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Cheap flights from Montreal to Chicago from C$ 233

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 16/1. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
12:59 p.m. - 8:15 p.m.
YUL
-
ORD
8h 16m1 stop
American Airlines Logo
8:18 a.m. - 3:20 p.m.
ORD
-
YUL
6h 02m1 stop
C$ 261American Airlines
Mon, 2 Feb - Sat, 7 Feb
American Airlines Logo
7:30 a.m. - 8:15 p.m.
YUL
-
ORD
13h 45m1 stop
American Airlines Logo
7:56 p.m. - 1:45 p.m.
ORD
-
YUL
16h 49m1 stop
C$ 265American Airlines
Mon, 2 Feb - Sat, 7 Feb
American Airlines Logo
3:50 p.m. - 5:50 p.m.
YUL
-
ORD
3h 00mdirect
American Airlines Logo
6:05 a.m. - 1:45 p.m.
ORD
-
YUL
6h 40m1 stop
C$ 268American Airlines
Thu, 5 Feb - Sun, 8 Feb
Air Canada Logo
1:10 p.m. - 2:55 p.m.
YUL
-
ORD
2h 45mdirect
Air Canada Logo
7:15 a.m. - 10:20 a.m.
ORD
-
YUL
2h 05mdirect
C$ 270Air Canada
Thu, 12 Feb - Mon, 16 Feb
American Airlines Logo
7:00 a.m. - 1:22 p.m.
YUL
-
ORD
7h 22m1 stop
American Airlines Logo
9:54 a.m. - 3:20 p.m.
ORD
-
YUL
4h 26m1 stop
C$ 276American Airlines
Sat, 7 Feb - Sun, 8 Feb
American Airlines Logo
3:55 p.m. - 5:55 p.m.
YUL
-
ORD
3h 00mdirect
American Airlines Logo
7:11 a.m. - 10:44 p.m.
ORD
-
YUL
14h 33m1 stop
C$ 277American Airlines
Fri, 13 Feb - Mon, 16 Feb
American Airlines Logo
7:00 a.m. - 1:22 p.m.
YUL
-
ORD
7h 22m1 stop
American Airlines Logo
6:05 a.m. - 1:45 p.m.
ORD
-
YUL
6h 40m1 stop
C$ 279American Airlines
Thu, 5 Feb - Sun, 8 Feb
American Airlines Logo
2:25 p.m. - 11:27 p.m.
YUL
-
ORD
10h 02m1 stop
American Airlines Logo
11:50 a.m. - 3:08 p.m.
ORD
-
YUL
2h 18mdirect
C$ 280American Airlines
Mon, 2 Feb - Mon, 9 Feb
American Airlines Logo
2:25 p.m. - 11:27 p.m.
YUL
-
ORD
10h 02m1 stop
American Airlines Logo
5:26 p.m. - 10:59 p.m.
ORD
-
YUL
4h 33m1 stop
C$ 287American Airlines
Mon, 2 Feb - Mon, 9 Feb
KLM Logo
6:00 a.m. - 9:41 a.m.
YUL
-
ORD
4h 41m1 stop
KLM Logo
6:15 a.m. - 1:42 p.m.
ORD
-
YUL
6h 27m1 stop
C$ 290KLM
Thu, 5 Feb - Sun, 8 Feb

American Airlines flights from Montreal to Chicago O'Hare Intl Airport

Our best American Airlines deals on Montreal to Chicago O'Hare Intl Airport flight tickets
American Airlines
2 Feb
YUL12:59 p.m.Montreal Pierre Elliott Trudeau Intl
8h 16m
1 stop
ORD8:15 p.m.Chicago O'Hare Intl
7 Feb
ORD8:18 a.m.Chicago O'Hare Intl
6h 02m
1 stop
YUL3:20 p.m.Montreal Pierre Elliott Trudeau Intl
C$ 261
Find similar
American Airlines
2 Feb
YUL2:25 p.m.Montreal Pierre Elliott Trudeau Intl
22h 10m
1 stop
ORD11:35 a.m.Chicago O'Hare Intl
9 Feb
ORD9:54 a.m.Chicago O'Hare Intl
12h 05m
1 stop
YUL10:59 p.m.Montreal Pierre Elliott Trudeau Intl
C$ 265
Find similar
American Airlines
6 Feb
YUL3:50 p.m.Montreal Pierre Elliott Trudeau Intl
3h 00m
ORD5:50 p.m.Chicago O'Hare Intl
9 Feb
ORD11:50 a.m.Chicago O'Hare Intl
2h 18m
YUL3:08 p.m.Montreal Pierre Elliott Trudeau Intl
C$ 266
Find similar

Air Canada flights from Montreal to Chicago O'Hare Intl Airport

Our best Air Canada deals on Montreal to Chicago O'Hare Intl Airport flight tickets
Air Canada
12 Feb
YUL1:10 p.m.Montreal Pierre Elliott Trudeau Intl
2h 45m
ORD2:55 p.m.Chicago O'Hare Intl
15 Feb
ORD7:15 a.m.Chicago O'Hare Intl
2h 05m
YUL10:20 a.m.Montreal Pierre Elliott Trudeau Intl
C$ 270
Find similar
Air Canada
5 Feb
YUL10:10 a.m.Montreal Pierre Elliott Trudeau Intl
6h 00m
1 stop
ORD3:10 p.m.Chicago O'Hare Intl
8 Feb
ORD7:15 a.m.Chicago O'Hare Intl
2h 05m
YUL10:20 a.m.Montreal Pierre Elliott Trudeau Intl
C$ 288
Find similar
Air Canada
5 Feb
YUL6:00 a.m.Montreal Pierre Elliott Trudeau Intl
4h 41m
1 stop
ORD9:41 a.m.Chicago O'Hare Intl
8 Feb
ORD12:50 p.m.Chicago O'Hare Intl
2h 11m
YUL4:01 p.m.Montreal Pierre Elliott Trudeau Intl
C$ 294
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Montreal to Chicago O'Hare 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 96,600 searches. Data last updated 21 December 2025.
Use the filters below to find and compare flights from Montreal to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Mon 2/2

12:59 p.m.-8:15 p.m.

1 stop8h 16m

Chicago O'Hare Intl

Sat 7/2

8:18 a.m.-3:20 p.m.

1 stop6h 02m

C$ 261

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Mon 2/2

7:30 a.m.-8:15 p.m.

1 stop13h 45m

Chicago O'Hare Intl

Sat 7/2

7:56 p.m.-1:45 p.m.

1 stop16h 49m

C$ 265

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 5/2

3:50 p.m.-5:50 p.m.

Nonstop3h 00m

Chicago O'Hare Intl

Sun 8/2

6:05 a.m.-1:45 p.m.

1 stop6h 40m

C$ 268

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 12/2

1:10 p.m.-2:55 p.m.

Nonstop2h 45m

Chicago O'Hare Intl

Mon 16/2

7:15 a.m.-10:20 a.m.

Nonstop2h 05m

C$ 270

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 7/2

7:00 a.m.-1:22 p.m.

1 stop7h 22m

Chicago O'Hare Intl

Sun 8/2

9:54 a.m.-3:20 p.m.

1 stop4h 26m

C$ 276

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 13/2

3:55 p.m.-5:55 p.m.

Nonstop3h 00m

Chicago O'Hare Intl

Mon 16/2

7:11 a.m.-10:44 p.m.

1 stop14h 33m

C$ 277

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 5/2

7:00 a.m.-1:22 p.m.

1 stop7h 22m

Chicago O'Hare Intl

Sun 8/2

6:05 a.m.-1:45 p.m.

1 stop6h 40m

C$ 279

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Mon 2/2

2:25 p.m.-11:27 p.m.

1 stop10h 02m

Chicago O'Hare Intl

Mon 9/2

11:50 a.m.-3:08 p.m.

Nonstop2h 18m

C$ 280

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Mon 2/2

2:25 p.m.-11:27 p.m.

1 stop10h 02m

Chicago O'Hare Intl

Mon 9/2

5:26 p.m.-10:59 p.m.

1 stop4h 33m

C$ 287

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 5/2

6:00 a.m.-9:41 a.m.

1 stop4h 41m

Chicago O'Hare Intl

Sun 8/2

6:15 a.m.-1:42 p.m.

1 stop6h 27m

C$ 290

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 Chicago from

How to get the cheapest flight ticket from Montreal to Chicago O'Hare 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 Chicago O'Hare Intl Airport?

