$79+ 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 5/26. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YYZ
May 10 — May 171
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Canada with Cheapflights
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Cheapest flights from Midway to CanadaExplore the most affordable flight options available from Midway to Canada. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 10, 2026.
Explore the most affordable flight options available from Midway to Canada. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/93:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Sat 6/138:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 4/7![Porter Airlines logo]()
$216
This Kiwi.com deal was found by Cheapflights users on 4/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/93:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Wed 8/191:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 4/9![Porter Airlines logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 4/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/113:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Sat 6/208:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 4/7![Porter Airlines logo]()
$218
This Trip.com deal was found by Cheapflights users on 4/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/253:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Sun 5/318:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 4/9![Porter Airlines logo]()
$219
This Kiwi.com deal was found by Cheapflights users on 4/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1210:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Sun 8/168:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 4/9![Porter Airlines logo]()
$220
This Trip.com deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/73:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Sun 5/108:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 4/6![Porter Airlines logo]()
$221
This Kiwi.com deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1210:30 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Wed 5/131:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 4/6![Porter Airlines logo]()
$222
This Gotogate deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/83:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Mon 5/118:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 4/6![Porter Airlines logo]()
$223
This Kiwi.com deal was found by Cheapflights users on 4/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/810:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Sat 8/158:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 4/9![Porter Airlines logo]()
$224
This Kiwi.com deal was found by Cheapflights users on 4/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/110:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Wed 6/31:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 4/9![Porter Airlines logo]()
$225
This oojo deal was found by Cheapflights users on 4/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/83:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Sun 5/108:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 4/7![Porter Airlines logo]()
$226
This Kiwi.com deal was found by Cheapflights users on 4/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/103:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Thu 8/131:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 4/9![Porter Airlines logo]()
$227
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 April 10, 2026.
Discover carefully curated flight deals from Midway to Canada that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 10, 2026.
This Trip.com deal was found by Cheapflights users on 4/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/2410:30 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Sun 5/318:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 4/9![Porter Airlines logo]()
$239
This Delta deal was found by Cheapflights users on 4/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/269:22 am
MDW
- YYZ
1 stop6h 59m
Delta
Thu 5/2812:09 pm
YYZ
- MDW
1 stop7h 24m
Delta
Deal found 4/5![Delta logo]()
$247
This Trip.com deal was found by Cheapflights users on 4/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/263:20 pm
MDW
- YTZ
Nonstop1h 40m
Air Transat
Mon 6/291:45 pm
YTZ
- MDW
Nonstop1h 50m
Air Transat
Deal found 4/10![Air Transat logo]()
$261
This Trip.com deal was found by Cheapflights users on 4/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/2310:30 am
MDW
- YTZ
Nonstop1h 40m
Multiple Airlines
Sun 5/318:55 am
YTZ
- MDW
Nonstop1h 50m
Multiple Airlines
Deal found 4/9![Multiple Airlines logo]()
$306
This Kiwi.com deal was found by Cheapflights users on 4/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/510:30 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Wed 5/61:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 4/5![Porter Airlines logo]()
$241
This Delta deal was found by Cheapflights users on 4/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/239:54 am
MDW
- YYZ
1 stop7h 40m
Delta
Tue 7/712:09 pm
YYZ
- MDW
1 stop7h 16m
Delta
Deal found 4/5![Delta logo]()
$247
This Kiwi.com deal was found by Cheapflights users on 4/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/103:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Sun 6/148:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 4/8![Porter Airlines logo]()
$244
This Delta deal was found by Cheapflights users on 4/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/159:22 am
MDW
- YYZ
1 stop6h 59m
Delta
Wed 5/202:20 pm
YYZ
- MDW
1 stop5h 13m
Delta
Deal found 4/5![Delta logo]()
