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$106+ 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 6/24. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YMQ
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
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 June 12, 2025.

Round-trip from

$271
(Trip.com)

One-way from

$106
(Trip.com)

Popular in

February

Cheapest in

September

Average price

$394

Good round-trip deal

$387 or less

Good one-way deal

$163 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 ($7 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 12, 2025.

This Justfly.com deal was found by Cheapflights users on 6/12. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/79:40 amMDW - YUL
1 stop7h 45mPorter Airlines
Mon 8/111:10 pmYUL - MDW
1 stop4h 14mPorter Airlines
Deal found 6/12$271
This American Airlines deal was found by Cheapflights users on 6/11. 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.
Tue 7/228:25 pmORD - YUL
1 stop12h 20mAmerican Airlines
Wed 7/2312:30 pmYUL - ORD
Nonstop2h 35mAmerican Airlines
Deal found 6/11$272
This Mytrip deal was found by Cheapflights users on 6/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/278:40 amORD - YUL
Nonstop2h 18mAir Canada
Sun 8/35:00 amYUL - ORD
1 stop5h 09mAir Canada
Deal found 6/12$273
This Delta deal was found by Cheapflights users on 6/11. 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.
Thu 10/166:00 amMDW - YUL
1 stop10h 04mDelta
Sun 10/197:00 amYUL - MDW
1 stop10h 23mDelta
Deal found 6/11$280
This Delta deal was found by Cheapflights users on 6/11. 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.
Thu 10/166:00 amORD - YUL
1 stop10h 04mDelta
Sun 10/196:00 amYUL - ORD
1 stop7h 39mDelta
Deal found 6/11$280
This Kiwi.com deal was found by Cheapflights users on 6/11. 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.
Wed 7/309:40 amMDW - YUL
1 stop13h 57mMultiple Airlines
Tue 8/510:45 amYUL - MDW
1 stop6h 39mMultiple Airlines
Deal found 6/11$316
This Kiwi.com deal was found by Cheapflights users on 6/11. 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.
Sun 9/78:12 pmORD - YUL
2 stops15h 18mMultiple Airlines
Thu 9/116:35 pmYUL - ORD
1 stop5h 35mMultiple Airlines
Deal found 6/11$329
This United Airlines deal was found by Cheapflights users on 6/11. 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.
Mon 7/145:58 pmORD - YUL
Nonstop2h 31mUnited Airlines
Mon 7/219:45 amYUL - ORD
Nonstop2h 39mUnited Airlines
Deal found 6/11$354
This oojo deal was found by Cheapflights users on 6/12. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1212:43 pmMDW - YUL
1 stop10h 10mWestJet
Mon 8/186:45 amYUL - MDW
2 stops16h 04mWestJet
Deal found 6/12$425

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 June 12, 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

MDW - YUL

MDWYUL

Chicago Midway

Thu 8/7

9:40 am-6:25 pm

1 stop7h 45m

Montreal Pierre Elliott Trudeau Intl

Mon 8/11

1:10 pm-4:24 pm

1 stop4h 14m

$271

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Tue 7/22

8:25 pm-9:45 am

1 stop12h 20m

Montreal Pierre Elliott Trudeau Intl

Wed 7/23

12:30 pm-2:05 pm

Nonstop2h 35m

$272

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Sun 7/27

8:40 am-11:58 am

Nonstop2h 18m

Montreal Pierre Elliott Trudeau Intl

Sun 8/3

5:00 am-9:09 am

1 stop5h 09m

$273

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Thu 10/16

6:00 am-5:04 pm

1 stop10h 04m

Montreal Pierre Elliott Trudeau Intl

Sun 10/19

7:00 am-4:23 pm

1 stop10h 23m

$280

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Thu 10/16

6:00 am-5:04 pm

1 stop10h 04m

Montreal Pierre Elliott Trudeau Intl

Sun 10/19

6:00 am-12:39 pm

1 stop7h 39m

$280

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Wed 7/30

9:40 am-12:37 am

1 stop13h 57m

Montreal Pierre Elliott Trudeau Intl

Tue 8/5

10:45 am-4:24 pm

1 stop6h 39m

$316

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Sun 9/7

8:12 pm-12:30 pm

2 stops15h 18m

Montreal Pierre Elliott Trudeau Intl

Thu 9/11

6:35 pm-11:10 pm

1 stop5h 35m

$329

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Mon 7/14

5:58 pm-9:29 pm

Nonstop2h 31m

Montreal Pierre Elliott Trudeau Intl

Mon 7/21

9:45 am-11:24 am

Nonstop2h 39m

$354

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Tue 8/12

12:43 pm-11:53 pm

1 stop10h 10m

Montreal Pierre Elliott Trudeau Intl

Mon 8/18

6:45 am-9:49 pm

2 stops16h 04m

$425

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Tue 6/24

9:40 am-6:40 pm

1 stop8h 00m

$106

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 21 results
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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 9, 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 June 12, 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 June 12, 2025.

The most flights from CHI to YMQ are scheduled on a Wednesday (28 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (18 on average).

Rainfall in Montreal by month

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

In terms of precipitation, rainfall in Montreal ranges from 2.5 - 4.4 inches per month. August is typically the wettest month, when rainfall can reach 4.4 in. February is typically the driest time to visit Montreal when rainfall is around 2.5 in.

Temperature in Montreal by month

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

If weather is an important factor for your trip to Montreal, 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 71.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 15.8 F).

