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Cheap flights from Montreal to Chicago from $163

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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
7:00 am - 1:01 pmYUL-ORD
7h 01m1 stop
Air Canada Logo
12:50 pm - 3:57 pmORD-YUL
2h 07mnonstop
$212Air Canada
Find Deal
Thu, Feb 26 - Mon, Mar 2
Air Canada Logo
4:45 pm - 6:51 pmYUL-ORD
3h 06mnonstop
Air Canada Logo
7:15 am - 10:20 amORD-YUL
2h 05mnonstop
$213Air Canada
Find Deal
Thu, Jan 8 - Sun, Jan 11
Delta Logo
6:00 am - 9:35 amYUL-ORD
4h 35m1 stop
Delta Logo
7:10 am - 5:04 pmORD-YUL
8h 54m1 stop
$214Delta
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Sat, Apr 4 - Wed, Apr 8
United Airlines Logo
4:45 pm - 6:50 pmYUL-ORD
3h 05mnonstop
United Airlines Logo
9:00 am - 7:48 pmORD-YUL
9h 48m1 stop
$221United Airlines
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Sun, Dec 28 - Thu, Jan 1
United Airlines Logo
8:25 am - 1:22 pmYUL-ORD
5h 57m1 stop
United Airlines Logo
9:01 pm - 7:41 amORD-YUL
9h 40m1 stop
$222United Airlines
Find Deal
Thu, Feb 26 - Mon, Mar 2
United Airlines Logo
5:45 pm - 7:19 pmYUL-ORD
2h 34mnonstop
United Airlines Logo
10:45 am - 4:25 pmORD-YUL
4h 40m1 stop
$224United Airlines
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Fri, May 8 - Sun, May 10
United Airlines Logo
9:15 am - 11:44 pmYUL-ORD
15h 29m1 stop
United Airlines Logo
7:00 am - 3:16 pmORD-YUL
7h 16m1 stop
$226United Airlines
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Wed, Dec 24 - Thu, Jan 1
American Airlines Logo
3:52 pm - 5:52 pmYUL-ORD
3h 00mnonstop
American Airlines Logo
9:54 am - 3:20 pmORD-YUL
4h 26m1 stop
$227American Airlines
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Thu, Jan 22 - Thu, Jan 29
Air Canada Logo
10:10 am - 3:10 pmYUL-ORD
6h 00m1 stop
Air Canada Logo
3:55 pm - 9:52 pmORD-YUL
4h 57m1 stop
$230Air Canada
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Wed, Dec 31 - Fri, Jan 2
Air Canada Logo
10:10 am - 3:10 pmYUL-ORD
6h 00m1 stop
Air Canada Logo
12:50 pm - 3:57 pmORD-YUL
2h 07mnonstop
$231Air Canada
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Sat, Dec 13 - Sun, Dec 14

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
Jan 22
YUL3:52 pmMontreal Pierre Elliott Trudeau Intl
3h 00m
ORD5:52 pmChicago O'Hare Intl
Jan 29
ORD9:54 amChicago O'Hare Intl
4h 26m
1 stop
YUL3:20 pmMontreal Pierre Elliott Trudeau Intl
$227
Find similar
American Airlines
Dec 12
YUL3:50 pmMontreal Pierre Elliott Trudeau Intl
3h 00m
ORD5:50 pmChicago O'Hare Intl
Dec 15
ORD5:00 amChicago O'Hare Intl
7h 49m
1 stop
YUL1:49 pmMontreal Pierre Elliott Trudeau Intl
$260
Find similar
American Airlines
Dec 12
YUL3:50 pmMontreal Pierre Elliott Trudeau Intl
3h 00m
ORD5:50 pmChicago O'Hare Intl
Dec 17
ORD6:50 amChicago O'Hare Intl
7h 34m
1 stop
YUL3:24 pmMontreal Pierre Elliott Trudeau Intl
$280
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
Feb 26
YUL7:00 amMontreal Pierre Elliott Trudeau Intl
7h 01m
1 stop
ORD1:01 pmChicago O'Hare Intl
Mar 2
ORD12:50 pmChicago O'Hare Intl
2h 07m
YUL3:57 pmMontreal Pierre Elliott Trudeau Intl
$212
Find similar
Air Canada
Jan 8
YUL4:45 pmMontreal Pierre Elliott Trudeau Intl
3h 06m
ORD6:51 pmChicago O'Hare Intl
Jan 11
ORD7:15 amChicago O'Hare Intl
2h 05m
YUL10:20 amMontreal Pierre Elliott Trudeau Intl
$213
Find similar
Air Canada
Jan 8
YUL1:10 pmMontreal Pierre Elliott Trudeau Intl
5h 38m
1 stop
ORD5:48 pmChicago O'Hare Intl
Jan 11
ORD7:15 amChicago O'Hare Intl
2h 05m
YUL10:20 amMontreal Pierre Elliott Trudeau Intl
$218
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 832,500 searches. Data last updated November 20, 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