$247
This Delta deal was found by Cheapflights users on 4/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/149:23 am
MDW
- YYZ
1 stop8h 08m
Delta
Sun 5/174:04 pm
YYZ
- MDW
1 stop3h 29m
Delta
Deal found 4/5![Delta logo]()
$247
This Justfly.com deal was found by Cheapflights users on 4/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/263:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Mon 6/291:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 4/10![Porter Airlines logo]()
$248
This Delta deal was found by Cheapflights users on 4/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/66:38 pm
MDW
- YYZ
1 stop3h 18m
Delta
Tue 5/124:04 pm
YYZ
- MDW
1 stop3h 29m
Delta
Deal found 4/5![Delta logo]()
$247
This FlightHub deal was found by Cheapflights users on 4/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/99:23 am
MDW
- YWG
1 stop25h 31m
WestJet
Sat 5/166:15 am
YWG
- MDW
2 stops12h 18m
WestJet
Deal found 4/5![WestJet logo]()
$663
This Kiwi.com deal was found by Cheapflights users on 4/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/510:30 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Thu 5/71:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 4/5![Porter Airlines logo]()
$261
This Delta deal was found by Cheapflights users on 4/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/279:17 am
MDW
- YYZ
1 stop7h 07m
Delta
Sat 7/1812:09 pm
YYZ
- MDW
1 stop6h 53m
Delta
Deal found 4/5![Delta logo]()
$247
This Trip.com deal was found by Cheapflights users on 4/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/2410:30 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Wed 6/101:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 4/9![Porter Airlines logo]()
$263
This Kiwi.com deal was found by Cheapflights users on 4/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/510:30 am
MDW
- YOW
1 stop12h 50m
Multiple Airlines
Sat 5/96:25 pm
YOW
- MDW
1 stop16h 20m
Multiple Airlines
Deal found 4/10![Multiple Airlines logo]()
$395
This Delta deal was found by Cheapflights users on 4/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/86:36 pm
MDW
- YYZ
1 stop3h 23m
Delta
Sun 5/106:10 am
YYZ
- MDW
1 stop3h 33m
Delta
Deal found 4/5![Delta logo]()
$247
This Kiwi.com deal was found by Cheapflights users on 4/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/93:20 pm
MDW
- YHZ
1 stop17h 25m
Multiple Airlines
Sat 6/208:15 pm
YHZ
- MDW
1 stop20h 20m
Multiple Airlines
Deal found 4/5![Multiple Airlines logo]()
$396
This Justfly.com deal was found by Cheapflights users on 4/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2710:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Sat 7/188:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 4/5![Porter Airlines logo]()
$276
This Delta deal was found by Cheapflights users on 4/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/41:24 pm
MDW
- YYZ
1 stop8h 32m
Delta
Mon 5/1112:29 pm
YYZ
- MDW
1 stop6h 27m
Delta
Deal found 4/5![Delta logo]()
$252
This Kiwi.com deal was found by Cheapflights users on 4/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/27:34 pm
MDW
- YWG
2 stops39h 36m
Multiple Airlines
Sat 5/94:25 pm
YWG
- MDW
1 stop17h 20m
Multiple Airlines
Deal found 4/7![Multiple Airlines logo]()
$411
This Kiwi.com deal was found by Cheapflights users on 4/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/2810:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Mon 6/291:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 4/10![Porter Airlines logo]()
$287
This Delta deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/169:22 am
MDW
- YYZ
1 stop3h 08m
Delta
Tue 5/192:20 pm
YYZ
- MDW
1 stop5h 13m
Delta
Deal found 4/6![Delta logo]()
$268
This Delta deal was found by Cheapflights users on 4/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/239:22 am
MDW
- YYZ
1 stop6h 59m
Delta
Sat 5/304:10 pm
YYZ
- MDW
1 stop3h 23m
Delta
Deal found 4/7![Delta logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 4/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1110:25 am
MDW
- YHZ
1 stop9h 00m
Multiple Airlines
Tue 6/236:55 am
YHZ
- MDW
2 stops9h 40m
Multiple Airlines
Deal found 4/8![Multiple Airlines logo]()
$447
This KAYAK deal was found by Cheapflights users on 4/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/410:30 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Fri 5/81:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 4/9![Porter Airlines logo]()
$309
This Delta deal was found by Cheapflights users on 4/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/89:22 am
MDW
- YYZ
1 stop3h 08m
Delta
Mon 5/114:04 pm
YYZ
- MDW
1 stop3h 29m
Delta
Deal found 4/7![Delta logo]()
$268
This Porter Airlines deal was found by Cheapflights users on 4/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/93:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Mon 7/138:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 4/9![Porter Airlines logo]()
$312
This Kiwi.com deal was found by Cheapflights users on 4/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/42:15 pm
MDW
- YWG
2 stops25h 10m
Multiple Airlines
Mon 5/116:05 pm
YWG
- MDW
1 stop15h 40m
Multiple Airlines
Deal found 4/5![Multiple Airlines logo]()
$457
This FlightHub deal was found by Cheapflights users on 4/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/59:22 am
MDW
- YWG
2 stops7h 53m
WestJet
Sun 6/76:15 am
YWG
- MDW
2 stops12h 16m
WestJet
Deal found 4/7![WestJet logo]()
$678
Last-minute flights from Midway to CanadaDiscover last-minute flight deals from Midway to Canada. Data last updated April 10, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Canada. Data last updated April 10, 2026 and is based on user searches.
