$136+ Cheap flights from Midway (MDW) to Canada
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/27. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YYZ
Dec 10 — Dec 171
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 November 10, 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 November 10, 2026.
This Delta deal was found by Cheapflights users on 11/10. 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.
Mon 12/76:41 pm -
1 stop3h 26m
Fri 12/112:25 pm -
1 stop4h 36m
Deal found 11/10![Delta logo]()
$342
This Delta deal was found by Cheapflights users on 11/9. 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.
Thu 12/39:37 am -
1 stop6h 43m
Sun 12/62:25 pm -
1 stop4h 36m
Deal found 11/9![Delta logo]()
$373
This Delta deal was found by Cheapflights users on 11/9. 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.
Mon 12/76:41 pm -
1 stop3h 26m
Wed 12/169:45 am -
1 stop4h 16m
Deal found 11/9![Delta logo]()
$380
This Delta deal was found by Cheapflights users on 11/9. 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.
Sat 12/125:30 pm -
1 stop5h 11m
Sun 12/137:00 am -
1 stop6h 04m
Deal found 11/9![Delta logo]()
$384
This Delta deal was found by Cheapflights users on 11/10. 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.
Wed 12/21:41 pm -
1 stop8h 52m
Sat 12/57:10 am -
1 stop5h 49m
Deal found 11/10![Delta logo]()
$392
This Delta deal was found by Cheapflights users on 11/9. 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 12/229:29 am -
1 stop4h 45m
Tue 12/296:10 am -
1 stop3h 39m
Deal found 11/9![Delta logo]()
$400
This Delta deal was found by Cheapflights users on 11/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/36:41 pm -
1 stop3h 26m
Tue 12/812:15 pm -
1 stop6h 46m
Deal found 11/8![Delta logo]()
$408
This CheapTicketsDeal deal was found by Cheapflights users on 11/9. 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 CheapTicketsDeal is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/249:36 am -
1 stop3h 00m
Sun 11/2912:21 pm -
1 stop6h 49m
Deal found 11/9![JetBlue logo]()
$412
This Billigflug deal was found by Cheapflights users on 11/5. 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 Billigflug is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/39:37 am -
1 stop6h 43m
Sun 12/62:25 pm -
1 stop4h 36m
Deal found 11/5![Air France logo]()
$419
This Delta deal was found by Cheapflights users on 11/9. 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.
Thu 12/36:00 am -
1 stop10h 33m
Sat 12/57:10 am -
1 stop5h 49m
Deal found 11/9![Delta logo]()
$422
This CheapTicketsDeal deal was found by Cheapflights users on 11/9. 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 CheapTicketsDeal is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/75:36 pm -
1 stop5h 11m
Mon 12/147:16 am -
1 stop10h 40m
Deal found 11/9![JetBlue logo]()
$423
This Delta deal was found by Cheapflights users on 11/9. 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.
Fri 12/45:12 pm -
1 stop5h 36m
Mon 12/77:00 am -
1 stop10h 16m
Deal found 11/9![Delta logo]()
$428
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 November 10, 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 November 10, 2026.
This Delta deal was found by Cheapflights users on 11/10. 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.
Mon 11/239:30 am -
1 stop3h 00m
Wed 11/259:45 am -
1 stop4h 06m
Deal found 11/10![Delta logo]()
$342
This Booking.com deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/912:28 pm -
2 stops20h 11m
Fri 12/117:10 pm -
2 stops17h 23m
Deal found 11/5![Multiple Airlines logo]()
$532
This Justfly.com deal was found by Cheapflights users on 11/8. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/99:37 am -
2 stops32h 03m
Fri 12/119:15 am -
1 stop7h 35m
Deal found 11/8![WestJet logo]()
$674
This Delta deal was found by Cheapflights users on 11/9. 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.
Mon 12/76:41 pm -
1 stop3h 26m
Wed 12/169:45 am -
1 stop4h 16m
Deal found 11/9![Delta logo]()
$380
This Delta deal was found by Cheapflights users on 11/9. 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.
Wed 12/161:41 pm -
1 stop8h 26m
Tue 1/56:10 am -
1 stop8h 07m
Deal found 11/9![Delta logo]()
$380
This Delta deal was found by Cheapflights users on 11/9. 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.
