C$ 264 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 28/10. 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 Cana2 stopsC$ 486
Montego Bay
Montego Bay2 stopsC$ 570
Kingston
Kingston2 stopsC$ 726
Oranjestad
Oranjestad2 stopsC$ 547
Nassau
NassaudirectC$ 492
Simpson Bay
Simpson Bay2 stopsC$ 642
Pointe-à-Pitre
Pointe-à-Pitre2 stopsC$ 1,253
Bridgetown
Bridgetown1 stopC$ 688
Fort-de-France
Fort-de-France2 stopsC$ 845
Puerto Plata
Puerto Plata1 stopC$ 534
Port of Spain
Port of Spain2 stopsC$ 771
Providenciales
Providenciales1 stopC$ 730
George Town
George Town1 stopC$ 559
Santo Domingo
Santo Domingo2 stopsC$ 796
St. John's
St. John's2 stopsC$ 1,155
Kingstown
Kingstown2 stopsC$ 770
Punta Cana
Punta Cana2 stopsC$ 486
Montego Bay
Montego Bay2 stopsC$ 570
Kingston
Kingston2 stopsC$ 726
Oranjestad
Oranjestad2 stopsC$ 547
Nassau
NassaudirectC$ 492
Simpson Bay
Simpson Bay2 stopsC$ 642
Pointe-à-Pitre
Pointe-à-Pitre2 stopsC$ 1,253
Bridgetown
Bridgetown1 stopC$ 688
Fort-de-France
Fort-de-France2 stopsC$ 845
Puerto Plata
Puerto Plata1 stopC$ 534
Port of Spain
Port of Spain2 stopsC$ 771
Providenciales
Providenciales1 stopC$ 730
George Town
George Town1 stopC$ 559
Santo Domingo
Santo Domingo2 stopsC$ 796
St. John's
St. John's2 stopsC$ 1,155
Kingstown
Kingstown2 stopsC$ 770

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, 1 Nov - Sat, 8 Nov
United Airlines Logo
3:30 p.m. - 5:25 p.m.YYC-PUJ
23h 55m2 stops
United Airlines Logo
5:20 p.m. - 11:35 a.m.PUJ-YYC
21h 15m2 stops
C$ 486United Airlines
Find Deal
Mon, 17 Nov - Mon, 24 Nov
United Airlines Logo
1:30 p.m. - 12:59 p.m.YYC-PUJ
20h 29m2 stops
United Airlines Logo
5:20 p.m. - 2:21 p.m.PUJ-YYC
24h 01m2 stops
C$ 488United Airlines
Find Deal
Fri, 28 Nov - Sat, 6 Dec
WestJet Logo
12:05 a.m. - 9:56 a.m.YYC-PUJ
6h 51mdirect
WestJet Logo
7:20 a.m. - 6:32 p.m.PUJ-YYC
14h 12m1 stop
C$ 513WestJet
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Wed, 24 Dec - Wed, 31 Dec
WestJet Logo
9:30 a.m. - 5:12 p.m.YYC-NAS
5h 42mdirect
WestJet Logo
4:40 p.m. - 9:16 p.m.NAS-YYC
6h 36mdirect
C$ 519WestJet
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Tue, 14 Apr - Wed, 22 Apr
Air Canada Logo
12:55 a.m. - 1:20 p.m.YYC-POP
10h 25m1 stop
Air Canada Logo
2:30 p.m. - 11:51 p.m.POP-YYC
11h 21m1 stop
C$ 534Air Canada
Find Deal
Tue, 14 Apr - Wed, 22 Apr
Air Canada Logo
12:55 a.m. - 1:20 p.m.YYC-POP
10h 25m1 stop
Air Canada Logo
2:30 p.m. - 11:21 a.m.POP-YYC
22h 51m1 stop
C$ 535Air Canada
Find Deal
Wed, 15 Apr - Wed, 22 Apr
Air Transat Logo
7:10 a.m. - 10:55 a.m.YYC-POP
25h 45m1 stop
Air Transat Logo
12:50 p.m. - 11:22 p.m.POP-YYC
12h 32m1 stop
C$ 838Air Transat
Find Deal
Wed, 26 Nov - Wed, 3 Dec
Air Transat Logo
7:10 a.m. - 11:55 a.m.YYC-POP
25h 45m1 stop
Air Transat Logo
1:50 p.m. - 11:42 a.m.POP-YYC
24h 52m1 stop
C$ 1,112Air Transat
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Tue, 31 Mar - Wed, 8 Apr
Delta Logo
12:30 a.m. - 2:22 p.m.YYC-PLS
11h 52m1 stop
Delta Logo
3:52 p.m. - 11:10 a.m.PLS-YYC
21h 18m2 stops
C$ 1,353Delta
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Tue, 31 Mar - Wed, 8 Apr
Delta Logo
12:30 a.m. - 12:40 p.m.YYC-PLS
10h 10m1 stop
Delta Logo
2:05 p.m. - 11:10 a.m.PLS-YYC
23h 05m2 stops
C$ 1,354Delta
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$ 464 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$ 464.

