C$ 144 Find Cheap Flights to Caribbean Islands

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Canada to Caribbean Islands departing on 20/12. 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
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results for flights to Caribbean Islands
These are the airlines KAYAK users have selected most often from within our search results for flights to Caribbean Islands
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Best Caribbean Islands Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta CanadirectC$ 381
Montego Bay
Montego Bay2 stopsC$ 433
Kingston
KingstondirectC$ 441
Oranjestad
Oranjestad2 stopsC$ 404
Nassau
Nassau1 stopC$ 342
Simpson Bay
Simpson Bay2 stopsC$ 405
Puerto Plata
Puerto Plata2 stopsC$ 396
Willemstad
Willemstad2 stopsC$ 435
Providenciales
ProvidencialesdirectC$ 379
George Town
George Town2 stopsC$ 392
St. John's
St. John's1 stopC$ 479
Punta Cana
Punta CanadirectC$ 381
Montego Bay
Montego Bay2 stopsC$ 433
Kingston
KingstondirectC$ 441
Oranjestad
Oranjestad2 stopsC$ 404
Nassau
Nassau1 stopC$ 342
Simpson Bay
Simpson Bay2 stopsC$ 405
Puerto Plata
Puerto Plata2 stopsC$ 396
Willemstad
Willemstad2 stopsC$ 435
Providenciales
ProvidencialesdirectC$ 379
George Town
George Town2 stopsC$ 392
St. John's
St. John's1 stopC$ 479

Book Cheap Caribbean Islands Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights to Caribbean Islands 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 for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals to Caribbean Islands

Fri, 6 Feb - Tue, 10 Feb
Porter Airlines Logo
11:30 p.m. - 6:50 p.m.
YYZ
-
NAS
19h 20m1 stop
Porter Airlines Logo
1:00 p.m. - 8:52 p.m.
NAS
-
YYZ
7h 52m1 stop
C$ 342Porter Airlines
Thu, 22 Jan - Sun, 25 Jan
WestJet Logo
4:00 p.m. - 7:35 p.m.
YYZ
-
NAS
3h 35mdirect
WestJet Logo
8:45 p.m. - 12:15 a.m.
NAS
-
YYZ
3h 30mdirect
C$ 345WestJet
Thu, 15 Jan - Thu, 22 Jan
Flair Airlines Logo
10:00 a.m. - 3:35 p.m.
YYZ
-
PUJ
4h 35mdirect
Flair Airlines Logo
4:35 p.m. - 8:25 p.m.
PUJ
-
YYZ
4h 50mdirect
C$ 381Flair Airlines
Fri, 9 Jan - Sun, 18 Jan
Flair Airlines Logo
7:45 a.m. - 1:20 p.m.
YYZ
-
PUJ
4h 35mdirect
Flair Airlines Logo
4:35 p.m. - 8:25 p.m.
PUJ
-
YYZ
4h 50mdirect
C$ 385Flair Airlines
Thu, 15 Jan - Thu, 22 Jan
Air Transat Logo
10:30 a.m. - 10:50 p.m.
YTZ
-
PUJ
11h 20m1 stop
Air Transat Logo
11:55 p.m. - 10:23 a.m.
PUJ
-
YTZ
11h 28m1 stop
C$ 394Air Transat
Thu, 15 Jan - Thu, 22 Jan
Air Transat Logo
10:30 a.m. - 10:50 p.m.
YTZ
-
PUJ
11h 20m1 stop
Air Transat Logo
11:55 p.m. - 8:08 a.m.
PUJ
-
YTZ
9h 13m1 stop
C$ 403Air Transat
Thu, 26 Feb - Thu, 5 Mar
United Airlines Logo
7:40 p.m. - 2:00 p.m.
YYZ
-
MBJ
18h 20m2 stops
United Airlines Logo
3:20 p.m. - 7:45 p.m.
MBJ
-
YYZ
28h 25m2 stops
C$ 433United Airlines
Sun, 29 Mar - Tue, 31 Mar
United Airlines Logo
7:43 p.m. - 11:43 a.m.
YYZ
-
MBJ
17h 00m2 stops
United Airlines Logo
12:52 p.m. - 10:23 p.m.
MBJ
-
YYZ
8h 31m1 stop
C$ 443United Airlines
Thu, 8 Jan - Wed, 14 Jan
Air Canada Logo
8:30 a.m. - 2:00 p.m.
YUL
-
PUJ
4h 30mdirect
Air Canada Logo
4:00 p.m. - 7:10 a.m.
PUJ
-
YUL
16h 10m1 stop
C$ 483Air Canada
Wed, 7 Jan - Wed, 14 Jan
Air Canada Logo
8:30 a.m. - 2:00 p.m.
YUL
-
PUJ
4h 30mdirect
Air Canada Logo
4:55 p.m. - 9:00 p.m.
PUJ
-
YUL
5h 05mdirect
C$ 484Air Canada
Booking Insights

KAYAK's insights & trends for flights to Caribbean Islands

Get data-powered insights and trends for flights to Caribbean Islands to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest flight to Caribbean Islands?

