$108+ 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 9/23. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YYZ
Sep 23 — Sep 301
Round-trip
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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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 August 24, 2026.
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 August 24, 2026.
This SmartFares deal was found by Cheapflights users on 8/20. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/103:20 pm -
Nonstop1h 40m
Sun 9/1310:10 am -
Nonstop1h 50m
Deal found 8/20![Air Transat logo]()
$238
This Travelis deal was found by Cheapflights users on 8/22. 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 Travelis is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/123:20 pm -
Nonstop1h 40m
Sun 9/1310:10 am -
Nonstop1h 50m
Deal found 8/22![Air Transat logo]()
$243
This FlightHub deal was found by Cheapflights users on 8/24. 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.
Fri 9/2511:45 am -
Nonstop1h 40m
Wed 9/301:45 pm -
Nonstop1h 50m
Deal found 8/24![Porter Airlines logo]()
$245
This SmartFares deal was found by Cheapflights users on 8/19. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2511:45 am -
Nonstop1h 40m
Mon 9/2810:10 am -
Nonstop1h 50m
Deal found 8/19![Air Transat logo]()
$247
This Mytrip deal was found by Cheapflights users on 8/24. 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.
Sat 10/103:20 pm -
Nonstop1h 40m
Sun 10/111:45 pm -
Nonstop1h 50m
Deal found 8/24![Multiple Airlines logo]()
$248
This Trip.com deal was found by Cheapflights users on 8/23. 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.
Sun 9/2011:45 am -
Nonstop1h 40m
Sun 9/2710:10 am -
Nonstop1h 50m
Deal found 8/23![Porter Airlines logo]()
$249
This Flightnetwork deal was found by Cheapflights users on 8/23. 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.
Wed 10/73:20 pm -
Nonstop1h 40m
Wed 10/141:45 pm -
Nonstop1h 50m
Deal found 8/23![Porter Airlines logo]()
$260
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 9/2111:45 am -
Nonstop1h 40m
Sat 10/31:45 pm -
Nonstop1h 50m
Deal found 8/21![Porter Airlines logo]()
$261
This Kiwi.com deal was found by Cheapflights users on 8/21. 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.
Thu 9/243:20 pm -
Nonstop1h 40m
Sat 10/31:45 pm -
Nonstop1h 50m
Deal found 8/21![Porter Airlines logo]()
$264
This Trip.com deal was found by Cheapflights users on 8/19. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/1311:45 am -
Nonstop1h 40m
Mon 9/1410:10 am -
Nonstop1h 50m
Deal found 8/19![Porter Airlines logo]()
$267
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 9/83:20 pm -
Nonstop1h 40m
Fri 9/1110:10 am -
Nonstop1h 50m
Deal found 8/20![Porter Airlines logo]()
$270
This Gotogate deal was found by Cheapflights users on 8/20. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/303:20 pm -
Nonstop1h 40m
Mon 10/510:10 am -
Nonstop1h 50m
Deal found 8/20![Porter Airlines logo]()
$271
Best flights from Midway to CanadaDiscover carefully curated flight deals from Midway to Canada that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 24, 2026.
Discover carefully curated flight deals from Midway to Canada that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 24, 2026.
This FlightHub deal was found by Cheapflights users on 8/20. 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.
Mon 9/1411:45 am -
Nonstop1h 40m
Wed 9/1610:10 am -
Nonstop1h 50m
Deal found 8/20![Porter Airlines logo]()
$245
This Delta deal was found by Cheapflights users on 8/19. 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.
Wed 9/95:37 pm -
1 stop4h 22m
Sat 9/1212:08 pm -
1 stop5h 49m
Deal found 8/19![Delta logo]()
$279
This Trip.com deal was found by Cheapflights users on 8/23. 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.
Sat 9/123:20 pm -
Nonstop1h 40m
Sun 9/1310:10 am -
Nonstop1h 50m
Deal found 8/23![Multiple Airlines logo]()
$296
This Justfly.com deal was found by Cheapflights users on 8/21. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/2311:45 am -
Nonstop1h 40m
Wed 9/301:45 pm -
Nonstop1h 50m
Deal found 8/21![Porter Airlines logo]()
$245
This Justfly.com deal was found by Cheapflights users on 8/24. 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 9/2411:45 am -
Nonstop1h 40m
Tue 9/291:45 pm -
Nonstop1h 50m
Deal found 8/24![Porter Airlines logo]()
$245
This Delta deal was found by Cheapflights users on 8/22. 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.
