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YUL - CHI

Find cheap flights from Montreal to Chicago from C$ 197

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Montreal to Chicago departing on 15/6. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Sun 19/5
Sun 26/5

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

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Montreal to Chicago.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Montreal to Chicago.
In the last 7 days, travellers have searched 44,212,662 times on KAYAK, and here is why:

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Cheap flight deals from Montreal to Chicago (YUL-CHI)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Montreal to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
6:35 p.m. - 9:37 p.m.YUL-MDW
4h 02m1 stop
11:05 a.m. - 4:00 p.m.MDW-YUL
3h 55m1 stop
C$ 312Porter Airlines
Find Deal
Wed, 8 May - Wed, 15 May
3:10 p.m. - 7:02 p.m.YUL-MDW
4h 52m1 stop
8:00 a.m. - 1:45 p.m.MDW-YUL
4h 45m1 stop
C$ 333Porter Airlines
Find Deal
Sat, 22 Jun - Wed, 26 Jun
1:05 p.m. - 4:13 p.m.YUL-MDW
4h 08m1 stop
6:00 a.m. - 5:36 p.m.MDW-YUL
10h 36m1 stop
C$ 343Delta
Find Deal
Sat, 11 May - Wed, 15 May
7:00 a.m. - 2:20 p.m.YUL-ORD
8h 20m1 stop
7:00 a.m. - 5:36 p.m.ORD-YUL
9h 36m1 stop
C$ 372Delta
Find Deal
Thu, 9 May - Wed, 15 May
6:45 p.m. - 8:21 p.m.YUL-ORD
2h 36mdirect
6:00 a.m. - 1:18 p.m.ORD-YUL
6h 18m1 stop
C$ 377Air Canada
Find Deal
Fri, 10 May - Wed, 29 May
6:00 a.m. - 9:54 a.m.YUL-ORD
4h 54m1 stop
6:00 a.m. - 1:18 p.m.ORD-YUL
6h 18m1 stop
C$ 392Air Canada
Find Deal
Fri, 24 May - Sun, 26 May
6:15 a.m. - 8:01 a.m.YUL-ORD
2h 46mdirect
8:30 p.m. - 1:12 p.m.ORD-YUL
15h 42m1 stop
C$ 414United Airlines
Find Deal
Thu, 9 May - Fri, 10 May
4:05 p.m. - 9:36 p.m.YUL-ORD
6h 31m1 stop
7:09 a.m. - 11:08 p.m.ORD-YUL
14h 59m1 stop
C$ 431WestJet
Find Deal
Tue, 7 May - Thu, 9 May
7:10 a.m. - 4:33 p.m.YUL-ORD
10h 23m1 stop
7:10 a.m. - 11:04 p.m.ORD-YUL
14h 54m1 stop
C$ 515WestJet
Find Deal
Sun, 2 Jun - Mon, 10 Jun
4:50 p.m. - 6:33 p.m.YUL-ORD
2h 43mdirect
7:21 a.m. - 10:44 a.m.ORD-YUL
2h 23mdirect
C$ 539United Airlines
Find Deal
Thu, 4 Jul - Tue, 9 Jul

Flights from Montreal to Chicago - Travel Insights & Trends

Get data-powered insights and trends into flights from Montreal to Chicago to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Montreal Pierre Elliott Trudeau Intl Airport to Chicago flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for one-way flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago.
Our data shows that the cheapest route for a one-way flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago cost C$ 276 and was between Montreal Pierre Elliott Trudeau Intl Airport and Chicago O'Hare Intl Airport. On average, the best prices are found if you fly this route. The average price for a return flight for this route is C$ 443.

What’s the cheapest day of the week to fly from Montreal to Chicago?

The average price of all flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago clicked on KAYAK for each day over the last 12 months.
When flying from Montreal to Chicago, you should consider leaving on a Tuesday and avoid Sundays if you are looking for the best rates. For your return to Montreal, you’ll find the best rates on Wednesdays and the most expensive ones on Thursdays.

What is the cheapest month to fly from Montreal Pierre Elliott Trudeau Intl Airport to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago is February, where tickets cost C$ 351 on average. On the other hand, the most expensive months are July and October, where the average cost of tickets is C$ 508 and C$ 501 respectively.

