$102+ 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 10/21. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YYZ
Oct 5 — Oct 121
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 5, 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 5, 2026.
This Trip.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 9/2411:45 am -
Nonstop1h 40m
Sun 9/2710:10 am -
Nonstop1h 50m
Deal found 9/2![Multiple Airlines logo]()
$228
This Mytrip deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” 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.
Sat 9/2611:45 am -
Nonstop1h 40m
Mon 9/2810:10 am -
Nonstop1h 50m
Deal found 9/4![Multiple Airlines logo]()
$232
This FlightHub deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” 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 9/303:20 pm -
Nonstop1h 40m
Mon 10/51:45 pm -
Nonstop1h 50m
Deal found 9/4![Porter Airlines logo]()
$233
This FlightHub deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/211:45 am -
Nonstop1h 40m
Sat 10/310:10 am -
Nonstop1h 50m
Deal found 9/2![Multiple Airlines logo]()
$234
This Gotogate deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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.
Mon 10/53:20 pm -
Nonstop1h 40m
Sun 10/1110:10 am -
Nonstop1h 50m
Deal found 9/2![Multiple Airlines logo]()
$236
This Trip.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/53:20 pm -
Nonstop1h 40m
Sun 10/111:45 pm -
Nonstop1h 50m
Deal found 9/2![Porter Airlines logo]()
$239
This Flightnetwork deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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.
Tue 9/293:20 pm -
Nonstop1h 40m
Sun 10/410:10 am -
Nonstop1h 50m
Deal found 9/2![Air Transat logo]()
$241
This FlightHub deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 9/2611:45 am -
Nonstop1h 40m
Sun 9/2710:10 am -
Nonstop1h 50m
Deal found 8/31![Porter Airlines logo]()
$245
This Kiwi.com deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” 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 10/311:45 am -
Nonstop1h 40m
Sat 10/101:45 pm -
Nonstop1h 50m
Deal found 9/4![Porter Airlines logo]()
$250
This Kiwi.com deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/31:45 pm -
Nonstop1h 50m
Deal found 9/3![Porter Airlines logo]()
$255
This Delta deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 9/249:29 am -
1 stop6h 51m
Mon 9/2812:08 pm -
1 stop7h 25m
Deal found 9/2![Delta logo]()
$255
This Delta deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/19:29 am -
1 stop6h 51m
Sun 10/412:08 pm -
1 stop7h 25m
Deal found 9/3![Delta logo]()
$256
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 5, 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 5, 2026.
This FlightHub deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” 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 10/211:45 am -
Nonstop1h 40m
Sat 10/31:45 pm -
Nonstop1h 50m
Deal found 9/4![Porter Airlines logo]()
$233
This Delta deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 9/309:29 am -
1 stop6h 51m
Sun 10/412:08 pm -
1 stop7h 25m
Deal found 9/1![Delta logo]()
$255
This FlightHub deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 9/2![Air Transat logo]()
$271
This Kiwi.com deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 9/2511:45 am -
Nonstop1h 40m
Mon 9/288:30 pm -
2 stops22h 16m
Deal found 8/31![Multiple Airlines logo]()
$363
This Porter Airlines deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 9/253:20 pm -
Nonstop1h 40m
Sun 9/2710:10 am -
Nonstop1h 50m
Deal found 9/2![Porter Airlines logo]()
$240
This Delta deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 10/89:29 am -
1 stop6h 50m
Sat 10/1012:10 pm -
1 stop6h 50m
Deal found 9/1![Delta logo]()
$255
This Kiwi.com deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” 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 10/311:45 am -
Nonstop1h 40m
Sat 10/101:45 pm -
Nonstop1h 50m
Deal found 9/4![Porter Airlines logo]()
$250
This Delta deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/19:29 am -
1 stop6h 51m
Sun 10/412:08 pm -
1 stop7h 25m
Deal found 9/3![Delta logo]()
$256
This Delta deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/81:27 pm -
1 stop8h 29m
Mon 10/126:00 am -
1 stop7h 47m
Deal found 9/2![Delta logo]()
$256
This Trip.com deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 10/41:45 pm -
Nonstop1h 50m
Deal found 8/31![Porter Airlines logo]()
$275
This FlightHub deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/83:20 pm -
Nonstop1h 40m
Mon 10/1210:10 am -
Nonstop1h 50m
Deal found 9/3![Air Transat logo]()
$356
This Delta deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/129:37 am -
1 stop6h 43m
Mon 12/1412:17 pm -
1 stop6h 44m
Deal found 9/4![Delta logo]()
$277
This Trip.com deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 9/303:20 pm -
Nonstop1h 40m
Sun 10/410:10 am -
Nonstop1h 50m
Deal found 9/1![Porter Airlines logo]()
$293
This Delta deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” 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 11/219:30 am -
1 stop6h 50m
Sat 11/2812:15 pm -
1 stop6h 49m