This Trip.com deal was found by Cheapflights users on 4/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/63:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Wed 5/131:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 4/7![Porter Airlines logo]()
$220
This Mytrip deal was found by Cheapflights users on 4/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/73:20 pm
MDW
- YTZ
Nonstop1h 40m
Multiple Airlines
Mon 5/111:45 pm
YTZ
- MDW
Nonstop1h 50m
Multiple Airlines
Deal found 4/9![Multiple Airlines logo]()
$217
This Trip.com deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/73:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Sun 5/108:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 4/6![Porter Airlines logo]()
$221
This Trip.com deal was found by Cheapflights users on 4/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/73:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Thu 5/148:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 4/9![Porter Airlines logo]()
$231
This Gotogate deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/83:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Mon 5/118:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 4/6![Porter Airlines logo]()
$223
This oojo deal was found by Cheapflights users on 4/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/83:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Sun 5/108:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 4/7![Porter Airlines logo]()
$226
This Kiwi.com deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1210:30 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Wed 5/131:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 4/6![Porter Airlines logo]()
$222
This Mytrip deal was found by Cheapflights users on 4/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/143:20 pm
MDW
- YTZ
Nonstop1h 40m
Multiple Airlines
Mon 5/188:55 am
YTZ
- MDW
Nonstop1h 50m
Multiple Airlines
Deal found 4/8![Multiple Airlines logo]()
$218
This Trip.com deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/143:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Fri 5/158:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 4/6![Porter Airlines logo]()
$229
This Kiwi.com deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/153:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Mon 5/188:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 4/6![Porter Airlines logo]()
$224
This Trip.com deal was found by Cheapflights users on 4/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/253:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Sun 5/318:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 4/9![Porter Airlines logo]()
$219
This Trip.com deal was found by Cheapflights users on 4/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/283:20 pm
MDW
- YUL
1 stop5h 50m
Porter Airlines
Mon 6/86:30 am
YUL
- MDW
1 stop4h 10m
Porter Airlines
Deal found 4/7![Porter Airlines logo]()
$232
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 April 10, 2026.
Search for one-way flight options from Midway to Canada. Find affordable one-way fares based on user searches. Data last updated April 10, 2026.
This eDestinos deal was found by Cheapflights users on 4/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/2610:30 am
MDW
- YUL
1 stop6h 45m
Porter Airlines
Deal found 4/7![Porter Airlines logo]()
$79
This oojo deal was found by Cheapflights users on 4/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/303:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 4/8![Porter Airlines logo]()
$90
This Super.com deal was found by Cheapflights users on 4/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/103:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 4/10![Porter Airlines logo]()
$91
This Kiwi.com deal was found by Cheapflights users on 4/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/710:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 4/7![Porter Airlines logo]()
$92
This FlightHub deal was found by Cheapflights users on 4/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/303:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 4/10![Porter Airlines logo]()
$93
This Kiwi.com deal was found by Cheapflights users on 4/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/110:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 4/7![Porter Airlines logo]()
$94
This Delta deal was found by Cheapflights users on 4/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/66:38 pm
MDW
- YYZ
1 stop3h 18m
Delta
Deal found 4/5![Delta logo]()
$94
This FlightHub deal was found by Cheapflights users on 4/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/183:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 4/8![Porter Airlines logo]()
$95
This Trip.com deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/13:20 pm
MDW
