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Cheap flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago from C$ 199

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 25/1. Fares are subject to change and may not be available on all flights or dates of travel.
YUL — CHI
3 Aug — 10 Aug1
1 adult

Cheapflights Tip: The best prices from Montreal Pierre Elliott Trudeau Intl to Chicago are usually found in September or June, booked 77 days in advance, depart on a Friday or Thursday and return on a Monday

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 29 July 2025.

Round-trip from

C$ 237

One-way from

C$ 199

Popular in

July

Cheapest in

September

Average price

C$ 524

Good round-trip deal

C$ 538 or less

Good one-way deal

C$ 355 or less
Air Canada
  • Air Canada
  • 11/9-18/9
  • 1 total stop
  • 6h 56m total
  • Montreal to Chicago
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Air Canada
  • Air Canada
  • 25/1
  • Nonstop
  • 2h 42m total
  • Montreal to Chicago
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Highest demand for flights based on searches. 0% potential increase in price (C$ 3 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease (C$ 11 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Montreal Pierre Elliott Trudeau Intl to Chicago (CHI).
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Price to beat on a one-way flight from Montreal Pierre Elliott Trudeau Intl to Chicago (CHI).
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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 29 July 2025.

Thu 11/98:20 a.m.YUL - ORD
Nonstop2h 31mAir Canada
Thu 18/98:25 p.m.ORD - YUL
1 stop4h 25mAir Canada
Deal found 28/7C$ 237
Tue 26/85:29 p.m.YUL - ORD
Nonstop2h 36mAmerican Airlines
Mon 1/95:20 a.m.ORD - YUL
1 stop7h 19mAmerican Airlines
Deal found 27/7C$ 239
Fri 17/1010:45 a.m.YUL - MDW
1 stop6h 39mPorter Airlines
Sat 25/109:35 a.m.MDW - YUL
1 stop7h 20mPorter Airlines
Deal found 27/7C$ 240
Sat 30/88:15 a.m.YUL - ORD
2 stops10h 27mMultiple Airlines
Sun 31/88:10 a.m.ORD - YUL
Nonstop2h 26mMultiple Airlines
Deal found 27/7C$ 261
Wed 5/119:28 a.m.YUL - ORD
1 stop7h 43mDelta
Wed 12/1110:35 a.m.ORD - YUL
1 stop4h 25mDelta
Deal found 27/7C$ 296
Sat 30/86:00 a.m.YUL - MDW
1 stop7h 28mDelta
Wed 3/94:25 p.m.MDW - YUL
1 stop6h 28mDelta
Deal found 27/7C$ 296
Sat 23/84:55 p.m.YUL - ORD
Nonstop2h 46mUnited Airlines
Sat 30/86:00 p.m.ORD - YUL
Nonstop2h 29mUnited Airlines
Deal found 27/7C$ 362
Fri 10/1012:36 p.m.YUL - MDW
1 stop10h 38mMultiple Airlines
Sun 12/105:20 p.m.MDW - YUL
1 stop3h 55mMultiple Airlines
Deal found 27/7C$ 362
Thu 21/86:15 a.m.YUL - ORD
Nonstop2h 46mLufthansa
Sun 24/87:11 a.m.ORD - YUL
Nonstop2h 29mLufthansa
Deal found 28/7C$ 383

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 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 - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 11/9

8:20 a.m.-9:51 a.m.

Nonstop2h 31m

Chicago O'Hare Intl

Thu 18/9

8:25 p.m.-1:50 a.m.

1 stop4h 25m

C$ 237

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Tue 26/8

5:29 p.m.-7:05 p.m.

Nonstop2h 36m

Chicago O'Hare Intl

Mon 1/9

5:20 a.m.-1:39 p.m.

1 stop7h 19m

C$ 239

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Fri 17/10

10:45 a.m.-4:24 p.m.

1 stop6h 39m

Chicago Midway

Sat 25/10

9:35 a.m.-5:55 p.m.

1 stop7h 20m

C$ 240

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 30/8

8:15 a.m.-5:42 p.m.

2 stops10h 27m

Chicago O'Hare Intl

Sun 31/8

8:10 a.m.-11:36 a.m.

