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Cheap flights from Montreal to Chicago from $134

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Montreal to Chicago departing on 3/6. 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 Montreal to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Montreal to Chicago 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 Montreal to Chicago.

Cheap last minute flights

Planning a quick getaway from Montreal to Chicago? 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 Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Montreal to Chicago

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

All round-trip flight deals from Montreal to Chicago

The cheapest plane tickets from Montreal to Chicago found on KAYAK recently.
6:50 am - 12:10 pmYUL-MDW
6h 20m1 stop
11:15 am - 4:45 pmMDW-YUL
4h 30m1 stop
$222Porter Airlines
Find Deal
Wed, Feb 26 - Mon, Mar 3
6:50 am - 10:20 amYUL-MDW
4h 30m1 stop
11:15 am - 4:50 pmMDW-YUL
4h 35m1 stop
$223Porter Airlines
Find Deal
Thu, Mar 20 - Sun, Mar 23
6:20 pm - 7:55 pmYUL-ORD
2h 35mnonstop
11:35 am - 2:47 pmORD-YUL
2h 12mnonstop
$278Air Canada
Find Deal
Wed, Feb 26 - Sun, Mar 2
12:30 pm - 2:05 pmYUL-ORD
2h 35mnonstop
8:25 am - 11:40 amORD-YUL
2h 15mnonstop
$280American Airlines
Find Deal
Fri, Apr 25 - Tue, Apr 29
1:10 pm - 2:45 pmYUL-ORD
2h 35mnonstop
3:35 pm - 6:47 pmORD-YUL
2h 12mnonstop
$281Air Canada
Find Deal
Thu, Feb 20 - Mon, Feb 24
12:30 pm - 2:05 pmYUL-ORD
2h 35mnonstop
7:11 am - 4:44 pmORD-YUL
8h 33m1 stop
$289American Airlines
Find Deal
Fri, Apr 25 - Tue, Apr 29
2:35 pm - 11:20 amYUL-ORD
21h 45m2 stops
5:11 am - 2:55 pmORD-YUL
8h 44m1 stop
Fri, Jan 31 - Wed, Feb 5
2:35 pm - 12:57 pmYUL-ORD
23h 22m2 stops
5:35 am - 3:00 pmORD-YUL
8h 25m1 stop
Fri, Feb 7 - Mon, Feb 10
6:20 pm - 8:00 pmYUL-ORD
2h 40mnonstop
7:00 am - 10:28 amORD-YUL
2h 28mnonstop
$378United Airlines
Find Deal
Sat, Apr 19 - Mon, Apr 21
6:00 am - 7:57 amYUL-ORD
2h 57mnonstop
5:58 pm - 9:17 pmORD-YUL
2h 19mnonstop
$383United Airlines
Find Deal
Thu, Feb 20 - Sun, Feb 23
11:50 am - 4:40 pmYUL-MDW
5h 50m1 stop
$134Porter Airlines
Find Deal
Thu, Mar 6
6:50 am - 12:10 pmYUL-MDW
6h 20m1 stop
$136Porter Airlines
Find Deal
Thu, Feb 27
10:45 am - 4:40 pmYUL-MDW
6h 55m1 stop
$141Porter Airlines
Find Deal
Thu, Mar 20
6:35 pm - 9:29 amYUL-ORD
15h 54m1 stop
Tue, Mar 18
6:35 pm - 9:29 amYUL-ORD
15h 54m1 stop
Tue, Mar 11
1:10 pm - 2:45 pmYUL-ORD
2h 35mnonstop
$166Air Canada
Find Deal
Tue, Feb 25
8:50 am - 12:59 pmYUL-ORD
5h 09m1 stop
$172Air Canada
Find Deal
Thu, Feb 20
6:20 pm - 7:55 pmYUL-ORD
2h 35mnonstop
$215United Airlines
Find Deal
Sat, Mar 8
12:30 pm - 2:05 pmYUL-ORD
2h 35mnonstop
$228American Airlines
