$101+ 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 6/27. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YYZ
Jul 13 — Jul 201
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Canada with Cheapflights
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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 June 13, 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 June 13, 2026.
This Trip.com 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/253:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Mon 6/298:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/10![Porter Airlines logo]()
$218
This Trip.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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/103:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Mon 7/131:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/11![Porter Airlines logo]()
$219
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.
Sun 6/2810:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Sat 7/48:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/11![Porter Airlines logo]()
$220
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/93:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Thu 7/168:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/12![Porter Airlines logo]()
$221
This Trip.com 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/23:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Sun 7/58:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/10![Porter Airlines logo]()
$222
This Kiwi.com deal was found by Cheapflights users on 6/8. 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 8/133:15 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Wed 8/198:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/8![Porter Airlines logo]()
$223
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 7/2210:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Mon 7/278:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/11![Porter Airlines logo]()
$224
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 7/1810:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Sun 7/268:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/11![Porter Airlines logo]()
$225
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/410:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Mon 7/61:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/12![Porter Airlines logo]()
$226
This Kiwi.com deal was found by Cheapflights users on 6/8. 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 7/710:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Wed 7/228:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/8![Porter Airlines logo]()
$227
This Trip.com deal was found by Cheapflights users on 6/8. 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 7/1110:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Tue 7/218:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/8![Porter Airlines logo]()
$228
This Trip.com deal was found by Cheapflights users on 6/8. 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 7/23:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Sat 7/48:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/8![Porter Airlines logo]()
$229
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 June 13, 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 June 13, 2026.
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/410:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Sun 7/128:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/10![Porter Airlines logo]()
$225
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.
Fri 6/2610:25 am
MDW
- YTZ
Nonstop1h 40m
Air Transat
Tue 6/308:50 am
YTZ
- MDW
Nonstop1h 50m
Air Transat
Deal found 6/11![Air Transat logo]()
$270
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/39:24 am
MDW
- YYZ
1 stop7h 00m
Delta
Mon 9/76:10 am
YYZ
- MDW
1 stop7h 29m
Delta
Deal found 6/12![Delta logo]()
$281
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/13:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Sat 7/48:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/11![Porter Airlines logo]()
$225
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/249:21 pm
MDW
- YOW
2 stops18h 42m
Multiple Airlines
Tue 7/288:50 pm
YOW
- MDW
1 stop18h 45m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$461
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/313:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Sun 8/28:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/10![Porter Airlines logo]()
$237
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.
Wed 7/159:19 am
MDW
- YYZ
1 stop7h 05m
Delta
Thu 7/1612:09 pm
YYZ
- MDW
1 stop7h 16m
Delta
Deal found 6/11![Delta logo]()
$290
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/1610:25 am
MDW
- YTZ
Nonstop1h 40m
Air Transat
Sun 7/198:50 am
YTZ
- MDW
Nonstop1h 50m
Air Transat
Deal found 6/10![Air Transat logo]()
$309
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/229:24 am
MDW
- YYZ
1 stop7h 00m
Delta
Wed 8/266:10 am
YYZ
- MDW
1 stop7h 29m
Delta
Deal found 6/12![Delta logo]()
$290
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/45:50 pm
MDW
- YYZ
1 stop4h 12m
Delta
Mon 7/66:05 am
YYZ
- MDW
1 stop7h 41m
Delta
Deal found 6/12![Delta logo]()
$290
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 7/303:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Mon 8/38:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/12![Porter Airlines logo]()
$292
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/71:27 pm
MDW
- YYZ
1 stop8h 36m
Delta
Tue 8/1812:09 pm
YYZ
- MDW
1 stop7h 24m
Delta
Deal found 6/12![Delta logo]()
$290
This WestJet 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/309:49 am
MDW
- YWG
1 stop26h 07m
WestJet
Sat 10/312:46 pm
YWG
- MDW
1 stop5h 25m
WestJet
Deal found 6/12![WestJet logo]()
$828
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.
Fri 8/211:27 pm
MDW
- YYZ
1 stop8h 36m
Delta
Mon 8/246:10 am
YYZ
- MDW
1 stop7h 29m
Delta
Deal found 6/10![Delta logo]()
$290
This Porter Airlines 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2110:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Tue 7/281:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/11![Porter Airlines logo]()
$329
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.
Thu 6/253:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Sun 6/281:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/12![Porter Airlines logo]()
$355
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.
Wed 7/159:19 am
MDW
- YYZ
1 stop7h 05m
Delta
Mon 7/2012:09 pm
YYZ
- MDW
1 stop7h 16m
Delta
Deal found 6/11![Delta logo]()
$323
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.
