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Cheap flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago from C$ 232

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 18/8. Fares are subject to change and may not be available on all flights or dates of travel.
YUL — CHI
28 Aug — 4 Sep1
1 adult
1 adult, Economy, 0 bags
Cheapflights Tip: The best prices from Montreal Pierre Elliott Trudeau Intl to Chicago are usually found in January or February, booked 86 days in advance, depart on a Thursday or Friday and return on a Tuesday

Cheap flight deals from Pierre Elliott Trudeau Intl to Chicago

Enter your travel dates to find the best prices.

Cheapest flights from Pierre Elliott Trudeau Intl to Chicago
Explore the most affordable flight options available from Pierre Elliott Trudeau Intl to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 29 July 2026.

Wed 2/96:30 a.m.
YUL
-
MDW
1 stop5h 30m
Porter Airlines
Tue 8/911:45 a.m.
MDW
-
YUL
1 stop5h 27m
Porter Airlines
Deal found 29/7C$ 373
Thu 20/86:30 a.m.
YUL
-
MDW
1 stop4h 15m
Porter Airlines
Tue 25/810:25 a.m.
MDW
-
YUL
1 stop6h 45m
Porter Airlines
Deal found 27/7C$ 375
Tue 8/98:40 a.m.
YUL
-
ORD
Nonstop2h 35m
Air Canada
Tue 15/97:25 a.m.
ORD
-
YUL
1 stop5h 20m
Air Canada
Deal found 24/7C$ 380
Tue 1/96:30 a.m.
YUL
-
MDW
1 stop5h 30m
Porter Airlines
Tue 8/93:20 p.m.
MDW
-
YUL
1 stop4h 52m
Porter Airlines
Deal found 27/7C$ 380
Wed 9/98:40 a.m.
YUL
-
ORD
Nonstop2h 35m
Air Canada
Wed 16/98:45 a.m.
ORD
-
YUL
Nonstop2h 15m
Air Canada
Deal found 29/7C$ 382
Wed 19/86:30 a.m.
YUL
-
MDW
1 stop4h 15m
Porter Airlines
Wed 26/83:15 p.m.
MDW
-
YUL
1 stop5h 55m
Porter Airlines
Deal found 24/7C$ 382
Wed 30/96:30 a.m.
YUL
-
MDW
1 stop5h 30m
Porter Airlines
Wed 7/1011:45 a.m.
MDW
-
YUL
1 stop5h 27m
Porter Airlines
Deal found 25/7C$ 384
Tue 11/86:30 a.m.
YUL
-
MDW
1 stop4h 15m
Porter Airlines
Tue 18/810:25 a.m.
MDW
-
YUL
1 stop6h 45m
Porter Airlines
Deal found 26/7C$ 386
Wed 21/106:30 a.m.
YUL
-
MDW
1 stop5h 30m
Porter Airlines
Sat 24/1011:45 a.m.
MDW
-
YUL
1 stop5h 27m
Porter Airlines
Deal found 26/7C$ 387
Mon 7/96:30 a.m.
YUL
-
MDW
1 stop5h 30m
Porter Airlines
Mon 14/93:20 p.m.
MDW
-
YUL
1 stop4h 52m
Porter Airlines
Deal found 24/7C$ 389
Thu 10/98:40 a.m.
YUL
-
ORD
Nonstop2h 35m
Air Canada
Mon 14/911:05 a.m.
ORD
-
YUL
Nonstop2h 15m
Air Canada
Deal found 26/7C$ 390
Mon 24/86:30 a.m.
YUL
-
MDW
1 stop4h 15m
Porter Airlines
Tue 25/810:25 a.m.
MDW
-
YUL
1 stop6h 45m
Porter Airlines
Deal found 27/7C$ 390

Find flight deals from Pierre Elliott Trudeau Intl to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Pierre Elliott Trudeau Intl (YUL) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 29 July 2026.

