C$ 204 Find Cheap Flights from Calgary 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 Calgary to Caribbean Islands departing on 24/9. 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

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 in flight searches from Calgary to Caribbean Islands.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Calgary to Caribbean Islands.
Travellers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flights Deals
Booking Insights
Flights Deals

Best Caribbean Islands Flight Deals from Calgary

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana2 stopsC$ 414
Montego Bay
Montego Bay2 stopsC$ 457
Kingston
Kingston1 stopC$ 726
Oranjestad
Oranjestad2 stopsC$ 400
Nassau
Nassau2 stopsC$ 491
Pointe-à-Pitre
Pointe-à-Pitre2 stopsC$ 1,036
Simpson Bay
Simpson Bay2 stopsC$ 491
Bridgetown
Bridgetown2 stopsC$ 473
Puerto Plata
Puerto Plata2 stopsC$ 523
Port of Spain
Port of Spain2 stopsC$ 606
Willemstad
Willemstad2 stopsC$ 701
Providenciales
Providenciales2 stopsC$ 746
George Town
George Town2 stopsC$ 567
Santo Domingo
Santo Domingo2 stopsC$ 596
St. George's
St. George's2 stopsC$ 934
St. John's
St. John's2 stopsC$ 869
Kingstown
Kingstown2 stopsC$ 957
Punta Cana
Punta Cana2 stopsC$ 414
Montego Bay
Montego Bay2 stopsC$ 457
Kingston
Kingston1 stopC$ 726
Oranjestad
Oranjestad2 stopsC$ 400
Nassau
Nassau2 stopsC$ 491
Pointe-à-Pitre
Pointe-à-Pitre2 stopsC$ 1,036
Simpson Bay
Simpson Bay2 stopsC$ 491
Bridgetown
Bridgetown2 stopsC$ 473
Puerto Plata
Puerto Plata2 stopsC$ 523
Port of Spain
Port of Spain2 stopsC$ 606
Willemstad
Willemstad2 stopsC$ 701
Providenciales
Providenciales2 stopsC$ 746
George Town
George Town2 stopsC$ 567
Santo Domingo
Santo Domingo2 stopsC$ 596
St. George's
St. George's2 stopsC$ 934
St. John's
St. John's2 stopsC$ 869
Kingstown
Kingstown2 stopsC$ 957

Cheap Flights from Calgary to Caribbean Islands

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Calgary 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 from Calgary to Caribbean Islands

Mon, 10 Nov - Mon, 17 Nov
United Airlines Logo
6:15 a.m. - 1:40 p.m.YYC-AUA
28h 25m2 stops
United Airlines Logo
5:35 p.m. - 11:35 a.m.AUA-YYC
21h 00m2 stops
C$ 400United Airlines
Find Deal
Sat, 15 Nov - Sat, 22 Nov
United Airlines Logo
12:37 p.m. - 4:14 p.m.YYC-PUJ
24h 37m2 stops
United Airlines Logo
12:56 p.m. - 9:53 p.m.PUJ-YYC
35h 57m2 stops
C$ 414United Airlines
Find Deal
Mon, 17 Nov - Sat, 22 Nov
WestJet Logo
12:15 a.m. - 3:35 p.m.YYC-PUJ
12h 20m1 stop
WestJet Logo
11:00 a.m. - 4:00 p.m.PUJ-YYC
8h 00mdirect
C$ 468WestJet
Find Deal
Mon, 1 Dec - Wed, 10 Dec
Air Canada Logo
6:25 p.m. - 3:55 p.m.YYC-BGI
42h 30m2 stops
Air Canada Logo
4:55 p.m. - 11:13 a.m.BGI-YYC
21h 18m1 stop
C$ 473Air Canada
Find Deal
Wed, 19 Nov - Sat, 22 Nov
WestJet Logo
6:35 p.m. - 1:35 p.m.YYC-PUJ
16h 00m1 stop
WestJet Logo
11:00 a.m. - 4:00 p.m.PUJ-YYC
8h 00mdirect
C$ 475WestJet
Find Deal
Mon, 1 Dec - Wed, 10 Dec
Air Canada Logo
1:35 p.m. - 3:55 p.m.YYC-BGI
47h 20m2 stops
Air Canada Logo
4:55 p.m. - 11:13 a.m.BGI-YYC
21h 18m1 stop
C$ 475Air Canada
Find Deal
Sat, 11 Oct - Fri, 17 Oct
American Airlines Logo
1:29 p.m. - 11:10 a.m.YYC-GCM
20h 41m2 stops
American Airlines Logo
8:25 a.m. - 11:59 a.m.GCM-YYC
28h 34m2 stops
C$ 684American Airlines
Find Deal
Sun, 31 Aug - Tue, 16 Sep
American Airlines Logo
6:45 a.m. - 1:35 p.m.YYC-SDQ
28h 50m2 stops
American Airlines Logo
12:15 p.m. - 11:50 a.m.SDQ-YYC
25h 35m2 stops
C$ 706American Airlines
Find Deal
Wed, 27 Aug - Mon, 20 Oct
Delta Logo
9:45 a.m. - 12:52 a.m.YYC-SDQ
13h 07m1 stop
Delta Logo
6:05 a.m. - 9:03 p.m.SDQ-YYC
16h 58m1 stop
C$ 972Delta
Find Deal
Thu, 4 Sep - Sun, 14 Sep
Delta Logo
9:45 a.m. - 12:52 a.m.YYC-SDQ
13h 07m1 stop
Delta Logo
6:03 a.m. - 9:03 p.m.SDQ-YYC
17h 00m1 stop
C$ 1,076Delta
Find Deal
Booking Insights

