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Cheap flights from Chicago to Montreal from $105

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Montreal departing on 2/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago to Montreal

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago to Montreal that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago to Montreal.

Cheap last minute flights

Planning a quick getaway from Chicago to Montreal? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Montreal, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago to Montreal

Find recent round-trip train or bus tickets from Chicago to Montreal.

All round-trip flight deals from Chicago to Montreal

The cheapest plane tickets from Chicago to Montreal found on KAYAK recently.
1:05 pm - 7:25 pmMDW-YUL
5h 20m1 stop
6:50 am - 10:20 amYUL-MDW
4h 30m1 stop
$247Porter Airlines
Find Deal
Fri, Feb 28 - Sun, Mar 2
11:15 am - 4:45 pmMDW-YUL
4h 30m1 stop
6:50 am - 10:20 amYUL-MDW
4h 30m1 stop
$250Porter Airlines
Find Deal
Wed, Mar 12 - Thu, Mar 13
5:35 pm - 10:45 pmMDW-YUL
4h 10m1 stop
10:45 am - 4:40 pmYUL-MDW
6h 55m1 stop
$251Porter Airlines
Find Deal
Thu, Mar 6 - Thu, Mar 13
2:05 pm - 9:18 pmORD-YUL
6h 13m1 stop
6:00 am - 7:57 amYUL-ORD
2h 57mnonstop
$330Air Canada
Find Deal
Tue, Mar 11 - Fri, Mar 28
7:20 am - 10:32 amORD-YUL
2h 12mnonstop
3:15 pm - 7:37 pmYUL-ORD
5h 22m1 stop
$333Air Canada
Find Deal
Thu, Feb 20 - Sun, Feb 23
6:30 pm - 9:50 amORD-YUL
14h 20m1 stop
12:30 pm - 2:05 pmYUL-ORD
2h 35mnonstop
$363American Airlines
Find Deal
Wed, Apr 23 - Sat, Apr 26
8:25 am - 11:40 amORD-YUL
2h 15mnonstop
7:47 am - 3:03 pmYUL-ORD
8h 16m1 stop
$369American Airlines
Find Deal
Thu, Apr 24 - Wed, Apr 30
2:35 pm - 12:39 amORD-YUL
9h 04m2 stops
7:05 am - 4:15 pmYUL-ORD
10h 10m1 stop
$465WestJet
Find Deal
Wed, Feb 26 - Wed, Mar 12
12:51 pm - 3:36 pmMDW-YUL
25h 45m2 stops
6:05 am - 6:18 pmYUL-MDW
13h 13m1 stop
$470WestJet
Find Deal
Tue, Mar 11 - Thu, Mar 13
7:20 am - 10:32 amORD-YUL
2h 12mnonstop
6:00 am - 7:57 amYUL-ORD
2h 57mnonstop
$478United Airlines
Find Deal
Thu, Feb 20 - Sun, Feb 23
8:00 am - 2:55 pmORD-YUL
29h 55m2 stops
Tue, Feb 4
7:10 am - 5:35 pmORD-YUL
9h 25m1 stop
Wed, Feb 19
11:15 am - 4:45 pmMDW-YUL
4h 30m1 stop
$111Porter Airlines
Find Deal
Tue, Mar 11
11:15 am - 4:45 pmMDW-YUL
4h 30m1 stop
$116Porter Airlines
Find Deal
Mon, Mar 10
7:20 am - 10:32 amORD-YUL
2h 12mnonstop
$151Air Canada
Find Deal
Thu, Feb 20
7:31 am - 1:53 pmORD-YUL
5h 22m1 stop
$156Air Canada
Find Deal
Sat, Mar 22
6:05 pm - 9:29 pmORD-YUL
2h 24mnonstop
$209United Airlines
Find Deal
Fri, Apr 18
7:13 pm - 10:10 amORD-YUL
13h 57m1 stop
$254American Airlines
Find Deal
Sun, Feb 2
