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Pierre Elliott Trudeau Intl

$108+ Cheap flights from Chicago (CHI) to Pierre Elliott Trudeau Intl (YUL)

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 10/23. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YUL
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Montreal Pierre Elliott Trudeau Intl are usually found in October or September, booked 51 days in advance, depart on a Thursday or Friday and return on a Thursday

Cheap flight deals from Chicago to Pierre Elliott Trudeau Intl

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Pierre Elliott Trudeau Intl (YUL). 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 September 17, 2025.

Round-trip from

$261
(Trip.com)

One-way from

$108
(Kiwi.com)

Popular in

December

Cheapest in

October

Average price

$283

Good round-trip deal

$459 or less

Good one-way deal

$174 or less
From Chicago (CHI) to Montreal Pierre Elliott Trudeau Intl
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One-way flight from Chicago (CHI) to Montreal Pierre Elliott Trudeau Intl
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Highest demand for flights based on searches. 5% potential increase in price ($19 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Montreal Pierre Elliott Trudeau Intl.
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Price to beat on a one-way flight from Chicago (CHI) to Montreal Pierre Elliott Trudeau Intl.
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Find flight deals from Chicago to Pierre Elliott Trudeau Intl

Cheapest flights from Chicago to Pierre Elliott Trudeau Intl
Explore the most affordable flight options available from Chicago to Pierre Elliott Trudeau Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

This Trip.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/304:15 pmMDW - YUL
1 stop5h 30mPorter Airlines
Thu 11/610:15 amYUL - MDW
1 stop6h 05mPorter Airlines
Deal found 9/15$261
This Trip.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/239:35 amMDW - YUL
1 stop5h 25mPorter Airlines
Sun 10/2611:25 amYUL - MDW
1 stop4h 55mPorter Airlines
Deal found 9/15$262
This Trip.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/155:20 pmMDW - YUL
1 stop3h 55mPorter Airlines
Thu 10/2310:45 amYUL - MDW
1 stop6h 39mPorter Airlines
Deal found 9/15$263
This Trip.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/105:20 pmMDW - YUL
1 stop3h 55mPorter Airlines
Wed 10/151:10 pmYUL - MDW
1 stop4h 14mPorter Airlines
Deal found 9/15$264
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3111:00 amMDW - YUL
1 stop6h 45mPorter Airlines
Fri 11/76:45 amYUL - MDW
1 stop4h 20mPorter Airlines
Deal found 9/15$266
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/711:00 amMDW - YUL
1 stop4h 30mPorter Airlines
Mon 11/106:45 amYUL - MDW
1 stop4h 20mPorter Airlines
Deal found 9/15$270
This Trip.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/175:20 pmMDW - YUL
1 stop3h 55mPorter Airlines
Wed 10/2210:45 amYUL - MDW
1 stop6h 39mPorter Airlines
Deal found 9/16$271
This Trip.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/3011:00 amMDW - YUL
1 stop4h 30mPorter Airlines
Sun 11/25:45 amYUL - MDW
1 stop4h 20mPorter Airlines
Deal found 9/16$272
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1011:00 amMDW - YUL
1 stop4h 30mPorter Airlines
Thu 11/136:45 amYUL - MDW
1 stop4h 20mPorter Airlines
Deal found 9/14$273
This Trip.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/125:20 pmMDW - YUL
1 stop3h 55mPorter Airlines
Tue 10/141:10 pmYUL - MDW
1 stop4h 14mPorter Airlines
Deal found 9/16$275
This Trip.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/75:20 pmMDW - YUL
1 stop3h 55mPorter Airlines
Wed 10/81:10 pmYUL - MDW
1 stop4h 14mPorter Airlines
Deal found 9/16$276
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/145:20 pmMDW - YUL
1 stop3h 55mPorter Airlines
Wed 10/1510:45 amYUL - MDW
1 stop6h 39mPorter Airlines
Deal found 9/15$279

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Pierre Elliott Trudeau Intl 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 2,558,603 searches. Data last updated September 17, 2025.
Use the filters below to find and compare flights from Chicago to Montreal Pierre Elliott Trudeau Intl Airport that are best for you.

