$135+ 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 7/17. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — MDW
Jul 26 — Aug 21
Round-trip
1 adult, Economy
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Find cheap flights from Canada to Midway with Cheapflights
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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 Juni 26, 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 Juni 26, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Do 7/98:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
So 7/123:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/25![Porter Airlines logo]()
$203
This FlightHub deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” 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.
Do 7/91:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Mo 7/133:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/22![Porter Airlines logo]()
$204
This Cheapflightsfares deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fr 7/108:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
So 7/123:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/25![Porter Airlines logo]()
$205
This Trip.com deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” 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.
Di 7/78:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Di 7/73:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/22![Porter Airlines logo]()
$207
This FlightHub deal was found by Cheapflights users on 6/21. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Di 7/218:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Mi 7/2910:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/21![Porter Airlines logo]()
$208
This Trip.com deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Di 7/211:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Mi 7/2210:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/26![Porter Airlines logo]()
$212
This FlightHub deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Do 7/91:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
So 7/2610:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/25![Porter Airlines logo]()
$213
This FlightHub deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Do 7/161:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Sa 7/1810:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/25![Porter Airlines logo]()
$215
This Delta deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” 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.
Sa 9/512:09 pm
YYZ
- MDW
1 stop5h 50m
Delta
Di 9/85:45 pm
MDW
- YYZ
1 stop4h 14m
Delta
Deal found 6/22![Delta logo]()
$237
This Delta deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” 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.
Mi 9/304:05 pm
YYZ
- MDW
1 stop3h 28m
Delta
Fr 10/99:30 am
MDW
- YYZ
1 stop6h 52m
Delta
Deal found 6/22![Delta logo]()
$238
This Delta deal was found by Cheapflights users on 6/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Di 7/2112:09 pm
YYZ
- MDW
1 stop7h 16m
Delta
Sa 7/259:19 am
MDW
- YYZ
1 stop7h 05m
Delta
Deal found 6/21![Delta logo]()
$242
This Delta deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” 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.
Di 9/112:09 pm
YYZ
- MDW
1 stop5h 50m
Delta
Sa 10/109:30 am
MDW
- YYZ
1 stop3h 02m
Delta
Deal found 6/22![Delta logo]()
$244
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 Juni 26, 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 Juni 26, 2026.
This Trip.com deal was found by Cheapflights users on 6/21. 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.
So 7/198:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Di 7/2110:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/21![Porter Airlines logo]()
$208
This Delta deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” 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.
Mo 10/126:00 am
YYZ
- MDW
1 stop7h 33m
Delta
So 10/189:30 am
MDW
- YYZ
1 stop6h 52m
Delta
Deal found 6/22![Delta logo]()
$238
This Justfly.com deal was found by Cheapflights users on 6/21. 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.
Di 7/288:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Di 8/43:15 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/21![Porter Airlines logo]()
$208
This Trip.com deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Do 7/231:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Di 8/43:15 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/25![Porter Airlines logo]()
$215
This Kiwi.com deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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.
Di 7/146:25 pm
YOW
- MDW
1 stop16h 15m
Multiple Airlines
Sa 7/1810:25 am
MDW
- YOW
1 stop12h 55m
Multiple Airlines
Deal found 6/23![Multiple Airlines logo]()
$490
This Delta deal was found by Cheapflights users on 6/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Di 7/286:10 am
YYZ
- MDW
1 stop4h 03m
Delta
Di 8/46:42 pm
MDW
- YYZ
1 stop3h 21m
Delta
Deal found 6/21![Delta logo]()
$250
This Trip.com deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mo 8/38:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Di 8/410:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/26![Porter Airlines logo]()
$215
This oojo deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Di 9/15:42 pm
YWG
- MDW
1 stop19h 28m
WestJet
Fr 9/49:59 am
MDW
- YWG
2 stops11h 41m
WestJet
Deal found 6/25![WestJet logo]()
$583
This Kiwi.com deal was found by Cheapflights users on 6/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
So 7/268:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Di 7/2810:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/21![Porter Airlines logo]()
$221
This Delta deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Do 7/96:10 am
YYZ
- MDW
1 stop4h 03m
Delta
So 7/129:19 am
MDW
- YYZ
1 stop3h 15m
Delta
Deal found 6/25![Delta logo]()
$272
This Cheapflightsfares deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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.
