$105+ 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 10/15. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YYZ
Oct 21 — Oct 281
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Canada with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Midway to CanadaExplore the most affordable flight options available from Midway to Canada. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 21, 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 21, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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
Fri 10/231:45 pm -
Nonstop1h 50m
Deal found 9/19![Porter Airlines logo]()
$213
This Kiwi.com deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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 10/2011:45 am -
Nonstop1h 40m
Sat 10/2410:10 am -
Nonstop1h 50m
Deal found 9/18![Porter Airlines logo]()
$214
This Kiwi.com deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 10/13:20 pm -
Nonstop1h 40m
Sun 10/410:10 am -
Nonstop1h 50m
Deal found 9/17![Porter Airlines logo]()
$215
This Trip.com deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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
Sun 10/410:10 am -
Nonstop1h 50m
Deal found 9/18![Porter Airlines logo]()
$216
This Trip.com deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 10/33:20 pm -
Nonstop1h 40m
Mon 10/510:10 am -
Nonstop1h 50m
Deal found 9/19![Porter Airlines logo]()
$217
This Trip.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/111:45 am -
Nonstop1h 40m
Wed 10/71:45 pm -
Nonstop1h 50m
Deal found 9/16![Porter Airlines logo]()
$219
This Trip.com deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 -
Nonstop1h 40m
Sun 10/410:10 am -
Nonstop1h 50m
Deal found 9/17![Porter Airlines logo]()
$221
This Cheapflightsfares deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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.
Sun 10/113:20 pm -
Nonstop1h 40m
Tue 10/131:45 pm -
Nonstop1h 50m
Deal found 9/17![Porter Airlines logo]()
$222
This Kiwi.com deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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 10/83:20 pm -
Nonstop1h 40m
Sun 10/1110:10 am -
Nonstop1h 50m
Deal found 9/20![Porter Airlines logo]()
$226
This Kissandfly.com deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/29:29 am -
1 stop6h 51m
Sun 10/46:00 am -
1 stop7h 39m
Deal found 9/18![KLM logo]()
$255
This Kissandfly.com deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/81:27 pm -
1 stop8h 29m
Sun 10/116:00 am -
1 stop7h 47m
Deal found 9/20![KLM logo]()
$256
This Kissandfly.com deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/19:29 am -
1 stop4h 46m
Sun 10/412:08 pm -
1 stop7h 25m
Deal found 9/17![KLM logo]()
$257
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 21, 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 21, 2026.
This Trip.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/193:20 pm -
Nonstop1h 40m
Tue 10/201:45 pm -
Nonstop1h 50m
Deal found 9/16![Porter Airlines logo]()
$213
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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
Sun 10/412:08 pm -
1 stop7h 25m
Deal found 9/16![Delta logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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 10/203:20 pm -
1 stop19h 07m
Tue 10/277:05 am -
2 stops17h 42m
Deal found 9/20![Multiple Airlines logo]()
$392
This Kiwi.com deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 10/1611:45 am -
Nonstop1h 40m
Sun 10/1810:10 am -
Nonstop1h 50m
Deal found 9/17![Porter Airlines logo]()
$216
This Trip.com deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/103:20 pm -
Nonstop1h 40m
Mon 10/121:45 pm -
Nonstop1h 50m
Deal found 9/21![Porter Airlines logo]()
$217
This Trip.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 -
Nonstop1h 40m
Tue 10/201:45 pm -
Nonstop1h 50m
Deal found 9/16![Porter Airlines logo]()
$217
This Delta deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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 10/96:44 pm -
1 stop3h 12m
Sun 10/1112:10 pm -
1 stop6h 50m
Deal found 9/18![Delta logo]()
$268
This Trip.com deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 10/13:20 pm -
Nonstop1h 40m
Sun 10/410:10 am -
Nonstop1h 50m
Deal found 9/17![Porter Airlines logo]()
$218
This Delta deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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
Sun 10/252:26 pm -
1 stop4h 34m
Deal found 9/20![Delta logo]()
$268
This Flightnetwork deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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.
