$72+ Cheap flights from Midway (MDW) to Montreal (YMQ)
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 6/1. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YMQ
May 17 — May 241
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Montreal 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 MontrealExplore the most affordable flight options available from Midway to Montreal. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 17, 2026.
Explore the most affordable flight options available from Midway to Montreal. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 17, 2026.
This Porter Airlines deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 6/33:20 pm
MDW
- YUL
1 stop5h 50m
Porter Airlines
Thu 6/46:30 am
YUL
- MDW
1 stop4h 10m
Porter Airlines
Deal found 4/13![Porter Airlines logo]()
$233
This Trip.com deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2810:30 am
MDW
- YUL
1 stop8h 40m
Porter Airlines
Thu 6/46:30 am
YUL
- MDW
1 stop4h 10m
Porter Airlines
Deal found 4/13![Porter Airlines logo]()
$237
This Trip.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/410:30 am
MDW
- YUL
1 stop6h 45m
Porter Airlines
Fri 5/296:30 am
YUL
- MDW
1 stop9h 05m
Porter Airlines
Deal found 4/14![Porter Airlines logo]()
$242
This Kiwi.com deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 5/313:20 pm
MDW
- YUL
1 stop3h 50m
Porter Airlines
Mon 6/86:30 am
YUL
- MDW
1 stop4h 10m
Porter Airlines
Deal found 4/13![Porter Airlines logo]()
$252
This CheapOair deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1910:30 am
MDW
- YUL
1 stop8h 40m
Porter Airlines
Fri 5/226:30 am
YUL
- MDW
1 stop4h 15m
Porter Airlines
Deal found 4/15![Porter Airlines logo]()
$258
This Trip.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” 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 5/2610:30 am
MDW
- YUL
1 stop8h 40m
Porter Airlines
Fri 5/296:30 am
YUL
- MDW
1 stop9h 05m
Porter Airlines
Deal found 4/14![Porter Airlines logo]()
$260
This Trip.com deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2710:30 am
MDW
- YUL
1 stop8h 40m
Porter Airlines
Thu 5/286:30 am
YUL
- MDW
1 stop9h 05m
Porter Airlines
Deal found 4/16![Porter Airlines logo]()
$261
This Kiwi.com deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 5/310:30 am
MDW
- YUL
1 stop5h 45m
Porter Airlines
Tue 5/1210:35 am
YUL
- MDW
1 stop5h 00m
Porter Airlines
Deal found 4/13![Porter Airlines logo]()
$270
This Kiwi.com deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/2610:30 am
MDW
- YUL
1 stop5h 45m
Porter Airlines
Thu 5/286:30 am
YUL
- MDW
1 stop4h 15m
Porter Airlines
Deal found 4/15![Porter Airlines logo]()
$274
This Super.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/510:25 am
MDW
- YUL
1 stop5h 50m
Porter Airlines
Mon 6/86:30 am
YUL
- MDW
1 stop4h 10m
Porter Airlines
Deal found 4/14![Porter Airlines logo]()
$275
This FlightHub deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 5/2810:30 am
MDW
- YUL
1 stop6h 45m
Porter Airlines
Mon 6/16:30 am
YUL
- MDW
1 stop4h 10m
Porter Airlines
Deal found 4/13![Porter Airlines logo]()
$277
Best flights from Midway to MontrealDiscover carefully curated flight deals from Midway to Montreal that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 17, 2026.
Discover carefully curated flight deals from Midway to Montreal that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 17, 2026.
