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$75+ 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 10/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YMQ
8月 19 — 8月 261
火 8/19
火 8/26
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Montreal are usually found in September or October, 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 8月 14, 2025.

Round-trip from

$203
(Air Canada)

One-way from

$75
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$386

Good round-trip deal

$346 or less

Good one-way deal

$131 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. 4% potential increase in price ($19 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 August 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 8月 14, 2025.

This United Airlines deal was found by Cheapflights users on 8/14. 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.
水 10/296:02 amORD - YUL
1 stop6h 26mUnited Airlines
日 11/25:00 amYUL - ORD
Nonstop3h 00mUnited Airlines
Deal found 8/14$202
This Air Canada deal was found by Cheapflights users on 8/14. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
水 10/110:40 amORD - YUL
Nonstop2h 14mAir Canada
月 10/68:20 amYUL - ORD
Nonstop2h 31mAir Canada
Deal found 8/14$203
This United Airlines deal was found by Cheapflights users on 8/14. 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.
金 9/1911:40 amORD - YUL
1 stop7h 05mUnited Airlines
月 9/229:45 amYUL - ORD
Nonstop2h 38mUnited Airlines
Deal found 8/14$212
This American Airlines deal was found by Cheapflights users on 8/14. 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.
土 11/18:45 amORD - YUL
1 stop5h 35mAmerican Airlines
土 11/87:14 amYUL - ORD
1 stop9h 51mAmerican Airlines
Deal found 8/14$213
This American Airlines deal was found by Cheapflights users on 8/14. 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.
日 9/141:10 pmORD - YUL
Nonstop2h 23mAmerican Airlines
水 9/177:25 amYUL - ORD
1 stop16h 47mAmerican Airlines
Deal found 8/14$218
This United Airlines deal was found by Cheapflights users on 8/14. 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.
金 9/1911:40 amORD - YUL
1 stop7h 05mUnited Airlines
日 9/212:20 pmYUL - ORD
1 stop7h 56mUnited Airlines
Deal found 8/14$228
This Flightnetwork deal was found by Cheapflights users on 8/13. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
土 10/1810:40 amORD - YUL
Nonstop2h 14mAir Canada
火 10/213:30 pmYUL - ORD
1 stop4h 59mAir Canada
Deal found 8/13$231
This Trip.com deal was found by Cheapflights users on 8/13. 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.
火 10/213:35 pmORD - YUL
Nonstop2h 15mAir Canada
金 10/243:30 pmYUL - ORD
1 stop4h 59mAir Canada
Deal found 8/13$232
This Booking.com deal was found by Cheapflights users on 8/14. 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.
土 10/410:40 amORD - YUL
Nonstop2h 14mAir Canada
日 10/57:00 amYUL - ORD
1 stop7h 14mAir Canada
Deal found 8/14$234
This Delta deal was found by Cheapflights users on 8/13. 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.
土 9/276:15 pmMDW - YUL
1 stop4h 14mDelta
土 10/410:57 amYUL - MDW
1 stop7h 38mDelta
Deal found 8/13$236
This Delta deal was found by Cheapflights users on 8/14. 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.
火 9/1610:30 amORD - YUL
1 stop4h 35mDelta
水 9/246:00 amYUL - ORD
1 stop7h 35mDelta
Deal found 8/14$236
This Delta deal was found by Cheapflights users on 8/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
土 9/206:15 pmMDW - YUL
1 stop4h 14mDelta
火 9/236:00 amYUL - MDW
1 stop3h 40mDelta
Deal found 8/12$237

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 8月 14, 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

