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

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Sat 11/25
Sat 12/2
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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:
$359
(avg. price over the last 2 weeks)
Good Deal:
$255
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 $254 or less.
The cheapest flight from Chicago to Montreal was found 82 days before departure, on average.
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 4% 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 744 miles.
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 ($230), Multiple Airlines ($293) and Air Canada ($293).
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 Chicago to Montreal?
For Chicago to Montreal, Wednesday is the cheapest day to fly on average and Saturday 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
$293
only
$293
$230
only
$230
Destination
Montreal
$230
only
$230
Wed, Jan 24
MDW
YUL
4h 50m
Sat, Jan 27
YUL
MDW
5h 50m
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
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
EWR
Excellent 10.0

as above

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
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

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

Thu, Jan 18
ORD
YUL
2h 18m
Sun, Jan 21
YUL
ORD
2h 30m
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Fri, Feb 9
ORD
YUL
2h 00m
Mon, Feb 12
YUL
ORD
2h 30m
Trip: 4 days
7.7GoodShow reviews
Overall 7.7 Good
Based on 82 reviews
Overall
7.2
Boarding
7.3
Comfort
7.0
Crew
7.7
Entertainment
6.9
Food
6.4
ORD
YUL
Good 7.3

The seats are large, but they tilt forward. I'm 6'2" and have anxiety issues related to spinal problems. That forward pitch in the seat (half way up the seat) is an painful problem for people like me.

ORD
YUL
Excellent 8.0

Very short flight, not much to say

ORD
YUL
Good 6.4

Taxied to runway, but had to go back to terminal due to one seat not staying in upright position. Flight was about an hour late then.

ORD
YUL
Mediocre 2.0

See above.

ORD
YUL
Excellent 10.0

Extremely helpful and accommodating! Thanks to all!

Sat, Mar 10
ORD
YUL
2h 11m
Sat, Mar 17
YUL
ORD
2h 38m
Trip: 7 days
7.4GoodShow reviews
Overall 7.4 Good
Based on 3 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
PHL
CDG
Good 6.3

The actual flight was fine. But leading up to it not so much.

Please inform travelers that their passport must not expire within 3-6 months of their trip to France. I was unaware of this and was not allowed on our flight in Philadelphia because my passport would expire in two months. We lost an entire day in France because I had to go to the customs office the next morning and get an emergency passport. I travel frequently, but somehow was not aware of this rule. If I had known I would have fixed the issue months ago. Multiple people viewed my ticket and passport before arriving in Philadelphia and no one caught this error until right as I was boarding the flight to Paris.

LAX
OGG
Okay 5.3

First Class seating was of course better than economy.

Flight to Maui had no Mai Tai drinks available, no heated towels, no dessert, barely any service from the flight attendant(s).

ORD
YUL
Excellent 10.0

Everything was on time!

JFK
LHR
Good 6.6

The flight was good, as well as the attentive staff

Kayak messed up royally by saying this flight was an Iberian. We went to the Iberian terminal as the email I received said the flight was an Iberian. After waiting on line for twenty minutes we were informed that this changed to an American Airlines/ British airways flight. We had to AirTran to the next terminal and almost missed the flight. Kayak needs to keep their customers better informed.

FAT
LAX
Excellent 8.0

YYC is a nice airport. I have found I like Canadian's more then Americans when it come to air travel.

LAX is not a convenient airport at all.

Wed, Feb 7
MDW
YUL
6h 35m
Wed, Feb 14
YUL
MDW
6h 05m
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
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.

YTZ
EWR
Excellent 10.0

as above

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

Fri, Feb 9
MDW
YUL
3h 50m
Mon, Feb 12
YUL
MDW
5h 55m
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
YOW
YTZ
Excellent 10.0

the delays both from ottawa and to dc

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
EWR
Excellent 10.0

as above

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
EWR
Okay 4.0

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

Fri, Feb 16
ORD
YUL
2h 00m
Sun, Feb 18
YUL
ORD
2h 30m
Trip: 3 days
7.7GoodShow reviews
Overall 7.7 Good
Based on 82 reviews
Overall
7.2
Boarding
7.3
Comfort
7.0
Crew
7.7
Entertainment
6.9
Food
6.4
ORD
YUL
Good 6.4

Taxied to runway, but had to go back to terminal due to one seat not staying in upright position. Flight was about an hour late then.

