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Cheap flights from Montreal to Chicago from $154

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 10/23. 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

Air Canada Logo
6:15 pm - 8:00 pmYUL-ORD
2h 45mnonstop
Air Canada Logo
7:15 am - 10:20 amORD-YUL
2h 05mnonstop
$241Air Canada
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Wed, Oct 29 - Wed, Nov 5
Air Canada Logo
9:10 am - 1:01 pmYUL-ORD
4h 51m1 stop
Air Canada Logo
12:50 pm - 3:57 pmORD-YUL
2h 07mnonstop
$249Air Canada
Find Deal
Wed, Oct 29 - Wed, Nov 5
United Airlines Logo
9:45 am - 11:23 amYUL-ORD
2h 38mnonstop
United Airlines Logo
7:11 am - 10:40 amORD-YUL
2h 29mnonstop
$260United Airlines
Find Deal
Sat, Oct 4 - Tue, Oct 7
United Airlines Logo
9:45 am - 11:23 amYUL-ORD
2h 38mnonstop
United Airlines Logo
2:08 pm - 5:26 pmORD-YUL
2h 18mnonstop
$262United Airlines
Find Deal
Sat, Oct 4 - Sun, Oct 5
American Airlines Logo
3:52 pm - 5:52 pmYUL-ORD
3h 00mnonstop
American Airlines Logo
6:35 pm - 1:46 pmORD-YUL
18h 11m1 stop
$294American Airlines
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Fri, Nov 7 - Mon, Nov 10
Logo
9:15 am - 2:34 pmYUL-ORD
6h 19m1 stop
Logo
8:00 am - 3:23 pmORD-YUL
6h 23m1 stop
$296
Find Deal
Thu, Oct 23 - Sun, Oct 26
American Airlines Logo
2:29 pm - 11:37 pmYUL-ORD
10h 08m1 stop
American Airlines Logo
6:46 am - 1:46 pmORD-YUL
6h 00m1 stop
$298American Airlines
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Fri, Nov 7 - Tue, Nov 11
Logo
6:35 pm - 5:13 pmYUL-ORD
23h 38m1 stop
Logo
11:13 am - 10:15 pmORD-YUL
10h 02m2 stops
$303
Find Deal
Mon, Oct 6 - Wed, Oct 8
Delta Logo
7:00 am - 4:41 pmYUL-ORD
10h 41m1 stop
Delta Logo
4:09 pm - 11:48 pmORD-YUL
6h 39m1 stop
$306Delta
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Thu, Oct 9 - Sat, Oct 11
Delta Logo
9:28 am - 6:23 pmYUL-ORD
9h 55m1 stop
Delta Logo
7:10 am - 12:02 pmORD-YUL
3h 52m1 stop
$310Delta
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Tue, Oct 14 - Sat, Oct 25

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
Oct 29
YUL6:15 pmMontreal Pierre Elliott Trudeau Intl
2h 45m
ORD8:00 pmChicago O'Hare Intl
Nov 5
ORD7:15 amChicago O'Hare Intl
2h 05m
YUL10:20 amMontreal Pierre Elliott Trudeau Intl
$241
Find similar
Air Canada
Oct 29
YUL9:10 amMontreal Pierre Elliott Trudeau Intl
4h 51m
1 stop
ORD1:01 pmChicago O'Hare Intl
Nov 5
ORD12:50 pmChicago O'Hare Intl
2h 07m
YUL3:57 pmMontreal Pierre Elliott Trudeau Intl
$249
Find similar
Air Canada
Oct 29
YUL6:15 pmMontreal Pierre Elliott Trudeau Intl
2h 45m
ORD8:00 pmChicago O'Hare Intl
Nov 5
ORD2:00 pmChicago O'Hare Intl
5h 44m
2 stops
YUL8:44 pmMontreal Pierre Elliott Trudeau Intl
$250
Find similar

