C$ 108 Find Cheap Flights from Caribbean to Montreal – Compare and Save

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Cheap Flights from Caribbean to Montreal

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean to Montreal

Fri, 4 Dec - Sun, 13 Dec
WestJet Logo
4:20 p.m. - 12:30 a.m.SXM  Simpson Bay Princess Juliana-YUL Montreal Pierre Elliott Trudeau Intl
9h 10m1 stop Toronto Pearson Intl
WestJet Logo
6:45 a.m. - 3:25 p.m.YUL  Montreal Pierre Elliott Trudeau Intl-SXM Simpson Bay Princess Juliana
7h 40m1 stop Toronto Pearson Intl
C$ 414WestJet
Thu, 15 Oct - Sat, 24 Oct
WestJet Logo
3:10 p.m. - 6:20 p.m.SXM  Simpson Bay Princess Juliana-YUL Montreal Pierre Elliott Trudeau Intl
27h 10m1 stop Toronto Pearson Intl
WestJet Logo
7:20 p.m. - 2:25 p.m.YUL  Montreal Pierre Elliott Trudeau Intl-SXM Simpson Bay Princess Juliana
19h 05m1 stop Toronto Pearson Intl
C$ 422WestJet
Thu, 22 Oct - Thu, 29 Oct
Multiple Airlines Logo
6:00 p.m. - 6:50 a.m.SXM  Simpson Bay Princess Juliana-YUL Montreal Pierre Elliott Trudeau Intl
12h 50m2 stops Toronto Pearson Intl Ottawa
Multiple Airlines Logo
6:45 a.m. - 2:25 p.m.YUL  Montreal Pierre Elliott Trudeau Intl-SXM Simpson Bay Princess Juliana
7h 40m1 stop Toronto Pearson Intl
C$ 425Multiple Airlines
Mon, 9 Nov - Tue, 17 Nov
Multiple Airlines Logo
4:45 p.m. - 6:48 a.m.SXM  Simpson Bay Princess Juliana-YUL Montreal Pierre Elliott Trudeau Intl
15h 03m2 stops Toronto Pearson Intl Ottawa
Multiple Airlines Logo
6:45 a.m. - 3:25 p.m.YUL  Montreal Pierre Elliott Trudeau Intl-SXM Simpson Bay Princess Juliana
7h 40m1 stop Toronto Pearson Intl
C$ 430Multiple Airlines
Thu, 12 Nov - Fri, 20 Nov
Air Canada Logo
3:45 p.m. - 7:50 p.m.SXM  Simpson Bay Princess Juliana-YUL Montreal Pierre Elliott Trudeau Intl
5h 05mdirect
Air Canada Logo
9:35 p.m. - 3:45 p.m.YUL  Montreal Pierre Elliott Trudeau Intl-SXM Simpson Bay Princess Juliana
41h 10m2 stops Ottawa Toronto Pearson Intl
C$ 444Air Canada
Sat, 19 Sep - Wed, 30 Sep
Air Canada Logo
6:00 p.m. - 6:50 a.m.SXM  Simpson Bay Princess Juliana-YUL Montreal Pierre Elliott Trudeau Intl
12h 50m2 stops Toronto Pearson Intl Ottawa
Air Canada Logo
9:55 p.m. - 5:00 p.m.YUL  Montreal Pierre Elliott Trudeau Intl-SXM Simpson Bay Princess Juliana
19h 05m1 stop Toronto Pearson Intl
C$ 462Air Canada
Tue, 20 Oct - Wed, 28 Oct
Arajet Logo
7:35 p.m. - 12:20 a.m.PUJ  Punta Cana-YUL Montreal Pierre Elliott Trudeau Intl
4h 45mdirect
Arajet Logo
6:45 a.m. - 11:30 a.m.YUL  Montreal Pierre Elliott Trudeau Intl-PUJ Punta Cana
4h 45mdirect
C$ 520Arajet
Sat, 27 Feb - Sat, 6 Mar
Arajet Logo
6:00 a.m. - 10:07 a.m.PUJ  Punta Cana-YUL Montreal Pierre Elliott Trudeau Intl
5h 07mdirect
Arajet Logo
11:07 a.m. - 5:15 p.m.YUL  Montreal Pierre Elliott Trudeau Intl-PUJ Punta Cana
5h 08mdirect
C$ 524Arajet
Mon, 2 Nov - Mon, 9 Nov
Air Transat Logo
2:10 p.m. - 5:40 p.m.PUJ  Punta Cana-YUL Montreal Pierre Elliott Trudeau Intl
4h 30mdirect
Air Transat Logo
2:30 p.m. - 7:55 p.m.YUL  Montreal Pierre Elliott Trudeau Intl-PUJ Punta Cana
4h 25mdirect
C$ 574Air Transat
Mon, 26 Oct - Mon, 2 Nov
Air Transat Logo
12:50 p.m. - 5:20 p.m.PUJ  Punta Cana-YUL Montreal Pierre Elliott Trudeau Intl
4h 30mdirect
Air Transat Logo
2:30 p.m. - 7:55 p.m.YUL  Montreal Pierre Elliott Trudeau Intl-PUJ Punta Cana
4h 25mdirect
C$ 574Air Transat
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Good to know

