$144+ Cheap flights from Chicago (CHI) 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 9/24. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YMQ
Sep 18 — Sep 251
Round-trip
1 adult, Economy
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Find cheap flights from Chicago 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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Chicago to Montreal are usually found in April or March, booked 73 days in advance, depart on a Thursday or Monday and return on a Thursday
Cheap flight deals from Chicago to Montreal
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Last-minute
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Cheapest flights from Chicago to MontrealExplore the most affordable flight options available from Chicago to Montreal. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 19, 2026.
Explore the most affordable flight options available from Chicago to Montreal. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 19, 2026.
This iWofly deal was found by Cheapflights users on 8/14. 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 iWofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/222:00 pm -
1 stop6h 45m
Wed 9/238:40 am -
Nonstop2h 35m
Deal found 8/14![Air Canada logo]()
$248
This Vliegwinkel deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Vliegwinkel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1911:45 am -
1 stop5h 27m
Mon 9/216:30 am -
1 stop5h 30m
Deal found 8/18![Porter Airlines logo]()
$302
This Gotogate deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/197:25 am -
1 stop5h 20m
Mon 9/214:30 pm -
1 stop5h 11m
Deal found 8/17![Air Canada logo]()
$302
This FlightHub deal was found by Cheapflights users on 8/15. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/811:45 am -
1 stop5h 27m
Sat 9/126:30 am -
1 stop5h 30m
Deal found 8/15![Porter Airlines logo]()
$306
This FlightHub deal was found by Cheapflights users on 8/16. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/73:20 pm -
1 stop4h 52m
Tue 10/136:30 am -
1 stop5h 30m
Deal found 8/16![Porter Airlines logo]()
$308
This FlightHub deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/211:45 am -
1 stop5h 27m
Mon 9/76:30 am -
1 stop5h 30m
Deal found 8/17![Porter Airlines logo]()
$309
This Kissandfly.com deal was found by Cheapflights users on 8/15. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2911:45 am -
1 stop5h 27m
Tue 10/66:30 am -
1 stop5h 30m
Deal found 8/15![Porter Airlines logo]()
$310
This FlightHub deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/183:20 pm -
1 stop4h 52m
Sun 9/2010:35 am -
1 stop5h 00m
Deal found 8/17![Porter Airlines logo]()
$311
This Booking.com deal was found by Cheapflights users on 8/16. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/3011:05 am -
Nonstop2h 15m
Wed 10/76:30 pm -
Nonstop2h 42m
Deal found 8/16![Air Canada logo]()
$312
This Trip.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/153:20 pm -
1 stop4h 52m
Tue 9/226:30 am -
1 stop5h 30m
Deal found 8/18![Porter Airlines logo]()
$314
This Booking.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/18:40 am -
Nonstop2h 19m
Tue 9/88:40 am -
Nonstop2h 35m
Deal found 8/18![Air Canada logo]()
$314
This Kiwi.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1511:45 am -
1 stop5h 27m
Tue 10/206:30 am -
1 stop5h 30m
Deal found 8/18![Porter Airlines logo]()
$317
Best flights from Chicago to MontrealDiscover carefully curated flight deals from Chicago to Montreal that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 19, 2026.