Fri 9/189:29 am -
1 stop6h 51m
Tue 9/226:00 am -
1 stop7h 39m
Deal found 8/22![Delta logo]()
$280
This Porter Airlines deal was found by Cheapflights users on 8/22. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/123:20 pm -
Nonstop1h 40m
Wed 9/161:45 pm -
Nonstop1h 50m
Deal found 8/22![Porter Airlines logo]()
$245
This Kiwi.com deal was found by Cheapflights users on 8/21. 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.
Thu 9/243:20 pm -
Nonstop1h 40m
Fri 10/21:45 pm -
Nonstop1h 50m
Deal found 8/21![Porter Airlines logo]()
$281
This Delta deal was found by Cheapflights users on 8/23. 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 9/219:29 am -
1 stop6h 51m
Thu 10/12:24 pm -
1 stop5h 09m
Deal found 8/23![Delta logo]()
$380
This deal was found by Cheapflights users on 8/20. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/811:45 am -
Nonstop1h 40m
Thu 10/151:45 pm -
Nonstop1h 50m
Deal found 8/20![Porter Airlines logo]()
$300
This Delta deal was found by Cheapflights users on 8/22. 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 9/109:29 am -
1 stop6h 51m
Sun 9/209:45 am -
1 stop3h 54m
Deal found 8/22![Delta logo]()
$380
This oojo deal was found by Cheapflights users on 8/24. 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.
Fri 9/117:13 pm -
1 stop4h 17m
Fri 9/187:55 pm -
2 stops13h 12m
Deal found 8/24![WestJet logo]()
$942
This Delta deal was found by Cheapflights users on 8/24. 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.
Sun 9/139:29 am -
1 stop6h 51m
Tue 9/156:00 am -
1 stop7h 39m
Deal found 8/24![Delta logo]()
$380
This Flightnetwork deal was found by Cheapflights users on 8/22. 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.
Tue 10/63:20 pm -
Nonstop1h 40m
Tue 10/1310:10 am -
Nonstop1h 50m
Deal found 8/22![Porter Airlines logo]()
$341
This Kiwi.com deal was found by Cheapflights users on 8/22. 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 10/56:25 am -
2 stops16h 23m
Mon 10/128:45 pm -
1 stop15h 15m
Deal found 8/22![Multiple Airlines logo]()
$557
This Delta deal was found by Cheapflights users on 8/21. 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.
Thu 9/249:29 am -
1 stop6h 51m
Thu 10/112:08 pm -
1 stop7h 25m
Deal found 8/21![Delta logo]()
$390
This Delta deal was found by Cheapflights users on 8/21. 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 9/229:29 am -
1 stop6h 51m
Thu 10/112:08 pm -
1 stop7h 25m
Deal found 8/21![Delta logo]()
$390
This Kiwi.com deal was found by Cheapflights users on 8/19. 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.
Thu 9/1711:45 am -
1 stop5h 07m
Sun 9/206:25 pm -
2 stops15h 42m
Deal found 8/19![Multiple Airlines logo]()
$584
This Porter Airlines deal was found by Cheapflights users on 8/23. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2611:45 am -
1 stop5h 27m
Mon 9/289:00 am -
1 stop6h 35m
Deal found 8/23![Porter Airlines logo]()
$386
This Delta deal was found by Cheapflights users on 8/20. 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.
Tue 10/131:27 pm -
1 stop8h 58m
Fri 10/236:00 am -
1 stop7h 47m
Deal found 8/20![Delta logo]()
$397
This Mytrip deal was found by Cheapflights users on 8/24. 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.
Sat 9/1911:45 am -
1 stop6h 22m
Wed 9/308:15 pm -
3 stops19h 20m
Deal found 8/24![Multiple Airlines logo]()
$597
This Porter Airlines deal was found by Cheapflights users on 8/22. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/283:20 pm -
1 stop4h 52m
Sun 10/410:35 am -
1 stop5h 00m
Deal found 8/22![Porter Airlines logo]()
$386
This Delta deal was found by Cheapflights users on 8/20. 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.
