C$ 226 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 1/9. 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.
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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 CanadirectC$ 489
Montego Bay
Montego Bay2 stopsC$ 606
Kingston
Kingston2 stopsC$ 530
Oranjestad
Oranjestad2 stopsC$ 408
Nassau
Nassau2 stopsC$ 555
Bridgetown
Bridgetown1 stopC$ 785
Pointe-à-Pitre
Pointe-à-Pitre1 stopC$ 1,272
Simpson Bay
Simpson Bay2 stopsC$ 716
Puerto Plata
Puerto Plata2 stopsC$ 940
Willemstad
Willemstad2 stopsC$ 774
Providenciales
Providenciales2 stopsC$ 610
George Town
George Town2 stopsC$ 602
St. George's
St. George's2 stopsC$ 901
Kingstown
Kingstown2 stopsC$ 923
Punta Cana
Punta CanadirectC$ 489
Montego Bay
Montego Bay2 stopsC$ 606
Kingston
Kingston2 stopsC$ 530
Oranjestad
Oranjestad2 stopsC$ 408
Nassau
Nassau2 stopsC$ 555
Bridgetown
Bridgetown1 stopC$ 785
Pointe-à-Pitre
Pointe-à-Pitre1 stopC$ 1,272
Simpson Bay
Simpson Bay2 stopsC$ 716
Puerto Plata
Puerto Plata2 stopsC$ 940
Willemstad
Willemstad2 stopsC$ 774
Providenciales
Providenciales2 stopsC$ 610
George Town
George Town2 stopsC$ 602
St. George's
St. George's2 stopsC$ 901
Kingstown
Kingstown2 stopsC$ 923

Cheap Flight Deals from Calgary to Caribbean (YYC-0CB)

 
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.

Recent round-trip flight deals from Calgary to Caribbean

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Calgary to Caribbean.
Discover the best prices for you by selecting your travel dates on KAYAK.
WestJet Logo
6:30 p.m. - 1:52 p.m.YYC-AUA
17h 22m2 stops
WestJet Logo
2:50 p.m. - 6:57 a.m.AUA-YYC
18h 07m2 stops
C$ 408WestJet
Find Deal
Mon, 15 Sep - Tue, 30 Sep
WestJet Logo
6:30 p.m. - 1:52 p.m.YYC-AUA
17h 22m2 stops
WestJet Logo
2:50 p.m. - 12:44 a.m.AUA-YYC
11h 54m1 stop
C$ 415WestJet
Find Deal
Mon, 15 Sep - Tue, 30 Sep
United Airlines Logo
8:30 a.m. - 12:40 p.m.YYC-AUA
26h 10m2 stops
United Airlines Logo
4:30 p.m. - 6:21 p.m.AUA-YYC
27h 51m2 stops
C$ 509United Airlines
Find Deal
Tue, 27 May - Sat, 31 May
Air Canada Logo
12:55 a.m. - 4:40 p.m.YYC-AUA
13h 45m2 stops
Air Canada Logo
1:50 p.m. - 1:03 a.m.AUA-YYC
37h 13m2 stops
C$ 580Air Canada
Find Deal
Tue, 27 May - Wed, 4 Jun
United Airlines Logo
7:30 p.m. - 12:30 p.m.YYC-GCM
40h 00m2 stops
United Airlines Logo
4:45 p.m. - 10:53 p.m.GCM-YYC
31h 08m2 stops
C$ 602United Airlines
Find Deal
Sat, 21 Jun - Sat, 28 Jun
Air Canada Logo
11:55 p.m. - 12:35 p.m.YYC-KIN
11h 40m1 stop
Air Canada Logo
1:45 p.m. - 1:05 a.m.KIN-YYC
12h 20m1 stop
C$ 633Air Canada
Find Deal
Tue, 29 Jul - Mon, 4 Aug
American Airlines Logo
1:29 p.m. - 2:15 p.m.YYC-PUJ
22h 46m1 stop
American Airlines Logo
2:20 p.m. - 12:00 p.m.PUJ-YYC
23h 40m1 stop
C$ 638American Airlines
Find Deal
Tue, 19 Aug - Wed, 27 Aug
Delta Logo
9:15 a.m. - 1:10 p.m.YYC-SJU
25h 55m1 stop
Delta Logo
2:28 p.m. - 8:00 p.m.SJU-YYC
31h 32m1 stop
C$ 660Delta
Find Deal
Thu, 4 Sep - Thu, 11 Sep
Delta Logo
9:15 a.m. - 1:10 p.m.YYC-SJU
25h 55m1 stop
Delta Logo
2:28 p.m. - 8:00 p.m.SJU-YYC
31h 32m1 stop
C$ 662Delta
Find Deal
Thu, 4 Sep - Thu, 11 Sep
American Airlines Logo
1:00 p.m. - 12:20 p.m.YYC-PLS
21h 20m1 stop
American Airlines Logo
1:25 p.m. - 11:29 p.m.PLS-YYC
12h 04m2 stops
C$ 742American Airlines
Find Deal
Mon, 18 Aug - Sun, 24 Aug
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 Nassau, at C$ 485 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$ 551.

