Cheap flights from Montreal to Chicago from C$ 252
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 18/11. Fares are subject to change and may not be available on all flights or dates of travel.
YMQ — CHI
29 Nov — 6 Dec1
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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Direct
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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 30 October 2026.
Sun 22/1110:10 a.m. -
1 stop6h 28m
Fri 27/1110:15 a.m. -
2 stops9h 38m
Deal found 27/10C$ 407
Thu 24/128:50 a.m. -
2 stops7h 48m
Fri 1/112:50 p.m. -
2 stops7h 03m
Deal found 26/10C$ 408
Thu 19/118:45 a.m. -
1 stop5h 35m
Thu 26/111:55 p.m. -
Nonstop2h 12m
Deal found 26/10C$ 410
Sat 14/1111:10 a.m. -
1 stop5h 28m
Sun 15/117:05 a.m. -
Nonstop2h 12m
Deal found 25/10C$ 415
Thu 19/1111:10 a.m. -
1 stop5h 28m
Mon 23/113:50 p.m. -
Nonstop2h 15m
Deal found 27/10C$ 417
Sat 21/116:10 p.m. -
Nonstop2h 42m
Wed 25/111:55 p.m. -
1 stop6h 50m
Deal found 25/10C$ 418
Tue 15/127:00 a.m. -
1 stop6h 24m
Sun 27/121:26 p.m. -
1 stop9h 03m
Deal found 25/10C$ 421
Thu 12/1112:50 p.m. -
1 stop6h 14m
Mon 16/111:05 p.m. -
1 stop9h 43m
Deal found 26/10C$ 421
Thu 17/129:45 a.m. -
1 stop8h 55m
Mon 28/1212:15 p.m. -
1 stop5h 51m
Deal found 25/10C$ 422
Wed 25/1112:10 p.m. -
Nonstop3h 05m
Sat 28/118:08 a.m. -
Nonstop2h 18m
Deal found 27/10C$ 425
Wed 18/119:45 a.m. -
1 stop8h 55m
Sun 22/1112:15 p.m. -
1 stop5h 50m
Deal found 26/10C$ 428
Thu 3/126:00 a.m. -
1 stop4h 37m
Sun 6/126:41 p.m. -
1 stop3h 52m
Deal found 28/10C$ 452
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 30 October 2026.
Thu 12/1112:50 p.m. -
1 stop6h 14m
Mon 16/111:05 p.m. -
1 stop9h 43m
Deal found 26/10C$ 421
Sat 10/49:45 a.m. -
1 stop8h 55m
Mon 12/412:20 p.m. -
1 stop5h 45m
Deal found 25/10C$ 439
Fri 27/116:00 a.m. -
Nonstop3h 00m
Sun 6/1210:37 a.m. -
Nonstop2h 23m
Deal found 25/10C$ 445
Fri 20/116:00 a.m. -
Nonstop3h 00m
Mon 23/113:50 p.m. -
Nonstop2h 15m
Deal found 28/10C$ 466
Fri 27/116:00 a.m. -
Nonstop3h 00m
Tue 8/125:54 p.m. -
Nonstop2h 23m
Deal found 25/10C$ 445
Fri 20/116:00 a.m. -
1 stop7h 51m
Mon 23/116:00 a.m. -
1 stop10h 27m
Deal found 28/10C$ 469
Thu 26/116:00 a.m. -
Nonstop3h 00m
Mon 30/117:05 a.m. -
Nonstop2h 12m
Deal found 29/10C$ 480
Sun 15/116:00 a.m. -
1 stop8h 59m
Wed 18/116:49 a.m. -
1 stop9h 38m
Deal found 28/10C$ 470
Fri 20/116:00 a.m. -
Nonstop3h 00m
Mon 23/115:55 a.m. -
1 stop8h 21m
