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C$ 246 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 7/12. 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
0 bags

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Best Caribbean Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Punta Cana
Punta Cana1 stopC$ 558
Montego Bay
Montego Bay2 stopsC$ 615
Oranjestad
Oranjestad1 stopC$ 512
Nassau
Nassau1 stopC$ 465
Kingston
Kingston3 stopsC$ 870
Bridgetown
Bridgetown2 stopsC$ 556
Pointe-à-Pitre
Pointe-à-Pitre1 stopC$ 965
Puerto Plata
Puerto Plata2 stopsC$ 620
Port of Spain
Port of Spain1 stopC$ 814
Simpson Bay
Simpson Bay2 stopsC$ 707
Willemstad
Willemstad2 stopsC$ 767
Santo Domingo
Santo Domingo2 stopsC$ 588
Providenciales
Providenciales2 stopsC$ 698
George Town
George Town1 stopC$ 565
St. John's
St. John's1 stopC$ 615

Good to know

Low season

September

High season

December

Cheapest flight

C$ 246
Best time to beat the crowds (10% less expensive on average)
Most popular time to fly (8% more expensive on average)
Flight from Calgary to San Juan

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 to Caribbean from Calgary is likely to change within 7 days, so travelers 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 to Caribbean with an airline and back to Calgary 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 to Caribbean from Calgary up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Caribbean

  • Morning departure is around 8% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

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 9146 reviews
8.2Boarding
8.6Crew
7.4Food
8.0Entertainment
7.9Comfort
Airline reviews

Late departure due to large number of wheel chair patrons. Used to having a box of snacks to select from in comfort plus. The flight attendant just rattled off what was available and asked us to pick. Felt rushed and uncomfortable. Seat was great. Prefer having the screen on the seat in front of me instead of having to pull it up from the seat side. Lots of room for my carryon under the seat in front of me.

8.0 ExcellentBarb, Sep 2024SEA - MSP
Read more Delta reviews

Late departure due to large number of wheel chair patrons. Used to having a box of snacks to select from in comfort plus. The flight attendant just rattled off what was available and asked us to pick. Felt rushed and uncomfortable. Seat was great. Prefer having the screen on the seat in front of me instead of having to pull it up from the seat side. Lots of room for my carryon under the seat in front of me.

It was very good. Our flight was delayed and we as a result missed our connecting flight but rescheduled to the next day. The Need Help staff was so great and offered us compensation that was beyond satisfactory.

Did not get a vegetarian option in 1st class and the video was not working.

Excellent. No issue and it was on time and arrived early, the best!

The flight was canceled two hours before departure, it took over five hours to rebook us on another flight.

The flight was oversold and they kept on announcing they were looking for a volunteer to give away their seat, but the announcement has to be louder and clear @ gate 88 and also must precise. Additionally, the departure time kept on changing. But overall it was fine since it was a short flight.

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

The 1st class male crew member was very pleasant - the short female with round glasses , maybe in 50’s had no personality- never spoke when delivering my food, drink, & never smiled the whole trip! In fact looked annoyed when the boarding proses was happening- I would never hire this woman - unfriendly . Have never dealt with a crew member like her-

The main person that was coordinating everything was a short white/light skin Spanish man and he was very rude. It honestly made me feel like it was everyone’s First day at work. His announcements were very not reasonable and they did not make sense. The stewardess on the flight that made the announcements she didn’t even know what she was talking about she sounded inebriated. There were no snacks or drinks on our flight there wasn’t even much turbulence. This flight was not enjoyable nor was it what a Delta flight should be and just this past week I flew with Delta 3 times.

It was a Red-Eye flight so was not comfortable enough to sleep, but seat was as expected. Crew was great and in-flight entertainment was excellent. Flight was smooth

The plane used to go to Chicago was a bit outdated and needed a refresh

My connecting gate in .Chicago was across the aisle from my arriving gate. Otherwise I would not have made my connection. So that was very fortunate.

I flew basic economy, so it was what I expected. Crew was nice though, and flight was quick. Would recommend for flights under 6 hours, otherwise would upgrade to something with more leg room.

Bad, they delayed my flight, lost my connection flight had to stay overnight for the next flight and missed a lot of important meetings. 1 day totally lost!