Fri 10/23:20 pm -
Nonstop1h 40m
Sun 10/410:10 am -
Nonstop1h 50m
Deal found 9/18![Porter Airlines logo]()
$221
This Delta deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/49:29 am -
1 stop6h 50m
Thu 11/196:00 am -
1 stop7h 51m
Deal found 9/20![Delta logo]()
$268
This Delta deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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 10/131:27 pm -
1 stop8h 29m
Sat 10/1712:10 pm -
1 stop6h 50m
Deal found 9/18![Delta logo]()
$268
This Cheapflightsfares deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/1810:10 am -
Nonstop1h 50m
Deal found 9/16![Porter Airlines logo]()
$222
This Delta deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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 10/159:29 am -
1 stop3h 07m
Sun 10/1812:10 pm -
1 stop6h 50m
Deal found 9/20![Delta logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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 10/103:20 pm -
1 stop25h 32m
Tue 10/136:55 am -
1 stop8h 40m
Deal found 9/20![Multiple Airlines logo]()
$400
This Kiwi.com deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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 10/83:20 pm -
Nonstop1h 40m
Sun 10/1110:10 am -
Nonstop1h 50m
Deal found 9/20![Porter Airlines logo]()
$226
This Delta deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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 10/246:44 pm -
1 stop3h 12m
Tue 10/2712:10 pm -
1 stop6h 50m
Deal found 9/20![Delta logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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
Sun 10/186:25 pm -
1 stop17h 35m
Deal found 9/18![Multiple Airlines logo]()
$401
This oojo deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2412:27 pm -
1 stop23h 21m
Mon 10/269:35 pm -
2 stops12h 28m
Deal found 9/18![WestJet logo]()
$883
This Justfly.com deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/83:20 pm -
Nonstop1h 40m
Mon 10/121:45 pm -
Nonstop1h 50m
Deal found 9/21![Porter Airlines logo]()
$230
This Delta deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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 11/76:44 pm -
1 stop3h 12m
Sat 11/146:00 am -
1 stop7h 51m
Deal found 9/20![Delta logo]()
$268
This FlightHub deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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
Fri 10/231:45 pm -
Nonstop1h 50m
Deal found 9/18![Porter Airlines logo]()
$232
This Delta deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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 10/186:44 pm -
1 stop3h 12m
Sun 10/2512:10 pm -
1 stop6h 50m
Deal found 9/20![Delta logo]()
$268
This Justfly.com deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/411:45 am -
Nonstop1h 40m
Tue 10/610:10 am -
Nonstop1h 50m
Deal found 9/21![Porter Airlines logo]()
$233
This Delta deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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 10/106:44 pm -
1 stop3h 12m
Tue 10/136:00 am -
1 stop7h 47m
Deal found 9/20![Delta logo]()
$268
This Delta deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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 10/106:44 pm -
1 stop3h 12m
Mon 10/1212:10 pm -
1 stop6h 50m
Deal found 9/20![Delta logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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 10/911:45 am -
1 stop7h 17m
Tue 10/136:55 am -
1 stop8h 40m
Deal found 9/20![Multiple Airlines logo]()
$549
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/279:29 am -
1 stop3h 07m
Sun 11/16:00 am -
1 stop4h 32m
Deal found 9/16![Delta logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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
Sat 10/246:55 am -
2 stops6h 52m
Deal found 9/18![Multiple Airlines logo]()
$602
This oojo deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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.
Sun 10/43:20 pm -
1 stop4h 52m
Wed 10/219:00 am -
1 stop6h 35m
Deal found 9/16![Porter Airlines logo]()
$347
Last-minute flights from Midway to CanadaDiscover last-minute flight deals from Midway to Canada. Data last updated September 21, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Canada. Data last updated September 21, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 10/13:20 pm -
Nonstop1h 40m
Sun 10/410:10 am -
Nonstop1h 50m
Deal found 9/17![Porter Airlines logo]()
$215
This Trip.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/111:45 am -
Nonstop1h 40m
Wed 10/71:45 pm -
Nonstop1h 50m
Deal found 9/16![Porter Airlines logo]()
$219
This Kissandfly.com deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/19:29 am -
1 stop4h 46m
Sun 10/412:08 pm -
1 stop7h 25m
Deal found 9/17![KLM logo]()
$257
This Trip.com deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 -
Nonstop1h 40m
Sun 10/410:10 am -
Nonstop1h 50m
Deal found 9/17![Porter Airlines logo]()
$221
This Kissandfly.com deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/29:29 am -
1 stop6h 51m
Sun 10/46:00 am -
1 stop7h 39m
Deal found 9/18![KLM logo]()
$255
This Trip.com deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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
Sun 10/410:10 am -
Nonstop1h 50m
Deal found 9/18![Porter Airlines logo]()
$216
This Trip.com deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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
Mon 10/510:10 am -
Nonstop1h 50m
Deal found 9/19![Porter Airlines logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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 10/83:20 pm -
Nonstop1h 40m
Sun 10/1110:10 am -
Nonstop1h 50m
Deal found 9/20![Porter Airlines logo]()
$226
This Kissandfly.com deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/81:27 pm -
1 stop8h 29m
Sun 10/116:00 am -
1 stop7h 47m
Deal found 9/20![KLM logo]()
$256
This Cheapflightsfares deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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.