8:05 am - 4:50 pmORD-YUL
7h 45m2 stops
$283American Airlines
Find Deal
Sun, Feb 2
2:40 pm - 5:59 pmORD-YUL
2h 19mnonstop
$316United Airlines
Find Deal
Fri, Jul 4
1:44 pm - 2:55 pmORD-YUL
24h 11m2 stops
3:55 pm - 12:39 pmYUL-ORD
21h 44m2 stops
Fri, Jan 24 - Mon, Jan 27
1:44 pm - 2:55 pmORD-YUL
24h 11m2 stops
3:55 pm - 12:39 pmYUL-ORD
21h 44m3 stops
Fri, Jan 24 - Mon, Jan 27
1:05 pm - 7:25 pmMDW-YUL
5h 20m1 stop
6:50 am - 12:10 pmYUL-MDW
6h 20m1 stop
$573Porter Airlines
Find Deal
Fri, Jan 24 - Sat, Jan 25
1:05 pm - 6:00 pmMDW-YUL
3h 55m1 stop
6:50 am - 12:10 pmYUL-MDW
6h 20m1 stop
$589Porter Airlines
Find Deal
Thu, Jan 23 - Sat, Jan 25
11:35 am - 2:47 pmORD-YUL
2h 12mnonstop
4:45 pm - 6:50 pmYUL-ORD
3h 05mnonstop
$651Air Canada
Find Deal
Wed, Jan 22 - Sun, Jan 26
1:55 pm - 9:48 pmORD-YUL
6h 53m1 stop
6:00 am - 8:05 amYUL-ORD
3h 05mnonstop
$657Air Canada
Find Deal
Wed, Jan 22 - Sun, Jan 26
6:45 am - 11:58 amORD-YUL
4h 13m1 stop
7:05 am - 4:13 pmYUL-ORD
10h 08m1 stop
$738WestJet
Find Deal
Wed, Jan 22 - Sun, Jan 26
11:06 am - 4:50 pmORD-YUL
4h 44m1 stop
2:20 pm - 9:42 pmYUL-ORD
8h 22m1 stop
$799American Airlines
Find Deal
Wed, Jan 22 - Sat, Jan 25
1:26 pm - 11:36 pmMDW-YUL
9h 10m1 stop
6:30 pm - 10:12 amYUL-MDW
16h 42m2 stops
$1,054WestJet
Find Deal
Fri, Jan 24 - Mon, Jan 27
8:15 am - 3:25 pmORD-YUL
6h 10m2 stops
4:00 pm - 8:04 pmYUL-ORD
5h 04m1 stop
$1,237American Airlines
Find Deal
Wed, Jan 22 - Sun, Jan 26
7:20 am - 10:32 amORD-YUL
2h 12mnonstop
6:20 pm - 7:55 pmYUL-ORD
2h 35mnonstop
$306Air Canada
Find Deal
Thu, Feb 27 - Mon, Mar 3
7:20 am - 10:32 amORD-YUL
2h 12mnonstop
4:45 pm - 6:45 pmYUL-ORD
3h 00mnonstop
$312Air Canada
Find Deal
Thu, Feb 20 - Thu, Feb 27
2:00 pm - 5:19 pmORD-YUL
2h 19mnonstop
6:20 pm - 7:55 pmYUL-ORD
2h 35mnonstop
$334Air Canada
Find Deal
Thu, Feb 27 - Mon, Mar 3
8:25 am - 11:40 amORD-YUL
2h 15mnonstop
12:30 pm - 2:05 pmYUL-ORD
2h 35mnonstop
$380American Airlines
Find Deal
Fri, Apr 25 - Mon, Apr 28
8:25 am - 11:40 amORD-YUL
2h 15mnonstop
12:30 pm - 2:05 pmYUL-ORD
2h 35mnonstop
$410American Airlines
Find Deal
Thu, Apr 24 - Sun, Apr 27
2:00 pm - 5:19 pmORD-YUL
2h 19mnonstop
6:00 am - 7:57 amYUL-ORD
2h 57mnonstop
Mon, Feb 17 - Thu, Feb 20
7:20 am - 10:32 amORD-YUL
2h 12mnonstop
6:00 am - 7:57 amYUL-ORD
2h 57mnonstop
Mon, Mar 3 - Fri, Mar 7
7:20 am - 10:32 amORD-YUL
2h 12mnonstop
6:00 am - 7:57 amYUL-ORD
2h 57mnonstop
$478United Airlines
Find Deal
Thu, Feb 20 - Sun, Feb 23
2:00 pm - 5:19 pmORD-YUL
2h 19mnonstop
6:20 pm - 7:55 pmYUL-ORD
2h 35mnonstop
$482United Airlines
Find Deal
Thu, Feb 27 - Mon, Mar 3
3:35 pm - 6:47 pmORD-YUL
2h 12mnonstop
9:15 am - 10:54 amYUL-ORD
2h 39mnonstop
$655Lufthansa
Find Deal
Fri, Mar 7 - Fri, Mar 14

