$122+ 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 11/25. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YYZ
Nov 25 — Dec 21
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 October 26, 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 October 26, 2026.
This Kissandfly.com deal was found by Cheapflights users on 10/21. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/129:30 am -
1 stop6h 50m
Mon 11/1612:15 pm -
1 stop6h 49m
Deal found 10/21![KLM logo]()
$287
This Delta deal was found by Cheapflights users on 10/21. 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 11/129:30 am -
1 stop6h 50m
Mon 11/1612:15 pm -
1 stop6h 49m
Deal found 10/21![Delta logo]()
$302
This Delta deal was found by Cheapflights users on 10/22. 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 12/181:41 pm -
1 stop8h 26m
Tue 1/512:15 pm -
1 stop7h 22m
Deal found 10/22![Delta logo]()
$303
This Delta deal was found by Cheapflights users on 10/22. 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 11/139:30 am -
1 stop6h 50m
Sun 11/156:00 am -
1 stop4h 46m
Deal found 10/22![Delta logo]()
$324
This Delta deal was found by Cheapflights users on 10/23. 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.
Sat 11/211:31 pm -
1 stop8h 26m
Sat 11/2812:15 pm -
1 stop6h 49m
Deal found 10/23![Delta logo]()
$326
This Delta deal was found by Cheapflights users on 10/22. 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.
Wed 12/21:41 pm -
1 stop8h 52m
Sat 12/56:00 am -
1 stop4h 37m
Deal found 10/22![Delta logo]()
$331
This Delta deal was found by Cheapflights users on 10/21. 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.
Wed 11/119:30 am -
1 stop6h 50m
Mon 11/306:00 am -
1 stop7h 51m
Deal found 10/21![Delta logo]()
$340
This Delta deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/275:29 pm -
1 stop5h 01m
Mon 11/306:00 am -
1 stop7h 51m
Deal found 10/25![Delta logo]()
$344
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/119:30 am -
1 stop6h 50m
Tue 11/2412:15 pm -
1 stop6h 49m
Deal found 10/26![Delta logo]()
$351
This Kiwi.com deal was found by Cheapflights users on 10/23. 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.
Wed 11/116:08 am -
2 stops32h 12m
Tue 11/247:15 am -
1 stop13h 32m
Deal found 10/23![Multiple Airlines logo]()
$360
This Delta deal was found by Cheapflights users on 10/23. 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 12/31:41 pm -
1 stop8h 26m
Sun 12/66:00 am -
1 stop4h 37m
Deal found 10/23![Delta logo]()
$362
This Delta deal was found by Cheapflights users on 10/23. 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.
Tue 11/241:31 pm -
1 stop8h 56m
Fri 11/272:43 pm -
1 stop9h 11m
Deal found 10/23![Delta logo]()
$366
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 October 26, 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 October 26, 2026.
This Delta deal was found by Cheapflights users on 10/22. 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 12/246:15 pm -
1 stop3h 44m
Mon 1/46:00 am -
1 stop7h 33m
Deal found 10/22![Delta logo]()
$303
This Mytrip deal was found by Cheapflights users on 10/23. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/126:42 pm -
2 stops24h 37m
Thu 11/197:35 am -
2 stops11h 12m
Deal found 10/23![Multiple Airlines logo]()
$446
This Delta deal was found by Cheapflights users on 10/22. 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.
Sat 11/211:31 pm -
1 stop8h 26m
Sun 11/2212:15 pm -
1 stop6h 49m
Deal found 10/22![Delta logo]()
$303
This Delta deal was found by Cheapflights users on 10/23. 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.
Fri 1/155:59 pm -
1 stop4h 01m
Tue 1/199:45 am -
1 stop3h 48m
Deal found 10/23![Delta logo]()
$324
This Delta deal was found by Cheapflights users on 10/23. 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.
