$137+ 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 10/20. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YYZ
Oct 29 — Nov 51
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Midway to Canada
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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 September 29, 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 September 29, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 10/213:20 pm -
Nonstop1h 40m
Sat 10/241:45 pm -
Nonstop1h 50m
Deal found 9/29![Porter Airlines logo]()
$317
This deal was found by Cheapflights users on 9/25. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/13:20 pm -
1 stop4h 52m
Sun 10/410:35 am -
1 stop5h 00m
Deal found 9/25![Porter Airlines logo]()
$333
This deal was found by Cheapflights users on 9/24. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/63:20 pm -
1 stop4h 52m
Wed 10/79:00 am -
1 stop6h 35m
Deal found 9/24![Porter Airlines logo]()
$334
This Kiwi.com deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 10/1711:45 am -
Nonstop1h 40m
Tue 10/2010:10 am -
Nonstop1h 50m
Deal found 9/29![Porter Airlines logo]()
$341
This Delta deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” 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 12/112:39 pm -
1 stop10h 28m
Sat 12/58:45 am -
1 stop7h 05m
Deal found 9/27![Delta logo]()
$345
This Trip.com deal was found by Cheapflights users on 9/25. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/143:20 pm -
1 stop4h 52m
Mon 10/196:30 am -
1 stop5h 30m
Deal found 9/25![Porter Airlines logo]()
$352
This FlightHub deal was found by Cheapflights users on 9/25. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1711:45 am -
1 stop5h 27m
Wed 10/216:30 am -
1 stop5h 30m
Deal found 9/25![Porter Airlines logo]()
$353
This Kiwi.com deal was found by Cheapflights users on 9/24. 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.
Fri 10/163:20 pm -
1 stop4h 52m
Mon 10/196:30 am -
1 stop5h 30m
Deal found 9/24![Porter Airlines logo]()
$358
This Kiwi.com deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 10/133:20 pm -
Nonstop1h 40m
Wed 10/1410:10 am -
Nonstop1h 50m
Deal found 9/29![Porter Airlines logo]()
$359
This deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/311:45 am -
1 stop5h 27m
Wed 10/76:30 am -
1 stop5h 30m
Deal found 9/27![Porter Airlines logo]()
$362
This Kiwi.com deal was found by Cheapflights users on 9/25. 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.
Mon 10/1911:45 am -
1 stop5h 27m
Fri 10/239:00 am -
1 stop6h 35m
Deal found 9/25![Porter Airlines logo]()
$366
This Delta deal was found by Cheapflights users on 9/25. 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.
Tue 12/812:39 pm -
1 stop10h 28m
Fri 12/118:45 am -
1 stop7h 05m
Deal found 9/25![Delta logo]()
$367
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 September 29, 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 September 29, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1911:45 am -
Nonstop1h 40m
Thu 10/221:45 pm -
Nonstop1h 50m
Deal found 9/29![Porter Airlines logo]()
$359
This Delta deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” 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 12/212:39 pm -
1 stop10h 28m
Fri 12/48:45 am -
1 stop7h 05m
Deal found 9/27![Delta logo]()
$375
This Mytrip deal was found by Cheapflights users on 9/26. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/56:16 am -
2 stops17h 54m
Thu 11/129:20 pm -
2 stops19h 27m
Deal found 9/26![Multiple Airlines logo]()
$562
This deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/311:45 am -
1 stop5h 27m
Wed 10/76:30 am -
1 stop5h 30m
Deal found 9/27![Porter Airlines logo]()
$362
This Delta deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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 52m
Tue 12/812:50 pm -
1 stop6h 11m
Deal found 9/28![Delta logo]()
$387
This Kiwi.com deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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 10/2111:45 am -
Nonstop1h 40m
Sat 10/2410:10 am -
Nonstop1h 50m
Deal found 9/28![Porter Airlines logo]()
$376
This Delta deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” 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 12/112:39 pm -
2 stops12h 42m
Sat 12/58:45 am -
2 stops8h 16m
Deal found 9/27![Delta logo]()
$390
This Super.com deal was found by Cheapflights users on 9/25. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/213:20 pm -
1 stop3h 55m
Sat 10/248:25 am -
1 stop7h 10m
Deal found 9/25![Porter Airlines logo]()
$394
This oojo deal was found by Cheapflights users on 9/25. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/1312:27 pm -
1 stop10h 52m
Tue 12/812:54 pm -
1 stop23h 05m
Deal found 9/25![WestJet logo]()
$974
This Delta deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 11/226:44 pm -
1 stop3h 43m
Wed 11/256:00 am -
1 stop7h 51m
Deal found 9/29![Delta logo]()
$409
This FlightHub deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” 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 10/213:20 pm -
1 stop3h 55m
Fri 10/2310:00 am -
1 stop5h 35m
Deal found 9/27![Porter Airlines logo]()
$404
This Delta deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 10/219:29 am -
1 stop6h 50m
Sat 10/246:00 am -
1 stop7h 47m
Deal found 9/29![Delta logo]()
$412
This Kiwi.com deal was found by Cheapflights users on 9/26. 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.
