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$131+ 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 5/31. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YMQ
Jun 12 — Jun 191
Fri 6/12
Fri 6/19
1 adult, Economy
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Find cheap flights from Chicago to Montreal with Cheapflights

1. Tell us where you want to go

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Cheapflights Tip: The best prices from Chicago to Montreal are usually found in April or March, booked 48 days in advance, depart on a Thursday or Monday and return on a Thursday

Cheap 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 May 13, 2026.

This Flightnetwork deal was found by Cheapflights users on 5/13. 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.
Sat 6/207:25 am
ORD
-
YUL
1 stop5h 22m
Air Canada
Thu 6/257:30 am
YUL
-
ORD
1 stop6h 40m
Air Canada
Deal found 5/13$294
This Mytrip deal was found by Cheapflights users on 5/12. 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.
Wed 6/107:25 am
ORD
-
YUL
1 stop5h 20m
Air Canada
Wed 6/178:40 am
YUL
-
ORD
Nonstop2h 38m
Air Canada
Deal found 5/12$297
This Mytrip deal was found by Cheapflights users on 5/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/153:40 pm
ORD
-
YUL
Nonstop2h 15m
Air Canada
Fri 6/197:30 am
YUL
-
ORD
1 stop6h 40m
Air Canada
Deal found 5/11$299
This Trip.com deal was found by Cheapflights users on 5/10. 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.
Sun 6/1410:15 am
MDW
-
YUL
1 stop6h 00m
Porter Airlines
Thu 6/2510:35 am
YUL
-
MDW
1 stop5h 00m
Porter Airlines
Deal found 5/10$300
This Vliegwinkel deal was found by Cheapflights users on 5/10. 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 Vliegwinkel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/303:40 pm
ORD
-
YUL
Nonstop2h 24m
Air Canada
Tue 6/28:40 am
YUL
-
ORD
Nonstop2h 38m
Air Canada
Deal found 5/10$300
This Mytrip deal was found by Cheapflights users on 5/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/218:35 am
ORD
-
YUL
Nonstop2h 23m
Air Canada
Tue 6/234:30 pm
YUL
-
ORD
1 stop4h 46m
Air Canada
Deal found 5/11$301
This Kiwi.com deal was found by Cheapflights users on 5/9. 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.
Mon 6/1510:15 am
MDW
-
YUL
1 stop6h 00m
Porter Airlines
Mon 6/226:30 am
YUL
-
MDW
1 stop4h 10m
Porter Airlines
Deal found 5/9$302
This Mytrip deal was found by Cheapflights users on 5/12. 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.
Tue 6/22:00 pm
ORD
-
YUL
1 stop6h 45m
Air Canada
Sat 6/68:45 am
YUL
-
ORD
1 stop5h 25m
Air Canada
Deal found 5/12$303
This Mytrip deal was found by Cheapflights users on 5/13. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/288:45 am
ORD
-
YUL
Nonstop2h 15m
Air Canada
Mon 6/19:10 am
YUL
-
ORD
1 stop6h 45m
Air Canada
Deal found 5/13$305
This Mytrip deal was found by Cheapflights users on 5/10. 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.
Wed 6/247:25 am
ORD
-
YUL
1 stop5h 22m
Air Canada
Wed 7/18:40 am
YUL
-
ORD
Nonstop2h 36m
Air Canada
Deal found 5/10$306
This Mytrip deal was found by Cheapflights users on 5/12. 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.
Sat 5/3011:05 am
ORD
-
YUL
Nonstop2h 11m
Air Canada
Mon 6/18:30 am
YUL
-
ORD
1 stop7h 25m
Air Canada
Deal found 5/12$307
This Mytrip deal was found by Cheapflights users on 5/12. 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.
Mon 6/12:00 pm
ORD
-
YUL
1 stop6h 45m
Air Canada
Mon 6/89:10 am
YUL
-
ORD
1 stop6h 45m
Air Canada
Deal found 5/12$308

Find 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 May 13, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$294
(Flightnetwork)

One-way from

$131
(Super.com)

Popular in

June

Cheapest in

April

Average price

$407

Good round-trip deal

$558 or less

Good one-way deal

$228 or less
Provider with most accurate pricing for Chicago (CHI)-Montreal (YMQ) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Montreal (YMQ) flights.
Search Deals
From Chicago (CHI) to Montreal (YMQ)
Search Deals
One-way flight from Chicago (CHI) to Montreal (YMQ)
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($50 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to Montreal (YMQ).
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to Montreal (YMQ).
Search Deals

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 May 13, 2026.
Use the filters below to find and compare flights from Chicago to Montreal that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Wed 5/27

6:04 pm-9:26 pm

Nonstop2h 22m

Montreal Pierre Elliott Trudeau Intl

Sat 5/30

6:10 am-7:50 am

Nonstop2h 40m

$348

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Sat 6/6

6:04 pm-9:26 pm

Nonstop2h 22m

Montreal Pierre Elliott Trudeau Intl

Tue 6/9

6:10 am-7:50 am

Nonstop2h 40m

$348

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Wed 6/3

7:10 am-4:10 pm

1 stop8h 00m

Montreal Pierre Elliott Trudeau Intl

Thu 6/4

6:10 am-7:50 am

Nonstop2h 40m

$358

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Tue 7/7

5:58 pm-9:26 pm

Nonstop2h 28m

Montreal Pierre Elliott Trudeau Intl

Tue 7/14

9:45 am-11:20 am

Nonstop2h 35m

$365

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Tue 8/25

7:11 am-10:40 am

Nonstop2h 29m

Montreal Pierre Elliott Trudeau Intl

Sun 8/30

9:45 am-11:21 am

Nonstop2h 36m

$365

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Mon 6/1

5:08 pm-11:57 pm

1 stop5h 49m

Montreal Pierre Elliott Trudeau Intl

Sun 6/7

7:00 am-4:16 pm

1 stop10h 16m

$373

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Wed 6/17

12:50 pm-11:55 pm

1 stop10h 05m

Montreal Pierre Elliott Trudeau Intl

Tue 6/23

7:00 am-4:16 pm

1 stop10h 16m

$373

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Thu 6/4

12:53 pm-11:57 pm

1 stop10h 04m

Montreal Pierre Elliott Trudeau Intl

Sun 6/7

6:00 am-12:46 pm

1 stop7h 46m

$373

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Mon 6/8

2:07 pm-11:28 pm

1 stop8h 21m

Montreal Pierre Elliott Trudeau Intl

Mon 6/15

6:00 am-12:40 pm

1 stop7h 40m

$373

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Thu 6/4

5:00 am-1:09 pm

1 stop7h 09m

Montreal Pierre Elliott Trudeau Intl

Sun 6/7

6:10 am-7:50 am

Nonstop2h 40m

$375

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/10

Showing 1-10 of 47 resultsSorted by cheapest first
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Compare providers for flights from Chicago to Montreal

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Montreal in May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Montreal flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Montreal flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Montreal flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Montreal flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Montreal flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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?

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 70 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, October is the cheapest month in which you can book a flight from Chicago to Montreal (average of $56). Flying from Chicago to Montreal in July is currently the most expensive (average of $131). 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 May 13, 2026.

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 evening tend to be the most expensive. A flight at noon could potentially save you up to 24% 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 May 13, 2026.

The most flights from CHI to YMQ are scheduled on a Monday (27 on average). You will have fewer flight options on Friday, which is when the least amount of flights are scheduled (24 on average).

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

What’s the top layover airport for flights from Chicago to Montreal?

Share of 1-stop round-trip flights from Chicago to Montreal chosen by Cheapflights users in the past 12 months, using the same layover each way.

