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

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FAQs for Booking Montreal Elliott Trudeau to Chicago Midway Flights

How long does a flight from Montreal Elliott Trudeau to Chicago Midway take?
An average nonstop flight takes 3h 35m, covering a distance of 1197 km.
Which airlines provide the cheapest flights from Montreal Elliott Trudeau to Chicago Midway?
In the past 3 days, the cheapest round-trip tickets were found on Porter Airlines (C$ 277)
Do I need a passport to fly between Montreal Elliott Trudeau and Chicago Midway?
Yes.
What’s the cheapest day of the week to fly from Montreal Elliott Trudeau to Chicago Midway?
For Montreal Elliott Trudeau to Chicago Midway, Tuesday is the cheapest day to fly on average and Sunday is the most expensive. Flying from Chicago Midway back to Montreal Elliott Trudeau, the best deals are generally found on Wednesday, with Wednesday being the most expensive.

Top tips for Finding a Cheap Flight

Looking for a cheap flight? 25% of our users found flights on this route for C$ 281 or less.

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

Airports
Origin
Montreal
C$ 277
only
C$ 277
Destination
Chicago
C$ 277
only
C$ 277
Tue, 13 Mar
YUL
MDW
3h 45m
Thu, 15 Mar
MDW
YUL
5h 40m
C$ 277
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
EWR
Excellent 10.0

as above

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
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

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.

Sun, 14 Jan
YUL
MDW
4h 15m
Thu, 18 Jan
MDW
YUL
3h 40m
C$ 290
Trip: 5 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 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

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.

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.

Sat, 6 Jan
YUL
MDW
6h 45m
Sat, 13 Jan
MDW
YUL
4h 10m
C$ 291
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
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
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

YTZ
EWR
Okay 4.0

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

Fri, 6 Apr
YUL
MDW
4h 00m
Sun, 8 Apr
MDW
YUL
3h 40m
C$ 296
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
EWR
Okay 4.0

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

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.

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

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

Fri, 6 Apr
YUL
MDW
4h 00m
Sun, 8 Apr
MDW
YUL
3h 40m
C$ 296
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
IAD
YTZ
Excellent 10.0

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

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.

Thu, 21 Dec
YUL
MDW
4h 55m
Wed, 3 Jan
MDW
YUL
4h 15m
C$ 310
Trip: 14 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
EWR
Okay 4.0

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

YTZ
EWR
Excellent 10.0

as above

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.

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 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.

Fri, 18 May
YUL
MDW
4h 20m
Sun, 20 May
MDW
YUL
4h 55m
C$ 323
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
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

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

YTZ
EWR
Okay 4.0

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

Tue, 6 Feb
YUL
MDW
6h 05m
Wed, 21 Feb
MDW
YUL
7h 10m
C$ 325
Trip: 16 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 10.0

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

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.

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

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

Wed, 7 Mar
YUL
MDW
3h 45m
Fri, 9 Mar
MDW
YUL
3h 40m
C$ 330
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

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

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 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.

Sun, 17 Dec
YUL
MDW
3h 45m
Wed, 20 Dec
MDW
YUL
3h 45m
C$ 333
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
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

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

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.

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, 3 May
YUL
MDW
5h 35m
Sun, 6 May
MDW
YUL
4h 55m
C$ 342
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
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

the delays both from ottawa and to dc

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 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
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

Thu, 17 May
YUL
MDW
3h 35m
Mon, 21 May
MDW
YUL
3h 40m
C$ 354
Trip: 5 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
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.

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 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.

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.

Sun, 26 Nov
YUL
MDW
6h 45m
Fri, 1 Dec
MDW
YUL
6h 15m
C$ 488
Trip: 6 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 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 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.

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.

YOW
YTZ
Excellent 10.0

the delays both from ottawa and to dc

Tue, 28 Nov
YUL
MDW
3h 35m
Thu, 30 Nov
MDW
YUL
4h 45m
C$ 488
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

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

YOW
YTZ
Excellent 10.0

the delays both from ottawa and to dc

IAD
YTZ
Excellent 10.0

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

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

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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.