Sat 10/2411:45 am -
1 stop6h 22m
Sun 11/14:15 pm -
2 stops26h 32m
Deal found 9/26![Multiple Airlines logo]()
$566
This Trip.com deal was found by Cheapflights users on 9/25. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/153:20 pm -
Nonstop1h 40m
Tue 10/2010:10 am -
Nonstop1h 50m
Deal found 9/25![Porter Airlines logo]()
$405
This Delta deal was found by Cheapflights users on 9/25. 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.
Tue 11/1012:30 pm -
1 stop10h 28m
Tue 11/178:45 am -
2 stops13h 09m
Deal found 9/25![Delta logo]()
$415
This Trip.com deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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 10/163:20 pm -
Nonstop1h 40m
Tue 10/2010:10 am -
Nonstop1h 50m
Deal found 9/28![Porter Airlines logo]()
$406
This Delta deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/79:29 am -
1 stop5h 46m
Wed 11/116:00 am -
1 stop7h 51m
Deal found 9/24![Delta logo]()
$421
This Mytrip deal was found by Cheapflights users on 9/25. 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 11/96:42 pm -
2 stops18h 48m
Mon 11/169:05 am -
2 stops15h 42m
Deal found 9/25![Multiple Airlines logo]()
$623
This Cheapflightsfares deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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 10/153:20 pm -
Nonstop1h 40m
Sun 10/181:45 pm -
Nonstop1h 50m
Deal found 9/28![Porter Airlines logo]()
$407
This Delta deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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 12/66:41 pm -
1 stop3h 52m
Wed 12/166:00 am -
1 stop4h 37m
Deal found 9/28![Delta logo]()
$421
This Kiwi.com deal was found by Cheapflights users on 9/25. 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.
Sun 10/183:20 pm -
Nonstop1h 40m
Sat 10/2410:10 am -
Nonstop1h 50m
Deal found 9/25![Porter Airlines logo]()
$407
This Delta deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/286:44 pm -
1 stop3h 43m
Wed 12/26:00 am -
1 stop8h 01m
Deal found 9/24![Delta logo]()
$421
This Cheapflightsfares deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/133:20 pm -
Nonstop1h 40m
Thu 10/151:45 pm -
Nonstop1h 50m
Deal found 9/27![Porter Airlines logo]()
$407
This Booking.com deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” 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 11/116:16 am -
2 stops17h 54m
Wed 11/189:20 pm -
3 stops33h 03m
Deal found 9/27![Multiple Airlines logo]()
$736
This Delta deal was found by Cheapflights users on 9/25. 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 11/2712:05 pm -
1 stop6h 42m
Tue 12/16:00 am -
1 stop4h 37m
Deal found 9/25![Delta logo]()
$421
This Kiwi.com deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/113:20 pm -
Nonstop1h 40m
Wed 10/1410:10 am -
Nonstop1h 50m
Deal found 9/27![Porter Airlines logo]()
$411
This oojo deal was found by Cheapflights users on 9/26. 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.
Wed 10/219:29 am -
2 stops13h 51m
Sat 10/246:25 pm -
2 stops24h 35m
Deal found 9/26![WestJet logo]()
$976
This Delta deal was found by Cheapflights users on 9/25. 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.