KAYAK's insights & trends for Calgary to Caribbean Islands flights

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

What is the cheapest Calgary to Caribbean Islands flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Calgary to Caribbean Islands.

The cheapest ticket to Caribbean Islands from Calgary found in the last 72 hours was to Punta Cana, at C$ 473 round-trip. The most popular route is from Calgary (YYC) to Punta Cana (PUJ), and the cheapest round-trip airline ticket found on this route in the last 72 hours was C$ 473.

Can I save money by flying with a layover from Calgary to Caribbean Islands?

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.

No, with an average price for the route of C$ 1,341, prices are generally cheapest when you fly direct.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Calgary 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 Calgary to Caribbean Islands is June, when tickets cost C$ 640 (return) on average. On the other hand, the most expensive months are February and December, when the average cost of round-trip tickets is C$ 921 and C$ 865 respectively.

How far in advance should I book a flight from Calgary 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 from Calgary 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 the flight from Calgary to Caribbean Islands, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 9 weeks before departure.


Good to know

Low seasonJune
Cheapest flightC$ 204
Best time to beat the crowds (13% less expensive on average)
Most popular time to fly (42% more expensive on average)
Flight from Calgary to Nassau

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from Calgary 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 Calgary to Caribbean Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Calgary 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 Calgary 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 Calgary 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 Calgary 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 Calgary 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 time of day to fly to Caribbean Islands?

    The cheapest time of day to fly to Caribbean Islands is generally in the afternoon, when round-trip flights cost C$ 489 on average. Morning departures are around 37% more expensive than evening flights, on average. The most expensive time of day to fly to Caribbean Islands is generally in the morning, which is peak travel time and where the average cost of a ticket is C$ 806.

Reviews of the top 5 airlines flying from Calgary to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Calgary to Caribbean Islands. 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 Calgary 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.
7.7
Air TransatOverall score based on 424 reviews
8.4Crew
7.1Entertainment
7.9Boarding
7.3Comfort
6.7Food
Airline reviews

Check in slow even though completed online check in, there was no bag drop available so had to query for 90mins as only 2 staff on desks.

8.0 ExcellentSuzanne, Jul 2025MAN - YYZ
Read more Air Transat reviews

Check in slow even though completed online check in, there was no bag drop available so had to query for 90mins as only 2 staff on desks.

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.

Not so much porter it's your site! Not good

They are a sister company with Air Transat and the two companies do not work well together. If you have any issues the two companies will blame each other and you will miss your flights. The help line does not help

Never book through a third party. Book through Air transats website. Terrible process to get help and many issues happen with them and sister companies because half the flights you book with them aren’t even through air transat.

The plane was pretty full, and we dis not have any includes meal for our 4h30 flight? And on-board entertainment wasn't available, there was no TV or plugging to charger your device on the plane. They told us to download an app if we wanted to watch movies but it never connected, that was a disappointment, the r we st was very good though and the crew were really nice!

Seats were very tight especially for first leg of trip.

Not necessarily a Transat issue but it took 2 hours to go through immigration. Tried to reach out to Transat for resolution but was unable to reach an agent.

The flight was excellent, once it started, however we were delayed two hours when the first plane’s engines wouldn’t start. They found another identical plane and transferred us and our luggage in under two hours and made up almost an hour in the air.

Really low cost trip for the huge amount I paid…o paid 550 dollars just for the trip, one way trip, plus 95 for 1 luggage’s and the second 135 dollars…no blanket, not headphones for entertainment, food was served after 3 hours and 2 hours after, breakfast was served Bad, low cost company for high prices

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

Efficient, calm when things were delayed and kept us regularly informed of what was happening.

Airbus plane, nice and polite staff, entertainment even as it was a short flight.

Very nice and clean plane. Transit time between flights was tight though

Our flights got changed from United to Air Canada and our purchased seats did not get transferred so we had to pay for seats twice. I brought it up with Air Canada and they stated I had to go back and chase it with United. The united seats were $21 Canadian each and Air Canada were $56 each so we have paid $77 for each seat. Very unhappy

So far so good but food and entertainment are not available for this flight

Plane temperature was comfortable (not to hot) when boarding and waiting for takeoff.

Michael, our FA was very attentive, even finding me a chocolate brownie from economy class when the dessert selections were all dairy based. ( intolerant, not allergic so don’t usually need to order dairy free)

We tried to upgrade to economy premium but were told this was not possible as we had booked through United Airlines (and Air Canada was operating the flight). This seemed silly given there was ample space in economy premium. Additionally, we had to wait almost 1.5 hours upon arrival to taxi to the gate. Otherwise, the crew were very pleasant and passengers were friendly.

It was my first time with United Airlines and I would say it was very good experience and best of all the flights were on time. Will definitely fly with United Airlines next time.

The flight had a delay that made me being in a real rush to take the second flight. The delay was almost for 2 hours. They moved us from gate to gate in 4 times. Once I arrived to Philadelphia, I got to run thorough all the airport, as the train was already closed by that time. So I got sick with asthma for all the running I had to do. And I was the last one to board, when it was almost closed. So irresponsable with the people

Overall very good, only complaint I have is the crew from CLT to SAT could have collected trash sooner.

This flight never occurred because AA couldn’t get their act together.

A cookie and a soda, packed like sardines, will never be a positive experience. Also, boarded a 5:30 flight at 7:45pm

They cancelled my flight and downgraded me to economy and only gave me $250 for the downgrade

Everything was great except British airways lost our luggage that was gate checked all the way through to Italy. No one knows currently where one is and the other one may be in route to Amsterdam to meet us but not sure. If you can Hale’s it would be awesome. The website is not helpful.

Not very good , the stewardess were unfriendly and they don't like to be bothered. Cos was a night flight and they need to sleep.

American Airlines initially postponed the flight. Then they cancelled it an rescheduled us on a flight that would take over 24 hours with multiple stops. They then changed this flight to a reasonable alternative the next day which they later cancelled and replaced with a flight that would take off with an additional 16 hour delay. They blamed weather but I noticed (at 4am) that Delta had direct flights from Charlotte to Detroit. I went on line. Booked it and was in Detroit buy 9am. The interesting thing is they did a similar thing to a family member just 2 days earlier. I don't think I will fly American unless I have to.

The flights were terribly delayed and then cancelled which forced us booking another night at the hotel. Very poor management from American Airlines

Extraordinary service in business class, and very good breakfast and snacks. A really lovely flight.

7 hour layover was a drag. Free internet on the long leg was great.

From vancouver go calgary nd vice vetsa fligjt was delayed

It was good! Short flight and it was on time!

Staff was nice, helpful, and did all they could. I understand economy seats are bottom of the barrel, but we're crammed in there with others in our row.

Business class lie down seats on WestJet aren't very comfortable. Crew were excellent and overall flight was ok.

The seats very Uncomfortable, no meal and no entertainment for a 4Hours flight. Smooth Flight, Great Take off and landing. Superb crew!

Lots of overhead storage, good crew, good service, smooth landing.

Crew was friendly. Lost our luggage and told us it’d be in later in the evening of the day we returned. It was not. Still after 5 days have not received it.

crew was great, wifi was very poor could not even load a youtube video

It took 30 minutes to check in with the Westjet rep. They didn’t have enough seats and she needed to make a call… I am always “randomly” selected to be checked at security. Their “randomly “ selection system may need some updating. They treat people like criminals. It is not appropriate behavior.

Business class was not worth the extra charge. Overpriced for slightly larger seat. Nothing special. Small older plane.

Bad experience flying with air Canada . Seats not comfortable . Checked bag was delayed and was bought home next day by airport employee. Had to buy toiletries since bag was delayed . No compensation was even suggested . Will not fly air canada again

Pros: The airplane was new and had in-flight entertainment (tablet behind seats) with new movies instead of watching on personal devices. Cons: the flight time was changed without informing us. When I booked the flight, the time was 13:30pm (also in the email confirmation). However, when I reached the airport, the time was conveniently changed to 14:55pm. When I asked at the counter, they said the flight always took off at this time. The booking was made by Air Canada, but the flight was operated by United.

No issues other than paying twice for my seat selection.

The app was great, service was wonderful, everything was quick and easy

On the flight from Montreal to Calgary the flight attendant we had was excellent. Unfortunately I did not get her name but she made the flight very comfortable and enjoyable.

Like- beer/wine for free Dis-like- all other aspects- customer service was horrible the entire trip. No help from Air Canada after they changed flight 6+ hours later. Also they put us on standby for no reason. Then almost 2 hours to get our bags after we arrived back at airport

The plane in use lacked an entertainment system (perhaps because it was still being updated?). It was an overnight flight so it wasn't terrible but still. The actual seat was adequate but not great. As an economy flyer, food review is largely irrelevant. I am unhappy with this race to the bottom for services provided especially as it applies to baggage restrictions.

Ground personnel in better mood. Sounded agressive wrt carry on bagage sizing.

Not much....we did not get the complimentary beverages promised in our ticket. My partner and I did not have the window seats promised. We didnt get to sit together.....

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.