Fr 7/241:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Di 7/283:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/23![Porter Airlines logo]()
$222
This Delta deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sa 8/1512:09 pm
YYZ
- MDW
1 stop7h 24m
Delta
Mo 8/176:42 pm
MDW
- YYZ
1 stop3h 21m
Delta
Deal found 6/25![Delta logo]()
$287
This Trip.com deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” 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.
Mo 7/68:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Do 7/93:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/22![Porter Airlines logo]()
$222
This Delta deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mi 8/2612:09 pm
YYZ
- MDW
1 stop7h 24m
Delta
Fr 8/281:25 pm
MDW
- YYZ
1 stop8h 38m
Delta
Deal found 6/25![Delta logo]()
$287
This Trip.com deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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.
Do 7/161:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Fr 7/243:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/23![Porter Airlines logo]()
$225
This Delta deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mo 8/1712:09 pm
YYZ
- MDW
1 stop7h 24m
Delta
Mi 8/196:42 pm
MDW
- YYZ
1 stop3h 21m
Delta
Deal found 6/25![Delta logo]()
$287
This Trip.com deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Do 7/238:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Do 7/303:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/25![Porter Airlines logo]()
$231
This Delta deal was found by Cheapflights users on 6/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Do 7/236:10 am
YYZ
- MDW
1 stop7h 28m
Delta
Di 7/289:19 am
MDW
- YYZ
1 stop7h 05m
Delta
Deal found 6/21![Delta logo]()
$295
This Kiwi.com deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sa 7/117:00 am
YOW
- MDW
2 stops16h 03m
Multiple Airlines
So 7/123:20 pm
MDW
- YOW
1 stop8h 00m
Multiple Airlines
Deal found 6/25![Multiple Airlines logo]()
$528
This Trip.com deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sa 8/158:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Di 8/183:15 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/25![Porter Airlines logo]()
$248
This Delta deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Do 9/312:09 pm
YYZ
- MDW
1 stop7h 24m
Delta
Di 9/85:45 pm
MDW
- YYZ
1 stop4h 14m
Delta
Deal found 6/24![Delta logo]()
$304
This Porter Airlines deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Di 8/118:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Do 8/133:15 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/25![Porter Airlines logo]()
$250
This Delta deal was found by Cheapflights users on 6/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Di 10/206:00 am
YUL
- MDW
1 stop7h 33m
Delta
Di 10/276:30 pm
MDW
- YUL
1 stop3h 40m
Delta
Deal found 6/21![Delta logo]()
$306
This oojo deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Di 10/136:35 am
YWG
- MDW
1 stop10h 15m
WestJet
So 10/189:30 am
MDW
- YWG
2 stops15h 25m
WestJet
Deal found 6/25![WestJet logo]()
$599
This Delta deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” 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.
Sa 11/2812:15 pm
YYZ
- MDW
1 stop7h 22m
Delta
Mi 12/26:30 pm
MDW
- YYZ
1 stop3h 30m
Delta
Deal found 6/22![Delta logo]()
$310
This WestJet deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mo 9/213:58 pm
YWG
- MDW
1 stop21h 22m
WestJet
Di 9/227:13 pm
MDW
- YWG
1 stop19h 55m
WestJet
Deal found 6/24![WestJet logo]()
$624
This Porter Airlines deal was found by Cheapflights users on 6/21. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Di 7/218:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Fr 7/313:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/21![Porter Airlines logo]()
$267
This FlightHub deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mi 7/226:15 am
YWG
- MDW
2 stops9h 59m
WestJet
Mi 7/299:54 am
MDW
- YWG
1 stop6h 57m
WestJet
Deal found 6/25![WestJet logo]()
$625
This Delta deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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.
Fr 10/307:45 am
YYC
- MDW
1 stop8h 05m
Delta
Mo 11/212:30 pm
MDW
- YYC
1 stop9h 24m
Delta
Deal found 6/23![Delta logo]()
$323
This Mytrip deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Di 7/218:00 am
YHZ
- MDW
1 stop8h 35m
Porter Airlines
Fr 7/243:20 pm
MDW
- YHZ
2 stops6h 24m
Porter Airlines
Deal found 6/25![Porter Airlines logo]()
$297
Last-minute flights from Canada to MidwayDiscover last-minute flight deals from Canada to Midway. Data last updated Juni 26, 2026 and is based on user searches.
Discover last-minute flight deals from Canada to Midway. Data last updated Juni 26, 2026 and is based on user searches.
This Trip.com deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” 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.
Di 7/78:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Di 7/73:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/22![Porter Airlines logo]()
$207
This Cheapflightsfares deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Do 7/98:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
So 7/123:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/25![Porter Airlines logo]()
$203
This FlightHub deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” 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.
Do 7/91:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Mo 7/133:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/22![Porter Airlines logo]()
$204
This FlightHub deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Do 7/91:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
So 7/2610:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/25![Porter Airlines logo]()
$213
This Delta deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Do 7/96:10 am
YYZ
- MDW
1 stop4h 03m
Delta
So 7/129:19 am
MDW
- YYZ
1 stop3h 15m
Delta
Deal found 6/25![Delta logo]()
$272
This Cheapflightsfares deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fr 7/108:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
So 7/123:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/25![Porter Airlines logo]()
$205
This FlightHub deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Do 7/161:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Sa 7/1810:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/25![Porter Airlines logo]()
$215
This FlightHub deal was found by Cheapflights users on 6/21. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Di 7/218:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Mi 7/2910:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/21![Porter Airlines logo]()
$208
This Trip.com deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Di 7/211:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Mi 7/2210:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/26![Porter Airlines logo]()
$212
This Delta deal was found by Cheapflights users on 6/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Di 7/2112:09 pm
YYZ
- MDW
1 stop7h 16m
Delta
Sa 7/259:19 am
MDW
- YYZ
1 stop7h 05m
Delta
Deal found 6/21![Delta logo]()
$242
This Delta deal was found by Cheapflights users on 6/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Di 7/2112:09 pm
YYZ
- MDW
1 stop7h 16m
Delta
Di 7/289:19 am
MDW
- YYZ
1 stop7h 05m
Delta
Deal found 6/21![Delta logo]()
$250
This Delta deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” 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.
Di 7/286:10 am
YYZ
- MDW
1 stop4h 03m
Delta
So 8/29:19 am
MDW
- YYZ
1 stop7h 05m
Delta
Deal found 6/22![Delta logo]()
$249
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 Juni 26, 2026.
Search for one-way flight options from Canada to Midway. Find affordable one-way fares based on user searches. Data last updated Juni 26, 2026.
This eDestinos deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fr 7/171:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/23![Porter Airlines logo]()
$135
This Mytrip deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Di 7/141:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/25![Porter Airlines logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mo 8/38:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/25![Porter Airlines logo]()
$140
This Cheapflightsfares deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Di 7/218:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/24![Porter Airlines logo]()
$141
This Kiwi.com deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sa 7/188:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/24![Porter Airlines logo]()
$144
This Trip.com deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fr 7/241:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/25![Porter Airlines logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fr 7/318:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/25![Porter Airlines logo]()
$146
This Trip.com deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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.
Di 7/71:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/23![Porter Airlines logo]()
$148
This Delta deal was found by Cheapflights users on 6/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mo 9/142:24 pm
YYZ
- MDW
1 stop5h 09m
Delta
Deal found 6/21![Delta logo]()
$148
This Delta deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” 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.