Low season

January

Cheapest flight

C$ 108
Best time to beat the crowds but there is an average 6% increase in price.
Most popular time to fly (9% more expensive on average)
Flight from San Juan to Montreal

Flights from Caribbean to Montreal: the best tips from KAYAK users

Insights shared by verified travellers who flew the route from Caribbean to Montreal 
Verified travelerFlew with Air Canada-Apr 2025
Bring some warm clothes that you can change into during the flight. Oh, and some good earplugs! These planes are noisy, especially if you’re sitting over the wings or in the back. If you want a quiet flight, get a seat as close to the front as possible.
MichelFlew with Air Canada-Feb 2025
Make sure you are aware of which terminal to go to (T2) for your check-in.

FAQs for booking Caribbean to Montreal flights

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

    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 Caribbean to Montreal.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Montreal from Caribbean 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 Caribbean to Montreal?

    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 Montreal with an airline and back to Caribbean with another airline.

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

    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 Montreal from Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 4 airlines flying from Caribbean to Montreal

 
Need help choosing which airline to fly with from Caribbean to Montreal? 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.
7.8
Air TransatOverall score based on 576 reviews
8.5Crew
7.1Entertainment
7.3Comfort
8.0Boarding
6.8Food
Airline reviews

On one of the flights, the situation became sufficiently frustrating that a passenger openly expressed their dissatisfaction. Despite these complaints, we did not observe any meaningful improvement or receive an adequate explanation. The fact that members of our group experienced similar conditions on two separate aircraft is particularly concerning. We recognize that cabin temperatures may vary during a flight; however, the prolonged discomfort and the apparent lack of an effective response significantly affected our travel experience. Passengers reasonably expect a long-haul international flight to provide a tolerable cabin environment. When multiple passengers raise concerns about their comfort or well-being, those concerns should be acknowledged and addressed professionally.

2.0 MediocreAnonymous, Sep 2026
Read more Air Transat reviews

On one of the flights, the situation became sufficiently frustrating that a passenger openly expressed their dissatisfaction. Despite these complaints, we did not observe any meaningful improvement or receive an adequate explanation. The fact that members of our group experienced similar conditions on two separate aircraft is particularly concerning. We recognize that cabin temperatures may vary during a flight; however, the prolonged discomfort and the apparent lack of an effective response significantly affected our travel experience. Passengers reasonably expect a long-haul international flight to provide a tolerable cabin environment. When multiple passengers raise concerns about their comfort or well-being, those concerns should be acknowledged and addressed professionally.

Good. Mm to I am always generally satisfied with Air Transat! 👍

Arm rests are too small and too close. No screens, movie selection was very limited and poor. Food is pretty much overpriced cheap convenience store food.

Crew was good, helpful. Flight ran on time.would have liked to take airtransat home to MTL. But the price back from San Jose Costa Rica was MUCH more expensive than the flight from MTL to San Jose c.r.

The on-board crew were professional and friendly and made the trip feel like we were taken care of well. The gate for the flight departure changed three times...not great but not terrible. Considering it was the day of the New Jalisco Cartel mayhem, we can't really complain.

Onward flight was okay. return from Lisbon was poor as we missed our flight due to a long line at the passport control. Air Transat made no effort to accommodate us even though we were at the passport control 40 minutes prior to the departure.

Thank you for making my first experience very enjoyable. You made it all very pleasant

Great flight great seats will absolutely fly with you again

YUL AIRPORT is the worst. 1 Hr to Get out of the plane, 1 Hr To Cross the Border. 1Hr waiting to be pick up curbside. Trafic is ubeliveble.

Flying to a far away destination is a miracle in itself, so please take these with a grain of salt. The seats are a bit tired, and need a freshen up. The entertainment could be a bit newer, especially with all services available now. The food really is where we need help. But again, flying is a privilege, so all is good.

Bumped from my connected flight, we arrived earlier than scheduled and I was bumped 4.5 hours later. There was no reason, they said my time I wouldn’t have connected in time. I had 41 minutes. None of Westjet customer service in airport could figure out why me and my 5 year old were bumped from flight we booked. We had 10 minutes to get to next gate after we got off the plane, one lady mentioned that’s not enough time to get to next gate. I was there in 3 minutes. Was originally suppose to fly out at 6:50 pm And was re scheduled to 11:45pm.

Everything went well, smooth flight, arrived on time, no lost luggage!

Terrible. I was charged $75 for a checked bag when I only had a carry on. The lady at the desk said she couldn’t refund me the money and that I had to call westjet. I called the next day and they said they couldn’t refund me because there is no way to prove I didn’t have a checked bag.

WestJet employees were not properly informed about where my luggage was going causing extreme confusion and almost made me miss my flight

WestJet continues to live up to budget airline status. The flight crew were not particularly friendly and just were not attentive. We were served cold meals, not initially given any cutlery, and served wrong beverage orders. Seats are not comfortable, especially for long haul flights, and there is basically no offered in/flight entertainment. Fortunately they did have a WiFi service which did seem to work for streaming and connecting kids tablets, but if you were not prepared you were left scrambling. Mix that in with the strike concerns leading up to flights, it made for a less than ideal flight (especially when comparing it to similar class in Air Canada for the outbound flight). Third flight with WestJet but not necessarily planning on booking again.