How far in advance should I book a flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 90 days before departure.

Which airlines provide the cheapest flights from Montreal to Chicago?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
The cheapest return flight ticket from Montreal to Chicago found by KAYAK users in the last 72 hours was for C$ 312 on Porter Airlines, followed by Delta (C$ 343). One-way flight deals have also been found from as low as C$ 197 on Porter Airlines and from C$ 211 on Delta.

Which airlines fly direct between Montreal Pierre Elliott Trudeau Intl Airport and Chicago?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago.
There are 2 airlines that fly direct from Montreal Pierre Elliott Trudeau Intl Airport to Chicago. They are Air Canada and United Airlines. The cheapest airline for this route is Air Canada, with the best deal found costing C$ 323. On average, the best prices for this route can be found at United Airlines.

How many flights are there between Montreal Pierre Elliott Trudeau Intl Airport and Chicago per day?

Each day, there are between 7 and 8 nonstop flights that take off from Montreal Pierre Elliott Trudeau Intl Airport and land in Chicago, with an average flight time of 2h 40m. The most common departure time is 6:00 a.m. and most flights take off in the morning, while the most flights land at Chicago O'Hare Intl Airport. Each week, there are 55 flights. The most frequent day of departure is Monday, when 15% of all weekly flights depart. The fewest flights depart on a Saturday.

Which cabin class options are there for flights between Montreal Pierre Elliott Trudeau Intl Airport and Chicago?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There are 4 cabin class options for the route. These are First, Business, Economy and Prem Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How long does a flight from Montreal to Chicago take?

The average direct flight takes 2h 31m, covering a distance of 1,903 km.

What’s the earliest departure time from Montreal to Chicago?

Early birds can take the earliest flight from Montreal Pierre Elliott Trudeau Intl Airport at 6:15 am and will be landing in Chicago at 8:01 am.

What’s the latest departure time from Montreal to Chicago?

If you prefer to fly at night, the latest flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago jets off at 6:45 pm and lands at 8:16 pm.

Good to know

Low season

January

High season

October

Cheapest flight

C$ 197
Best time to beat the crowds (26% less expensive on average)
Most popular time to fly (12% more expensive on average)
Flight from Montreal to Chicago Midway Airport

When to book flights from Montreal to Chicago

Are your dates flexible? Find out the best times to travel from Montreal to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Montreal to Chicago flights

  • Are there public transportation options to get from Chicago O'Hare International Airport to Downtown Chicago?

    The Chicago Transit Authority offers their Blue Line train service to get from the airport to Downtown Chicago. The train runs 24h a day and includes more frequent service during morning and evening rush-hour periods. Each terminal building has a pedestrian tunnel that connects to the train station at the airport with plenty of signage marking the location of the tunnel and the station.

  • Are there direct flights between Montreal-Trudeau International Airport (YMQ) and Chicago O’Hare International Airport (ORD)?

    While there are currently no nonstop flights between these two cities, Air Canada offers one-stop service with a layover in Toronto International Airport, and United Airlines offers one-stop service with a layover in Newark International Airport.

  • Are there hotels near Chicago O'Hare International Airport (ORD)?

    If you’re looking to stay near the airport, the Hilton Chicago O'Hare Airport is right on the airport property, which allows you an easy walk to the terminal building before and after flights.

  • Is there public transportation available from the city center to Montreal-Trudeau International Airport (YMQ)?

    The bus 747 runs 24h a day, 365 days a year between the Montreal-Trudeau Airport and Downtown Montreal, on the corner of Berri and Sainte-Catherine. The travel time is around 45min and the fare to ride it is around C$ 10.

  • What is the cheapest flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago?

    In the last 3 days, the lowest price for a flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago was C$ 143 for a one-way ticket and C$ 227 for a round-trip.

  • Which airports will I be using when flying from Montreal to Chicago?

    On your way to Chicago, you’ll fly out from Montreal Pierre Elliott Trudeau Intl. You’ll be landing in one of Chicago’s 2 airports: Chicago Midway or Chicago O'Hare Intl.

  • Which airlines offer Wi-Fi service onboard planes from Montreal to Chicago?