- YTZ
Nonstop1h 40m
Air Transat
Deal found 4/6![Air Transat logo]()
$97
This SmartFares deal was found by Cheapflights users on 4/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/1710:30 am
MDW
- YTZ
Nonstop1h 40m
Air Transat
Deal found 4/10![Air Transat logo]()
$98
This Delta deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/259:20 am
MDW
- YYZ
1 stop8h 05m
Delta
Deal found 4/6![Delta logo]()
$98
This Justfly.com deal was found by Cheapflights users on 4/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2811:00 am
MDW
- YTZ
Nonstop1h 42m
Porter Airlines
Deal found 4/5![Porter Airlines logo]()
$100
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 April 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $216 (Kiwi.com) |
One-way from | $79 (eDestinos) |
Popular in | December |
Cheapest in | September |
Average price | $298 |
Good round-trip deal | $222 or less |
Good one-way deal | $111 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway to Canada that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 10, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Canada that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Sun 5/24
10:30 am-1:10 pm
Nonstop1h 40m
Toronto Island
Sun 5/31
8:55 am-9:45 am
Nonstop1h 50m
$239
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Tue 5/5
10:30 am-1:10 pm
Nonstop1h 40m
Toronto Island
Wed 5/6
1:45 pm-2:35 pm
Nonstop1h 50m
$241
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Wed 6/10
3:20 pm-6:00 pm
Nonstop1h 40m
Toronto Island
Sun 6/14
8:50 am-9:40 am
Nonstop1h 50m
$244
ChicagoToronto
MDW - YYZ
MDWYYZ
Chicago Midway
Tue 5/26
9:22 am-5:21 pm
1 stop6h 59m
Toronto Pearson Intl
Thu 5/28
12:09 pm-6:33 pm
1 stop7h 24m
$247
ChicagoToronto
MDW - YYZ
MDWYYZ
Chicago Midway
Tue 6/23
9:54 am-6:34 pm
1 stop7h 40m
Toronto Pearson Intl
Tue 7/7
12:09 pm-6:25 pm
1 stop7h 16m
$247
ChicagoToronto
MDW - YYZ
MDWYYZ
Chicago Midway
Fri 5/15
9:22 am-5:21 pm
1 stop6h 59m
Toronto Pearson Intl
Wed 5/20
2:20 pm-6:33 pm
1 stop5h 13m
$247
ChicagoToronto
MDW - YYZ
MDWYYZ
Chicago Midway
Thu 5/14
9:23 am-6:31 pm
1 stop8h 08m
Toronto Pearson Intl
Sun 5/17
4:04 pm-6:33 pm
1 stop3h 29m
$247
ChicagoToronto
MDW - YYZ
MDWYYZ
Chicago Midway
Wed 5/6
6:38 pm-10:56 pm
1 stop3h 18m
Toronto Pearson Intl
Tue 5/12
4:04 pm-6:33 pm
1 stop3h 29m
$247
ChicagoToronto
MDW - YYZ
MDWYYZ
Chicago Midway
Sat 6/27
9:17 am-5:24 pm
1 stop7h 07m
Toronto Pearson Intl
Sat 7/18
12:09 pm-6:02 pm
1 stop6h 53m
$247
ChicagoToronto
MDW - YYZ
MDWYYZ
Chicago Midway
Fri 5/8
6:36 pm-10:59 pm
1 stop3h 23m
Toronto Pearson Intl
Sun 5/10
6:10 am-8:43 am
1 stop3h 33m
$247
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-YUL
MDW-YTZ
MDW-YYZ
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-YUL
MDW-YTZ
MDW-YYZ
MDW-YWG
What is the cheapest month to book a flight from Chicago Midway Airport to Canada?
Currently, March is the cheapest month in which you can book a flight from Chicago Midway Airport to Canada (average of $92). 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 April 10, 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 118 minutes.
What is the most punctual flight time for Chicago to Canada flights?
Historically, flights departing in the evening are less likely to be delayed, whereas flights leaving at night tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Thursday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Chicago to Canada flights?
Over the last year, Porter Airlines have had the lowest number of delays on this route, with just 14% of flights being delayed.
Reviews of airlines servicing Canada
Get insights into the airlines that provide service to Canada. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Canada. Reviews last updated April 10, 2026.
Read through reviews of airlines operating flights from Chicago Midway Airport to Canada, such as Porter Airlines and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.0
Overall
8.0
Comfort
8.0
Food
7.6
Crew
8.6
Boarding
8.2
Reviews
1 / 20
10.0
ExcellentJohn,Mar 2026
YYZ - PVR
Entertainment
7.0
Overall
8.0
Comfort
8.0
Food
7.6
Crew
8.6
Boarding
8.2
Reviews
1 / 20
10.0
ExcellentJohn,Mar 2026
YYZ - PVR
Entertainment
7.0
Overall
8.0
Comfort
8.0
Food
7.6
Crew
8.6
Boarding
8.2
Reviews
1 / 20
10.0
ExcellentJohn,Mar 2026
YYZ - PVR
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 April 10, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Midway to Canada flights
Consider these flights traveling from Midway to Canada.
Fly to Canada regions
Consider these flights traveling to Canada regions.
Top 2 airlines flying from Midway to Canada
Discover the top 2 airlines that operate flights from Midway to Canada. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$88 | Average$303 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$172 | Average$236 | FlexibilityNo cancel fee | On-time52% |