Wed 12/91:41 pm -
1 stop8h 26m
Wed 12/162:25 pm -
1 stop4h 36m
Deal found 11/9![Delta logo]()
$380
This Delta deal was found by Cheapflights users on 11/9. 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 12/81:02 pm -
1 stop9h 46m
Tue 12/157:10 am -
1 stop5h 49m
Deal found 11/9![Delta logo]()
$392
This Mytrip deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/105:02 pm -
3 stops25h 08m
Fri 12/119:35 pm -
2 stops14h 58m
Deal found 11/5![Multiple Airlines logo]()
$536
This Delta deal was found by Cheapflights users on 11/9. 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 12/11:41 pm -
1 stop8h 52m
Sun 12/67:00 am -
1 stop10h 16m
Deal found 11/9![Delta logo]()
$392
This Mytrip deal was found by Cheapflights users on 11/9. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/212:28 pm -
2 stops24h 06m
Fri 12/44:15 pm -
2 stops20h 18m
Deal found 11/9![Multiple Airlines logo]()
$568
This Delta deal was found by Cheapflights users on 11/9. 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.
Thu 1/149:38 am -
1 stop5h 21m
Tue 1/1912:49 pm -
1 stop6h 11m
Deal found 11/9![Delta logo]()
$392
This oojo deal was found by Cheapflights users on 11/9. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/41:59 pm -
2 stops35h 51m
Mon 1/119:20 pm -
2 stops12h 40m
Deal found 11/9![WestJet logo]()
$701
This Mytrip deal was found by Cheapflights users on 11/9. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/105:02 pm -
2 stops15h 37m
Sun 12/137:35 am -
2 stops13h 07m
Deal found 11/9![Multiple Airlines logo]()
$589
This Delta deal was found by Cheapflights users on 11/9. 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.
Wed 2/39:38 am -
1 stop5h 41m
Tue 2/97:45 am -
1 stop6h 16m
Deal found 11/9![Delta logo]()
$408
This Mytrip deal was found by Cheapflights users on 11/9. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/35:02 pm -
2 stops15h 37m
Sun 12/67:35 am -
2 stops13h 07m
Deal found 11/9![Multiple Airlines logo]()
$591
This Delta deal was found by Cheapflights users on 11/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/229:29 am -
1 stop4h 45m
Tue 12/296:10 am -
1 stop3h 39m
Deal found 11/8![Delta logo]()
$408
This oojo deal was found by Cheapflights users on 11/6. 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.
Mon 1/45:40 pm -
2 stops20h 50m
Tue 1/126:00 am -
2 stops10h 55m
Deal found 11/6![WestJet logo]()
$751
This Delta deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/76:41 pm -
1 stop3h 26m
Fri 12/112:25 pm -
1 stop4h 36m
Deal found 11/7![Delta logo]()
$408
This Mytrip deal was found by Cheapflights users on 11/7. 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 12/115:02 pm -
2 stops19h 32m
Mon 12/147:10 pm -
2 stops17h 23m
Deal found 11/7![Multiple Airlines logo]()
$610
This oojo deal was found by Cheapflights users on 11/6. 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.
Sat 11/2810:34 am -
2 stops14h 16m
Sun 11/2912:55 am -
2 stops33h 33m
Deal found 11/6![WestJet logo]()
$760
This Delta deal was found by Cheapflights users on 11/9. 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.
Wed 12/26:41 pm -
1 stop3h 26m
Fri 12/46:00 am -
1 stop4h 37m
Deal found 11/9![Delta logo]()
$408
This oojo deal was found by Cheapflights users on 11/6. 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.
Thu 12/1010:24 am -
2 stops9h 26m
Fri 12/115:45 pm -
1 stop24h 05m
Deal found 11/6![WestJet logo]()
$771
This Delta deal was found by Cheapflights users on 11/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/216:15 pm -
1 stop3h 44m
Tue 12/296:10 am -
1 stop3h 39m
Deal found 11/8![Delta logo]()
$408
This Mytrip deal was found by Cheapflights users on 11/5. 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 11/241:16 pm -
2 stops19h 23m
Wed 12/27:10 pm -
2 stops21h 57m
Deal found 11/5![Multiple Airlines logo]()
$659
This WestJet deal was found by Cheapflights users on 11/7. 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 12/910:24 am -
2 stops14h 26m
Fri 12/1112:55 am -
2 stops17h 06m
Deal found 11/7![WestJet logo]()
$777
This Delta deal was found by Cheapflights users on 11/7. 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 12/39:37 am -
1 stop6h 43m
Sun 12/62:25 pm -
1 stop4h 36m
Deal found 11/7![Delta logo]()
$408
This Kiwi.com deal was found by Cheapflights users on 11/8. 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 12/108:37 pm -
1 stop19h 08m
Mon 12/143:15 pm -
2 stops21h 18m
Deal found 11/8![Multiple Airlines logo]()
$665
This Delta deal was found by Cheapflights users on 11/7. 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 3/49:33 am -
1 stop5h 31m
Sun 3/76:00 am -
1 stop7h 33m
Deal found 11/7![Delta logo]()
$408
This Booking.com deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/228:42 pm -
2 stops22h 13m
Mon 11/304:30 pm -
2 stops20h 03m
Deal found 11/5![Multiple Airlines logo]()
$667
This Justfly.com deal was found by Cheapflights users on 11/6. 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.
