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Cheap flights from Montreal to Chicago from $166

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 8/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Montreal to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
4:30 pm - 8:41 pm
YUL
-
ORD
5h 11m
1 stop
Air Canada Logo
2:15 pm - 8:27 pm
ORD
-
YUL
5h 12m
1 stop
$273Air Canada
Wed, Aug 5 - Wed, Aug 12
Air Canada Logo
8:50 am - 10:19 am
YUL
-
ORD
2h 29mnonstop
Air Canada Logo
3:45 pm - 9:50 pm
ORD
-
YUL
5h 05m
1 stop
$275Air Canada
Sun, Aug 30 - Sun, Sep 6
Air Canada Logo
7:45 am - 1:11 pm
YUL
-
ORD
6h 26m
1 stop
Air Canada Logo
7:25 am - 1:45 pm
ORD
-
YUL
5h 20m
1 stop
$276Air Canada
Thu, Dec 3 - Tue, May 4
Air Canada Logo
6:30 pm - 8:05 pm
YUL
-
ORD
2h 35mnonstop
Air Canada Logo
8:40 am - 11:59 am
ORD
-
YUL
2h 19mnonstop
$278Air Canada
Sun, Aug 23 - Sun, Aug 30
Air Canada Logo
6:30 pm - 8:05 pm
YUL
-
ORD
2h 35mnonstop
Air Canada Logo
7:25 am - 1:47 pm
ORD
-
YUL
5h 22m
1 stop
$279Air Canada
Sun, Aug 23 - Sun, Aug 30
Air Canada Logo
6:30 pm - 8:05 pm
YUL
-
ORD
2h 35mnonstop
Air Canada Logo
8:40 am - 11:59 am
ORD
-
YUL
2h 19mnonstop
$280Air Canada
Wed, Aug 5 - Mon, Aug 10
Air Canada Logo
9:10 am - 1:13 pm
YUL
-
ORD
5h 03m
1 stop
Air Canada Logo
12:50 pm - 7:00 pm
ORD
-
YUL
5h 10m
1 stop
$281Air Canada
Wed, Dec 23 - Mon, Dec 28
Air Canada Logo
6:30 pm - 8:05 pm
YUL
-
ORD
2h 35mnonstop
Air Canada Logo
11:05 am - 2:28 pm
ORD
-
YUL
2h 23mnonstop
$282Air Canada
Sun, Aug 23 - Sun, Aug 30
Air Canada Logo
4:30 pm - 8:41 pm
YUL
-
ORD
5h 11m
1 stop
Air Canada Logo
7:25 am - 1:47 pm
ORD
-
YUL
5h 22m
1 stop
$284Air Canada
Fri, Aug 21 - Sun, Aug 23
American Airlines Logo
12:30 pm - 2:10 pm
YUL
-
ORD
2h 40mnonstop
American Airlines Logo
6:30 am - 10:56 pm
ORD
-
YUL
15h 26m
1 stop
$285American Airlines
Thu, Jul 30 - Sun, Aug 2

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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
Aug 27
YUL8:40 amMontreal Pierre Elliott Trudeau Intl
2h 36m
ORD10:16 amChicago O'Hare Intl
Sep 3
ORD7:25 amChicago O'Hare Intl
5h 22m
1 stop
YUL1:47 pmMontreal Pierre Elliott Trudeau Intl
$271
Air Canada
Aug 5
YUL4:30 pmMontreal Pierre Elliott Trudeau Intl
5h 11m
1 stop
ORD8:41 pmChicago O'Hare Intl
Aug 12
ORD2:15 pmChicago O'Hare Intl
5h 12m
1 stop
YUL8:27 pmMontreal Pierre Elliott Trudeau Intl
$273
Air Canada
Aug 30
YUL8:50 amMontreal Pierre Elliott Trudeau Intl
2h 29m
ORD10:19 amChicago O'Hare Intl
Sep 6
ORD3:45 pmChicago O'Hare Intl
5h 05m
1 stop
YUL9:50 pmMontreal Pierre Elliott Trudeau Intl
$275