Round-trip from

C$ 373

One-way from

C$ 232

Popular in

July

Cheapest in

January

Average price

C$ 545

Good round-trip deal

C$ 560 or less

Good one-way deal

C$ 421 or less
Porter Airlines
  • Porter Airlines
  • 2/9-8/9
  • 2 total stops
  • 10h 57m total
  • Montreal to Chicago
Search Deals
Porter Airlines
  • Porter Airlines
  • 18/8
  • 1 total stop
  • 4h 15m total
  • Montreal to Chicago
Search Deals
Highest demand for flights based on searches. 15% potential increase in price (C$ 105 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals
Price to beat on a round-trip flight from Montreal Pierre Elliott Trudeau Intl to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Montreal Pierre Elliott Trudeau Intl to Chicago (CHI).
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Pierre Elliott Trudeau Intl to Chicago 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, Cheapflights users made 629,999 searches. Data last updated 29 July 2026.
Use the filters below to find and compare flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago 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

Tue 11/8

6:00 a.m.-1:08 p.m.

1 stop8h 08m

Chicago O'Hare Intl

Sat 15/8

2:30 p.m.-11:30 p.m.

1 stop8h 00m

C$ 401

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 19/9

6:00 a.m.-10:37 a.m.

1 stop5h 37m

Chicago O'Hare Intl

Tue 22/9

1:55 p.m.-11:27 p.m.

1 stop8h 32m

C$ 401

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Wed 26/8

6:00 a.m.-1:08 p.m.

1 stop8h 08m

Chicago O'Hare Intl

Wed 2/9

10:30 a.m.-6:54 p.m.

1 stop7h 24m

C$ 401

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Sat 22/8

6:00 a.m.-9:17 a.m.

1 stop4h 17m

Chicago Midway

Sat 29/8

6:42 p.m.-11:30 p.m.

1 stop3h 48m

C$ 401

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Tue 25/8

6:00 a.m.-12:39 p.m.

1 stop7h 39m

Chicago Midway

Wed 26/8

12:46 p.m.-11:52 p.m.

1 stop10h 06m

C$ 401

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Sat 24/10

6:00 a.m.-12:48 p.m.

1 stop7h 48m

Chicago Midway

Wed 28/10

1:28 p.m.-11:27 p.m.

1 stop8h 59m

C$ 403

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Sat 24/10

6:00 a.m.-12:48 p.m.

1 stop7h 48m

Chicago Midway

Tue 27/10

9:29 a.m.-4:16 p.m.

1 stop5h 47m

C$ 403
Quickest round-trip

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 19/9

9:45 a.m.-11:21 a.m.

Nonstop2h 36m

Chicago O'Hare Intl

Sat 26/9

5:56 p.m.-9:26 p.m.

Nonstop2h 30m

C$ 404

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Sat 3/10

6:00 a.m.-12:39 p.m.

1 stop7h 39m

Chicago Midway

Thu 8/10

1:27 p.m.-11:25 p.m.

1 stop8h 58m

C$ 421

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 27/8

9:30 a.m.-6:03 p.m.

1 stop9h 33m

Chicago O'Hare Intl

Sat 29/8

5:18 p.m.-11:30 p.m.

1 stop5h 12m

C$ 427

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/7

Showing 1-10 of 44 resultsSorted by cheapest first
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Best time to book a flight from Pierre Elliott Trudeau Intl to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Pierre Elliott Trudeau Intl with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago

What is the cheapest month to book a flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago?

Currently, April is the cheapest month in which you can book a flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago (average of C$ 387). Flying from Montreal Pierre Elliott Trudeau Intl Airport to Chicago in October is currently the most expensive (average of C$ 541). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from YUL to CHI?

Find hourly flight availability from Pierre Elliott Trudeau Intl to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 29 July 2026.

When flying from Montreal Pierre Elliott Trudeau Intl Airport to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 65% versus a flight at noon.