Mi 7/86:10 am
YYZ
- MDW
1 stop4h 03m
Delta
Deal found 6/22![Delta logo]()
$154
This Delta deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sa 9/512:09 pm
YYZ
- MDW
1 stop5h 50m
Delta
Deal found 6/25![Delta logo]()
$157
This Trip.com deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fr 7/2412:09 pm
YYZ
- MDW
1 stop7h 16m
Delta
Deal found 6/26![Delta logo]()
$160
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 Juni 26, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $203 (Cheapflightsfares) |
One-way from | $135 (eDestinos) |
Popular in | May |
Cheapest in | September |
Average price | $283 |
Good round-trip deal | $217 or less |
Good one-way deal | $144 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 Juni 26, 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 - MDW
YTZMDW
Toronto Island
So 7/19
8:50 am-9:40 am
Nonstop1h 50m
Chicago Midway
Di 7/21
10:25 am-1:05 pm
Nonstop1h 40m
$208
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Di 7/28
8:50 am-9:40 am
Nonstop1h 50m
Chicago Midway
Di 8/4
3:15 pm-5:55 pm
Nonstop1h 40m
$208
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Do 7/23
1:45 pm-2:35 pm
Nonstop1h 50m
Chicago Midway
Di 8/4
3:15 pm-5:55 pm
Nonstop1h 40m
$215
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Mo 8/3
8:55 am-9:45 am
Nonstop1h 50m
Chicago Midway
Di 8/4
10:25 am-1:05 pm
Nonstop1h 40m
$215
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
So 7/26
8:50 am-9:40 am
Nonstop1h 50m
Chicago Midway
Di 7/28
10:25 am-1:05 pm
Nonstop1h 40m
$221
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Fr 7/24
1:45 pm-2:35 pm
Nonstop1h 50m
Chicago Midway
Di 7/28
3:20 pm-6:00 pm
Nonstop1h 40m
$222
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Mo 7/6
8:50 am-9:40 am
Nonstop1h 50m
Chicago Midway
Do 7/9
3:20 pm-6:00 pm
Nonstop1h 40m
$222
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Do 7/16
1:45 pm-2:35 pm
Nonstop1h 50m
Chicago Midway
Fr 7/24
3:20 pm-6:00 pm
Nonstop1h 40m
$225
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Do 7/23
8:50 am-9:40 am
Nonstop1h 50m
Chicago Midway
Do 7/30
3:20 pm-6:00 pm
Nonstop1h 40m
$231
TorontoChicago
YYZ - MDW
YYZMDW
Toronto Pearson Intl
Mo 10/12
6:00 am-12:33 pm
1 stop7h 33m
Chicago Midway
So 10/18
9:30 am-5:22 pm
1 stop6h 52m
$238
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
YOW-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
YOW-MDW
YWG-MDW
What is the cheapest month to book a flight from Canada to Chicago Midway Airport?
Currently, August is the cheapest month in which you can book a flight from Canada to Chicago Midway Airport (average of $82). Flying from Canada to Chicago Midway Airport in December is currently the most expensive (average of $194). 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 Juni 26, 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 27% on airfare.
How often are flights from Canada to Chicago delayed?
About 15% of weekly flights between Canada and Chicago have experienced delays in the past year, with the average delay time being 113 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 June 20, 2026.
Travelers seeking maximum savings on their Canada to Chicago Midway Airport flight should consider departing on Tuesday at noon 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 Juni 26, 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.
Food
7.5
Boarding
8.2
Entertainment
6.9
Crew
8.6
Comfort
7.9
Overall
8.0
Reviews
1 / 20
6.0
GoodJustin,May 2026
YYZ - MCO
Food
7.5
Boarding
8.2
Entertainment
6.9
Crew
8.6
Comfort
7.9
Overall
8.0
Reviews
1 / 20
6.0
GoodJustin,May 2026
YYZ - MCO
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
Hammond
Porter
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Canada to Midway
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Midway by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Canada to Midway by cabin class
Find flights from Canada to Midway, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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 Juni 26, 2026.
Canada and Midway flights
Browse other Canada and Midway flight options. Last updated on Juni 26, 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 Juni 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$163 | Average$335 | FlexibilityNo cancel fee | On-time52% |