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Cheap flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago from C$ 155

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 28/5. Fares are subject to change and may not be available on all flights or dates of travel.
YUL — CHI
16 Apr — 23 Apr1
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 May, booked 88 days in advance, depart on a Thursday or Saturday and return on a Friday

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 17 March 2026.

Fri 8/510:35 a.m.
YUL
-
MDW
1 stop5h 00m
Porter Airlines
Sun 10/510:25 a.m.
MDW
-
YUL
1 stop6h 50m
Porter Airlines
Deal found 12/3C$ 222
Fri 1/56:30 a.m.
YUL
-
MDW
1 stop4h 10m
Porter Airlines
Mon 4/53:20 p.m.
MDW
-
YUL
1 stop5h 50m
Porter Airlines
Deal found 16/3C$ 238
Thu 7/56:30 a.m.
YUL
-
MDW
1 stop4h 10m
Porter Airlines
Sun 10/510:25 a.m.
MDW
-
YUL
1 stop5h 50m
Porter Airlines
Deal found 16/3C$ 240
Thu 23/46:50 a.m.
YUL
-
MDW
1 stop4h 25m
Porter Airlines
Mon 27/411:00 a.m.
MDW
-
YUL
1 stop5h 45m
Porter Airlines
Deal found 16/3C$ 241
Thu 28/56:30 a.m.
YUL
-
MDW
1 stop4h 10m
Porter Airlines
Sun 31/510:25 a.m.
MDW
-
YUL
1 stop5h 50m
Porter Airlines
Deal found 13/3C$ 257
Fri 8/55:00 a.m.
YUL
-
ORD
1 stop5h 05m
Air Canada
Sun 10/59:55 a.m.
ORD
-
YUL
1 stop6h 31m
Air Canada
Deal found 12/3C$ 263
Fri 5/64:30 p.m.
YUL
-
ORD
1 stop4h 46m
Air Canada
Mon 8/67:25 a.m.
ORD
-
YUL
1 stop5h 20m
Air Canada
Deal found 12/3C$ 264
Fri 10/49:15 a.m.
YUL
-
ORD
Nonstop2h 38m
Air Canada
Mon 13/48:40 a.m.
ORD
-
YUL
Nonstop2h 11m
Air Canada
Deal found 13/3C$ 267
Thu 9/41:20 p.m.
YUL
-
ORD
Nonstop2h 35m
Air Canada
Sun 12/412:50 p.m.
ORD
-
YUL
Nonstop2h 15m
Air Canada
Deal found 12/3C$ 268
Wed 20/56:30 a.m.
YUL
-
MDW
1 stop4h 10m
Porter Airlines
Tue 26/510:25 a.m.
MDW
-
YUL
1 stop5h 50m
Porter Airlines
Deal found 13/3C$ 268
Wed 27/510:35 a.m.
YUL
-
MDW
1 stop5h 00m
Porter Airlines
Tue 2/63:20 p.m.
MDW
-
YUL
1 stop5h 50m
Porter Airlines
Deal found 13/3C$ 270
Thu 16/46:50 a.m.
YUL
-
MDW
1 stop4h 25m
Porter Airlines
Mon 20/411:00 a.m.
MDW
-
YUL
1 stop5h 45m
Porter Airlines
Deal found 12/3C$ 272

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 17 March 2026.

Round-trip from

C$ 222

One-way from

C$ 155

Popular in

July

Cheapest in

January

Average price

C$ 401

Good round-trip deal

C$ 514 or less

Good one-way deal

C$ 384 or less
Porter Airlines
  • Porter Airlines
  • 8/5-10/5
  • 2 total stops
  • 11h 50m total
  • Montreal to Chicago
Search Deals
Porter Airlines
  • Porter Airlines
  • 28/5
  • 1 total stop
  • 4h 10m total
  • Montreal to Chicago
Search Deals
Highest demand for flights based on searches. 7% potential increase in price (C$ 46 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 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 17 March 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
Quickest round-trip

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 25/4

5:00 p.m.-6:52 p.m.

Nonstop2h 52m

Chicago O'Hare Intl

Mon 27/4

7:13 a.m.-10:40 a.m.

Nonstop2h 27m

C$ 277

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 24/4

6:35 p.m.-11:43 p.m.

1 stop6h 08m

Chicago O'Hare Intl

Sun 26/4

7:13 a.m.-10:40 a.m.

Nonstop2h 27m

C$ 297

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 18/4

5:00 p.m.-6:52 p.m.

Nonstop2h 52m

Chicago O'Hare Intl

Tue 21/4

1:00 p.m.-7:45 p.m.