ORD
YUL
Mediocre 2.6

We were walking towards our seats near the end of the aircraft when this flight attendant stopped us from loading our hand luggage in the overhead bins. She made us stuff them under the seats in front of us. There was space im the overhead bin, but there was a bunch of stuff that belonged to the cabin crew. Rude.

ORD
YUL
Excellent 8.0

Very short flight, not much to say

ORD
YUL
Okay 4.0

We weren't notified via email, text, or phone call that our flight had been delayed almost 2 hours. Found out at the airport. Didn't get into Montreal until 2 am. Plans were wrecked for the night. Flight crew not very friendly.

ORD
YUL
Excellent 10.0

It was so great we didn't go. Got a refund you retards

Fri, Feb 23
MDW
YUL
4h 30m
Sun, Feb 25
YUL
MDW
4h 55m
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
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

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.

YQG
YTZ
Excellent 8.0

Courteous, professional, friendly crew. Great service.

N/A

Fri, Feb 16
ORD
YUL
2h 00m
Sun, Feb 18
YUL
ORD
5h 01m
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Apr 26
ORD
YUL
2h 11m
Mon, Apr 30
YUL
ORD
2h 45m
Trip: 5 days
7.4GoodShow reviews
Overall 7.4 Good
Based on 3 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
PHL
CDG
Good 6.3

The actual flight was fine. But leading up to it not so much.

Please inform travelers that their passport must not expire within 3-6 months of their trip to France. I was unaware of this and was not allowed on our flight in Philadelphia because my passport would expire in two months. We lost an entire day in France because I had to go to the customs office the next morning and get an emergency passport. I travel frequently, but somehow was not aware of this rule. If I had known I would have fixed the issue months ago. Multiple people viewed my ticket and passport before arriving in Philadelphia and no one caught this error until right as I was boarding the flight to Paris.

STL
DFW
Okay 4.6

Me 6’ 200 lb sitting in middle seat next to somebody that needed 2 seats for self (pls understand I’m not unsensetive nor prejudice just stating a fact). I requested to sit in last row (of both sides of plane that were empty but attendant said sears reserved for attendants - 2).

JFK
LHR
Good 6.6

The flight was good, as well as the attentive staff

Kayak messed up royally by saying this flight was an Iberian. We went to the Iberian terminal as the email I received said the flight was an Iberian. After waiting on line for twenty minutes we were informed that this changed to an American Airlines/ British airways flight. We had to AirTran to the next terminal and almost missed the flight. Kayak needs to keep their customers better informed.

DFW
SJD
Excellent 8.3

Best fligh I had in some time. Left on time, arrived early very attentitive crew (with smiles as they worked through the rear cabin - wish I had their names to give recognition for/to). Food rating should have had a ‘NA’ as I nor partner did not consume any food.

Can’t think of one thing - unless a flying saucer could have delivered me like in about 5 minutes to Cabo! Ok - maybe one thing: charging for a checked bag on international flight seems rediculous (you asked).

PHL
CDG
Okay 5.0

The movie selection was great, the movie player barely worked.

The movie player/touch screen barely worked. The food is terrible.

Thu, Feb 22
ORD
YUL
2h 00m
Mon, Feb 26
YUL
ORD
2h 30m
Trip: 5 days
7.7GoodShow reviews
Overall 7.7 Good
Based on 82 reviews
Overall
7.2
Boarding
7.3
Comfort
7.0
Crew
7.7
Entertainment
6.9
Food
6.4
ORD
YUL
Okay 4.0

We weren't notified via email, text, or phone call that our flight had been delayed almost 2 hours. Found out at the airport. Didn't get into Montreal until 2 am. Plans were wrecked for the night. Flight crew not very friendly.

