$134+ Cheap flights from Canada to Midway (MDW)
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 8/29. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — MDW
Sep 6 — Sep 131
Round-trip
1 adult, Economy
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Find cheap flights from Canada to Midway 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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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Canada to Midway
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Cheapest flights from Canada to MidwayExplore the most affordable flight options available from Canada to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 7, 2026.
Explore the most affordable flight options available from Canada to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 7, 2026.
This FlightHub deal was found by Cheapflights users on 8/5. 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.
Tue 9/11:45 pm -
Nonstop1h 50m
Sun 9/2011:45 am -
Nonstop1h 40m
Deal found 8/5![Porter Airlines logo]()
$200
This FlightHub deal was found by Cheapflights users on 8/6. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/111:45 pm -
Nonstop1h 50m
Sat 9/1211:45 am -
Nonstop1h 40m
Deal found 8/6![Porter Airlines logo]()
$201
This Justfly.com deal was found by Cheapflights users on 8/4. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/111:45 pm -
Nonstop1h 50m
Tue 9/1511:45 am -
Nonstop1h 40m
Deal found 8/4![Porter Airlines logo]()
$202
This Trip.com deal was found by Cheapflights users on 8/4. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/311:45 pm -
Nonstop1h 50m
Tue 9/13:20 pm -
Nonstop1h 40m
Deal found 8/4![Porter Airlines logo]()
$206
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 9/810:10 am -
Nonstop1h 50m
Wed 9/233:20 pm -
Nonstop1h 40m
Deal found 8/6![Porter Airlines logo]()
$207
This Trip.com deal was found by Cheapflights users on 8/4. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/298:50 am -
Nonstop1h 50m
Wed 9/211:45 am -
Nonstop1h 40m
Deal found 8/4![Porter Airlines logo]()
$208
This Trip.com deal was found by Cheapflights users on 8/4. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/261:45 pm -
Nonstop1h 50m
Wed 9/211:45 am -
Nonstop1h 40m
Deal found 8/4![Porter Airlines logo]()
$209
This oojo deal was found by Cheapflights users on 8/3. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/278:55 am -
Nonstop1h 50m
Tue 9/13:20 pm -
Nonstop1h 40m
Deal found 8/3![Porter Airlines logo]()
$211
This Cheapflightsfares deal was found by Cheapflights users on 8/4. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/298:50 am -
Nonstop1h 50m
Tue 9/111:45 am -
Nonstop1h 40m
Deal found 8/4![Porter Airlines logo]()
$212
This Cheapflightsfares deal was found by Cheapflights users on 8/2. 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.
Thu 8/201:45 pm -
Nonstop1h 50m
Sun 8/233:15 pm -
Nonstop1h 40m
Deal found 8/2![Porter Airlines logo]()
$213
This Justfly.com deal was found by Cheapflights users on 8/6. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/278:55 am -
Nonstop1h 50m
Wed 9/211:45 am -
Nonstop1h 40m
Deal found 8/6![Porter Airlines logo]()
$215
This Justfly.com deal was found by Cheapflights users on 8/5. 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.
Wed 9/1610:10 am -
Nonstop1h 50m
Sun 9/2011:45 am -
Nonstop1h 40m
Deal found 8/5![Multiple Airlines logo]()
$218
Best flights from Canada to MidwayDiscover carefully curated flight deals from Canada to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 7, 2026.
Discover carefully curated flight deals from Canada to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 7, 2026.
This FlightHub deal was found by Cheapflights users on 8/4. 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 9/2310:10 am -
Nonstop1h 50m
Sun 9/273:20 pm -
Nonstop1h 40m
Deal found 8/4![Porter Airlines logo]()
$202
This Delta deal was found by Cheapflights users on 8/3. 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 8/2712:09 pm -
1 stop7h 24m
Sun 8/301:25 pm -
1 stop8h 38m
Deal found 8/3![Delta logo]()
$235
This Kiwi.com deal was found by Cheapflights users on 8/5. 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.
Thu 9/173:45 pm -
1 stop21h 15m
Thu 9/243:20 pm -
1 stop17h 25m
Deal found 8/5![Multiple Airlines logo]()
$365
This Trip.com deal was found by Cheapflights users on 8/1. 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.
