Find Cheap Flights from Montreal Elliott Trudeau to Chicago (YUL - CHI)

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Good to Know

Low Season:
April
Best time to beat the crowds
1%
expected price decrease
High Season:
July
Most popular time to fly
5%
expected price increase
Average Price:
$319
(avg. price over the last 2 weeks)
Good Deal:
$250
or less (round trip)

When to Book Flights from Montreal Elliott Trudeau to Chicago

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 $250 or less.
The cheapest flight from Montreal Elliott Trudeau to Chicago was found 50 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 June, July and August. The cheapest month to fly is April.
Morning departure is around 23% cheaper 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 Montreal Elliott Trudeau to Chicago Flights

How long does a flight from Montreal Elliott Trudeau to Chicago take?
An average nonstop flight takes 2h 28m, covering a distance of 735 miles.
How many flights are there between Montreal Elliott Trudeau and Chicago?
There are 260 (nonstop) flights between Montreal Elliott Trudeau and Chicago per week, averaging 37 per day.
Which airlines provide the cheapest flights from Montreal Elliott Trudeau to Chicago?
In the past 3 days, the cheapest round-trip tickets were found on Porter Airlines ($231), Multiple Airlines ($253) and Air Canada ($253).
Do I need a passport to fly between Montreal Elliott Trudeau and Chicago?
Yes.
Which airlines fly most frequently between Montreal Elliott Trudeau and Chicago?
Air Canada (12 times daily), United (10 times daily), American Airlines (3 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly Montreal Elliott Trudeau to Chicago?
For Montreal Elliott Trudeau to Chicago, Saturday is the cheapest day to fly on average and Thursday is the most expensive. Flying from Chicago back to Montreal Elliott Trudeau, the best deals are generally found on Saturday, with Monday being the most expensive.

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

Airports
Origin
Montreal
$231
only
$231
Destination
Chicago
$253
only
$253
$231
only
$231
Sat, Apr 14
YUL
MDW
3h 25m
Tue, Apr 17
MDW
YUL
4h 00m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 1813 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
YTZ
IAD
Excellent 8.3

the snack (chips) I recieved was expired and had a smell to it!

BOS
YTZ
Good 6.3

Interior noise from plane is annoying

YTZ
BOS
Excellent 8.0

Arriving and calling someone to help me with the wheelchair was good. The women were so friendly and helpful. But when you're "stuck" in a chair and I arrived early, it would be nice for someone to check to see if you had to go the washroom. And I had to flag someone down to get me to the aircraft. No one came by and offered. But overall fantastic experience. I would fly porter again.

Wish their was more food on the flight. Even though it was a short one.

BOS
YTZ
Excellent 10.0

Prompt service and proximity of airport to the city. We literally walked to our hotel

YQG
YTZ
Excellent 8.6

The check in process was very easy. The boarding process was very easy. The flight attendants were very pleasant.

There was not anything to complain about.

Sun, Mar 25
YUL
ORD
2h 50m
Sat, Mar 31
ORD
YUL
2h 05m
Trip: 7 days
Overall 0.0 Poor
Based on 0 reviews
Thu, May 3
YUL
ORD
2h 28m
Sun, May 6
ORD
YUL
2h 05m
Trip: 4 days
7.6GoodShow reviews
Overall 7.6 Good
Based on 102 reviews
Overall
7.2
Boarding
7.3
Comfort
7.0
Crew
7.7
Entertainment
6.9
Food
6.5
YUL
ORD
Excellent 10.0

Everything was perfect

YUL
ORD
Excellent 8.0

On time, entertainment screen

that there is a charge for headphones

YUL
ORD
Mediocre 3.6

Boarding was good, but pretty bad flights overall. One of the worst I ever had in my life! The plane seats we had had so little cushion that is was painful to sit. My husband was avoiding touching the back by leaning on his arms and he is great shape, don't think elderly and in pain by himself...Entertainment simply non-existent and food as well... The crew were borderline okay. Plus the plane drove for about 20 minutes at Montreal and about 20 in Chicago before we left and after we landed...Let's say I saw parts of O'Hare in Chicago, I didn't even know existed!!!

Pretty bad flights overall. One of the worst I ever had in my life! The plane seats we had had so little cushion that is was painful to sit. My husband was avoiding touching the back by leaning on his arms and he is great shape, don't think elderly and in pain by himself...Entertainment simply non-existent and food as well... The crew were borderline okay. Plus the plane drove for about 20 minutes at Montreal and about 20 in Chicago before we left and after we landed...Let's say I saw parts of O'Hare in Chicago, I didn't even know existed!!!

