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Cheap flights from Montreal to Chicago from $125

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 4/28. 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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Find the cheapest flights from Montreal to Chicago

Cheap round-trip flights

KAYAK's recommended round-trip deals from the most popular airlines that fly from Montreal to Chicago.
Porter Airlines Logo
10:45 am - 4:54 pmYUL-MDW
7h 09m1 stop
Porter Airlines Logo
9:40 am - 4:00 pmMDW-YUL
5h 20m1 stop
$199Porter Airlines
Find Deal
Wed, May 7 - Mon, May 12
Porter Airlines Logo
6:50 am - 10:20 amYUL-MDW
4h 30m1 stop
Porter Airlines Logo
11:15 am - 6:02 pmMDW-YUL
5h 47m1 stop
$202Porter Airlines
Find Deal
Thu, Apr 24 - Tue, Apr 29
Air Canada Logo
6:15 am - 8:02 amYUL-ORD
2h 47mnonstop
Air Canada Logo
8:40 am - 11:55 amORD-YUL
2h 15mnonstop
$220Air Canada
Find Deal
Wed, Apr 30 - Sun, May 4
Air Canada Logo
9:45 am - 11:32 amYUL-ORD
2h 47mnonstop
Air Canada Logo
7:00 am - 10:28 amORD-YUL
2h 28mnonstop
$221Air Canada
Find Deal
Wed, Apr 30 - Mon, May 5
Delta Logo
6:00 pm - 11:59 pmYUL-ORD
6h 59m1 stop
Delta Logo
6:45 am - 4:00 pmORD-YUL
8h 15m1 stop
$252Delta
Find Deal
Fri, Apr 25 - Sun, Apr 27
Delta Logo
12:38 pm - 7:00 pmYUL-ORD
7h 22m1 stop
Delta Logo
5:30 am - 4:52 pmORD-YUL
10h 22m1 stop
$253Delta
Find Deal
Fri, May 2 - Mon, May 5
American Airlines Logo
12:30 pm - 2:05 pmYUL-ORD
2h 35mnonstop
American Airlines Logo
7:00 am - 3:25 pmORD-YUL
7h 25m1 stop
$262American Airlines
Find Deal
Fri, May 2 - Fri, May 9
American Airlines Logo
12:30 pm - 2:05 pmYUL-ORD
2h 35mnonstop
American Airlines Logo
6:30 pm - 9:50 amORD-YUL
14h 20m1 stop
$263American Airlines
Find Deal
Sat, May 3 - Sat, May 3
United Airlines Logo
9:45 am - 11:32 amYUL-ORD
2h 47mnonstop
United Airlines Logo
8:40 am - 11:55 amORD-YUL
2h 15mnonstop
$268United Airlines
Find Deal
Wed, Apr 30 - Wed, May 7
United Airlines Logo
9:45 am - 11:32 amYUL-ORD
2h 47mnonstop
United Airlines Logo
7:00 am - 10:28 amORD-YUL
2h 28mnonstop
$269United Airlines
Find Deal
Thu, Apr 24 - Sun, Apr 27

United Airlines flights from Montreal to Chicago

Our best United Airlines deals on Montreal to Chicago flight tickets
United Airlines
Apr 30
YUL9:45 amMontreal Pierre Elliott Trudeau Intl
2h 47m
ORD11:32 amChicago O'Hare Intl
May 7
ORD8:40 amChicago O'Hare Intl
2h 15m
YUL11:55 amMontreal Pierre Elliott Trudeau Intl
United Airlines
Apr 24
YUL9:45 amMontreal Pierre Elliott Trudeau Intl
2h 47m
ORD11:32 amChicago O'Hare Intl
Apr 27
ORD7:00 amChicago O'Hare Intl
2h 28m
YUL10:28 amMontreal Pierre Elliott Trudeau Intl
United Airlines
Apr 25
YUL7:00 pmMontreal Pierre Elliott Trudeau Intl
5h 40m
1 stop
ORD11:40 pmChicago O'Hare Intl
May 4
ORD8:50 amChicago O'Hare Intl
6h 00m
1 stop
YUL3:50 pmMontreal Pierre Elliott Trudeau Intl

WestJet flights from Montreal to Chicago

Our best WestJet deals on Montreal to Chicago flight tickets
WestJet
May 12
YUL6:00 amMontreal Pierre Elliott Trudeau Intl
4h 51m
1 stop
ORD9:51 amChicago O'Hare Intl
May 16
ORD9:00 amChicago O'Hare Intl
13h 16m
1 stop
YUL11:16 pmMontreal Pierre Elliott Trudeau Intl
WestJet
May 23
YUL8:10 amMontreal Pierre Elliott Trudeau Intl
14h 30m
2 stops
ORD9:40 pmChicago O'Hare Intl
May 30
ORD11:05 amChicago O'Hare Intl
4h 10m
1 stop
YUL4:15 pmMontreal Pierre Elliott Trudeau Intl
WestJet
May 11
YUL6:00 amMontreal Pierre Elliott Trudeau Intl
7h 41m
1 stop
ORD12:41 pmChicago O'Hare Intl
May 16
ORD7:59 pmChicago O'Hare Intl
26h 55m
1 stop
YUL11:54 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 typical price of a round-trip flight between Montreal and Chicago?

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 $324. If you’re not able to fly to Chicago in February, then September is your next best option. Flight prices from Montreal to Chicago during September average around $325.

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 Thursday when prices can be found for as low as $409. 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 $561.

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 at noon. Flights from Montreal to Chicago during this time can be as low as $455. In contrast, the most expensive time of day to depart to Chicago is in the evening when prices are around $597.

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 13 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $404 when searching 13 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 $323 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 April 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

$125

Fastest flight time

2h 26m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Montreal in the past 72 hours is $125. The best round-trip flight deal from Montreal to Chicago found on momondo in the last 72 hours is $199.
The fastest flight from Montreal to Chicago takes 2h 26m
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 26m 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
8,616 reviews
Search United Airlines flights
Air CanadaPriceFrom $253Free CancellationRating
7.0
9,022 reviews
Search Air Canada flights
Porter AirlinesPriceFrom $267Free CancellationRating
7.9
279 reviews
Search Porter Airlines flights
American AirlinesPriceFrom $282Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
WestJetPriceFrom $334Free CancellationRating
7.2
2,795 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 38 United Airlines flights for this route in a normal week, average airfare is usually $495 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 9,022 reviews) operates around 29 flights from Montreal to Chicago in any given week. The average Air Canada airfare for this route is around $461, with deals from around $253 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
New Buffalo
Hammond
Benton Harbor
Portage
Lansing
Saint Joseph
Schererville
Valparaiso
Munster
Crown Point
Monticello
Chesterton
Griffith
Porter
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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1 adult
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Mon 4/7
Mon 4/14

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