Find Deal
Mon, Apr 21
6:00 am - 8:05 amYUL-ORD
3h 05mnonstop
$261United Airlines
Find Deal
Wed, Feb 5
6:35 pm - 10:17 amYUL-ORD
16h 42m1 stop
5:11 am - 2:55 pmORD-YUL
8h 44m1 stop
Sat, Jan 25 - Tue, Jan 28
6:35 pm - 4:10 pmYUL-ORD
22h 35m2 stops
5:11 am - 2:55 pmORD-YUL
8h 44m1 stop
Sat, Jan 25 - Tue, Jan 28
6:50 am - 12:10 pmYUL-MDW
6h 20m1 stop
1:05 pm - 6:00 pmMDW-YUL
3h 55m1 stop
$463Porter Airlines
Find Deal
Sat, Jan 25 - Wed, Jan 29
10:54 am - 8:41 pmYUL-ORD
10h 47m1 stop
1:00 pm - 10:45 pmORD-YUL
8h 45m2 stops
$491American Airlines
Find Deal
Fri, Jan 24 - Sat, Jan 25
6:45 am - 12:10 pmYUL-MDW
6h 25m1 stop
1:05 pm - 7:25 pmMDW-YUL
5h 20m1 stop
$497Porter Airlines
Find Deal
Fri, Jan 24 - Sun, Jan 26
6:20 pm - 7:55 pmYUL-ORD
2h 35mnonstop
2:01 pm - 5:19 pmORD-YUL
2h 18mnonstop
$501Air Canada
Find Deal
Sat, Jan 25 - Mon, Jan 27
6:20 pm - 7:55 pmYUL-ORD
2h 35mnonstop
11:35 am - 2:47 pmORD-YUL
2h 12mnonstop
$504Air Canada
Find Deal
Sat, Jan 25 - Wed, Jan 29
6:20 pm - 7:55 pmYUL-ORD
2h 35mnonstop
6:00 am - 11:44 amORD-YUL
4h 44m1 stop
$538United Airlines
Find Deal
Sat, Jan 25 - Sun, Jan 26
9:15 am - 10:54 amYUL-ORD
2h 39mnonstop
4:00 pm - 10:04 pmORD-YUL
5h 04m1 stop
$598United Airlines
Find Deal
Wed, Jan 22 - Wed, Jan 22
12:55 pm - 6:27 pmYUL-ORD
6h 32m2 stops
8:40 pm - 10:10 amORD-YUL
12h 30m1 stop
$601American Airlines
Find Deal
Wed, Jan 22 - Wed, Jan 22
6:20 pm - 7:55 pmYUL-ORD
2h 35mnonstop
11:35 am - 2:47 pmORD-YUL
2h 12mnonstop
$278Air Canada
Find Deal
Wed, Feb 26 - Sun, Mar 2
12:30 pm - 2:05 pmYUL-ORD
2h 35mnonstop
8:25 am - 11:40 amORD-YUL
2h 15mnonstop
$280American Airlines
Find Deal
Fri, Apr 25 - Tue, Apr 29
1:10 pm - 2:45 pmYUL-ORD
2h 35mnonstop
3:35 pm - 6:47 pmORD-YUL
2h 12mnonstop
$281Air Canada
Find Deal
Thu, Feb 20 - Mon, Feb 24
1:10 pm - 2:45 pmYUL-ORD
2h 35mnonstop
3:35 pm - 6:47 pmORD-YUL
2h 12mnonstop
$291Air Canada
Find Deal
Thu, Feb 20 - Sun, Feb 23
6:20 pm - 7:55 pmYUL-ORD
2h 35mnonstop
3:35 pm - 6:47 pmORD-YUL
2h 12mnonstop
$297Air Canada
Find Deal
Thu, Feb 20 - Sun, Feb 23
4:45 pm - 6:45 pmYUL-ORD
3h 00mnonstop
5:58 pm - 9:17 pmORD-YUL
2h 19mnonstop
$299Air Canada
Find Deal
Thu, Feb 20 - Sun, Feb 23
12:30 pm - 2:05 pmYUL-ORD
2h 35mnonstop
8:25 am - 11:40 amORD-YUL
2h 15mnonstop
$300American Airlines
Find Deal
Thu, Apr 10 - Tue, Apr 15
1:10 pm - 2:45 pmYUL-ORD
2h 35mnonstop
7:20 am - 10:32 amORD-YUL
2h 12mnonstop
$329Brussels Airlines
Find Deal
Thu, Feb 20 - Sun, Feb 23
6:00 am - 7:57 amYUL-ORD
2h 57mnonstop
5:58 pm - 9:17 pmORD-YUL
2h 19mnonstop
$364United Airlines
Find Deal
Fri, Feb 14 - Sun, Feb 16
6:15 am - 8:02 amYUL-ORD
2h 47mnonstop
7:00 am - 10:28 amORD-YUL
2h 28mnonstop
$378United Airlines
Find Deal
Wed, Apr 16 - Fri, Apr 25

Air Canada flights from Montreal to Chicago

Our best Air Canada deals on Montreal to Chicago flight tickets
Air Canada
Feb 26
YUL6:20 pmMontreal Pierre Elliott Trudeau Intl
2h 35m
ORD7:55 pmChicago O'Hare Intl
Mar 2
ORD11:35 amChicago O'Hare Intl
2h 12m
YUL2:47 pmMontreal Pierre Elliott Trudeau Intl
Air Canada
Feb 20
YUL1:10 pmMontreal Pierre Elliott Trudeau Intl
2h 35m
ORD2:45 pmChicago O'Hare Intl
Feb 24
ORD3:35 pmChicago O'Hare Intl
2h 12m
YUL6:47 pmMontreal Pierre Elliott Trudeau Intl
Air Canada
Feb 26
YUL8:50 amMontreal Pierre Elliott Trudeau Intl
5h 09m
1 stop
ORD12:59 pmChicago O'Hare Intl
Mar 2
ORD7:20 amChicago O'Hare Intl
2h 12m
YUL10:32 amMontreal Pierre Elliott Trudeau Intl

WestJet flights from Montreal to Chicago

Our best WestJet deals on Montreal to Chicago flight tickets
WestJet
May 31
YUL7:30 amMontreal Pierre Elliott Trudeau Intl
11h 34m
1 stop
MDW6:04 pmChicago Midway
Jun 3
MDW9:20 amChicago Midway
13h 04m
1 stop
YUL11:24 pmMontreal Pierre Elliott Trudeau Intl
WestJet
Feb 21
YUL1:30 pmMontreal Pierre Elliott Trudeau Intl
9h 28m
2 stops
ORD9:58 pmChicago O'Hare Intl
Feb 26
ORD2:35 pmChicago O'Hare Intl
9h 04m
2 stops
YUL12:39 amMontreal Pierre Elliott Trudeau Intl
WestJet
Mar 8
YUL6:00 amMontreal Pierre Elliott Trudeau Intl
12h 43m
1 stop
MDW5:43 pmChicago Midway
Mar 12
MDW10:25 amChicago Midway
25h 05m
2 stops
YUL12:30 pmMontreal Pierre Elliott Trudeau Intl

See travel insights to Chicago from

How to get the cheapest flight ticket from Montreal to Chicago

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 Chicago?

The month of February is, on average, the cheapest month to fly to Chicago from Montreal, with most prices found around $288. If you’re not able to fly to Chicago in February, then March is your next best option. Flight prices from Montreal to Chicago during March average around $307.

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

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $310. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Montreal to Chicago for around $373.

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

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Montreal to Chicago during this time can be as low as $285. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $386.

What is the cheapest Montreal to Chicago flight route?

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

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

You are more likely to see cheaper flights to Chicago from Montreal when booking 5 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $399 when searching 5 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Montreal for as low as $324 on momondo.

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

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

How have Montreal to Chicago flight prices changed over time?

As of January 2025, prices for Montreal to Chicago flights are approximately 11% more expensive when compared to flights at the same time last year.

When to book flights from Montreal to Chicago

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

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

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

Best Price Found

$134

Fastest flight time

2h 32m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Montreal in the past 72 hours is $134. The best round-trip flight deal from Montreal to Chicago found on momondo in the last 72 hours is $222.
The fastest flight from Montreal to Chicago takes 2h 32m
Direct flights go from Montreal to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • How far is Montreal to Chicago by plane?

    Montreal and Chicago are 744.2 mi apart from one another. 2h 32m is a normal flight duration for this route.

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

    Prices for flights from Montreal to Chicago refresh daily.

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

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Montreal to Chicago.

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

    The necessary travel and health documents for your Chicago 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 Montreal to Chicago?

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


Best airlines flying from Montreal to Chicago

Compare and see reviews for airlines that fly from Montreal to Chicago with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $112Free CancellationRating
7.4
8,984 reviews
Search United Airlines flights
Air CanadaPriceFrom $251Free CancellationRating
7.0
8,633 reviews
Search Air Canada flights
Porter AirlinesPriceFrom $267Free CancellationRating
7.9
277 reviews
Search Porter Airlines flights
American AirlinesPriceFrom $282Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
WestJetPriceFrom $334Free CancellationRating
7.2
2,829 reviews
Search WestJet flights
  • United Airlines Flights From Montreal to Chicago

    United Airlines flight deals from Montreal to Chicago start from $112 round-trip. Over the 35 United Airlines flights for this route in a normal week, average airfare is usually $396 round-trip - but some users have found much cheaper deals with momondo.

  • Air Canada Flights From Montreal to Chicago

    Air Canada (7.0/10 from 8,633 reviews) operates around 21 flights from Montreal to Chicago in any given week. The average Air Canada airfare for this route is around $415, with deals from around $251 rare but found on momondo. Referenced prices are for round-trip Montreal to Chicago flight searches in the last 72 hours.


Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Hammond
New Buffalo
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Munster
Crown Point
Schererville
Monticello
Chesterton
Porter
Griffith
Saint John

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Montreal.

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

All flight searches from Montreal to Chicago on momondo can be filtered to show those which offer flexible booking policies.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Montreal.

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

Price alerts on flights to Chicago from Montreal are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.


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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago