C$ 257 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 31/10. 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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Flight Deals

Best Caribbean Flight Deals from Calgary

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta CanadirectC$ 530
Montego Bay
Montego Bay1 stopC$ 631
Kingston
Kingston1 stopC$ 811
Oranjestad
Oranjestad2 stopsC$ 553
Nassau
Nassau1 stopC$ 459
Pointe-à-Pitre
Pointe-à-Pitre1 stopC$ 868
Simpson Bay
Simpson Bay2 stopsC$ 700
Bridgetown
Bridgetown2 stopsC$ 630
Fort-de-France
Fort-de-France2 stopsC$ 1,744
Puerto Plata
Puerto Plata2 stopsC$ 760
Port of Spain
Port of Spain2 stopsC$ 605
Willemstad
Willemstad3 stopsC$ 598
Providenciales
Providenciales1 stopC$ 645
George Town
George Town1 stopC$ 716
Santo Domingo
Santo Domingo2 stopsC$ 614
St. George's
St. George's2 stopsC$ 931
St. John's
St. John's2 stopsC$ 1,347
Kingstown
Kingstown2 stopsC$ 753
Punta Cana
Punta CanadirectC$ 530
Montego Bay
Montego Bay1 stopC$ 631
Kingston
Kingston1 stopC$ 811
Oranjestad
Oranjestad2 stopsC$ 553
Nassau
Nassau1 stopC$ 459
Pointe-à-Pitre
Pointe-à-Pitre1 stopC$ 868
Simpson Bay
Simpson Bay2 stopsC$ 700
Bridgetown
Bridgetown2 stopsC$ 630
Fort-de-France
Fort-de-France2 stopsC$ 1,744
Puerto Plata
Puerto Plata2 stopsC$ 760
Port of Spain
Port of Spain2 stopsC$ 605
Willemstad
Willemstad3 stopsC$ 598
Providenciales
Providenciales1 stopC$ 645
George Town
George Town1 stopC$ 716
Santo Domingo
Santo Domingo2 stopsC$ 614
St. George's
St. George's2 stopsC$ 931
St. John's
St. John's2 stopsC$ 1,347
Kingstown
Kingstown2 stopsC$ 753

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

Tue, 25 Nov - Thu, 4 Dec
WestJet Logo
6:30 p.m. - 3:50 p.m.YYC-NAS
19h 20m1 stop
WestJet Logo
4:50 p.m. - 10:20 a.m.NAS-YYC
19h 30m1 stop
C$ 459WestJet
Find Deal
Fri, 5 Sep - Sat, 13 Sep
WestJet Logo
12:05 a.m. - 8:57 a.m.YYC-PUJ
6h 52mdirect
WestJet Logo
9:55 a.m. - 3:27 p.m.PUJ-YYC
7h 32mdirect
C$ 530WestJet
Find Deal
Thu, 16 Oct - Tue, 21 Oct
United Airlines Logo
12:38 p.m. - 12:40 p.m.YYC-PUJ
46h 02m2 stops
United Airlines Logo
3:15 p.m. - 1:53 p.m.PUJ-YYC
24h 38m2 stops
C$ 541United Airlines
Find Deal
Sun, 31 Aug - Tue, 16 Sep
United Airlines Logo
6:15 a.m. - 3:20 p.m.YYC-AUA
31h 05m2 stops
United Airlines Logo
4:25 p.m. - 10:53 p.m.AUA-YYC
32h 28m2 stops
C$ 553United Airlines
Find Deal
Sun, 28 Sep - Tue, 7 Oct
Air Canada Logo
1:30 p.m. - 1:25 p.m.YYC-PUJ
21h 55m2 stops
Air Canada Logo
2:25 p.m. - 10:45 p.m.PUJ-YYC
34h 20m2 stops
C$ 610Air Canada
Find Deal
Sun, 28 Sep - Tue, 7 Oct
Air Canada Logo
7:10 p.m. - 1:25 p.m.YYC-PUJ
16h 15m2 stops
Air Canada Logo
2:25 p.m. - 11:22 p.m.PUJ-YYC
34h 57m2 stops
C$ 619Air Canada
Find Deal
Tue, 23 Dec - Sat, 17 Jan
Delta Logo
7:40 p.m. - 3:20 p.m.YYC-BGI
16h 40m2 stops
Delta Logo
4:30 p.m. - 4:29 p.m.BGI-YYC
26h 59m2 stops
C$ 952Delta
Find Deal
Tue, 23 Dec - Sat, 17 Jan
Delta Logo
7:40 p.m. - 3:20 p.m.YYC-BGI
16h 40m2 stops
Delta Logo
3:00 p.m. - 4:29 p.m.BGI-YYC
28h 29m2 stops
C$ 1,001Delta
Find Deal
Tue, 30 Dec - Tue, 6 Jan
Air Transat Logo
7:10 a.m. - 11:55 a.m.YYC-SXM
25h 45m1 stop
Air Transat Logo
1:25 p.m. - 11:22 p.m.SXM-YYC
12h 57m1 stop
C$ 1,449Air Transat
Find Deal
Fri, 26 Dec - Tue, 6 Jan
Air Transat Logo
12:40 p.m. - 12:15 p.m.YYC-SXM
20h 35m1 stop
Air Transat Logo
1:25 p.m. - 11:22 p.m.SXM-YYC
12h 57m1 stop
C$ 1,556Air Transat
Find Deal
Booking Insights

