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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 2/6. 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

Enter your travel dates to find the best prices.
United Airlines Logo
4:45 pm - 6:51 pm
YUL
-
ORD
3h 06mnonstop
United Airlines Logo
1:00 pm - 7:48 pm
ORD
-
YUL
5h 48m1 stop
$189United Airlines
Fri, Feb 6 - Mon, Feb 9
United Airlines Logo
6:00 am - 8:05 am
YUL
-
ORD
3h 05mnonstop
United Airlines Logo
5:52 pm - 9:17 pm
ORD
-
YUL
2h 25mnonstop
$190United Airlines
Fri, Feb 6 - Sun, Feb 8
Lufthansa Logo
7:00 am - 12:05 pm
YUL
-
ORD
6h 05m1 stop
Lufthansa Logo
5:52 pm - 9:17 pm
ORD
-
YUL
2h 25mnonstop
$191Lufthansa
Thu, Feb 5 - Sun, Feb 8
United Airlines Logo
3:00 pm - 8:13 pm
YUL
-
ORD
6h 13m1 stop
United Airlines Logo
7:10 am - 1:28 pm
ORD
-
YUL
5h 18m1 stop
$195United Airlines
Fri, Feb 6 - Tue, Feb 10
United Airlines Logo
2:13 pm - 6:41 pm
YUL
-
ORD
5h 28m1 stop
United Airlines Logo
6:00 pm - 9:17 pm
ORD
-
YUL
2h 17mnonstop
$196United Airlines
Sat, Feb 21 - Mon, Feb 23
Lufthansa Logo
6:00 am - 8:00 am
YUL
-
ORD
3h 00mnonstop
Lufthansa Logo
10:35 am - 2:00 pm
ORD
-
YUL
2h 25mnonstop
$198Lufthansa
Sat, Feb 21 - Mon, Feb 23
American Airlines Logo
3:50 pm - 5:50 pm
YUL
-
ORD
3h 00mnonstop
American Airlines Logo
9:54 am - 3:20 pm
ORD
-
YUL
4h 26m1 stop
$199American Airlines
Tue, Feb 3 - Tue, Feb 10
Air Canada Logo
6:25 pm - 8:10 pm
YUL
-
ORD
2h 45mnonstop
Air Canada Logo
7:15 am - 10:20 am
ORD
-
YUL
2h 05mnonstop
$204Air Canada
Sat, Jan 24 - Sat, Feb 21
Air Canada Logo
6:25 pm - 8:10 pm
YUL
-
ORD
2h 45mnonstop
Air Canada Logo
12:50 pm - 4:01 pm
ORD
-
YUL
2h 11mnonstop
$206Air Canada
Sat, Jan 24 - Sat, Feb 21
Delta Logo
4:45 pm - 8:44 pm
YUL
-
ORD
4h 59m1 stop
Delta Logo
5:37 pm - 11:26 pm
ORD
-
YUL
4h 49m1 stop
$207Delta
Fri, Feb 13 - Fri, Feb 20

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
Feb 3
YUL3:50 pmMontreal Pierre Elliott Trudeau Intl
3h 00m
ORD5:50 pmChicago O'Hare Intl
Feb 10
ORD9:54 amChicago O'Hare Intl
4h 26m
1 stop
YUL3:20 pmMontreal Pierre Elliott Trudeau Intl
$199
American Airlines
Feb 6
YUL3:59 pmMontreal Pierre Elliott Trudeau Intl
6h 33m
1 stop
ORD9:32 pmChicago O'Hare Intl
Feb 8
ORD6:42 amChicago O'Hare Intl
7h 38m
1 stop
YUL3:20 pmMontreal Pierre Elliott Trudeau Intl
$209
American Airlines
Jan 31
YUL2:25 pmMontreal Pierre Elliott Trudeau Intl
10h 02m
1 stop
ORD11:27 pmChicago O'Hare Intl
Feb 2
ORD3:21 pmChicago O'Hare Intl
6h 23m
1 stop
YUL10:44 pmMontreal Pierre Elliott Trudeau Intl
$233