WestJet flights from Chicago to Montreal

Our best WestJet deals on Chicago to Montreal flight tickets
WestJet
Feb 26
ORD2:35 pmChicago O'Hare Intl
9h 04m
2 stops
YUL12:39 amMontreal Pierre Elliott Trudeau Intl
Mar 12
YUL7:05 amMontreal Pierre Elliott Trudeau Intl
10h 10m
1 stop
ORD4:15 pmChicago O'Hare Intl
WestJet
Mar 11
MDW12:51 pmChicago Midway
25h 45m
2 stops
YUL3:36 pmMontreal Pierre Elliott Trudeau Intl
Mar 13
YUL6:05 amMontreal Pierre Elliott Trudeau Intl
13h 13m
1 stop
MDW6:18 pmChicago Midway
WestJet
Mar 11
MDW12:51 pmChicago Midway
25h 45m
2 stops
YUL3:36 pmMontreal Pierre Elliott Trudeau Intl
Mar 13
YUL6:45 amMontreal Pierre Elliott Trudeau Intl
12h 33m
2 stops
MDW6:18 pmChicago Midway

United Airlines flights from Chicago to Montreal

Our best United Airlines deals on Chicago to Montreal flight tickets
United Airlines
Feb 20
ORD7:20 amChicago O'Hare Intl
2h 12m
YUL10:32 amMontreal Pierre Elliott Trudeau Intl
Feb 23
YUL6:00 amMontreal Pierre Elliott Trudeau Intl
2h 57m
ORD7:57 amChicago O'Hare Intl
United Airlines
Jan 31
ORD6:30 pmChicago O'Hare Intl
14h 50m
2 stops
YUL10:20 amMontreal Pierre Elliott Trudeau Intl
Feb 2
YUL8:00 pmMontreal Pierre Elliott Trudeau Intl
14h 44m
2 stops
ORD9:44 amChicago O'Hare Intl
United Airlines
Jan 30
ORD12:00 pmChicago O'Hare Intl
19h 00m
1 stop
YUL8:00 amMontreal Pierre Elliott Trudeau Intl
Feb 2
YUL8:00 pmMontreal Pierre Elliott Trudeau Intl
14h 44m
2 stops
ORD9:44 amChicago O'Hare Intl

See travel insights to Montreal from

How to get the cheapest flight ticket from Chicago to Montreal

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Chicago and Montreal?

What is the cheapest month to fly to Montreal?

The cheapest month to fly to Montreal from Chicago is in March. Flight prices, which tend to average around $327, are often lower during this time because this is during the off-season. If you are unable to visit Montreal during the month of March, then departing from Chicago during the month October is also very affordable. Most momondo users find prices during this month for around $338.

What is the cheapest day to depart on your flight to Montreal?

The cheapest day to depart from Chicago to Montreal is on a Tuesday when prices can be found for as low as $361. Flights from Chicago to Montreal on a Monday will generally be more expensive and average around $414. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Montreal?

