Cheap flights from Montreal to Chicago from C$ 231
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 30/10. Fares are subject to change and may not be available on all flights or dates of travel.
YMQ — CHI
15 Oct — 22 Oct1
Round-trip
1 adult
Economy
Round-trip
1 adult, Economy, 0 bags
Cheapflights Tip: The best prices from Montreal to Chicago are usually found in April or March, booked 64 days in advance, depart on a Thursday or Friday and return on a Tuesday
Cheap flight deals from Montreal to Chicago
Enter your travel dates to find the best prices.
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One-way
Cheapest flights from Montreal to Chicago
Explore the most affordable flight options available from Montreal to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 15 September 2026.
Thu 1/105:00 a.m. -
1 stop5h 00m
Mon 5/102:00 p.m. -
1 stop4h 45m
Deal found 13/9C$ 390
Wed 14/109:00 a.m. -
1 stop6h 35m
Sat 17/1011:45 a.m. -
1 stop5h 27m
Deal found 10/9C$ 390
Fri 23/108:35 a.m. -
2 stops5h 48m
Mon 26/101:55 p.m. -
1 stop6h 50m
Deal found 13/9C$ 392
Fri 2/106:30 a.m. -
1 stop5h 30m
Sun 4/1011:45 a.m. -
1 stop5h 27m
Deal found 13/9C$ 392
Sat 10/106:30 p.m. -
Nonstop2h 42m
Wed 14/108:45 a.m. -
Nonstop2h 15m
Deal found 10/9C$ 393
Fri 23/106:30 p.m. -
Nonstop2h 42m
Fri 30/107:05 a.m. -
Nonstop2h 12m
Deal found 10/9C$ 395
Sun 11/1010:35 a.m. -
1 stop5h 00m
Sun 18/1011:45 a.m. -
1 stop5h 27m
Deal found 13/9C$ 395
Fri 23/106:30 p.m. -
Nonstop2h 42m
Wed 28/107:05 a.m. -
Nonstop2h 12m
Deal found 14/9C$ 396
Thu 22/106:30 a.m. -
1 stop5h 30m
Sat 24/1011:45 a.m. -
1 stop5h 27m
Deal found 14/9C$ 396
Thu 12/113:10 p.m. -
1 stop5h 48m
Sun 15/111:55 p.m. -
1 stop4h 51m
Deal found 12/9C$ 397
Thu 29/101:10 p.m. -
Nonstop2h 42m
Thu 5/117:05 a.m. -
Nonstop2h 12m
Deal found 13/9C$ 399
Thu 15/106:30 a.m. -
1 stop5h 30m
Tue 20/1011:45 a.m. -
1 stop5h 27m
Deal found 14/9C$ 399
Best flights from Montreal to Chicago
Discover carefully curated flight deals from Montreal to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 15 September 2026.
Thu 1/106:30 a.m. -
1 stop5h 30m
Sun 4/103:20 p.m. -
1 stop4h 52m
Deal found 14/9C$ 397
Thu 15/106:00 a.m. -
1 stop5h 29m
Sat 17/105:42 p.m. -
1 stop4h 43m
Deal found 14/9C$ 429
Sat 26/91:10 p.m. -
1 stop4h 48m
Sat 3/107:25 a.m. -
1 stop5h 20m
Deal found 14/9C$ 510
Tue 22/126:00 a.m. -
Nonstop3h 07m
Tue 29/124:30 p.m. -
1 stop4h 30m
Deal found 14/9C$ 568
Wed 21/106:00 a.m. -
1 stop4h 32m
Tue 27/106:44 p.m. -
1 stop3h 41m
Deal found 10/9C$ 429
Thu 22/106:00 a.m. -
1 stop4h 32m
Wed 28/109:29 a.m. -
1 stop5h 46m
Deal found 10/9C$ 429
Wed 21/106:00 a.m. -
1 stop4h 32m
Wed 28/106:44 p.m. -
1 stop3h 41m
