$80+ 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 8/3. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YYZ
Jun 17 — Jun 241
1 adult, Economy
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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
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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
Keep the following information in mind while searching for Midway to Canada flight deals. Data was last updated June 12, 2025.
Round-trip from | $171 (Trip.com) |
|---|---|
One-way from | $80 (Kiwi.com) |
Popular in | November |
Cheapest in | July |
Average price | $280 |
Good round-trip deal | $188 or less |
Good one-way deal | $91 or less |
Find flight deals from Midway to Canada
Cheapest flights from Midway to CanadaExplore 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 June 12, 2025.
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 June 12, 2025.
This FlightHub deal was found by Cheapflights users on 6/10. 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.
Thu 9/189:15 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Wed 9/243:35 pmYTZ - MDW
Nonstop1h 49mPorter Airlines
Deal found 6/10![Porter Airlines logo]()
$170
This Trip.com deal was found by Cheapflights users on 6/12. 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.
Tue 6/249:40 amMDW - YTZ
Nonstop1h 42mMultiple Airlines
Thu 6/267:55 amYTZ - MDW
Nonstop1h 50mMultiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$197
This SmartFares deal was found by Cheapflights users on 6/11. 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 8/139:40 amMDW - YTZ
Nonstop1h 40mAir Transat
Sat 8/167:55 amYTZ - MDW
Nonstop1h 50mAir Transat
Deal found 6/11![Air Transat logo]()
$216
This Delta deal was found by Cheapflights users on 6/11. 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 9/235:59 pmMDW - YYZ
1 stop3h 59mDelta
Tue 9/303:59 pmYYZ - MDW
1 stop3h 37mDelta
Deal found 6/11![Delta logo]()
$234
This Atrapalo deal was found by Cheapflights users on 6/11. 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 Atrapalo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/185:20 pmMDW - YTZ
Nonstop1h 42mAPG Airlines
Sun 7/207:55 amYTZ - MDW
Nonstop1h 50mAPG Airlines
Deal found 6/11![APG Airlines logo]()
$242
This Delta deal was found by Cheapflights users on 6/10. 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 8/129:15 amMDW - YYC
1 stop5h 18mDelta
Fri 8/226:40 amYYC - MDW
1 stop9h 57mDelta
Deal found 6/10![Delta logo]()
$251
This FlightHub deal was found by Cheapflights users on 6/12. 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.
Thu 7/249:40 amMDW - YOW
1 stop8h 13mPorter Airlines
Tue 7/299:35 amYOW - MDW
1 stop7h 49mPorter Airlines
Deal found 6/12![Porter Airlines logo]()
$255
This Justfly.com deal was found by Cheapflights users on 6/12. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/79:40 amMDW - YUL
1 stop7h 45mPorter Airlines
Mon 8/111:10 pmYUL - MDW
1 stop4h 14mPorter Airlines
Deal found 6/12![Porter Airlines logo]()
$271
This Delta deal was found by Cheapflights users on 6/11. 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.
Thu 10/166:00 amMDW - YUL
1 stop10h 04mDelta
Sun 10/197:00 amYUL - MDW
1 stop10h 23mDelta
Deal found 6/11![Delta logo]()
$280
This Kiwi.com deal was found by Cheapflights users on 6/11. 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.
Wed 7/2311:39 amMDW - YVR
2 stops12h 11mMultiple Airlines
Tue 9/1612:15 pmYVR - MDW
1 stop8h 43mMultiple Airlines
Deal found 6/11![Multiple Airlines logo]()
$296
This Delta deal was found by Cheapflights users on 6/10. 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.
Sat 9/69:15 amMDW - YEG
1 stop7h 44mDelta
Mon 9/159:35 amYEG - MDW
1 stop11h 09mDelta
Deal found 6/10![Delta logo]()
$304
This Kiwi.com deal was found by Cheapflights users on 6/11. 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.
Sat 9/136:10 amMDW - YYC
1 stop14h 50mMultiple Airlines
Wed 9/177:00 amYYC - MDW
2 stops14h 58mMultiple Airlines
Deal found 6/11![Multiple Airlines logo]()
$306
Cheapflights Fare Finder
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 June 12, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Canada that are best for you.