Fri 11/139:30 am -
1 stop3h 00m
Tue 11/2412:15 pm -
1 stop6h 49m
Deal found 10/23![Delta logo]()
$324
This Delta deal was found by Cheapflights users on 10/23. 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 1/79:30 am -
1 stop5h 34m
Sun 1/106:00 am -
1 stop3h 45m
Deal found 10/23![Delta logo]()
$324
This Mytrip deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/910:40 am -
3 stops21h 59m
Fri 12/117:10 pm -
2 stops17h 23m
Deal found 10/25![Multiple Airlines logo]()
$451
This Delta deal was found by Cheapflights users on 10/23. 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 1/145:59 pm -
1 stop4h 11m
Mon 1/186:00 am -
1 stop7h 33m
Deal found 10/23![Delta logo]()
$331
This Flightnetwork deal was found by Cheapflights users on 10/22. 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.
Sun 12/68:37 pm -
3 stops22h 18m
Sun 12/137:35 am -
2 stops13h 07m
Deal found 10/22![Multiple Airlines logo]()
$482
This Delta deal was found by Cheapflights users on 10/23. 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 1/1412:30 pm -
1 stop10h 05m
Sun 1/176:00 am -
1 stop7h 33m
Deal found 10/23![Delta logo]()
$331
This oojo deal was found by Cheapflights users on 10/21. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/215:29 pm -
1 stop17h 25m
Sun 11/229:05 pm -
2 stops20h 34m
Deal found 10/21![WestJet logo]()
$1,093
This Delta deal was found by Cheapflights users on 10/23. 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.
Fri 1/225:25 pm -
1 stop5h 26m
Sun 1/246:00 am -
1 stop7h 33m
Deal found 10/23![Delta logo]()
$331
This Mytrip deal was found by Cheapflights users on 10/23. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/75:02 pm -
2 stops15h 37m
Mon 12/147:10 pm -
2 stops17h 23m
Deal found 10/23![Multiple Airlines logo]()
$494
This Delta deal was found by Cheapflights users on 10/22. 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.
Mon 1/45:35 pm -
1 stop5h 00m
Sat 1/96:00 am -
1 stop7h 33m
Deal found 10/22![Delta logo]()
$331
This Mytrip deal was found by Cheapflights users on 10/23. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/201:06 pm -
2 stops22h 44m
Sun 11/227:35 am -
2 stops13h 12m
Deal found 10/23![Multiple Airlines logo]()
$512
This Mytrip deal was found by Cheapflights users on 10/23. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/812:28 pm -
2 stops24h 06m
Thu 12/107:10 pm -
2 stops21h 56m
Deal found 10/23![Multiple Airlines logo]()
$548
This Delta deal was found by Cheapflights users on 10/22. 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.
Wed 11/259:30 am -
1 stop6h 50m
Sun 11/296:00 am -
1 stop7h 51m
Deal found 10/22![Delta logo]()
$394
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/99:30 am -
1 stop3h 00m
Tue 11/102:20 pm -
1 stop4h 44m
Deal found 10/26![Delta logo]()
$399
This Mytrip deal was found by Cheapflights users on 10/23. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/278:51 am -
3 stops32h 24m
Mon 11/304:15 pm -
2 stops20h 18m
Deal found 10/23![Multiple Airlines logo]()
$613
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/199:30 am -
1 stop3h 00m
Sun 11/222:20 pm -
1 stop4h 44m
Deal found 10/26![Delta logo]()
$405
This Mytrip deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/231:16 pm -
2 stops19h 23m
Mon 11/307:10 pm -
2 stops17h 23m
Deal found 10/25![Multiple Airlines logo]()
$623
This oojo deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/79:37 am -
2 stops13h 03m
Thu 12/105:30 am -
2 stops13h 31m
Deal found 10/26![WestJet logo]()
$1,119
This Delta deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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
Fri 12/116:00 am -
1 stop8h 01m
Deal found 10/25![Delta logo]()
$410
This Kiwi.com deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/238:42 pm -
1 stop19h 03m
Mon 11/307:05 am -
2 stops29h 28m
Deal found 10/26![Multiple Airlines logo]()
$625
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/106:41 pm -
1 stop3h 26m
Thu 12/179:45 am -
1 stop4h 16m
Deal found 10/26![Delta logo]()
$410
This Kiwi.com deal was found by Cheapflights users on 10/21. 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.