Deal found 10/9C$ 429
Sun 25/109:45 a.m. -
1 stop8h 55m
Thu 29/1012:20 p.m. -
1 stop5h 45m
Deal found 10/9C$ 527
Mon 28/96:10 p.m. -
1 stop5h 01m
Mon 5/108:45 a.m. -
Nonstop2h 15m
Deal found 12/9C$ 572
Wed 30/92:25 p.m. -
1 stop5h 50m
Wed 7/1010:05 a.m. -
1 stop7h 53m
Deal found 14/9C$ 432
Mon 26/109:10 a.m. -
1 stop7h 28m
Thu 29/1010:15 a.m. -
2 stops9h 38m
Deal found 11/9C$ 575
Mon 26/102:15 p.m. -
1 stop6h 15m
Thu 29/1012:20 p.m. -
1 stop5h 45m
Deal found 11/9C$ 553
Thu 29/106:00 a.m. -
1 stop7h 47m
Thu 5/111:27 p.m. -
1 stop8h 58m
Deal found 14/9C$ 432
Thu 1/105:34 p.m. -
Nonstop2h 45m
Thu 8/108:17 a.m. -
Nonstop2h 27m
Deal found 14/9C$ 554
Fri 20/116:00 a.m. -
1 stop7h 51m
Sun 22/111:31 p.m. -
1 stop8h 56m
Deal found 13/9C$ 432
Tue 27/106:00 a.m. -
1 stop7h 47m
Tue 3/111:27 p.m. -
1 stop8h 58m
Deal found 12/9C$ 432
Thu 22/106:00 a.m. -
1 stop5h 29m
Thu 29/101:56 p.m. -
1 stop8h 29m
Deal found 10/9C$ 435
Fri 23/106:00 a.m. -
1 stop7h 47m
Thu 29/106:44 p.m. -
1 stop3h 41m
Deal found 10/9C$ 435
Wed 21/106:00 a.m. -
1 stop4h 32m
Thu 29/101:27 p.m. -
1 stop8h 58m
Deal found 11/9C$ 454
Thu 22/106:00 a.m. -
1 stop4h 32m
Sat 31/106:44 p.m. -
1 stop3h 41m
Deal found 11/9C$ 454
Wed 21/102:28 p.m. -
1 stop7h 15m
Thu 29/101:56 p.m. -
1 stop8h 29m
Deal found 11/9C$ 468
Wed 21/106:00 a.m. -
1 stop7h 47m
Fri 30/101:27 p.m. -
1 stop8h 58m
Deal found 11/9C$ 468
Thu 8/106:00 a.m. -
1 stop7h 59m
Mon 12/107:00 a.m. -
1 stop8h 15m
Deal found 12/9C$ 575
Direct flights from Montreal to Chicago
Explore direct flight options from Montreal to Chicago based on user searches, and compare prices and availability for your desired travel dates. Data last updated 15 September 2026.
Sat 10/106:30 p.m. -
Nonstop2h 42m
Wed 14/108:45 a.m. -
Nonstop2h 15m
Deal found 10/9C$ 393
Fri 23/106:30 p.m. -
Nonstop2h 42m
Fri 30/107:05 a.m. -
Nonstop2h 12m
Deal found 10/9C$ 395
Fri 23/106:30 p.m. -
Nonstop2h 42m
Wed 28/107:05 a.m. -
Nonstop2h 12m
Deal found 14/9C$ 396
Thu 29/101:10 p.m. -
Nonstop2h 42m
Thu 5/117:05 a.m. -
Nonstop2h 12m
Deal found 13/9C$ 399
Sat 10/106:30 p.m. -
Nonstop2h 42m
Tue 13/108:45 a.m. -
Nonstop2h 15m
Deal found 12/9C$ 408
Fri 25/98:40 a.m. -
Nonstop2h 35m
Sun 27/911:05 a.m. -
Nonstop2h 15m
Deal found 11/9C$ 410
Thu 11/29:25 a.m. -
Nonstop2h 42m
Mon 15/21:55 p.m. -
Nonstop2h 12m
Deal found 13/9C$ 422
Thu 22/106:30 p.m. -
Nonstop2h 42m
Sat 24/108:45 a.m. -
Nonstop2h 15m
Deal found 14/9C$ 424
Fri 2/106:30 p.m. -
Nonstop2h 42m
Thu 15/108:45 a.m. -
Nonstop2h 15m
Deal found 10/9C$ 425
Last-minute flights from Montreal to Chicago
Discover last-minute flight deals from Montreal to Chicago. Data last updated 15 September 2026 and is based on user searches.
