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Cheap flights from Chicago to Montreal from $108

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 10/23. 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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0 bags

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Cheap round-trip flights

Porter Airlines Logo
4:15 pm - 10:45 pmMDW-YUL
5h 30m1 stop
Porter Airlines Logo
10:15 am - 3:20 pmYUL-MDW
6h 05m1 stop
$261Porter Airlines
Find Deal
Thu, Oct 30 - Thu, Nov 6
Porter Airlines Logo
9:35 am - 4:00 pmMDW-YUL
5h 25m1 stop
Porter Airlines Logo
11:25 am - 3:20 pmYUL-MDW
4h 55m1 stop
$262Porter Airlines
Find Deal
Thu, Oct 23 - Sun, Oct 26
Porter Airlines Logo
9:35 am - 4:00 pmMDW-YUL
5h 25m1 stop
Porter Airlines Logo
10:45 am - 4:24 pmYUL-MDW
6h 39m1 stop
$263Porter Airlines
Find Deal
Mon, Oct 6 - Tue, Oct 7
Air Canada Logo
12:50 pm - 3:57 pmORD-YUL
2h 07mnonstop
Air Canada Logo
6:15 pm - 8:00 pmYUL-ORD
2h 45mnonstop
$275Air Canada
Find Deal
Wed, Oct 29 - Sat, Nov 1
Air Canada Logo
10:40 am - 1:54 pmORD-YUL
2h 14mnonstop
Air Canada Logo
6:15 pm - 8:00 pmYUL-ORD
2h 45mnonstop
$276Air Canada
Find Deal
Thu, Oct 23 - Sun, Oct 26
United Airlines Logo
7:15 am - 1:28 pmORD-YUL
5h 13m1 stop
United Airlines Logo
4:45 pm - 6:45 pmYUL-ORD
3h 00mnonstop
$293United Airlines
Find Deal
Sat, Nov 1 - Sat, Nov 1
United Airlines Logo
7:11 am - 10:40 amORD-YUL
2h 29mnonstop
United Airlines Logo
6:15 am - 8:01 amYUL-ORD
2h 46mnonstop
$294United Airlines
Find Deal
Mon, Oct 6 - Tue, Oct 7
Multiple Airlines Logo
1:26 pm - 12:27 amORD-YUL
10h 01m2 stops
Multiple Airlines Logo
6:15 pm - 8:00 pmYUL-ORD
2h 45mnonstop
$295Multiple Airlines
Find Deal
Thu, Oct 23 - Sun, Oct 26
Multiple Airlines Logo
9:35 am - 4:00 pmMDW-YUL
5h 25m1 stop
Multiple Airlines Logo
6:45 am - 8:32 amYUL-MDW
26h 47m2 stops
$296Multiple Airlines
Find Deal
Thu, Oct 23 - Thu, Oct 30
American Airlines Logo
1:24 pm - 4:39 pmORD-YUL
2h 15mnonstop
American Airlines Logo
5:24 pm - 6:59 pmYUL-ORD
2h 35mnonstop
$317American Airlines
Find Deal
Thu, Oct 23 - Mon, Oct 27

Porter Airlines flights from Chicago to Montreal Pierre Elliott Trudeau Intl Airport

Our best Porter Airlines deals on Chicago to Montreal Pierre Elliott Trudeau Intl Airport flight tickets
Porter Airlines
Oct 30
MDW4:15 pmChicago Midway
5h 30m
1 stop
YUL10:45 pmMontreal Pierre Elliott Trudeau Intl
Nov 6
YUL10:15 amMontreal Pierre Elliott Trudeau Intl
6h 05m
1 stop
MDW3:20 pmChicago Midway
$261
Find similar
Porter Airlines
Oct 23
MDW9:35 amChicago Midway
5h 25m
1 stop
YUL4:00 pmMontreal Pierre Elliott Trudeau Intl
Oct 26
YUL11:25 amMontreal Pierre Elliott Trudeau Intl
4h 55m
1 stop
MDW3:20 pmChicago Midway
$262
Find similar
Porter Airlines
Oct 6
MDW9:35 amChicago Midway
5h 25m
1 stop
YUL4:00 pmMontreal Pierre Elliott Trudeau Intl
Oct 7
YUL10:45 amMontreal Pierre Elliott Trudeau Intl
6h 39m
1 stop
MDW4:24 pmChicago Midway
$263
Find similar

