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Cheap flights from Montreal to Chicago from $145

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 10/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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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 - 8:16 pm
YUL
-
ORD
4h 46m
1 stop
Air Canada Logo
7:25 am - 1:45 pm
ORD
-
YUL
5h 20m
1 stop
$233Air Canada
Mon, Jun 1 - Sat, Jun 6
Air Canada Logo
2:30 pm - 8:16 pm
YUL
-
ORD
6h 46m
1 stop
Air Canada Logo
7:25 am - 1:45 pm
ORD
-
YUL
5h 20m
1 stop
$237Air Canada
Fri, Jun 5 - Mon, Jun 8
Air Canada Logo
8:45 am - 1:10 pm
YUL
-
ORD
5h 25m
1 stop
Air Canada Logo
7:25 am - 1:45 pm
ORD
-
YUL
5h 20m
1 stop
$238Air Canada
Thu, Jun 11 - Mon, Jun 15
Air Canada Logo
6:30 pm - 8:05 pm
YUL
-
ORD
2h 35mnonstop
Air Canada Logo
2:00 pm - 9:45 pm
ORD
-
YUL
6h 45m
1 stop
$239Air Canada
Fri, Jun 5 - Mon, Jun 8
Air Canada Logo
8:40 am - 10:18 am
YUL
-
ORD
2h 38mnonstop
Air Canada Logo
2:00 pm - 9:45 pm
ORD
-
YUL
6h 45m
1 stop
$240Air Canada
Thu, Jun 11 - Mon, Jun 15
Air Canada Logo
6:30 pm - 8:08 pm
YUL
-
ORD
2h 38mnonstop
Air Canada Logo
8:45 am - 12:00 pm
ORD
-
YUL
2h 15mnonstop
$241Air Canada
Fri, May 1 - Mon, May 4
Air Canada Logo
9:15 am - 10:53 am
YUL
-
ORD
2h 38mnonstop
Air Canada Logo
6:40 pm - 12:31 am
ORD
-
YUL
4h 51m
1 stop
$247Air Canada
Thu, Apr 23 - Mon, Apr 27
Air Canada Logo
9:15 am - 10:53 am
YUL
-
ORD
2h 38mnonstop
Air Canada Logo
2:00 pm - 9:51 pm
ORD
-
YUL
6h 51m
1 stop
$248Air Canada
Thu, Apr 23 - Mon, Apr 27
Air Canada Logo
8:40 am - 10:18 am
YUL
-
ORD
2h 38mnonstop
Air Canada Logo
2:00 pm - 7:45 pm
ORD
-
YUL
4h 45m
1 stop
$252Air Canada
Fri, May 22 - Mon, Jun 1
Air Canada Logo
7:00 am - 1:05 pm
YUL
-
ORD
7h 05m
1 stop
Air Canada Logo
4:15 pm - 11:21 pm
ORD
-
YUL
6h 06m
1 stop
$254Air Canada
Thu, Apr 23 - Mon, Apr 27

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
Jun 1
YUL4:30 pmMontreal Pierre Elliott Trudeau Intl
4h 46m
1 stop
ORD8:16 pmChicago O'Hare Intl
Jun 6
ORD7:25 amChicago O'Hare Intl
5h 20m
1 stop
YUL1:45 pmMontreal Pierre Elliott Trudeau Intl
$233
Air Canada
Jun 5
YUL2:30 pmMontreal Pierre Elliott Trudeau Intl
6h 46m
1 stop
ORD8:16 pmChicago O'Hare Intl
Jun 8
ORD7:25 amChicago O'Hare Intl
5h 20m
1 stop
YUL1:45 pmMontreal Pierre Elliott Trudeau Intl
$237
Air Canada
Jun 11
YUL8:45 amMontreal Pierre Elliott Trudeau Intl
5h 25m
1 stop
ORD1:10 pmChicago O'Hare Intl
Jun 15
ORD7:25 amChicago O'Hare Intl
5h 20m
1 stop
YUL1:45 pmMontreal Pierre Elliott Trudeau Intl
$238