This Delta deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” 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 6/125:11 pm
MDW
- YUL
1 stop5h 48m
Delta
Sun 6/1412:48 pm
YUL
- MDW
1 stop10h 29m
Delta
Deal found 4/12![Delta logo]()
$390
This Delta deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/56:23 am
MDW
- YUL
1 stop10h 20m
Delta
Tue 6/97:00 am
YUL
- MDW
1 stop10h 16m
Delta
Deal found 4/16![Delta logo]()
$390
This Delta deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/136:35 pm
MDW
- YUL
1 stop3h 53m
Delta
Mon 6/1512:48 pm
YUL
- MDW
1 stop10h 29m
Delta
Deal found 4/16![Delta logo]()
$390
This Delta deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/61:24 pm
MDW
- YUL
1 stop8h 44m
Delta
Fri 5/86:00 am
YUL
- MDW
1 stop3h 43m
Delta
Deal found 4/12![Delta logo]()
$390
This Delta deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/96:36 pm
MDW
- YUL
1 stop3h 37m
Delta
Sun 5/107:00 am
YUL
- MDW
1 stop5h 56m
Delta
Deal found 4/14![Delta logo]()
$390
This Delta deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/81:22 pm
MDW
- YUL
1 stop8h 51m
Delta
Sun 5/107:00 am
YUL
- MDW
1 stop10h 12m
Delta
Deal found 4/15![Delta logo]()
$390
This Delta deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/66:36 pm
MDW
- YUL
1 stop3h 37m
Delta
Mon 6/86:00 am
YUL
- MDW
1 stop4h 14m
Delta
Deal found 4/16![Delta logo]()
$390
This Delta deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/51:24 pm
MDW
- YUL
1 stop8h 44m
Delta
Sat 5/96:00 am
YUL
- MDW
1 stop3h 43m
Delta
Deal found 4/13![Delta logo]()
$390
This Delta deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/165:29 pm
MDW
- YUL
1 stop5h 28m
Delta
Sun 5/246:00 am
YUL
- MDW
1 stop7h 42m
Delta
Deal found 4/14![Delta logo]()
$390
This Delta deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/146:23 am
MDW
- YUL
1 stop10h 20m
Delta
Sat 5/167:00 am
YUL
- MDW
1 stop10h 32m
Delta
Deal found 4/15![Delta logo]()
$390
This Delta deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/151:22 pm
MDW
- YUL
1 stop8h 51m
Delta
Mon 5/1812:40 pm
YUL
- MDW
1 stop9h 29m
Delta
Deal found 4/12![Delta logo]()
$390
Last-minute flights from Midway to MontrealDiscover last-minute flight deals from Midway to Montreal. Data last updated April 17, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Montreal. Data last updated April 17, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 5/310:30 am
MDW
- YUL
1 stop5h 45m
Porter Airlines
Tue 5/1210:35 am
YUL
- MDW
1 stop5h 00m
Porter Airlines
Deal found 4/13![Porter Airlines logo]()
$270
This Trip.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/410:30 am
MDW
- YUL
1 stop6h 45m
Porter Airlines
Fri 5/296:30 am
YUL
- MDW
1 stop9h 05m
Porter Airlines
Deal found 4/14![Porter Airlines logo]()
$242
This CheapOair deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/1710:30 am
MDW
- YUL
1 stop8h 40m
Porter Airlines
Wed 5/206:30 am
YUL
- MDW
1 stop9h 05m
Porter Airlines
Deal found 4/14![Porter Airlines logo]()
$281
This CheapOair deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1910:30 am
MDW
- YUL
1 stop8h 40m
Porter Airlines
Fri 5/226:30 am
YUL
- MDW
1 stop4h 15m
Porter Airlines
Deal found 4/15![Porter Airlines logo]()
$258
This Kiwi.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1910:30 am
MDW
- YUL
1 stop12h 55m
Multiple Airlines
Fri 5/226:30 am
YUL
- MDW
1 stop4h 15m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$279
This Trip.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” 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 5/2610:30 am
MDW
- YUL
1 stop8h 40m
Porter Airlines
Fri 5/296:30 am
YUL
- MDW
1 stop9h 05m
Porter Airlines
Deal found 4/14![Porter Airlines logo]()
