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
2%
expected price decrease
High Season:
July
Most popular time to fly
5%
expected price increase
Average price:
C$ 497
(avg. price over the last 2 weeks)
Good Deal:
C$ 346
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 C$ 346 or less.
The cheapest flight from Montreal Elliott Trudeau to Chicago was found, on average, 50 days before departure.
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 29% 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 50m, covering a distance of 1183 km.
How many flights are there between Montreal Elliott Trudeau and Chicago?
There are 286 (nonstop) flights between Montreal Elliott Trudeau and Chicago per week, averaging 41 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 (C$ 296), Multiple Airlines (C$ 361) and American Airlines (C$ 363).
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 (11 times daily), American Airlines (4 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly from Montreal Elliott Trudeau to Chicago?
For Montreal Elliott Trudeau to Chicago, Sunday is the cheapest day to fly on average and Monday is the most expensive. Flying from Chicago back to Montreal Elliott Trudeau, the best deals are generally found on Tuesday, with Monday being the most expensive.

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

Airports
Origin
Montreal
C$ 296
only
C$ 296
Destination
Chicago
C$ 361
only
C$ 361
C$ 296
only
C$ 296
Sun, 21 Jan
YUL
MDW
5h 04m
Sat, 10 Feb
MDW
YUL
5h 45m
C$ 296
Trip: 21 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 1728 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
EWR
Okay 4.0

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

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
Good 6.0

The flight attendants were very nice and helpful

The flight was delayed

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

Sun, 21 Jan
YUL
ORD
2h 50m
Sat, 10 Feb
ORD
YUL
2h 00m
C$ 361
Trip: 21 days
Overall 0.0 Poor
Based on 0 reviews
Mon, 5 Mar
YUL
ORD
2h 56m
Fri, 9 Mar
ORD
YUL
2h 21m
C$ 363
Trip: 5 days
6.7GoodShow reviews
Overall 6.7 Good
Based on 3 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
YUL
MIA
Excellent 10.0

First time flyer with American airlines and the service was impeccable

Nothing to dislike

DFW
SCL
Excellent 9.6

The food is very tasty, but AA has not changed the menu in at least one year.

ORD
LAX
Excellent 9.5

Easy, smooth.

YUL
ORD
Mediocre 2.0

The flught was canceled . I did not receive any iprevius information from by Anerican or KAYAK Are you supposet to check it?

LAX
AKL
Okay 5.6

Smooth operation, on time

Seat pitch on the plane unbelievably cramped. When seats are so close that if you drop something on the floor you have to be a contortionist to get it, you know it's a problem NEVER fly the 787-900 economy.

Mon, 8 Jan
YUL
ORD
8h 45m
Sun, 14 Jan
ORD
YUL
4h 12m
C$ 370
Trip: 7 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14257 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
AMS
DTW
Mediocre 2.0

The most horrible experience. Pathetic to say the least. No water in the flight lavotries. Such a pathetic service from so called top airline.

JFK
MIA
Okay 5.3

Some of the flight attendants were rude and not very welcoming at all.

GSO
ATL
Excellent 10.0

Plane nice and comfortable

ZAG
CDG
Good 6.0

Old plane, bad food & old crew

DEN
ATL
Excellent 8.6

On two of the legs of the trip they notice I was a tall person with long legs and upgraded me to seats with more leg room!! I didn't even ask. Thank you.

On the way back there were open seats with extra leg room and I asked the gate attendant if it was possible to switch my seat to one with more room and they said they only could if I paid extra.

Sat, 3 Mar
YUL
MDW
5h 50m
Tue, 6 Mar
MDW
YUL
5h 00m
C$ 299
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 1728 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
EWR
Good 6.0

The flight attendants were very nice and helpful

The flight was delayed

YTZ
EWR
Okay 4.0

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

YUL
YTZ
Okay 5.6

The service was great and fast

Both of my Porter Airlines flights were delayed. It seems they often delay / cancel flights

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.

Wed, 10 Jan
YUL
MDW
4h 45m
Fri, 12 Jan
MDW
YUL
3h 40m
C$ 302
Trip: 3 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 1728 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
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.