Sat 8/298:50 am -
Nonstop1h 50m
Sat 9/53:20 pm -
Nonstop1h 40m
Deal found 8/1![Porter Airlines logo]()
$211
This Trip.com deal was found by Cheapflights users on 8/3. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/228:50 am -
Nonstop1h 50m
Thu 8/2710:25 am -
Nonstop1h 40m
Deal found 8/3![Porter Airlines logo]()
$212
This Delta deal was found by Cheapflights users on 8/6. 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.
Fri 9/116:00 am -
1 stop4h 07m
Sat 9/125:37 pm -
1 stop4h 22m
Deal found 8/6![Delta logo]()
$244
This Trip.com deal was found by Cheapflights users on 8/2. 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.
Tue 8/181:45 pm -
Nonstop1h 50m
Tue 8/2510:25 am -
Nonstop1h 40m
Deal found 8/2![Porter Airlines logo]()
$212
This Delta deal was found by Cheapflights users on 8/2. 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 8/226:10 am -
1 stop7h 29m
Mon 8/249:24 am -
1 stop7h 00m
Deal found 8/2![Delta logo]()
$265
This Porter Airlines deal was found by Cheapflights users on 8/3. 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.
Wed 9/91:45 pm -
Nonstop1h 50m
Thu 9/1011:45 am -
Nonstop1h 40m
Deal found 8/3![Porter Airlines logo]()
$220
This oojo deal was found by Cheapflights users on 8/6. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/27:00 am -
2 stops11h 01m
Sat 9/59:24 am -
2 stops15h 31m
Deal found 8/6![WestJet logo]()
$591
This Porter Airlines deal was found by Cheapflights users on 8/2. 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.
Thu 9/1010:10 am -
Nonstop1h 50m
Sun 9/133:20 pm -
Nonstop1h 40m
Deal found 8/2![Porter Airlines logo]()
$221
This Delta deal was found by Cheapflights users on 8/6. 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.
Wed 2/37:00 am -
1 stop5h 56m
Sat 2/61:05 pm -
1 stop9h 46m
Deal found 8/6![Delta logo]()
$284
This Porter Airlines deal was found by Cheapflights users on 8/3. 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.
Thu 8/278:55 am -
Nonstop1h 50m
Sun 8/3010:20 am -
Nonstop1h 40m
Deal found 8/3![Porter Airlines logo]()
$228
This Delta deal was found by Cheapflights users on 8/1. 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.
Sat 11/217:35 am -
1 stop8h 04m
Wed 11/2512:30 pm -
2 stops11h 47m
Deal found 8/1![Delta logo]()
$290
This Cheapflightsfares deal was found by Cheapflights users on 8/3. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/198:55 am -
Nonstop1h 50m
Sat 8/2210:20 am -
Nonstop1h 40m
Deal found 8/3![Porter Airlines logo]()
$235
This Kiwi.com deal was found by Cheapflights users on 8/6. 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.
Mon 9/212:10 pm -
2 stops28h 36m
Mon 9/2811:45 am -
1 stop7h 17m
Deal found 8/6![Multiple Airlines logo]()
$418
This Delta deal was found by Cheapflights users on 8/5. 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 8/266:10 am -
1 stop7h 29m
Thu 8/271:25 pm -
1 stop8h 38m
Deal found 8/5![Delta logo]()
$290
This Delta deal was found by Cheapflights users on 8/4. 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.
Tue 8/256:10 am -
1 stop4h 07m
Sat 8/299:24 am -
1 stop4h 56m
Deal found 8/4![Delta logo]()
$290
This Kiwi.com deal was found by Cheapflights users on 8/4. 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 8/296:25 pm -
1 stop16h 15m
Thu 9/33:20 pm -
1 stop3h 42m
Deal found 8/4![Multiple Airlines logo]()
$441
This Cheapflightsfares deal was found by Cheapflights users on 8/6. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/228:50 am -
Nonstop1h 50m
Tue 8/2510:25 am -
Nonstop1h 40m
Deal found 8/6![Porter Airlines logo]()
$265
This Delta deal was found by Cheapflights users on 8/2. 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.
Mon 8/1712:09 pm -
1 stop7h 24m
Mon 8/249:24 am -
1 stop7h 00m
Deal found 8/2![Delta logo]()
$297
This Trip.com deal was found by Cheapflights users on 8/6. 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.
Tue 9/11:45 pm -
Nonstop1h 50m
Thu 9/33:20 pm -
Nonstop1h 40m
Deal found 8/6![Porter Airlines logo]()
$267
This Delta deal was found by Cheapflights users on 8/3. 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.
Fri 9/116:00 am -
1 stop4h 07m
Mon 9/149:24 am -
1 stop6h 56m
Deal found 8/3![Delta logo]()
$302
This oojo deal was found by Cheapflights users on 8/4. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/149:05 pm -
2 stops19h 10m
Thu 9/171:19 pm -
2 stops11h 36m
Deal found 8/4![WestJet logo]()
$601
This Delta deal was found by Cheapflights users on 8/3. 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.
Sat 8/227:00 am -
1 stop9h 38m
Sat 8/291:25 pm -
1 stop9h 05m
Deal found 8/3![Delta logo]()
$303
This oojo deal was found by Cheapflights users on 8/5. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/136:00 am -
2 stops12h 00m
Sun 10/181:27 pm -
2 stops11h 28m
Deal found 8/5![WestJet logo]()
$608
This Porter Airlines deal was found by Cheapflights users on 8/3. 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.
Mon 9/219:00 am -
1 stop6h 35m
Wed 9/233:20 pm -
1 stop4h 52m
Deal found 8/3![Porter Airlines logo]()
$286
This Delta deal was found by Cheapflights users on 8/3. 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.
Wed 8/197:00 am -
1 stop10h 15m
Sat 8/221:51 pm -
1 stop8h 49m
Deal found 8/3![Delta logo]()
$303
This oojo deal was found by Cheapflights users on 8/3. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/26:15 am -
2 stops10h 44m
Thu 9/39:59 am -
1 stop6h 53m
Deal found 8/3![WestJet logo]()
$615
This Porter Airlines deal was found by Cheapflights users on 8/3. 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.
Thu 9/176:30 am -
1 stop5h 30m
Sun 9/2011:45 am -
1 stop5h 27m
Deal found 8/3![Porter Airlines logo]()
$287
Last-minute flights from Canada to MidwayDiscover last-minute flight deals from Canada to Midway. Data last updated August 7, 2026 and is based on user searches.
Discover last-minute flight deals from Canada to Midway. Data last updated August 7, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 8/2. 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.
Thu 8/201:45 pm -
Nonstop1h 50m
Sun 8/233:15 pm -
Nonstop1h 40m
Deal found 8/2![Porter Airlines logo]()
$213
This Trip.com deal was found by Cheapflights users on 8/4. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/261:45 pm -
Nonstop1h 50m
Wed 9/211:45 am -
Nonstop1h 40m
Deal found 8/4![Porter Airlines logo]()
$209
This oojo deal was found by Cheapflights users on 8/3. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/278:55 am -
Nonstop1h 50m
Tue 9/13:20 pm -
Nonstop1h 40m
Deal found 8/3![Porter Airlines logo]()
$211
This Justfly.com deal was found by Cheapflights users on 8/6. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/278:55 am -
Nonstop1h 50m
Wed 9/211:45 am -
Nonstop1h 40m
Deal found 8/6![Porter Airlines logo]()
$215
This Trip.com deal was found by Cheapflights users on 8/4. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/298:50 am -
Nonstop1h 50m
Wed 9/211:45 am -
Nonstop1h 40m
Deal found 8/4![Porter Airlines logo]()
$208
This Cheapflightsfares deal was found by Cheapflights users on 8/4. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/298:50 am -
Nonstop1h 50m
Tue 9/111:45 am -
Nonstop1h 40m
Deal found 8/4![Porter Airlines logo]()
$212
This Trip.com deal was found by Cheapflights users on 8/4. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/311:45 pm -
Nonstop1h 50m
Tue 9/13:20 pm -
Nonstop1h 40m
Deal found 8/4![Porter Airlines logo]()
$206
This FlightHub deal was found by Cheapflights users on 8/5. 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.
Tue 9/11:45 pm -
Nonstop1h 50m
Sun 9/2011:45 am -
Nonstop1h 40m
Deal found 8/5![Porter Airlines logo]()
$200
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 9/810:10 am -
Nonstop1h 50m
Wed 9/233:20 pm -
Nonstop1h 40m
Deal found 8/6![Porter Airlines logo]()
$207
This FlightHub deal was found by Cheapflights users on 8/6. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/111:45 pm -
Nonstop1h 50m
Sat 9/1211:45 am -
Nonstop1h 40m
Deal found 8/6![Porter Airlines logo]()
$201
This Justfly.com deal was found by Cheapflights users on 8/4. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/111:45 pm -
Nonstop1h 50m
Tue 9/1511:45 am -
Nonstop1h 40m
Deal found 8/4![Porter Airlines logo]()
$202
This FlightHub deal was found by Cheapflights users on 8/5. 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.