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
May 1
YUL6:00 amMontreal Pierre Elliott Trudeau Intl
7h 45m
1 stop
ORD12:45 pmChicago O'Hare Intl
May 15
ORD7:07 amChicago O'Hare Intl
9h 36m
1 stop
YUL5:43 pmMontreal Pierre Elliott Trudeau Intl
$277
Delta
Apr 23
YUL6:45 pmMontreal Pierre Elliott Trudeau Intl
6h 14m
1 stop
ORD11:59 pmChicago O'Hare Intl
Apr 27
ORD5:04 pmChicago O'Hare Intl
5h 04m
1 stop
YUL11:08 pmMontreal Pierre Elliott Trudeau Intl
$278
Delta
Jun 25
YUL12:47 pmMontreal Pierre Elliott Trudeau Intl
8h 44m
1 stop
ORD8:31 pmChicago O'Hare Intl
Jul 6
ORD1:35 pmChicago O'Hare Intl
8h 53m
1 stop
YUL11:28 pmMontreal Pierre Elliott Trudeau Intl
$290

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 April 9, 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

Mon 6/1

4:30 pm-8:16 pm

1 stop4h 46m

Chicago O'Hare Intl

Sat 6/6

7:25 am-1:45 pm

1 stop5h 20m

$233

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 6/5

2:30 pm-8:16 pm

1 stop6h 46m

Chicago O'Hare Intl

Mon 6/8

7:25 am-1:45 pm

1 stop5h 20m

$237

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 6/11

8:45 am-1:10 pm

1 stop5h 25m

Chicago O'Hare Intl

Mon 6/15

7:25 am-1:45 pm

1 stop5h 20m

$238

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 6/5

6:30 pm-8:05 pm

Nonstop2h 35m

Chicago O'Hare Intl

Mon 6/8

2:00 pm-9:45 pm

1 stop6h 45m

$239

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 6/11

8:40 am-10:18 am

Nonstop2h 38m

Chicago O'Hare Intl

Mon 6/15

2:00 pm-9:45 pm

1 stop6h 45m

$240
Quickest round-trip

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 5/1

6:30 pm-8:08 pm

Nonstop2h 38m

Chicago O'Hare Intl

Mon 5/4

8:45 am-12:00 pm

Nonstop2h 15m

$241

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 4/23

9:15 am-10:53 am

Nonstop2h 38m

Chicago O'Hare Intl

Mon 4/27

6:40 pm-12:31 am

1 stop4h 51m

$247

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 4/23

9:15 am-10:53 am

Nonstop2h 38m

Chicago O'Hare Intl

Mon 4/27

2:00 pm-9:51 pm

1 stop6h 51m

$248

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 5/22

8:40 am-10:18 am

Nonstop2h 38m

Chicago O'Hare Intl

Mon 6/1

2:00 pm-7:45 pm

1 stop4h 45m

$252

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 4/23

7:00 am-1:05 pm

1 stop7h 05m

Chicago O'Hare Intl

Mon 4/27

4:15 pm-11:21 pm

1 stop6h 06m

$254

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 $285.

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 $437. 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 $530 when looking at flights departing in the afternoon. Try not to purchase tickets at noon because they tend to be around $557. 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 $346 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 $225 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 April 2026, prices for Montreal to Chicago O'Hare Intl Airport flights are approximately 14% 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

$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 $268.
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 $156Free CancellationRating
7.1
10,913 reviews
Search Air Canada flights
American AirlinesPriceFrom $189Free CancellationRating
7.1
11,562 reviews
Search American Airlines flights
United AirlinesPriceFrom $240Free CancellationRating
7.4
9,559 reviews
Search United Airlines flights

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

    United Airlines operates around 40 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 $389, 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 9,559 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, 10,913 ratings). Air Canada flies from Montreal to Chicago O'Hare Intl Airport around 40 times per week, with deals starting from $156 round-trip and rising to an average price of around $322.

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
New Buffalo
Orland Park
Oak Brook
Kenosha
Joliet
Janesville
Aurora
Racine
Hammond
Elgin
Tinley Park
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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