Fly from

Chicago

Fly to

Pierre Elliott Trudeau Intl

Route

Depart

Return

Price

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Sun 10/12

5:20 pm-10:15 pm

1 stop3h 55m

Montreal Pierre Elliott Trudeau Intl

Tue 10/14

1:10 pm-4:24 pm

1 stop4h 14m

$275

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Fri 10/24

5:20 pm-10:15 pm

1 stop3h 55m

Montreal Pierre Elliott Trudeau Intl

Mon 10/27

11:25 am-3:20 pm

1 stop4h 55m

$275

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Fri 11/7

11:00 am-4:30 pm

1 stop4h 30m

Montreal Pierre Elliott Trudeau Intl

Mon 11/10

11:25 am-3:20 pm

1 stop4h 55m

$275

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Thu 11/20

11:00 am-4:30 pm

1 stop4h 30m

Montreal Pierre Elliott Trudeau Intl

Sun 11/23

6:45 am-10:05 am

1 stop4h 20m

$283

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Wed 10/15

5:20 pm-10:15 pm

1 stop3h 55m

Montreal Pierre Elliott Trudeau Intl

Mon 10/20

8:55 am-4:24 pm

1 stop8h 29m

$298

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Wed 10/15

7:11 am-10:40 am

Nonstop2h 29m

Montreal Pierre Elliott Trudeau Intl

Wed 10/15

2:20 pm-7:58 pm

1 stop6h 38m

$299

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Fri 12/12

4:15 pm-10:45 pm

1 stop5h 30m

Montreal Pierre Elliott Trudeau Intl

Fri 12/19

6:45 am-10:05 am

1 stop4h 20m

$299

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Mon 10/20

5:20 pm-10:15 pm

1 stop3h 55m

Montreal Pierre Elliott Trudeau Intl

Fri 10/24

1:10 pm-4:24 pm

1 stop4h 14m

$302

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Wed 10/15

5:20 pm-10:15 pm

1 stop3h 55m

Montreal Pierre Elliott Trudeau Intl

Sun 10/19

8:55 am-4:24 pm

1 stop8h 29m

$305

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Fri 12/5

4:15 pm-10:45 pm

1 stop5h 30m

Montreal Pierre Elliott Trudeau Intl

Mon 12/8

11:25 am-3:20 pm

1 stop4h 55m

$308

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 42 results
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The best insider tips for Chicago to Montreal Pierre Elliott Trudeau Intl Airport flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago to Montreal Pierre Elliott Trudeau Intl Airport trip
Airports
ORD

For a quick start, use the 'L' train from downtown Chicago to ORD, avoiding traffic delays.

Read more about ORDby Ramsey Qubein
YUL

Take the Line 747 bus from YUL to downtown Montreal for an affordable and convenient option.

Read more about YULby John Walton
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on ORD

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
John Walton

John Walton

Expert on YUL

John Walton

John Walton

Independent aviation journalist John Walton took his first flight at eight weeks old and hasn’t stopped travelling since. A world-renowned expert in airlines and the passenger experience, he writes in depth on aviation, is a resident expert on travel in Japan and France, and offers a uniquely queer perspective on travelling the world.

Read more

Best time to book a flight from Chicago to Pierre Elliott Trudeau Intl

Have a flexible travel schedule? Discover the best time to fly to Pierre Elliott Trudeau Intl from Chicago 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 Chicago to Montreal Pierre Elliott Trudeau Intl Airport

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

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Pierre Elliott Trudeau Intl. Price data was last updated on September 12, 2025.

The price you pay for your flight from Chicago to Montreal Pierre Elliott Trudeau Intl Airport may vary depending on when you book. For the best chance of a lower fare, look to book 51 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, January is the cheapest month in which you can book a flight from Chicago to Montreal Pierre Elliott Trudeau Intl Airport (average of $270). Flying from Chicago to Montreal Pierre Elliott Trudeau Intl Airport in July is currently the most expensive (average of $409). 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 CHI to YUL?

Find hourly flight availability from Chicago to Pierre Elliott Trudeau Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 17, 2025.

When flying from Chicago to Montreal Pierre Elliott Trudeau Intl Airport, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 27% versus a flight in the morning.

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

Explore weekly flight availability from Chicago to Pierre Elliott Trudeau Intl. 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 September 17, 2025.

