$103+ Cheap flights from Midway (MDW) to Canada
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/18. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YYZ
Sep 29 — Oct 61
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Canada with Cheapflights
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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Midway to CanadaExplore the most affordable flight options available from Midway to Canada. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 30, 2026.
Explore the most affordable flight options available from Midway to Canada. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 30, 2026.
This FlightHub deal was found by Cheapflights users on 8/27. 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.
Fri 9/2511:45 am -
Nonstop1h 40m
Fri 10/21:45 pm -
Nonstop1h 50m
Deal found 8/27![Multiple Airlines logo]()
$233
This oojo deal was found by Cheapflights users on 8/28. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/213:20 pm -
Nonstop1h 40m
Mon 9/281:45 pm -
Nonstop1h 50m
Deal found 8/28![Porter Airlines logo]()
$234
This Flightnetwork deal was found by Cheapflights users on 8/26. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1011:45 am -
Nonstop1h 40m
Sat 10/171:45 pm -
Nonstop1h 50m
Deal found 8/26![Multiple Airlines logo]()
$236
This Mytrip deal was found by Cheapflights users on 8/25. 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.
Fri 10/93:20 pm -
Nonstop1h 40m
Fri 10/161:45 pm -
Nonstop1h 50m
Deal found 8/25![Porter Airlines logo]()
$237
This Kiwi.com deal was found by Cheapflights users on 8/26. 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.
Thu 10/111:45 am -
Nonstop1h 40m
Sun 10/41:45 pm -
Nonstop1h 50m
Deal found 8/26![Porter Airlines logo]()
$239
This FlightHub deal was found by Cheapflights users on 8/25. 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.
Wed 10/73:20 pm -
Nonstop1h 40m
Sun 10/1110:10 am -
Nonstop1h 50m
Deal found 8/25![Porter Airlines logo]()
$241
This FlightHub deal was found by Cheapflights users on 8/25. 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.
Mon 10/53:20 pm -
Nonstop1h 40m
Wed 10/710:10 am -
Nonstop1h 50m
Deal found 8/25![Porter Airlines logo]()
$243
This Trip.com deal was found by Cheapflights users on 8/28. 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 9/2511:45 am -
Nonstop1h 40m
Sun 9/2710:10 am -
Nonstop1h 50m
Deal found 8/28![Multiple Airlines logo]()
$244
This Justfly.com deal was found by Cheapflights users on 8/27. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/283:20 pm -
Nonstop1h 40m
Tue 9/2910:10 am -
Nonstop1h 50m
Deal found 8/27![Porter Airlines logo]()
$245
This FlightHub deal was found by Cheapflights users on 8/27. 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.
Thu 10/153:20 pm -
Nonstop1h 40m
Sun 10/1810:10 am -
Nonstop1h 50m
Deal found 8/27![Multiple Airlines logo]()
$248
This Flightnetwork deal was found by Cheapflights users on 8/25. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/711:45 am -
Nonstop1h 40m
Wed 10/1410:10 am -
Nonstop1h 50m
Deal found 8/25![Multiple Airlines logo]()
$249
This Delta deal was found by Cheapflights users on 8/28. 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.
Sat 9/196:40 pm -
1 stop3h 19m
Sun 9/209:45 am -
1 stop3h 54m
Deal found 8/28![Delta logo]()
$279
Best flights from Midway to CanadaDiscover carefully curated flight deals from Midway to Canada that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 30, 2026.
Discover carefully curated flight deals from Midway to Canada that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 30, 2026.