Sun 12/68:37 pm -
1 stop19h 08m
Sun 12/133:30 pm -
2 stops25h 36m
Deal found 10/21![Multiple Airlines logo]()
$627
This Delta deal was found by Cheapflights users on 10/22. 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.
Tue 11/179:30 am -
1 stop3h 00m
Thu 11/196:00 am -
1 stop4h 46m
Deal found 10/22![Delta logo]()
$415
This Delta deal was found by Cheapflights users on 10/22. 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.
Mon 11/91:31 pm -
1 stop8h 56m
Sun 11/156:00 am -
1 stop7h 51m
Deal found 10/22![Delta logo]()
$416
This Mytrip deal was found by Cheapflights users on 10/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/65:02 pm -
3 stops18h 49m
Sun 12/136:20 am -
2 stops14h 22m
Deal found 10/22![Multiple Airlines logo]()
$680
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/56:00 am -
1 stop6h 47m
Mon 12/76:00 am -
1 stop8h 01m
Deal found 10/26![Delta logo]()
$422
Last-minute flights from Midway to CanadaDiscover last-minute flight deals from Midway to Canada. Data last updated October 26, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Canada. Data last updated October 26, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/119:30 am -
1 stop6h 50m
Tue 11/2412:15 pm -
1 stop6h 49m
Deal found 10/26![Delta logo]()
$351
This Kiwi.com deal was found by Cheapflights users on 10/23. 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.
Wed 11/116:08 am -
2 stops32h 12m
Tue 11/247:15 am -
1 stop13h 32m
Deal found 10/23![Multiple Airlines logo]()
$360
This Kissandfly.com deal was found by Cheapflights users on 10/21. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/129:30 am -
1 stop6h 50m
Mon 11/1612:15 pm -
1 stop6h 49m
Deal found 10/21![KLM logo]()
$291
This Delta deal was found by Cheapflights users on 10/22. 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 11/129:30 am -
1 stop6h 50m
Mon 11/1612:15 pm -
1 stop6h 49m
Deal found 10/22![Delta logo]()
$302
This Delta deal was found by Cheapflights users on 10/22. 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 11/139:30 am -
1 stop6h 50m
Sun 11/156:00 am -
1 stop4h 46m
Deal found 10/22![Delta logo]()
$324
This Delta deal was found by Cheapflights users on 10/23. 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.
Sat 11/141:31 pm -
1 stop8h 56m
Mon 11/166:00 am -
1 stop7h 51m
Deal found 10/23![Delta logo]()
$331
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/199:30 am -
1 stop6h 50m
Sun 11/229:45 am -
1 stop4h 06m
Deal found 10/26![Delta logo]()
$303
This Delta deal was found by Cheapflights users on 10/22. 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 11/199:30 am -
1 stop3h 00m
Thu 11/266:00 am -
1 stop6h 25m
Deal found 10/22![Delta logo]()
$340
This Delta deal was found by Cheapflights users on 10/23. 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.
Sat 11/211:31 pm -
1 stop8h 26m
Sat 11/2812:15 pm -
1 stop6h 49m
Deal found 10/23![Delta logo]()
$326
This Delta deal was found by Cheapflights users on 10/22. 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.
Tue 11/249:30 am -
1 stop3h 00m
Fri 11/276:00 am -
1 stop6h 25m
Deal found 10/22![Delta logo]()
$362
This Delta deal was found by Cheapflights users on 10/23. 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.
Tue 11/241:31 pm -
1 stop8h 56m
Fri 11/272:43 pm -
1 stop9h 11m
Deal found 10/23![Delta logo]()
$366
This Delta deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/275:29 pm -
1 stop5h 01m
Mon 11/306:00 am -
1 stop7h 51m
Deal found 10/25![Delta logo]()
$344
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 October 26, 2026.