$260
This Kiwi.com deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/2610:30 am
MDW
- YUL
1 stop5h 45m
Porter Airlines
Thu 5/286:30 am
YUL
- MDW
1 stop4h 15m
Porter Airlines
Deal found 4/15![Porter Airlines logo]()
$274
This Trip.com deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2710:30 am
MDW
- YUL
1 stop8h 40m
Porter Airlines
Thu 5/286:30 am
YUL
- MDW
1 stop9h 05m
Porter Airlines
Deal found 4/16![Porter Airlines logo]()
$261
This Trip.com deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2810:30 am
MDW
- YUL
1 stop8h 40m
Porter Airlines
Thu 6/46:30 am
YUL
- MDW
1 stop4h 10m
Porter Airlines
Deal found 4/13![Porter Airlines logo]()
$237
This FlightHub deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 5/2810:30 am
MDW
- YUL
1 stop6h 45m
Porter Airlines
Mon 6/16:30 am
YUL
- MDW
1 stop4h 10m
Porter Airlines
Deal found 4/13![Porter Airlines logo]()
$277
This Kiwi.com deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 5/313:20 pm
MDW
- YUL
1 stop3h 50m
Porter Airlines
Mon 6/86:30 am
YUL
- MDW
1 stop4h 10m
Porter Airlines
Deal found 4/13![Porter Airlines logo]()
$252
One-way flights from Midway to MontrealSearch for one-way flight options from Midway to Montreal. Find affordable one-way fares based on user searches. Data last updated April 17, 2026.
Search for one-way flight options from Midway to Montreal. Find affordable one-way fares based on user searches. Data last updated April 17, 2026.
This eDestinos deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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.
Mon 6/110:25 am
MDW
- YUL
1 stop5h 50m
Porter Airlines
Deal found 4/13![Porter Airlines logo]()
$72
This Super.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/2610:30 am
MDW
- YUL
1 stop5h 45m
Porter Airlines
Deal found 4/14![Porter Airlines logo]()
$73
This FlightHub deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/510:25 am
MDW
- YUL
1 stop5h 50m
Porter Airlines
Deal found 4/13![Porter Airlines logo]()
$90
This Super.com deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1210:30 am
MDW
- YUL
1 stop8h 40m
Porter Airlines
Deal found 4/12![Porter Airlines logo]()
$98
This Super.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2710:30 am
MDW
- YUL
1 stop8h 40m
Porter Airlines
Deal found 4/14![Porter Airlines logo]()
$100
This Trip.com deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/1310:30 am
MDW
- YUL
1 stop8h 40m
Porter Airlines
Deal found 4/13![Porter Airlines logo]()
$104
This CheapOair deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/1710:30 am
MDW
- YUL
1 stop8h 40m
Porter Airlines
Deal found 4/16![Porter Airlines logo]()
$115
This CheapOair deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/810:30 am
MDW
- YUL
1 stop8h 40m
Porter Airlines
Deal found 4/13![Porter Airlines logo]()
$132
Find flight deals from Midway to Montreal
Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Montreal (YMQ). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated April 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $233 (Porter Airlines) |
One-way from | $72 (eDestinos) |
Popular in | June |
Cheapest in | March |
Average price | $482 |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway to Montreal that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 17, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Montreal that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoMontreal
MDW - YUL
MDWYUL
Chicago Midway
Fri 6/12
5:11 pm-11:59 pm
1 stop5h 48m
Montreal Pierre Elliott Trudeau Intl
Sun 6/14
12:48 pm-10:17 pm
1 stop10h 29m
$390
ChicagoMontreal
MDW - YUL
MDWYUL
Chicago Midway
Fri 6/5
6:23 am-5:43 pm
1 stop10h 20m