Discover carefully curated flight deals from Chicago to Montreal that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 19, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1911:45 am -
1 stop5h 27m
Sat 9/266:30 am -
1 stop5h 30m
Deal found 8/19![Porter Airlines logo]()
$337
This United Airlines deal was found by Cheapflights users on 8/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/177:11 am -
Nonstop2h 29m
Sun 9/209:45 am -
Nonstop2h 36m
Deal found 8/14![United Airlines logo]()
$375
This United deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/222:01 pm -
Nonstop2h 29m
Sun 10/257:45 am -
1 stop6h 26m
Deal found 8/18![Multiple Airlines logo]()
$380
This Delta deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/259:30 am -
1 stop5h 28m
Sat 11/287:10 am -
1 stop10h 29m
Deal found 8/19![Delta logo]()
$394
This United Airlines deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/207:11 am -
Nonstop2h 29m
Thu 9/246:10 am -
Nonstop2h 41m
Deal found 8/19![United Airlines logo]()
$375
This Porter Airlines deal was found by Cheapflights users on 8/15. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2111:45 am -
1 stop5h 27m
Sat 10/246:30 am -
1 stop5h 30m
Deal found 8/15![Porter Airlines logo]()
$379
This United deal was found by Cheapflights users on 8/16. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/197:05 am -
1 stop5h 04m
Mon 9/214:30 pm -
1 stop5h 11m
Deal found 8/16![Multiple Airlines logo]()
$393
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/161:00 pm -
1 stop9h 50m
Wed 9/237:00 am -
1 stop10h 15m
Deal found 8/17![Delta logo]()
$394
This Porter Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2511:45 am -
1 stop5h 27m
Mon 9/286:30 am -
1 stop5h 30m
Deal found 8/17![Porter Airlines logo]()
$385
This United Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/512:55 pm -
1 stop5h 50m
Fri 10/169:45 am -
Nonstop2h 36m
Deal found 8/17![United Airlines logo]()
$385
This Delta deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/21:22 pm -
1 stop9h 04m
Sat 12/57:10 am -
1 stop5h 40m
Deal found 8/19![Delta logo]()
$394
This Porter Airlines deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2111:45 am -
1 stop5h 27m
Mon 9/289:00 am -
1 stop6h 35m
Deal found 8/19![Porter Airlines logo]()
$386
This Delta deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/66:00 am -
1 stop10h 03m
Sat 1/97:00 am -
1 stop10h 25m
Deal found 8/18![Delta logo]()
$394
This United Airlines deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/27:11 am -
Nonstop2h 29m
Sun 9/66:10 am -
Nonstop2h 41m
Deal found 8/18![United Airlines logo]()
$409
This Delta deal was found by Cheapflights users on 8/16. 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 9/196:40 pm -
1 stop3h 47m
Mon 9/216:00 am -
1 stop4h 07m
Deal found 8/16![Delta logo]()
$395
This Delta deal was found by Cheapflights users on 8/15. 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.
Sat 8/291:50 pm -
1 stop9h 02m
Sun 9/612:47 pm -
1 stop8h 43m
Deal found 8/15![Delta logo]()
$397
This Delta deal was found by Cheapflights users on 8/16. 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.
Thu 10/81:27 pm -
1 stop8h 58m
Sun 10/116:00 am -
1 stop7h 47m
Deal found 8/16![Delta logo]()
$400
This Delta deal was found by Cheapflights users on 8/16. 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 11/76:44 pm -
1 stop3h 41m
Mon 11/237:10 am -
1 stop5h 40m
Deal found 8/16![Delta logo]()
$424
This Delta deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/46:44 pm -
1 stop3h 42m
Tue 12/87:10 am -
1 stop5h 40m
Deal found 8/18![Delta logo]()
$424
This Delta deal was found by Cheapflights users on 8/16. 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.
Thu 9/36:59 am -
1 stop8h 21m
Tue 9/85:10 pm -
1 stop4h 20m
Deal found 8/16![Delta logo]()
$424
This Delta deal was found by Cheapflights users on 8/16. 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.
Sun 11/81:55 pm -
1 stop8h 30m
Tue 11/244:50 pm -
1 stop4h 35m
Deal found 8/16![Delta logo]()
$424
This Delta deal was found by Cheapflights users on 8/14. 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.
Fri 10/97:10 am -
1 stop8h 05m
Mon 10/1212:50 pm -
1 stop8h 40m
Deal found 8/14![Delta logo]()
$427
This Delta deal was found by Cheapflights users on 8/14. 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.
Fri 9/1111:30 am -
1 stop6h 23m
Fri 9/186:47 pm -
1 stop6h 12m
Deal found 8/14![Delta logo]()
$427
Last-minute flights from Chicago to MontrealDiscover last-minute flight deals from Chicago to Montreal. Data last updated August 19, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Montreal. Data last updated August 19, 2026 and is based on user searches.
