YUL - CHI

C$ 222 Find Cheap Flights from Montreal to Chicago

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 11/2. 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.
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These are the airlines KAYAK users have selected most often from within our search results in flight searches from Montreal to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Montreal to Chicago, as well as popular online travel agencies
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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.

Recent round-trip flight deals from Montreal to Chicago

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Montreal to Chicago.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
4:10 p.m. - 8:07 p.m.YUL-ORD
4h 57m1 stop
7:20 a.m. - 10:32 a.m.ORD-YUL
2h 12mdirect
C$ 363Lufthansa
Find Deal
ter, 4 fev - qua, 5 fev
8:55 a.m. - 12:10 p.m.YUL-MDW
4h 15m1 stop
1:05 p.m. - 6:00 p.m.MDW-YUL
3h 55m1 stop
C$ 378Porter Airlines
Find Deal
sex, 14 fev - dom, 16 fev
7:14 a.m. - 1:39 p.m.YUL-ORD
7h 25m2 stops
6:30 a.m. - 12:20 p.m.ORD-YUL
4h 50m1 stop
C$ 431American Airlines
Find Deal
sáb, 15 fev - dom, 16 fev
10:54 a.m. - 8:41 p.m.YUL-ORD
10h 47m1 stop
8:04 a.m. - 3:25 p.m.ORD-YUL
6h 21m2 stops
C$ 458American Airlines
Find Deal
sex, 7 fev - sáb, 8 fev
8:50 a.m. - 12:59 p.m.YUL-ORD
5h 09m1 stop
3:35 p.m. - 6:47 p.m.ORD-YUL
2h 12mdirect
C$ 515Air Canada
Find Deal
sex, 14 fev - qui, 20 fev
8:50 a.m. - 12:59 p.m.YUL-ORD
5h 09m1 stop
2:05 p.m. - 9:18 p.m.ORD-YUL
6h 13m1 stop
C$ 522Air Canada
Find Deal
sex, 14 fev - qui, 20 fev
9:15 a.m. - 10:54 a.m.YUL-ORD
2h 39mdirect
11:35 a.m. - 2:47 p.m.ORD-YUL
2h 12mdirect
C$ 525United Airlines
Find Deal
qui, 6 fev - dom, 9 fev
6:20 p.m. - 7:55 p.m.YUL-ORD
2h 35mdirect
6:30 a.m. - 12:50 p.m.ORD-YUL
5h 20m1 stop
C$ 539United Airlines
Find Deal
seg, 10 fev - seg, 17 fev
6:00 a.m. - 10:49 a.m.YUL-ORD
5h 49m1 stop
6:45 a.m. - 11:59 a.m.ORD-YUL
4h 14m1 stop
C$ 614WestJet
Find Deal
qui, 6 fev - dom, 9 fev
6:00 a.m. - 10:49 a.m.YUL-ORD
5h 49m1 stop
6:45 a.m. - 11:59 a.m.ORD-YUL
4h 14m1 stop
C$ 617WestJet
Find Deal
qui, 13 fev - ter, 18 fev

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 round-trip flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago.
Our data shows that the cheapest route for a return flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago cost C$ 409 and was between Montreal Pierre Elliott Trudeau Intl Airport (YUL) and Chicago O'Hare Intl Airport (ORD). On average, the best prices are found if you fly this route. The average price for a return flight for this route is C$ 409.

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

The average price of all round-trip flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago clicked on KAYAK for each day over the last 12 months.
If you are looking for a flight deal from Montreal to Chicago, look for departures on Wednesdays and avoid leaving on a Sunday, as it's usually the priciest day. When flying back from Chicago, Thursday is the cheapest day to fly and Friday is the most expensive.

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 round-trip 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 March, where tickets cost C$ 427 (return) on average. On the other hand, the most expensive months are February and December, where the average cost of round-trip tickets is C$ 574 and C$ 507 respectively.

