C$ 158 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

Tue, 16 Mar - Tue, 23 Mar
Flair Airlines Logo
1:25 p.m. - 6:10 p.m.PUJ  Punta Cana-YUL Montreal Pierre Elliott Trudeau Intl
4h 45mdirect
Flair Airlines Logo
7:45 a.m. - 12:25 p.m.YUL  Montreal Pierre Elliott Trudeau Intl-PUJ Punta Cana
4h 40mdirect
C$ 399Flair Airlines
Thu, 17 Dec - Thu, 14 Jan
Flair Airlines Logo
2:25 p.m. - 6:10 p.m.PUJ  Punta Cana-YUL Montreal Pierre Elliott Trudeau Intl
4h 45mdirect
Flair Airlines Logo
7:45 a.m. - 1:25 p.m.YUL  Montreal Pierre Elliott Trudeau Intl-PUJ Punta Cana
4h 40mdirect
C$ 399Flair Airlines
Sun, 20 Dec - Wed, 13 Jan
Arajet Logo
4:35 p.m. - 12:15 a.m.AUA  Oranjestad Reina Beatrix-YUL Montreal Pierre Elliott Trudeau Intl
8h 40m1 stop Punta Cana
Arajet Logo
7:00 a.m. - 3:20 p.m.YUL  Montreal Pierre Elliott Trudeau Intl-AUA Oranjestad Reina Beatrix
7h 20m1 stop Punta Cana
C$ 436Arajet
Thu, 10 Dec - Tue, 15 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$ 474WestJet
Tue, 24 Nov - Wed, 31 Mar
Arajet Logo
8:25 p.m. - 12:15 a.m.PUJ  Punta Cana-YUL Montreal Pierre Elliott Trudeau Intl
4h 50mdirect
Arajet Logo
7:00 a.m. - 11:40 a.m.YUL  Montreal Pierre Elliott Trudeau Intl-PUJ Punta Cana
4h 40mdirect
C$ 499Arajet
Thu, 3 Dec - Thu, 10 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$ 584WestJet
Sat, 14 Nov - Sat, 21 Nov
Air Canada Logo
2:25 p.m. - 9:35 p.m.SJU  San Juan Luis Munoz Marin Intl-YUL Montreal Pierre Elliott Trudeau Intl
8h 10m1 stop Toronto Pearson Intl
Air Canada Logo
9:20 p.m. - 1:30 p.m.YUL  Montreal Pierre Elliott Trudeau Intl-SJU San Juan Luis Munoz Marin Intl
15h 10m1 stop Toronto Pearson Intl
C$ 605Air Canada
Thu, 3 Dec - Thu, 10 Dec
Air Canada Logo
3:15 p.m. - 6:50 p.m.PUJ  Punta Cana-YUL Montreal Pierre Elliott Trudeau Intl
4h 35mdirect
Air Canada Logo
1:00 p.m. - 6:45 p.m.YUL  Montreal Pierre Elliott Trudeau Intl-PUJ Punta Cana
4h 45mdirect
C$ 654Air Canada
Wed, 2 Dec - Wed, 9 Dec
Air Transat Logo
9:15 p.m. - 12:45 a.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$ 680Air Transat
Mon, 30 Nov - Mon, 7 Dec
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$ 680Air Transat
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Good to know

Low season

November

Cheapest flight

C$ 158
Best time to beat the crowds (6% less expensive on average)
Most popular time to fly (14% more expensive on average)
Flight from Oranjestad 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.
7.7
Air TransatOverall score based on 583 reviews
6.8Food
8.5Crew
7.1Entertainment
7.3Comfort
8.0Boarding
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.

The flights were on time and I appreciated that the cabin crew helped passengers with overhead luggage - finding space etc - despite not being paid. Apparently their wages don’t start until takeoff. This makes no sense whatsoever.

It is stupid to have to go to Atlanta in order to get to Rochester NY. I was up for 36 hours because who can sleep on an airplane. I'll next do tht again.

Our flight was delayed 3x and we were unaware until 15min of arriving at the airport so had we been made aware sooner we could have enjoyed possibly another 4hrs poolside. Very frustrating. Made the next day going back to work extremely tough too.

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.

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.

The flight was cancelled and they lost my luggage which now 5 days later I still don’t have. They gave me food vouchers that did not work so all in all terrible expy

We were sitting in the back of the plane, and they ran out of some food by the time they reached us (last). We didn’t pay less than others so we shouldn’t be treated as lesser for sitting closer to the back. Also, there was a very long baggage check in delay (1hr +) at CDG due to luggage belt malfunction with over 100 passengers affected, yet boarding and take off remained on schedule. We nearly missed the final boarding despite being at the airport 3+ hours ahead of our flight

Flight attendants announced that the flight had engine issue and they could not find the tool to fix it. Passengers stayed on the flight for hours and they announced that they found the tool, but not sure how long it would take. So everyone got off the flights they issued lunch vouchers by using boarding pass, however, mine didn’t work at all. The flight was delayed for more than 4 hours! They rebooked my connecting flight with only 1 hour connecting time, and the 1st flight was delayed again. How worse could it be? I’m glad the engine actually works and everyone is safe.

There should be a visible sign of Air Canada, because I walked all around and I didn't notice where was the desk, I was in a rush for the time because it was very difficult for me to find the D gate.

Older interior meant less luggage storage space. Service was good. I was in business class. I receive better service from other carriers

For me and my wife was wonderful everything perfectly, Tankyou.

Great, the item that impressed us. The most was the fact that some of us were gonna have a tight connection and the crew invited those people with the tight connection to stand up and leave the plane early. Great idea and it worked for us

All went smoothly from Miami to Montreal from boarding to arriving to Montreal. Flight left on time and arrived on time.

Over all good except the food was not good at all

It was pretty good. It was my first time using the airline I believe but it was a relatively pleasant experience.

Delayed fly, employees at the counter not professional and lack empathy to help, crew inside the plane very rude and unfriendly my fly was delayed for 2 hours. For being this the first time I will say if there is not other option then I will fly with this airline. One more thing, the pilot never said a wakes the whole fly but until we are about to descend. Not a welcome message the wether at the destination and time to arrival. It seems that the airplane was flying by itself without pilots. Terrible.

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.

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
Brossard
Saint-Sauveur
Longueuil
Drummondville
Magog
Bromont
Boucherville
Sutton
North Hatley
Louiseville
Eastman
Waterloo

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