This Booking.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/18:40 am -
Nonstop2h 19m
Tue 9/88:40 am -
Nonstop2h 35m
Deal found 8/18![Air Canada logo]()
$314
This FlightHub deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/211:45 am -
1 stop5h 27m
Mon 9/76:30 am -
1 stop5h 30m
Deal found 8/17![Porter Airlines logo]()
$309
This FlightHub deal was found by Cheapflights users on 8/15. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/811:45 am -
1 stop5h 27m
Sat 9/126:30 am -
1 stop5h 30m
Deal found 8/15![Porter Airlines logo]()
$306
This Trip.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/153:20 pm -
1 stop4h 52m
Tue 9/226:30 am -
1 stop5h 30m
Deal found 8/18![Porter Airlines logo]()
$314
This FlightHub deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/183:20 pm -
1 stop4h 52m
Sun 9/2010:35 am -
1 stop5h 00m
Deal found 8/17![Porter Airlines logo]()
$311
This Vliegwinkel deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Vliegwinkel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1911:45 am -
1 stop5h 27m
Mon 9/216:30 am -
1 stop5h 30m
Deal found 8/18![Porter Airlines logo]()
$302
This Gotogate deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/197:25 am -
1 stop5h 20m
Mon 9/214:30 pm -
1 stop5h 11m
Deal found 8/17![Air Canada logo]()
$302
This iWofly deal was found by Cheapflights users on 8/14. 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 iWofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/222:00 pm -
1 stop6h 45m
Wed 9/238:40 am -
Nonstop2h 35m
Deal found 8/14![Air Canada logo]()
$248
This Gotogate deal was found by Cheapflights users on 8/15. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/223:20 pm -
1 stop4h 52m
Fri 9/256:30 am -
1 stop5h 30m
Deal found 8/15![Porter Airlines logo]()
$318
This Kissandfly.com deal was found by Cheapflights users on 8/15. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2911:45 am -
1 stop5h 27m
Tue 10/66:30 am -
1 stop5h 30m
Deal found 8/15![Porter Airlines logo]()
$310
This Booking.com deal was found by Cheapflights users on 8/16. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/3011:05 am -
Nonstop2h 15m
Wed 10/76:30 pm -
Nonstop2h 42m
Deal found 8/16![Air Canada logo]()
$312
This Flightnetwork deal was found by Cheapflights users on 8/16. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/303:20 pm -
1 stop4h 52m
Wed 10/79:00 am -
1 stop6h 35m
Deal found 8/16![Porter Airlines logo]()
$319
One-way flights from Chicago to MontrealSearch for one-way flight options from Chicago to Montreal. Find affordable one-way fares based on user searches. Data last updated August 19, 2026.
Search for one-way flight options from Chicago to Montreal. Find affordable one-way fares based on user searches. Data last updated August 19, 2026.
This Super.com deal was found by Cheapflights users on 8/16. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/243:20 pm -
1 stop4h 52m
Deal found 8/16![Porter Airlines logo]()
$144
This Air Canada deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/192:00 pm -
1 stop4h 45m
Deal found 8/17![Air Canada logo]()
$145
This FlightHub deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/223:20 pm -
1 stop4h 52m
Deal found 8/17![Porter Airlines logo]()
$146
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/56:59 am -
1 stop8h 21m
Deal found 8/17![Delta logo]()
$146
This Super.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/113:20 pm -
1 stop4h 52m
Deal found 8/18![Porter Airlines logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 8/14. 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.
Thu 9/177:11 am -
2 stops16h 14m
Deal found 8/14![Multiple Airlines logo]()
$147
This Trip.com deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/153:20 pm -
1 stop4h 52m
Deal found 8/17![Porter Airlines logo]()
$148
This Flightnetwork deal was found by Cheapflights users on 8/14. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/123:40 pm -
Nonstop2h 21m
Deal found 8/14![Air Canada logo]()
$148
This Trip.com deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/111:45 am -
1 stop5h 27m
Deal found 8/17![Porter Airlines logo]()
$149
This Air Canada deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/28:45 am -
Nonstop2h 15m
Deal found 8/18![Air Canada logo]()
$149
This Trip.com deal was found by Cheapflights users on 8/15. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/3011:45 am -
1 stop5h 27m
Deal found 8/15![Porter Airlines logo]()
$150
This Air Canada deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/711:05 am -
Nonstop2h 19m
Deal found 8/17![Air Canada logo]()
$150
Find flight deals from Chicago to Montreal
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) 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 August 19, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $248 (iWofly) |
One-way from | $144 (Super.com) |
Popular in | August |
Cheapest in | April |
Average price | $428 |
Good round-trip deal | $375 or less |
Good one-way deal | $222 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago 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 7,457,451 searches. Data last updated August 19, 2026.