Weekly flight availability from Montreal Pierre Elliott Trudeau Intl Airport to Chicago

Explore weekly flight availability from Pierre Elliott Trudeau Intl to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated 29 July 2026.

The most flights from YUL to CHI are scheduled on a Monday (33 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (25 on average).

How much does it cost to fly round-trip from Montreal Pierre Elliott Trudeau Intl Airport to Chicago?

Airfare is below average for this route at the moment.
Montreal Pierre Elliott Trudeau Intl Airport to Chicago flights typically cost between C$ 444 and C$ 577 in September.
The cheapest round-trip price found within the last 5 days was C$ 373 on Porter Airlines (2 Sep-8 Sep).

What’s the top layover airport for flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago?

Share of one-stop round-trip flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago chosen by Cheapflights users in the past 12 months, using the same layover each way.

Toronto (YTZ) – chosen by Cheapflights users on 90% of one-stop itineraries from Montreal Pierre Elliott Trudeau Intl Airport to Chicago on Cheapflights.

What’s the cheapest layover airport for flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago?

Average round-trip fare for 1-stop flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Toronto (YTZ) is the most affordable 1-stop option, with an average round-trip price of C$ 337.

What’s the fastest layover option from Montreal Pierre Elliott Trudeau Intl Airport to Chicago?

Shortest average travel time for 1-stop one-way flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Toronto (YTZ) have the shortest average one-way travel time for 1-stop routes: 4h 27m.

Which airport typically offers the quickest layover for flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago?

Average layover duration for 1-stop one-way flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Toronto (YTZ) offer the fastest connection on this route, with an average layover time of 1h 18m.

How far ahead should I book a flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago?

Booking 64 days in advance of your planned departure date is, on average, the best time to get cheap flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated 29 July 2026.
See what other customers who have flown with Porter Airlines,United Airlines, andAmerican Airlines from Montreal Pierre Elliott Trudeau Intl Airport to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
449 reviews
Check prices

Crew

8.6

Entertainment

6.9

Boarding

8.2

Comfort

8.0

Overall

8.0

Food

7.5

Reviews

1 / 20
6.0
Good

Shannon,Jul 2026

YQT - YOW

Seats need to be a bit bigger & I'm not impressed that you have to pay to change seats
Porter Airlines
8.0
Very good
449 reviews
Porter Airlines
8.0
Very good
449 reviews
Check prices

Crew

8.6

Entertainment

6.9

Boarding

8.2

Comfort

8.0

Overall

8.0

Food

7.5

Reviews

1 / 20
6.0
Good

Shannon,Jul 2026

YQT - YOW

Seats need to be a bit bigger & I'm not impressed that you have to pay to change seats
United Airlines
7.4
Good
10,052 reviews
Porter Airlines
8.0
Very good
449 reviews
Check prices

Crew

8.6

Entertainment

6.9

Boarding

8.2

Comfort

8.0

Overall

8.0

Food

7.5

Reviews

1 / 20
6.0
Good

Shannon,Jul 2026

YQT - YOW

Seats need to be a bit bigger & I'm not impressed that you have to pay to change seats
American Airlines
7.1
Good
11,839 reviews
Porter Airlines
8.0
Very good
449 reviews
Check prices

Crew

8.6

Entertainment

6.9

Boarding

8.2

Comfort

8.0

Overall

8.0

Food

7.5

Reviews

1 / 20
6.0
Good

Shannon,Jul 2026

YQT - YOW

Seats need to be a bit bigger & I'm not impressed that you have to pay to change seats
Air Canada
7.1
Good
11,405 reviews
Porter Airlines
8.0
Very good
449 reviews
Check prices

Crew

8.6

Entertainment

6.9

Boarding

8.2

Comfort

8.0

Overall

8.0

Food

7.5

Reviews

1 / 20
6.0
Good

Shannon,Jul 2026

YQT - YOW

Seats need to be a bit bigger & I'm not impressed that you have to pay to change seats

Related info for your journey

Find useful and relevant information for your journey from Pierre Elliott Trudeau Intl to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago?

