Find Cheap Flights from Chicago to Montreal (CHI - YMQ)

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Good to Know

Low Season:
February
Best time to beat the crowds
2%
expected price decrease
High Season:
November
Most popular time to fly
3%
expected price increase
Average price:
C$ 451
(avg. price over the last 2 weeks)
Good Deal:
C$ 341
or less (round trip)

When to Book Flights from Chicago to Montreal

Average price per month
Flight prices as travel date approaches
-1 day
-2 days

Top tips for Finding a Cheap Flight

Looking for a cheap flight? 25% of our users found flights on this route for C$ 341 or less.
The cheapest flight from Chicago to Montreal was found, on average, 82 days before departure.
Book at least 3 weeks before departure in order to get a below-average price.
High season is considered to be October, November and December. The cheapest month to fly is February.
Morning departure is around 22% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for Booking Chicago to Montreal Flights

How long does a flight from Chicago to Montreal take?
An average nonstop flight takes 2h 00m, covering a distance of 1197 km.
How many flights are there between Chicago and Montreal?
There are 279 (nonstop) flights between Chicago and Montreal per week, averaging 40 per day.
Which airlines provide the cheapest flights from Chicago to Montreal?
In the past 3 days, the cheapest round-trip tickets were found on Porter Airlines (C$ 292) and Multiple Airlines (C$ 372)
Do I need a passport to fly between Chicago and Montreal?
Yes.
Which airlines fly most frequently between Chicago and Montreal?
Air Canada (13 times daily), United (13 times daily), ANA (4 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly from Chicago to Montreal?
For Chicago to Montreal, Wednesday is the cheapest day to fly on average and Sunday is the most expensive. Flying from Montreal back to Chicago, the best deals are generally found on Saturday, with Monday being the most expensive.

Book cheap flights from Chicago to Montreal (round-trip)

Airports
Origin
Chicago
C$ 372
only
C$ 372
C$ 292
only
C$ 292
Destination
Montreal
C$ 292
only
C$ 292
Wed, 24 Jan
MDW
YUL
4h 50m
Sat, 27 Jan
YUL
MDW
5h 50m
C$ 292
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 1705 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
YQG
YTZ
Excellent 8.0

Courteous, professional, friendly crew. Great service.

N/A

IAD
YTZ
Excellent 8.0

Fast check in and customs lines in both airports

The chips are pretty bland. I appreciate the free refreshments, but would like a bit of choice

YTZ
EWR
Okay 4.0

Delayed twice. No compensation for delays that resulted in hotel cancellations.

YTZ
YQB
Excellent 9.3

This was my first time flying Porter. The flight was a reasonable price, the service was great. The aircraft was a little on the smaller side but still spacious enough for comfortable travel.

YTZ
IAD
Excellent 10.0

Smaller gate lounge area with lots of private space and complimentary drinks and snack. All Porter employees that I had interaction were professional and attentive to my needs

No suggestion

Fri, 16 Feb
ORD
YUL
2h 16m
Tue, 20 Feb
YUL
ORD
2h 30m
C$ 372
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Wed, 7 Feb
MDW
YUL
6h 35m
Wed, 14 Feb
YUL
MDW
6h 05m
C$ 292
Trip: 8 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 1705 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
IAD
YTZ
Excellent 10.0

Porter Airline was amazing!! They use glasses instead of plastic cups! Nice, cheap, on time, and free wine!

YQG
YTZ
Excellent 8.0

Courteous, professional, friendly crew. Great service.

N/A

YTZ
EWR
Okay 4.0

Delayed twice. No compensation for delays that resulted in hotel cancellations.

YOW
YTZ
Excellent 10.0

On time. Provided snacks and drinks even on a short flight. Group lobby prior to boarding provided coffee, tea, snacks, water for free.

YTZ
IAD
Excellent 10.0

Smaller gate lounge area with lots of private space and complimentary drinks and snack. All Porter employees that I had interaction were professional and attentive to my needs

No suggestion

Sat, 13 Jan
MDW
YUL
5h 45m
Tue, 16 Jan
YUL
MDW
4h 25m
C$ 315
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 1705 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
YTZ
IAD
Excellent 10.0

Smaller gate lounge area with lots of private space and complimentary drinks and snack. All Porter employees that I had interaction were professional and attentive to my needs

No suggestion

YOW
YTZ
Excellent 10.0

the delays both from ottawa and to dc

YTZ
IAD
Excellent 8.4

Boarding and flight were fairly smooth, the crew were friendly and the seats were comfortable.

Told that due to turbulence, no cart service would be available. There didn't seem to be a whole lot of turbulence that would prevent cart service. We did get a bag of terra chips and a small water.

IAD
YTZ
Excellent 8.0

Fast check in and customs lines in both airports

The chips are pretty bland. I appreciate the free refreshments, but would like a bit of choice

YOW
YTZ
Excellent 10.0

On time. Provided snacks and drinks even on a short flight. Group lobby prior to boarding provided coffee, tea, snacks, water for free.