Use the filters below to find and compare flights from Chicago to Montreal that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoMontreal
MDW Chicago Midway - YUL Montreal Pierre Elliott Trudeau Intl
MDWYUL
Chicago Midway
Sat 9/19
11:45 am-6:12 pm
1 stop5h 27m
Montreal Pierre Elliott Trudeau Intl
Sat 9/26
6:30 am-11:00 am
1 stop5h 30m
$337
Quickest round-trip
ChicagoMontreal
ORD Chicago O'Hare Intl - YUL Montreal Pierre Elliott Trudeau Intl
ORDYUL
Chicago O'Hare Intl
Thu 9/17
7:11 am-10:40 am
Nonstop2h 29m
Montreal Pierre Elliott Trudeau Intl
Sun 9/20
9:45 am-11:21 am
Nonstop2h 36m
$375
ChicagoMontreal
ORD Chicago O'Hare Intl - YUL Montreal Pierre Elliott Trudeau Intl
ORDYUL
Chicago O'Hare Intl
Sun 9/20
7:11 am-10:40 am
Nonstop2h 29m
Montreal Pierre Elliott Trudeau Intl
Thu 9/24
6:10 am-7:51 am
Nonstop2h 41m
$375
ChicagoMontreal
MDW Chicago Midway - YUL Montreal Pierre Elliott Trudeau Intl
MDWYUL
Chicago Midway
Wed 10/21
11:45 am-6:12 pm
1 stop5h 27m
Montreal Pierre Elliott Trudeau Intl
Sat 10/24
6:30 am-11:00 am
1 stop5h 30m
$379
ChicagoMontreal
ORD Chicago O'Hare Intl - YUL Montreal Pierre Elliott Trudeau Intl
ORDYUL
Chicago O'Hare Intl
Thu 10/22
2:01 pm-5:30 pm
Nonstop2h 29m
Montreal Pierre Elliott Trudeau Intl
Sun 10/25
7:45 am-1:11 pm
1 stop6h 26m
$380
ChicagoMontreal
MDW Chicago Midway - YUL Montreal Pierre Elliott Trudeau Intl
MDWYUL
Chicago Midway
Fri 9/25
11:45 am-6:12 pm
1 stop5h 27m
Montreal Pierre Elliott Trudeau Intl
Mon 9/28
6:30 am-11:00 am
1 stop5h 30m
$385
ChicagoMontreal
ORD Chicago O'Hare Intl - YUL Montreal Pierre Elliott Trudeau Intl
ORDYUL
Chicago O'Hare Intl
Mon 10/5
12:55 pm-7:45 pm
1 stop5h 50m
Montreal Pierre Elliott Trudeau Intl
Fri 10/16
9:45 am-11:21 am
Nonstop2h 36m
$385
ChicagoMontreal
MDW Chicago Midway - YUL Montreal Pierre Elliott Trudeau Intl
MDWYUL
Chicago Midway
Mon 9/21
11:45 am-6:12 pm
1 stop5h 27m
Montreal Pierre Elliott Trudeau Intl
Mon 9/28
9:00 am-2:35 pm
1 stop6h 35m
$386
ChicagoMontreal
ORD Chicago O'Hare Intl - YUL Montreal Pierre Elliott Trudeau Intl
ORDYUL
Chicago O'Hare Intl
Sat 9/19
7:05 am-1:09 pm
1 stop5h 04m
Montreal Pierre Elliott Trudeau Intl
Mon 9/21
4:30 pm-8:41 pm
1 stop5h 11m
$393
ChicagoMontreal
MDW Chicago Midway - YUL Montreal Pierre Elliott Trudeau Intl
MDWYUL
Chicago Midway
Wed 11/25
9:30 am-3:58 pm
1 stop5h 28m
Montreal Pierre Elliott Trudeau Intl
Sat 11/28
7:10 am-4:39 pm
1 stop10h 29m
$394
Showing 1-10 of 42 resultsSorted by cheapest first
Compare providers for flights from Chicago 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 Chicago to Montreal in August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago-Montreal flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Montreal flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Montreal flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-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-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 Chicago to Montreal
Have a flexible travel schedule? Discover the best time to fly to Montreal from Chicago with our price prediction graph.
CHI-YMQ
ORD-YUL
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 to Montreal
CHI-YMQ
ORD-YUL
MDW-YUL
What is the cheapest month to book a flight from Chicago to Montreal?
Currently, April is the cheapest month in which you can book a flight from Chicago to Montreal (average of $293). Flying from Chicago to Montreal in December is currently the most expensive (average of $454). 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 CHI to YMQ?
Find hourly flight availability from Chicago to Montreal. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 19, 2026.
