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

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Good to Know

Average Price:
$324
(avg. price over the last 2 weeks)
Good Deal:
$259
or less (round trip)

When to Book Flights from Chicago Midway to Montreal Elliott Trudeau

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 $259 or less.
The cheapest flight from Chicago Midway to Montreal Elliott Trudeau was found 28 days before departure, on average.
Book at least 1 week before departure in order to get a below-average price.
Morning departure is around 11% 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 Chicago Midway to Montreal Elliott Trudeau Flights

How long does a flight from Chicago Midway to Montreal Elliott Trudeau take?
An average nonstop flight takes 4h 10m, covering a distance of 744 miles.
Which airlines provide the cheapest flights from Chicago Midway to Montreal Elliott Trudeau?
In the past 3 days, the cheapest round-trip tickets were found on Porter Airlines ($251)
Do I need a passport to fly between Chicago Midway and Montreal Elliott Trudeau?
Yes.
What’s the cheapest day of the week to fly Chicago Midway to Montreal Elliott Trudeau?
For Chicago Midway to Montreal Elliott Trudeau, Wednesday is the cheapest day to fly on average and Tuesday is the most expensive. Flying from Montreal Elliott Trudeau back to Chicago Midway, the best deals are generally found on Saturday, with Wednesday being the most expensive.

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

Airports
Origin
Chicago
$251
only
$251
Destination
Montreal
$251
only
$251
Wed, Jan 10
MDW
YUL
6h 35m
Wed, Jan 24
YUL
MDW
4h 35m
Trip: 15 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

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
BOS
Excellent 10.0

Great service. Efficient.

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.

YQG
YTZ
Excellent 8.0

Courteous, professional, friendly crew. Great service.

N/A

Sat, Jan 27
MDW
YUL
4h 10m
Tue, Jan 30
YUL
MDW
3h 50m
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
YTZ
EWR
Excellent 10.0

as above

YTZ
EWR
Good 6.0

The flight attendants were very nice and helpful

The flight was delayed

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.

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, Feb 7
MDW
YUL
5h 50m
Sat, Feb 10
YUL
MDW
5h 50m
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
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
EWR
Good 6.0

The flight attendants were very nice and helpful

The flight was delayed

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
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

Fri, Mar 16
MDW
YUL
4h 10m
Sat, Mar 24
YUL
MDW
5h 05m
Trip: 9 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
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

YTZ
EWR
Okay 4.0

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

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.

YQG
YTZ
Excellent 8.0

Courteous, professional, friendly crew. Great service.

N/A

Fri, Apr 13
MDW
YUL
6h 10m
Sun, Apr 15
YUL
MDW
6h 45m
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
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

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
EWR
Okay 4.0

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

YTZ
BOS
Excellent 10.0

Great service. Efficient.

YQG
YTZ
Excellent 8.0

Courteous, professional, friendly crew. Great service.

N/A

Thu, Mar 22
MDW
YUL
6h 25m
Sat, Mar 31
YUL
MDW
5h 50m
Trip: 10 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
BOS
Excellent 10.0

Great service. Efficient.

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.

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

Sat, May 26
MDW
YUL
4h 50m
Wed, May 30
YUL
MDW
5h 55m
Trip: 5 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
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

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 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

Sat, Jun 9
MDW
YUL
4h 50m
Sat, Jun 16
YUL
MDW
5h 00m
Trip: 8 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
Okay 4.0

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

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

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

YQG
YTZ
Excellent 8.0

Courteous, professional, friendly crew. Great service.

N/A

Sat, Jun 23
MDW
YUL
4h 50m
Sun, Jun 24
YUL
MDW
3h 55m
Trip: 2 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

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
BOS
Excellent 10.0

Great service. Efficient.

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.

Sun, Dec 31
MDW
YUL
6h 25m
Tue, Jan 9
YUL
MDW
3h 45m
Trip: 10 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.

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.

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
EWR
Excellent 10.0

as above

Sun, Dec 31
MDW
YUL
4h 45m
Thu, Jan 4
YUL
MDW
3h 30m
Trip: 5 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
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
BOS
Excellent 10.0

Great service. Efficient.

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 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

Tue, Dec 26
MDW
YUL
4h 40m
Sat, Dec 30
YUL
MDW
4h 50m
Trip: 5 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

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.

YTZ
BOS
Excellent 10.0

Great service. Efficient.

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.

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