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Cheap flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago from C$ 222

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 20/4. Fares are subject to change and may not be available on all flights or dates of travel.
YUL — CHI
2 Apr — 9 Apr1
1 adult

Cheapflights Tip: The best prices from Montreal Pierre Elliott Trudeau Intl to Chicago are usually found in September or April, booked 56 days in advance, depart on a Thursday or Friday and return on a Sunday

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 28 March 2025.

Round-trip from

C$ 343

One-way from

C$ 222

Popular in

December

Cheapest in

September

Average price

C$ 476

Good round-trip deal

C$ 540 or less

Good one-way deal

C$ 318 or less
Porter Airlines
  • Porter Airlines
  • 17/4-22/4
  • 2 total stops
  • 8h 42m total
  • Montreal to Chicago
Air Canada
  • Air Canada
  • 20/4
  • 1 total stop
  • 4h 13m total
  • Montreal to Chicago
Highest demand for flights based on searches. 4% potential increase in price (C$ 30 potential increase over avg. RT price).
Cheapest flight prices on average. 0% potential price decrease (C$ 6 potential savings vs. average RT price).
Average for round-trip flights in March 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 28 March 2025.

Thu 17/46:50 a.m.YUL - MDW
1 stop4h 30mPorter Airlines
Tue 22/45:35 p.m.MDW - YUL
1 stop4h 12mPorter Airlines
Deal found 27/3C$ 343
Fri 18/43:15 p.m.YUL - ORD
1 stop5h 15mAir Canada
Sun 20/49:40 a.m.ORD - YUL
1 stop6h 41mAir Canada
Deal found 27/3C$ 349
Wed 30/41:15 p.m.YUL - ORD
Nonstop2h 40mUnited Airlines
Sun 4/57:00 a.m.ORD - YUL
Nonstop2h 28mUnited Airlines
Deal found 26/3C$ 350
Sat 19/47:10 a.m.YUL - MDW
1 stop6h 25mDelta
Sun 20/46:04 a.m.MDW - YUL
1 stop9h 48mDelta
Deal found 27/3C$ 374
Sat 19/47:10 a.m.YUL - ORD
1 stop6h 29mDelta
Sun 20/46:15 p.m.ORD - YUL
1 stop4h 13mDelta
Deal found 27/3C$ 376
Wed 16/412:30 p.m.YUL - ORD
Nonstop2h 35mAmerican Airlines
Mon 5/58:15 p.m.ORD - YUL
1 stop12h 35mAmerican Airlines
Deal found 27/3C$ 450
Tue 6/52:30 p.m.YUL - ORD
2 stops30h 37mMultiple Airlines
Thu 8/58:05 p.m.ORD - YUL
1 stop15h 55mMultiple Airlines
Deal found 26/3C$ 463
Fri 18/46:00 p.m.YUL - ORD
1 stop17h 03mWestJet
Sun 27/46:45 a.m.ORD - YUL
1 stop15h 43mWestJet
Deal found 27/3C$ 467
Sat 19/410:00 a.m.YUL - MDW
2 stops10h 47mMultiple Airlines
Sun 20/411:15 a.m.MDW - YUL
1 stop5h 47mMultiple Airlines
Deal found 27/3C$ 480
Sat 21/66:45 a.m.YUL - MDW
2 stops15h 53mWestJet
Tue 24/69:21 a.m.MDW - YUL
1 stop12h 57mWestJet
Deal found 27/3C$ 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 28 March 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

Thu 17/4

6:50 a.m.-10:20 a.m.

1 stop4h 30m

Chicago Midway

Tue 22/4

5:35 p.m.-10:47 p.m.

1 stop4h 12m

C$ 343

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 18/4

3:15 p.m.-7:30 p.m.

1 stop5h 15m

Chicago O'Hare Intl

Sun 20/4

9:40 a.m.-5:21 p.m.

1 stop6h 41m

C$ 349

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Wed 30/4

1:15 p.m.-2:55 p.m.

Nonstop2h 40m

Chicago O'Hare Intl

Sun 4/5

7:00 a.m.-10:28 a.m.

Nonstop2h 28m

C$ 350

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Sat 19/4

7:10 a.m.-12:35 p.m.

1 stop6h 25m

Chicago Midway

Sun 20/4

6:04 a.m.-4:52 p.m.

1 stop9h 48m

C$ 374

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 19/4

6:20 p.m.-8:00 p.m.

Nonstop2h 40m

Chicago O'Hare Intl

Sun 20/4

1:56 p.m.-9:41 p.m.

1 stop6h 45m

C$ 376

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 19/4

7:00 a.m.-4:22 p.m.

1 stop10h 22m

Chicago O'Hare Intl

Sat 26/4

1:25 p.m.-11:28 p.m.

1 stop9h 03m

C$ 384

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Wed 16/4

12:30 p.m.-2:05 p.m.

Nonstop2h 35m

Chicago O'Hare Intl

Mon 5/5

8:15 p.m.-9:50 a.m.

1 stop12h 35m

C$ 450

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 18/4

6:00 p.m.-10:03 a.m.

1 stop17h 03m

Chicago O'Hare Intl

Sun 27/4

6:45 a.m.-11:28 p.m.

1 stop15h 43m

C$ 467

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Sat 19/4

10:00 a.m.-7:47 p.m.

2 stops10h 47m

Chicago Midway

Sun 20/4

11:15 a.m.-6:02 p.m.

1 stop5h 47m

C$ 480

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Sat 21/6

6:45 a.m.-9:38 p.m.

2 stops15h 53m

Chicago Midway

Tue 24/6

9:21 a.m.-11:18 p.m.

1 stop12h 57m

C$ 487

Flights are sorted by cheapest round-trip flights first.

Deals found on 27/3

Showing 1-10 of 20 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 21 March 2025.

Booking 56 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$ 355). 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 28 March 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 12% versus a flight in the evening.

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.

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 28 March 2025.
Peruse reviews from past customers who have flown with Delta, Porter Airlines 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.

Comfort

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
8.0
Very good

Comfort

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Comfort

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Comfort

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Comfort

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Comfort

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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$ 343, 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 United Airlines - these airlines can fly you to your destination from C$ 349 and C$ 350, respectively. These flights start at 27% 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$ 222. 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: Emirates (100%), ANA (89%), Avianca (87%).

  • 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$ 228. While the most popular route (Montreal Pierre Elliott Trudeau Intl - Chicago O'Hare Intl) can be booked for C$ 350 on average our data indicates C$ 2,640 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$ 355). 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 28 March 2025.

Top 6 airlines flying from Pierre Elliott Trudeau Intl to Chicago

Discover the top 6 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 28 March 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 342AverageC$ 470FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
United AirlinesCheapestC$ 360AverageC$ 500FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 368AverageC$ 590FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
DeltaCheapestC$ 370AverageC$ 492FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
American AirlinesCheapestC$ 393AverageC$ 518FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
WestJetCheapestC$ 456AverageC$ 619FlexibilityNo 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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