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
Feb 13
YUL4:45 pmMontreal Pierre Elliott Trudeau Intl
4h 59m
1 stop
ORD8:44 pmChicago O'Hare Intl
Feb 20
ORD5:37 pmChicago O'Hare Intl
4h 49m
1 stop
YUL11:26 pmMontreal Pierre Elliott Trudeau Intl
$207
Delta
Feb 13
YUL4:45 pmMontreal Pierre Elliott Trudeau Intl
4h 59m
1 stop
ORD8:44 pmChicago O'Hare Intl
Feb 18
ORD6:30 amChicago O'Hare Intl
4h 29m
1 stop
YUL11:59 amMontreal Pierre Elliott Trudeau Intl
$217
Delta
Jan 19
YUL7:00 amMontreal Pierre Elliott Trudeau Intl
10h 55m
1 stop
ORD4:55 pmChicago O'Hare Intl
Feb 27
ORD5:25 amChicago O'Hare Intl
10h 28m
1 stop
YUL4:53 pmMontreal Pierre Elliott Trudeau Intl
$242

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 January 8, 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

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 2/6

4:45 pm-6:51 pm

Nonstop3h 06m

Chicago O'Hare Intl

Mon 2/9

1:00 pm-7:48 pm

1 stop5h 48m

$189

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 2/6

6:00 am-8:05 am

Nonstop3h 05m

Chicago O'Hare Intl

Sun 2/8

5:52 pm-9:17 pm

Nonstop2h 25m

$190

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 2/5

7:00 am-12:05 pm

1 stop6h 05m

Chicago O'Hare Intl

Sun 2/8

5:52 pm-9:17 pm

Nonstop2h 25m

$191

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 2/6

3:00 pm-8:13 pm

1 stop6h 13m

Chicago O'Hare Intl

Tue 2/10

7:10 am-1:28 pm

1 stop5h 18m

$195

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 2/21

2:13 pm-6:41 pm

1 stop5h 28m

Chicago O'Hare Intl

Mon 2/23

6:00 pm-9:17 pm

Nonstop2h 17m

$196

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 2/21

6:00 am-8:00 am

Nonstop3h 00m

Chicago O'Hare Intl

Mon 2/23

10:35 am-2:00 pm

Nonstop2h 25m

$198

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Tue 2/3

3:50 pm-5:50 pm

Nonstop3h 00m

Chicago O'Hare Intl

Tue 2/10

9:54 am-3:20 pm

1 stop4h 26m

$199

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 1/24

6:25 pm-8:10 pm

Nonstop2h 45m

Chicago O'Hare Intl

Sat 2/21

7:15 am-10:20 am

Nonstop2h 05m

$204

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 1/24

6:25 pm-8:10 pm

Nonstop2h 45m

Chicago O'Hare Intl

Sat 2/21

12:50 pm-4:01 pm

Nonstop2h 11m

$206

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 2/13

4:45 pm-8:44 pm

1 stop4h 59m

Chicago O'Hare Intl

Fri 2/20

5:37 pm-11:26 pm

1 stop4h 49m

$207

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 April is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Montreal averaging around $282.

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 $430. 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 $666.

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 $464 when looking at flights departing at noon. Try not to purchase tickets in the morning because they tend to be around $523. 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 $352 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 $212 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 January 2026, prices for Montreal to Chicago O'Hare Intl Airport flights are approximately 6% 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

$269

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 $269. The best round-trip flight deal from Montreal to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $414.
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 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 $156Free CancellationRating
7.1
10,603 reviews
Search Air Canada flights
American AirlinesPriceFrom $251Free CancellationRating
7.2
11,095 reviews
Search American Airlines flights
United AirlinesPriceFrom $267Free CancellationRating
7.4
9,141 reviews
Search United Airlines flights

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

    United Airlines operates around 31 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 9,139 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, 11,095 ratings). American Airlines flies from Montreal to Chicago O'Hare Intl Airport around 7 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
Schaumburg
South Haven
Rockford
Merrillville
Gurnee
Rosemont
Naperville
Kenosha
New Buffalo
Joliet
Oak Brook
Orland Park
Racine
Hammond
Janesville
Tinley Park
Elgin
Aurora
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.

An easier way to manage your Chicago O'Hare Intl Airport trip

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