Airline staff was good the checkin process was ok but the plane itself was very bad the comfort was worst it was worst and the most stiff 5 hours of my life i felt claustrophobic

Everything got delayed we were supposed to land at 1pm and landes at 8-9 pm … was horrible

Calgary desperately needs a star alliance lounge in the transborder area for United.

Brutal as can be … delayed by 24 hours then delayed and hour on the tarmac then delayed three hours in Chicago, screaming child behind me kicking the seat for the better part of 10 hours… couldn’t be worse

My flight was delayed by a whole day, so I lost a day of my vacation.

The check-in and passport submission was complicated and repetitive, due to the poor communication between Air Canada and United. There should have been a single set of instructions and a single questionnaire that provided the data for both airlines.

Seat barely reclined. Boarding took forever. Flight attendants were not very friendly

I liked absolutely NOTHING, Westjet is the worst airline in the world, they should be ashamed, they treated me like dirt, let's put it this way, I am truly pissed off. If anyone cares about my experience someone should call me so I can tell how bad my experience was, what a shame

If I wanted to leave on a Monday I would have booked to leave on Monday. Instead, thanks the west jet i spent another night in a hotel on my dime because they don’t even have a number you can call that works. It’s just says due to the high call volume we can’t take your call, that’s it. Our a Canadian airline industry needs an overhaul.

Fir premium economy passenger they didn't plan food properly ,only had 1 option available out of 3 on the menu as well as the drinks choice was limited

Westjet has a terrible boarding crew. I had a zone 3 pass and my wife and kids had zone 9 as we purchased tickets separately. After scanning our boarding passes, the boarding Filipino lady rudely says that my family has zone 9 passes. I said I have 3 and wanted to board as a family and she started a rant that they have 9 and they were small kids to board with me. I told her that I am not going to separate family because of this and what she said didn’t make sense. It’s a shame to Westjet if they have such policy. It’s a shame to the WestJet employee to start this rant after the passes were scanned. Westjet has to train people to speak politely and not with rude demanding tone. If that’s Westjet policy, I will pick a different airline next time. Westjet is not the only one out there.

I was never able to depart because of an IT outage, I could not get help through Delta’s website, app, or on the concourse. I eventually (after more than three hours in the airport) got rebooked with another airline the following day and Delta didn’t offer vouchers or any assistance with finding a hotel or getting to the hotel. I need to file a claim. Just an awful experience.

Over an hour late. Lousy flight attendant who was just going through the motions in every aspect of her job. The Dash 8 aircraft is super basic (no entertainment system, small seats, limited storage). Carry on luggage doesn’t fit in overhead bins.

Slow boarding process, tickets downgraded to Ultra Basic with no carry-on luggage, not enough space in overhead compartments

WiFi was not working. Zero entertainment. Did not receive a discount etc to make up for this.

Calgary WJET supervisor was the most professional, and diligent official who I have experienced personally to resolve our flight issues.

Our flight was delayed by almost 1 hour, and this negatively impacted our experience. Everything else was OK.

Flight was delayed, slow boarding,fully booked flight... No extra charge for beverages..

I fly all the time for work & am used to seeing "XYZ flight facilitated by XYZ airlines" (or similar) and it's never been an issue. This flight from Edmonton to DFW through Denver was very early - 6 am, international, so at the airport by 3am. The flight was booked on Kayak through Air Canada and the actual flight was supposed to be on United. I didn't receive anything from Air Canada prior to the flight, other than to check in via United app when I tried to find my flight on Air Canada app. The day of, we were all on the plane at 5:45 am, when the pilot came out to let us know that the engine had been leaking for some time, and we were now going to have to deplane and wait for the mechanic to arrive and evaluate. So, we did. Why the flight wasn't cancelled at that point I don't know. After about an hour, sure enough - cancelled, however at that point, it's late already to try and get onto a flight out of Edmonton (YEG) on a weekend, esp. since post-COVID it doesn't seem that YEG has fully recovered in terms of flights and airline availability. Trying to get back to DFW took me the rest of the weekend from Sat am at 6 to Sunday pm - late, included renting a car on my own dime and driving to Calgary (YYC) which has more flight availability, as well as another night's hotel also on my own dime. I found some help on the United app - the chat personnel did try to help find some way home. When I called Air Canada after I couldn't get a flight through United - they were quite rude and short on the phone, letting me know that it was my problem (and United's) not theirs. Since Air Canada booked the ticket and took my money I would expect that if nothing else they would try to be of some help. I am so disappointed in Air Canada and their customer service, btw - my follow-up email to them for some type of resolution or acknowledgement was acknowledged by the system as having been received but as of this point - 5 days later - no response.

