C$ 237 Find Cheap Flights from Calgary to Caribbean

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 departing on 16/8. 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

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Best Caribbean Flight Deals from Calgary

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana2 stopsC$ 424
Montego Bay
Montego Bay1 stopC$ 563
Kingston
Kingston2 stopsC$ 548
Oranjestad
Oranjestad1 stopC$ 680
Nassau
Nassau1 stopC$ 590
Bridgetown
Bridgetown2 stopsC$ 869
Simpson Bay
Simpson Bay1 stopC$ 489
Puerto Plata
Puerto Plata2 stopsC$ 662
Port of Spain
Port of Spain2 stopsC$ 604
Willemstad
Willemstad1 stopC$ 1,323
Providenciales
Providenciales2 stopsC$ 673
George Town
George Town2 stopsC$ 485
Santo Domingo
Santo Domingo3 stopsC$ 856
St. George's
St. George's2 stopsC$ 2,929
St. John's
St. John's1 stopC$ 955
Kingstown
Kingstown2 stopsC$ 825
Punta Cana
Punta Cana2 stopsC$ 424
Montego Bay
Montego Bay1 stopC$ 563
Kingston
Kingston2 stopsC$ 548
Oranjestad
Oranjestad1 stopC$ 680
Nassau
Nassau1 stopC$ 590
Bridgetown
Bridgetown2 stopsC$ 869
Simpson Bay
Simpson Bay1 stopC$ 489
Puerto Plata
Puerto Plata2 stopsC$ 662
Port of Spain
Port of Spain2 stopsC$ 604
Willemstad
Willemstad1 stopC$ 1,323
Providenciales
Providenciales2 stopsC$ 673
George Town
George Town2 stopsC$ 485
Santo Domingo
Santo Domingo3 stopsC$ 856
St. George's
St. George's2 stopsC$ 2,929
St. John's
St. John's1 stopC$ 955
Kingstown
Kingstown2 stopsC$ 825

Cheap Flights from Calgary to Caribbean

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

Sat, 8 Nov - Sat, 22 Nov
WestJet Logo
11:30 p.m. - 3:54 p.m.YYC-PUJ
13h 24m2 stops
WestJet Logo
5:00 p.m. - 7:05 a.m.PUJ-YYC
17h 05m2 stops
C$ 424WestJet
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Sat, 8 Nov - Sat, 22 Nov
WestJet Logo
6:45 p.m. - 2:04 p.m.YYC-PUJ
16h 19m2 stops
WestJet Logo
5:00 p.m. - 1:05 a.m.PUJ-YYC
11h 05m1 stop
C$ 432WestJet
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Sat, 8 Nov - Sat, 22 Nov
WestJet Logo
3:15 p.m. - 2:04 p.m.YYC-PUJ
19h 49m1 stop
WestJet Logo
5:00 p.m. - 1:05 a.m.PUJ-YYC
11h 05m1 stop
C$ 433WestJet
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Mon, 28 Jul - Fri, 8 Aug
United Airlines Logo
7:30 p.m. - 12:30 p.m.YYC-GCM
40h 00m2 stops
United Airlines Logo
1:35 p.m. - 9:48 p.m.GCM-YYC
33h 13m2 stops
C$ 485United Airlines
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Mon, 28 Jul - Mon, 11 Aug
United Airlines Logo
6:15 a.m. - 12:30 p.m.YYC-GCM
29h 15m2 stops
United Airlines Logo
1:35 p.m. - 9:55 p.m.GCM-YYC
9h 20m1 stop
C$ 487United Airlines
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Sat, 13 Sep - Sat, 20 Sep
Air Canada Logo
7:10 p.m. - 1:25 p.m.YYC-PUJ
16h 15m2 stops
Air Canada Logo
4:25 p.m. - 1:12 a.m.PUJ-YYC
10h 47m1 stop
C$ 504Air Canada
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Fri, 12 Sep - Sat, 20 Sep
Air Canada Logo
1:10 a.m. - 3:20 p.m.YYC-PUJ
12h 10m2 stops
Air Canada Logo
4:25 p.m. - 1:12 a.m.PUJ-YYC
10h 47m1 stop
C$ 512Air Canada
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Sat, 25 Oct - Sat, 1 Nov
Delta Logo
12:32 p.m. - 11:47 a.m.YYC-SJU
21h 15m2 stops
Delta Logo
7:30 a.m. - 8:54 p.m.SJU-YYC
15h 24m2 stops
C$ 568Delta
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Sat, 6 Dec - Sun, 14 Dec
Delta Logo
6:35 a.m. - 2:15 p.m.YYC-SJU
28h 40m2 stops
Delta Logo
7:00 a.m. - 9:10 p.m.SJU-YYC
17h 10m1 stop
C$ 739Delta
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Tue, 15 Jul - Wed, 20 Aug
Air Transat Logo
8:00 a.m. - 4:40 p.m.YYC-POP
30h 40m1 stop
Air Transat Logo
5:50 p.m. - 10:30 p.m.POP-YYC
30h 40m1 stop
C$ 1,391Air Transat
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Useful Info

KAYAK's insights & trends for Calgary to Caribbean flights

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

What is the cheapest Calgary to Caribbean 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.

The cheapest ticket to Caribbean from Calgary found in the last 72 hours was to Punta Cana, at C$ 368 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$ 368.

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

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$ 951, prices are generally cheapest when you fly direct.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Calgary to Caribbean, 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 is August, when tickets cost C$ 634 (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$ 895 and C$ 864 respectively.