Tue 10/131:27 pm -
1 stop8h 58m
Thu 10/227:00 am -
1 stop5h 54m
Deal found 8/20![Delta logo]()
$397
This Kiwi.com deal was found by Cheapflights users on 8/24. 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 9/83:20 pm -
1 stop4h 27m
Wed 9/96:55 am -
1 stop8h 40m
Deal found 8/24![Multiple Airlines logo]()
$612
This Kiwi.com deal was found by Cheapflights users on 8/23. 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.
Thu 9/173:20 pm -
2 stops23h 19m
Mon 9/216:20 am -
1 stop10h 15m
Deal found 8/23![Porter Airlines logo]()
$387
This Delta deal was found by Cheapflights users on 8/21. 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.
Thu 10/81:27 pm -
1 stop8h 58m
Sun 10/116:00 am -
1 stop7h 47m
Deal found 8/21![Delta logo]()
$400
This Delta deal was found by Cheapflights users on 8/24. 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 11/286:44 pm -
1 stop3h 43m
Wed 12/27:00 am -
1 stop10h 17m
Deal found 8/24![Delta logo]()
$401
This Kiwi.com deal was found by Cheapflights users on 8/20. 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.
Sun 10/43:20 pm -
1 stop3h 42m
Sun 10/116:55 am -
2 stops6h 52m
Deal found 8/20![Multiple Airlines logo]()
$648
This Justfly.com deal was found by Cheapflights users on 8/20. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/110:48 am -
2 stops9h 57m
Sat 10/108:00 am -
1 stop8h 47m
Deal found 8/20![WestJet logo]()
$979
This Delta deal was found by Cheapflights users on 8/19. 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.
Wed 9/29:24 am -
1 stop7h 00m
Sat 9/59:45 am -
1 stop8h 14m
Deal found 8/19![Delta logo]()
$415
Last-minute flights from Midway to CanadaDiscover last-minute flight deals from Midway to Canada. Data last updated August 24, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Canada. Data last updated August 24, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 9/83:20 pm -
Nonstop1h 40m
Fri 9/1110:10 am -
Nonstop1h 50m
Deal found 8/20![Porter Airlines logo]()
$270
This SmartFares deal was found by Cheapflights users on 8/20. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/103:20 pm -
Nonstop1h 40m
Sun 9/1310:10 am -
Nonstop1h 50m
Deal found 8/20![Air Transat logo]()
$238
This Travelis deal was found by Cheapflights users on 8/22. 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 Travelis is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/123:20 pm -
Nonstop1h 40m
Sun 9/1310:10 am -
Nonstop1h 50m
Deal found 8/22![Air Transat logo]()
$243
This Trip.com deal was found by Cheapflights users on 8/19. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/1311:45 am -
Nonstop1h 40m
Mon 9/1410:10 am -
Nonstop1h 50m
Deal found 8/19![Porter Airlines logo]()
$267
This Trip.com deal was found by Cheapflights users on 8/23. 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.
Sun 9/2011:45 am -
Nonstop1h 40m
Sun 9/2710:10 am -
Nonstop1h 50m
Deal found 8/23![Porter Airlines logo]()
$249
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 9/2111:45 am -
Nonstop1h 40m
Sat 10/31:45 pm -
Nonstop1h 50m
Deal found 8/21![Porter Airlines logo]()
$261
This Kiwi.com deal was found by Cheapflights users on 8/21. 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.
Thu 9/243:20 pm -
Nonstop1h 40m
Sat 10/31:45 pm -
Nonstop1h 50m
Deal found 8/21![Porter Airlines logo]()
$264
This FlightHub deal was found by Cheapflights users on 8/21. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2511:45 am -
Nonstop1h 40m
Mon 9/281:45 pm -
Nonstop1h 50m
Deal found 8/21![Porter Airlines logo]()
$245
This SmartFares deal was found by Cheapflights users on 8/19. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2511:45 am -
Nonstop1h 40m
Mon 9/2810:10 am -
Nonstop1h 50m
Deal found 8/19![Air Transat logo]()
$247
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 9/283:20 pm -
Nonstop1h 40m
Sun 10/41:45 pm -
Nonstop1h 50m
Deal found 8/19![Porter Airlines logo]()
$272
This Gotogate deal was found by Cheapflights users on 8/20. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/303:20 pm -
Nonstop1h 40m
Mon 10/510:10 am -
Nonstop1h 50m
Deal found 8/20![Porter Airlines logo]()
$271
This Trip.com deal was found by Cheapflights users on 8/20. 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.