Thu 2/26

7:00 am-1:01 pm

1 stop7h 01m

Chicago O'Hare Intl

Mon 3/2

12:50 pm-3:57 pm

Nonstop2h 07m

$212

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 1/8

4:45 pm-6:51 pm

Nonstop3h 06m

Chicago O'Hare Intl

Sun 1/11

7:15 am-10:20 am

Nonstop2h 05m

$213

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 4/4

6:00 am-9:35 am

1 stop4h 35m

Chicago O'Hare Intl

Wed 4/8

7:10 am-5:04 pm

1 stop8h 54m

$214

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sun 12/28

4:45 pm-6:50 pm

Nonstop3h 05m

Chicago O'Hare Intl

Thu 1/1

9:00 am-7:48 pm

1 stop9h 48m

$221

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 2/26

8:25 am-1:22 pm

1 stop5h 57m

Chicago O'Hare Intl

Mon 3/2

9:01 pm-7:41 am

1 stop9h 40m

$222

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 5/8

5:45 pm-7:19 pm

Nonstop2h 34m

Chicago O'Hare Intl

Sun 5/10

10:45 am-4:25 pm

1 stop4h 40m

$224

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Wed 12/24

9:15 am-11:44 pm

1 stop15h 29m

Chicago O'Hare Intl

Thu 1/1

7:00 am-3:16 pm

1 stop7h 16m

$226

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 1/22

3:52 pm-5:52 pm

Nonstop3h 00m

Chicago O'Hare Intl

Thu 1/29

9:54 am-3:20 pm

1 stop4h 26m

$227

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Wed 12/31

10:10 am-3:10 pm

1 stop6h 00m

Chicago O'Hare Intl

Fri 1/2

3:55 pm-9:52 pm

1 stop4h 57m

$230

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 12/13

10:10 am-3:10 pm

1 stop6h 00m

Chicago O'Hare Intl

Sun 12/14

12:50 pm-3:57 pm

Nonstop2h 07m

$231

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 typical price of a round-trip flight between Montreal and Chicago O'Hare Intl Airport?

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of May is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Montreal averaging around $290.

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 Friday when prices can be found for as low as $446. This is often the case because there is less demand to fly during this day of the week. On the other hand, Tuesday is the most expensive day to depart from Montreal because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $630.

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

Flying to Chicago O'Hare Intl Airport from Montreal at noon is the least expensive time of day to depart. momondo users have found prices as low as $475 when looking at flights departing at noon. Try not to purchase tickets in the morning because they tend to be around $528. Of course, these prices can vary depending on the time of year and what airport you fly to.

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 $370 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 $231 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?

No. A direct flight is the cheapest option for a flight between Montreal to Chicago O'Hare Intl Airport.

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

As of November 2025, prices for Montreal to Chicago O'Hare Intl Airport flights are approximately 16% 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

$239

Fastest flight time

2h 35m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Montreal in the past 72 hours is $239. The best round-trip flight deal from Montreal to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $333.
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 every day.
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 754.3 mi. By plane, this route typically takes 2h 34m.

  • 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 were last updated today.

  • 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 a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to 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 travel and health documents you'll need for your trip to Chicago O'Hare Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago O'Hare Intl Airport. It is always advisable to seek advice from your airline or a trusted 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
Air CanadaPriceFrom $174Free CancellationRating
7.1
10,462 reviews
Search Air Canada flights
American AirlinesPriceFrom $251Free CancellationRating
7.2
11,045 reviews
Search American Airlines flights
United AirlinesPriceFrom $267Free CancellationRating
7.4
9,029 reviews
Search United Airlines flights

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

    United Airlines operates around 34 flights from Montreal to Chicago O'Hare Intl Airport every week. The average price of these flights found in the last 72 hours has been $402, but momondo users have found United Airlines deals from Montreal to Chicago O'Hare Intl Airport from as low as $267 round-trip. United Airlines has been scored 7.4/10 in 9,029 reviews.

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

    Another popular option for Montreal to Chicago O'Hare Intl Airport flights is American Airlines (7.2/10, 11,045 ratings). American Airlines flies from Montreal to Chicago O'Hare Intl Airport around 4 times per week, with deals starting from $251 round-trip and rising to an average price of around $414.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
South Haven
Schaumburg
Rockford
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Orland Park
Racine
Hammond
Tinley Park
Janesville
Aurora
Elgin
Benton Harbor

Why use momondo?

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

It is quick and easy to find Montreal to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

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?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Montreal and alert you when they change.

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