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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 12/3. 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 to Montreal

The cheapest plane tickets to Montreal found on KAYAK recently.
11:15 am - 6:00 pmMDW-YUL
5h 45m1 stop
6:50 am - 11:10 amYUL-MDW
5h 20m1 stop
$270Porter Airlines
Find Deal
Tue, Dec 3 - Wed, Dec 4
12:05 pm - 6:00 pmMDW-YUL
4h 55m1 stop
6:50 am - 11:10 amYUL-MDW
5h 20m1 stop
$272Porter Airlines
Find Deal
Mon, Dec 2 - Wed, Dec 4
8:25 pm - 10:10 amORD-YUL
12h 45m1 stop
12:30 pm - 2:25 pmYUL-ORD
2h 55mnonstop
$277American Airlines
Find Deal
Tue, Dec 3 - Wed, Dec 4
8:25 pm - 10:05 amORD-YUL
12h 40m1 stop
12:57 pm - 5:35 pmYUL-ORD
5h 38m1 stop
$278American Airlines
Find Deal
Mon, Dec 9 - Tue, Dec 10
5:00 am - 2:55 pmORD-YUL
8h 55m1 stop
3:55 pm - 10:32 amYUL-ORD
19h 37m1 stop
Wed, Nov 27 - Tue, Dec 3
7:39 pm - 2:55 pmORD-YUL
18h 16m1 stop
4:00 pm - 12:34 amYUL-ORD
9h 34m2 stops
Wed, Nov 27 - Wed, Dec 4
2:00 pm - 9:48 pmORD-YUL
6h 48m1 stop
6:20 pm - 7:55 pmYUL-ORD
2h 35mnonstop
$304Air Canada
Find Deal
Mon, Nov 25 - Thu, Nov 28
9:50 am - 4:23 pmORD-YUL
5h 33m1 stop
6:20 pm - 7:55 pmYUL-ORD
2h 35mnonstop
$309Air Canada
Find Deal
Tue, Nov 19 - Tue, Nov 26
9:31 am - 4:22 pmMDW-YUL
5h 51m1 stop
7:00 am - 11:58 amYUL-MDW
5h 58m1 stop
$323Delta
Find Deal
Tue, Nov 26 - Sat, Dec 7
7:05 am - 4:22 pmORD-YUL
8h 17m1 stop
7:00 am - 3:54 pmYUL-ORD
9h 54m1 stop
$323Delta
Find Deal
Tue, Nov 26 - Thu, Nov 28
8:27 pm - 2:55 pmORD-YUL
17h 28m1 stop
Tue, Dec 3
11:15 am - 6:00 pmMDW-YUL
5h 45m1 stop
$114Porter Airlines
Find Deal
Mon, Nov 25
8:35 am - 11:50 amORD-YUL
2h 15mnonstop
$123American Airlines
Find Deal
Tue, Dec 3
2:00 pm - 9:48 pmORD-YUL
6h 48m1 stop
$128Air Canada
Find Deal
Mon, Nov 25
1:30 pm - 11:11 pmMDW-YUL
8h 41m1 stop
$133Delta
Find Deal
Fri, Dec 13
12:25 pm - 7:33 pmORD-YUL
6h 08m1 stop
$133Delta
Find Deal
Thu, Nov 28
8:25 pm - 1:53 amORD-YUL
4h 28m1 stop
$134Air Canada
Find Deal
Sat, Nov 23
6:30 am - 12:24 pmORD-YUL
4h 54m1 stop
$137American Airlines
Find Deal
Wed, Dec 4
7:20 am - 10:32 amORD-YUL
2h 12mnonstop
$302United Airlines
Find Deal
Sun, Jan 5
2:01 pm - 5:19 pmORD-YUL
2h 18mnonstop
$305United Airlines
Find Deal
Mon, Dec 23
5:00 am - 2:55 pmORD-YUL
8h 55m1 stop
10:45 am - 10:06 pmYUL-ORD
12h 21m2 stops
Mon, Nov 4 - Wed, Nov 13
5:00 am - 2:55 pmORD-YUL
8h 55m1 stop
9:20 am - 6:41 pmYUL-ORD