Sun 10/113:20 pm -
Nonstop1h 40m
Tue 10/131:45 pm -
Nonstop1h 50m
Deal found 9/17![Porter Airlines logo]()
$222
This Kiwi.com deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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 10/203:20 pm -
Nonstop1h 40m
Thu 10/2210:10 am -
Nonstop1h 50m
Deal found 9/18![Porter Airlines logo]()
$214
This Kiwi.com deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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
Fri 10/231:45 pm -
Nonstop1h 50m
Deal found 9/19![Porter Airlines logo]()
$213
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 21, 2026.
Search for one-way flight options from Midway to Canada. Find affordable one-way fares based on user searches. Data last updated September 21, 2026.
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/259:30 am -
1 stop3h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Delta logo]()
$105
This Trip.com deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 10/1511:45 am -
Nonstop1h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Air Transat logo]()
$108
This Kissandfly.com deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/71:27 pm -
1 stop8h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![KLM logo]()
$111
This Justfly.com deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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.
Thu 10/299:29 am -
1 stop3h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![WestJet logo]()
$117
This FlightHub deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 10/106:44 pm -
1 stop3h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![WestJet logo]()
$125
This Delta deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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 10/32:00 pm -
1 stop7h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Delta logo]()
$132
This Delta deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 10/249:29 am -
2 stops12h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Delta logo]()
$133
This Kiwi.com deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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 9/18![Multiple Airlines logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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 -
1 stop4h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Porter Airlines logo]()
$148
This Kiwi.com deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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 10/223:20 pm -
1 stop3h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Porter Airlines logo]()
$151
This Porter Airlines deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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.
Tue 10/133:20 pm -
1 stop4h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![Porter Airlines logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Porter Airlines logo]()
$153
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 21, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $213 (Kiwi.com) |
One-way from | $105 (Delta) |
Popular in | September |
Cheapest in | January |
Average price | $316 |
Good round-trip deal | $205 or less |
Good one-way deal | $144 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 21, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Canada that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoToronto
MDW Chicago Midway - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Thu 10/15
9:29 am-1:36 pm
1 stop3h 07m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$105
ChicagoToronto
MDW Chicago Midway - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Fri 11/20
1:31 pm-10:57 pm
1 stop8h 26m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$105
ChicagoToronto
MDW Chicago Midway - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Tue 10/20
6:44 pm-10:56 pm
1 stop3h 12m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$105
ChicagoToronto
MDW Chicago Midway - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Sat 11/21
1:31 pm-10:57 pm
1 stop8h 26m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$105
ChicagoToronto
MDW Chicago Midway - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Wed 10/21
9:29 am-5:19 pm
1 stop6h 50m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$105
ChicagoToronto
MDW Chicago Midway - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Thu 11/5
9:29 am-5:19 pm
1 stop6h 50m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$105
ChicagoToronto
MDW Chicago Midway - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Wed 11/25
9:30 am-1:30 pm
1 stop3h 00m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$105
ChicagoToronto
MDW Chicago Midway - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Sun 11/15
9:30 am-1:30 pm
1 stop3h 00m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$105
ChicagoToronto
MDW Chicago Midway - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Tue 11/3
9:29 am-5:19 pm
1 stop6h 50m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$105
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
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$105
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-YOW
MDW-YWG
MDW-YUL
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-YOW
MDW-YWG
What is the cheapest month to book a flight from Chicago Midway Airport to Canada?
Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Canada (average of $205). Flying from Chicago Midway Airport to Canada in February is currently the most expensive (average of $656). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from MDW to CA?
Find hourly flight availability from Midway to Canada. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 21, 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 17% 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 Tuesday 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 21, 2026.
Read through reviews of airlines operating flights from Chicago Midway Airport to Canada, such as Porter Airlines and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.6
Entertainment
6.9
Overall
8.0
Boarding
8.2
Comfort
8.0
Food
7.6
Reviews
1 / 20
8.0
ExcellentD,Sep 2026
YHM - YVR
Crew
8.6
Entertainment
6.9
Overall
8.0
Boarding
8.2
Comfort
8.0
Food
7.6
Reviews
1 / 20
8.0
ExcellentD,Sep 2026
YHM - YVR
Crew
8.6
Entertainment
6.9
Overall
8.0
Boarding
8.2
Comfort
8.0
Food
7.6
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 21, 2026.
Popular flight searches
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Midway to Canada flights
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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 21, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$88 | Average$387 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$193 | Average$292 | FlexibilityNo cancel fee | On-time52% |