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 June 12, 2025.
To help decide which airline to fly from Chicago to Montreal, see what other customers have to say about Japan Airlines, Porter Airlines and Delta. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Japan Airlines
8.3
Very good
1,489 reviews

Entertainment

7.8

Crew

8.7

Overall

8.3

Comfort

8.2

Boarding

8.4

Food

7.7

Reviews

1 / 20
6.0
Good

Anonymous,May 2025

DFW - NRT

This flight was operated by American Airlines. The food was barely tolerable. Mid flight sandwich was ice cold, could not be bothered to warm it up. Staff did not seem to like their jobs very much. Too many seats packed in to maximize profit. A true “cattle car” experience. Subsequent flight from Tokyo to HCMC was on Japan Airlines which was excellent. No comparison between JAL and AA. Unfortunately that’s just the way service is in America nowadays.
Japan Airlines
8.3
Very good
1,489 reviews
Japan Airlines
8.3
Very good
1,489 reviews

Entertainment

7.8

Crew

8.7

Overall

8.3

Comfort

8.2

Boarding

8.4

Food

7.7

Reviews

1 / 20
6.0
Good

Anonymous,May 2025

DFW - NRT

This flight was operated by American Airlines. The food was barely tolerable. Mid flight sandwich was ice cold, could not be bothered to warm it up. Staff did not seem to like their jobs very much. Too many seats packed in to maximize profit. A true “cattle car” experience. Subsequent flight from Tokyo to HCMC was on Japan Airlines which was excellent. No comparison between JAL and AA. Unfortunately that’s just the way service is in America nowadays.
Porter Airlines
8.0
Very good
288 reviews
Japan Airlines
8.3
Very good
1,489 reviews

Entertainment

7.8

Crew

8.7

Overall

8.3

Comfort

8.2

Boarding

8.4

Food

7.7

Reviews

1 / 20
6.0
Good

Anonymous,May 2025

DFW - NRT

This flight was operated by American Airlines. The food was barely tolerable. Mid flight sandwich was ice cold, could not be bothered to warm it up. Staff did not seem to like their jobs very much. Too many seats packed in to maximize profit. A true “cattle car” experience. Subsequent flight from Tokyo to HCMC was on Japan Airlines which was excellent. No comparison between JAL and AA. Unfortunately that’s just the way service is in America nowadays.
Delta
8.0
Very good
7,950 reviews
Japan Airlines
8.3
Very good
1,489 reviews

Entertainment

7.8

Crew

8.7

Overall

8.3

Comfort

8.2

Boarding

8.4

Food

7.7

Reviews

1 / 20
6.0
Good

Anonymous,May 2025

DFW - NRT

This flight was operated by American Airlines. The food was barely tolerable. Mid flight sandwich was ice cold, could not be bothered to warm it up. Staff did not seem to like their jobs very much. Too many seats packed in to maximize profit. A true “cattle car” experience. Subsequent flight from Tokyo to HCMC was on Japan Airlines which was excellent. No comparison between JAL and AA. Unfortunately that’s just the way service is in America nowadays.
Air Transat
7.8
Good
396 reviews
Japan Airlines
8.3
Very good
1,489 reviews

Entertainment

7.8

Crew

8.7

Overall

8.3

Comfort

8.2

Boarding

8.4

Food

7.7

Reviews

1 / 20
6.0
Good

Anonymous,May 2025

DFW - NRT

This flight was operated by American Airlines. The food was barely tolerable. Mid flight sandwich was ice cold, could not be bothered to warm it up. Staff did not seem to like their jobs very much. Too many seats packed in to maximize profit. A true “cattle car” experience. Subsequent flight from Tokyo to HCMC was on Japan Airlines which was excellent. No comparison between JAL and AA. Unfortunately that’s just the way service is in America nowadays.
United Airlines
7.4
Good
8,790 reviews
Japan Airlines
8.3
Very good
1,489 reviews

Entertainment

7.8

Crew

8.7

Overall

8.3

Comfort

8.2

Boarding

8.4

Food

7.7

Reviews

1 / 20
6.0
Good

Anonymous,May 2025

DFW - NRT

This flight was operated by American Airlines. The food was barely tolerable. Mid flight sandwich was ice cold, could not be bothered to warm it up. Staff did not seem to like their jobs very much. Too many seats packed in to maximize profit. A true “cattle car” experience. Subsequent flight from Tokyo to HCMC was on Japan Airlines which was excellent. No comparison between JAL and AA. Unfortunately that’s just the way service is in America nowadays.

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 $271, Porter Airlines will fly you from Chicago to Montreal and back. In addition to Porter Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from American Airlines and Air Canada - these airlines can fly you to your destination from $272 and $273, respectively. Porter Airlines is 28% 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 Porter Airlines. According to our data, you can fly for as low as $106. Users have also found prices from $117 and $122 on Delta and American Airlines, 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: Republic Airways (91%), Emirates (91%), Copa Airlines (91%).

  • What are the cheapest flights from Chicago to Montreal?

    While on average a flight from Chicago to Montreal is generally $1,773, 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 $191 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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$151Average$415FlexibilityNo cancel feeOn-time67%
American AirlinesCheapest$187Average$405FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$215Average$353FlexibilityNo cancel feeOn-time69%
Porter AirlinesCheapest$249Average$391FlexibilityNo cancel feeOn-time52%

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