Deal found 29/10C$ 473
Thu 17/124:45 p.m. -
Nonstop3h 00m
Sat 9/11:55 p.m. -
1 stop6h 50m
Deal found 28/10C$ 488
Wed 11/1112:44 p.m. -
1 stop7h 21m
Fri 13/113:59 p.m. -
1 stop6h 49m
Deal found 27/10C$ 470
Wed 25/112:13 p.m. -
1 stop10h 49m
Tue 1/128:52 a.m. -
1 stop5h 24m
Deal found 29/10C$ 483
Wed 11/119:40 a.m. -
1 stop8h 08m
Sat 14/1112:38 p.m. -
1 stop9h 52m
Deal found 28/10C$ 470
Wed 11/116:00 a.m. -
1 stop4h 46m
Mon 16/116:44 p.m. -
1 stop3h 43m
Deal found 27/10C$ 470
Thu 12/116:00 a.m. -
1 stop4h 46m
Sun 15/115:13 p.m. -
1 stop5h 35m
Deal found 28/10C$ 470
Mon 23/116:00 a.m. -
1 stop4h 46m
Sun 6/126:41 p.m. -
1 stop3h 52m
Deal found 25/10C$ 480
Thu 19/117:00 a.m. -
1 stop5h 59m
Mon 23/115:29 p.m. -
1 stop5h 01m
Deal found 26/10C$ 481
Tue 8/127:00 a.m. -
1 stop6h 04m
Wed 9/125:12 p.m. -
1 stop5h 36m
Deal found 26/10C$ 481
Tue 24/116:00 a.m. -
1 stop4h 46m
Tue 8/1212:39 p.m. -
1 stop10h 02m
Deal found 25/10C$ 481
Wed 25/116:00 a.m. -
1 stop8h 59m
Sun 29/116:49 a.m. -
1 stop9h 38m
Deal found 29/10C$ 492
Tue 24/116:00 a.m. -
1 stop4h 46m
Sun 29/116:00 a.m. -
1 stop10h 27m
Deal found 26/10C$ 520
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 30 October 2026.
Tue 15/121:10 p.m. -
Nonstop2h 52m
Wed 6/17:05 a.m. -
Nonstop2h 12m
Deal found 25/10C$ 417
Tue 10/116:10 p.m. -
Nonstop2h 42m
Tue 17/117:05 a.m. -
Nonstop2h 12m
Deal found 27/10C$ 424
Wed 25/1112:10 p.m. -
Nonstop3h 05m
Sat 28/118:08 a.m. -
Nonstop2h 18m
Deal found 27/10C$ 425
Thu 19/116:10 p.m. -
Nonstop2h 42m
Mon 23/113:50 p.m. -
Nonstop2h 15m
Deal found 26/10C$ 427
Sat 21/111:10 p.m. -
Nonstop2h 42m
Thu 26/117:05 a.m. -
Nonstop2h 12m
Deal found 26/10C$ 434
Thu 18/26:10 p.m. -
Nonstop2h 42m
Sun 21/23:45 p.m. -
Nonstop2h 12m
Deal found 25/10C$ 436
Fri 25/126:00 a.m. -
Nonstop3h 08m
Fri 1/17:05 a.m. -
Nonstop2h 12m
Deal found 27/10C$ 438
Sun 22/116:00 a.m. -
Nonstop3h 00m
Fri 27/115:54 p.m. -
Nonstop2h 23m
Deal found 27/10C$ 445
Sun 22/119:25 a.m. -
Nonstop2h 42m
Fri 27/117:05 a.m. -
Nonstop2h 12m
Deal found 27/10C$ 446
Sat 21/116:00 a.m. -
Nonstop3h 00m
Mon 23/113:50 p.m. -
Nonstop2h 15m
Deal found 28/10C$ 449
Tue 24/116:10 p.m. -
Nonstop2h 42m
Tue 1/127:05 a.m. -
Nonstop2h 12m
Deal found 26/10C$ 450
Thu 3/126:10 p.m. -
Nonstop2h 42m
Sun 6/127:05 a.m. -
Nonstop2h 12m
Deal found 29/10C$ 452
Last-minute flights from Montreal to Chicago
Discover last-minute flight deals from Montreal to Chicago. Data last updated 30 October 2026 and is based on user searches.
