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Cheap flights from Montreal to Chicago from $107

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 11/1. 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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0 bags

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Cheap round-trip flights

Air Canada Logo
8:20 am - 9:51 amYUL-ORD
2h 31mnonstop
Air Canada Logo
10:40 am - 1:54 pmORD-YUL
2h 14mnonstop
$175Air Canada
Find Deal
Thu, Sep 18 - Sun, Sep 21
Air Canada Logo
8:20 am - 9:51 amYUL-ORD
2h 31mnonstop
Air Canada Logo
10:40 am - 1:54 pmORD-YUL
2h 14mnonstop
$186Air Canada
Find Deal
Fri, Oct 3 - Tue, Oct 7
American Airlines Logo
7:50 am - 12:20 pmYUL-ORD
5h 30m1 stop
American Airlines Logo
7:00 am - 10:57 pmORD-YUL
14h 57m1 stop
$200American Airlines
Find Deal
Thu, Sep 4 - Sun, Sep 7
Delta Logo
6:00 am - 1:09 pmYUL-ORD
8h 09m1 stop
Delta Logo
10:30 am - 7:25 pmORD-YUL
7h 55m1 stop
$215Delta
Find Deal
Thu, Sep 4 - Sat, Sep 13
Delta Logo
7:00 am - 3:51 pmYUL-ORD
9h 51m1 stop
Delta Logo
2:25 pm - 11:29 pmORD-YUL
8h 04m1 stop
$216Delta
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Sat, Sep 13 - Sat, Sep 20
American Airlines Logo
5:29 pm - 7:05 pmYUL-ORD
2h 36mnonstop
American Airlines Logo
9:51 am - 10:32 pmORD-YUL
11h 41m1 stop
$220American Airlines
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Sat, Aug 30 - Wed, Sep 3
Logo
4:55 pm - 6:41 pmYUL-ORD
2h 46mnonstop
Logo
8:40 am - 11:57 amORD-YUL
2h 17mnonstop
$243
Find Deal
Thu, Sep 4 - Sun, Sep 7
Logo
2:20 pm - 11:15 pmYUL-ORD
9h 55m1 stop
Logo
8:40 am - 11:57 amORD-YUL
2h 17mnonstop
$250
Find Deal
Thu, Sep 4 - Sun, Sep 7
United Airlines Logo
9:45 am - 11:23 amYUL-ORD
2h 38mnonstop
United Airlines Logo
6:00 pm - 9:29 pmORD-YUL
2h 29mnonstop
$261United Airlines
Find Deal
Sat, Aug 23 - Sat, Aug 30
United Airlines Logo
6:15 am - 8:01 amYUL-ORD
2h 46mnonstop
United Airlines Logo
2:08 pm - 5:26 pmORD-YUL
2h 18mnonstop
$262United Airlines
Find Deal
Thu, Aug 28 - Tue, Sep 2

Delta flights from Montreal to Chicago O'Hare Intl Airport

Our best Delta deals on Montreal to Chicago O'Hare Intl Airport flight tickets
Delta
Sep 4
YUL6:00 amMontreal Pierre Elliott Trudeau Intl
8h 09m
1 stop
ORD1:09 pmChicago O'Hare Intl
Sep 13
ORD10:30 amChicago O'Hare Intl
7h 55m
1 stop
YUL7:25 pmMontreal Pierre Elliott Trudeau Intl
$215
Find similar
Delta
Sep 13
YUL7:00 amMontreal Pierre Elliott Trudeau Intl
9h 51m
1 stop
ORD3:51 pmChicago O'Hare Intl
Sep 20
ORD2:25 pmChicago O'Hare Intl
8h 04m
1 stop
YUL11:29 pmMontreal Pierre Elliott Trudeau Intl
$216
Find similar
Delta
Oct 3
YUL7:00 amMontreal Pierre Elliott Trudeau Intl
10h 31m
1 stop
ORD4:31 pmChicago O'Hare Intl
Oct 7
ORD1:26 pmChicago O'Hare Intl
9h 32m
1 stop
YUL11:58 pmMontreal Pierre Elliott Trudeau Intl
$265
Find similar