Sat, 17 Feb
ORD
YUL
2h 17m
Tue, 20 Feb
YUL
ORD
2h 30m
C$ 372
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Fri, 9 Feb
MDW
YUL
3h 50m
Mon, 12 Feb
YUL
MDW
5h 55m
C$ 318
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 1705 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
YTZ
EWR
Okay 4.0

Delayed twice. No compensation for delays that resulted in hotel cancellations.

YOW
YTZ
Excellent 10.0

the delays both from ottawa and to dc

YQG
YTZ
Excellent 8.0

Courteous, professional, friendly crew. Great service.

N/A

YOW
YTZ
Excellent 10.0

On time. Provided snacks and drinks even on a short flight. Group lobby prior to boarding provided coffee, tea, snacks, water for free.

IAD
YTZ
Excellent 10.0

Porter Airline was amazing!! They use glasses instead of plastic cups! Nice, cheap, on time, and free wine!

Thu, 15 Mar
ORD
YUL
2h 12m
Sun, 18 Mar
YUL
ORD
2h 30m
C$ 380
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Fri, 23 Feb
MDW
YUL
4h 30m
Sun, 25 Feb
YUL
MDW
4h 55m
C$ 318
Trip: 3 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 1705 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
YTZ
EWR
Excellent 10.0

as above

IAD
YTZ
Excellent 10.0

Porter Airline was amazing!! They use glasses instead of plastic cups! Nice, cheap, on time, and free wine!

YTZ
IAD
Excellent 10.0

Smaller gate lounge area with lots of private space and complimentary drinks and snack. All Porter employees that I had interaction were professional and attentive to my needs

No suggestion

EWR
YTZ
Excellent 10.0

I have flown on Porter numerous time but this was the first for my family. They enjoyed the Porter lounge and convenience of flying from the Toronto island right into EWR. We were able to take the NJ Train right to Penn Station (NYC) faster than any taxi.

YTZ
YQB
Excellent 9.3

This was my first time flying Porter. The flight was a reasonable price, the service was great. The aircraft was a little on the smaller side but still spacious enough for comfortable travel.

Tue, 27 Mar
ORD
YUL
2h 12m
Mon, 2 Apr
YUL
ORD
2h 30m
C$ 380
Trip: 7 days
Overall 0.0 Poor
Based on 0 reviews
Tue, 27 Mar
MDW
YUL
5h 00m
Mon, 2 Apr
YUL
MDW
3h 40m
C$ 321
Trip: 7 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 1705 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
YOW
YTZ
Excellent 10.0

the delays both from ottawa and to dc

YOW
YTZ
Excellent 10.0

On time. Provided snacks and drinks even on a short flight. Group lobby prior to boarding provided coffee, tea, snacks, water for free.

YTZ
IAD
Excellent 8.4

Boarding and flight were fairly smooth, the crew were friendly and the seats were comfortable.

Told that due to turbulence, no cart service would be available. There didn't seem to be a whole lot of turbulence that would prevent cart service. We did get a bag of terra chips and a small water.

YTZ
YQB
Excellent 9.3

This was my first time flying Porter. The flight was a reasonable price, the service was great. The aircraft was a little on the smaller side but still spacious enough for comfortable travel.

EWR
YTZ
Excellent 10.0

I have flown on Porter numerous time but this was the first for my family. They enjoyed the Porter lounge and convenience of flying from the Toronto island right into EWR. We were able to take the NJ Train right to Penn Station (NYC) faster than any taxi.

Fri, 9 Feb
ORD
YUL
7h 15m
Mon, 12 Feb
YUL
ORD
2h 30m
C$ 382
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Sun, 24 Dec
MDW
YUL
6h 05m
Thu, 4 Jan
YUL
MDW
3h 50m
C$ 332
Trip: 12 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 1705 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
IAD
YTZ
Excellent 8.0

Fast check in and customs lines in both airports

The chips are pretty bland. I appreciate the free refreshments, but would like a bit of choice

YTZ
IAD
Excellent 8.4

Boarding and flight were fairly smooth, the crew were friendly and the seats were comfortable.

Told that due to turbulence, no cart service would be available. There didn't seem to be a whole lot of turbulence that would prevent cart service. We did get a bag of terra chips and a small water.

YTZ
IAD
Excellent 10.0

Smaller gate lounge area with lots of private space and complimentary drinks and snack. All Porter employees that I had interaction were professional and attentive to my needs

No suggestion

YTZ
YQB
Excellent 9.3

This was my first time flying Porter. The flight was a reasonable price, the service was great. The aircraft was a little on the smaller side but still spacious enough for comfortable travel.