10h 21m1 stop
Mon, Nov 4 - Tue, Nov 12
11:15 am - 6:00 pmMDW-YUL
5h 45m1 stop
6:50 am - 10:20 amYUL-MDW
4h 30m1 stop
$481Porter Airlines
Find Deal
Mon, Nov 4 - Mon, Nov 11
11:15 am - 4:45 pmMDW-YUL
4h 30m1 stop
6:50 am - 10:20 amYUL-MDW
4h 30m1 stop
$484Porter Airlines
Find Deal
Mon, Nov 4 - Mon, Nov 11
7:20 am - 10:32 amORD-YUL
2h 12mnonstop
10:15 am - 2:51 pmYUL-ORD
5h 36m1 stop
$499Air Canada
Find Deal
Sun, Nov 3 - Thu, Nov 14
7:20 am - 10:32 amORD-YUL
2h 12mnonstop
9:15 am - 1:11 pmYUL-ORD
4h 56m1 stop
$500Air Canada
Find Deal
Sun, Nov 3 - Thu, Nov 14
1:20 pm - 4:40 pmORD-YUL
2h 20mnonstop
5:30 pm - 9:02 amYUL-ORD
16h 32m1 stop
$651American Airlines
Find Deal
Fri, Nov 1 - Tue, Nov 5
1:20 pm - 4:40 pmORD-YUL
2h 20mnonstop
10:32 am - 5:41 pmYUL-ORD
8h 09m1 stop
$658American Airlines
Find Deal
Fri, Nov 1 - Mon, Nov 4
1:21 pm - 9:42 pmORD-YUL
7h 21m2 stops
10:30 am - 11:20 pmYUL-ORD
13h 50m2 stops
$929United Airlines
Find Deal
Sat, Nov 2 - Tue, Nov 5
5:59 pm - 9:17 pmORD-YUL
2h 18mnonstop
4:45 pm - 6:41 pmYUL-ORD
2h 56mnonstop
$1,057United Airlines
Find Deal
Thu, Oct 31 - Mon, Nov 4
8:35 am - 11:45 amORD-YUL
2h 10mnonstop
12:30 pm - 2:25 pmYUL-ORD
2h 55mnonstop
$316American Airlines
Find Deal
Sat, Nov 16 - Tue, Nov 19
8:35 am - 11:50 amORD-YUL
2h 15mnonstop
12:30 pm - 2:25 pmYUL-ORD
2h 55mnonstop
$317American Airlines
Find Deal
Tue, Nov 26 - Wed, Dec 4
8:35 am - 11:50 amORD-YUL
2h 15mnonstop
12:30 pm - 2:25 pmYUL-ORD
2h 55mnonstop
$318American Airlines
Find Deal
Tue, Dec 3 - Wed, Dec 4
8:35 am - 11:50 amORD-YUL
2h 15mnonstop
12:30 pm - 2:25 pmYUL-ORD
2h 55mnonstop
$360American Airlines
Find Deal
Tue, Nov 26 - Tue, Dec 3
5:59 pm - 9:17 pmORD-YUL
2h 18mnonstop
4:45 pm - 6:41 pmYUL-ORD
2h 56mnonstop
$399Air Canada
Find Deal
Sat, Nov 23 - Mon, Nov 25
2:01 pm - 5:19 pmORD-YUL
2h 18mnonstop
6:20 pm - 7:55 pmYUL-ORD
2h 35mnonstop
$401Air Canada
Find Deal
Wed, Nov 13 - Wed, Nov 20
11:35 am - 2:47 pmORD-YUL
2h 12mnonstop
6:00 am - 7:56 amYUL-ORD
2h 56mnonstop
Fri, Nov 29 - Fri, Dec 6
8:35 am - 11:50 amORD-YUL
2h 15mnonstop
4:45 pm - 6:41 pmYUL-ORD
2h 56mnonstop
Thu, Nov 14 - Mon, Nov 18
7:20 am - 10:32 amORD-YUL
2h 12mnonstop
9:15 am - 10:54 amYUL-ORD
2h 39mnonstop
$653United Airlines
Find Deal
Wed, Jan 8 - Sun, Jan 19
7:20 am - 10:32 amORD-YUL
2h 12mnonstop
4:45 pm - 6:50 pmYUL-ORD
3h 05mnonstop
$654United Airlines
Find Deal
Sun, Dec 8 - Sun, Dec 22