Fly from
Midway
Fly to
Canada
Route
Depart
Return
Price
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Thu 9/18
9:15 am-11:57 am
Nonstop1h 42m
Toronto Island
Wed 9/24
3:35 pm-4:24 pm
Nonstop1h 49m
$170
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Tue 6/24
9:40 am-12:22 pm
Nonstop1h 42m
Toronto Island
Thu 6/26
7:55 am-8:45 am
Nonstop1h 50m
$197
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Wed 8/13
9:40 am-12:20 pm
Nonstop1h 40m
Toronto Island
Sat 8/16
7:55 am-8:45 am
Nonstop1h 50m
$216
ChicagoToronto
MDW - YYZ
MDWYYZ
Chicago Midway
Tue 9/2
9:30 am-5:23 pm
1 stop6h 53m
Toronto Pearson Intl
Tue 9/9
12:14 pm-6:37 pm
1 stop7h 23m
$234
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Fri 7/18
5:20 pm-8:02 pm
Nonstop1h 42m
Toronto Island
Sun 7/20
7:55 am-8:45 am
Nonstop1h 50m
$242
ChicagoCalgary
MDW - YYC
MDWYYC
Chicago Midway
Tue 8/12
9:15 am-1:33 pm
1 stop5h 18m
Calgary
Fri 8/22
6:40 am-5:37 pm
1 stop9h 57m
$251
ChicagoOttawa
MDW - YOW
MDWYOW
Chicago Midway
Thu 7/24
9:40 am-6:53 pm
1 stop8h 13m
Ottawa
Tue 7/29
9:35 am-4:24 pm
1 stop7h 49m
$255
ChicagoMontreal
MDW - YUL
MDWYUL
Chicago Midway
Thu 8/7
9:40 am-6:25 pm
1 stop7h 45m
Montreal Pierre Elliott Trudeau Intl
Mon 8/11
1:10 pm-4:24 pm
1 stop4h 14m
$271
ChicagoMontreal
MDW - YUL
MDWYUL
Chicago Midway
Thu 10/16
6:00 am-5:04 pm
1 stop10h 04m
Montreal Pierre Elliott Trudeau Intl
Sun 10/19
7:00 am-4:23 pm
1 stop10h 23m
$280
ChicagoVancouver
MDW - YVR
MDWYVR
Chicago Midway
Wed 7/23
11:39 am-9:50 pm
2 stops12h 11m
Vancouver Intl
Tue 9/16
12:15 pm-10:58 pm
1 stop8h 43m
$296
Showing 1-10 of 60 results
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.
Cheapflights Insights
Everything you need to know about your flight from Chicago Midway Airport to Canada
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 $353). 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 June 12, 2025.
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 June 12, 2025.
Read reviews from past customers who have flown Porter Airlines, Delta and Air Transat from Chicago to Canada. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.2
Comfort
8.1
Food
7.6
Overall
8.0
Entertainment
7.0
Crew
8.7
Reviews
1 / 20
4.0
OkayMary,Jun 2025
FLL - YYZ
Boarding
8.2
Comfort
8.1
Food
7.6
Overall
8.0
Entertainment
7.0
Crew
8.7
Reviews
1 / 20
4.0
OkayMary,Jun 2025
FLL - YYZ
Boarding
8.2
Comfort
8.1
Food
7.6
Overall
8.0
Entertainment
7.0
Crew
8.7
Reviews
1 / 20
4.0
OkayMary,Jun 2025
FLL - YYZ
Boarding
8.2
Comfort
8.1
Food
7.6
Overall
8.0
Entertainment
7.0
Crew
8.7
Reviews
1 / 20
4.0
OkayMary,Jun 2025
FLL - YYZ
Boarding
8.2
Comfort
8.1
Food
7.6
Overall
8.0
Entertainment
7.0
Crew
8.7
Reviews
1 / 20
4.0
OkayMary,Jun 2025
FLL - YYZ
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.
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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.
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 June 12, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$188 | Average$367 | FlexibilityNo cancel fee | On-time52% |