Wed 9/303:20 pm -
Nonstop1h 40m
Fri 10/210:10 am -
Nonstop1h 50m
Deal found 8/20![Porter Airlines logo]()
$275
One-way flights from Midway to CanadaSearch for one-way flight options from Midway to Canada. Find affordable one-way fares based on user searches. Data last updated August 24, 2026.
Search for one-way flight options from Midway to Canada. Find affordable one-way fares based on user searches. Data last updated August 24, 2026.
This Kissandfly.com deal was found by Cheapflights users on 8/22. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/239:29 am -
1 stop6h 51m
Deal found 8/22![KLM logo]()
$108
This Porter Airlines deal was found by Cheapflights users on 8/23. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/13:20 pm -
Nonstop1h 40m
Deal found 8/23![Porter Airlines logo]()
$110
This Delta deal was found by Cheapflights users on 8/24. 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.
Sun 9/279:29 am -
1 stop6h 51m
Deal found 8/24![Delta logo]()
$111
This Porter Airlines deal was found by Cheapflights users on 8/19. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/203:20 pm -
Nonstop1h 40m
Deal found 8/19![Porter Airlines logo]()
$114
This FlightHub deal was found by Cheapflights users on 8/20. 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.
Sun 9/136:40 pm -
1 stop3h 19m
Deal found 8/20![WestJet logo]()
$131
This FlightHub deal was found by Cheapflights users on 8/21. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/119:29 am -
1 stop4h 46m
Deal found 8/21![WestJet logo]()
$141
This FlightHub deal was found by Cheapflights users on 8/19. 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.
Thu 10/223:20 pm -
1 stop4h 52m
Deal found 8/19![Porter Airlines logo]()
$146
This Super.com deal was found by Cheapflights users on 8/19. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/113:20 pm -
1 stop4h 52m
Deal found 8/19![Porter Airlines logo]()
$147
This Trip.com deal was found by Cheapflights users on 8/21. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/511:45 am -
1 stop5h 27m
Deal found 8/21![Porter Airlines logo]()
$148
This Cheapflightsfares deal was found by Cheapflights users on 8/19. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/83:20 pm -
Nonstop1h 40m
Deal found 8/19![Porter Airlines logo]()
$148
This Trip.com deal was found by Cheapflights users on 8/24. 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.
Thu 10/111:45 am -
1 stop5h 27m
Deal found 8/24![Porter Airlines logo]()
$149
This Delta deal was found by Cheapflights users on 8/23. 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 11/1212:30 pm -
2 stops12h 47m
Deal found 8/23![Delta logo]()
$151
Find flight deals from Midway to Canada
Keep the following information in mind while searching for Midway to Canada flight deals. Data was last updated August 24, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $238 (SmartFares) |
One-way from | $108 (Kissandfly.com) |
Popular in | August |
Cheapest in | March |
Average price | $311 |
Good round-trip deal | $239 or less |
Good one-way deal | $166 or less |
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 7,457,451 searches. Data last updated August 24, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Canada that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
ChicagoToronto
MDW Chicago Midway - YTZ Toronto Island
MDWYTZ
Chicago Midway
Mon 9/14
11:45 am-2:25 pm
Nonstop1h 40m
Toronto Island
Wed 9/16
10:10 am-11:00 am
Nonstop1h 50m
$245
ChicagoToronto
MDW Chicago Midway - YTZ Toronto Island
MDWYTZ
Chicago Midway
Wed 9/23
11:45 am-2:25 pm
Nonstop1h 40m
Toronto Island
Wed 9/30
1:45 pm-2:35 pm
Nonstop1h 50m
$245
ChicagoToronto
MDW Chicago Midway - YTZ Toronto Island
MDWYTZ
Chicago Midway
Thu 9/24
11:45 am-2:25 pm
Nonstop1h 40m
Toronto Island
Tue 9/29
1:45 pm-2:35 pm
Nonstop1h 50m
$245
ChicagoToronto
MDW Chicago Midway - YTZ Toronto Island
MDWYTZ
Chicago Midway
Sat 9/12
3:20 pm-6:00 pm
Nonstop1h 40m
Toronto Island
Wed 9/16
1:45 pm-2:35 pm