Air Canada flights from Chicago to Montreal

Our best Air Canada deals on Chicago to Montreal flight tickets
Air Canada
Nov 25
ORD2:00 pmChicago O'Hare Intl
6h 48m
1 stop
YUL9:48 pmMontreal Pierre Elliott Trudeau Intl
Nov 28
YUL6:20 pmMontreal Pierre Elliott Trudeau Intl
2h 35m
ORD7:55 pmChicago O'Hare Intl
Air Canada
Nov 19
ORD9:50 amChicago O'Hare Intl
5h 33m
1 stop
YUL4:23 pmMontreal Pierre Elliott Trudeau Intl
Nov 26
YUL6:20 pmMontreal Pierre Elliott Trudeau Intl
2h 35m
ORD7:55 pmChicago O'Hare Intl
Air Canada
Nov 23
ORD8:25 pmChicago O'Hare Intl
4h 28m
1 stop
YUL1:53 amMontreal Pierre Elliott Trudeau Intl
Nov 24
YUL6:20 pmMontreal Pierre Elliott Trudeau Intl
2h 35m
ORD7:55 pmChicago O'Hare Intl

American Airlines flights from Chicago to Montreal

Our best American Airlines deals on Chicago to Montreal flight tickets
American Airlines
Dec 3
ORD8:25 pmChicago O'Hare Intl
12h 45m
1 stop
YUL10:10 amMontreal Pierre Elliott Trudeau Intl
Dec 4
YUL12:30 pmMontreal Pierre Elliott Trudeau Intl
2h 55m
ORD2:25 pmChicago O'Hare Intl
American Airlines
Dec 9
ORD8:25 pmChicago O'Hare Intl
12h 40m
1 stop
YUL10:05 amMontreal Pierre Elliott Trudeau Intl
Dec 10
YUL12:57 pmMontreal Pierre Elliott Trudeau Intl
5h 38m
1 stop
ORD5:35 pmChicago O'Hare Intl
American Airlines
Dec 3
ORD8:25 pmChicago O'Hare Intl
12h 45m
1 stop
YUL10:10 amMontreal Pierre Elliott Trudeau Intl
Dec 4
YUL12:59 pmMontreal Pierre Elliott Trudeau Intl
20h 49m
1 stop
ORD8:48 amChicago O'Hare Intl

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 from Chicago to Montreal?

January. The cheapest time of year to fly to Montreal from Chicago is January. Most expensive is June

What is the cheapest day to depart Chicago for Montreal?

Tuesday. The cheapest day of the week is typically Tuesday. The most expensive is typically Friday

When is the cheapest time to fly from Chicago to Montreal?

In the evening. Chicago to Montreal flights are approximately 43% more expensive at noon than in the evening

What is the cheapest airline that flies to Montreal from Chicago?

Porter Airlines. Porter Airlines, Delta, and United Airlines are the most popular carriers operating from Chicago to Montreal

What is the cheapest Chicago to Montreal flight route?

Chicago Midway - Montreal Pierre Elliott Trudeau Intl. Fly from Chicago Midway to Montreal Pierre Elliott Trudeau Intl for the best Chicago - Montreal flight prices

How far in advance should you book Chicago to Montreal flights?

45 days before. The cheapest time to buy a flight from Chicago to Montreal is approximately 45 days to departure

How many flights depart from Chicago to Montreal on average per day?

As of October 2024, 17 flights take off from Chicago and land in Montreal each day. The most common flight departure time for this route is 5:00PM, with 70% of daily flights taking off in the afternoon.

How many flights depart from Chicago to Montreal on average per week?

119 flights are operational weekly from Chicago to Montreal as of October 2024. The most popular departure day for this route is Monday, with 19% of flights per week taking off on this day.

Can stopping save me money on Chicago to Montreal flights?

You could potentially save up to 14% on your flight if you consider stops on a Chicago to Montreal flight.

How have Chicago to Montreal flight prices changed over time?

As of October 2024, prices for Chicago to Montreal flights are approximately 15% cheaper 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 10m

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 $270.
The fastest flight from Chicago to Montreal takes 2h 10m
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 10m.

  • 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 $129Free CancellationRating
7.0
8,080 reviews
Search Air Canada flights
United AirlinesPriceFrom $166Free CancellationRating
7.4
9,240 reviews
Search United Airlines flights
American AirlinesPriceFrom $168Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
Porter AirlinesPriceFrom $245Free CancellationRating
7.8
294 reviews
Search Porter Airlines flights
DeltaPriceFrom $325Free CancellationRating
8.0
8,836 reviews
Search Delta flights
  • United Airlines Flights From Chicago to Montreal

    United Airlines flight deals from Chicago to Montreal start from $166 round-trip. Over the 30 United Airlines flights for this route in a normal week, average airfare is usually $363 round-trip - but some users have found much cheaper deals with momondo.

  • American Airlines Flights From Chicago to Montreal

    American Airlines (7.2/10 from 10,000 reviews) operates around 7 flights from Chicago to Montreal in any given week. The average American Airlines airfare for this route is around $422, with deals from around $168 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