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Cheap flights from Montreal to Chicago from $153

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 1/24. 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.
8:55 am - 12:10 pmYUL-MDW
4h 15m1 stop
1:05 pm - 6:00 pmMDW-YUL
3h 55m1 stop
$262Porter Airlines
Find Deal
jue., feb. 13 - dom., feb. 16
6:50 am - 12:10 pmYUL-MDW
6h 20m1 stop
1:05 pm - 7:25 pmMDW-YUL
5h 20m1 stop
$264Porter Airlines
Find Deal
jue., feb. 13 - dom., feb. 16
6:35 pm - 10:17 amYUL-ORD
16h 42m1 stop
5:11 am - 5:35 pmORD-YUL
11h 24m1 stop
mié., ene. 22 - mié., ene. 29
6:45 am - 8:13 pmYUL-ORD
14h 28m2 stops
5:00 am - 5:35 pmORD-YUL
11h 35m1 stop
mié., feb. 5 - mié., feb. 12
12:55 pm - 6:27 pmYUL-ORD
6h 32m2 stops
8:40 pm - 10:10 amORD-YUL
12h 30m1 stop
$305American Airlines
Find Deal
mié., ene. 22 - mié., ene. 22
10:54 am - 9:56 pmYUL-ORD
12h 02m1 stop
8:15 am - 3:25 pmORD-YUL
6h 10m2 stops
$317American Airlines
Find Deal
sáb., ene. 11 - dom., ene. 12
2:15 pm - 6:38 pmYUL-ORD
5h 23m1 stop
1:55 pm - 9:48 pmORD-YUL
6h 53m1 stop
$362Air Canada
Find Deal
sáb., ene. 11 - dom., ene. 12
6:00 am - 8:05 amYUL-ORD
3h 05mnonstop
5:59 pm - 9:17 pmORD-YUL
2h 18mnonstop
$363United Airlines
Find Deal
sáb., ene. 18 - sáb., ene. 25
9:15 am - 10:54 amYUL-ORD
2h 39mnonstop
3:35 pm - 6:47 pmORD-YUL
2h 12mnonstop
$364Air Canada
Find Deal
jue., feb. 13 - dom., feb. 16
4:45 pm - 6:50 pmYUL-ORD
3h 05mnonstop
9:10 am - 3:58 pmORD-YUL
5h 48m1 stop
$373United Airlines
Find Deal
sáb., ene. 18 - sáb., ene. 25
3:55 pm - 5:17 pmYUL-ORD
26h 22m1 stop
vie., ene. 24
3:55 pm - 11:32 pmYUL-ORD
8h 37m1 stop
mié., feb. 5
11:50 am - 4:40 pmYUL-MDW
5h 50m1 stop
$169Porter Airlines
Find Deal
lun., mar. 31
6:50 am - 12:10 pmYUL-MDW
6h 20m1 stop
$172Porter Airlines
Find Deal
lun., feb. 3
6:00 am - 1:46 pmYUL-ORD
8h 46m1 stop
$209Delta
Find Deal
sáb., ene. 25
8:50 am - 12:56 pmYUL-ORD
5h 06m1 stop
$213Air Canada
Find Deal
sáb., mar. 22
1:10 pm - 2:45 pmYUL-ORD
2h 35mnonstop
$215United Airlines
Find Deal
mar., ene. 14
4:45 pm - 6:50 pmYUL-ORD
3h 05mnonstop
$216Air Canada
Find Deal
mar., ene. 21
6:00 am - 12:46 pmYUL-MDW
7h 46m1 stop
$221Delta
Find Deal
dom., ene. 12
10:30 am - 11:15 pmYUL-ORD
13h 45m2 stops
$269United Airlines
Find Deal
mié., ene. 8
10:45 am - 4:40 pmYUL-MDW
6h 55m1 stop
1:05 pm - 6:00 pmMDW-YUL
3h 55m1 stop
$483Porter Airlines
Find Deal
jue., dic. 26 - jue., ene. 30
11:50 am - 4:40 pmYUL-MDW
5h 50m1 stop
11:15 am - 4:45 pmMDW-YUL
4h 30m1 stop
$550Porter Airlines
Find Deal
jue., dic. 26 - mié., ene. 1
6:10 pm - 9:07 amYUL-ORD
15h 57m1 stop
5:59 pm - 9:17 pmORD-YUL
2h 18mnonstop
$593United Airlines
Find Deal
jue., dic. 26 - vie., dic. 27
2:29 pm - 11:37 pmYUL-ORD
10h 08m1 stop
6:30 am - 3:25 pmORD-YUL
7h 55m1 stop
$598American Airlines
Find Deal
jue., dic. 26 - jue., ene. 30
6:15 pm - 10:13 pmYUL-ORD
4h 58m1 stop
7:20 am - 10:32 amORD-YUL
2h 12mnonstop
$604Air Canada
Find Deal
jue., dic. 26 - jue., ene. 30
9:00 am - 7:19 pmYUL-ORD
11h 19m2 stops
5:11 am - 2:55 pmORD-YUL
8h 44m1 stop
jue., dic. 26 - jue., ene. 30
9:15 am - 10:54 amYUL-ORD
2h 39mnonstop
8:30 pm - 1:53 amORD-YUL
4h 23m1 stop
$667Air Canada
Find Deal
lun., dic. 23 - dom., ene. 5
9:00 am - 7:19 pmYUL-ORD
11h 19m2 stops
5:50 am - 10:45 pmORD-YUL
15h 55m2 stops
jue., dic. 26 - jue., ene. 30
12:55 pm - 4:54 pmYUL-ORD
4h 59m1 stop
7:26 am - 4:55 pmORD-YUL
8h 29m1 stop
$684American Airlines
Find Deal
jue., dic. 26 - mié., ene. 1
1:25 pm - 8:10 pmYUL-ORD
7h 45m1 stop
7:20 am - 10:32 amORD-YUL
2h 12mnonstop
$695United Airlines
Find Deal
mié., dic. 25 - jue., dic. 26
6:00 am - 8:05 amYUL-ORD
3h 05mnonstop
5:59 pm - 9:17 pmORD-YUL
2h 18mnonstop
$363United Airlines
Find Deal
sáb., ene. 18 - sáb., ene. 25
9:15 am - 10:54 amYUL-ORD
2h 39mnonstop
3:35 pm - 6:47 pmORD-YUL
2h 12mnonstop
$364Air Canada
Find Deal
jue., feb. 13 - dom., feb. 16
1:10 pm - 2:45 pmYUL-ORD
2h 35mnonstop
3:35 pm - 6:47 pmORD-YUL
2h 12mnonstop
$379Air Canada
Find Deal
jue., ene. 30 - dom., feb. 2
6:00 am - 8:05 amYUL-ORD
3h 05mnonstop
7:20 am - 10:32 amORD-YUL
2h 12mnonstop
$380United Airlines
Find Deal
sáb., ene. 11 - dom., ene. 12
6:00 am - 8:05 amYUL-ORD
3h 05mnonstop
11:35 am - 2:47 pmORD-YUL
2h 12mnonstop
$395Air Canada
Find Deal
mié., ene. 22 - mié., ene. 22
1:10 pm - 2:45 pmYUL-ORD
2h 35mnonstop
11:35 am - 2:51 pmORD-YUL
2h 16mnonstop
$402Lufthansa
Find Deal
vie., mar. 28 - lun., mar. 31
4:45 pm - 6:50 pmYUL-ORD
3h 05mnonstop
7:20 am - 10:32 amORD-YUL
2h 12mnonstop
$408Air Canada
Find Deal
vie., ene. 10 - lun., ene. 13
1:10 pm - 2:45 pmYUL-ORD
2h 35mnonstop
2:00 pm - 5:19 pmORD-YUL
2h 19mnonstop
$409Air Canada
Find Deal
sáb., mar. 1 - mar., mar. 4
1:10 pm - 2:45 pmYUL-ORD
2h 35mnonstop
11:35 am - 2:47 pmORD-YUL
2h 12mnonstop
$410Air Canada
Find Deal
sáb., mar. 1 - dom., mar. 9
12:30 pm - 2:10 pmYUL-ORD
2h 40mnonstop
8:10 am - 11:35 amORD-YUL
2h 25mnonstop
$539American Airlines
Find Deal
jue., may. 15 - lun., may. 19