    Air Canada, United Airlines, and American Airlines offer inflight Wi-Fi service on the Montreal to Chicago flight route.

  • Which aircraft models fly most regularly from Montreal to Chicago?

    The Embraer 175 (Enhanced Winglets) is the aircraft model that flies most regularly on the Montreal to Chicago flight route.

  • Which airline alliances offer flights from Montreal to Chicago?

    Star Alliance is the only airline alliance operating flights between Montreal and Chicago.

  • On which days can I fly direct from Montreal to Chicago?

    There are direct flights from Montreal to Chicago on a daily basis.

  • Which is the best airline for flights from Montreal to Chicago, Delta or WestJet?

    The two airlines most popular with KAYAK users for flights from Montreal to Chicago are Delta and WestJet. With an average price for the route of C$ 398 and an overall rating of 8.0, Delta is the most popular choice. WestJet is also a great choice for the route, with an average price of C$ 570 and an overall rating of 7.5.

  • How does KAYAK find such low prices on flights from Montreal to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Montreal to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Montreal to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Montreal is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Montreal to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Montreal with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Montreal to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Montreal up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding a cheap flight from Montreal to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for C$ 362 or less one-way and C$ 628 or less round-trip.
  • If you will be parking your car at Montreal-Trudeau International Airport (YMQ), there are several options to choose from. Several offsite economy lots charge around C$ 25 per day for parking and offer shuttle service to the airport. If it is the middle of winter and you want to keep your car out of the elements, there is indoor parking available at the airport for around C$ 40 per day.
  • If someone is picking you up at Chicago O'Hare International Airport (ORD), they can do so at the outermost curb at the lower level of the airport. There is no parking at any time in these locations and if drivers need to wait for you the best option for them is to wait in the cell phone lot. Drivers can wait in the cell phone lot free of charge.
  • If you’re traveling with little ones, Montreal-Trudeau International Airport offers several specialized services for families with children. This includes priority queues at security screening checkpoints, several play areas located throughout the airport for children, as well as nursing rooms that can be found in most restrooms.
  • Are you looking to rent a car at Chicago O'Hare International Airport? The airport offers all major rental car companies at their offsite Multi-Modal facility. There's a 24h shuttle available curbside from the lower level of the airport, just outside the baggage claim area.
  • If you want to pick up a quick bite to eat before your flight to Chicago O’Hare, the Montreal-Trudeau International Airport offers several options. These include the signature coffees of Java U, the bagel creations MTL Bagel, as well as the craft pizzas found at YUL Pizza.
See more tips

Prefer to fly non-stop from Montreal to Chicago?

Find which airlines fly direct from Pierre Elliott Trudeau Intl to Chicago, which days they fly and book direct flights.

Nonstop departures

Montreal Pierre Elliott Trudeau Intl to Chicago

Monday

ANA,Air Canada,Air New Zealand, +7 more

ANA,Air Canada, +8 more

Tuesday

ANA,Air Canada,Air New Zealand, +7 more

ANA,Air Canada, +8 more

Wednesday

ANA,Air Canada,Air New Zealand, +8 more

ANA,Air Canada, +9 more

Thursday

ANA,Air Canada,Air New Zealand, +7 more

ANA,Air Canada, +8 more

Friday

ANA,Air Canada,Air New Zealand, +8 more

ANA,Air Canada, +9 more

Saturday

ANA,Air Canada,Air New Zealand, +7 more

ANA,Air Canada, +8 more

Sunday

ANA,Air Canada,Air New Zealand, +8 more

ANA,Air Canada, +9 more

See more nonstop flights

Nonstop returns

Chicago to Montreal Pierre Elliott Trudeau Intl

Monday

ANA,Air Canada,Air New Zealand, +6 more

ANA,Air Canada, +7 more

Tuesday

ANA,Air Canada,Air New Zealand, +6 more

ANA,Air Canada, +7 more

Wednesday

ANA,Air Canada,Air New Zealand, +7 more

ANA,Air Canada, +8 more

Thursday

ANA,Air Canada,Air New Zealand, +6 more

ANA,Air Canada, +7 more

Friday

ANA,Air Canada,Air New Zealand, +7 more

ANA,Air Canada, +8 more

Saturday

ANA,Air Canada,Air New Zealand, +6 more

ANA,Air Canada, +7 more

Sunday

ANA,Air Canada,Air New Zealand, +7 more

ANA,Air Canada, +8 more

See more nonstop flights
See more nonstop flights

Top 5 airlines serving from Montreal to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Montreal to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Montreal to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.1
WestJet EncoreOverall score based on 60 reviews
8.7crew
7.6entertainment
7.5food
8.4boarding
7.6comfort
Airline reviews