ORD
YUL
Good 7.3

The seats are large, but they tilt forward. I'm 6'2" and have anxiety issues related to spinal problems. That forward pitch in the seat (half way up the seat) is an painful problem for people like me.

ORD
YUL
Good 6.0

In the airport Chicago to Montreal I met a nice person he made my boarding pass to me. I love the service !!!!!! Said Thank you so much for your time to getting. Dory Clothilde

ORD
YUL
Mediocre 2.6

We were walking towards our seats near the end of the aircraft when this flight attendant stopped us from loading our hand luggage in the overhead bins. She made us stuff them under the seats in front of us. There was space im the overhead bin, but there was a bunch of stuff that belonged to the cabin crew. Rude.

ORD
YUL
Excellent 8.0

Very short flight, not much to say

Tue, Mar 27
MDW
YUL
5h 00m
Mon, Apr 2
YUL
MDW
3h 40m
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
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
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

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

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.

Thu, Feb 22
ORD
YUL
2h 00m
Mon, Feb 26
YUL
ORD
5h 01m
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Mar 1
ORD
YUL
2h 00m
Mon, Mar 5
YUL
ORD
2h 30m
Trip: 5 days
7.7GoodShow reviews
Overall 7.7 Good
Based on 82 reviews
Overall
7.2
Boarding
7.3
Comfort
7.0
Crew
7.7
Entertainment
6.9
Food
6.4
ORD
YUL
Excellent 10.0

Clean, prompt, attentive staff

ORD
YUL
Excellent 10.0

It was so great we didn't go. Got a refund you retards

ORD
YUL
Okay 4.0

We weren't notified via email, text, or phone call that our flight had been delayed almost 2 hours. Found out at the airport. Didn't get into Montreal until 2 am. Plans were wrecked for the night. Flight crew not very friendly.

ORD
YUL
Excellent 10.0

Extremely helpful and accommodating! Thanks to all!

ORD
YUL
Mediocre 2.0

See above.

Fri, Mar 2
ORD
YUL
2h 00m
Sun, Mar 4
YUL
ORD
6h 04m
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Sun, Dec 24
MDW
YUL
6h 05m
Thu, Jan 4
YUL
MDW
3h 50m
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
YOW
YTZ
Excellent 10.0

the delays both from ottawa and to dc

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
EWR
Excellent 10.0

as above

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

Mon, Dec 18
ORD
YUL
2h 00m
Wed, Dec 20
YUL
ORD
2h 30m
Trip: 3 days
7.7GoodShow reviews
Overall 7.7 Good
Based on 82 reviews
Overall
7.2
Boarding
7.3
Comfort
7.0
Crew
7.7
Entertainment
6.9
Food
6.4
ORD
YUL
Good 7.3

The seats are large, but they tilt forward. I'm 6'2" and have anxiety issues related to spinal problems. That forward pitch in the seat (half way up the seat) is an painful problem for people like me.

ORD
YUL
Good 6.0

The crew was attentive.

The head phone slot did not work. Then the TVs went out which did not matter because I could not listen to them anyway.

ORD
YUL
Good 6.4

Taxied to runway, but had to go back to terminal due to one seat not staying in upright position. Flight was about an hour late then.

ORD
YUL
Okay 4.0

We weren't notified via email, text, or phone call that our flight had been delayed almost 2 hours. Found out at the airport. Didn't get into Montreal until 2 am. Plans were wrecked for the night. Flight crew not very friendly.

ORD
YUL
Excellent 10.0

Extremely helpful and accommodating! Thanks to all!

Fri, Dec 15
ORD
YUL
9h 30m
Fri, Jan 12
YUL
ORD
2h 30m
Trip: 29 days
Overall 0.0 Poor
Based on 0 reviews
Mon, Dec 25
MDW
YUL
5h 10m
Thu, Jan 4
YUL
MDW
3h 50m
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
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

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.

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

Mon, Dec 18
ORD
YUL
9h 51m
Wed, Dec 20
YUL
ORD
2h 30m
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Show more results
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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.