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$ 727, 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 September, when tickets cost C$ 613 (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$ 882 and C$ 865 respectively.

What’s the cheapest day of the week to fly from Calgary to Caribbean?

The average price of all round-trip flights from Calgary to Caribbean clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Caribbean on a Sunday, as we generally find the cheapest rates on that day for this route. On the other hand, Monday is the most expensive day to fly from Calgary to Caribbean. For your return ticket, we recommend flying on a Saturday and avoiding Wednesdays for the best deals.

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 1 week before departure.

Good to know

Low seasonSeptember
Cheapest flightC$ 230
Best time to beat the crowds (18% less expensive on average)
Most popular time to fly (37% more expensive on average)
Flight from Calgary to Montego Bay

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$ 686 on average. Morning departures are around 25% 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$ 1,029.

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 7977 reviews
8.2Boarding
8.5Crew
7.9Comfort
7.9Entertainment
7.3Food
Airline reviews

Flight was too crowded and seats are too small, especially since passengrs are getting larger. Having a middle seat is ALWAYS tough! Woman on my left was large & kept creeping in to my space. Flight personnel were great! Have more savory rather than sweet snacks please.

6.0 GoodMaryann, Oct 2025ATL - SFO
Read more Delta reviews

Flight was too crowded and seats are too small, especially since passengrs are getting larger. Having a middle seat is ALWAYS tough! Woman on my left was large & kept creeping in to my space. Flight personnel were great! Have more savory rather than sweet snacks please.

My issue was with TSA agents for delta airlines. My luggage got flagged. The agent was going thru another persons first. He took 20 min to go thru hers. I asked them to bring mine closer so I could sit down . They said you can go sit it will be fine. I said I am supposed to keep my eyes on my bags at all times. The agent was meticulously unwrapping 2 gifts that the lady had and then tried to re warp it. He was trying to be kind i get it but 20 min for me to stand watching him do that was ridiculous. It was 6 am and there were a ton of travelers. Mine was flagged for some air packed tea that I bought in Turkey. My previous delta flight and 2 others before didn’t flag it. Consistency would be nice. Also on the flight the window shades were down for take off and landing - I thought that was very odd I thought they had to remain open for take off and landing.

The food was terrible especially for a 15 hour international flight. The crew was unpleasant as well.

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

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

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.

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.

This has been the worst experience I’ve ever had. Basically, I lost my round-trip tickets because one of my last names was missing, and you didn’t allow me to correct it. I had to purchase a full ticket again. Once I get home, I will start legal proceedings against you.

The crew were polite and courteous. The Pilot did an excellent landing. It was very smooth and gentle. My only regret is that I was charged twice for my luggage . The attendant gave me no receipt . I didn't realize until I was about to board. How can this be resolved? Thank you.

Very smooth flights Toronto to Rome and return. Crews were great, food was fine but very narrow seats and limited leg room. Aisle seats on our return helped with a bit more space.

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

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

When I purchased the flights I included the luggage, the luggage was not added and got charged the full price anyway. Had to pay for the luggage at check in. Initial flight was delayed, we missed our 9am connection (flew with my wife), then the airline rebooks us to the next flights, putting my wife in at 1.40pm and me at 4pm, what a crazy wait time. We managed to fix it with customer service and they put me in the 1:40pm flight too, but they left my baggage behind in the 4pm flight. When arrived to my destination, of course no luggage. It was delivered to the address thankfully late at night. The experience sucked.

Very good experience. Great cabin crew. Much better than expected

Typical Canadian airline experience. Charger and tray were broken, food was poor quality, and yet you're still paying more than flights with equal to better service than elsewhere globally.

Not enough food option. And not enough advices or information about what we are gonna eat.

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

Was not sent a link to check in online. Tried to check in online using website. Site didn’t work. Called support line, was told it often didn’t work. Went to counter at airport to check bags and get boarding passes. Had to stand in a lineup. They were unable to tell me how much to pay. Had to take a paper to another counter, took a long time to be told what I owed. I fondly remember the days of checking in online, getting my boarding pass digitally, paying for my luggage on line, scanning my passport at the airport to get my luggage tags, and putting my luggage on the conveyor. Easy peasy. Air Canada has really taken a step back in time, and made what was an easy check in experience to one that seemed unduly long and frustrating.

Really out of Air Canada's control due to long delay because of mechanical issues. While doing their best, disappointed by their assumption that all passengers have smart phones. Should have communicated food voucher availability at gate area. Late arrival cost me an extra $51 because public transit was not available, Otherwise, feel Air Canada did their best dealing with their challenges. Will likely continue using them in the future.

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

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