Horrible airlines... did not compensate me for hotel or food even though my flight was delayed by more than 24 hours

My flight was delayed in Calgary and I missed my connecting flight to Cincinnati. I was rebooked on a flight the following day. I did not receive a food or lodging voucher.

I called to put a stop to this ticket because it was fraudulent. Nobody stopped it. Then they sent me to Mastercard to fight it alone. Thanks (Sarc) to everyone who helped facilitate fraud and would not dare attempt to stop it.

The plane was boarding at gate 50 and there was a flight to Toronto at gate 52 making the boarding are chaotic and busy.

Flight attendants should learn something about customer service. About how to deal with people Very disappointed This only happens only in Air Canada

First flight was delayed and then they moved up departure time for flight - not ideal. made it but sprinted the entire time and messed up my ankle

Flights delayed over 4 hours with no compensation. No agents at counters to assist with re-booking.

It's good value for the price. Snacks are available for a price but there is no meal. The flight was aboutr 40 mn late leaving, and the gate was not ready for the plaine in Ottawa. That took an extra 15 mn once landed. You can use the express NEXUS line at Customs in Ottawa if you have a NEXUS card. I thought it was worth paying an extra $50 for extra leg room on the flight.

Good flight and all but airlines are now moving away from providing anything as part of the flight which was previously included, ie in flight entertainment service or snacks.

The real problem with Sunwing is that they are totally undependable. Plane was supposed to heave at 8:20 pm from Varadero to Toronto. Instead because of delays on their part, finally left at 2:30 AM Same thing happened a few days back to my family whereby they were delayed one full day. Throughout the process, no one told them anything. They found out by accident from another passenger after waiting a few hours in the hotel all for nothing Same thing happened with my daughter and husband last year with delays which caused them to miss two days of s much needed 7 days break to Aruba No matter what the cost, I will nit fly Sunwing again and also encourage friends and values to never fly this hihh highly problematic airline

Edreams did not pay the airline and I had to buy another ticket to be able to travel and they still have not refunded my money

Why do I have to pay $20 to leave the airport? Why do I have to pay $25 for the carry on? This was my worst travelling experiences ever. This was my second time and my last time

Minimal service (no entertainment or snack) as advertised, so be prepared. Very friendly flight crew and staff. Excellent service all around

Most standard features are now to be paid as extra

I bought a 1-way ticket from Punta Cana home to Canada, surprise, when I got to the lineup at the airport Sunwing charges a 20 USD airport tax separately. I was told I should have known, though it is the only airline in the terminal that charges it (separately, USD only, no cards or local currency accepted). ATMs at the airport out of service, nowhere to purchase USD on-site. Local banks do not sell you USD if you don't have an account with them... Eventually I found a taxi driver to buy the currency from. Luckily I speak Spanish and am comfortable in the country on my own. I was able to find a solution as the Nexus greeter for Sunwing offered no help. Other Sunwing team members and flight crew I met later were much more helpful when I could not complete self-check-in (flying with carry-on only) as all the seats were locked and apparently could only be assigned at the desk (despite the greeter telling me to use the self-check-in).

Due to the onboard check on system malfunction, we were getting conflicting messages about the flight status. Found it very interesting that kayak gave us updates before the Sunwing app or representatives did.

Was not allowed to board because my KAYAK purchased ticket was declined / invalidated. DO NOT USE KAYAK.

