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$115+ Cheap flights from Chicago (CHI) to Montreal (YMQ)

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 7/13. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YMQ
Jul 9 — Jul 161
Wed 7/9
Wed 7/16
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Montreal are usually found in September or April, booked 63 days in advance, depart on a Thursday or Friday and return on a Thursday

Cheap flight deals from Chicago to Montreal

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Montreal (YMQ). 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 July 4, 2025.

Round-trip from

$261
(Booking.com)

One-way from

$115
(Air Canada)

Popular in

February

Cheapest in

September

Average price

$393

Good round-trip deal

$388 or less

Good one-way deal

$171 or less
From Chicago (CHI) to Montreal (YMQ)
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One-way flight from Chicago (CHI) to Montreal (YMQ)
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Highest demand for flights based on searches. 8% potential increase in price ($36 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 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 Chicago (CHI) to Montreal (YMQ).
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Price to beat on a one-way flight from Chicago (CHI) to Montreal (YMQ).
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Find flight deals from Chicago to Montreal

Cheapest flights from Chicago to Montreal
Explore the most affordable flight options available from Chicago to Montreal. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 4, 2025.

This Booking.com deal was found by Cheapflights users on 7/2. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/306:00 amORD - YUL
1 stop6h 09mAir Canada
Wed 8/69:15 amYUL - ORD
1 stop4h 58mAir Canada
Deal found 7/2$261
This Kiwi.com deal was found by Cheapflights users on 7/3. 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 9/125:20 pmMDW - YUL
1 stop3h 55mMultiple Airlines
Sat 9/1310:57 amYUL - MDW
1 stop7h 38mMultiple Airlines
Deal found 7/3$262
This United Airlines deal was found by Cheapflights users on 7/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/15:01 amORD - YUL
1 stop9h 25mUnited Airlines
Sun 10/58:20 amYUL - ORD
Nonstop2h 31mUnited Airlines
Deal found 7/3$267
This Trip.com deal was found by Cheapflights users on 7/1. 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 8/295:20 pmMDW - YUL
1 stop3h 55mPorter Airlines
Mon 9/16:55 amYUL - MDW
1 stop3h 55mPorter Airlines
Deal found 7/1$268
This United deal was found by Cheapflights users on 7/2. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/47:11 amORD - YUL
Nonstop2h 29mMultiple Airlines
Sun 9/76:15 amYUL - ORD
Nonstop2h 46mMultiple Airlines
Deal found 7/2$269
This American Airlines deal was found by Cheapflights users on 7/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/18:10 amORD - YUL
Nonstop2h 26mAmerican Airlines
Wed 9/105:15 pmYUL - ORD
Nonstop2h 35mAmerican Airlines
Deal found 7/3$276
This Delta deal was found by Cheapflights users on 7/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/166:17 pmMDW - YUL
1 stop4h 11mDelta
Fri 8/2212:47 pmYUL - MDW
1 stop9h 57mDelta
Deal found 7/2$280
This Delta deal was found by Cheapflights users on 7/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/159:10 amORD - YUL
1 stop5h 53mDelta
Sun 8/176:00 amYUL - ORD
1 stop5h 20mDelta
Deal found 7/3$280

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago to Montreal 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 July 4, 2025.
Use the filters below to find and compare flights from Chicago to Montreal that are best for you.

Fly from

Chicago

Fly to

Montreal

Route

Depart

Return

Price

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Wed 7/30

6:00 am-1:09 pm

1 stop6h 09m

Montreal Pierre Elliott Trudeau Intl

Wed 8/6

9:15 am-1:13 pm

1 stop4h 58m

$261

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Fri 9/12

5:20 pm-10:15 pm

1 stop3h 55m

Montreal Pierre Elliott Trudeau Intl

Sat 9/13

10:57 am-5:35 pm

1 stop7h 38m

$262

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Wed 10/1

5:01 am-3:26 pm

1 stop9h 25m

Montreal Pierre Elliott Trudeau Intl

Sun 10/5

8:20 am-9:51 am

Nonstop2h 31m

$267

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Fri 8/29

5:20 pm-10:15 pm

1 stop3h 55m

Montreal Pierre Elliott Trudeau Intl

Mon 9/1

6:55 am-9:50 am

1 stop3h 55m

$268

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Thu 9/4

7:11 am-10:40 am

Nonstop2h 29m

Montreal Pierre Elliott Trudeau Intl

Sun 9/7

6:15 am-8:01 am

Nonstop2h 46m

$269

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Mon 9/1

8:10 am-11:36 am

Nonstop2h 26m

Montreal Pierre Elliott Trudeau Intl

Wed 9/10

5:15 pm-6:50 pm

Nonstop2h 35m

$276

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Sat 8/16

9:31 am-4:03 pm

1 stop5h 32m

Montreal Pierre Elliott Trudeau Intl

Fri 8/22

12:55 pm-6:37 pm

1 stop6h 42m

$280

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Fri 8/15

9:10 am-4:03 pm

1 stop5h 53m

Montreal Pierre Elliott Trudeau Intl

Sun 8/17

6:00 am-10:20 am

1 stop5h 20m

$280

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Sun 7/13

9:55 am-9:43 pm

1 stop10h 48m

$115

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Fri 8/29

5:20 pm-10:15 pm

1 stop3h 55m

$116

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/3

Showing 1-10 of 18 results
1
2

Best time to book a flight from Chicago to Montreal

Have a flexible travel schedule? Discover the best time to fly to Montreal 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

How far ahead should I book a flight from Chicago to Montreal?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Montreal. Price data was last updated on June 27, 2025.