The most flights from CHI to YUL are scheduled on a Monday (30 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (27 on average).

Reviews of airlines servicing Pierre Elliott Trudeau Intl

Get insights into the airlines that provide service to Pierre Elliott Trudeau Intl. 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 Pierre Elliott Trudeau Intl. Reviews last updated September 17, 2025.
Peruse reviews from past customers who have flown with Porter Airlines, United Airlines, and American Airlines from Chicago to Montreal Pierre Elliott Trudeau Intl Airport to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
7.9
Good
365 reviews

Overall

7.9

Boarding

8.2

Crew

8.6

Comfort

7.9

Food

7.6

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
Porter Airlines
7.9
Good
365 reviews
Porter Airlines
7.9
Good
365 reviews

Overall

7.9

Boarding

8.2

Crew

8.6

Comfort

7.9

Food

7.6

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
United Airlines
7.4
Good
8,926 reviews
Porter Airlines
7.9
Good
365 reviews

Overall

7.9

Boarding

8.2

Crew

8.6

Comfort

7.9

Food

7.6

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
American Airlines
7.2
Good
10,000 reviews
Porter Airlines
7.9
Good
365 reviews

Overall

7.9

Boarding

8.2

Crew

8.6

Comfort

7.9

Food

7.6

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
Air Canada
7.1
Good
10,000 reviews
Porter Airlines
7.9
Good
365 reviews

Overall

7.9

Boarding

8.2

Crew

8.6

Comfort

7.9

Food

7.6

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Pierre Elliott Trudeau Intl. 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 Chicago to Montreal Pierre Elliott Trudeau Intl Airport?

    Departing from Chicago to Montreal Pierre Elliott Trudeau Intl Airport will take you 2h 29m. Chicago and Montreal Pierre Elliott Trudeau Intl Airport are separated by a distance of 745 mi. This flight may include one or multiple stops.

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

    Cheapflights users have booked flights from Chicago to Montreal Pierre Elliott Trudeau Intl Airport round-trip from $163. Other airlines that can offer you cheap pricing are American Airlines, from $192, and United Airlines, from $215. These flights start at 56% lower than the current average price 3 months from now.

  • What are the cheapest airlines to fly from Chicago to Montreal Pierre Elliott Trudeau Intl Airport one-way?

    The cheapest airline one-way is Porter Airlines, with whom users have recently found tickets for as low as $120. However, be on the lookout for offers from United Airlines and Air Canada, as they are both options that can get you from Chicago to Montreal Pierre Elliott Trudeau Intl Airport for a low price.

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

    No one likes to see their flight delayed. When booking a flight from Chicago to Montreal Pierre Elliott Trudeau Intl Airport consider choosing American Airlines (83%), Envoy Air (83%) or Republic Airways (83%) as they are the most reliable in getting you off to your destination on time.

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

    Looking at all options, your cheapest flight can be booked for $74. While the most popular route (Chicago O'Hare Intl - Montreal Pierre Elliott Trudeau Intl) can be booked for $288 on average, our data indicates $775 when flying from Chicago to Montreal Pierre Elliott Trudeau Intl Airport.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Chicago to Pierre Elliott Trudeau Intl 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 Chicago to Montreal Pierre Elliott Trudeau Intl Airport?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Montreal Pierre Elliott Trudeau Intl Airport (average of $270). Flying from Chicago to Montreal Pierre Elliott Trudeau Intl Airport in July is currently the most expensive (average of $409). 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

Traveling to a place near Montreal Pierre Elliott Trudeau Intl Airport?

Book flights to Montreal Pierre Elliott Trudeau Intl Airport if you plan to visit one of these locations
Laval
Longueuil
Brossard
Sherbrooke
Dorval

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Top 4 airlines flying from Chicago to Pierre Elliott Trudeau Intl

Discover the top 4 airlines that operate flights from Chicago to Pierre Elliott Trudeau Intl. 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 2,558,603 searches. Data last updated September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$163Average$398FlexibilityNo cancel feeOn-time67%
American AirlinesCheapest$192Average$405FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$215Average$382FlexibilityNo cancel feeOn-time69%
Porter AirlinesCheapest$245Average$438FlexibilityNo cancel feeOn-time52%

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