Can I save money by flying with a layover from Montreal Pierre Elliott Trudeau Intl Airport to Chicago?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.
Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 2 stops layover the cheapest option at C$ 822 on average.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip 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 week.
To get a below average price on the flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago, you should book around 4 weeks before departure. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

Good to know

Low season

January

High season

August

Cheapest flight

C$ 222
Best time to beat the crowds but there is an average 3% increase in price.
Most popular time to fly and prices are also 5% lower on average.
Flight from Montreal Pierre Elliott Trudeau Intl to Chicago O'Hare 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.

Flights from Montreal to Chicago: the best tips from KAYAK users' own experiences

Insights shared by verified travellers who flew the route from Montreal to Chicago 
Steven AnthonyFlew with United AirlinesYUL-ORDAug 2024
Don't take the 6am flight. Airport security and customs only open at 430am. So if you show up the recommended 3 hours before, you're waiting in line for nothing
Verified travelerFlew with United AirlinesYUL-ORDApr 2024
Come prepared with your own entertainment as the flight did not offer in flight entertainment

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$ 154 for a one-way ticket and C$ 252 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 Delta 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, Porter Airlines or United Airlines?

    The two airlines most popular with KAYAK users for flights from Montreal to Chicago are Porter Airlines and United Airlines. With an average price for the route of C$ 399 and an overall rating of 7.9, Porter Airlines is the most popular choice. United Airlines is also a great choice for the route, with an average price of C$ 485 and an overall rating of 7.4.

  • 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

KAYAK’s top tips for finding a cheap flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for C$ 316 or less one-way and C$ 595 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 direct from Montreal to Chicago?

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

Direct departures

Montreal Pierre Elliott Trudeau Intl to Chicago

Monday

ANA,Air Canada,Air New Zealand, +3 more

ANA,Air Canada, +4 more

Tuesday

ANA,Air Canada,Air New Zealand, +3 more

ANA,Air Canada, +4 more

Wednesday

ANA,Air Canada,Air New Zealand, +3 more

ANA,Air Canada, +4 more

Thursday

ANA,Air Canada,Air New Zealand, +3 more

ANA,Air Canada, +4 more

Friday

ANA,Air Canada,Air New Zealand, +3 more

ANA,Air Canada, +4 more

Saturday

ANA,Air Canada,Air New Zealand, +3 more

ANA,Air Canada, +4 more

Sunday

ANA,Air Canada,Air New Zealand, +3 more

ANA,Air Canada, +4 more

See more nonstop flights

Direct returns

Chicago to Montreal Pierre Elliott Trudeau Intl

Monday

ANA,Air Canada,Air New Zealand, +3 more

ANA,Air Canada, +4 more

Tuesday

ANA,Air Canada,Air New Zealand, +3 more

ANA,Air Canada, +4 more

Wednesday

ANA,Air Canada,Air New Zealand, +3 more

ANA,Air Canada, +4 more

Thursday

ANA,Air Canada,Air New Zealand, +3 more

ANA,Air Canada, +4 more

Friday

ANA,Air Canada,Air New Zealand, +3 more

ANA,Air Canada, +4 more

Saturday

ANA,Air Canada,Air New Zealand, +3 more

ANA,Air Canada, +4 more

Sunday

ANA,Air Canada,Air New Zealand, +3 more

ANA,Air Canada, +4 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.
7.9
Porter AirlinesOverall score based on 274 reviews
8.7Crew
8.0Comfort
7.6Food
6.9Entertainment
8.2Boarding
Airline reviews

The only issue had when i mentioned about comfort was the man beside me was on the larger side and took about 1/3 of my seat where i was pressed against the wall/window of the plane for the trip.

8.0 ExcellentJason, Dec 2024YUL - YHZ
Read more Porter Airlines reviews

The only issue had when i mentioned about comfort was the man beside me was on the larger side and took about 1/3 of my seat where i was pressed against the wall/window of the plane for the trip.

The check-in staff, boarding staff, and flight crew were all very friendly. Really miss the Porter lounge in Ottawa.