Search for one-way flight options from Midway to Canada. Find affordable one-way fares based on user searches. Data last updated October 26, 2026.
This Delta deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 10/25![Delta logo]()
$122
This FlightHub deal was found by Cheapflights users on 10/22. 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 FlightHub 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 10/22![WestJet logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/910:40 am -
2 stops25h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Multiple Airlines logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 10/24. 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.
Mon 11/96:42 pm -
2 stops41h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Multiple Airlines logo]()
$130
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 11/166:08 am -
2 stops29h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Multiple Airlines logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 10/23. 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.
Fri 12/115:02 pm -
2 stops42h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Multiple Airlines logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/910:40 am -
2 stops29h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Multiple Airlines logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 10/22. 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.
Fri 11/278:51 am -
2 stops32h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Multiple Airlines logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/36:01 am -
2 stops15h 54m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Multiple Airlines logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 10/23. 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.
Mon 12/75:02 pm -
2 stops42h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Multiple Airlines logo]()
$156
This Kiwi.com deal was found by Cheapflights users on 10/24. 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.
Wed 11/259:07 am -
2 stops50h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Multiple Airlines logo]()
$159
This FlightHub deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/101:59 pm -
1 stop4h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![WestJet logo]()
$162
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 October 26, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $291 (Kissandfly.com) |
One-way from | $122 (Delta) |
Popular in | October |
Cheapest in | January |
Average price | $334 |
Good round-trip deal | $319 or less |
Good one-way deal | $184 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 October 26, 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 - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Wed 11/25
9:30 am-1:30 pm
1 stop3h 00m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$122
ChicagoToronto
MDW Chicago Midway - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Wed 4/21
1:00 pm-5:22 pm
1 stop3h 22m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$122
ChicagoToronto
MDW Chicago Midway - YTZ Toronto Island
MDWYTZ
Chicago Midway
Wed 12/9
10:40 am-12:50 pm
2 stops25h 10m
Toronto Island
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$128
ChicagoToronto
MDW Chicago Midway - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Fri 1/1
6:15 pm-10:59 pm
1 stop3h 44m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$133
ChicagoToronto
MDW Chicago Midway - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Sat 2/13
9:30 am-4:04 pm
1 stop5h 34m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$133
ChicagoToronto
MDW Chicago Midway - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Tue 1/5
1:00 pm-7:07 pm
1 stop5h 07m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$133
ChicagoToronto
MDW Chicago Midway - YTZ Toronto Island
MDWYTZ
Chicago Midway
Mon 11/9
6:42 pm-12:50 pm
2 stops41h 08m
Toronto Island
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$155
ChicagoToronto
MDW Chicago Midway - YTZ Toronto Island
MDWYTZ
Chicago Midway
Mon 12/7
5:02 pm-12:50 pm
2 stops42h 48m
Toronto Island
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$156
ChicagoToronto
MDW Chicago Midway - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Sun 12/6
1:41 pm-11:07 pm
1 stop8h 26m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$171
ChicagoToronto
MDW Chicago Midway - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Mon 11/16
9:30 am-5:20 pm
1 stop6h 50m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$171
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-YUL
MDW-YWG
MDW-YOW
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-YUL
MDW-YWG
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 October 26, 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 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 October 26, 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
Entertainment
6.9
Overall
8.0
Food
7.6
Boarding
8.2
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentD,Sep 2026
YHM - YVR
Crew
8.6
Entertainment
6.9
Overall
8.0
Food
7.6
Boarding
8.2
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentD,Sep 2026
YHM - YVR
Crew
8.6
Entertainment
6.9
Overall
8.0
Food
7.6
Boarding
8.2
Comfort
8.0
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
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 October 26, 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 7,457,451 searches. Data last updated October 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$88 | Average$387 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$193 | Average$307 | FlexibilityNo cancel fee | On-time52% |