    There are many flights that can get you from Montreal Pierre Elliott Trudeau Intl Airport to Chicago in 2h 36m. Fly via Delta or United Airlines to get the fastest option. The distance between Montreal Pierre Elliott Trudeau Intl Airport and Chicago is about 1199 km. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Montreal Pierre Elliott Trudeau Intl Airport to Chicago round-trip?

    Currently priced at C$ 240, American Airlines will fly you from Montreal Pierre Elliott Trudeau Intl Airport to Chicago and back. In addition to American Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Porter Airlines and United Airlines - these airlines can fly you to your destination from C$ 246 and C$ 263, respectively. These flights start at 43% lower than the current average price 3 months from now.

  • What are the most reliable airlines from Montreal Pierre Elliott Trudeau Intl Airport to Chicago?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Montreal Pierre Elliott Trudeau Intl Airport to Chicago on time: Qatar Airways (90%), ANA (89%), Qantas Airways (86%).

  • What are the cheapest flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago?

    Looking at all options, your cheapest flight can be booked for C$ 261. While the most popular route (Montreal Pierre Elliott Trudeau Intl - Chicago O'Hare Intl) can be booked for C$ 401 on average, our data indicates C$ 2,041 when flying from Montreal Pierre Elliott Trudeau Intl Airport to Chicago.

  • Can I find deals for flights from Pierre Elliott Trudeau Intl to Chicago that include hotel bookings?

    Yes. In addition to deals on Pierre Elliott Trudeau Intl to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Pierre Elliott Trudeau Intl to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Pierre Elliott Trudeau Intl to Chicago.

  • Can I find deals for business class flights from Pierre Elliott Trudeau Intl to Chicago?

    Yes. Cheapflights offers flight deals from Pierre Elliott Trudeau Intl to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago?

    Currently, April is the cheapest month in which you can book a flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago (average of C$ 387). Flying from Montreal Pierre Elliott Trudeau Intl Airport to Chicago in October is currently the most expensive (average of C$ 541). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Fly from Pierre Elliott Trudeau Intl to Chicago on these airlines

Choose from the following airlines for your flight from Pierre Elliott Trudeau Intl to Chicago. Flights are based on user searches made on Cheapflights and were last updated on 29 July 2026.
Air Canada flights from Montreal Pierre Elliott Trudeau Intl to Chicago
Porter Airlines flights from Montreal Pierre Elliott Trudeau Intl to Chicago
United Airlines flights from Montreal Pierre Elliott Trudeau Intl to Chicago

Top 4 airlines flying from Pierre Elliott Trudeau Intl to Chicago

Discover the top 4 airlines that operate flights from Pierre Elliott Trudeau Intl to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 29 July 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapestC$ 240AverageC$ 399FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Porter AirlinesCheapestC$ 246AverageC$ 425FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
United AirlinesCheapestC$ 263AverageC$ 507FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 274AverageC$ 545FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

Fly with Cheapflights

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How does Cheapflights help users find flights from Pierre Elliott Trudeau Intl to Chicago?

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Why should you use Cheapflights to find cheap flight tickets from Pierre Elliott Trudeau Intl to Chicago?

Millions of users choose and trust Cheapflights to book the best flight deals from Pierre Elliott Trudeau Intl to Chicago for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Pierre Elliott Trudeau Intl to Chicago with no change fees?

Users can book flights with no change fees policies with our dedicated filters. Book flights from Pierre Elliott Trudeau Intl to Chicago flexibly with Cheapflights today.

Can Cheapflights notify me if prices for flights from Pierre Elliott Trudeau Intl to Chicago become cheaper?

Not ready to book yet? You can track prices for flights from Pierre Elliott Trudeau Intl to Chicago on Cheapflights with our Price Alert feature and get notified when better prices are available.

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