The price you pay for your flight from Chicago to Montreal may vary depending on when you book. For the best chance of a lower fare, look to book 63 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?

Currently, January is the cheapest month in which you can book a flight from Chicago to Montreal (average of $270). Flying from Chicago to Montreal 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 YMQ?

Find hourly flight availability from Chicago to Montreal. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 4, 2025.

One of the essential ways to save on airfare from Chicago to Montreal is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the evening could potentially save you up to 64% on airfare.

Weekly flight availability from Chicago to Montreal

Explore weekly flight availability from Chicago to Montreal. 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 July 4, 2025.

The most flights from CHI to YMQ are scheduled on a Wednesday (28 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (22 on average).

How much does it cost to fly round-trip from Chicago to Montreal?

Reviews of airlines servicing Montreal

Get insights into the airlines that provide service to Montreal. 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 Montreal. Reviews last updated July 4, 2025.
Read reviews from past customers who have flown Porter Airlines, Delta, and United Airlines from Chicago to Montreal. 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.
Porter Airlines
8.0
Very good
297 reviews

Entertainment

7.1

Overall

8.0

Crew

8.7

Food

7.7

Boarding

8.2

Comfort

8.1

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!!!
Porter Airlines
8.0
Very good
297 reviews
Porter Airlines
8.0
Very good
297 reviews

Entertainment

7.1

Overall

8.0

Crew

8.7

Food

7.7

Boarding

8.2

Comfort

8.1

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!!!
Delta
8.0
Very good
7,970 reviews
Porter Airlines
8.0
Very good
297 reviews

Entertainment

7.1

Overall

8.0

Crew

8.7

Food

7.7

Boarding

8.2

Comfort

8.1

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!!!
United Airlines
7.4
Good
8,845 reviews
Porter Airlines
8.0
Very good
297 reviews

Entertainment

7.1

Overall

8.0

Crew

8.7

Food

7.7

Boarding

8.2

Comfort

8.1

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!!!
American Airlines
7.2
Good
10,000 reviews
Porter Airlines
8.0
Very good
297 reviews

Entertainment

7.1

Overall

8.0

Crew

8.7

Food

7.7

Boarding

8.2

Comfort

8.1

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!!!
WestJet
7.2
Good
2,917 reviews
Porter Airlines
8.0
Very good
297 reviews

Entertainment

7.1

Overall

8.0

Crew

8.7

Food

7.7

Boarding

8.2

Comfort

8.1

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 Chicago to Montreal. 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 Chicago to Montreal round-trip?

    Currently priced at $261, Air Canada will fly you from Chicago to Montreal and back. In addition to Air Canada, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from United Airlines and Porter Airlines - these airlines can fly you to your destination from $267 and $268, respectively. Air Canada is 31% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest airlines to fly from Chicago to Montreal one-way?

    For one-way options, check prices for Air Canada. According to our data, you can fly for as low as $115. Users have also found prices from $116 and $117 on Porter Airlines and Delta, respectively.

  • What are the most reliable airlines from Chicago to Montreal?

    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 Chicago to Montreal on time: Emirates (90%), American Airlines (89%), Envoy Air (89%).

  • What are the cheapest flights from Chicago to Montreal?

    While on average a flight from Chicago to Montreal is generally $1,455, our data shows the cheapest flight currently is $67. When looking at the most popular route, (Chicago O'Hare Intl - Montreal Pierre Elliott Trudeau Intl), you can expect to pay $162 for that flight.

  • Can I find deals for flights from Chicago to Montreal that include hotel bookings?

    Yes. In addition to deals on Chicago to Montreal flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Montreal?

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

  • Can I find deals for business class flights from Chicago to Montreal?

    Yes. Cheapflights offers flight deals from Chicago to Montreal 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?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Montreal (average of $270). Flying from Chicago to Montreal 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

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Top 4 airlines flying from Chicago to Montreal

Discover the top 4 airlines that operate flights from Chicago to Montreal. 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 July 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$149Average$419FlexibilityNo cancel feeOn-time67%
American AirlinesCheapest$210Average$405FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$215Average$397FlexibilityNo cancel feeOn-time69%
Porter AirlinesCheapest$249Average$391FlexibilityNo cancel feeOn-time52%

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