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Cheap flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago from C$ 202

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 14/7. Fares are subject to change and may not be available on all flights or dates of travel.
YUL — CHI
17 Jun — 24 Jun1
1 adult

Cheapflights Tip: The best prices from Montreal Pierre Elliott Trudeau Intl to Chicago are usually found in September or June, booked 24 days in advance, depart on a Thursday or Friday and return on a Thursday

Cheap 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 12 June 2025.

Round-trip from

C$ 309

One-way from

C$ 202

Popular in

December

Cheapest in

September

Average price

C$ 417

Good round-trip deal

C$ 498 or less

Good one-way deal

C$ 313 or less
Porter Airlines
  • Porter Airlines
  • 11/7-13/7
  • 2 total stops
  • 9h 34m total
  • Montreal to Chicago
Porter Airlines
  • Porter Airlines
  • 14/7
  • 1 total stop
  • 4h 14m total
  • Montreal to Chicago
Highest demand for flights based on searches. 5% potential increase in price (C$ 36 potential increase over avg. RT price).
Cheapest flight prices on average. 0% potential price decrease (C$ 7 potential savings vs. average RT price).
Average for round-trip flights in June 2025
Price to beat on a round-trip flight from Montreal Pierre Elliott Trudeau Intl to Chicago (CHI).
Price to beat on a one-way flight from Montreal Pierre Elliott Trudeau Intl to Chicago (CHI).

Find flight deals from Pierre Elliott Trudeau Intl to Chicago

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 12 June 2025.

Fri 11/71:10 p.m.YUL - MDW
1 stop4h 14mPorter Airlines
Sun 13/79:40 a.m.MDW - YUL
1 stop5h 20mPorter Airlines
Deal found 10/6C$ 309
Wed 27/81:20 p.m.YUL - ORD
Nonstop2h 35mAir Canada
Wed 3/98:40 a.m.ORD - YUL
Nonstop2h 17mAir Canada
Deal found 10/6C$ 310
Sat 30/87:50 a.m.YUL - ORD
1 stop15h 59mAmerican Airlines
Tue 2/99:11 p.m.ORD - YUL
1 stop14h 17mAmerican Airlines
Deal found 9/6C$ 316
Fri 3/107:00 a.m.YUL - ORD
1 stop10h 38mDelta
Wed 8/106:00 a.m.ORD - YUL
1 stop9h 06mDelta
Deal found 10/6C$ 324
Fri 3/107:00 a.m.YUL - MDW
1 stop10h 23mDelta
Wed 8/109:30 a.m.MDW - YUL
1 stop5h 30mDelta
Deal found 10/6C$ 324
Thu 17/76:15 a.m.YUL - ORD
Nonstop2h 44mUnited Airlines
Tue 22/72:07 p.m.ORD - YUL
Nonstop2h 19mUnited Airlines
Deal found 11/6C$ 398
Thu 17/76:15 a.m.YUL - ORD
Nonstop2h 44mMultiple Airlines
Mon 21/78:40 a.m.ORD - YUL
Nonstop2h 18mMultiple Airlines
Deal found 10/6C$ 401
Sat 11/107:00 a.m.YUL - MDW
1 stop15h 44mMultiple Airlines
Wed 15/109:15 a.m.MDW - YUL
1 stop8h 30mMultiple Airlines
Deal found 10/6C$ 436
Thu 24/76:15 a.m.YUL - ORD
Nonstop2h 44mLufthansa
Mon 28/77:15 a.m.ORD - YUL
Nonstop2h 25mLufthansa
Deal found 10/6C$ 483
Sat 30/86:45 a.m.YUL - ORD
2 stops13h 34mWestJet
Tue 2/96:10 a.m.ORD - YUL
1 stop16h 06mWestJet
Deal found 11/6C$ 485
Fri 3/106:15 p.m.YUL - MDW
1 stop28h 29mWestJet
Wed 8/101:05 p.m.MDW - YUL
2 stops10h 32mWestJet
Deal found 12/6C$ 487

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 12 June 2025.
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

Pierre Elliott Trudeau Intl

Fly to

Chicago

Route

Depart

Return

Price

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Fri 11/7

1:10 p.m.-4:24 p.m.

1 stop4h 14m

Chicago Midway

Sun 13/7

9:40 a.m.-4:00 p.m.

1 stop5h 20m

C$ 309

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Wed 27/8

1:20 p.m.-2:55 p.m.

Nonstop2h 35m

Chicago O'Hare Intl

Wed 3/9

8:40 a.m.-11:57 a.m.

Nonstop2h 17m

C$ 310

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 30/8

7:50 a.m.-10:49 p.m.

1 stop15h 59m

Chicago O'Hare Intl

Tue 2/9

9:11 p.m.-12:28 p.m.

1 stop14h 17m

C$ 316

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 3/10

7:00 a.m.-4:38 p.m.