Thanks for giving a beer to everyone in the seat infront of me and then telling me that I can’t have one because they are going to land. I guess I need to pay for a seat and then pick one in the very front of the plane

The flight was delayed by more than one hour. The terminal was consequently overcrowded and hot. We lost our car reservation and hit rush hour traffic in Boston, which added two hours stuck in traffic to our trip.

Awesome, the whole way through. Thank you, this is the new Canadian Airline benchmark.

We were given a complimentary seat upgrade which was so unexpected but so lovely!

Porter was excellent. Boarding was a breeze. The seats were a little uncomfortably but the overall trip was excellent.

Only packaged snacks were served. It was a flight at lunchtime and a hot meal would have been a great.

Reserve check-in was very slow compared to regular check-in. Internet was slow

Lavatories broke with an hour to go. At least we were on time.

The plane was in Moline all night. Consequently, we assumed an on time departure at 8:15am. Unfortunately, and as is the normal case with United in Moline, we departed 2.5 hours late. When the crew came, it was discovered that there was very little heat in the plane. Seems this should have been checked hours before the crew arrived. Then when we boarded and the plane was to be de-iced, the United de-icing truck was not working! We awaited the American Airlines truck. All of this caused us to miss our connection in Chicago. My suggestion is never take United Airlines flight from Moline. We have been disappointed 80% of the time and have vowed to not take United again from Moline.

Flight was delayed two hours. No snacks and no tv screens. My bag got stuck in Chicago

The aircrew was solid, the flight was chill, I had no issues. The gate agent was not the best. I was trying to use a military bag upgrade to move my bag from under the seat to the overhead bins and he told me there’s no overhead bins on the plane, argued with me why booking put a military member in basic economy (I don’t really understand this) and made it an issue to even try to help me stating I’d have to call reservations to get a bag upgrade. When every other agent with United can add it at the gate, this man couldn’t be bothered.

lots of delays the crew were unclear about where to pick up my carry-on, which they took from me to check in on the plane.

They needed people to check a bag, they did check my bag and I had to wait 10 minutes after the flight to get it it wasn’t too bad

HORRIBLE WITH THEIR WEBSITE!!! WORST WEBSITE IN THE WHOLE AIRLINE INDUSTRY

Did not even get on board. Was told I needed an esta agreement. Was not aware of this when I booked the fare and not told about them

Cramped seats. Audio jack for the in -flight entertainment was broken.

Flight was great albeit the long line before the int’l immigration given the timing of the year.

They canceled our flight and left us stranded to figure it out

Seating was horrible. Small seats. Access to flight information and extras very iser unfriendly. Kept losing internet after paying for it. Staff in madison was as unprofessional and unhelpful.

Delayed due to no crew. On a major holiday travel day.

Other than being delayed 5.5 hours and having to get a hotel because I missed my connecting flight, it was an okay flight. No in-flight Wi-Fi or entertainment.

It was nice being on a flight that had working wifi. The boarding was quick - why don’t all airlines have small boarding groups window to aisle? Makes so much sense!!! I was disappointed to be the first person stopped to have to gate check my carryon. Especially when there was plenty of overhead space at the back! But I get it…keeps it moving. Crew was nice.

The flight from Buffalo to Chicago was on an older and smaller plane. Seating was tight. Looking closely at the interior of the aircraft there were definitely signs of aging and wear.

The flight encountered a delay exceeding 4 hours. The food voucher issued was valued at $12, insufficient to cover our meal expenses. Consequently, I was unable to take my medication, leading to a drop in blood sugar levels and exacerbating my anxiety.

Airplane was cold. Flight attendants were rude. Phone charger did not work. No food available.

3hour delay In the last 3 months i had 3 flights and 2 of these had a more than 2:40 hrs delayed

My initial flight to ORD was extended without reason. We circled the airport a few time and then drove on the ground for at least 20 minutes. These kinds of delays are annoying but somewhat expected… it would be nice if the crew would make an announcement to give updates on how long we could expect to be delayed.

Fantastic. I am low vision and was impressed with how helpful and accommodating the service tam was. It was super appreciated! I was pleasantly surprised about how delicious the food was. Like, “I wish I had more even though I’m no longer hungry” delicious. 100% enjoyable trip.