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
Aug 5
YUL4:15 pmMontreal Pierre Elliott Trudeau Intl
7h 15m
1 stop
ORD10:30 pmChicago O'Hare Intl
Aug 12
ORD8:18 amChicago O'Hare Intl
2h 25m
YUL11:43 amMontreal Pierre Elliott Trudeau Intl
$270
American Airlines
Jul 30
YUL12:30 pmMontreal Pierre Elliott Trudeau Intl
2h 40m
ORD2:10 pmChicago O'Hare Intl
Aug 3
ORD6:30 amChicago O'Hare Intl
15h 26m
1 stop
YUL10:56 pmMontreal Pierre Elliott Trudeau Intl
$285
American Airlines
Sep 3
YUL1:07 pmMontreal Pierre Elliott Trudeau Intl
11h 37m
1 stop
ORD11:44 pmChicago O'Hare Intl
Sep 6
ORD8:19 amChicago O'Hare Intl
6h 10m
1 stop
YUL3:29 pmMontreal Pierre Elliott Trudeau Intl
$295

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 July 14, 2026.
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

Cheapest round-trip

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Wed 8/5

4:30 pm-8:41 pm

1 stop5h 11m

Chicago O'Hare Intl

Wed 8/12

2:15 pm-8:27 pm

1 stop5h 12m

$273

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sun 8/30

8:50 am-10:19 am

Nonstop2h 29m

Chicago O'Hare Intl

Sun 9/6

3:45 pm-9:50 pm

1 stop5h 05m

$275

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 12/3

7:45 am-1:11 pm

1 stop6h 26m

Chicago O'Hare Intl

Tue 5/4

7:25 am-1:45 pm

1 stop5h 20m

$276
Quickest round-trip

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sun 8/23

6:30 pm-8:05 pm

Nonstop2h 35m

Chicago O'Hare Intl

Sun 8/30

8:40 am-11:59 am

Nonstop2h 19m

$278

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sun 8/23

6:30 pm-8:05 pm

Nonstop2h 35m

Chicago O'Hare Intl

Sun 8/30

7:25 am-1:47 pm

1 stop5h 22m

$279

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Wed 8/5

6:30 pm-8:05 pm

Nonstop2h 35m

Chicago O'Hare Intl

Mon 8/10

8:40 am-11:59 am

Nonstop2h 19m

$280

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Wed 12/23

9:10 am-1:13 pm

1 stop5h 03m

Chicago O'Hare Intl

Mon 12/28

12:50 pm-7:00 pm

1 stop5h 10m

$281

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sun 8/23

6:30 pm-8:05 pm

Nonstop2h 35m

Chicago O'Hare Intl

Sun 8/30

11:05 am-2:28 pm

Nonstop2h 23m

$282

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 8/21

4:30 pm-8:41 pm

1 stop5h 11m

Chicago O'Hare Intl

Sun 8/23

7:25 am-1:47 pm

1 stop5h 22m

$284

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 7/30

12:30 pm-2:10 pm

Nonstop2h 40m

Chicago O'Hare Intl

Sun 8/2

6:30 am-10:56 pm

1 stop15h 26m

$285

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 August is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Montreal averaging around $83.

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 $424. This is often the case because there is less demand to fly during this day of the week. On the other hand, Monday 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 $680.

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 in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $492 when looking at flights departing in the afternoon. Try not to purchase tickets in the morning because they tend to be around $543. 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 from Montreal 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 $357 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 $229 on momondo.

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

There are 4 cabin classes available to choose from on Montreal to Chicago O'Hare Intl Airport 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 July 2026, prices for Montreal to Chicago O'Hare Intl Airport flights are approximately 100% 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

$231

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 $231. The best round-trip flight deal from Montreal to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $375.
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

Frequently asked questions about flying from Montreal to Chicago O'Hare Intl Airport

  • 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 35m.

  • 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 $159Free CancellationRating
7.1
11,336 reviews
Search Air Canada flights
American AirlinesPriceFrom $189Free CancellationRating
7.1
11,808 reviews
Search American Airlines flights
United AirlinesPriceFrom $240Free CancellationRating
7.4
9,991 reviews
Search United Airlines flights

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

    United Airlines operates around 38 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 $240 round-trip. United Airlines has been scored 7.4/10 in 9,991 reviews.

  • Air Canada Flights From Montreal to Chicago O'Hare Intl Airport

    Another popular option for Montreal to Chicago O'Hare Intl Airport flights is Air Canada (7.1/10, 11,336 ratings). Air Canada flies from Montreal to Chicago O'Hare Intl Airport around 40 times per week, with deals starting from $159 round-trip and rising to an average price of around $321.

Traveling to a place near Chicago?

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

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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