Air Canada flights from Chicago to Montreal Pierre Elliott Trudeau Intl Airport

Our best Air Canada deals on Chicago to Montreal Pierre Elliott Trudeau Intl Airport flight tickets
Air Canada
Oct 29
ORD12:50 pmChicago O'Hare Intl
2h 07m
YUL3:57 pmMontreal Pierre Elliott Trudeau Intl
Nov 1
YUL6:15 pmMontreal Pierre Elliott Trudeau Intl
2h 45m
ORD8:00 pmChicago O'Hare Intl
$275
Find similar
Air Canada
Oct 23
ORD10:40 amChicago O'Hare Intl
2h 14m
YUL1:54 pmMontreal Pierre Elliott Trudeau Intl
Oct 26
YUL6:15 pmMontreal Pierre Elliott Trudeau Intl
2h 45m
ORD8:00 pmChicago O'Hare Intl
$276
Find similar
Air Canada
Oct 30
ORD12:50 pmChicago O'Hare Intl
2h 07m
YUL3:57 pmMontreal Pierre Elliott Trudeau Intl
Nov 6
YUL1:10 pmMontreal Pierre Elliott Trudeau Intl
2h 45m
ORD2:55 pmChicago O'Hare Intl
$279
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Montreal Pierre Elliott Trudeau Intl Airport 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, momondo users made 832,500 searches. Data last updated September 16, 2025.
Use the filters below to find and compare flights from Chicago to Montreal Pierre Elliott Trudeau Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Thu 10/30

4:15 pm-10:45 pm

1 stop5h 30m

Montreal Pierre Elliott Trudeau Intl

Thu 11/6

10:15 am-3:20 pm

1 stop6h 05m

$261

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Thu 10/23

9:35 am-4:00 pm

1 stop5h 25m

Montreal Pierre Elliott Trudeau Intl

Sun 10/26

11:25 am-3:20 pm

1 stop4h 55m

$262

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Mon 10/6

9:35 am-4:00 pm

1 stop5h 25m

Montreal Pierre Elliott Trudeau Intl

Tue 10/7

10:45 am-4:24 pm

1 stop6h 39m

$263

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Wed 10/29

12:50 pm-3:57 pm

Nonstop2h 07m

Montreal Pierre Elliott Trudeau Intl

Sat 11/1

6:15 pm-8:00 pm

Nonstop2h 45m

$275

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Thu 10/23

10:40 am-1:54 pm

Nonstop2h 14m

Montreal Pierre Elliott Trudeau Intl

Sun 10/26

6:15 pm-8:00 pm

Nonstop2h 45m

$276

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Sat 11/1

7:15 am-1:28 pm

1 stop5h 13m

Montreal Pierre Elliott Trudeau Intl

Sat 11/1

4:45 pm-6:45 pm

Nonstop3h 00m

$293

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Mon 10/6

7:11 am-10:40 am

Nonstop2h 29m

Montreal Pierre Elliott Trudeau Intl

Tue 10/7

6:15 am-8:01 am

Nonstop2h 46m

$294

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Thu 10/23

1:26 pm-12:27 am

2 stops10h 01m

Montreal Pierre Elliott Trudeau Intl

Sun 10/26

6:15 pm-8:00 pm

Nonstop2h 45m

$295

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Thu 10/23

9:35 am-4:00 pm

1 stop5h 25m

Montreal Pierre Elliott Trudeau Intl

Thu 10/30

6:45 am-8:32 am

2 stops26h 47m

$296

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Thu 10/23

1:24 pm-4:39 pm

Nonstop2h 15m

Montreal Pierre Elliott Trudeau Intl

Mon 10/27

5:24 pm-6:59 pm

Nonstop2h 35m

$317

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Montreal from

How to get the cheapest flight ticket from Chicago to Montreal Pierre Elliott Trudeau Intl Airport

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 cheapest month to fly to Montreal Pierre Elliott Trudeau Intl Airport?

The month of September is another great option to travel to Montreal Pierre Elliott Trudeau Intl Airport, with average flight prices from Chicago averaging around $283.

What is the cheapest day to depart on your flight to Montreal Pierre Elliott Trudeau Intl Airport?

The cheapest day to depart from Chicago to Montreal Pierre Elliott Trudeau Intl Airport is on a Thursday. Travelers who choose to depart for Montreal Pierre Elliott Trudeau Intl Airport on a Thursday will often find tickets for as low as $652. Flights from Chicago to Montreal Pierre Elliott Trudeau Intl Airport on a Sunday will generally be more expensive and average around $831. 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 Pierre Elliott Trudeau Intl Airport?

At noon is the cheapest time of day to fly from Chicago to Montreal Pierre Elliott Trudeau Intl Airport when you can find flight prices for as low as $600. Flying to Montreal Pierre Elliott Trudeau Intl Airport at noon is an ideal time because this is during off-peak travel hours. Flights in the morning are often more expensive with an average ticket price of $821.

What is the cheapest Chicago to Montreal Pierre Elliott Trudeau Intl flight route?

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

How far in advance should I book a flight to Montreal Pierre Elliott Trudeau Intl Airport?