Fri 12/116:41 pm -
2 stops16h 24m
Sun 12/136:25 am -
1 stop11h 25m
Deal found 11/6![WestJet logo]()
$842
Last-minute flights from Midway to CanadaDiscover last-minute flight deals from Midway to Canada. Data last updated November 10, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Canada. Data last updated November 10, 2026 and is based on user searches.
This CheapTicketsDeal deal was found by Cheapflights users on 11/9. 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 CheapTicketsDeal is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/249:36 am -
1 stop3h 00m
Sun 11/2912:21 pm -
1 stop6h 49m
Deal found 11/9![JetBlue logo]()
$412
This Delta deal was found by Cheapflights users on 11/10. 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.
Wed 12/21:41 pm -
1 stop8h 52m
Sat 12/57:10 am -
1 stop5h 49m
Deal found 11/10![Delta logo]()
$392
This Delta deal was found by Cheapflights users on 11/9. 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.
Thu 12/39:37 am -
1 stop6h 43m
Sun 12/62:25 pm -
1 stop4h 36m
Deal found 11/9![Delta logo]()
$373
This Billigflug deal was found by Cheapflights users on 11/5. 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 Billigflug is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/39:37 am -
1 stop6h 43m
Sun 12/62:25 pm -
1 stop4h 36m
Deal found 11/5![Air France logo]()
$419
This Delta deal was found by Cheapflights users on 11/9. 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.
Thu 12/36:00 am -
1 stop10h 33m
Sat 12/57:10 am -
1 stop5h 49m
Deal found 11/9![Delta logo]()
$422
This Delta deal was found by Cheapflights users on 11/9. 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.
Fri 12/45:12 pm -
1 stop5h 36m
Mon 12/77:00 am -
1 stop10h 16m
Deal found 11/9![Delta logo]()
$428
This Delta deal was found by Cheapflights users on 11/10. 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.
Mon 12/76:41 pm -
1 stop3h 26m
Fri 12/112:25 pm -
1 stop4h 36m
Deal found 11/10![Delta logo]()
$342
This Delta deal was found by Cheapflights users on 11/9. 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.
Mon 12/76:41 pm -
1 stop3h 26m
Wed 12/169:45 am -
1 stop4h 16m
Deal found 11/9![Delta logo]()
$380
This CheapTicketsDeal deal was found by Cheapflights users on 11/9. 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 CheapTicketsDeal is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/75:36 pm -
1 stop5h 11m
Mon 12/147:16 am -
1 stop10h 40m
Deal found 11/9![JetBlue logo]()
$423
This Delta deal was found by Cheapflights users on 11/5. 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 12/101:41 pm -
1 stop8h 52m
Sun 12/136:00 am -
1 stop8h 01m
Deal found 11/5![Delta logo]()
$432
This Delta deal was found by Cheapflights users on 11/9. 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.
Sat 12/125:30 pm -
1 stop5h 11m
Sun 12/137:00 am -
1 stop6h 04m
Deal found 11/9![Delta logo]()
$384
This Delta deal was found by Cheapflights users on 11/9. 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 12/229:29 am -
1 stop4h 45m
Tue 12/296:10 am -
1 stop3h 39m
Deal found 11/9![Delta logo]()
$400
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 November 10, 2026.
Search for one-way flight options from Midway to Canada. Find affordable one-way fares based on user searches. Data last updated November 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 11/7. 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 1/271:18 pm -
2 stops33h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/7![Multiple Airlines logo]()
$136
This Kiwi.com deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/1512:28 pm -
2 stops25h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/7![Multiple Airlines logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 11/7. 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 12/1612:28 pm -
2 stops24h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/7![Multiple Airlines logo]()
$154
This Delta deal was found by Cheapflights users on 11/9. 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.
Wed 11/259:30 am -
1 stop3h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/9![Delta logo]()
$158
This Kiwi.com deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/145:02 pm -
2 stops21h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/7![Multiple Airlines logo]()
$160
This Mytrip deal was found by Cheapflights users on 11/8. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/198:35 pm -
2 stops27h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![Multiple Airlines logo]()
$162
This Delta deal was found by Cheapflights users on 11/9. 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.