Tue 10/117:00 a.m. -
1 stop6h 20m
Tue 17/1112:38 p.m. -
1 stop9h 52m
Deal found 27/10C$ 421
Wed 11/117:10 a.m. -
1 stop5h 40m
Thu 12/111:05 p.m. -
1 stop9h 43m
Deal found 28/10C$ 469
Thu 12/1112:50 p.m. -
1 stop6h 14m
Mon 16/111:05 p.m. -
1 stop9h 43m
Deal found 26/10C$ 421
Sat 14/1111:10 a.m. -
1 stop5h 28m
Sun 15/117:05 a.m. -
Nonstop2h 12m
Deal found 25/10C$ 415
Wed 18/119:10 a.m. -
1 stop5h 03m
Tue 24/1112:50 p.m. -
2 stops7h 03m
Deal found 26/10C$ 408
Wed 18/119:45 a.m. -
1 stop8h 55m
Sun 22/1112:15 p.m. -
1 stop5h 50m
Deal found 26/10C$ 428
Thu 19/118:45 a.m. -
1 stop5h 35m
Thu 26/111:55 p.m. -
Nonstop2h 12m
Deal found 26/10C$ 410
Thu 19/1111:10 a.m. -
1 stop5h 28m
Mon 23/113:50 p.m. -
Nonstop2h 15m
Deal found 27/10C$ 417
Thu 19/116:00 a.m. -
1 stop4h 46m
Mon 23/111:31 p.m. -
1 stop8h 56m
Deal found 25/10C$ 460
Sat 21/116:10 p.m. -
Nonstop2h 42m
Wed 25/111:55 p.m. -
1 stop6h 50m
Deal found 25/10C$ 418
Sun 22/1110:10 a.m. -
1 stop6h 28m
Fri 27/1110:15 a.m. -
2 stops9h 38m
Deal found 27/10C$ 407
Wed 25/1112:10 p.m. -
Nonstop3h 05m
Sat 28/118:08 a.m. -
Nonstop2h 18m
Deal found 27/10C$ 425
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 30 October 2026.
Wed 18/111:10 p.m. -
Nonstop2h 52m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 25/10C$ 252
Sat 21/1112:10 p.m. -
Nonstop3h 05m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 28/10C$ 255
Mon 9/119:25 a.m. -
Nonstop2h 42m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 26/10C$ 256
Fri 27/116:00 a.m. -
1 stop6h 25m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 27/10C$ 256
Sat 21/116:00 a.m. -
Nonstop3h 00m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 30/10C$ 259
Thu 19/116:10 p.m. -
Nonstop2h 42m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 25/10C$ 260
Thu 12/1110:10 a.m. -
1 stop6h 28m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 28/10C$ 266
Wed 25/1112:10 p.m. -
Nonstop3h 05m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 28/10C$ 269
Thu 12/117:00 a.m. -
1 stop11h 05m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 27/10C$ 270
Tue 5/16:00 a.m. -
1 stop8h 17m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 27/10C$ 270
Mon 14/1211:10 a.m. -
1 stop5h 28m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 28/10C$ 273
Fri 20/116:00 a.m. -
Nonstop3h 00m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 27/10C$ 274
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 30 October 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 30 October 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 - ORD Chicago O'Hare Intl
YULORD
Montreal Pierre Elliott Trudeau Intl
Sat 21/11
6:00 a.m.-8:00 a.m.
Nonstop3h 00m
Chicago O'Hare Intl
Wed 31/12
12:00 a.m.-1:00 a.m.
Nonstop0h 00m
C$ 259
Quickest round-trip
MontrealChicago
YUL Montreal Pierre Elliott Trudeau Intl - ORD Chicago O'Hare Intl
YULORD
Montreal Pierre Elliott Trudeau Intl
Sat 12/12
6:10 p.m.-7:52 p.m.
Nonstop2h 42m
Chicago O'Hare Intl
Wed 31/12
12:00 a.m.-1:00 a.m.
Nonstop0h 00m
C$ 269
MontrealChicago
YUL Montreal Pierre Elliott Trudeau Intl - ORD Chicago O'Hare Intl
YULORD
Montreal Pierre Elliott Trudeau Intl
Thu 24/12
1:10 p.m.-2:52 p.m.
Nonstop2h 42m
Chicago O'Hare Intl
Wed 31/12
12:00 a.m.-1:00 a.m.
Nonstop0h 00m
C$ 270
MontrealChicago
YUL Montreal Pierre Elliott Trudeau Intl - ORD Chicago O'Hare Intl
YULORD
Montreal Pierre Elliott Trudeau Intl
Fri 20/11
6:00 a.m.-8:00 a.m.
Nonstop3h 00m
Chicago O'Hare Intl
Wed 31/12
12:00 a.m.-1:00 a.m.
Nonstop0h 00m
C$ 274
MontrealChicago
YUL Montreal Pierre Elliott Trudeau Intl - ORD Chicago O'Hare Intl
YULORD
Montreal Pierre Elliott Trudeau Intl
Thu 12/11
12:44 p.m.-8:49 p.m.
1 stop9h 05m
Chicago O'Hare Intl
Wed 31/12
12:00 a.m.-1:00 a.m.
Nonstop0h 00m
C$ 277
MontrealChicago
YUL Montreal Pierre Elliott Trudeau Intl - ORD Chicago O'Hare Intl
YULORD
Montreal Pierre Elliott Trudeau Intl
Sun 15/11
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$ 277
MontrealChicago
YUL Montreal Pierre Elliott Trudeau Intl - ORD Chicago O'Hare Intl
YULORD
Montreal Pierre Elliott Trudeau Intl
Wed 25/11
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$ 277
MontrealChicago
YUL Montreal Pierre Elliott Trudeau Intl - ORD Chicago O'Hare Intl
YULORD
Montreal Pierre Elliott Trudeau Intl
Sat 12/12
2:53 p.m.-11:56 p.m.
1 stop10h 03m
Chicago O'Hare Intl
Wed 31/12
12:00 a.m.-1:00 a.m.
Nonstop0h 00m
C$ 277
MontrealChicago
YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway
YULMDW
Montreal Pierre Elliott Trudeau Intl
Tue 15/12
6:00 a.m.-1:01 p.m.
1 stop8h 01m
Chicago Midway
Wed 31/12
12:00 a.m.-1:00 a.m.
Nonstop0h 00m
C$ 277
MontrealChicago
YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway
YULMDW
Montreal Pierre Elliott Trudeau Intl
Fri 20/11
6:00 a.m.-12:51 p.m.
1 stop7h 51m
Chicago Midway
Wed 31/12
12:00 a.m.-1:00 a.m.
Nonstop0h 00m
C$ 283
Flights are sorted by cheapest round-trip flights first.
Deals found on 30/10
Showing 1-10 of 41 resultsSorted by cheapest first
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2
3
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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-ORD
YUL-MDW
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Montreal to Chicago
YMQ-CHI
YUL-ORD
YUL-MDW
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$ 389). Flying from Montreal to Chicago in July is currently the most expensive (average of C$ 538). 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 30 October 2026.
It’s optimal to fly from Montreal to Chicago in the evening. By choosing this option you can save up to 58% on the cost of your flight, compared to a flight at noon.
How much does it cost to fly round-trip from Montreal to Chicago?
Airfare is below average for this route at the moment.
Montreal to Chicago flights typically cost between C$ 421 and C$ 554 in February.The cheapest round-trip price found within the last 5 days was C$ 400 on Porter Airlines (18 Feb-22 Feb).
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$ 269.
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 30 October 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 Delta, Porter Airlines, and United Airlines fly from Montreal to Chicago in about 3h. The time it takes to get you to your destination can typically vary by up to 5h 55m. 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$ 229, 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$ 261 and C$ 267, respectively. You may be able to fly from Montreal to Chicago for 50% less than the average price by searching for these airlines.
What are the cheapest airlines to fly from Montreal to Chicago one-way?
One-way options have recently been found by users for as low as C$ 234 on Air Canada. Other airlines that offer cheap prices include United Airlines from C$ 260 and American Airlines from C$ 266 one-way.
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: ANA (84%), Emirates (81%), Qatar Airways (77%).
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$ 1,320, our data indicates the cheapest price to be C$ 298. The most popular route (Montreal Pierre Elliott Trudeau Intl - Chicago O'Hare Intl), is priced around C$ 334.
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$ 389). Flying from Montreal to Chicago in July is currently the most expensive (average of C$ 538). 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 30 October 2026.
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on 30 October 2026.
Browse through other flights departing from Montreal. Flights are based on user searches made on Cheapflights and were last updated on 30 October 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 30 October 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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