YOW
YTZ
Excellent 10.0

the delays both from ottawa and to dc

Tue, 9 Jan
ORD
YUL
9h 31m
Thu, 11 Jan
YUL
ORD
2h 30m
C$ 384
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Mon, 25 Dec
MDW
YUL
5h 10m
Thu, 4 Jan
YUL
MDW
3h 50m
C$ 332
Trip: 11 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 1705 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
YOW
YTZ
Excellent 10.0

On time. Provided snacks and drinks even on a short flight. Group lobby prior to boarding provided coffee, tea, snacks, water for free.

YTZ
YQB
Excellent 9.3

This was my first time flying Porter. The flight was a reasonable price, the service was great. The aircraft was a little on the smaller side but still spacious enough for comfortable travel.

EWR
YTZ
Excellent 10.0

I have flown on Porter numerous time but this was the first for my family. They enjoyed the Porter lounge and convenience of flying from the Toronto island right into EWR. We were able to take the NJ Train right to Penn Station (NYC) faster than any taxi.

YQG
YTZ
Excellent 8.0

Courteous, professional, friendly crew. Great service.

N/A

YTZ
EWR
Okay 4.0

Delayed twice. No compensation for delays that resulted in hotel cancellations.

Sun, 17 Dec
ORD
YUL
2h 09m
Tue, 19 Dec
YUL
ORD
6h 42m
C$ 390
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Thu, 28 Dec
MDW
YUL
4h 15m
Thu, 4 Jan
YUL
MDW
3h 30m
C$ 332
Trip: 8 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 1705 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
YTZ
YQB
Excellent 9.3

This was my first time flying Porter. The flight was a reasonable price, the service was great. The aircraft was a little on the smaller side but still spacious enough for comfortable travel.

YOW
YTZ
Excellent 10.0

the delays both from ottawa and to dc

IAD
YTZ
Excellent 8.0

Fast check in and customs lines in both airports

The chips are pretty bland. I appreciate the free refreshments, but would like a bit of choice

YQG
YTZ
Excellent 8.0

Courteous, professional, friendly crew. Great service.

N/A

MDW
YTZ
Excellent 10.0

The earlier flight departure times are really good, the traffic is not jammed yet on the 401 and GEW. Custom waiting times are basically non existing in comparison to Pearson. Planes are relatively on time (only flew 4 times with Porte), staff is friendly. The turboprop planes have more legroom than most others. I do like them, and do recommend Porter.

Fri, 16 Feb
ORD
YUL
2h 00m
Sun, 18 Feb
YUL
ORD
5h 01m
C$ 390
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Fri, 29 Dec
MDW
YUL
5h 34m
Thu, 4 Jan
YUL
MDW
3h 50m
C$ 332
Trip: 7 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 1705 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
IAD
YTZ
Excellent 8.0

Fast check in and customs lines in both airports

The chips are pretty bland. I appreciate the free refreshments, but would like a bit of choice

YOW
YTZ
Excellent 10.0

On time. Provided snacks and drinks even on a short flight. Group lobby prior to boarding provided coffee, tea, snacks, water for free.

MDW
YTZ
Excellent 10.0

The earlier flight departure times are really good, the traffic is not jammed yet on the 401 and GEW. Custom waiting times are basically non existing in comparison to Pearson. Planes are relatively on time (only flew 4 times with Porte), staff is friendly. The turboprop planes have more legroom than most others. I do like them, and do recommend Porter.

YTZ
YQB
Excellent 9.3

This was my first time flying Porter. The flight was a reasonable price, the service was great. The aircraft was a little on the smaller side but still spacious enough for comfortable travel.

IAD
YTZ
Excellent 10.0

Porter Airline was amazing!! They use glasses instead of plastic cups! Nice, cheap, on time, and free wine!

Thu, 22 Feb
ORD
YUL
2h 00m
Mon, 26 Feb
YUL
ORD
5h 01m
C$ 390
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Thu, 1 Feb
MDW
YUL
6h 10m
Mon, 5 Feb
YUL
MDW
4h 00m
C$ 332
Trip: 5 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 1705 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
YTZ
IAD
Excellent 10.0

Smaller gate lounge area with lots of private space and complimentary drinks and snack. All Porter employees that I had interaction were professional and attentive to my needs

No suggestion

YTZ
YQB
Excellent 9.3

This was my first time flying Porter. The flight was a reasonable price, the service was great. The aircraft was a little on the smaller side but still spacious enough for comfortable travel.

IAD
YTZ
Excellent 8.0

Fast check in and customs lines in both airports

The chips are pretty bland. I appreciate the free refreshments, but would like a bit of choice

YQG
YTZ
Excellent 8.0

Courteous, professional, friendly crew. Great service.

N/A

YOW
YTZ
Excellent 10.0

the delays both from ottawa and to dc

Show more results
*
Prices are per person, are for e–tickets and include all taxes & fees in CAD.

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Here's why:

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At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

We compile tonnes of data for you
Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

If you have more questions or if you have a bad price to report to us,
please send us an and someone from our team will get back to you promptly.

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The fares displayed include all taxes and fees for economy class travel and were found by the provider in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.