You are more likely to see cheaper flights to Montreal Pierre Elliott Trudeau Intl Airport from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Montreal Pierre Elliott Trudeau Intl Airport for around $404 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Montreal Pierre Elliott Trudeau Intl Airport from Chicago for as low as $253 on momondo.

What cabin class options are available on Chicago to Montreal Pierre Elliott Trudeau Intl flights?

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

Can stopping save me money on Chicago to Montreal Pierre Elliott Trudeau Intl Airport flights?

No. A direct flight is the cheapest option for a flight between Chicago to Montreal Pierre Elliott Trudeau Intl Airport.

How have Chicago to Montreal Pierre Elliott Trudeau Intl Airport flight prices changed over time?

As of September 2025, prices for Chicago to Montreal Pierre Elliott Trudeau Intl Airport flights are approximately 44% cheaper when compared to flights at the same time last year.

When to book flights from Chicago to Montreal Pierre Elliott Trudeau Intl Airport

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

Cheap Chicago to Montreal Pierre Elliott Trudeau Intl Airport (CHI to YUL) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Montreal Pierre Elliott Trudeau Intl Airport

Best Price Found

$174

Fastest flight time

2h 05m

Direct flights

Every day
The best one-way flight to Montreal Pierre Elliott Trudeau Intl Airport from Chicago in the past 72 hours is $174. The best round-trip flight deal from Chicago to Montreal Pierre Elliott Trudeau Intl Airport found on momondo in the last 72 hours is $459.
The fastest flight from Chicago to Montreal Pierre Elliott Trudeau Intl Airport takes 2h 05m
Direct flights go from Chicago to Montreal Pierre Elliott Trudeau Intl Airport every day.
Search flight deals

  • How far is Chicago to Montreal Pierre Elliott Trudeau Intl by plane?

    The distance between Chicago and Montreal Pierre Elliott Trudeau Intl is about 734.8 mi. 2h 05m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Chicago to Montreal Pierre Elliott Trudeau Intl Airport?

    Prices for flights from Chicago to Montreal Pierre Elliott Trudeau Intl Airport refresh daily.

  • How many operators does momondo search for flights from Chicago to Montreal Pierre Elliott Trudeau Intl Airport?

  • How old do you have to be to fly from Chicago to Montreal Pierre Elliott Trudeau Intl Airport?

    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 Pierre Elliott Trudeau Intl Airport.

  • What documentation or ID do you need to fly to Montreal Pierre Elliott Trudeau Intl Airport?

    The travel and health documents required for your trip to Montreal Pierre Elliott Trudeau Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Montreal Pierre Elliott Trudeau Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Chicago to Montreal Pierre Elliott Trudeau Intl Airport?

  • What is the most popular airline from Chicago to Montreal Pierre Elliott Trudeau Intl Airport?

Best airlines flying from Chicago to Montreal Pierre Elliott Trudeau Intl Airport

Compare and see reviews for airlines that fly from Chicago to Montreal Pierre Elliott Trudeau Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
Air CanadaPriceFrom $163Free CancellationRating
7.1
10,000 reviews
Search Air Canada flights
American AirlinesPriceFrom $192Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $215Free CancellationRating
7.4
8,924 reviews
Search United Airlines flights
Porter AirlinesPriceFrom $245Free CancellationRating
7.9
363 reviews
Search Porter Airlines flights

  • United Airlines Flights From Chicago to Montreal Pierre Elliott Trudeau Intl Airport

    United Airlines is one of the most popular airlines flying from Chicago to Montreal Pierre Elliott Trudeau Intl Airport, operating 40 flights/week on average for this route. A good United Airlines flight deal for Chicago to Montreal Pierre Elliott Trudeau Intl Airport starts from $215 round-trip, up to an average price of $382. Our users have rated United Airlines at 7.4/10.

  • American Airlines Flights From Chicago to Montreal Pierre Elliott Trudeau Intl Airport

    Across 10,000 American Airlines reviews on momondo, the average score is 7.2/10. American Airlines flies from Chicago to Montreal Pierre Elliott Trudeau Intl Airport about 14 times each week, with ticket deals ranging from $192 to $405. Price data is based on momondo searches in the last 72 hours.

Traveling to a place near Montreal?

Book flights to Montreal if you plan to visit one of these locations
Laval
Longueuil
Dorval
Brossard
Magog
Trois-Rivières
Saint-Sauveur
Sherbrooke
Cornwall
Boucherville
Bromont
Drummondville
Montebello
Saint-Jean-sur-Richelieu
Sutton
North Hatley

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Montreal. Millions of users trust and use momondo every year so you are in good hands.

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

Yes. All flights to Montreal from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

momondo helps you find the best flight between Chicago and Montreal by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Of course. momondo tracks the price of Chicago to Montreal flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

An easier way to manage your Montreal Pierre Elliott Trudeau Intl Airport trip

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