First time flying WestJet airlines and it was a wonderful experience!

Terrible decision to take a night flight. Not enough time to sleep and premium seat has no foot rest ao couldn’t get comfortable!

See review from the other leg San Antonio to Atlanta.. basically the same experience as the flight was operated by Delta.

20+imite delay on the plane with no air. Part of our group had no seats assigned and took a long time to get fixed. Again no wifi and snacks were sad

Flight booked from Montreal via Toronto to Huatulco. Toronto to Huatulco flight was cancelled, lost one day of vacation in Toronto waiting for next flight. Flight from Huatulco to Toronto delayed, missed connection to Montreal. Westjet counter closed. No hotel, no connection flight for 4 days to Montreal to finish the journey. I shall go to Small Claims Court to get compensation for all these troubles. Westjet never again.

My flight got Delayed due to the airline. The attending Crewe in Montreal were not super helpful and I arrived 13 1/2 hours late from my original arrival time. Air Canada lost my luggage, they stated they booked me a hotel room overnight at no fee, however when I arrive to the hotel, there was no reservation. It also took me three different attempts to get the hotel, even covered by Air Canada as they were arguing that they were not responsible for this, despite it having been delayed due to the airline. Overall, the service was very very poor and what should’ve been a short five hour trip turned into a 13 1/2 hour saga with me, spending a night in a random airport overnight due to Air Canada’s errors, and searching for my luggage until 2 o’clock in the morning. I will never fly Air Canada again.

$2600 for the flight with food then not even a dog will eat specially breakfast

Air canada charged me for a carry on bag that I did not have.

Our connection flight was cancelled due to the crew being detained in customs for drug trafficking. Ruining my last two days of vacation because they cancelled the rebooked flight too. Worst experience of my life, i want my money back because nobody can give me back those days and reservations i had planned for 6 months.

Original flight was canceled by Air Canada and next day they re scheduled and paid by hotel and taxi cost, but it just so tired for waiting and I have some school exam that I couldn't prepare it at all.

The gate and flight crew were very responsive and professional. They went out of their way to make sure this senior had a good flight.

Liked they had tv screens on plane but no service for drinks and a snack when other airlines do

Advertised as free carry on bag for international flights and then I had to pay both ways.

Cold processed snacks for $$$$ Screaming children of family of 5 out of hell, nowhere to hide, strapped into a chair forced to listen to 3+ hours, crew completely lost control….Check in is completely automated with staff looking at you like you always were supposed to know how to stick your luggage sticker. The airport has no usb or usb-c charger you are forced to buy a cube for $20-$30. Somewhat disappointing well it was the first and the last time

Check-in was quick and efficient, the flights were smooth and comfortable and the food was fairly tasty. Eating beans while in a tin can in the sky is not necessarily the best choice. Our luggage came quickly and easily.

I got to the airport and the airline told me i did not have a flight. I never got a confirmation email yet I did get charged. Please refund my money asap

Was charged for ticket, unable to check in online, made the line to speak to someone at the counter but was told I did not show up in the system as having a ticket to fly - even though I have the email with confirmation and credit card was charged. I could not purchase another ticket at the counter, only online which was not working. Ended up buying a flight on another airline at the airport. Called customer service to claim the cost of the original ticket, was told I showed up in their system as having a ticket but did not check-in or show up to board the flight. Currently pending review for refund via their customer service team, they were very nice and helpful over the phone despite the many glitches.

Do not book with this airline. Flights delayed over 3 hours and no explanation. They keep changing your itinerary every hour.

Awful. Not water, or chargers or space under the seats, the plane was very old and poor maintenance, seats really dirty, sticky, seats pockets with wires pinching your knees. Connection with no announcements, plane departed 1.30 hour earlier for an extra stop to refueling in Trinidad & Tobago. Even that we had a 3 hrs delay, seated in the plane in the runway.

Really bad. Uncommunicated stop in Trinidad & Tobago for refueling. Extra stop added 3 hours of discomfort without allowing off the seat. Not even water, or chargers or boarding groups.

Staff were unfriendly and rude. Was stuck on runway for 2 hours after arrival in Boston.

Horrible service. No communication from the crew as to why a 6 hour delay then cancellation

We waited in an overcrowded bus for over a half hour. It was uncomfortable. It would have been better to have waited in the terminal in a line

The food for sale on board has opportunity for improvement.

My seat was broken and the crew had to find me somewhere else to sit. The crew was extremely courteous about this

Travelling to a place near Montreal?

Book flights to Montreal if you plan to visit one of these locations
Trois-Rivières
Laval
Sherbrooke
Montebello
Dorval
Saint-Sauveur
Brossard
Drummondville
Longueuil
Magog
Bromont
Boucherville
Sutton
North Hatley
Louiseville
Eastman
Waterloo

More options for your flight to Montreal