火 10/21

10:40 am-1:54 pm

Nonstop2h 14m

Montreal Pierre Elliott Trudeau Intl

土 10/25

8:20 am-9:51 am

Nonstop2h 31m

$203

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

金 11/14

11:49 am-3:11 pm

Nonstop2h 22m

Montreal Pierre Elliott Trudeau Intl

日 11/16

7:14 am-11:40 pm

1 stop17h 26m

$203

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

水 9/24

10:40 am-1:54 pm

Nonstop2h 14m

Montreal Pierre Elliott Trudeau Intl

木 10/2

8:20 am-9:51 am

Nonstop2h 31m

$203

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

火 10/7

10:40 am-1:54 pm

Nonstop2h 14m

Montreal Pierre Elliott Trudeau Intl

火 10/14

8:20 am-9:51 am

Nonstop2h 31m

$203

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

金 10/24

8:40 am-11:54 am

Nonstop2h 14m

Montreal Pierre Elliott Trudeau Intl

火 10/28

9:25 am-11:18 am

Nonstop2h 53m

$203

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

火 9/16

10:40 am-1:54 pm

Nonstop2h 14m

Montreal Pierre Elliott Trudeau Intl

火 9/23

8:20 am-9:51 am

Nonstop2h 31m

$203

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

金 10/24

3:35 pm-6:50 pm

Nonstop2h 15m

Montreal Pierre Elliott Trudeau Intl

月 10/27

9:25 am-11:18 am

Nonstop2h 53m

$203

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

火 9/23

8:40 am-11:57 am

Nonstop2h 17m

Montreal Pierre Elliott Trudeau Intl

水 10/1

1:20 pm-2:55 pm

Nonstop2h 35m

$203

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

水 10/15

8:40 am-11:54 am

Nonstop2h 14m

Montreal Pierre Elliott Trudeau Intl

土 10/18

8:20 am-9:51 am

Nonstop2h 31m

$203

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

木 10/23

10:40 am-1:54 pm

Nonstop2h 14m

Montreal Pierre Elliott Trudeau Intl

日 10/26

9:25 am-11:18 am

Nonstop2h 53m

$203

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/11

Showing 1-10 of 39 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 August 8, 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 8月 14, 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 at noon could potentially save you up to 28% 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 8月 14, 2025.

The most flights from CHI to YMQ are scheduled on a Wednesday (28 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (11 on average).

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 8月 14, 2025.
Read reviews from past customers who have flown Porter Airlines, United Airlines, and American 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
332 reviews

Entertainment

7.0

Crew

8.7

Food

7.6

Boarding

8.2

Overall

8.0

Comfort

8.0

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
332 reviews
Porter Airlines
8.0
Very good
332 reviews

Entertainment

7.0

Crew

8.7

Food

7.6

Boarding

8.2

Overall

8.0

Comfort

8.0

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
8,916 reviews
Porter Airlines
8.0
Very good
332 reviews

Entertainment

7.0

Crew

8.7

Food

7.6

Boarding

8.2

Overall

8.0

Comfort

8.0

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
332 reviews

Entertainment

7.0

Crew

8.7

Food

7.6

Boarding

8.2

Overall

8.0

Comfort

8.0

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
3,015 reviews
Porter Airlines
8.0
Very good
332 reviews

Entertainment

7.0

Crew

8.7

Food

7.6

Boarding

8.2

Overall

8.0

Comfort

8.0

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
Air Canada
7.1
Good
9,949 reviews
Porter Airlines
8.0
Very good
332 reviews

Entertainment

7.0

Crew

8.7

Food

7.6

Boarding

8.2

Overall

8.0

Comfort

8.0

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 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 $159, 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 American Airlines and United Airlines - these airlines can fly you to your destination from $192 and $202, respectively. Air Canada is 57% 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 American Airlines. According to our data, you can fly for as low as $75. Users have also found prices from $89 and $117 on Delta and Porter 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: Alaska Airlines (88%), American Airlines (84%), Envoy Air (84%).

  • What are the cheapest flights from Chicago to Montreal?

    While on average a flight from Chicago to Montreal is generally $725, our data shows the cheapest flight currently is $74. When looking at the most popular route, (Chicago O'Hare Intl - Montreal Pierre Elliott Trudeau Intl), you can expect to pay $193 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 8月 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$159Average$402FlexibilityNo cancel feeOn-time67%
American AirlinesCheapest$192Average$405FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$202Average$386FlexibilityNo cancel feeOn-time69%
Porter AirlinesCheapest$245Average$307FlexibilityNo cancel feeOn-time52%

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