Nonstop1h 50m
$245
ChicagoToronto
MDW Chicago Midway - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Wed 9/9
5:37 pm-10:59 pm
1 stop4h 22m
Toronto Pearson Intl
Sat 9/12
12:08 pm-4:57 pm
1 stop5h 49m
$279
ChicagoToronto
MDW Chicago Midway - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Fri 9/18
9:29 am-5:20 pm
1 stop6h 51m
Toronto Pearson Intl
Tue 9/22
6:00 am-12:39 pm
1 stop7h 39m
$280
ChicagoToronto
MDW Chicago Midway - YTZ Toronto Island
MDWYTZ
Chicago Midway
Thu 9/24
3:20 pm-6:00 pm
Nonstop1h 40m
Toronto Island
Fri 10/2
1:45 pm-2:35 pm
Nonstop1h 50m
$281
ChicagoToronto
MDW Chicago Midway - YTZ Toronto Island
MDWYTZ
Chicago Midway
Sat 9/12
3:20 pm-6:00 pm
Nonstop1h 40m
Toronto Island
Sun 9/13
10:10 am-11:00 am
Nonstop1h 50m
$296
ChicagoToronto
MDW Chicago Midway - YTZ Toronto Island
MDWYTZ
Chicago Midway
Thu 10/8
11:45 am-2:25 pm
Nonstop1h 40m
Toronto Island
Thu 10/15
1:45 pm-2:35 pm
Nonstop1h 50m
$300
ChicagoToronto
MDW Chicago Midway - YTZ Toronto Island
MDWYTZ
Chicago Midway
Tue 10/6
3:20 pm-6:00 pm
Nonstop1h 40m
Toronto Island
Tue 10/13
10:10 am-11:00 am
Nonstop1h 50m
$341
Showing 1-10 of 60 resultsSorted by cheapest first
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.
MDW-YTZ
MDW-YYZ
MDW-YWG
MDW-YOW
MDW-YUL
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
MDW-CA0
MDW-YTZ
MDW-YYZ
MDW-YWG
MDW-YOW
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 $205). Flying from Chicago Midway Airport to Canada in February is currently the most expensive (average of $656). 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 August 24, 2026.
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.
How often are flights from Chicago to Canada delayed?
About 15% of weekly flights between Chicago and Canada have experienced delays in the past year, with the average delay time being 111 minutes.
What is the most punctual flight time for Chicago to Canada flights?
Historically, flights departing in the evening are less likely to be delayed, whereas flights leaving at night tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Saturday tends to have the lowest number of delays on this route, whereas Tuesday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Chicago to Canada flights?
Over the last year, Porter Airlines have had the lowest number of delays on this route, with just 15% of flights being delayed.
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 August 24, 2026.
Read through reviews of airlines operating flights from Chicago Midway Airport to Canada, such as Porter Airlines and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Entertainment
6.9
Food
7.6
Boarding
8.2
Crew
8.6
Overall
8.0
Reviews
1 / 20
10.0
ExcellentRegan,Aug 2026
YYZ - YVR
Comfort
8.0
Entertainment
6.9
Food
7.6
Boarding
8.2
Crew
8.6
Overall
8.0
Reviews
1 / 20
10.0
ExcellentRegan,Aug 2026
YYZ - YVR
Comfort
8.0
Entertainment
6.9
Food
7.6
Boarding
8.2
Crew
8.6
Overall
8.0
Reviews
1 / 20
10.0
ExcellentRegan,Aug 2026
YYZ - YVR
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
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Complete your trip
Complete your trip to Canada by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Midway to Canada by cabin class
Find flights from Midway to Canada, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Midway and Canada flights
Browse other Midway and Canada flight options. Last updated on August 24, 2026.
Popular flight searches
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Midway to Canada flights
Consider these flights traveling from Midway to Canada.
Fly to Canada regions
Consider these flights traveling to Canada regions.
Top 2 airlines flying from Midway to Canada
Discover the top 2 airlines 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 7,457,451 searches. Data last updated August 24, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$88 | Average$359 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$193 | Average$303 | FlexibilityNo cancel fee | On-time52% |