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.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 2 stops layover the cheapest option at C$ 807 on average.

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$ 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$ 932 and C$ 923 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 seasonJuly
High seasonDecember
Cheapest flightC$ 226
Best time to beat the crowds (1% less expensive on average)
Most popular time to fly (24% more expensive on average)
Flight from Calgary to Oranjestad

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 43% 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$ 840.

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 7934 reviews
7.9Comfort
8.2Boarding
7.9Entertainment
8.5Crew
7.3Food
Airline reviews

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.

8.0 ExcellentCharles, Mar 2025CHS - LGA
Read more Delta reviews

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.

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.

We had a two hour delay in SL but to me the crew was so communicative and descriptive that it made it not a big deal. It was about safety first and I'd rather be way delayed than have a major issue during a flight. Also they automatically booked us on the next flight at our connection due to missing our connection flight. Everything went smoothly it was amazing. We are very pleased with our flights.

Delta cancelled my flight less than 24 hours before departure and provided no alternative options. Left me to fend for myself basically. Scrambled to book flight on another airline and paid a fortune to do so last minute.. Can’t wait to see how Delta deals with my refund.

Great - This was the last flight before hurricane closures and did a quick turnaround to get the plane heading north. Much appreciated.

My husband is very tall and we generally fly Delta Comfort. We used our companion benefit, and our seats were coach and extremely uncomfortable........ horrid even

It was not in Delta's control, but when we landed, we ended up parking at the wrong gate, and so everyone was already ready to deplane and had their carryon bags, ready to leave. But we had to sit down and move to the proper gate. This process took over 30 minutes. Again, not Delta's fault - more so on the staff at JFK

Overall it was not that bad! The delay on the second leg to Indianapolis , was really unexpected!!

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.

headphone jack didnt work for the first flight and not much variety

Plane 3 hours late. Missed connection. No help from gate staff. App horrible. Lost connection repeatedly. No service desk. Finally got help from young girl driving cart.

Not as good as expected Air Can needs to improve totally rated on internet as worst

The flight was delayed, it took longer than anticipated because of weather, and they broke my luggage.

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.

They changed my seat from one that I had paid for as an upgrade to a regular seat at the last minute.

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

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

We got upgraded for this flight. But the particular bright spot was the flight attendant in our cabin. She was attentive but not intrusive. She interacted in a personal way with each passenger and gave a great service. Thank you!

Flight delayed, missed connection, had to stay overnight. Next flight instead of our business class we were booked on the very back row. Second time this had happened in 2 months.

I paid for what I got which was cheap, I brought my own entertainment. I knew what to expect, so I could be prepared. If you’re flying economy, check in early like me. I have no problems with my flight, was on time, staff were friendly, and overall good experience.

Was supposedly in main extra (row 10), but the seat spacing appeared to be regular economy (the head rest was blue, as well - same as economy, the seats in front of us had red head rests). Otherwise the flight was good and got in well ahead of schedule.

boarding was quick and painless. entertainment could have been better- but that's also what ipads are for.

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.

It was great being a direct flight from Calgary to Tokyo. No transfer to worry about.

Very old planes. Seats were not comfortable. Air was not on during the flight leading to incredibly stuffy conditions.

Traveling on two legs the food was identical and not very good

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.

In both directions, one of the two flights was delayed in departing. due to mechanical issues (not weather). That tells me that inspection and maintenance is not being done often enough to prevent such from occurring. In the outbound direction, the second leg was delayed and we had to change our plans for after landing, thus missing an expected event. In the return direction, the first leg that was delayed; we had a long enough layover that we were not hurried to make our connection, but others were not so lucky. Comment about this survey process: in the multiple choice answers, there is no option for "Not Applicable"; as we had no food on board, we can't properly answer that question.

I liked not paying for carry on and the compensation my husband and I received from the airline for overbooking our flight. The staff was very friendly and helpful.

It was a short flight and for that reason the flight was acceptable.

Overall, a good experience. The crew were not as friendly/helpful on my flight from Toronto to Nashville, but they were nice enough. I asked for a coffee about 45 min before landing, the flight attendant acted put out at the request.. apparently, they forgot about it and when I asked again they said it was too late. It was the only thing I asked for on the flight. Needless to say, it bugged me.

The seats really could do with some extra padding. The staff member who checked me in at Calgary was amazing. Friendly and lovely.

Seats small for international flights, food not good, bathrooms bad, small isles to carry along. For small local flights it’s okay. Emirates had big seats for flight between Dubai to Karachi

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports

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