Mon 10/266:44 pm -
1 stop3h 41m
Sat 10/316:00 am -
1 stop7h 47m
Deal found 9/25![Delta logo]()
$421
This Mytrip deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 10/1311:45 am -
1 stop6h 35m
Tue 10/207:20 pm -
3 stops16h 40m
Deal found 9/29![Multiple Airlines logo]()
$765
This Kiwi.com deal was found by Cheapflights users on 9/25. 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.
Sun 10/1111:45 am -
Nonstop1h 40m
Thu 10/1510:10 am -
Nonstop1h 50m
Deal found 9/25![Porter Airlines logo]()
$414
Last-minute flights from Midway to CanadaDiscover last-minute flight deals from Midway to Canada. Data last updated September 29, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Canada. Data last updated September 29, 2026 and is based on user searches.
This deal was found by Cheapflights users on 9/24. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/63:20 pm -
1 stop4h 52m
Wed 10/79:00 am -
1 stop6h 35m
Deal found 9/24![Porter Airlines logo]()
$334
This Cheapflightsfares deal was found by Cheapflights users on 9/26. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/103:20 pm -
Nonstop1h 40m
Tue 10/1310:10 am -
Nonstop1h 50m
Deal found 9/26![Porter Airlines logo]()
$378
This Kiwi.com deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 10/133:20 pm -
Nonstop1h 40m
Wed 10/1410:10 am -
Nonstop1h 50m
Deal found 9/29![Porter Airlines logo]()
$359
This Kiwi.com deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 10/1311:45 am -
Nonstop1h 40m
Sat 10/1710:10 am -
Nonstop1h 50m
Deal found 9/29![Porter Airlines logo]()
$367
This Kiwi.com deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 10/1311:45 am -
Nonstop1h 40m
Sun 10/1810:10 am -
Nonstop1h 50m
Deal found 9/29![Porter Airlines logo]()
$381
This FlightHub deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 10/1311:45 am -
Nonstop1h 40m
Tue 10/201:45 pm -
Nonstop1h 50m
Deal found 9/29![Porter Airlines logo]()
$388
This Delta deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/139:29 am -
1 stop3h 07m
Wed 10/219:40 am -
1 stop4h 07m
Deal found 9/29![Delta logo]()
$412
This Delta deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 10/1512:27 pm -
1 stop9h 13m
Tue 10/207:45 am -
1 stop8h 02m
Deal found 9/29![Delta logo]()
$373
This Kiwi.com deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 10/1711:45 am -
Nonstop1h 40m
Tue 10/2010:10 am -
Nonstop1h 50m
Deal found 9/29![Porter Airlines logo]()
$341
This Kiwi.com deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 10/213:20 pm -
Nonstop1h 40m
Sat 10/241:45 pm -
Nonstop1h 50m
Deal found 9/29![Porter Airlines logo]()
$317
This Delta deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2712:27 pm -
1 stop9h 13m
Tue 11/38:45 am -
2 stops12h 48m
Deal found 9/29![Delta logo]()
$374
This Delta deal was found by Cheapflights users on 9/26. 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 10/2912:27 pm -
2 stops11h 43m
Sat 10/317:45 am -
1 stop8h 02m
Deal found 9/26![Delta logo]()
$370
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 September 29, 2026.
Search for one-way flight options from Midway to Canada. Find affordable one-way fares based on user searches. Data last updated September 29, 2026.
This deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/203:20 pm -
Nonstop1h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Porter Airlines logo]()
$137
This Super.com deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 10/2411:45 am -
Nonstop1h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Porter Airlines logo]()
$141
This Kiwi.com deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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 10/286:16 am -
2 stops32h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![Multiple Airlines logo]()
$147
This ezTravel 易遊網 deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure ezTravel 易遊網 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/223:20 pm -
Nonstop1h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Porter Airlines logo]()
$149
This FlightHub deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/193:20 pm -
Nonstop1h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![Porter Airlines logo]()
$152
This Delta deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 11/712:27 pm -
1 stop10h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Delta logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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 11/46:16 am -
2 stops32h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![Multiple Airlines logo]()
$155
This FlightHub deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/223:20 pm -
1 stop4h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![Porter Airlines logo]()
$156
This Delta deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2012:27 pm -
1 stop9h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Delta logo]()
$157
This Super.com deal was found by Cheapflights users on 9/26. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/213:20 pm -
1 stop4h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/26![Porter Airlines logo]()
$157
This Delta deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/1312:27 pm -
1 stop9h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Delta logo]()
$161
This Trip.com deal was found by Cheapflights users on 9/25. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/233:20 pm -
1 stop4h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![Porter Airlines logo]()
$161
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 September 29, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $317 (Kiwi.com) |
One-way from | $137 |
Popular in | August |
Cheapest in | January |
Average price | $301 |
Good round-trip deal | $205 or less |
Good one-way deal | $138 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 September 29, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Canada that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
ChicagoToronto
MDW Chicago Midway - YTZ Toronto Island
MDWYTZ
Chicago Midway
Thu 10/22
3:20 pm-6:00 pm
Nonstop1h 40m
Toronto Island
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$149
ChicagoMontreal
MDW Chicago Midway - YUL Montreal Pierre Elliott Trudeau Intl
MDWYUL
Chicago Midway
Thu 10/22
3:20 pm-9:12 pm
1 stop4h 52m
Montreal Pierre Elliott Trudeau Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$156
ChicagoCalgary
MDW Chicago Midway - YYC Calgary
MDWYYC
Chicago Midway
Tue 10/20
12:27 pm-8:40 pm
1 stop9h 13m
Calgary
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$157
ChicagoCalgary
MDW Chicago Midway - YYC Calgary
MDWYYC
Chicago Midway
Tue 10/13
12:27 pm-8:40 pm
1 stop9h 13m
Calgary
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$161
ChicagoMontreal
MDW Chicago Midway - YUL Montreal Pierre Elliott Trudeau Intl
MDWYUL
Chicago Midway
Tue 11/24
6:44 pm-11:27 pm
1 stop3h 43m
Montreal Pierre Elliott Trudeau Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$164
ChicagoToronto
MDW Chicago Midway - YTZ Toronto Island
MDWYTZ
Chicago Midway
Wed 10/14
11:45 am-2:25 pm
Nonstop1h 40m
Toronto Island
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$166
ChicagoCalgary
MDW Chicago Midway - YYC Calgary
MDWYYC
Chicago Midway
Tue 10/6
12:27 pm-8:40 pm
1 stop9h 13m
Calgary
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$171
ChicagoMontreal
MDW Chicago Midway - YUL Montreal Pierre Elliott Trudeau Intl
MDWYUL
Chicago Midway
Sun 10/25
6:44 pm-11:25 pm
1 stop3h 41m
Montreal Pierre Elliott Trudeau Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$171
ChicagoCalgary
MDW Chicago Midway - YYC Calgary
MDWYYC
Chicago Midway
Thu 11/12
12:30 pm-10:58 pm
1 stop10h 28m
Calgary
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$175
ChicagoToronto
MDW Chicago Midway - YTZ Toronto Island
MDWYTZ
Chicago Midway
Sat 10/10
3:20 pm-6:00 pm
Nonstop1h 40m
Toronto Island
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$176
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-YUL
MDW-YYC
MDW-YYZ
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-YTZ
MDW-YUL
MDW-YYC
MDW-YYZ
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 September 29, 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 September 29, 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
Comfort
8.0
Crew
8.6
Entertainment
7.0
Overall
8.0
Boarding
8.2
Reviews
1 / 20
8.0
ExcellentD,Sep 2026
YHM - YVR
Food
7.6
Comfort
8.0
Crew
8.6
Entertainment
7.0
Overall
8.0
Boarding
8.2
Reviews
1 / 20
8.0
ExcellentD,Sep 2026
YHM - YVR
Food
7.6
Comfort
8.0
Crew
8.6
Entertainment
7.0
Overall
8.0
Boarding
8.2
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 September 29, 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 September 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$88 | Average$387 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$193 | Average$303 | FlexibilityNo cancel fee | On-time52% |