Deal found 9/4![Delta logo]()
$277
This FlightHub deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 9/299:59 am -
1 stop6h 55m
Tue 10/67:00 am -
2 stops11h 00m
Deal found 8/31![WestJet logo]()
$877
This Delta deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” 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 10/146:00 am -
1 stop7h 47m
Deal found 9/4![Delta logo]()
$277
This Mytrip deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 9/2411:45 am -
1 stop13h 55m
Sun 9/279:45 am -
3 stops24h 15m
Deal found 9/3![Multiple Airlines logo]()
$482
This Delta deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” 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 11/111:31 pm -
1 stop8h 26m
Sat 11/146:00 am -
1 stop7h 51m
Deal found 9/4![Delta logo]()
$277
This Kiwi.com deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 9/1711:45 am -
Nonstop1h 40m
Mon 9/211:45 pm -
Nonstop1h 50m
Deal found 9/3![Porter Airlines logo]()
$338
This Kiwi.com deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 9/293:20 pm -
1 stop19h 07m
Tue 10/62:10 pm -
2 stops28h 41m
Deal found 9/1![Multiple Airlines logo]()
$484
This Delta deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 9/249:29 am -
1 stop6h 51m
Sun 9/276:00 am -
1 stop4h 07m
Deal found 8/31![Delta logo]()
$279
This Kiwi.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 9/1811:45 am -
Nonstop1h 40m
Mon 9/2110:10 am -
Nonstop1h 50m
Deal found 9/2![Porter Airlines logo]()
$339
This Kiwi.com deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/113:20 pm -
1 stop10h 15m
Thu 10/158:55 pm -
2 stops16h 40m
Deal found 9/3![Multiple Airlines logo]()
$495
This Delta deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/36:40 pm -
1 stop3h 19m
Mon 10/512:08 pm -
1 stop7h 25m
Deal found 9/2![Delta logo]()
$285
This Trip.com deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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
Fri 10/161:45 pm -
Nonstop1h 50m
Deal found 8/31![Porter Airlines logo]()
$348
This Kiwi.com deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/23:20 pm -
1 stop20h 32m
Fri 10/97:00 am -
2 stops16h 22m
Deal found 9/3![Multiple Airlines logo]()
$500
This Cheapflightsfares deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1511:45 am -
Nonstop1h 40m
Thu 9/1710:10 am -
Nonstop1h 50m
Deal found 9/2![Porter Airlines logo]()
$349
This Delta deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/206:44 pm -
1 stop3h 13m
Sun 11/229:45 am -
1 stop4h 06m
Deal found 9/4![Delta logo]()
$306
This Kiwi.com deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” 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 9/256:46 pm -
2 stops19h 21m
Tue 9/298:00 am -
1 stop4h 00m
Deal found 9/4![Multiple Airlines logo]()
$512
This Porter Airlines deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 8/31![Porter Airlines logo]()
$386
Last-minute flights from Midway to CanadaDiscover last-minute flight deals from Midway to Canada. Data last updated September 5, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Canada. Data last updated September 5, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/31:45 pm -
Nonstop1h 50m
Deal found 9/3![Porter Airlines logo]()
$255
This Trip.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 9/2411:45 am -
Nonstop1h 40m
Sun 9/2710:10 am -
Nonstop1h 50m
Deal found 9/2![Multiple Airlines logo]()
$228
This Delta deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 9/249:29 am -
1 stop6h 51m
Mon 9/2812:08 pm -
1 stop7h 25m
Deal found 9/2![Delta logo]()
$255
This Mytrip deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” 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.
Sat 9/2611:45 am -
Nonstop1h 40m
Mon 9/2810:10 am -
Nonstop1h 50m
Deal found 9/4![Multiple Airlines logo]()
$232
This FlightHub deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 9/2611:45 am -
Nonstop1h 40m
Sun 9/2710:10 am -
Nonstop1h 50m
Deal found 8/31![Porter Airlines logo]()
$245
This Flightnetwork deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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.
Tue 9/293:20 pm -
Nonstop1h 40m
Sun 10/410:10 am -
Nonstop1h 50m
Deal found 9/2![Air Transat logo]()
$241
This FlightHub deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” 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 9/303:20 pm -
Nonstop1h 40m
Mon 10/51:45 pm -
Nonstop1h 50m
Deal found 9/4![Porter Airlines logo]()
$233
This Delta deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/19:29 am -
1 stop6h 51m
Sat 10/36:00 am -
1 stop4h 07m
Deal found 9/2![Delta logo]()
$256
This FlightHub deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/211:45 am -
Nonstop1h 40m
Sat 10/310:10 am -
Nonstop1h 50m
Deal found 9/2![Multiple Airlines logo]()
$234
This Kiwi.com deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” 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 10/311:45 am -
Nonstop1h 40m
Sat 10/101:45 pm -
Nonstop1h 50m
Deal found 9/4![Porter Airlines logo]()
$250
This Gotogate deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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.