Absolutely the worst airline I have ever taken. They lost my baggage and told me my bag tags had been cancelled. When my bags arrived days later I had to pick them up at 3:15 am. My return flight was delayed another 6 hours and they broke my bag. Westjet does nothing to try and make it a better customer experience and all the customers services representatives I spoke with were useless and incompetent. Never flying westjet again.

it's all good nothing you can do make better 😌

Very old planes. Seats were not comfortable. Air was not on during the flight leading to incredibly stuffy conditions.

It was so bad experience they wanted just charged passengers for any reason.

Delta was great. West Jet was not. I booked my flight in Sept (well over two months ago), but was told there were 2 reservations and NO tickets for me, my husband and 16mo daughter. We were unable to go ahold of West Jet over the phone and the kiosk was unhelpful so we had to buy completely new tickets in order to get home that day. I’ve called West Jet twice since and sat on the phone for over an hour without speaking to any representatives.

The seats were some of the most uncomfortable I've ever been on. Other similar-sized jets with the same seating arangement have been far more comfortable. This interfered with sleeping, so it was a big issue. Moreover, the lack of a digital boarding pass forced an extra trip to print one, and the overall digital experience was poor. WestJet's website could not figure out one of my flights existed.

The seats were some of the most uncomfortable I've ever been on. Other similar-sized jets with the same seating arangement have been far more comfortable. This interfered with sleeping, so it was a big issue.

flight was delayed and stewards were preoccupied and not helping passengers. The pilot was very communicative which was great. The window was dirty as were the back of the front seats with chewed gum and slime on it. I hope this helps.

Traveling on two legs the food was identical and not very good

Agent checking me in was great. Plane was nice. Problem was with the handling of my fragile check in. They damaged my steel drum, waiting to hear back from them to see if they will take any responsibility. Think twice about travelling with something fragile, they don't seem to treat it any different than normal luggage

Super. Planes were clean. Flights were on time. boarding was smooth. Flight attendants were professional.

ground crew at Casablanca as well as at Montreal was not helpful at all. specially at Montreal airport, very rude .

The TSA people or whatever you call them were a bit rude- I asked why I had to take my shoes off bc I'm 75 and in the USA, I don't have to. The man didn't need to snap at me. It wasn't even busy! The plane was ok, a bit small for such a long flight, but I'm very familiar with the 737 used ( I fly it often between SFO and SAN) service was ok-nothing special. If I drank alcohol I guess I would be happy with free choices. the plane was HOT and even the FA commented on it. They tried to get it cooler, but it never happened.

I have flown on many airlines all over the world, and this plane flight was the most uncomfortable I have ever experienced.

Flight from Minneapolis to Montreal was easy, breezy. Small plane, so not much overhead space. The seats felt slightly smaller than normal, but not uncomfortable for my body type. No screens in the seats for watching movies or shows, but I don't mind, I'm more of a reader.

Excellent overall experience. Seats were comfortable and ample leg room.

Con: Travelers shouldn't have to pay a fee for first checked bag, in any fare class. Pro: Plane was new and comfortable, even for the seats that didn't cost extra.

I needed to catch a United flight. There wasn't enough signage or help on arrival to navigate the transfer.

Wheelchair help is not reliable & chaotic. No food and minimal liquids for a flight at 6;25.

I wasnt able to choose my seat during booking my flight _months_ in advance and then when I checked in for my flight, I _still_ couldnt choose my seat. I was finally able to get a seat when I got to the gate, and they stuck me in a middle seat next to a jerk. This was my return flight, and on my departing flight I was able to choose my seat, so I dont understand what the issue was but it was very annoying and a miserable ~6.5 hours on the return flight.

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Benton Harbor
New Buffalo
Portage
Merrillville
Saint Joseph
Valparaiso
Schererville
Hammond
Munster
Chesterton
Lansing
Monticello
Porter

Everything you need to know for your flight from Montreal to Chicago

Information on your arrival and departure airports

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