Great flight, comfort, and staff. Prefer tv in back of seat but watching on phone will do

10.0 ExcellentDarren, May 2023YYZ - LAX
Read more about WestJet Encore reviews

Great flight, comfort, and staff. Prefer tv in back of seat but watching on phone will do

Pros: "Friendly staff and the support they offered to my mother who needed a wheelchair."
Cons: "I would have liked to have had WestJet internet and entertainment access. It was not offered on our flight from Toronto to Fredericton."
Pros: "The fact that military personnel and retired military personnel and their spouse can check in luggage for free. The check in crew was also very courteous."
Pros: "It ran on time. The pilot landed the plane without a big jolt. We could board and deplane using 2 exits."
Cons: "Seat space"
Pros: "Rotten stuff cancels out the good doesn't it. Be great if you could take some courses from Stephen Covey as you are missing some skills sets in hospitality. And stop being so cheap with the 3rd rate old old movies!"
Cons: "I did not appreciate having the second row to the last on my 2nd plane coming back - I only had a turn around time of 20 minutes to catch my third Westjet flight. When we asked if the plane would wait for us - your crew just laughed in our faces."
Pros: "Great, friendly crew in this scenic trip across to Victoria. Nice new aircraft operating this route."
Pros: "Cheerfulness of WestJet employees."
Cons: "Seat comfort; seats hard. Person next to me average size but still spilled into my seat with “man-spreading” and shoulders."
Pros: "Efficient crew and reasonable seating"
Cons: "Need more legroom or a device to fold passenger legs for the flight duration..."
Pros: "Crew was good. Seats need to be updated and are confining. I appreciated being able to disembark through front and rear door."
Cons: "More space between the seats."
Pros: "the crew was very polite but the flight was too short to have a meal"
Cons: "delayed embarking"

Seat back monitors and outlets were dead and not working.

Everything was great except for the seat. The backrest would not stay in the upright position.

I usually have a positive experience with Delta. Complimentary upgrades are always nice!

Flight delayed about 2 hrs so it made it a VERY late night

It was a crowded flight. They did the best they could.

Super good crew... food was pretty awful- overall Delta is my favorite carrier- takes off on time, good boarding process etc.

I love flying DELTA it's my favorite airline to fly I love the staff the flight attendants and most importantly the safe flights that the pilots bring every time!!!! period!! My experience has been beautiful every time....I hope the good standards will always be kept

Service was good for such a short flight. Small plane but smooth flight.

Boarding was a little confusing as many folks were trying to get on through priority boarding instead of general. Everything else was excellent.

Worst flight in my life. Only was scheduled for a 45 min flight to get our connection flight. It was late by 40 minutes and we missed our connection. Delta was totally useless trying to help and unable to get my family on the next flight because they overbooked it Thus had to get a hotel at my expense and lost a day at Disney as a result. Cost me about a $1000 if you add 2 hotels meals shuttles etc to get thru the day Awful customer service by Delta in Detroit totally useless people

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

Wifi wasn't working on one of the UA flights after boarding.

The flight was delayed instead of leaving at 11 it left at 12.20

United WiFi is consistently unusable (it can take 10 mins to load a single web page). If you need Wifi to do work, be prepared to lose half a day of productivity.

Crew was not very helpful. They forgot to serve me coffee and had to wait for a long time.It looked as if they were not very happy with what they were doing.

Good movies, iffy pay WiFi, food ok- on time though and that was great!