YUL
ORD
Good 6.0

$800 reimbursement 1st class

They overbooked the flight by 2 passengers.

YUL
ORD
Excellent 9.6

Friendliness of staff My familly got to follow my flight very closely.

Delays and harsh trubulance (altough i know that wasn’t air Canada’s fault for the weather) The changing of gates and the changing of boarding time without being updated on the application. The changing of the gate was changed moments before the boarding

Tue, May 15
YUL
MDW
6h 20m
Wed, May 23
MDW
YUL
6h 10m
Trip: 9 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 1813 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
BOS
YTZ
Excellent 10.0

Prompt service and proximity of airport to the city. We literally walked to our hotel

YTZ
IAD
Excellent 8.3

the snack (chips) I recieved was expired and had a smell to it!

YOW
YTZ
Good 6.6

I could not believe that the wine and beer were free

I did not like the landing. Too much delay and I was concerned that I might have missed my next flight to Newark

YTZ
BOS
Excellent 10.0

The Porter Lounge is so nice

YTZ
BOS
Excellent 8.0

Arriving and calling someone to help me with the wheelchair was good. The women were so friendly and helpful. But when you're "stuck" in a chair and I arrived early, it would be nice for someone to check to see if you had to go the washroom. And I had to flag someone down to get me to the aircraft. No one came by and offered. But overall fantastic experience. I would fly porter again.

Wish their was more food on the flight. Even though it was a short one.

Fri, May 11
YUL
ORD
2h 35m
Sun, May 13
ORD
YUL
2h 05m
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Apr 12
YUL
MDW
3h 30m
Mon, Apr 16
MDW
YUL
6h 20m
Trip: 5 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 1813 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
BOS
YTZ
Good 6.3

Interior noise from plane is annoying

YQG
YTZ
Excellent 8.6

The check in process was very easy. The boarding process was very easy. The flight attendants were very pleasant.

There was not anything to complain about.

YOW
YTZ
Good 6.6

I could not believe that the wine and beer were free

I did not like the landing. Too much delay and I was concerned that I might have missed my next flight to Newark

YTZ
EWR
Okay 5.6

Our flight attendant was great.

Plane delayed, way too warm in plane overall, sat on tarmac too long @ Newark waiting for a gate.

YTZ
BOS
Excellent 10.0

The Porter Lounge is so nice

Fri, Apr 13
YUL
ORD
2h 31m
Sun, Apr 15
ORD
YUL
2h 02m
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Jun 23
YUL
MDW
6h 30m
Wed, Jun 27
MDW
YUL
3h 50m
Trip: 5 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 1813 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
BOS
YTZ
Good 6.3

Interior noise from plane is annoying

YOW
YTZ
Good 6.6

I could not believe that the wine and beer were free

I did not like the landing. Too much delay and I was concerned that I might have missed my next flight to Newark

BOS
YTZ
Excellent 10.0

Prompt service and proximity of airport to the city. We literally walked to our hotel

YTZ
BOS
Excellent 10.0

The Porter Lounge is so nice

YTZ
EWR
Good 7.6

The waiting lounge was nice and complemented with refreshments

When I got to Toronto I was directed to the wrong lounge for a while before I asked and was redirected to the correct lounge

Wed, May 16
YUL
MDW
4h 05m
Wed, May 23
MDW
YUL
4h 10m
Trip: 8 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 1813 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
YTZ
EWR
Good 7.6

The waiting lounge was nice and complemented with refreshments

When I got to Toronto I was directed to the wrong lounge for a while before I asked and was redirected to the correct lounge

YTZ
BOS
Excellent 8.0

Arriving and calling someone to help me with the wheelchair was good. The women were so friendly and helpful. But when you're "stuck" in a chair and I arrived early, it would be nice for someone to check to see if you had to go the washroom. And I had to flag someone down to get me to the aircraft. No one came by and offered. But overall fantastic experience. I would fly porter again.

Wish their was more food on the flight. Even though it was a short one.

YTZ
YOW
Excellent 8.6

The check in process was very easy. The boarding process was very easy. The flight attendants were very pleasant.

There was not anything to complain about.

YTZ
BOS
Excellent 10.0

The Porter Lounge is so nice

YTZ
IAD
Good 6.0

The cabin crew provided the most information out of the entire experience and were extremely friendly. I appreciate Dawn in particular. The lounge is nice when it is not so over-crowded. I appreciate some complimentary minor snacks and drinks; it certainly helped with the delay. What would normally be sufficient seating and power outlets became people tripping over each other with delayed flights.