Sat 12/124:08 pm -
1 stop6h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/9![Delta logo]()
$167
This SmartFares deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/306:15 pm -
1 stop4h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![Delta logo]()
$173
This Delta deal was found by Cheapflights users on 11/9. 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.
Sun 11/299:30 am -
1 stop3h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/9![Delta logo]()
$175
This Delta deal was found by Cheapflights users on 11/6. 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 11/281:31 pm -
1 stop8h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/6![Delta logo]()
$179
This Delta deal was found by Cheapflights users on 11/7. 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 12/512:39 pm -
1 stop10h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/7![Delta logo]()
$182
This Kiwi.com deal was found by Cheapflights users on 11/9. 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.
Tue 12/226:43 am -
2 stops16h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/9![Multiple Airlines logo]()
$185
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 November 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $342 (Delta) |
One-way from | $136 (Kiwi.com) |
Popular in | October |
Cheapest in | January |
Average price | $308 |
Good round-trip deal | $242 or less |
Good one-way deal | $272 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 November 10, 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
ChicagoToronto
MDW Chicago Midway - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Wed 1/27
9:38 am-4:19 pm
1 stop5h 41m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$161
ChicagoMontreal
MDW Chicago Midway - YUL Montreal Pierre Elliott Trudeau Intl
MDWYUL
Chicago Midway
Sat 12/12
4:08 pm-11:48 pm
1 stop6h 40m
Montreal Pierre Elliott Trudeau Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$167
ChicagoMontreal
MDW Chicago Midway - YUL Montreal Pierre Elliott Trudeau Intl
MDWYUL
Chicago Midway
Mon 11/30
1:31 pm-11:27 pm
1 stop8h 56m
Montreal Pierre Elliott Trudeau Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$167
ChicagoMontreal
MDW Chicago Midway - YUL Montreal Pierre Elliott Trudeau Intl
MDWYUL
Chicago Midway
Fri 12/11
1:02 pm-11:48 pm
1 stop9h 46m
Montreal Pierre Elliott Trudeau Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$167
ChicagoToronto
MDW Chicago Midway - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Mon 12/14
1:41 pm-11:07 pm
1 stop8h 26m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$175
ChicagoToronto
MDW Chicago Midway - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Sun 11/29
9:30 am-5:20 pm
1 stop6h 50m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$179
ChicagoMontreal
MDW Chicago Midway - YUL Montreal Pierre Elliott Trudeau Intl
MDWYUL
Chicago Midway
Sat 12/5
12:39 pm-11:41 pm
1 stop10h 02m
Montreal Pierre Elliott Trudeau Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$182
ChicagoMontreal
MDW Chicago Midway - YUL Montreal Pierre Elliott Trudeau Intl
MDWYUL
Chicago Midway
Mon 12/14
1:41 pm-11:33 pm
1 stop8h 52m
Montreal Pierre Elliott Trudeau Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$182
Quickest round-trip
ChicagoMontreal
MDW Chicago Midway - YUL Montreal Pierre Elliott Trudeau Intl
MDWYUL
Chicago Midway
Sun 12/13
9:37 am-3:59 pm
1 stop5h 22m
Montreal Pierre Elliott Trudeau Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$187
ChicagoCalgary
MDW Chicago Midway - YYC Calgary
MDWYYC
Chicago Midway
Sat 11/14
12:30 pm-11:19 pm
2 stops11h 49m
Calgary
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$197
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-YYZ
MDW-YTZ
MDW-YEG
MDW-YUL
MDW-YWG
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-YYZ
MDW-YTZ
MDW-YEG
MDW-YUL
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.
How often are flights from Chicago to Canada delayed?
About 18% 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 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 17% 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 November 10, 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.
Crew
8.6
Food
7.6
Boarding
8.2
Overall
8.0
Comfort
8.0
Entertainment
6.9
Reviews
1 / 20
8.0
ExcellentD,Sep 2026
YHM - YVR
Crew
8.6
Food
7.6
Boarding
8.2
Overall
8.0
Comfort
8.0
Entertainment
6.9
Reviews
1 / 20
8.0
ExcellentD,Sep 2026
YHM - YVR
Crew
8.6
Food
7.6
Boarding
8.2
Overall
8.0
Comfort
8.0
Entertainment
6.9
Reviews
1 / 20
8.0
ExcellentD,Sep 2026
YHM - 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 November 10, 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 November 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$106 | Average$403 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$193 | Average$303 | FlexibilityNo cancel fee | On-time52% |