Unfortunately this is not a happy ending comment. Positive: flown United before no issue Negative: it only takes one bad experience to not plan future travel with United Cancún departure was delayed by 1h20 minutes, connection in Chicago was 1h30 minutes. Flight departure time 6:08 Miraculously 7 of us ran 4 kilometres through Chicago to arrive at 6:00 to be told very rudely by the 2 unprofessional United attendants you missed your flight and that we should of arrived early. Did I mention that reason I was flying? I received a call that my brother was dying and to get home. They provided no assistance would not answer any of our questions, ignorantly walked away. Deplorable

Awful…flight was delayed more than 12hrs, missed all connections to Fort Wayne, IN, had to get flight to another city 2 hours from my destination, flight was again delayed by 40 mins because they did not have enough fuel, again missed a connection, finally arrived in Indiana at 11pm…but before my 2 hour drive home, ay, no Five That Our Luggage Never Made On The plane and Still In Chicago

If United expects people to use their own devices for entertainment they should put charging outlets in each seating area. I arrived with 14%battery power. That is not good when you arrive anywhere and need to communicate for transportation.

Boarding was friendly and quick. While the plane model was older with no live tv, the entertainment was full of movies and tv shows. All food was available. Pilots were very communicative with status of the flight. Flight landed on time.

First time with Porter and I can say this is best airline company in Canada. Great service, free WiFi, free snack and drinks (including beer and wine). Seats were super comfy on the Embraer jet and I appreciated the folding try table too. Staff were excellent both legs of the trip.

Tight transfer in Montreal. (15 min) However, we made it, as did my luggage.

Check in was slow because of passenger ahead in Reserve line. Seats were somewhat uncomfortable.

First time with Porter. Amazing experience overall, will be my airline of choice in North America whenever possible. Liked the quality of food and how it was served but one suggestion- a hot meal on the longer flights, perhaps?

Delayed by 2.5 hours. This happened previously on my flight from YOW to YVR on Dec. 26.2023. This is a terrible airline. The reason was there was lack of ground crew. This is a known event. AVOID PORTER AIRLINES IF YOU CAN. There is a reason half the plane was empty.

The airline arrival at the downtown airport is a big plus.. Food and beverage was excellent. Their non weather related cancellation is horrible. Overall I gave the airline 7 over 10 Tips for people flying porter from Boston. The airline doesn’t have inflight entertainment No TV No WIFI. Bring your entertainment with you.

The airline arrival at the downtown airport is a big plus.. Food and beverage was excellent. Their non weather related cancellation is horrible. Overall I gave the airline 7 over 10

Wasn’t on the flight- again. Bad weather in Halifax and I was in an accident. What a poor experience to have to pay for all this flight and not be on it

I didn’t make my flight due to poor weather and I had an accident driving there. I tried to get my money back or even credit and nothing. I have an entire flight both to Florida and back that I paid for and no one will give me any money back. I know this isn’t just Porter and it’s 3rd party- however airlines should allow these companies to take money for things they don’t get. I’m so upset. Who can afford a full flight they never take?

Flight Ottawa to Toronto canceled and no crew was available to direct me on what to do. I opened a file and I wait to be compensated.

When we got to the airport for our flight from Chicago to Montreal which was scheduled for 2.00 p.m. they had no record of it and booked us on a flight at 3.30 very disappointing . We also had to pay 50.00 each for a seat. All things considered ,I will never book thru Kayak again. Next time I will only book directly thru Air Canada no second party booking Sue

My flight has been canceled and I had to cancel entire trip.

No food for a 6 hours flight! Plus very expensive to buy ! Sit uncomfortable! Awful!!!

There was no food on this flight. We had less than 1/3 full plane and were not allowed to spread out. Staff gave the story of the plane had to have all of us up front for 'balance.' Total bs.

There were changes to my flight with many email and very difficult to keep up with details of changes. I consulted Air Canada website that said I was to depart Casablanca at 9:35 but when I got to airport that take off time was delayed by 2 hours. That's 2 hours at an airport instead of bed. I don't understand why Air Canada website didn't show the change in take off like they showed the change in transfer. Do better.

