Find Cheap Flights from Chicago Midway to Montreal (MDW - YMQ)

Search hundreds of travel sites at once for deals on flights to Montreal

Sat 12/16
Sat 12/23
Any month
Compare vs. KAYAK |

Top tips for Finding a Cheap Flight

Looking for a cheap flight? 25% of our users found flights on this route for $269 or less.

FAQs for Booking Chicago Midway to Montreal Flights

How long does a flight from Chicago Midway to Montreal take?
An average nonstop flight takes 3h 50m, covering a distance of 752 miles.
Which airlines provide the cheapest flights from Chicago Midway to Montreal?
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?
Yes.
What’s the cheapest day of the week to fly Chicago Midway to Montreal?
For Chicago Midway to Montreal, Tuesday is the cheapest day to fly on average and Wednesday is the most expensive. Flying from Montreal back to Chicago Midway, the best deals are generally found on Sunday, with Wednesday being the most expensive.

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

Airports
Origin
Chicago
$251
only
$251
Destination
Montreal
$251
only
$251
Tue, Jan 9
MDW
YUL
3h 50m
Sat, Jan 13
YUL
MDW
5h 05m
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
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.

YTZ
EWR
Good 6.0

The flight attendants were very nice and helpful

The flight was delayed

IAD
YTZ
Excellent 10.0

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

Tue, Jan 16
MDW
YUL
5h 10m
Sat, Jan 20
YUL
MDW
5h 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
YTZ
EWR
Okay 4.0

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

YTZ
EWR
Good 6.0

The flight attendants were very nice and helpful

The flight was delayed

YTZ
BOS
Excellent 10.0

Great service. Efficient.

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.

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
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

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

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.

Wed, Feb 21
MDW
YUL
3h 50m
Tue, Feb 27
YUL
MDW
4h 25m
Trip: 7 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
Excellent 10.0

as above

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!

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, Mar 3
MDW
YUL
5h 05m
Wed, Mar 7
YUL
MDW
4h 05m
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
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.

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

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

IAD
YTZ
Excellent 10.0

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

Fri, Mar 23
MDW
YUL
5h 45m
Wed, Mar 28
YUL
MDW
4h 40m
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
YTZ
EWR
Excellent 10.0

as above

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 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.

IAD
YTZ
Excellent 10.0

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

Sat, Apr 14
MDW
YUL
3h 50m
Sun, Apr 15
YUL
MDW
3h 35m
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
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.

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
Good 6.0

The flight attendants were very nice and helpful

The flight was delayed

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
Okay 4.0

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

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
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
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.

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

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
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
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.

YTZ
EWR
Excellent 10.0

as above

YTZ
EWR
Okay 4.0

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

Wed, May 9
MDW
YUL
4h 00m
Sun, May 13
YUL
MDW
3h 35m
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
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
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
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

Thu, May 24
MDW
YUL
4h 45m
Mon, May 28
YUL
MDW
4h 00m
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

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
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.

Thu, Jun 7
MDW
YUL
4h 05m
Sun, Jun 10
YUL
MDW
5h 35m
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
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
Excellent 10.0

as above

YTZ
BOS
Excellent 10.0

Great service. Efficient.

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

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

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.

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

IAD
YTZ
Excellent 10.0

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

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
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
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!

YTZ
EWR
Okay 4.0

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

Wed, Dec 20
MDW
YUL
5h 55m
Thu, Jan 4
YUL
MDW
3h 50m
Trip: 16 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

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
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

Tue, Dec 26
MDW
YUL
4h 40m
Sat, Dec 30
YUL
MDW
6h 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
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

YTZ
EWR
Excellent 10.0

as above

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 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

*
Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
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.

^
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.