Montreal Pierre Elliott Trudeau Intl
Tue 6/9
7:00 am-4:16 pm
1 stop10h 16m
$390
ChicagoMontreal
MDW - YUL
MDWYUL
Chicago Midway
Sat 6/13
6:35 pm-11:28 pm
1 stop3h 53m
Montreal Pierre Elliott Trudeau Intl
Mon 6/15
12:48 pm-10:17 pm
1 stop10h 29m
$390
ChicagoMontreal
MDW - YUL
MDWYUL
Chicago Midway
Wed 5/6
1:24 pm-11:08 pm
1 stop8h 44m
Montreal Pierre Elliott Trudeau Intl
Fri 5/8
6:00 am-8:43 am
1 stop3h 43m
$390
ChicagoMontreal
MDW - YUL
MDWYUL
Chicago Midway
Sat 5/9
6:36 pm-11:13 pm
1 stop3h 37m
Montreal Pierre Elliott Trudeau Intl
Sun 5/10
7:00 am-11:56 am
1 stop5h 56m
$390
ChicagoMontreal
MDW - YUL
MDWYUL
Chicago Midway
Fri 5/8
1:22 pm-11:13 pm
1 stop8h 51m
Montreal Pierre Elliott Trudeau Intl
Sun 5/10
7:00 am-4:12 pm
1 stop10h 12m
$390
Quickest round-trip
ChicagoMontreal
MDW - YUL
MDWYUL
Chicago Midway
Sat 6/6
6:36 pm-11:13 pm
1 stop3h 37m
Montreal Pierre Elliott Trudeau Intl
Mon 6/8
6:00 am-9:14 am
1 stop4h 14m
$390
ChicagoMontreal
MDW - YUL
MDWYUL
Chicago Midway
Tue 5/5
1:24 pm-11:08 pm
1 stop8h 44m
Montreal Pierre Elliott Trudeau Intl
Sat 5/9
6:00 am-8:43 am
1 stop3h 43m
$390
ChicagoMontreal
MDW - YUL
MDWYUL
Chicago Midway
Sat 5/16
5:29 pm-11:57 pm
1 stop5h 28m
Montreal Pierre Elliott Trudeau Intl
Sun 5/24
6:00 am-12:42 pm
1 stop7h 42m
$390
ChicagoMontreal
MDW - YUL
MDWYUL
Chicago Midway
Thu 5/14
6:23 am-5:43 pm
1 stop10h 20m
Montreal Pierre Elliott Trudeau Intl
Sat 5/16
7:00 am-4:32 pm
1 stop10h 32m
$390
Showing 1-10 of 21 resultsSorted by cheapest first
Compare providers for flights from Midway to Montreal
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Montreal in April.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago Midway Airport-Montreal flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Montreal flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Montreal flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago Midway Airport-Montreal flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Montreal flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Midway to Montreal
Have a flexible travel schedule? Discover the best time to fly to Montreal from Midway with our price prediction graph.
MDW-YMQ
MDW-YUL
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago Midway Airport to Montreal
MDW-YMQ
MDW-YUL
How often are flights from Chicago to Montreal delayed?
About 38% of weekly flights between Chicago and Montreal have experienced delays in the past year, with the average delay time being 55 minutes.
What is the most punctual flight time for Chicago to Montreal 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?
Monday tends to have the lowest number of delays on this route, whereas Saturday has historically faced a higher average of delays compared to other days of the week.
Reviews of airlines servicing Montreal
Get insights into the airlines that provide service to Montreal. 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 Montreal. Reviews last updated April 17, 2026.
Read reviews from past customers who have flown Porter Airlines from Chicago Midway Airport to Montreal. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.6
Entertainment
7.0
Overall
8.0
Comfort
8.0
Food
7.6
Boarding
8.2
Reviews
1 / 20
10.0
ExcellentJohn,Mar 2026
YYZ - PVR
Crew
8.6
Entertainment
7.0
Overall
8.0
Comfort
8.0
Food
7.6
Boarding
8.2
Reviews
1 / 20
10.0
ExcellentJohn,Mar 2026
YYZ - PVR
Related info for your journey
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Top airline flying from Midway to Montreal
Discover the top airline that operate flights from Midway to Montreal. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$253 | Average$388 | FlexibilityNo cancel fee | On-time52% |