I was delayed from Montreal to Tokyo for 3 hours and they didn't compensate anything

Flying Business on Air Canada is wonderful. With ultimate destination in US, you get the Lounge. Only problem is there was no lounge in YQB so it had to wait until connector in YUL. Flight itself is only about 30 min like the old DC-NYC shuttle so there was no service other than almonds and the bottle of water that was at your seat upon boarding. Would have been nice to be offered a beverage and there was enough time to do a quick pass for the 16 seats. That and having a lounge in YQB are only complaints, but that's very first world complaint. The FA were cordial and professional if not warm. It was a good flight and I'd do it again. But, word to the wise, it's a very different experience doing border check in YUL than YYZ. Long walk and had to go through full screening (including taking off shoes and having to chuck the bottle I had just gotten not knowing there was going to be a frull screening since there was no warning) at YUL even though never left the terminal after landing. YYZ was just a passport check. This is not A/C's fault, but travelers should be advised/warned in advance so they know what to expect especially since you land and have access tot eh terminal and it's stores and food before you get to border check. If you have mobility issues, the distance can easily be a problem and there is no warning of how long it is until you have reached the end. My mom would not be able to navigate it and someone like her may not be able to stop in the middle of an empty long corridor to ask for mobility help. A sign offering how long (10 Min, etc.) the walk is like at new LGA terminals goes a long way. Also can be stressful if you're tight on time for a connection.

I’m 5’3 115 lbs and felt so cramped in this express jet. My carry on actually meets the requirements and still had to be stuffed Into the overhead and barely fit down the aisle. Not a great experience. Air Canada needs to replace these planes.

I liked that the flight was on time for departure and arrival

We landed at 7:30 pm did not receive luggage until 9 pm. Unacceptable. I suspect it was fault of Tampa airport people

Book cheap flights from Montreal to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Montreal to Chicago found on KAYAK in the last 72 hours.
15/6Sat
1 stopPorter Airlines
4h 52mYUL-MDW
C$ 197
9/5Thu
1 stopPorter Airlines
4h 07mYUL-MDW
C$ 205
11/5Sat
1 stopDelta
5h 48mYUL-MDW
C$ 211
9/5Thu
directAir Canada
2h 46mYUL-ORD
C$ 216
18/5Sat
1 stopAir Canada
6h 14mYUL-ORD
C$ 231
11/5Sat
directUnited Airlines
2h 46mYUL-ORD
C$ 250
18/7Thu
1 stopDelta
8h 58mYUL-ORD
C$ 263
20/5Mon
1 stopWestJet
12h 53mYUL-MDW
C$ 278
7/6Fri
1 stopWestJet
6h 09mYUL-ORD
C$ 290
30/5Thu
directUnited Airlines
2h 43mYUL-ORD
C$ 304

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Last minute flights from Montreal to Chicago

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Montreal to Chicago that are departing in the next 10 days.
23/4Tue
multi-stop
14h 10mYUL-ORD
29/4Mon
multi-stop
13h 00mORD-YUL
C$ 555
23/4Tue
multi-stop
14h 10mYUL-ORD
29/4Mon
multi-stop
18h 06mORD-YUL
C$ 589
23/4Tue
multi-stopPorter Airlines
4h 02mYUL-MDW
29/4Mon
multi-stopPorter Airlines
3h 55mMDW-YUL
C$ 614
24/4Wed
multi-stopPorter Airlines
4h 02mYUL-MDW
30/4Tue
multi-stopPorter Airlines
3h 55mMDW-YUL
C$ 615
23/4Tue
directUnited Airlines
2h 36mYUL-ORD
29/4Mon
multi-stopUnited Airlines
10h 59mORD-YUL
C$ 649
24/4Wed
directAir Canada
2h 46mYUL-ORD
30/4Tue
directAir Canada
2h 10mORD-YUL
C$ 672
24/4Wed
directAir Canada
2h 36mYUL-ORD
1/5Wed
multi-stopAir Canada
5h 48mORD-YUL
C$ 676
24/4Wed
multi-stopDelta
8h 37mYUL-ORD
1/5Wed
multi-stopDelta
6h 49mORD-YUL
C$ 680
20/4Sat
directUnited Airlines
2h 46mYUL-ORD
25/4Thu
directUnited Airlines
2h 24mORD-YUL
C$ 1,406
22/4Mon
multi-stopDelta
7h 35mYUL-MDW
23/4Tue
multi-stopDelta
6h 57mMDW-YUL
C$ 1,995

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Montreal - Chicago Flights

Departure:

Montreal (YUL)Canada

Return flight deals:

Chicago - Montreal

Cabin classes:

C$ 1,083
C$ 1,273
C$ 1,657
C$ 443