Nonstop2h 26m

C$ 261

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Wed 5/11

9:28 a.m.-4:11 p.m.

1 stop7h 43m

Chicago O'Hare Intl

Wed 12/11

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

1 stop4h 25m

C$ 296

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Sat 30/8

6:00 a.m.-12:28 p.m.

1 stop7h 28m

Chicago Midway

Wed 3/9

4:25 p.m.-11:53 p.m.

1 stop6h 28m

C$ 296

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 23/8

4:55 p.m.-6:41 p.m.

Nonstop2h 46m

Chicago O'Hare Intl

Sat 30/8

6:00 p.m.-9:29 p.m.

Nonstop2h 29m

C$ 362

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Fri 10/10

12:36 p.m.-10:14 p.m.

1 stop10h 38m

Chicago Midway

Sun 12/10

5:20 p.m.-10:15 p.m.

1 stop3h 55m

C$ 362

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 21/8

6:15 a.m.-8:01 a.m.

Nonstop2h 46m

Chicago O'Hare Intl

Sun 24/8

7:11 a.m.-10:40 a.m.

Nonstop2h 29m

C$ 383

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sun 25/1

4:45 p.m.-6:27 p.m.

Nonstop2h 42m

C$ 199

Flights are sorted by cheapest round-trip flights first.

Deals found on 27/7

Showing 1-10 of 19 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 25 July 2025.

Booking 77 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 29 July 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 18% 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 29 July 2025.

The most flights from YUL to CHI are scheduled on a Tuesday (31 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (29 on average).

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 92% 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.

Ottawa (YOW) is the most affordable 1-stop option, with an average round-trip price of C$ 355.

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 Detroit (DTW) have the shortest average one-way travel time for 1-stop routes: 2h 06m.

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 Atlanta (ATL) offer the fastest connection on this route, with an average layover time of 1h 15m.

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 2025.
See what other customers who have flown with Porter Airlines,Delta, andUnited 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
317 reviews
Check prices

Food

7.6

Overall

8.0

Boarding

8.2

Comfort

8.0

Entertainment

7.0

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Porter Airlines
8.0
Very good
317 reviews
Porter Airlines
8.0
Very good
317 reviews
Check prices

Food

7.6

Overall

8.0

Boarding

8.2

Comfort

8.0

Entertainment

7.0

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Delta
8.0
Very good
7,977 reviews
Porter Airlines
8.0
Very good
317 reviews
Check prices

Food

7.6

Overall

8.0

Boarding

8.2

Comfort

8.0

Entertainment

7.0

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
United Airlines
7.4
Good
8,893 reviews
Porter Airlines
8.0
Very good
317 reviews
Check prices

Food

7.6

Overall

8.0

Boarding

8.2

Comfort

8.0

Entertainment

7.0

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
American Airlines
7.2
Good
10,000 reviews
Porter Airlines
8.0
Very good
317 reviews
Check prices

Food

7.6

Overall

8.0

Boarding

8.2

Comfort

8.0

Entertainment

7.0

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
WestJet
7.2
Good
2,973 reviews
Porter Airlines
8.0
Very good
317 reviews
Check prices

Food

7.6

Overall

8.0

Boarding

8.2

Comfort

8.0

Entertainment

7.0

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience

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$ 237, Air Canada will fly you from Montreal Pierre Elliott Trudeau Intl Airport to Chicago and back. In addition to Air Canada, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from American Airlines and Porter Airlines - these airlines can fly you to your destination from C$ 239 and C$ 240, respectively. These flights start at 47% 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 Air Canada, with whom users have recently found tickets for as low as C$ 199. However, be on the lookout for offers from Porter Airlines and United Airlines, 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: Qantas Airways (95%), Qatar Airways (93%), Emirates (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$ 216. While the most popular route (Montreal Pierre Elliott Trudeau Intl - Chicago O'Hare Intl) can be booked for C$ 250 on average our data indicates C$ 1,841 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 29 July 2025.
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 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 29 July 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 201AverageC$ 443FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
American AirlinesCheapestC$ 241AverageC$ 461FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Air CanadaCheapestC$ 287AverageC$ 530FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 345AverageC$ 495FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 449AverageC$ 699FlexibilityNo cancel feeOn-time60%
Search WestJet flights

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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.

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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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