Wed 7/19:17 am
MDW
- YYZ
1 stop7h 07m
Delta
Sat 7/46:05 am
YYZ
- MDW
1 stop7h 41m
Delta
Deal found 6/11![Delta logo]()
$323
This Porter Airlines deal was found by Cheapflights users on 6/8. 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 7/2310:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Thu 7/308:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/8![Porter Airlines logo]()
$357
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/710:25 am
MDW
- YQB
2 stops8h 35m
Multiple Airlines
Wed 7/154:55 pm
YQB
- MDW
2 stops17h 45m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$612
This Porter Airlines 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/2410:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Fri 7/31:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/11![Porter Airlines logo]()
$366
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/299:30 am
MDW
- YUL
1 stop5h 29m
Delta
Sun 11/16:00 am
YUL
- MDW
1 stop7h 33m
Delta
Deal found 6/12![Delta logo]()
$348
This Porter Airlines 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/2410:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Thu 7/28:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/11![Porter Airlines logo]()
$366
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/2510:25 am
MDW
- YQB
2 stops8h 35m
Multiple Airlines
Mon 6/294:55 pm
YQB
- MDW
2 stops17h 45m
Multiple Airlines
Deal found 6/11![Multiple Airlines logo]()
$651
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/41:27 pm
MDW
- YUL
1 stop9h 03m
Delta
Sun 9/66:00 am
YUL
- MDW
1 stop4h 17m
Delta
Deal found 6/12![Delta logo]()
$348
This WestJet 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/219:30 am
MDW
- YWG
2 stops15h 25m
WestJet
Sat 10/246:35 am
YWG
- MDW
1 stop10h 15m
WestJet
Deal found 6/10![WestJet logo]()
$833
This Delta deal was found by Cheapflights users on 6/9. 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 9/11:51 pm
MDW
- YYC
1 stop7h 44m
Delta
Sun 9/66:45 am
YYC
- MDW
1 stop8h 12m
Delta
Deal found 6/9![Delta logo]()
$354
This Kiwi.com deal was found by Cheapflights users on 6/8. 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 7/99:27 pm
MDW
- YOW
2 stops17h 53m
Multiple Airlines
Sun 7/126:25 pm
YOW
- MDW
1 stop16h 15m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$702
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.
Thu 7/169:19 am
MDW
- YYZ
1 stop5h 01m
Delta
Sun 7/196:10 am
YYZ
- MDW
1 stop4h 03m
Delta
Deal found 6/10![Delta logo]()
$355
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/173:20 pm
MDW
- YOW
1 stop3h 44m
Multiple Airlines
Sun 7/196:55 am
YOW
- MDW
2 stops6h 43m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$703
Last-minute flights from Midway to CanadaDiscover last-minute flight deals from Midway to Canada. Data last updated June 13, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Canada. Data last updated June 13, 2026 and is based on user searches.
This Trip.com 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/253:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Mon 6/298:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/10![Porter Airlines logo]()
$218
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.
Sun 6/2810:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Sat 7/48:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/11![Porter Airlines logo]()
$220
This Trip.com 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/23:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Sun 7/58:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/10![Porter Airlines logo]()
$222
This Trip.com deal was found by Cheapflights users on 6/8. 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 7/23:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Sat 7/48:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/8![Porter Airlines logo]()
$229
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/410:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Mon 7/61:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/12![Porter Airlines logo]()
$226
This Kiwi.com deal was found by Cheapflights users on 6/8. 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 7/710:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Wed 7/228:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/8![Porter Airlines logo]()
$227
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/93:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Thu 7/168:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/12![Porter Airlines logo]()
$221
This Trip.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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/103:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Mon 7/131:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/11![Porter Airlines logo]()
$219
This Kiwi.com deal was found by Cheapflights users on 6/9. 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 7/1110:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Wed 7/158:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/9![Porter Airlines logo]()
$223
This Trip.com deal was found by Cheapflights users on 6/8. 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 7/1110:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Tue 7/218:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/8![Porter Airlines logo]()
$228
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 7/1810:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Sun 7/268:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/11![Porter Airlines logo]()
$225
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 7/2210:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Mon 7/278:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/11![Porter Airlines logo]()
$224
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 June 13, 2026.
Search for one-way flight options from Midway to Canada. Find affordable one-way fares based on user searches. Data last updated June 13, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/9. 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 6/2710:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/9![Porter Airlines logo]()
$101
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1010:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/10![Porter Airlines logo]()
$102
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/110:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/10![Porter Airlines logo]()
$104
This Kiwi.com deal was found by Cheapflights users on 6/8. 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 7/710:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/8![Porter Airlines logo]()
$105
This FlightHub deal was found by Cheapflights users on 6/9. 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.
Tue 8/1110:20 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/9![Porter Airlines logo]()
$106
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.