Toronto (YTZ) – chosen by Cheapflights users on 67% of 1-stop itineraries from Chicago to Montreal on Cheapflights.

What’s the cheapest layover airport for flights from Chicago to Montreal?

Average round-trip fare for 1-stop flights from Chicago to Montreal, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Toronto (YTZ) is the most affordable 1-stop option, with an average round-trip price of $278.

What’s the fastest layover option from Chicago to Montreal?

Shortest average travel time for 1-stop one-way flights from Chicago to Montreal, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Toronto (YTZ) have the shortest average one-way travel time for 1-stop routes: 3h 55m.

Which airport typically offers the quickest layover for flights from Chicago to Montreal?

Average layover duration for 1-stop one-way flights from Chicago to Montreal, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Toronto (YTZ) offer the fastest connection on this route, with an average layover time of 0h 59m.

How often are flights from Chicago to Montreal delayed?

About 19% of weekly flights between Chicago and Montreal have experienced delays in the past year, with the average delay time being 139 minutes.

What is the most punctual flight time for Chicago to Montreal flights?

Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the early afternoon tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Thursday tends to have the lowest number of delays on this route, whereas Wednesday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on Chicago to Montreal flights?

Over the last year, American Airlines have had the lowest number of delays on this route, with just 14% of flights being delayed.

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 May 13, 2026.
Read reviews from past customers who have flown Porter Airlines,Delta, andUnited 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
436 reviews

Boarding

8.2

Entertainment

7.0

Crew

8.6

Food

7.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
Porter Airlines
8.0
Very good
436 reviews
Porter Airlines
8.0
Very good
436 reviews

Boarding

8.2

Entertainment

7.0

Crew

8.6

Food

7.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
Delta
7.9
Good
8,452 reviews
Porter Airlines
8.0
Very good
436 reviews

Boarding

8.2

Entertainment

7.0

Crew

8.6

Food

7.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
United Airlines
7.4
Good
9,706 reviews
Porter Airlines
8.0
Very good
436 reviews

Boarding

8.2

Entertainment

7.0

Crew

8.6

Food

7.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
American Airlines
7.1
Good
11,663 reviews
Porter Airlines
8.0
Very good
436 reviews

Boarding

8.2

Entertainment

7.0

Crew

8.6

Food

7.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
Air Canada
7.1
Good
11,026 reviews
Porter Airlines
8.0
Very good
436 reviews

Boarding

8.2

Entertainment

7.0

Crew

8.6

Food

7.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.

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.

  • How long is the flight from Chicago to Montreal?

    There are many flights that can get you from Chicago to Montreal in 2h 22m. Fly via United Airlines or Delta to get the fastest option. Chicago and Montreal are separated by a distance of 745 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines flying from Chicago to Montreal round-trip?

    Currently priced at $111, Delta will fly you from Chicago to Montreal and back. In addition to Delta, 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 $149 and $159, respectively. Delta is 68% 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 $64. Users have also found prices from $74 and $74 on American Airlines and United 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: Emirates (100%), Avianca (88%), American Airlines (79%).

  • What are the cheapest flights from Chicago to Montreal?

    While on average a flight from Chicago to Montreal is generally $1,217, our data shows the cheapest flight currently is $166. When looking at the most popular route, (Chicago O'Hare Intl - Montreal Pierre Elliott Trudeau Intl), you can expect to pay $326 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, October is the cheapest month in which you can book a flight from Chicago to Montreal (average of $56). Flying from Chicago to Montreal in July is currently the most expensive (average of $131). 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

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Top 5 airlines flying from Chicago to Montreal

Discover the top 5 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 May 13, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$111Average$236FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$149Average$372FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$159Average$372FlexibilityNo cancel feeOn-time69%
Porter AirlinesCheapest$160Average$350FlexibilityNo cancel feeOn-time52%
American AirlinesCheapest$213Average$405FlexibilityNo cancel feeOn-time71%

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