This Porter Airlines deal was found by Cheapflights users on 8/26. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/211:45 am -
Nonstop1h 40m
Tue 10/610:10 am -
Nonstop1h 50m
Deal found 8/26![Porter Airlines logo]()
$265
This Delta deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/196:40 pm -
1 stop3h 19m
Wed 9/2312:08 pm -
1 stop7h 25m
Deal found 8/24![Delta logo]()
$280
This Kiwi.com deal was found by Cheapflights users on 8/25. 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 10/711:45 am -
Nonstop1h 40m
Wed 10/148:30 pm -
2 stops22h 15m
Deal found 8/25![Multiple Airlines logo]()
$380
This Super.com deal was found by Cheapflights users on 8/28. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/293:20 pm -
Nonstop1h 40m
Fri 10/21:45 pm -
Nonstop1h 50m
Deal found 8/28![Porter Airlines logo]()
$272
This Delta deal was found by Cheapflights users on 8/25. 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 9/159:29 am -
1 stop4h 46m
Thu 9/176:00 am -
1 stop4h 07m
Deal found 8/25![Delta logo]()
$280
This Delta deal was found by Cheapflights users on 8/26. 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 10/59:29 am -
1 stop6h 51m
Wed 10/76:00 am -
1 stop4h 17m
Deal found 8/26![Delta logo]()
$299
This KAYAK deal was found by Cheapflights users on 8/25. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/213:20 pm -
Nonstop1h 40m
Wed 9/231:45 pm -
Nonstop1h 50m
Deal found 8/25![Porter Airlines logo]()
$300
This Delta deal was found by Cheapflights users on 8/26. 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 10/71:27 pm -
1 stop8h 29m
Wed 10/142:26 pm -
1 stop4h 34m
Deal found 8/26![Delta logo]()
$299
This KAYAK deal was found by Cheapflights users on 8/26. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2111:45 am -
Nonstop1h 40m
Thu 9/2410:10 am -
Nonstop1h 50m
Deal found 8/26![Porter Airlines logo]()
$300
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 10/53:20 pm -
Nonstop1h 40m
Wed 10/78:30 pm -
2 stops22h 15m
Deal found 8/26![Multiple Airlines logo]()
$390
This Delta deal was found by Cheapflights users on 8/25. 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 10/29:29 am -
1 stop6h 51m
Mon 10/512:08 pm -
1 stop7h 25m
Deal found 8/25![Delta logo]()
$299
This Kiwi.com deal was found by Cheapflights users on 8/29. 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.
Thu 9/173:20 pm -
Nonstop1h 40m
Mon 9/281:45 pm -
Nonstop1h 50m
Deal found 8/29![Porter Airlines logo]()
$303
This FlightHub deal was found by Cheapflights users on 8/28. 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.
Fri 10/169:29 am -
2 stops7h 46m
Tue 10/207:45 am -
2 stops10h 15m
Deal found 8/28![WestJet logo]()
$820
This Delta deal was found by Cheapflights users on 8/26. 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 10/101:27 pm -
1 stop8h 29m
Sat 10/1712:10 pm -
1 stop6h 50m
Deal found 8/26![Delta logo]()
$299
This Trip.com deal was found by Cheapflights users on 8/27. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/113:20 pm -
Nonstop1h 40m
Sun 10/181:45 pm -
Nonstop1h 50m
Deal found 8/27![Porter Airlines logo]()
$309
This Kiwi.com deal was found by Cheapflights users on 8/26. 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.
Fri 9/253:20 pm -
1 stop8h 00m
Sun 9/276:55 am -
1 stop8h 40m
Deal found 8/26![Multiple Airlines logo]()
$414
This Delta deal was found by Cheapflights users on 8/26. 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.
Fri 9/259:29 am -
1 stop6h 51m
Tue 9/296:00 am -
1 stop7h 39m
Deal found 8/26![Delta logo]()
$318
This Kiwi.com deal was found by Cheapflights users on 8/25. 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.
Thu 9/243:20 pm -
1 stop10h 15m
Mon 9/286:00 am -
1 stop28h 00m
Deal found 8/25![Multiple Airlines logo]()
$425
This Trip.com deal was found by Cheapflights users on 8/29. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/311:45 am -
Nonstop1h 40m
Wed 10/71:45 pm -
Nonstop1h 50m
Deal found 8/29![Porter Airlines logo]()
$333
This Delta deal was found by Cheapflights users on 8/28. 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.
Tue 9/82:00 pm -
1 stop7h 42m
Tue 9/156:35 am -
1 stop5h 45m
Deal found 8/28![Delta logo]()
$333
This Trip.com deal was found by Cheapflights users on 8/28. 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.