Sat 7/410:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/12![Porter Airlines logo]()
$107
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/41:27 pm
MDW
- YYZ
1 stop8h 36m
Delta
Deal found 6/12![Delta logo]()
$107
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.
Fri 6/263:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/11![Porter Airlines logo]()
$108
This Super.com deal was found by Cheapflights users on 6/9. 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.
Sat 7/2510:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/9![Porter Airlines logo]()
$113
This Kissandfly.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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/299:24 am
MDW
- YYZ
1 stop7h 00m
KLM
Deal found 6/12![KLM logo]()
$113
This Kissandfly.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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/281:26 pm
MDW
- YYZ
1 stop8h 36m
KLM
Deal found 6/11![KLM logo]()
$114
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/33:20 pm
MDW
- YTZ
Nonstop1h 40m
Air Transat
Deal found 6/11![Air Transat logo]()
$115
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 June 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $218 (Trip.com) |
One-way from | $101 (Kiwi.com) |
Popular in | April |
Cheapest in | September |
Average price | $278 |
Good round-trip deal | $241 or less |
Good one-way deal | $128 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 2,558,603 searches. Data last updated June 13, 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 - YTZ
MDWYTZ
Chicago Midway
Sat 7/4
10:25 am-1:05 pm
Nonstop1h 40m
Toronto Island
Sun 7/12
8:50 am-9:40 am
Nonstop1h 50m
$225
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Wed 7/1
3:20 pm-6:00 pm
Nonstop1h 40m
Toronto Island
Sat 7/4
8:50 am-9:40 am
Nonstop1h 50m
$225
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Fri 7/31
3:20 pm-6:00 pm
Nonstop1h 40m
Toronto Island
Sun 8/2
8:50 am-9:40 am
Nonstop1h 50m
$237
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Fri 6/26
10:25 am-1:05 pm
Nonstop1h 40m
Toronto Island
Tue 6/30
8:50 am-9:40 am
Nonstop1h 50m
$270
ChicagoToronto
MDW - YYZ
MDWYYZ
Chicago Midway
Thu 9/3
9:24 am-5:24 pm
1 stop7h 00m
Toronto Pearson Intl
Mon 9/7
6:10 am-12:39 pm
1 stop7h 29m
$281
ChicagoToronto
MDW - YYZ
MDWYYZ
Chicago Midway
Wed 7/15
9:19 am-5:24 pm
1 stop7h 05m
Toronto Pearson Intl
Thu 7/16
12:09 pm-6:25 pm
1 stop7h 16m
$290
ChicagoToronto
MDW - YYZ
MDWYYZ
Chicago Midway
Sat 8/22
9:24 am-5:24 pm
1 stop7h 00m
Toronto Pearson Intl
Wed 8/26
6:10 am-12:39 pm
1 stop7h 29m
$290
ChicagoToronto
MDW - YYZ
MDWYYZ
Chicago Midway
Sat 7/4
5:50 pm-11:02 pm
1 stop4h 12m
Toronto Pearson Intl
Mon 7/6
6:05 am-12:46 pm
1 stop7h 41m
$290
ChicagoToronto
MDW - YYZ
MDWYYZ
Chicago Midway
Fri 8/7
1:27 pm-11:03 pm
1 stop8h 36m
Toronto Pearson Intl
Tue 8/18
12:09 pm-6:33 pm
1 stop7h 24m
$290
ChicagoToronto
MDW - YYZ
MDWYYZ
Chicago Midway
Fri 8/21
1:27 pm-11:03 pm
1 stop8h 36m
Toronto Pearson Intl
Mon 8/24
6:10 am-12:39 pm
1 stop7h 29m
$290
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-YYC
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, March is the cheapest month in which you can book a flight from Chicago Midway Airport to Canada (average of $58). Flying from Chicago Midway Airport to Canada in October is currently the most expensive (average of $199). 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.
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 115 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?
Thursday tends to have the lowest number of delays on this route, whereas Sunday 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 14% 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 June 13, 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.
Food
7.6
Boarding
8.2
Comfort
8.0
Crew
8.6
Overall
8.0
Entertainment
6.9
Reviews
1 / 20
6.0
GoodJustin,May 2026
YYZ - MCO
Food
7.6
Boarding
8.2
Comfort
8.0
Crew
8.6
Overall
8.0
Entertainment
6.9
Reviews
1 / 20
6.0
GoodJustin,May 2026
YYZ - MCO
Food
7.6
Boarding
8.2
Comfort
8.0
Crew
8.6
Overall
8.0
Entertainment
6.9
Reviews
1 / 20
6.0
GoodJustin,May 2026
YYZ - MCO
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.
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 June 13, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 2,558,603 searches. Data last updated June 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$88 | Average$303 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$253 | Average$388 | FlexibilityNo cancel fee | On-time52% |