Air Canada flights from Montreal to Chicago

Our best Air Canada deals on Montreal to Chicago flight tickets
Air Canada
Jan 11
YUL2:15 pmMontreal Pierre Elliott Trudeau Intl
5h 23m
1 stop
ORD6:38 pmChicago O'Hare Intl
Jan 12
ORD1:55 pmChicago O'Hare Intl
6h 53m
1 stop
YUL9:48 pmMontreal Pierre Elliott Trudeau Intl
Air Canada
Feb 13
YUL9:15 amMontreal Pierre Elliott Trudeau Intl
2h 39m
ORD10:54 amChicago O'Hare Intl
Feb 16
ORD3:35 pmChicago O'Hare Intl
2h 12m
YUL6:47 pmMontreal Pierre Elliott Trudeau Intl
Air Canada
Jan 11
YUL2:15 pmMontreal Pierre Elliott Trudeau Intl
5h 23m
1 stop
ORD6:38 pmChicago O'Hare Intl
Jan 12
ORD7:05 amChicago O'Hare Intl
5h 13m
1 stop
YUL1:18 pmMontreal Pierre Elliott Trudeau Intl

Delta flights from Montreal to Chicago

Our best Delta deals on Montreal to Chicago flight tickets
Delta
Jan 11
YUL6:00 amMontreal Pierre Elliott Trudeau Intl
8h 46m
1 stop
ORD1:46 pmChicago O'Hare Intl
Jan 12
ORD7:40 pmChicago O'Hare Intl
13h 49m
1 stop
YUL10:29 amMontreal Pierre Elliott Trudeau Intl
Delta
Jan 30
YUL11:20 amMontreal Pierre Elliott Trudeau Intl
9h 39m
1 stop
ORD7:59 pmChicago O'Hare Intl
Feb 2
ORD10:30 amChicago O'Hare Intl
4h 30m
1 stop
YUL4:00 pmMontreal Pierre Elliott Trudeau Intl
Delta
Feb 2
YUL6:00 amMontreal Pierre Elliott Trudeau Intl
13h 41m
1 stop
ORD6:41 pmChicago O'Hare Intl
Feb 24
ORD6:15 pmChicago O'Hare Intl
4h 07m
1 stop
YUL11:22 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 $284. 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 $303.

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?

The best time to book a flight to Chicago from Montreal is 36 days out, which is when prices tend to be around $397. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $263.

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 26% 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 December 2024, prices for Montreal to Chicago flights are approximately 10% 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

$153

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 $153. The best round-trip flight deal from Montreal to Chicago found on momondo in the last 72 hours is $262.
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
9,028 reviews
Search United Airlines flights
Air CanadaPriceFrom $246Free CancellationRating
7.0
8,413 reviews
Search Air Canada flights
Porter AirlinesPriceFrom $261Free CancellationRating
7.9
283 reviews
Search Porter Airlines flights
American AirlinesPriceFrom $282Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
WestJetPriceFrom $334Free CancellationRating
7.2
2,812 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 36 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 8,413 reviews) operates around 31 flights from Montreal to Chicago in any given week. The average Air Canada airfare for this route is around $419, with deals from around $246 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