Thu 10/153:20 pm -
Nonstop1h 40m
Sun 10/1810:10 am -
Nonstop1h 50m
Deal found 8/28![Porter Airlines logo]()
$371
This Delta deal was found by Cheapflights users on 8/26. 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 11/71:27 pm -
1 stop8h 58m
Tue 11/106:00 am -
1 stop4h 42m
Deal found 8/26![Delta logo]()
$360
This Porter Airlines deal was found by Cheapflights users on 8/25. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1911:45 am -
1 stop5h 27m
Tue 9/229:00 am -
1 stop6h 35m
Deal found 8/25![Porter Airlines logo]()
$386
This Delta deal was found by Cheapflights users on 8/25. 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.
Sat 9/196:40 pm -
1 stop3h 47m
Wed 9/306:00 am -
1 stop4h 07m
Deal found 8/25![Delta logo]()
$360
This Kiwi.com deal was found by Cheapflights users on 8/25. 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.
Sat 10/1711:45 am -
1 stop6h 22m
Mon 10/198:55 pm -
2 stops13h 22m
Deal found 8/25![Multiple Airlines logo]()
$615
This oojo deal was found by Cheapflights users on 8/25. 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.
Fri 10/169:29 am -
2 stops11h 46m
Mon 10/196:00 am -
2 stops33h 47m
Deal found 8/25![WestJet logo]()
$826
This Porter Airlines deal was found by Cheapflights users on 8/27. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2111:45 am -
1 stop5h 27m
Sat 10/246:30 am -
1 stop5h 30m
Deal found 8/27![Porter Airlines logo]()
$386
This Delta deal was found by Cheapflights users on 8/25. 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.
Sat 11/146:44 pm -
1 stop3h 43m
Tue 11/176:00 am -
1 stop7h 51m
Deal found 8/25![Delta logo]()
$360
This Porter Airlines deal was found by Cheapflights users on 8/28. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1711:45 am -
1 stop5h 27m
Tue 10/206:30 am -
1 stop5h 30m
Deal found 8/28![Porter Airlines logo]()
$386
This Delta deal was found by Cheapflights users on 8/29. 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 10/1412:27 pm -
1 stop9h 13m
Wed 10/217:45 am -
1 stop8h 02m
Deal found 8/29![Delta logo]()
$364
Last-minute flights from Midway to CanadaDiscover last-minute flight deals from Midway to Canada. Data last updated August 30, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Canada. Data last updated August 30, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/27. 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.
Tue 9/1511:45 am -
Nonstop1h 40m
Sat 9/1910:10 am -
Nonstop1h 50m
Deal found 8/27![Porter Airlines logo]()
$276
This Trip.com deal was found by Cheapflights users on 8/27. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1511:45 am -
Nonstop1h 40m
Thu 9/1710:10 am -
Nonstop1h 50m
Deal found 8/27![Porter Airlines logo]()
$277
This Super.com deal was found by Cheapflights users on 8/28. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/163:20 pm -
Nonstop1h 40m
Sat 9/191:45 pm -
Nonstop1h 50m
Deal found 8/28![Porter Airlines logo]()
$268
This Super.com deal was found by Cheapflights users on 8/27. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1611:45 am -
Nonstop1h 40m
Sun 9/2010:10 am -
Nonstop1h 50m
Deal found 8/27![Porter Airlines logo]()
$271
This Super.com deal was found by Cheapflights users on 8/28. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/163:20 pm -
Nonstop1h 40m
Fri 9/1810:10 am -
Nonstop1h 50m
Deal found 8/28![Porter Airlines logo]()
$275
This Kiwi.com deal was found by Cheapflights users on 8/29. 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 9/1911:45 am -
Nonstop1h 40m
Sat 10/310:10 am -
Nonstop1h 50m
Deal found 8/29![Porter Airlines logo]()
$260
This oojo deal was found by Cheapflights users on 8/28. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/213:20 pm -
Nonstop1h 40m
Mon 9/281:45 pm -
Nonstop1h 50m
Deal found 8/28![Porter Airlines logo]()
$234
This FlightHub deal was found by Cheapflights users on 8/27. 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.