Thu 1/105:00 a.m. -
1 stop5h 00m
Mon 5/102:00 p.m. -
1 stop4h 45m
Deal found 13/9C$ 390
Fri 2/106:30 a.m. -
1 stop5h 30m
Sun 4/1011:45 a.m. -
1 stop5h 27m
Deal found 13/9C$ 392
Sat 10/106:30 p.m. -
Nonstop2h 42m
Wed 14/108:45 a.m. -
Nonstop2h 15m
Deal found 10/9C$ 393
Sun 11/1010:35 a.m. -
1 stop5h 00m
Sun 18/1011:45 a.m. -
1 stop5h 27m
Deal found 13/9C$ 395
Sun 11/109:10 a.m. -
1 stop5h 13m
Sun 18/102:00 p.m. -
1 stop6h 45m
Deal found 12/9C$ 397
Wed 14/109:00 a.m. -
1 stop6h 35m
Sat 17/1011:45 a.m. -
1 stop5h 27m
Deal found 10/9C$ 390
Thu 15/106:30 a.m. -
1 stop5h 30m
Tue 20/1011:45 a.m. -
1 stop5h 27m
Deal found 14/9C$ 399
Thu 22/106:30 a.m. -
1 stop5h 30m
Sat 24/1011:45 a.m. -
1 stop5h 27m
Deal found 14/9C$ 396
Fri 23/108:35 a.m. -
2 stops5h 48m
Mon 26/101:55 p.m. -
1 stop6h 50m
Deal found 13/9C$ 392
Fri 23/106:30 p.m. -
Nonstop2h 42m
Fri 30/107:05 a.m. -
Nonstop2h 12m
Deal found 10/9C$ 395
Fri 23/106:30 p.m. -
Nonstop2h 42m
Wed 28/107:05 a.m. -
Nonstop2h 12m
Deal found 14/9C$ 396
Thu 29/101:10 p.m. -
Nonstop2h 42m
Thu 5/117:05 a.m. -
Nonstop2h 12m
Deal found 13/9C$ 399
One-way flights from Montreal to Chicago
Search for one-way flight options from Montreal to Chicago. Find affordable one-way fares based on user searches. Data last updated 15 September 2026.
Fri 30/109:25 a.m. -
Nonstop2h 42m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 13/9C$ 231
Wed 7/108:35 a.m. -
Nonstop2h 37m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 11/9C$ 233
Tue 6/108:35 a.m. -
Nonstop2h 37m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 10/9C$ 235
Sat 10/101:10 p.m. -
2 stops7h 38m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 10/9C$ 236
Wed 30/93:10 p.m. -
1 stop5h 38m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 12/9C$ 240
Sun 11/1010:35 a.m. -
1 stop5h 00m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 10/9C$ 240
Fri 23/106:30 a.m. -
1 stop5h 30m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 11/9C$ 242
Fri 23/107:30 a.m. -
1 stop6h 53m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 11/9C$ 243
Sat 24/106:30 a.m. -
1 stop5h 30m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 10/9C$ 243
Wed 30/96:30 a.m. -
1 stop5h 30m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 12/9C$ 246
Fri 25/99:00 a.m. -
1 stop6h 35m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 11/9C$ 247
Fri 4/121:10 p.m. -
Nonstop2h 42m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 14/9C$ 249
Find flight deals from Montreal to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Montreal (YMQ) to Chicago (CHI). 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 15 September 2026.
Customize your flight search to find flights from Montreal to Chicago 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 15 September 2026.
Use the filters below to find and compare flights from Montreal to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
Cheapest round-trip
MontrealChicago
YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway
YULMDW
Montreal Pierre Elliott Trudeau Intl
Sun 11/10
10:35 a.m.-2:35 p.m.
1 stop5h 00m
Chicago Midway
Wed 31/12
12:00 a.m.-1:00 a.m.
Nonstop0h 00m
C$ 240
MontrealChicago
YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway
YULMDW
Montreal Pierre Elliott Trudeau Intl
Fri 16/10
6:30 a.m.-11:00 a.m.
1 stop5h 30m
Chicago Midway
Wed 31/12
12:00 a.m.-1:00 a.m.
Nonstop0h 00m
C$ 250
MontrealChicago
YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway
YULMDW
Montreal Pierre Elliott Trudeau Intl
Wed 14/10
9:00 a.m.-2:35 p.m.