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
Good 6.0

The flight attendants were very nice and helpful

The flight was delayed

Fri, 2 Feb
YUL
ORD
2h 50m
Wed, 7 Feb
ORD
YUL
1h 58m
C$ 361
Trip: 6 days
Overall 0.0 Poor
Based on 0 reviews
Tue, 6 Mar
YUL
ORD
2h 56m
Thu, 8 Mar
ORD
YUL
9h 51m
C$ 363
Trip: 3 days
6.7GoodShow reviews
Overall 6.7 Good
Based on 3 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
LAX
AKL
Okay 5.6

Smooth operation, on time

Seat pitch on the plane unbelievably cramped. When seats are so close that if you drop something on the floor you have to be a contortionist to get it, you know it's a problem NEVER fly the 787-900 economy.

GRU
JFK
Mediocre 3.6

The only decent point was the food. Not great but at least edible.

Since check in in São Paulo was a complete chaos. There were only 2 people helping on check in (in machines) and these people were still not helping people (like me) with questions about on how to do check in in those machines. On the other hand to dispatch the bags there were almost 8 attendants to receive the bags. Ridiculous! I’ve tried calling American Airlines and Latam several times to assign a seat for me and they swore there were only middle seats but I know how airlines work to make extra money on these seats. At the end, they only gave me a middle seat option and I had to take I.t of course. On the plane I realized there were dozens of empty seats and yet they made sure not give them to me or anyone else. Unbelievable! Unfortunately I still have to use AA on my way back to Brazil. After this, I’ll chose another airlines for sure. Also, the 3,4,3 arrangement is ridiculous: there’s no corridor space making people touching you everything someone passes by your seat. And boy! Those seats are so uncomfortable and there’s no way to incline the chair so you can even have a little rest (because it’s impossible to even sleep on those seats). The crew were simply doing their jobs! No pleasure! No smile! No engaging with anyone unfortunately! They looked miserable and I asked for water and the flight attendant NEVER brought me anything. Seriously! Water is free!

SJU
PHL
Good 6.3

My screen was not responsive most of the time

ORD
LAX
Excellent 9.5

Easy, smooth.

DFW
PBI
Okay 5.6

Free movies, and crew were helpful once we were in the air

Gate agent did not start forcing check in, which caused delay in boarding. Ground crew did not stock aircraft until 20 minutes after scheduled departure time. and DFW did the usual 20 minute taxi and then 15 minute hold prior to take off.

Sun, 25 Feb
YUL
MDW
4h 04m
Wed, 28 Feb
MDW
YUL
4h 50m
C$ 302
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 1728 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

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
BOS
Excellent 10.0

Great service. Efficient.

IAD
YTZ
Excellent 10.0

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

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.

Thu, 1 Feb
YUL
ORD
6h 00m
Sun, 4 Feb
ORD
YUL
4h 12m
C$ 370
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14257 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
LGA
ORD
Excellent 10.0

Flight was on time. Boarded quickly with no fuss.

JFK
YYZ
Excellent 10.0

The staff is very friendly. Most pleasant airline I've flown with.

SEA
LAX
Okay 5.3

Mu seat!

My baggage took for to long to arrive

DEN
ATL
Excellent 8.6

On two of the legs of the trip they notice I was a tall person with long legs and upgraded me to seats with more leg room!! I didn't even ask. Thank you.

On the way back there were open seats with extra leg room and I asked the gate attendant if it was possible to switch my seat to one with more room and they said they only could if I paid extra.

ZAG
CDG
Good 6.0

Old plane, bad food & old crew

Sat, 3 Mar
YUL
ORD
2h 51m
Tue, 6 Mar
ORD
YUL
2h 00m
C$ 361
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Wed, 7 Mar
YUL
ORD
2h 52m
Thu, 8 Mar
ORD
YUL
2h 17m
C$ 363
Trip: 2 days
6.7GoodShow reviews
Overall 6.7 Good
Based on 3 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
LAX
AKL
Okay 5.6

Smooth operation, on time

Seat pitch on the plane unbelievably cramped. When seats are so close that if you drop something on the floor you have to be a contortionist to get it, you know it's a problem NEVER fly the 787-900 economy.

JFK
MXP
Mediocre 2.6

Plane was old and dirty, seat pocket had junk in it. Seat was broken and couldn’t stay up. In flight movies were from few years back with a center tv and no head rest screen. Crew on overseas flights tend to be older in age and less tolerant..much better on continental on the same route.

JFK
CDG
Mediocre 2.0

Nothing. From the plane to the awful delay and poor service.

Lack of communication. Old plane, no comfort and 6 HOURS DELAYED. Truly disappointed by the airline

CLE
JFK
Mediocre 3.3

Plane was dirty and crew inattentive.

ORD
LAX
Excellent 9.5

Easy, smooth.