Wed 9/1610:10 am -
Nonstop1h 50m
Sun 9/2011:45 am -
Nonstop1h 40m
Deal found 8/5![Air Transat logo]()
$218
One-way flights from Canada to MidwaySearch for one-way flight options from Canada to Midway. Find affordable one-way fares based on user searches. Data last updated August 7, 2026.
Search for one-way flight options from Canada to Midway. Find affordable one-way fares based on user searches. Data last updated August 7, 2026.
This Mytrip deal was found by Cheapflights users on 8/4. 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 8/298:50 am -
Nonstop1h 50m
Deal found 8/4![Porter Airlines logo]()
$134
This Booking.com deal was found by Cheapflights users on 8/4. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1710:10 am -
Nonstop1h 50m
Deal found 8/4![Air Transat logo]()
$135
This FlightHub deal was found by Cheapflights users on 8/2. 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.
Mon 9/710:10 am -
Nonstop1h 50m
Deal found 8/2![Porter Airlines logo]()
$136
This Trip.com deal was found by Cheapflights users on 8/6. 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.
Fri 8/288:55 am -
Nonstop1h 50m
Deal found 8/6![Porter Airlines logo]()
$137
This Trip.com deal was found by Cheapflights users on 8/5. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/311:45 pm -
Nonstop1h 50m
Deal found 8/5![Porter Airlines logo]()
$141
This FlightHub deal was found by Cheapflights users on 8/4. 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.
Sun 8/308:50 am -
Nonstop1h 50m
Deal found 8/4![Porter Airlines logo]()
$142
This Delta deal was found by Cheapflights users on 8/2. 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.
Mon 8/246:10 am -
1 stop7h 29m
Deal found 8/2![Delta logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 8/3. 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.
Tue 8/188:55 am -
Nonstop1h 50m
Deal found 8/3![Porter Airlines logo]()
$144
This Justfly.com deal was found by Cheapflights users on 8/4. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/261:45 pm -
Nonstop1h 50m
Deal found 8/4![Porter Airlines logo]()
$147
This Delta deal was found by Cheapflights users on 8/2. 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.
Tue 8/256:10 am -
1 stop4h 07m
Deal found 8/2![Delta logo]()
$147
This Trip.com deal was found by Cheapflights users on 8/2. 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 8/198:55 am -
Nonstop1h 50m
Deal found 8/2![Porter Airlines logo]()
$148
This Trip.com deal was found by Cheapflights users on 8/2. 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.
Sat 8/228:50 am -
Nonstop1h 50m
Deal found 8/2![Porter Airlines logo]()
$150
Find flight deals from Canada to Midway
Keep the following information in mind while searching for Canada to Midway flight deals. Data was last updated August 7, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $200 (FlightHub) |
One-way from | $134 (Mytrip) |
Popular in | May |
Cheapest in | September |
Average price | $276 |
Good round-trip deal | $204 or less |
Good one-way deal | $137 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Canada to Midway 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 August 7, 2026.
Use the filters below to find and compare flights from Canada to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
TorontoChicago
YTZ Toronto Island - MDW Chicago Midway
YTZMDW
Toronto Island
Wed 9/23
10:10 am-11:00 am
Nonstop1h 50m
Chicago Midway
Sun 9/27
3:20 pm-6:00 pm
Nonstop1h 40m
$202
TorontoChicago
YTZ Toronto Island - MDW Chicago Midway
YTZMDW
Toronto Island
Sat 8/29
8:50 am-9:40 am
Nonstop1h 50m
Chicago Midway
Sat 9/5
3:20 pm-6:00 pm
Nonstop1h 40m
$211
TorontoChicago
YTZ Toronto Island - MDW Chicago Midway
YTZMDW
Toronto Island
Sat 8/22
8:50 am-9:40 am
Nonstop1h 50m
Chicago Midway
Thu 8/27
10:25 am-1:05 pm
Nonstop1h 40m
$212
TorontoChicago
YTZ Toronto Island - MDW Chicago Midway
YTZMDW
Toronto Island
Tue 8/18
1:45 pm-2:35 pm
Nonstop1h 50m
Chicago Midway
Tue 8/25
10:25 am-1:05 pm
Nonstop1h 40m
$212
TorontoChicago
YTZ Toronto Island - MDW Chicago Midway
YTZMDW
Toronto Island
Wed 9/9
1:45 pm-2:35 pm
Nonstop1h 50m
Chicago Midway
Thu 9/10
11:45 am-2:25 pm
Nonstop1h 40m
$220
TorontoChicago
YTZ Toronto Island - MDW Chicago Midway
YTZMDW
Toronto Island
Thu 9/10
10:10 am-11:00 am
Nonstop1h 50m
Chicago Midway
Sun 9/13