1 stop10h 38m

Chicago O'Hare Intl

Wed 8/10

10:35 a.m.-4:00 p.m.

1 stop4h 25m

C$ 324

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Fri 3/10

7:00 a.m.-4:23 p.m.

1 stop10h 23m

Chicago Midway

Wed 8/10

9:30 a.m.-4:00 p.m.

1 stop5h 30m

C$ 324

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 17/7

6:15 a.m.-7:59 a.m.

Nonstop2h 44m

Chicago O'Hare Intl

Mon 21/7

8:40 a.m.-11:58 a.m.

Nonstop2h 18m

C$ 368

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 17/7

6:15 a.m.-7:59 a.m.

Nonstop2h 44m

Chicago O'Hare Intl

Tue 22/7

2:07 p.m.-5:26 p.m.

Nonstop2h 19m

C$ 398

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Sat 11/10

7:00 a.m.-9:44 p.m.

1 stop15h 44m

Chicago Midway

Wed 15/10

9:15 a.m.-6:45 p.m.

1 stop8h 30m

C$ 436

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 24/7

6:15 a.m.-7:59 a.m.

Nonstop2h 44m

Chicago O'Hare Intl

Mon 28/7

7:15 a.m.-10:40 a.m.

Nonstop2h 25m

C$ 483

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 30/8

6:45 a.m.-7:19 p.m.

2 stops13h 34m

Chicago O'Hare Intl

Tue 2/9

6:10 a.m.-11:16 p.m.

1 stop16h 06m

C$ 485

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/6

Showing 1-10 of 21 results
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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 9 June 2025.

Booking 24 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, January is the cheapest month in which you can book a flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago (average of C$ 261). Flying from Montreal Pierre Elliott Trudeau Intl Airport to Chicago in March is currently the most expensive (average of C$ 352). 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 12 June 2025.

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 afternoon, which can drop the price by up to 9% versus a flight at noon.

What is the cheapest day to fly from Montreal Pierre Elliott Trudeau Intl Airport to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Pierre Elliott Trudeau Intl to Chicago. Price data was last updated on 16 December 2024.

Travelers seeking maximum savings on their Montreal Pierre Elliott Trudeau Intl Airport to Chicago flight should consider departing on Sunday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 12 June 2025.

The most flights from YUL to CHI are scheduled on a Wednesday (31 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (23 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 43.0 - 125.0 mm per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago when rainfall is around 43.0 mm.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

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 12 June 2025.
Peruse reviews from past customers who have flown with Porter Airlines, Delta and United Airlines from Montreal to Chicago to help guide your decision. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Food

7.6

Boarding

8.2

Entertainment

7.0

Overall

8.0

Comfort

8.1

Crew

8.7

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!

Food

7.6

Boarding

8.2

Entertainment

7.0

Overall

8.0

Comfort

8.1

Crew

8.7

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!
8.0
Very good

Food

7.6

Boarding

8.2

Entertainment

7.0

Overall

8.0

Comfort

8.1

Crew

8.7

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!

Food

7.6

Boarding

8.2

Entertainment

7.0

Overall

8.0

Comfort

8.1

Crew

8.7

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!

Food

7.6

Boarding

8.2

Entertainment

7.0

Overall

8.0

Comfort

8.1

Crew

8.7

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!

Food

7.6

Boarding

8.2

Entertainment

7.0

Overall

8.0

Comfort

8.1

Crew

8.7

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!

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

    Currently priced at C$ 309, Porter Airlines will fly you from Montreal Pierre Elliott Trudeau Intl Airport to Chicago and back. In addition to Porter Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Air Canada and American Airlines - these airlines can fly you to your destination from C$ 310 and C$ 316, respectively. These flights start at 29% lower than the current average price 3 months from now.

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

    The cheapest airline one-way is Porter Airlines, with whom users have recently found tickets for as low as C$ 202. However, be on the lookout for offers from American Airlines and Air Canada, as they are both options that can get you from Montreal Pierre Elliott Trudeau Intl Airport to Chicago for a low price.

  • 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: Japan Airlines (100%), Avianca (93%), ANA (91%).

  • 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$ 232. While the most popular route (Montreal Pierre Elliott Trudeau Intl - Chicago O'Hare Intl) can be booked for C$ 247 on average our data indicates C$ 1,515 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, January is the cheapest month in which you can book a flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago (average of C$ 261). Flying from Montreal Pierre Elliott Trudeau Intl Airport to Chicago in March is currently the most expensive (average of C$ 352). 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 12 June 2025.

Top 5 airlines flying from Pierre Elliott Trudeau Intl to Chicago

Discover the top 5 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 12 June 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 296AverageC$ 427FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
Air CanadaCheapestC$ 314AverageC$ 526FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 352AverageC$ 486FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapestC$ 368AverageC$ 517FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
WestJetCheapestC$ 448AverageC$ 592FlexibilityNo cancel feeOn-time60%
Search WestJet flights

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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.

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