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

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, 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, 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 seasonMay
High seasonDecember
Cheapest flightC$ 237
Best time to beat the crowds (11% less expensive on average)
Most popular time to fly (40% more expensive on average)
Flight from Calgary to Nassau

FAQs - booking Caribbean flights

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

    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.

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

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

    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 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?

    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 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?

    The cheapest time of day to fly to Caribbean 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 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 serving from Calgary to Caribbean

 
Need help choosing which airline to fly with from Calgary to Caribbean? 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
DeltaOverall score based on 7982 reviews
8.5Crew
7.9Entertainment
8.2Boarding
7.3Food
7.9Comfort
Airline reviews

Crew was excellent. Comfort seats not as nice as other kinds of planes.

10.0 ExcellentMary, Jun 2025SAN - ATL
Read more Delta reviews

Crew was excellent. Comfort seats not as nice as other kinds of planes.

I want to single out flight attendant Mitch who was in the Premium Economy section. When my wife’s hearing aide dropped through the cushion under the seat he was able to locate it and return it to her. Food was a different matter. Dinner was fine. Breakfast was another matter. They had a yogurt dish that the ran out of and the alternative was not very good according to those we talked to.

After I checked in, I realized we had no seat assignment. It said they would be assigned at the gate. This was really frustrating because I usually use a lounge before flights, but I couldn't because I had to be at the gate to ensure we got our seat assignments. The gate agent arrived an hour before the flight left. I was the first one up to ask about seat assignments. She told us to wait for names to be called. Dozens of other passengers were paged, but we were not. Finally, I asked my husband to ask. He went up and was also told to wait. About 10 minutes later, they called for boarding. We still had not been told our seats. We went back to the desk and they were in a panic, saying we actually weren't on that flight. Then they made an announcement telling the stand by passengers to not board (in case we needed their seats). It was so stressful and unprofessional. Finally they gave us our seats. I have no idea what happened and why the two desk agents seemed to have conflicting ideas about our seats, whether we were on that flight etc.

Delta changed our flight a few months prior to our trip and we couldn’t get as good of seats on the new flight. Because of that we couldn’t sit together which was very disappointing. On the flight after a few hrs the bathrooms were filthy. The seats were comfortable - we were in comfort plus. The food was not good. The dinner was average but the morning snack was uneatable with horrible coffee. We have always preferred Delta comfort plus for our overseas travel and usually the food is decent, but not this trip.

The plane was old with small storage areas that had problems closing/latching and not enough storage for everyone, and worn, damaged seats. Service was great but feel a little unsafe on such well used planes.

Rode in a smaller plane and short trip meant no snacks, no free wifi or tv. It was only 30min flight so honestly wasn’t a big deal to lack these items.

Good and consistent Printer in lounge did not work for me :(

I upgraded to first class only to find out that I still had no access to the sky lounge without a sky miles card or AmEx (something that should be emphasized outside of the fine print!) Also, no food or drink service provided during the flight, so I basically paid 4x more just for “free” checked baggage and a bigger seat. Not worth it.

Very dissatisfied with the fact that I had upgraded to first class for the second part of my trip only to find out that the lounge was still not available to me, as well as not having any food or drink service on the flight due to weather, so I lost out more than what I paid for.

Bottom seat cushion is almost non existent. Very uncomfortable seat.

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

The flight and crew were good. Departure and arrival were timely. Check-in was professional and helpful in Malaga on return trip (same on outbound trip from Toronto). The ad before ach program was punishing - specifically for the internet/data service with the content creator that was showed twice in each ad pod. It was so annoying I made an effort to forget the name and would not use the service. Provide an opportunity to fast forward or skip the darn ads once they have been initially viewed.

Extra attention to kids, thank you, we appreciate! Perfect landing

Over the wing seat at emergency exit only downside people using lavatory have no respect and wait in the space

Flight delayed any hour and couple of big gate changes

The pilot came out and chatted with the passengers. He explained why there was a slight delay. The crew was excellent. Very helpful. I had to buy meals for my whole family and they were in different seats, so the crew had to deal with that. They were very pleasant and accommodating and did a great job!

We were unable to land in Liberia. It was not the airline’s fault, but we had to be diverted to SJO.

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 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.

First flight out in the morning is often the best chance of running on time. Not in this case, which unfortunately is now what passengers can expect as what is common. - If you are late for a flight, too bad for you. - If West Jet is late, too bad for you. - Bags don't make it? Too bad for you. - Flight change by 1+ days, too bad for you Prices continue to increase, while customer service nosedives. This is backwards and in any other develop country would be considered unacceptable - except for Canada. Too bad for us.

Experience was good. Was surprised they didn’t offer a complimentary meal on a 5 hour flight.

Too squished in seats. I'm 110 lbs and 5'6....can't imagine being any bigger and flying

The flight attendants were great, but not much room while sitting and it would be nice to get free movies.

Original flight canceled and communicated poorly. A series of gate changes , delays and plane changes followed. Even after the entire flight boarded there was another plane changes followed. Food vouchers provided to my travel companion but not to me despite being on the same reservation. No in flight entertainment. The entire experience was terrible although the flight crew were great.

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.

As usual, terrible. Delayed flight, missed connection and wasted hours at the airport. The only reason I use this airline is because of limited options.

The flight was delayed to 1:50 am from 12:05am which caused confusion for us on the connecting flight.

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.....

It was great. Although when I got my luggage it was broken.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports

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