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

Our best United Airlines deals on Montreal to Chicago O'Hare Intl Airport flight tickets
United Airlines
Oct 4
YUL9:45 amMontreal Pierre Elliott Trudeau Intl
2h 38m
ORD11:23 amChicago O'Hare Intl
Oct 7
ORD7:11 amChicago O'Hare Intl
2h 29m
YUL10:40 amMontreal Pierre Elliott Trudeau Intl
$260
Find similar
United Airlines
Oct 4
YUL9:45 amMontreal Pierre Elliott Trudeau Intl
2h 38m
ORD11:23 amChicago O'Hare Intl
Oct 5
ORD2:08 pmChicago O'Hare Intl
2h 18m
YUL5:26 pmMontreal Pierre Elliott Trudeau Intl
$262
Find similar
United Airlines
Oct 18
YUL6:15 amMontreal Pierre Elliott Trudeau Intl
2h 46m
ORD8:01 amChicago O'Hare Intl
Oct 22
ORD7:11 amChicago O'Hare Intl
2h 29m
YUL10:40 amMontreal Pierre Elliott Trudeau Intl
$266
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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 September 15, 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

Wed 10/29

6:15 pm-8:00 pm

Nonstop2h 45m

Chicago O'Hare Intl

Wed 11/5

7:15 am-10:20 am

Nonstop2h 05m

$241

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Wed 10/29

9:10 am-1:01 pm

1 stop4h 51m

Chicago O'Hare Intl

Wed 11/5

12:50 pm-3:57 pm

Nonstop2h 07m

$249

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 10/4

9:45 am-11:23 am

Nonstop2h 38m

Chicago O'Hare Intl

Tue 10/7

7:11 am-10:40 am

Nonstop2h 29m

$260

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 10/4

9:45 am-11:23 am

Nonstop2h 38m

Chicago O'Hare Intl

Sun 10/5

2:08 pm-5:26 pm

Nonstop2h 18m

$262

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 11/7

3:52 pm-5:52 pm

Nonstop3h 00m

Chicago O'Hare Intl

Mon 11/10

6:35 pm-1:46 pm

1 stop18h 11m

$294

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 10/23

9:15 am-2:34 pm

1 stop6h 19m

Chicago O'Hare Intl

Sun 10/26

8:00 am-3:23 pm

1 stop6h 23m

$296

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 11/7

2:29 pm-11:37 pm

1 stop10h 08m

Chicago O'Hare Intl

Tue 11/11

6:46 am-1:46 pm

1 stop6h 00m

$298

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Mon 10/6

6:35 pm-5:13 pm

1 stop23h 38m

Chicago O'Hare Intl

Wed 10/8

11:13 am-10:15 pm

2 stops10h 02m

$303

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 10/9

7:00 am-4:41 pm

1 stop10h 41m

Chicago O'Hare Intl

Sat 10/11

4:09 pm-11:48 pm

1 stop6h 39m

$306

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Tue 10/14

9:28 am-6:23 pm

1 stop9h 55m

Chicago O'Hare Intl

Sat 10/25

7:10 am-12:02 pm

1 stop3h 52m

$310

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?

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 Saturday when prices can be found for as low as $472. 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 $618.

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 $494 when looking at flights departing at noon. Try not to purchase tickets in the afternoon because they tend to be around $548. 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 $382 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 $210 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.

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

As of September 2025, prices for Montreal to Chicago O'Hare Intl Airport flights are approximately 2% cheaper 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

$276

Fastest flight time

2h 31m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Montreal in the past 72 hours is $276. The best round-trip flight deal from Montreal to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $391.
The fastest flight from Montreal to Chicago O'Hare Intl Airport takes 2h 31m
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 31m.

  • 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
United AirlinesPriceFrom $112Free CancellationRating
7.4
8,929 reviews
Search United Airlines flights
Air CanadaPriceFrom $178Free CancellationRating
7.1
10,000 reviews
Search Air Canada flights
American AirlinesPriceFrom $262Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

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

    United Airlines operates around 41 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 $487, but momondo users have found United Airlines deals from Montreal to Chicago O'Hare Intl Airport from as low as $112 round-trip. United Airlines has been scored 7.4/10 in 8,929 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, 10,000 ratings). American Airlines flies from Montreal to Chicago O'Hare Intl Airport around 14 times per week, with deals starting from $262 round-trip and rising to an average price of around $407.

Traveling to a place near Chicago?

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