Book cheap flights from Calgary to Caribbean

Recent round-trip flight deals

10/11Sun
2 stops
24h 27mYYC-SJU
14/11Thu
1 stop
12h 34mSJU-YYC
C$ 427
10/11Sun
2 stops
24h 27mYYC-SJU
13/11Wed
1 stop
20h 54mSJU-YYC
C$ 449
29/11Fri
1 stopUnited Airlines
24h 19mYYC-NAS
3/12Tue
2 stopsUnited Airlines
25h 46mNAS-YYC
C$ 465
24/10Thu
1 stopWestJet
17h 25mYYC-AUA
7/11Thu
1 stopWestJet
23h 06mAUA-YYC
C$ 512
29/11Fri
2 stopsUnited Airlines
29h 14mYYC-NAS
3/12Tue
2 stopsUnited Airlines
25h 46mNAS-YYC
C$ 516
24/10Thu
2 stopsWestJet
28h 55mYYC-AUA
7/11Thu
1 stopWestJet
11h 36mAUA-YYC
C$ 517
12/10Sat
2 stopsDelta
27h 15mYYC-NAS
17/10Thu
2 stopsDelta
31h 51mNAS-YYC
C$ 571
9/11Sat
2 stopsDelta
44h 26mYYC-SJU
18/11Mon
2 stopsDelta
33h 40mSJU-YYC
C$ 601
22/10Tue
1 stopAir Canada
11h 30mYYC-BGI
30/10Wed
1 stopAir Canada
20h 33mBGI-YYC
C$ 617
23/10Wed
1 stopAir Canada
16h 55mYYC-BGI
30/10Wed
1 stopAir Canada
20h 33mBGI-YYC
C$ 647

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Recent one-way flight deals

7/12Sat
1 stop
12h 17mYYC-SJU
C$ 246
27/10Sun
1 stop
12h 17mYYC-NAS
C$ 254
15/11Fri
2 stopsUnited Airlines
29h 14mYYC-NAS
C$ 258
29/10Tue
1 stopWestJet
27h 57mYYC-NAS
C$ 261
26/10Sat
1 stopWestJet
11h 57mYYC-NAS
C$ 274
23/9Mon
2 stopsUnited Airlines
17h 35mYYC-PUJ
C$ 307
23/10Wed
1 stopAir Canada
8h 55mYYC-NAS
C$ 318
6/10Sun
1 stopDelta
14h 03mYYC-MBJ
C$ 364
20/9Fri
2 stopsAir Canada
20h 12mYYC-SJU
C$ 404
20/9Fri
1 stopDelta
13h 38mYYC-SJU
C$ 581

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Last minute flights from Calgary to Caribbean

Last minute flight, train and bus deals

12/9Thu
multi-stopWestJet
11h 28mYYC-PUJ
20/9Fri
multi-stopWestJet
19h 24mPUJ-YYC
C$ 607
10/9Tue
multi-stopUnited Airlines
17h 35mYYC-PUJ
16/9Mon
multi-stopUnited Airlines
25h 59mPUJ-YYC
C$ 714
13/9Fri
multi-stopWestJet
38h 14mYYC-PUJ
20/9Fri
multi-stopWestJet
27h 04mPUJ-YYC
C$ 805
12/9Thu
multi-stopAir Canada
9h 55mYYC-PUJ
20/9Fri
multi-stopAir Canada
22h 47mPUJ-YYC
C$ 809
13/9Fri
multi-stopAir Canada
15h 55mYYC-PUJ
20/9Fri
multi-stopAir Canada
22h 47mPUJ-YYC
C$ 840
14/9Sat
multi-stop
8h 20mYYC-NAS
22/9Sun
multi-stop
36h 09mNAS-YYC
C$ 978
14/9Sat
multi-stop
8h 20mYYC-NAS
22/9Sun
multi-stop
12h 03mNAS-YYC
C$ 1,012
10/9Tue
multi-stopAir Transat
23h 20mYYC-PUJ
16/9Mon
multi-stopAir Transat
32h 01mPUJ-YYC
C$ 1,236
12/9Thu
multi-stopDelta
12h 19mYYC-PUJ
20/9Fri
multi-stopDelta
22h 17mPUJ-YYC
C$ 1,316
13/9Fri
multi-stopDelta
20h 25mYYC-NAS
16/9Mon
multi-stopDelta
10h 27mNAS-YYC
C$ 3,717

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Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports