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Cheap flights from Montreal to Chicago from $167

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 12/10. 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 to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
5:30 pm - 7:46 amYUL-ORD
15h 16m1 stop
6:31 am - 3:25 pmORD-YUL
7h 54m1 stop
$280American Airlines
Find Deal
Thu, Dec 12 - Mon, Dec 16
7:30 am - 10:45 pmYUL-ORD
16h 15m1 stop
2:55 pm - 10:05 amORD-YUL
18h 10m1 stop
$281American Airlines
Find Deal
Thu, Dec 12 - Mon, Dec 16
12:45 pm - 7:00 pmYUL-ORD
7h 15m1 stop
5:20 pm - 11:24 pmORD-YUL
5h 04m1 stop
$292WestJet
Find Deal
Sat, Apr 19 - Sat, May 10
8:25 am - 2:13 pmYUL-ORD
6h 48m1 stop
9:00 am - 5:45 pmORD-YUL
7h 45m1 stop
$305United Airlines
Find Deal
Tue, Dec 3 - Wed, Dec 4
6:00 am - 5:47 pmYUL-MDW
12h 47m1 stop
10:19 am - 11:36 pmMDW-YUL
12h 17m1 stop
$307WestJet
Find Deal
Fri, Jan 24 - Mon, Feb 10
11:50 am - 4:40 pmYUL-MDW
5h 50m1 stop
5:35 pm - 10:30 pmMDW-YUL
3h 55m1 stop
$311Porter Airlines
Find Deal
Thu, Mar 20 - Sun, Mar 23
10:45 am - 4:40 pmYUL-MDW
6h 55m1 stop
11:25 am - 7:20 pmMDW-YUL
6h 55m1 stop
$313Porter Airlines
Find Deal
Mon, Dec 23 - Sat, Dec 28
11:15 am - 2:51 pmYUL-ORD
4h 36m1 stop
2:05 pm - 9:18 pmORD-YUL
6h 13m1 stop
$355Air Canada
Find Deal
Wed, Dec 4 - Fri, Dec 13
6:35 pm - 9:12 amYUL-ORD
15h 37m1 stop
11:15 am - 5:45 pmORD-YUL
5h 30m1 stop
$359United Airlines
Find Deal
Tue, Dec 3 - Wed, Dec 4
11:15 am - 2:51 pmYUL-ORD
4h 36m1 stop
2:01 pm - 5:19 pmORD-YUL
2h 18mnonstop
$370Air Canada
Find Deal
Thu, Dec 12 - Mon, Dec 16
7:30 am - 12:20 pmYUL-ORD
5h 50m1 stop
$167American Airlines
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Tue, Dec 10
4:55 pm - 8:34 pmYUL-ORD
4h 39m1 stop
$171WestJet
Find Deal
Sat, Apr 19
11:50 am - 12:34 amYUL-ORD
13h 44m2 stops
Tue, Dec 17
6:50 am - 11:10 amYUL-MDW
5h 20m1 stop
$174Porter Airlines
Find Deal
Wed, Dec 4
7:00 am - 11:59 amYUL-ORD
5h 59m1 stop
$175Air Canada
Find Deal
Wed, Dec 4
3:55 pm - 10:32 amYUL-ORD
19h 37m1 stop
Tue, Dec 10
11:50 am - 4:40 pmYUL-MDW
5h 50m1 stop
$179Porter Airlines
Find Deal
Thu, Apr 24
6:20 pm - 7:55 pmYUL-ORD
2h 35mnonstop
$212Air Canada
Find Deal
Thu, Dec 19
6:00 am - 7:56 amYUL-ORD
2h 56mnonstop
$316United Airlines
Find Deal
Wed, Dec 18
6:00 am - 7:56 amYUL-ORD
2h 56mnonstop
$317United Airlines
Find Deal
Wed, Dec 18
6:00 am - 6:32 pmYUL-MDW
13h 32m1 stop
2:17 pm - 11:33 pmMDW-YUL
8h 16m1 stop
$406WestJet
Find Deal
Sun, Nov 24 - Wed, Nov 27
3:55 pm - 6:31 pmYUL-ORD
27h 36m1 stop
8:57 am - 3:00 pmORD-YUL
29h 03m1 stop
Sun, Nov 24 - Thu, Nov 28
6:50 am - 10:20 amYUL-MDW
4h 30m1 stop
12:55 pm - 6:15 pmMDW-YUL
4h 20m1 stop
$423Porter Airlines
Find Deal
Tue, Nov 26 - Sat, Nov 30
11:50 am - 4:40 pmYUL-MDW
5h 50m1 stop
12:05 pm - 7:20 pmMDW-YUL
6h 15m1 stop
$430Porter Airlines
Find Deal
Mon, Nov 25 - Mon, Dec 2
6:20 pm - 7:55 pmYUL-ORD
2h 35mnonstop
7:20 am - 10:32 amORD-YUL
2h 12mnonstop
$507Air Canada
Find Deal
Sat, Nov 23 - Tue, Nov 26
6:20 pm - 7:55 pmYUL-ORD
2h 35mnonstop
5:59 pm - 9:17 pmORD-YUL
2h 18mnonstop
$509Air Canada
Find Deal
Mon, Nov 25 - Wed, Nov 27
12:30 pm - 2:25 pmYUL-ORD
2h 55mnonstop
5:25 pm - 10:59 pmORD-YUL
4h 34m1 stop
$519American Airlines
Find Deal
Tue, Nov 26 - Tue, Nov 26
7:10 am - 12:49 pmYUL-MDW
6h 39m1 stop
1:30 pm - 11:11 pmMDW-YUL
8h 41m1 stop
$521Delta
Find Deal
Sat, Nov 23 - Tue, Nov 26
12:30 pm - 2:25 pmYUL-ORD
2h 55mnonstop
1:50 pm - 10:04 amORD-YUL
19h 14m1 stop
$525American Airlines
Find Deal
Sun, Nov 24 - Thu, Nov 28
12:50 pm - 5:02 pmYUL-MDW
5h 12m1 stop
9:31 am - 9:08 pmMDW-YUL
10h 37m2 stops
$1,277Delta
Find Deal
Mon, Nov 25 - Mon, Dec 2
9:15 am - 10:54 amYUL-ORD
2h 39mnonstop
11:35 am - 2:47 pmORD-YUL
2h 12mnonstop
$364Air Canada
Find Deal
Thu, Mar 27 - Sun, Mar 30
4:45 pm - 6:41 pmYUL-ORD
2h 56mnonstop
5:59 pm - 9:17 pmORD-YUL
2h 18mnonstop
$370Air Canada
Find Deal
Thu, Dec 12 - Mon, Dec 16
6:20 pm - 7:55 pmYUL-ORD
2h 35mnonstop
2:01 pm - 5:19 pmORD-YUL
2h 18mnonstop
$371Air Canada
Find Deal
Thu, Dec 19 - Wed, Jan 8
4:45 pm - 6:41 pmYUL-ORD
2h 56mnonstop
5:59 pm - 9:17 pmORD-YUL
2h 18mnonstop
$373Air Canada
Find Deal
Thu, Dec 12 - Mon, Dec 16
6:00 am - 7:57 amYUL-ORD
2h 57mnonstop
3:35 pm - 6:47 pmORD-YUL
2h 12mnonstop
Fri, Mar 14 - Mon, Mar 17
6:00 am - 7:56 amYUL-ORD
2h 56mnonstop
5:59 pm - 9:17 pmORD-YUL
2h 18mnonstop
$447United Airlines
Find Deal
Thu, Dec 12 - Mon, Dec 16
1:10 pm - 2:45 pmYUL-ORD
2h 35mnonstop
7:20 am - 10:32 amORD-YUL
2h 12mnonstop
$448United Airlines
Find Deal
Sat, Jan 11 - Sat, Jan 18
6:00 am - 7:56 amYUL-ORD
2h 56mnonstop
7:20 am - 10:32 amORD-YUL
2h 12mnonstop
Sat, Dec 7 - Mon, Dec 9
12:30 pm - 2:10 pmYUL-ORD
2h 40mnonstop
8:10 am - 11:35 amORD-YUL
2h 25mnonstop
$552American Airlines
Find Deal
Thu, May 15 - Mon, May 19
12:30 pm - 2:10 pmYUL-ORD
2h 40mnonstop
8:10 am - 11:35 amORD-YUL
2h 25mnonstop
$559American Airlines
Find Deal
Tue, May 20 - Fri, May 23

American Airlines flights from Montreal to Chicago

Our best American Airlines deals on Montreal to Chicago flight tickets
American Airlines
Dec 12
YUL5:30 pmMontreal Pierre Elliott Trudeau Intl
15h 16m
1 stop
ORD7:46 amChicago O'Hare Intl
Dec 16
ORD6:31 amChicago O'Hare Intl
7h 54m
1 stop
YUL3:25 pmMontreal Pierre Elliott Trudeau Intl
American Airlines
Dec 12
YUL7:30 amMontreal Pierre Elliott Trudeau Intl
16h 15m
1 stop
ORD10:45 pmChicago O'Hare Intl
Dec 16
ORD2:55 pmChicago O'Hare Intl
18h 10m
1 stop
YUL10:05 amMontreal Pierre Elliott Trudeau Intl
American Airlines
Dec 4
YUL7:30 amMontreal Pierre Elliott Trudeau Intl
11h 02m
1 stop
ORD5:32 pmChicago O'Hare Intl
Dec 17
ORD9:46 amChicago O'Hare Intl
4h 39m
1 stop
YUL3:25 pmMontreal Pierre Elliott Trudeau Intl

WestJet flights from Montreal to Chicago

Our best WestJet deals on Montreal to Chicago flight tickets
WestJet
Apr 19
YUL12:45 pmMontreal Pierre Elliott Trudeau Intl
7h 15m
1 stop
ORD7:00 pmChicago O'Hare Intl
May 10
ORD5:20 pmChicago O'Hare Intl
5h 04m
1 stop
YUL11:24 pmMontreal Pierre Elliott Trudeau Intl
WestJet
Jan 24
YUL6:00 amMontreal Pierre Elliott Trudeau Intl
12h 47m
1 stop
MDW5:47 pmChicago Midway
Feb 10
MDW10:19 amChicago Midway
12h 17m
1 stop
YUL11:36 pmMontreal Pierre Elliott Trudeau Intl
WestJet
Dec 15
YUL6:00 amMontreal Pierre Elliott Trudeau Intl
13h 32m
1 stop
MDW6:32 pmChicago Midway
Dec 17
MDW2:15 pmChicago Midway
8h 26m
1 stop
YUL11:41 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 $270. If you’re not able to fly to Chicago in February, then January is your next best option. Flight prices from Montreal to Chicago during January average around $299.

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 $309. 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 $412.

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 $279. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $377.

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?

The best time to book a flight to Chicago from Montreal is 32 days out, which is when prices tend to be around $333. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $244.

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.

Can stopping save me money on Montreal to Chicago flights?

You could potentially save up to 17% on your flight if you consider stops on a Montreal to Chicago flight.

How have Montreal to Chicago flight prices changed over time?

As of November 2024, prices for Montreal to Chicago flights are approximately 2% cheaper 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

$167

Fastest flight time

2h 30m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Montreal in the past 72 hours is $167. The best round-trip flight deal from Montreal to Chicago found on momondo in the last 72 hours is $280.
The fastest flight from Montreal to Chicago takes 2h 30m
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 35m 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
9,172 reviews
Search United Airlines flights
Air CanadaPriceFrom $227Free CancellationRating
7.0
8,246 reviews
Search Air Canada flights
Porter AirlinesPriceFrom $228Free CancellationRating
7.8
288 reviews
Search Porter Airlines flights
American AirlinesPriceFrom $282Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
WestJetPriceFrom $334Free CancellationRating
7.3
2,811 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 34 United Airlines flights for this route in a normal week, average airfare is usually $387 round-trip - but some users have found much cheaper deals with momondo.

  • American Airlines Flights From Montreal to Chicago

    American Airlines (7.2/10 from 10,000 reviews) operates around 7 flights from Montreal to Chicago in any given week. The average American Airlines airfare for this route is around $387, with deals from around $282 rare but found on momondo. Referenced prices are for round-trip Montreal to Chicago flight searches in the last 72 hours.


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