These are the best round-trip prices found by users searching on KAYAK in the last 72 hours.

The cheapest ticket to Caribbean Islands from Canada found in the last 72 hours was to Montego Bay, at C$ 83 round-trip. The most popular route is Edmonton (YEG) to Punta Cana (PUJ) and the cheapest round-trip airline ticket found on this route in the last 72 hours was C$ 337.

How much is a flight to Caribbean Islands?

The average and cheapest price for all round-trip flights to Caribbean Islands from each origin found by users searching on KAYAK in the last month.

A flight to Caribbean Islands costs C$ 554 on average. The cheapest price found on KAYAK in the last 2 weeks was C$ 83 for the route Halifax (YHZ) to Montego Bay (MBJ). The most popular routes on KAYAK are Montreal to Willemstad which costs C$ 709 on average, and Toronto to Oranjestad, which costs C$ 695 on average.

See prices from:

What is the cheapest month to fly from Canada to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Canada to Caribbean Islands, 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 Canada to Caribbean Islands is October, when tickets cost C$ 587 (return) on average. On the other hand, the most expensive months are March and May, when the average cost of round-trip tickets is C$ 1,049 and C$ 1,017 respectively.

How far in advance should I book a flight from Canada to Caribbean Islands?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights to Caribbean Islands, 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 a flight from Canada to Caribbean Islands, you should book around 4 weeks before departure, which saves you about 9% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 23 weeks before departure.

Which is the cheapest airport to fly into in Caribbean Islands?

Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Caribbean Islands is George Town Owen Roberts Intl Airport (GCM), with an average flight price of C$ 232.

Good to know

Low seasonSeptember
Cheapest flightC$ 143
Best time to beat the crowds (15% less expensive on average)
Most popular time to fly (28% more expensive on average)
Flight from Toronto to Nassau

Flights to Caribbean Islands: the best tips from KAYAK users' own experiences

Insights shared by verified travellers who flew to Caribbean Islands 
Verified travelerFlew with WestJet
YYZ
-
VRA
Nov 2025
After landing and passing through immigration, get your SIM card for Cuba before collecting your luggage!
Jadi-AnnFlew with Air Canada
YYZ
-
KIN
Jun 2025
Air Canada, West Jet and maybe Caribbean Airlines is good. I have always flown with Air Canada. I wish I knew about the weight limit for a third bag so I didn’t pay for the extra weight for nothing. Going through the airport was so much simpler as it was mostly automated and as long as you follow airport protocols, the first part is easy. Going to Jamaica, doing that immigration form online was new to me so I had to stay back a little once I was close to customs.
Verified travelerFlew with Air Canada
YYZ
-
SKB
Mar 2025
Air canada. Be prepared to walk of plane to arrival outside. Luggage & customs seamless
JamieFlew with WestJet
YYZ
-
PUJ
Jan 2025
Pay for your bags before going to airport. Make sure to fill in online immigration form for DR before boarding flight.
Verified travelerFlew with Air Canada
YYZ
-
ANU
Jan 2025
Always anticipate a line in Antigua. Submit to island time as soon as the plane lands.
Verified travelerFlew with Air Canada
YUL
-
BGI
Feb 2025
Don’t travel Air Canada with connections in the winter Choice a direct airline if possible
Verified travelerFlew with Air Canada
YYZ
-
MBJ
Jun 2024
Bring your own entertainment and make sure you eat. There was no food only food to purchase
Verified travelerFlew with Caribbean Airlines
YYZ
-
POS
Mar 2024
Caribbean airline is best at boarding, make sure you have extra snacks to munch during flight.
TwyaFlew with WestJet
YYZ
-
VRA
Apr 2024
Bring bug spray! Bring a plug in adapter!
Verified travelerFlew with Caribbean Airlines
YYZ
-
KIN
Apr 2024
Do the C-5 Immigration form before departing.
Verified travelerFlew with Air Canada
YYZ
-
PUJ
Jan 2024
Tips: book non-stop flights (avoid connecting flights at all cost); regardless of the weather when you flight out, be prepared for anything once you arrive back from your destination (i.e. there was no snow when we left yet it was a full force blizzard once we returned - glad I had a jacket).
Verified travelerFlew with WestJet
YYC
-
PUJ
Dec 2023
Be prepared for not seating together with your loved ones, you can not book seats in advance and when the time comes that you got your seats automatically assign and want to change them then it's to late because nothing will be available.

FAQs - booking Caribbean Islands flights

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

    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 Canada to Caribbean Islands.

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

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

    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 from Canada to Caribbean Islands with an airline and back with another airline.

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

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

  • What is the cheapest day to fly to Caribbean Islands?

    Based on KAYAK data, the cheapest day to fly to Caribbean Islands is Monday when round-trip tickets can be as cheap as C$ 679. On the other hand, the most expensive day to fly is Sunday, when round-trip prices are C$ 765 on average.

  • What is the cheapest time of day to fly to Caribbean Islands?

    The cheapest time of day to fly to Caribbean Islands is generally in the evening, when round-trip flights cost C$ 545 on average. Morning departures are around 15% more expensive than evening flights, on average. The most expensive time of day to fly to Caribbean Islands is generally in the afternoon, which is peak travel time and where the average cost of a ticket is C$ 696.

Top tips for finding cheap flights to Caribbean Islands

  • Looking for cheap airfare to Caribbean Islands? 25% of our users found round-trip tickets to Caribbean Islands for the following prices or less: From Calgary C$ 465, from Ottawa C$ 512, from Montreal Pierre Elliott Trudeau Intl C$ 565
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Caribbean Islands flight deals.

Reviews of the top 5 airlines flying to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from Canada to Caribbean Islands. 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 Canada to Caribbean Islands? 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.
8.0
Caribbean AirlinesOverall score based on 208 reviews
7.8Comfort
6.6Entertainment
8.0Boarding
8.4Crew
6.8Food
Airline reviews

Overall, it was good. There was no food or entertainment, which is why I put poor (it wasn't an issue though).

8.0 ExcellentLorrian, Dec 2025
GND - BGI
Read more Caribbean Airlines reviews

Overall, it was good. There was no food or entertainment, which is why I put poor (it wasn't an issue though).

Nothing, they could have made some accommodation for an awful experience. Me and my family were not informed properly we we separated. They took me off the original flight i booked. I booked our flight at one price and called me and told me they were not honoring my rate and they charged me double of what I paid. Me and my family don’t want to ever use your services again.

This flight was great. The plane took off and arrived at the destination an hour early. The crew was pleasant. The food and entertainment options are minimal but adequate for a 1-hour flight. They passed out water and quickly supplied me with a fresh magazine since the previous one had the crossword section filled out.

Better movie and tv selections. Also, the overnight flight to Trinidad from Toronto, the staff were not very attentive. I did not see them for at least half the fight. They were behind their curtain a lot of the time, and they did not check on us before landing to make sure all landing requirements were met.

Little space for luggage and the flight was delayed by an hour.

The flight was delayed over a hour and that was over 15 hours in advance not good

At check in I had to pay for my seat that I already paid for on purchasing my ticket. The flight was over an hour late and the plane smelt gross.

just a child who screamed and threw tantrums the entire flight

Excellent experience this was my first time booking with Kayak.

Flight ended up being longer than anticipated because we had to reroute to the Bahamas. So a hour and half flight turned into 5 hours. 0/10.

I did not like I have been charged for my carry on

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.

Very good. A lot better experience then I expected for an economy flight.

It was very good but no tv but the experience was great

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

Porter airlines was good. I didn't have the best experience when booking through airfare assist however, as I got no final confirmation from them that the flight was booked until I called them. Even then, the confirmation code they gave me was incorrect and couldn't be used for check in. On a positive note airfare assist was actually picked up the phone relatively quickly when calling

The flight crew were very good, polite, and professional. Unfortunately, the rest of the experience left much to be desired. The food was extremely bland—almost tasteless. We chose the non vegetarian .The lasagna was just plain pasta with a tiny garnish and no seasoning. It felt like eating starch only, The bigger issue was with luggage and space. We boarded with three tickets, and while the seats in front of us were nearly empty, all the overhead compartments had already been filled by passengers boarding to the back. This left us and many others with no overhead storage for our carry-ons. Our bags couldn’t fit well under the seats either, which meant we lost the little legroom we had. The result was a horrible, cramped experience—sore knees, no space to stretch, and no way to rest or sleep comfortably. According to the crew this was a rather normal thing. It is obviously normal that people board with handbag and carry on but they should be only allowed to use their overhead compartment and under their seat not the way it is managed that all the spaces in the front of the plane being occupied by the people sitting way back in the plane.

Nice complete meal included and great services. Plus the plane was very clean.

Everything was horrible. On the day of my departure, I was denied check-in and boarding because my reservation only showed one of my last names, while my passport contains both. This minor discrepancy could have been easily corrected, but I was informed that no adjustment could be made. As a result, I lost not only my outbound flight but also my return flight and had to purchase a new ticket at a significantly higher cost.

The Sears in the 800s are not too good perfect Airbus why cant the new 737 fix that

Quick and seamless boarding. No entertainment but fast Starlink wifi for this short trip and the staff was really friendly.

I dread trans-Pacific flights. They are very long. This was my first time on Universal, and it was my best crossing ever. The staff were professional, the hospitality was great, and the food was delicious. The entertainment system filled the long flight hours. I will seek out Universal flights from now onwards. 🙂

The food quality sucks. One must starve if they do not eat flesh Or wheat based products Some variety would be expected. The trivial amount of snacks and or food is inhumane

We Left Calgary 1/2 hour late and that made for a tight connection in Denver. After arriving everything was done to help us make our connection. That was a great effort. Thank You United

Efficient all round, very good crew. Short flight so the food, of course, was just snacks

Overall, it was good. I was seating next to a wonderful lady and did not notice how time flew. Thanks

My flight was delayed about 1 1/2 hours in Chicago, but other then that it was a good flight.

The experience was great, the crew was very polite and hospitable. I will definitely make if my go to airlines.

It was all good flight was on time, service was good I enjoyed a few movies and everything was smooth

8 hrs. Of waiting instead of couple of hours..the only good thing I'm still able to go to my destination...

Flight delayed missed connecting flight crew not very helpful very frustrating customer service

Our biggest complaint was a major schedule change that was not communicated to us in any way. Luckily the time change went later not earlier so we did not miss the flight. Our email addresses and phone numbers were on file but we received no email no text message no nothing. Short flight so not much to say.

Airplane is too small. Crew, especially the flight attendant who looked after our area, was not at all friendly and a touch authoratative. She may have been the most gruff flight attendant i've come across in 40 years of business travel

I when to Jamaica for my dad funeral and I did not get my luggage from westjet . I add to buy clothes putting me financial debt i did no want to be in Westjet did not call me to apologize are to inquire about my luggage I am still angry about it

Ground staff was not helpful, but staff at the business counter were excellent.

I selected "carry-on" for a round trip on Kayak, but my return flight on WestJet did not include a carry-on and they would not allow me to add one. My only option was to add a "checked bag" which I had to wait for on the luggage carousel after landing. Not a good experience.

The plug in to charge our phones are all loose my block would not stay in!!

My flight was cancelled due to weather but Westjet got me on a new flight in a timely and efficient manor.

It was disappointing to see the huge number of people who were allowed to board who were claiming to either be disabled or needed extra time to board who practically ran to the gate as soon as boarding opened. One of the female flight attendants in the premium economy section refused to let a lady with an infant use the toilet next to row 9 to change her baby even though the path back to the rear toilets was blocked by staff and trolleys and said she would have to carry the baby to the toilet during the descent phase when turbulence was present. The passenger refused and the baby had to wait until landing. It would have been no problem to allow this infringement of weathers petty rules. The flight was also very cold due to a cold draft throughout the flight from the bulkhead ceiling which was not controllable.

I would like to review the next flight from Toronto to Fort Myers as it was a disaster!!

This flight with a lot empty place , and I have more room, feeling comfortable.

It's kindof ridiculous that your system is even asking me about this since my flight was canceled and I wasn't rescheduled.

Flight was cancelled. Not enough agents to deal with the people in the line. We left and found our own way to Vancouver.

Flight was good, breakfast could be much better. We had come from a domestic flight on the same aircraft and the domestic flight was much better regarding service compared to this international flight.

Flight was great. Meal was really good. Boarding was terrible. Too many people in a small boarding lounge, zones not clearly marked.

3 hr delay at the gate while they were doing maintenance. Next time, do not board passengers while maintenance is being performed

Digital check in is very poor with air canada compaired to other airlines

Flight was delayed 3 times. My luggage was sent to Saskatoon instead of Casablanca - airline got it sorted out in two days. Received $45 in meal vouchers to use in the airport.

Seats were so small. I’m 6ft and a good 20% of me hung out into the aisle and the flight attendants come dashing with the cart. On multiple occasions they hit me before saying mind your elbows and knees. I’m like, yes, but where do i put them. There isn’t a space that exists that i can fold into. The carts are so close to the seats when they pass through that i regularly felt water dripping on me as they poured drinks. Overall 3/10 experience. Highly unlikely to recommend

Everything you need to know for your flight to Caribbean Islands

Cabin class types available on flights to Caribbean Islands

Cabin classes available on flights to Caribbean Islands. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.