In general, November is the cheapest month to fly from Montreal to Chicago O'Hare Intl Airport. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 377. The month of August is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Montreal averaging around C$ 393.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Thursday when prices can be found for as low as C$ 707. 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 O'Hare Intl Airport for around C$ 966.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

In the afternoon is the cheapest time of day to fly from Montreal to Chicago O'Hare Intl Airport when you can find flight prices for as low as C$ 735. Flying to Chicago O'Hare Intl Airport in the afternoon is an ideal time because this is during off-peak travel hours. If you have a flexible travel schedule, then try to avoid flying at noon when prices are C$ 1,094 on average. Flights to Chicago O'Hare Intl Airport from Montreal at noon are generally more expensive because this time of day is more convenient for travellers’ schedules.

What is the cheapest Montreal to Chicago O'Hare Intl flight route?

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

How far in advance should I book a flight to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Montreal when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around C$ 488 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Montreal for as low as C$ 319 on momondo.

What cabin class options are available on Montreal to Chicago O'Hare Intl flights?

There are 4 cabin classes available to choose from on Montreal to Chicago O'Hare 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 Montreal to Chicago O'Hare Intl Airport flights?

You could potentially save up to 19% on your flight if you consider stops on a Montreal to Chicago O'Hare Intl Airport flight.

How have Montreal to Chicago O'Hare Intl Airport flight prices changed over time?

As of December 2025, prices for Montreal to Chicago O'Hare Intl Airport flights are approximately 2% more expensive when compared to flights at the same time last year.

When to book flights from Montreal to Chicago O'Hare Intl Airport

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

Cheap Montreal to Chicago O'Hare Intl Airport (YMQ to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Montreal to Chicago O'Hare Intl Airport

Best price found

C$ 284

Fastest flight time

2h 35m

Direct flights

Mon, Tue, Wed, Fri, Sat and Sun
The best one-way flight to Chicago O'Hare Intl Airport from Montreal in the past 72 hours is C$ 284. The best round-trip flight deal from Montreal to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is C$ 642.
The fastest flight from Montreal to Chicago O'Hare Intl Airport takes 2h 35m
Direct flights go from Montreal to Chicago O'Hare Intl Airport on Monday, Tuesday, Wednesday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
Search flight deals

  • How far is Montreal to Chicago O'Hare Intl by plane?

    The straight-line distance from Montreal to Chicago O'Hare Intl is 1213.9 km. Typically, this will take 2h 35m by plane in normal conditions.

  • When did momondo last update prices for flights from Montreal to Chicago O'Hare Intl Airport?

    Prices for flights from Montreal to Chicago O'Hare Intl Airport are updated daily.

  • How many operators does momondo search for flights from Montreal to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Montreal to Chicago O'Hare Intl Airport?

    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 O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The required travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago O'Hare Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Montreal to Chicago O'Hare Intl Airport?

  • What is the most popular airline from Montreal to Chicago O'Hare Intl Airport?

Best airlines flying from Montreal to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Montreal to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom C$ 203Free CancellationRating
7.2
11,050 reviews
Search American Airlines flights
Air CanadaPriceFrom C$ 257Free CancellationRating
7.1
10,550 reviews
Search Air Canada flights
United AirlinesPriceFrom C$ 265Free CancellationRating
7.4
9,099 reviews
Search United Airlines flights
Porter AirlinesPriceFrom C$ 294Free CancellationRating
8.0
399 reviews
Search Porter Airlines flights

  • Porter Airlines Flights From Montreal to Chicago O'Hare Intl Airport

    The lowest priced Porter Airlines flight from Montreal to Chicago O'Hare Intl Airport from the last 72 hours was C$ 294. Generally, Porter Airlines has 5 flights on this route every week with an average price of C$ 621. Porter Airlines is rated 8.0/10 by our users.

  • United Airlines Flights From Montreal to Chicago O'Hare Intl Airport

    Across 9,099 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Montreal to Chicago O'Hare Intl Airport about 33 times each week, with ticket deals ranging from C$ 265 to C$ 495. Price data is based on momondo searches in the last 72 hours.

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Schaumburg
Rosemont
Hoffman Estates
Northbrook
Tinley Park
Munster
Skokie
Hammond
Harvey
Naperville
Glenview
Great Lakes
Wheeling
Elmhurst
Harvard
Merrillville
Elk Grove Village
Oak Brook
Kenosha

Why use momondo?

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

Finding the right flight to Chicago from Montreal is quick and easy when you have a range of options in front of you, from reputable agents and recognizable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

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

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

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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