The lounge staff were hard to find and not communicative about delays. The board only had 1 update to my departure time, which was 30 mins after the originally scheduled time, and did not update again until 25 minutes after that second time had passed. The lounge staff did not make an announcement until after that board update and even then the information was wrong. The one time I found someone to ask a question to, I was given the same information. I had no idea why there was a delay or what to expect and no way of finding out. It made coordinating next steps upon my arrival to my destination extremely difficult. The lounge is not particularly well-equipped for multiple delayed flights.

Sun, Mar 18
YUL
MDW
4h 20m
Tue, Mar 20
MDW
YUL
3h 50m
Trip: 3 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 1813 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
YTZ
EWR
Good 7.6

The waiting lounge was nice and complemented with refreshments

When I got to Toronto I was directed to the wrong lounge for a while before I asked and was redirected to the correct lounge

YTZ
YOW
Excellent 8.6

The check in process was very easy. The boarding process was very easy. The flight attendants were very pleasant.

There was not anything to complain about.

YTZ
BOS
Excellent 10.0

The Porter Lounge is so nice

YTZ
IAD
Good 6.0

The cabin crew provided the most information out of the entire experience and were extremely friendly. I appreciate Dawn in particular. The lounge is nice when it is not so over-crowded. I appreciate some complimentary minor snacks and drinks; it certainly helped with the delay. What would normally be sufficient seating and power outlets became people tripping over each other with delayed flights.

The lounge staff were hard to find and not communicative about delays. The board only had 1 update to my departure time, which was 30 mins after the originally scheduled time, and did not update again until 25 minutes after that second time had passed. The lounge staff did not make an announcement until after that board update and even then the information was wrong. The one time I found someone to ask a question to, I was given the same information. I had no idea why there was a delay or what to expect and no way of finding out. It made coordinating next steps upon my arrival to my destination extremely difficult. The lounge is not particularly well-equipped for multiple delayed flights.

BOS
YTZ
Good 6.3

Interior noise from plane is annoying

Sat, Jun 23
YUL
ORD
2h 35m
Wed, Jun 27
ORD
YUL
2h 09m
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Fri, Apr 27
YUL
MDW
3h 30m
Mon, Apr 30
MDW
YUL
3h 55m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 1813 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
YTZ
BOS
Excellent 8.0

Arriving and calling someone to help me with the wheelchair was good. The women were so friendly and helpful. But when you're "stuck" in a chair and I arrived early, it would be nice for someone to check to see if you had to go the washroom. And I had to flag someone down to get me to the aircraft. No one came by and offered. But overall fantastic experience. I would fly porter again.

Wish their was more food on the flight. Even though it was a short one.

YTZ
IAD
Excellent 8.3

the snack (chips) I recieved was expired and had a smell to it!

YTZ
EWR
Good 7.6

The waiting lounge was nice and complemented with refreshments

When I got to Toronto I was directed to the wrong lounge for a while before I asked and was redirected to the correct lounge

YQG
YTZ
Excellent 8.6

The check in process was very easy. The boarding process was very easy. The flight attendants were very pleasant.

There was not anything to complain about.

BOS
YTZ
Excellent 10.0

Prompt service and proximity of airport to the city. We literally walked to our hotel

Wed, Jul 18
YUL
ORD
2h 28m
Fri, Jul 20
ORD
YUL
2h 09m
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Jul 7
YUL
MDW
4h 35m
Tue, Jul 10
MDW
YUL
4h 20m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 1813 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
BOS
YTZ
Good 6.3

Interior noise from plane is annoying

YTZ
YUL
Excellent 10.0

I appreciated how the staff took me in a wheet-chair all the way to the customs and waited with me while they checked me out. they were courteous, kind and genuine.Very refreshing in this day and age. God Bless all the staff at Porter Air Lines. thank you so very very much, Barbara Ann MacMahon-Firestone, Toronto,Ontario.

YTZ
BOS
Excellent 10.0

The Porter Lounge is so nice

YOW
YTZ
Good 6.6

I could not believe that the wine and beer were free

I did not like the landing. Too much delay and I was concerned that I might have missed my next flight to Newark

YQG
YTZ
Excellent 8.6

The check in process was very easy. The boarding process was very easy. The flight attendants were very pleasant.

There was not anything to complain about.

Thu, Jun 7
YUL
ORD
2h 35m
Mon, Jun 11
ORD
YUL
2h 11m
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Aug 21
YUL
MDW
4h 35m
Fri, Aug 24
MDW
YUL
5h 30m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 1813 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
YQG
YTZ
Excellent 8.6

The check in process was very easy. The boarding process was very easy. The flight attendants were very pleasant.