3:20 pm-6:00 pm
Nonstop1h 40m
$221
TorontoChicago
YTZ Toronto Island - MDW Chicago Midway
YTZMDW
Toronto Island
Thu 8/27
8:55 am-9:45 am
Nonstop1h 50m
Chicago Midway
Sun 8/30
10:20 am-1:00 pm
Nonstop1h 40m
$228
TorontoChicago
YYZ Toronto Pearson Intl - MDW Chicago Midway
YYZMDW
Toronto Pearson Intl
Thu 8/27
12:09 pm-6:33 pm
1 stop7h 24m
Chicago Midway
Sun 8/30
1:25 pm-11:03 pm
1 stop8h 38m
$235
TorontoChicago
YTZ Toronto Island - MDW Chicago Midway
YTZMDW
Toronto Island
Wed 8/19
8:55 am-9:45 am
Nonstop1h 50m
Chicago Midway
Sat 8/22
10:20 am-1:00 pm
Nonstop1h 40m
$235
TorontoChicago
YYZ Toronto Pearson Intl - MDW Chicago Midway
YYZMDW
Toronto Pearson Intl
Fri 9/11
6:00 am-9:07 am
1 stop4h 07m
Chicago Midway
Sat 9/12
5:37 pm-10:59 pm
1 stop4h 22m
$244
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Canada to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from Canada with our price prediction graph.
YTZ-MDW
YYZ-MDW
YHZ-MDW
YWG-MDW
YUL-MDW
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 Canada to Chicago Midway Airport
CA0-MDW
YTZ-MDW
YYZ-MDW
YHZ-MDW
YWG-MDW
What is the cheapest month to book a flight from Canada to Chicago Midway Airport?
Currently, January is the cheapest month in which you can book a flight from Canada to Chicago Midway Airport (average of $204). Flying from Canada to Chicago Midway Airport in June is currently the most expensive (average of $387). 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 CA to MDW?
Find hourly flight availability from Canada to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 7, 2026.
One of the essential ways to save on airfare from Canada to Chicago Midway Airport is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight in the morning could potentially save you up to 26% on airfare.
How often are flights from Canada to Chicago delayed?
About 16% of weekly flights between Canada and Chicago have experienced delays in the past year, with the average delay time being 106 minutes.
What is the most punctual flight time for Canada to Chicago flights?
Historically, flights departing in the morning 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 Canada to Chicago flights?
Over the last year, Porter Airlines have had the lowest number of delays on this route, with just 15% of flights being delayed.
What is the cheapest day to fly from Canada to Chicago Midway Airport?
Use this chart to determine the cheapest time to fly round-trip from Canada to Midway. Price data was last updated on August 1, 2026.
Travelers seeking maximum savings on their Canada to Chicago Midway Airport flight should consider departing on Monday evenings when fares are most often at their lowest. Thursday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Midway
Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated August 7, 2026.
Read through reviews of airlines operating flights from Canada to Chicago Midway Airport, such as Porter Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Food
7.5
Boarding
8.2
Overall
8.0
Crew
8.6
Entertainment
6.9
Reviews
1 / 20
6.0
GoodShannon,Jul 2026
YQT - YOW
Comfort
8.0
Food
7.5
Boarding
8.2
Overall
8.0
Crew
8.6
Entertainment
6.9
Reviews
1 / 20
6.0
GoodShannon,Jul 2026
YQT - YOW
Related info for your journey
Find useful and relevant information for your journey from Canada to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago Midway Airport?
Book flights to Chicago Midway Airport if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
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Alternative routes for Canada to Midway
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Complete your trip
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Other flights to Midway
Explore flights to Midway departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 7, 2026.
Canada and Midway flights
Browse other Canada and Midway flight options. Last updated on August 7, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Canada to Midway flights
Consider these flights traveling from Canada to Midway.
Top airline flying from Canada to Midway
Discover the top airline that operate flights from Canada to Midway. 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 August 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$168 | Average$335 | FlexibilityNo cancel fee | On-time52% |