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
Sep 4
YUL7:50 amMontreal Pierre Elliott Trudeau Intl
5h 30m
1 stop
ORD12:20 pmChicago O'Hare Intl
Sep 7
ORD7:00 amChicago O'Hare Intl
14h 57m
1 stop
YUL10:57 pmMontreal Pierre Elliott Trudeau Intl
$200
Find similar
American Airlines
Aug 30
YUL5:29 pmMontreal Pierre Elliott Trudeau Intl
2h 36m
ORD7:05 pmChicago O'Hare Intl
Sep 3
ORD9:51 amChicago O'Hare Intl
11h 41m
1 stop
YUL10:32 pmMontreal Pierre Elliott Trudeau Intl
$220
Find similar
American Airlines
Aug 28
YUL5:29 pmMontreal Pierre Elliott Trudeau Intl
2h 36m
ORD7:05 pmChicago O'Hare Intl
Sep 8
ORD7:00 amChicago O'Hare Intl
14h 57m
1 stop
YUL10:57 pmMontreal Pierre Elliott Trudeau Intl
$228
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 July 31, 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 9/18

8:20 am-9:51 am

Nonstop2h 31m

Chicago O'Hare Intl

Sun 9/21

10:40 am-1:54 pm

Nonstop2h 14m

$175

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 10/3

8:20 am-9:51 am

Nonstop2h 31m

Chicago O'Hare Intl

Tue 10/7

10:40 am-1:54 pm

Nonstop2h 14m

$186

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 9/4

7:50 am-12:20 pm

1 stop5h 30m

Chicago O'Hare Intl

Sun 9/7

7:00 am-10:57 pm

1 stop14h 57m

$200

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 9/4

6:00 am-1:09 pm

1 stop8h 09m

Chicago O'Hare Intl

Sat 9/13

10:30 am-7:25 pm

1 stop7h 55m

$215

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 9/13

7:00 am-3:51 pm

1 stop9h 51m

Chicago O'Hare Intl

Sat 9/20

2:25 pm-11:29 pm

1 stop8h 04m

$216

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 8/30

5:29 pm-7:05 pm

Nonstop2h 36m

Chicago O'Hare Intl

Wed 9/3

9:51 am-10:32 pm

1 stop11h 41m

$220

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 9/4

4:55 pm-6:41 pm

Nonstop2h 46m

Chicago O'Hare Intl

Sun 9/7

8:40 am-11:57 am

Nonstop2h 17m

$243

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 9/4

2:20 pm-11:15 pm

1 stop9h 55m

Chicago O'Hare Intl

Sun 9/7

8:40 am-11:57 am

Nonstop2h 17m

$250

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 8/23

9:45 am-11:23 am

Nonstop2h 38m

Chicago O'Hare Intl

Sat 8/30

6:00 pm-9:29 pm

Nonstop2h 29m

$261

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 8/28

6:15 am-8:01 am

Nonstop2h 46m

Chicago O'Hare Intl

Tue 9/2

2:08 pm-5:26 pm

Nonstop2h 18m

$262

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 June is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Montreal averaging around $300.

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 $462. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday 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 $578.

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 $495 when looking at flights departing at noon. Try not to purchase tickets in the morning because they tend to be around $511. 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 $386 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 July 2025, prices for Montreal to Chicago O'Hare Intl Airport flights are approximately 23% 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

$107

Fastest flight time

2h 28m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Montreal in the past 72 hours is $107. The best round-trip flight deal from Montreal to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $175.
The fastest flight from Montreal to Chicago O'Hare Intl Airport takes 2h 28m
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 28m.

  • 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
8,900 reviews
Search United Airlines flights
Air CanadaPriceFrom $217Free CancellationRating
7.1
9,851 reviews
Search Air Canada flights
American AirlinesPriceFrom $275Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
WestJetPriceFrom $334Free CancellationRating
7.2
2,978 reviews
Search WestJet 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 $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 8,900 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 13 times per week, with deals starting from $275 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
Rockford
Schaumburg
South Haven
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Racine
Hammond
Tinley Park
Elgin
Orland Park
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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