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?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Caribbean from Calgary found in the last 72 hours was to Punta Cana, at C$ 486 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$ 486.

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$ 1,048, 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 June, when tickets cost C$ 644 (return) on average. On the other hand, the most expensive months are February and November, when the average cost of round-trip tickets is C$ 907 and C$ 885 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 seasonJune
Cheapest flightC$ 257
Best time to beat the crowds (14% less expensive on average)
Most popular time to fly (47% more expensive on average)
Flight from Calgary to Punta Cana

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 flying 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.
7.9
DeltaOverall score based on 7981 reviews
8.2Boarding
8.5Crew
7.3Food
7.9Entertainment
7.9Comfort
Airline reviews

I was uncomfortably cold on the plane. Other than that it was uneventful and therefore as enjoyable as a plane ride can be.

6.0 GoodBarbie, Aug 2025MSP - SFO
Read more Delta reviews

I was uncomfortably cold on the plane. Other than that it was uneventful and therefore as enjoyable as a plane ride can be.

It was beautiful easy and smooth experience. Thank you. Will definitely get Delta for my next travel.

Delayed and took off even later than the scheduled delay time

The checkpoint hornets are always looking fhrough Americans' luggage keeping what they deem impassible! Grrrrr!

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.

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.

It’s ok just the boarding point is far too far

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.

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

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.

my carry-on bag was delayed and I did not receive it until the day of my return at the airport. This delay caused me significant inconvenience, as I did not have access to my personal belongings for the duration of my trip. I had expected to rely on my carry-on items, and being without them negatively impacted my travel experience.

Technology issues at the bag-check counter caused a delay, and we were unable to check out our bags, ultimately missing our flight. They offered no assistance other than telling us to book another flight out of Calgary. We arrived with plenty of time; if there hadn't been an issue with the kiosk and the length of the lines due to the technical issues, we could have made it home.

Worst check in and bag drop off experience. Staff were incredibly rude given that it’s the WestJet system that is faulty.

The staff at the airport and on the plane were wonderful I especially wanna acknowledge the staff who boarded us at the Calgary airport. The women who helped us board at the airport were incredible… they were so kind and sweet…I very happy with WestJet and I am hoping I can fly more often to Canada.

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!

They canceled my flight, I had to rent a car, drive 14 hours. They tell to go on line for a refund, but only offer $24 for a $210 flight and you can’t get hold of anybody by phone and no help from staff at the airport.

I wish to travel with Air Canada for my next trip

They were very attentive, polite, professional and great customer service skills.

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

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.

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

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

Information on your arrival and departure airports

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