One of the essential ways to save on airfare from Chicago to Montreal is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight in the morning could potentially save you up to 18% on airfare.
Weekly flight availability from Chicago to Montreal
Explore weekly flight availability from Chicago to Montreal. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated August 19, 2026.
The most flights from CHI to YMQ are scheduled on a Monday (31 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (24 on average).
How much does it cost to fly round-trip from Chicago to Montreal?
Airfare is below average for this route at the moment.
Chicago to Montreal flights typically cost between $365 and $508 in September.The cheapest round-trip price found within the last 5 days was $248 on Air Canada (Sep 22-Sep 23).
What’s the top layover airport for flights from Chicago to Montreal?
Share of 1-stop round-trip flights from Chicago to Montreal chosen by Cheapflights users in the past 12 months, using the same layover each way.
Toronto (YYZ) – chosen by Cheapflights users on 50% of 1-stop itineraries from Chicago to Montreal on Cheapflights.
What’s the cheapest layover airport for flights from Chicago to Montreal?
Average round-trip fare for 1-stop flights from Chicago to Montreal, chosen by Cheapflights users in the past 12 months, with the same layover each way.
Toronto (YYZ) is the most affordable 1-stop option, with an average round-trip price of $362.
What’s the fastest layover option from Chicago to Montreal?
Shortest average travel time for 1-stop one-way flights from Chicago to Montreal, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.
Flights via Toronto (YYZ) have the shortest average one-way travel time for 1-stop routes: 4h 22m.
Which airport typically offers the quickest layover for flights from Chicago to Montreal?
Average layover duration for 1-stop one-way flights from Chicago to Montreal, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.
Flights via Toronto (YTZ) offer the fastest connection on this route, with an average layover time of 1h 37m.
How often are flights from Chicago to Montreal delayed?
About 20% of weekly flights between Chicago and Montreal have experienced delays in the past year, with the average delay time being 140 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?
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 Chicago to Montreal flights?
Over the last year, American Airlines have had the lowest number of delays on this route, with just 13% of flights being delayed.
How far ahead should I book a flight from Chicago to Montreal?
The price you pay for your flight from Chicago to Montreal may vary depending on when you book. For the best chance of a lower fare, look to book 90 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
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 August 19, 2026.
Read reviews from past customers who have flown Porter Airlines,Delta, andUnited Airlines from Chicago 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.
Comfort
8.0
Entertainment
6.9
Food
7.6
Overall
8.0
Boarding
8.2
Crew
8.6
Reviews
1 / 20
10.0
ExcellentRegan,Aug 2026
YYZ - YVR
Comfort
8.0
Entertainment
6.9
Food
7.6
Overall
8.0
Boarding
8.2
Crew
8.6
Reviews
1 / 20
10.0
ExcellentRegan,Aug 2026
YYZ - YVR
Comfort
8.0
Entertainment
6.9
Food
7.6
Overall
8.0
Boarding
8.2
Crew
8.6
Reviews
1 / 20
10.0
ExcellentRegan,Aug 2026
YYZ - YVR
Comfort
8.0
Entertainment
6.9
Food
7.6
Overall
8.0
Boarding
8.2
Crew
8.6
Reviews
1 / 20
10.0
ExcellentRegan,Aug 2026
YYZ - YVR
Comfort
8.0
Entertainment
6.9
Food
7.6
Overall
8.0
Boarding
8.2
Crew
8.6
Reviews
1 / 20
10.0
ExcellentRegan,Aug 2026
YYZ - YVR
Comfort
8.0
Entertainment
6.9
Food
7.6
Overall
8.0
Boarding
8.2
Crew
8.6
Reviews
1 / 20
10.0
ExcellentRegan,Aug 2026
YYZ - YVR
Related info for your journey
Find useful and relevant information for your journey from Chicago to Montreal. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Complete your trip
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Search flights from Chicago to Montreal by cabin class
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Other flights to Montreal
Explore flights to Montreal departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 19, 2026.
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Popular flight searches
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Top 5 airlines flying from Chicago to Montreal
Discover the top 5 airlines that operate flights from Chicago 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 7,457,451 searches. Data last updated August 19, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$111 | Average$236 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$150 | Average$379 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$159 | Average$428 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$160 | Average$315 | FlexibilityNo cancel fee | On-time52% | |
| Cheapest$336 | Average$461 | FlexibilityNo cancel fee | On-time71% |