1 stop6h 35m
Chicago Midway
Wed 31/12
12:00 a.m.-1:00 a.m.
Nonstop0h 00m
C$ 250
MontrealChicago
YUL Montreal Pierre Elliott Trudeau Intl - ORD Chicago O'Hare Intl
YULORD
Montreal Pierre Elliott Trudeau Intl
Fri 12/3
12:45 p.m.-8:37 p.m.
1 stop8h 52m
Chicago O'Hare Intl
Wed 31/12
12:00 a.m.-1:00 a.m.
Nonstop0h 00m
C$ 256
Quickest round-trip
MontrealChicago
YUL Montreal Pierre Elliott Trudeau Intl - ORD Chicago O'Hare Intl
YULORD
Montreal Pierre Elliott Trudeau Intl
Sat 26/9
9:45 a.m.-11:21 a.m.
Nonstop2h 36m
Chicago O'Hare Intl
Wed 31/12
12:00 a.m.-1:00 a.m.
Nonstop0h 00m
C$ 257
MontrealChicago
YUL Montreal Pierre Elliott Trudeau Intl - ORD Chicago O'Hare Intl
YULORD
Montreal Pierre Elliott Trudeau Intl
Wed 28/10
6:00 a.m.-12:59 p.m.
1 stop7h 59m
Chicago O'Hare Intl
Wed 31/12
12:00 a.m.-1:00 a.m.
Nonstop0h 00m
C$ 257
MontrealChicago
YUL Montreal Pierre Elliott Trudeau Intl - ORD Chicago O'Hare Intl
YULORD
Montreal Pierre Elliott Trudeau Intl
Tue 6/10
6:00 a.m.-12:59 p.m.
1 stop7h 59m
Chicago O'Hare Intl
Wed 31/12
12:00 a.m.-1:00 a.m.
Nonstop0h 00m
C$ 257
MontrealChicago
YUL Montreal Pierre Elliott Trudeau Intl - ORD Chicago O'Hare Intl
YULORD
Montreal Pierre Elliott Trudeau Intl
Wed 7/10
9:30 a.m.-6:20 p.m.
1 stop9h 50m
Chicago O'Hare Intl
Wed 31/12
12:00 a.m.-1:00 a.m.
Nonstop0h 00m
C$ 257
MontrealChicago
YUL Montreal Pierre Elliott Trudeau Intl - ORD Chicago O'Hare Intl
YULORD
Montreal Pierre Elliott Trudeau Intl
Tue 13/10
6:00 a.m.-12:59 p.m.
1 stop7h 59m
Chicago O'Hare Intl
Wed 31/12
12:00 a.m.-1:00 a.m.
Nonstop0h 00m
C$ 257
MontrealChicago
YUL Montreal Pierre Elliott Trudeau Intl - ORD Chicago O'Hare Intl
YULORD
Montreal Pierre Elliott Trudeau Intl
Fri 4/12
6:00 a.m.-1:59 p.m.
1 stop8h 59m
Chicago O'Hare Intl
Wed 31/12
12:00 a.m.-1:00 a.m.
Nonstop0h 00m
C$ 257
Flights are sorted by cheapest round-trip flights first.
Deals found on 10/9
Showing 1-10 of 45 resultsSorted by cheapest first
1
2
3
...
5
Best time to book a flight from Montreal to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Montreal with our price prediction graph.
YMQ-CHI
YUL-MDW
YUL-ORD
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 Montreal to Chicago
YMQ-CHI
YUL-MDW
YUL-ORD
What is the cheapest month to book a flight from Montreal to Chicago?
Currently, April is the cheapest month in which you can book a flight from Montreal to Chicago (average of C$ 386). Flying from Montreal to Chicago in October is currently the most expensive (average of C$ 542). 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 YMQ to CHI?
Find hourly flight availability from Montreal to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 15 September 2026.
It’s optimal to fly from Montreal to Chicago in the evening. By choosing this option you can save up to 62% on the cost of your flight, compared to a flight at noon.
Weekly flight availability from Montreal to Chicago
Explore weekly flight availability from Montreal to Chicago. 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 15 September 2026.
The most flights from YMQ to CHI are scheduled on a Saturday (33 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (29 on average).