Fri 9/2511:45 am -
Nonstop1h 40m
Fri 10/21:45 pm -
Nonstop1h 50m
Deal found 8/27![Multiple Airlines logo]()
$233
This Trip.com deal was found by Cheapflights users on 8/28. 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 9/2511:45 am -
Nonstop1h 40m
Sun 9/2710:10 am -
Nonstop1h 50m
Deal found 8/28![Multiple Airlines logo]()
$244
This Justfly.com deal was found by Cheapflights users on 8/27. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/283:20 pm -
Nonstop1h 40m
Tue 9/2910:10 am -
Nonstop1h 50m
Deal found 8/27![Porter Airlines logo]()
$245
This Super.com deal was found by Cheapflights users on 8/28. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/293:20 pm -
Nonstop1h 40m
Fri 10/21:45 pm -
Nonstop1h 50m
Deal found 8/28![Porter Airlines logo]()
$272
This Super.com deal was found by Cheapflights users on 8/28. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/3011:45 am -
Nonstop1h 40m
Sat 10/310:10 am -
Nonstop1h 50m
Deal found 8/28![Porter Airlines logo]()
$251
One-way flights from Midway to CanadaSearch for one-way flight options from Midway to Canada. Find affordable one-way fares based on user searches. Data last updated August 30, 2026.
Search for one-way flight options from Midway to Canada. Find affordable one-way fares based on user searches. Data last updated August 30, 2026.
This Trip.com deal was found by Cheapflights users on 8/27. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/183:20 pm -
Nonstop1h 40m
Deal found 8/27![Porter Airlines logo]()
$103
This Kiwi.com deal was found by Cheapflights users on 8/25. 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.
Sat 10/243:20 pm -
Nonstop1h 40m
Deal found 8/25![Porter Airlines logo]()
$104
This iWofly deal was found by Cheapflights users on 8/25. 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 iWofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/233:20 pm -
Nonstop1h 40m
Deal found 8/25![Porter Airlines logo]()
$107
This Delta deal was found by Cheapflights users on 8/29. 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 9/279:29 am -
1 stop3h 05m
Deal found 8/29![Delta logo]()
$111
This Porter Airlines deal was found by Cheapflights users on 8/29. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2011:45 am -
Nonstop1h 40m
Deal found 8/29![Porter Airlines logo]()
$115
This Delta deal was found by Cheapflights users on 8/25. 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 10/66:44 pm -
1 stop3h 12m
Deal found 8/25![Delta logo]()
$120
This FlightHub deal was found by Cheapflights users on 8/25. 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 9/269:29 am -
1 stop4h 46m
Deal found 8/25![WestJet logo]()
$131
This Delta deal was found by Cheapflights users on 8/29. 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 11/2410:34 am -
2 stops14h 43m
Deal found 8/29![Delta logo]()
$140
This Justfly.com deal was found by Cheapflights users on 8/26. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/279:29 am -
1 stop3h 05m
Deal found 8/26![WestJet logo]()
$140
This Delta deal was found by Cheapflights users on 8/25. 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 9/302:00 pm -
1 stop7h 42m
Deal found 8/25![Delta logo]()
$146
This Trip.com deal was found by Cheapflights users on 8/27. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/211:45 am -
1 stop5h 27m
Deal found 8/27![Porter Airlines logo]()
$148
This Trip.com deal was found by Cheapflights users on 8/26. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/163:20 pm -
1 stop4h 52m
Deal found 8/26![Porter Airlines logo]()
$149
Find flight deals from Midway to Canada
Keep the following information in mind while searching for Midway to Canada flight deals. Data was last updated August 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $233 (FlightHub) |
One-way from | $103 (Trip.com) |
Popular in | August |
Cheapest in | March |
Average price | $311 |
Good round-trip deal | $207 or less |
Good one-way deal | $155 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway to Canada that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated August 30, 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
Fri 10/2
11:45 am-2:25 pm
Nonstop1h 40m
Toronto Island
Tue 10/6
10:10 am-11:00 am
Nonstop1h 50m
$265
ChicagoToronto
MDW Chicago Midway - YTZ Toronto Island
MDWYTZ
Chicago Midway
Tue 9/29
3:20 pm-6:00 pm
Nonstop1h 40m
Toronto Island
Fri 10/2
1:45 pm-2:35 pm
Nonstop1h 50m
$272