Mon 10/53:20 pm -
Nonstop1h 40m
Sun 10/1110:10 am -
Nonstop1h 50m
Deal found 9/2![Multiple Airlines logo]()
$236
This Trip.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/53:20 pm -
Nonstop1h 40m
Sun 10/111:45 pm -
Nonstop1h 50m
Deal found 9/2![Porter Airlines logo]()
$239
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 5, 2026.
Search for one-way flight options from Midway to Canada. Find affordable one-way fares based on user searches. Data last updated September 5, 2026.
This Trip.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/2111:45 am -
Nonstop1h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Air Transat logo]()
$102
This Porter Airlines deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 9/2711:45 am -
Nonstop1h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Porter Airlines logo]()
$104
This Justfly.com deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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.
Wed 9/3011:45 am -
Nonstop1h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/1![Air Transat logo]()
$106
This Delta deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” 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 9/266:40 pm -
1 stop3h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Delta logo]()
$110
This Delta deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 9/229:29 am -
1 stop6h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/31![Delta logo]()
$111
This Booking.com deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/173:20 pm -
Nonstop1h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/1![Porter Airlines logo]()
$115
This Kiwi.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 -
Nonstop1h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Air Transat logo]()
$116
This FlightHub deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/19:29 am -
1 stop4h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![WestJet logo]()
$119
This deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/223:20 pm -
Nonstop1h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Porter Airlines logo]()
$128
This Delta deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/141:27 pm -
1 stop8h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Delta logo]()
$128
This deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/233:20 pm -
Nonstop1h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Porter Airlines logo]()
$131
This Delta deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” 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 10/1610:03 am -
2 stops14h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Delta logo]()
$133
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 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $228 (Trip.com) |
One-way from | $102 (Trip.com) |
Popular in | August |
Cheapest in | March |
Average price | $272 |
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 September 5, 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
Wed 10/21
11:45 am-2:25 pm
Nonstop1h 40m
Toronto Island
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$102
ChicagoToronto
MDW Chicago Midway - YTZ Toronto Island
MDWYTZ
Chicago Midway
Sun 9/27
11:45 am-2:25 pm
Nonstop1h 40m
Toronto Island
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$104
ChicagoToronto
MDW Chicago Midway - YTZ Toronto Island
MDWYTZ
Chicago Midway
Wed 9/30
11:45 am-2:25 pm
Nonstop1h 40m
Toronto Island
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$106
ChicagoToronto
MDW Chicago Midway - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Thu 11/12
9:30 am-1:30 pm
1 stop3h 00m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$110
ChicagoToronto
MDW Chicago Midway - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Sun 10/18
1:27 pm-10:56 pm
1 stop8h 29m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$110
ChicagoToronto
MDW Chicago Midway - YTZ Toronto Island
MDWYTZ
Chicago Midway
Wed 9/16
11:45 am-2:25 pm
Nonstop1h 40m
Toronto Island
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$135
ChicagoWinnipeg
MDW Chicago Midway - YWG Winnipeg
MDWYWG
Chicago Midway
Tue 10/20
3:20 pm-5:58 pm
2 stops26h 38m
Winnipeg
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$136
ChicagoWinnipeg
MDW Chicago Midway - YWG Winnipeg
MDWYWG
Chicago Midway
Sat 10/17
3:20 pm-9:45 am
1 stop18h 25m
Winnipeg
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$148
ChicagoCalgary
MDW Chicago Midway - YYC Calgary
MDWYYC
Chicago Midway
Sat 10/24
12:27 pm-8:40 pm
1 stop9h 13m
Calgary
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$149
ChicagoToronto
MDW Chicago Midway - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Mon 9/21
9:29 am-5:20 pm
1 stop6h 51m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$149
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-YEG
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-YTZ
MDW-YYZ
MDW-YWG
MDW-YEG
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 5, 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 September 5, 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
Food
7.6
Overall
8.0
Boarding
8.2
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentRegan,Aug 2026
YYZ - YVR
Crew
8.6
Entertainment
6.9
Food
7.6
Overall
8.0
Boarding
8.2
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentRegan,Aug 2026
YYZ - YVR
Crew
8.6
Entertainment
6.9
Food
7.6
Overall
8.0
Boarding
8.2
Comfort
8.0
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 September 5, 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 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$88 | Average$359 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$193 | Average$298 | FlexibilityNo cancel fee | On-time52% |