There was not anything to complain about.

BOS
YTZ
Excellent 10.0

Prompt service and proximity of airport to the city. We literally walked to our hotel

BOS
YTZ
Good 6.3

Interior noise from plane is annoying

YTZ
IAD
Excellent 8.3

the snack (chips) I recieved was expired and had a smell to it!

YTZ
YUL
Excellent 10.0

I appreciated how the staff took me in a wheet-chair all the way to the customs and waited with me while they checked me out. they were courteous, kind and genuine.Very refreshing in this day and age. God Bless all the staff at Porter Air Lines. thank you so very very much, Barbara Ann MacMahon-Firestone, Toronto,Ontario.

Fri, Jul 6
YUL
ORD
2h 30m
Mon, Jul 9
ORD
YUL
2h 09m
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Fri, Jul 20
YUL
MDW
3h 40m
Mon, Jul 23
MDW
YUL
6h 30m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 1813 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
YQG
YTZ
Excellent 8.6

The check in process was very easy. The boarding process was very easy. The flight attendants were very pleasant.

There was not anything to complain about.

YTZ
YOW
Excellent 8.6

The check in process was very easy. The boarding process was very easy. The flight attendants were very pleasant.

There was not anything to complain about.

YTZ
YUL
Excellent 10.0

I appreciated how the staff took me in a wheet-chair all the way to the customs and waited with me while they checked me out. they were courteous, kind and genuine.Very refreshing in this day and age. God Bless all the staff at Porter Air Lines. thank you so very very much, Barbara Ann MacMahon-Firestone, Toronto,Ontario.

YTZ
IAD
Excellent 8.3

the snack (chips) I recieved was expired and had a smell to it!

YOW
YTZ
Good 6.6

I could not believe that the wine and beer were free

I did not like the landing. Too much delay and I was concerned that I might have missed my next flight to Newark

Thu, Jun 7
YUL
MDW
5h 50m
Mon, Jun 11
MDW
YUL
4h 15m
Trip: 5 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 1813 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
YOW
YTZ
Good 6.6

I could not believe that the wine and beer were free

I did not like the landing. Too much delay and I was concerned that I might have missed my next flight to Newark

YTZ
BOS
Excellent 10.0

The Porter Lounge is so nice

YTZ
EWR
Good 7.6

The waiting lounge was nice and complemented with refreshments

When I got to Toronto I was directed to the wrong lounge for a while before I asked and was redirected to the correct lounge

YTZ
YUL
Excellent 10.0

I appreciated how the staff took me in a wheet-chair all the way to the customs and waited with me while they checked me out. they were courteous, kind and genuine.Very refreshing in this day and age. God Bless all the staff at Porter Air Lines. thank you so very very much, Barbara Ann MacMahon-Firestone, Toronto,Ontario.

YTZ
BOS
Excellent 8.0

Arriving and calling someone to help me with the wheelchair was good. The women were so friendly and helpful. But when you're "stuck" in a chair and I arrived early, it would be nice for someone to check to see if you had to go the washroom. And I had to flag someone down to get me to the aircraft. No one came by and offered. But overall fantastic experience. I would fly porter again.

Wish their was more food on the flight. Even though it was a short one.

Sun, Jun 24
YUL
MDW
5h 35m
Fri, Jun 29
MDW
YUL
5h 00m
Trip: 6 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 1813 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
YTZ
BOS
Excellent 10.0

The Porter Lounge is so nice

YOW
YTZ
Good 6.6

I could not believe that the wine and beer were free

I did not like the landing. Too much delay and I was concerned that I might have missed my next flight to Newark

YTZ
YUL
Excellent 10.0

I appreciated how the staff took me in a wheet-chair all the way to the customs and waited with me while they checked me out. they were courteous, kind and genuine.Very refreshing in this day and age. God Bless all the staff at Porter Air Lines. thank you so very very much, Barbara Ann MacMahon-Firestone, Toronto,Ontario.

YQG
YTZ
Excellent 8.6

The check in process was very easy. The boarding process was very easy. The flight attendants were very pleasant.

There was not anything to complain about.

YTZ
IAD
Excellent 8.3

the snack (chips) I recieved was expired and had a smell to it!

Show more results

Montreal Elliott Trudeau to Chicago Flight Information

Avg. Flight Duration 2h 20m
Flights Arrive in Chicago
Flights Depart from Montreal Elliott Trudeau
Flight Price $231
Distance 735 miles
Airlines Porter Airlines, Air Canada
*
Prices are per person and are for e–tickets and include all taxes & fees in USD.

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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.