26$411
This Kiwi.com deal was found by Cheapflights users on 11/26. 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 12/238:41 pmMDW - YUL
1 stop18h 54mMultiple Airlines
Sun 12/296:50 amYUL - MDW
1 stop4h 30mMultiple Airlines
Deal found 11/26$424
This Mytrip deal was found by Cheapflights users on 11/26. 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.
Thu 12/2611:25 amMDW - YWG
1 stop13h 10mMultiple Airlines
Sat 1/47:00 pmYWG - MDW
1 stop15h 20mMultiple Airlines
Deal found 11/26$424
This SmartFares deal was found by Cheapflights users on 11/26. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/185:35 pmMDW - YTZ
Nonstop1h 42mAir Transat
Sun 12/223:50 pmYTZ - MDW
Nonstop1h 50mAir Transat
Deal found 11/26$452

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 2,692,183 searches. Data last updated November 27, 2024.

Fly from

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Fly to

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Route

Depart

Return

Price

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Wed 1/22

8:01 pm-4:16 pm

2 stops21h 15m

Calgary

Wed 1/29

9:55 am-7:06 pm

1 stop8h 11m

$223

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sun 1/19

1:05 pm-3:47 pm

Nonstop1h 42m

Toronto Island

Thu 1/30

11:20 am-12:10 pm

Nonstop1h 50m

$230

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Wed 1/22

8:01 pm-2:20 pm

2 stops20h 19m

Vancouver Intl

Wed 1/29

9:15 pm-6:26 pm

2 stops19h 11m

$246

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Tue 2/4

1:26 pm-8:53 pm

1 stop8h 27m

Calgary

Tue 2/11

6:35 am-5:43 pm

1 stop10h 08m

$250

ChicagoEdmonton

MDW - YEG

MDWYEG

Chicago Midway

Thu 1/9

7:32 pm-3:39 pm

2 stops21h 07m

Edmonton

Wed 1/15

12:45 am-6:26 pm

1 stop16h 41m

$260

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 12/12

11:25 am-2:07 pm

Nonstop1h 42m

Toronto Island

Mon 12/16

3:50 pm-4:40 pm

Nonstop1h 50m

$262

ChicagoHalifax

MDW - YHZ

MDWYHZ

Chicago Midway

Thu 1/9

1:05 pm-8:45 pm

1 stop5h 40m

Halifax Intl

Wed 1/15

6:20 am-12:10 pm

1 stop7h 50m

$263

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Fri 1/10

1:05 pm-6:00 pm

1 stop3h 55m

Montreal Pierre Elliott Trudeau Intl

Fri 1/17

6:50 am-12:10 pm

1 stop6h 20m

$285

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 1/9

9:34 am-4:12 pm

1 stop5h 38m

Toronto Pearson Intl

Sun 1/12

6:00 am-8:54 am

1 stop3h 54m

$292

ChicagoOttawa

MDW - YOW

MDWYOW

Chicago Midway

Thu 1/9

1:05 pm-8:34 pm

1 stop6h 29m

Ottawa

Mon 1/13

6:20 am-12:10 pm

1 stop6h 50m

$293

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/26

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 $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 November 27, 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 November 27, 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.
8.0
Very good
8,730 reviews

Comfort

7.9

Boarding

8.2

Crew

8.6

Overall

8.0

Entertainment

7.9

Food

7.3<