ChicagoToronto
MDW Chicago Midway - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Sat 9/19
6:40 pm-10:59 pm
1 stop3h 19m
Toronto Pearson Intl
Wed 9/23
12:08 pm-6:33 pm
1 stop7h 25m
$280
ChicagoToronto
MDW Chicago Midway - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Tue 9/15
9:29 am-3:15 pm
1 stop4h 46m
Toronto Pearson Intl
Thu 9/17
6:00 am-9:07 am
1 stop4h 07m
$280
ChicagoToronto
MDW Chicago Midway - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Mon 10/5
9:29 am-5:20 pm
1 stop6h 51m
Toronto Pearson Intl
Wed 10/7
6:00 am-9:17 am
1 stop4h 17m
$299
ChicagoToronto
MDW Chicago Midway - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Wed 10/7
1:27 pm-10:56 pm
1 stop8h 29m
Toronto Pearson Intl
Wed 10/14
2:26 pm-6:00 pm
1 stop4h 34m
$299
ChicagoToronto
MDW Chicago Midway - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Fri 10/2
9:29 am-5:20 pm
1 stop6h 51m
Toronto Pearson Intl
Mon 10/5
12:08 pm-6:33 pm
1 stop7h 25m
$299
ChicagoToronto
MDW Chicago Midway - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Sat 10/10
1:27 pm-10:56 pm
1 stop8h 29m
Toronto Pearson Intl
Sat 10/17
12:10 pm-6:00 pm
1 stop6h 50m
$299
ChicagoToronto
MDW Chicago Midway - YTZ Toronto Island
MDWYTZ
Chicago Midway
Mon 9/21
3:20 pm-6:00 pm
Nonstop1h 40m
Toronto Island
Wed 9/23
1:45 pm-2:35 pm
Nonstop1h 50m
$300
ChicagoToronto
MDW Chicago Midway - YTZ Toronto Island
MDWYTZ
Chicago Midway
Mon 9/21
11:45 am-2:25 pm
Nonstop1h 40m
Toronto Island
Thu 9/24
10:10 am-11:00 am
Nonstop1h 50m
$300
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Midway to Canada
Have a flexible travel schedule? Discover the best time to fly to Canada from Midway with our price prediction graph.
MDW-YTZ
MDW-YYZ
MDW-YWG
MDW-YOW
MDW-YYC
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago Midway Airport to Canada
MDW-CA0
MDW-YTZ
MDW-YYZ
MDW-YWG
MDW-YOW
What is the cheapest month to book a flight from Chicago Midway Airport to Canada?
Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Canada (average of $205). Flying from Chicago Midway Airport to Canada in February is currently the most expensive (average of $656). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from MDW to CA?
Find hourly flight availability from Midway to Canada. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 30, 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Canada as you normally would.
How often are flights from Chicago to Canada delayed?
About 15% of weekly flights between Chicago and Canada have experienced delays in the past year, with the average delay time being 110 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 15% of flights being delayed.
Reviews of airlines servicing Canada
Get insights into the airlines that provide service to Canada. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Canada. Reviews last updated August 30, 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.
Entertainment
6.9
Overall
8.0
Crew
8.6
Food
7.6
Comfort
8.0
Boarding
8.2
Reviews
1 / 20
10.0
ExcellentRegan,Aug 2026
YYZ - YVR
Entertainment
6.9
Overall
8.0
Crew
8.6
Food
7.6
Comfort
8.0
Boarding
8.2
Reviews
1 / 20
10.0
ExcellentRegan,Aug 2026
YYZ - YVR
Entertainment
6.9
Overall
8.0
Crew
8.6
Food
7.6
Comfort
8.0
Boarding
8.2
Reviews
1 / 20
10.0
ExcellentRegan,Aug 2026
YYZ - YVR
Related info for your journey
Find useful and relevant information for your journey from Midway to Canada. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Midway to Canada
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Complete your trip
Complete your trip to Canada by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Midway to Canada by cabin class
Find flights from Midway to Canada, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Midway and Canada flights
Browse other Midway and Canada flight options. Last updated on August 30, 2026.
Popular flight searches
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Midway to Canada flights
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Fly to Canada regions
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Top 2 airlines flying from Midway to Canada
Discover the top 2 airlines that operate flights from Midway to Canada. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated August 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$88 | Average$359 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$193 | Average$307 | FlexibilityNo cancel fee | On-time52% |