1 stop5h 45m

C$ 315

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Sat 25/4

12:42 p.m.-10:28 p.m.

1 stop10h 46m

Chicago Midway

Mon 27/4

5:21 p.m.-11:51 p.m.

1 stop5h 30m

C$ 323

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 10/4

11:23 a.m.-4:04 p.m.

1 stop5h 41m

Chicago O'Hare Intl

Sun 12/4

7:13 a.m.-10:40 a.m.

Nonstop2h 27m

C$ 323

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 6/6

12:49 p.m.-8:14 p.m.

1 stop8h 25m

Chicago O'Hare Intl

Fri 12/6

1:15 p.m.-11:56 p.m.

1 stop9h 41m

C$ 341

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 18/4

12:42 p.m.-6:48 p.m.

1 stop7h 06m

Chicago O'Hare Intl

Tue 21/4

11:19 a.m.-5:40 p.m.

1 stop5h 21m

C$ 341

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Tue 7/4

6:00 a.m.-12:29 p.m.

1 stop7h 29m

Chicago Midway

Wed 8/4

2:05 p.m.-11:40 p.m.

1 stop8h 35m

C$ 341

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 8/5

5:06 p.m.-8:14 p.m.

1 stop4h 08m

Chicago O'Hare Intl

Sun 10/5

6:00 a.m.-5:42 p.m.

1 stop10h 42m

C$ 344

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Fri 22/5

6:00 a.m.-12:42 p.m.

1 stop7h 42m

Chicago Midway

Mon 25/5

6:23 a.m.-5:42 p.m.

1 stop10h 19m

C$ 344

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/3

Showing 1-10 of 39 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

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

Use this chart to determine the optimal time to book a round-trip flight from Pierre Elliott Trudeau Intl to Chicago. Price data was last updated on 13 March 2026.

Booking 88 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.

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

Currently, February is the cheapest month in which you can book a flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago (average of C$ 179). Flying from Montreal Pierre Elliott Trudeau Intl Airport to Chicago in March is currently the most expensive (average of C$ 330). 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 17 March 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 66% 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 17 March 2026.

The most flights from YUL to CHI are scheduled on a Monday (23 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (20 on average).

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

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 17 March 2026.
See what other customers who have flown with Porter Airlines,United Airlines, andWestJet 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
424 reviews
Check prices

Overall

8.0

Crew

8.6

Food

7.6

Entertainment

7.0

Boarding

8.2

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
Porter Airlines
8.0
Very good
424 reviews
Porter Airlines
8.0
Very good
424 reviews
Check prices

Overall

8.0

Crew

8.6

Food

7.6

Entertainment

7.0

Boarding

8.2

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
United Airlines
7.4
Good
9,432 reviews
Porter Airlines
8.0
Very good
424 reviews
Check prices

Overall

8.0

Crew

8.6

Food

7.6

Entertainment

7.0

Boarding

8.2

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
WestJet
7.2
Good
3,296 reviews
Porter Airlines
8.0
Very good
424 reviews
Check prices

Overall

8.0

Crew

8.6

Food

7.6

Entertainment

7.0

Boarding

8.2

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
American Airlines
7.1
Good
11,467 reviews
Porter Airlines
8.0
Very good
424 reviews
Check prices

Overall

8.0

Crew

8.6

Food

7.6

Entertainment

7.0

Boarding

8.2

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
Air Canada
7.1
Good
10,811 reviews
Porter Airlines
8.0
Very good
424 reviews
Check prices

Overall

8.0

Crew

8.6

Food

7.6

Entertainment

7.0

Boarding

8.2

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.

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 52m. Fly via United Airlines or Delta 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$ 176, 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 Air Canada - these airlines can fly you to your destination from C$ 187 and C$ 248, respectively. These flights start at 55% 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 (94%), Iberia (89%), Japan Airlines (88%).

  • 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$ 188. While the most popular route (Montreal Pierre Elliott Trudeau Intl - Chicago O'Hare Intl) can be booked for C$ 308 on average, our data indicates C$ 901 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, February is the cheapest month in which you can book a flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago (average of C$ 179). Flying from Montreal Pierre Elliott Trudeau Intl Airport to Chicago in March is currently the most expensive (average of C$ 330). 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 17 March 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 17 March 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapestC$ 176AverageC$ 361FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Porter AirlinesCheapestC$ 187AverageC$ 440FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
Air CanadaCheapestC$ 248AverageC$ 500FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 256AverageC$ 493FlexibilityNo cancel feeOn-time69%
Search United Airlines 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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