Our most recent data shows that the best time of day to fly to Montreal is in the evening. Flights from Chicago to Montreal during this time can be as low as $305. In the morning is when there is more demand to fly to Montreal, so prices are often more expensive at around $851 per ticket.

What is the cheapest Chicago to Montreal flight route?

Fly from Chicago O'Hare Intl to Montreal Pierre Elliott Trudeau Intl for the best Chicago - Montreal flight prices

How far in advance should I book a flight to Montreal?

You are more likely to see cheaper flights to Montreal from Chicago when booking 19 weeks ahead of your departure date. In general, you can expect to find flights to Montreal for around $416 when searching 19 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Montreal from Chicago for as low as $250 on momondo.

What cabin class options are available on Chicago to Montreal flights?

There are 4 cabin classes available to choose from on Chicago to Montreal flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have Chicago to Montreal flight prices changed over time?

As of January 2025, prices for Chicago to Montreal flights are approximately 22% more expensive when compared to flights at the same time last year.

When to book flights from Chicago to Montreal

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Montreal according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Montreal (CHI to YMQ) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Montreal

Best Price Found

$105

Fastest flight time

2h 12m

Direct flights

Every day

Airports in Montreal

1 airport
The best one-way flight to Montreal from Chicago in the past 72 hours is $105. The best round-trip flight deal from Chicago to Montreal found on momondo in the last 72 hours is $247.
The fastest flight from Chicago to Montreal takes 2h 12m
Direct flights go from Chicago to Montreal every day.
There is 1 airport near Montreal: Montreal Pierre Elliott Trudeau Intl (YUL)

  • How far is Chicago to Montreal by plane?

    Montreal is 744.2 mi away from Chicago. A reasonable flight in good conditions will take 2h 12m.

  • When did momondo last update prices for flights from Chicago to Montreal?

    Prices for flights from Chicago to Montreal refresh daily.

  • How many operators does momondo search for flights from Chicago to Montreal?

  • How old do you have to be to fly from Chicago to Montreal?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago to Montreal.

  • What documentation or ID do you need to fly to Montreal?

    The necessary travel and health documents for your Montreal trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago to Montreal?

  • What is the most popular airline from Chicago to Montreal?


Best airlines flying from Chicago to Montreal

Compare and see reviews for airlines that fly from Chicago to Montreal with momondo
Airline
Rating
Free Cancellation
Price
Air CanadaPriceFrom $160Free CancellationRating
7.0
8,633 reviews
Search Air Canada flights
American AirlinesPriceFrom $186Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $192Free CancellationRating
7.4
8,984 reviews
Search United Airlines flights
Porter AirlinesPriceFrom $247Free CancellationRating
7.9
277 reviews
Search Porter Airlines flights
  • United Airlines Flights From Chicago to Montreal

    United Airlines flight deals from Chicago to Montreal start from $192 round-trip. Over the 35 United Airlines flights for this route in a normal week, average airfare is usually $374 round-trip - but some users have found much cheaper deals with momondo.

  • Air Canada Flights From Chicago to Montreal

    Air Canada (7.0/10 from 8,633 reviews) operates around 21 flights from Chicago to Montreal in any given week. The average Air Canada airfare for this route is around $433, with deals from around $160 rare but found on momondo. Referenced prices are for round-trip Chicago to Montreal flight searches in the last 72 hours.


Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Montreal?

It is quick and easy to find Chicago to Montreal flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Montreal that suits you.

Can I find flights from Chicago to Montreal with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Chicago to Montreal flights to just show those with flexible booking policies.

How can momondo help me find flights from Chicago to Montreal?

momondo provides multiple filters to help you find the best flight to Montreal from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Chicago to Montreal right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Chicago to Montreal flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.


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Find better results for your trip to Canada

Fly into one of these airports located in Montreal

Airports listed have a maximum distance of 9.4 mi from Montreal