Thu, 25 Jan
YUL
MDW
3h 50m
Sat, 27 Jan
MDW
YUL
4h 10m
C$ 304
Trip: 3 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 1728 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
YTZ
EWR
Good 6.0

The flight attendants were very nice and helpful

The flight was delayed

YTZ
EWR
Okay 4.0

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

YQG
YTZ
Excellent 8.0

Courteous, professional, friendly crew. Great service.

N/A

IAD
YTZ
Excellent 10.0

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

YTZ
BOS
Excellent 10.0

Great service. Efficient.

Fri, 9 Feb
YUL
ORD
6h 31m
Sun, 11 Feb
ORD
YUL
7h 39m
C$ 370
Trip: 3 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14257 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
LGA
ORD
Excellent 10.0

Flight was on time. Boarded quickly with no fuss.

DEN
ATL
Excellent 8.6

On two of the legs of the trip they notice I was a tall person with long legs and upgraded me to seats with more leg room!! I didn't even ask. Thank you.

On the way back there were open seats with extra leg room and I asked the gate attendant if it was possible to switch my seat to one with more room and they said they only could if I paid extra.

AMS
DTW
Mediocre 2.0

The most horrible experience. Pathetic to say the least. No water in the flight lavotries. Such a pathetic service from so called top airline.

DTW
BNA
Mediocre 2.0

Sat on the plane on the tarmac for over an hour in the cold...

GSO
ATL
Excellent 10.0

Plane nice and comfortable

Sat, 31 Mar
YUL
ORD
2h 50m
Sun, 1 Apr
ORD
YUL
2h 00m
C$ 361
Trip: 2 days
Overall 0.0 Poor
Based on 0 reviews
Fri, 2 Mar
YUL
MDW
4h 25m
Wed, 7 Mar
MDW
YUL
4h 50m
C$ 304
Trip: 6 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 1728 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 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.

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
BOS
Excellent 10.0

Great service. Efficient.

Fri, 16 Feb
YUL
ORD
7h 39m
Fri, 23 Feb
ORD
YUL
7h 08m
C$ 370
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14257 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
JFK
MIA
Okay 5.3

Some of the flight attendants were rude and not very welcoming at all.

ZAG
CDG
Good 6.0

Old plane, bad food & old crew

GSO
ATL
Excellent 10.0

Plane nice and comfortable

BWI
JFK
Mediocre 3.6

There was a change in our flight. According to Delta you didn't confirm every leg of our flight and the plane was over booked.

AMS
DTW
Mediocre 2.0

The most horrible experience. Pathetic to say the least. No water in the flight lavotries. Such a pathetic service from so called top airline.

Fri, 2 Feb
YUL
MDW
4h 05m
Mon, 5 Feb
MDW
YUL
4h 10m
C$ 305
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 1728 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
YUL
YTZ
Okay 5.6

The service was great and fast

Both of my Porter Airlines flights were delayed. It seems they often delay / cancel flights

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.

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
BOS
Excellent 10.0

Great service. Efficient.

Thu, 15 Mar
YUL
ORD
5h 47m
Mon, 19 Mar
ORD
YUL
5h 22m
C$ 370
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14257 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
BWI
JFK
Mediocre 3.6

There was a change in our flight. According to Delta you didn't confirm every leg of our flight and the plane was over booked.

GSO
ATL
Excellent 10.0

Plane nice and comfortable

SEA
LAX
Okay 5.3

Mu seat!

My baggage took for to long to arrive

JFK
YYZ
Excellent 10.0

The staff is very friendly. Most pleasant airline I've flown with.

AMS
DTW
Mediocre 2.0

The most horrible experience. Pathetic to say the least. No water in the flight lavotries. Such a pathetic service from so called top airline.

Thu, 29 Mar
YUL
ORD
5h 47m
Fri, 6 Apr
ORD
YUL
7h 12m
C$ 370
Trip: 9 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14257 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
ATL
DFW
Excellent 10.0

My entire flight experience was delightful. Was dry impressed with the staff both at Hartsfield-Jackson and DFW...and our flight crew was positively sublime.

GSO
ATL
Excellent 10.0

Plane nice and comfortable

AMS
DTW
Mediocre 2.0

The most horrible experience. Pathetic to say the least. No water in the flight lavotries. Such a pathetic service from so called top airline.

JFK
YYZ
Excellent 10.0

The staff is very friendly. Most pleasant airline I've flown with.

DTW
BNA
Mediocre 2.0

Sat on the plane on the tarmac for over an hour in the cold...

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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.