How much does it cost to fly round-trip from Montreal to Chicago?
Airfare is typical for this route at the moment.
Montreal to Chicago flights typically cost between C$ 381 and C$ 504 in October.The cheapest round-trip price found within the last 5 days was C$ 390 on Air Canada (1 Oct-5 Oct).
What’s the top layover airport for flights from Montreal to Chicago?
Share of one-stop round-trip flights from Montreal to Chicago chosen by Cheapflights users in the past 12 months, using the same layover each way.
Toronto (YTZ) – chosen by Cheapflights users on 91% of one-stop itineraries from Montreal to Chicago on Cheapflights.
What’s the cheapest layover airport for flights from Montreal to Chicago?
Average round-trip fare for 1-stop flights from Montreal to Chicago, chosen by Cheapflights users in the past 12 months, with the same layover each way.
Toronto (YTZ) is the most affordable 1-stop option, with an average round-trip price of C$ 268.
What’s the fastest layover option from Montreal to Chicago?
Shortest average travel time for 1-stop one-way flights from Montreal to Chicago, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.
Flights via Toronto (YTZ) have the shortest average one-way travel time for 1-stop routes: 4h 20m.
Which airport typically offers the quickest layover for flights from Montreal to Chicago?
Average layover duration for 1-stop one-way flights from Montreal to Chicago, 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 18m.
How far ahead should I book a flight from Montreal to Chicago?
The price you pay for your flight from Montreal to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 87 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated 15 September 2026.
Read through reviews of airlines operating flights from Montreal to Chicago, such as Porter Airlines,Delta, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.
The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.
The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.
The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.
The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.
The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.
Related info for your journey
Find useful and relevant information for your journey from Montreal to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
How long is the flight from Montreal to Chicago?
Airlines like Porter Airlines, Delta, and Air Canada fly from Montreal to Chicago in about 4h 48m. The time it takes to get you to your destination can typically vary by up to 42m. Montreal and Chicago are separated by a distance of 1199 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.
What are the cheapest airlines flying from Montreal to Chicago round-trip?
Currently priced at C$ 243, Porter Airlines will fly you from Montreal to Chicago and back. In addition to Porter Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from United Airlines and American Airlines - these airlines can fly you to your destination from C$ 259 and C$ 266, respectively. You may be able to fly from Montreal to Chicago for 47% less than the average price by searching for these airlines.
What are the most reliable airlines from Montreal to Chicago?
Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Montreal to Chicago on time: Avianca (93%), ANA (88%), Emirates (82%).
What are the cheapest flights from Montreal to Chicago?
Looking for the cheapest flight from Montreal to Chicago? While on average our users pay C$ 2,324, our data indicates the cheapest price to be C$ 285. The most popular route (Montreal Pierre Elliott Trudeau Intl - Chicago O'Hare Intl), is priced around C$ 379.
Can I find deals for business class flights from Montreal to Chicago?
Yes. Cheapflights offers flight deals from Montreal to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.
What is the cheapest month to book a flight from Montreal to Chicago?
Currently, April is the cheapest month in which you can book a flight from Montreal to Chicago (average of C$ 386). Flying from Montreal to Chicago in October is currently the most expensive (average of C$ 542). 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.
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.
Airlines
Alternative routes
Chicago flight routes
Complete your trip
Direct flights to Illinois
Flights by cabin class
Other flight options
Other flights from Montreal
Popular flights
Fly from Montreal to Chicago on these airlines
Choose from the following airlines for your flight from Montreal to Chicago. Flights are based on user searches made on Cheapflights and were last updated on 15 September 2026.
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on 15 September 2026.
Browse through other flights departing from Montreal. Flights are based on user searches made on Cheapflights and were last updated on 15 September 2026.
Discover the top 4 airlines that operate flights from Montreal to Chicago. 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 15 September 2026.
Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.
How does Cheapflights help users find flights from Montreal to Chicago?
Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Montreal to Chicago. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.
Why should you use Cheapflights to find cheap flight tickets from Montreal to Chicago?
By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Chicago from Montreal.
Can Cheapflights find flights from Montreal to Chicago with no change fees?
Certainly. Search results for flights to Chicago from Montreal shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.
Can Cheapflights notify me if prices for flights from Montreal to Chicago become cheaper?
Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!
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