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Find cheap flights from Calgary to Caribbean from C$ 313

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 13/6. 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
Sun 9/6
Sun 16/6

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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 Cana2 stopsC$ 540
Montego Bay
Montego Bay1 stopC$ 632
Oranjestad
Oranjestad2 stopsC$ 870
Nassau
Nassau2 stopsC$ 381
Bridgetown
Bridgetown2 stopsC$ 728
Kingston
Kingston2 stopsC$ 806
Pointe-à-Pitre
Pointe-à-Pitre2 stopsC$ 1,061
Puerto Plata
Puerto Plata2 stopsC$ 513
Port of Spain
Port of Spain1 stopC$ 811
Simpson Bay
Simpson Bay1 stopC$ 1,080
Willemstad
Willemstad2 stopsC$ 665
Santo Domingo
Santo Domingo1 stopC$ 833
Providenciales
Providenciales1 stopC$ 596
George Town
George Town2 stopsC$ 513
St. John's
St. John's1 stopC$ 631

Good to know

Low season

September

High season

December

Cheapest flight

C$ 313
Best time to beat the crowds (8% less expensive on average)
Most popular time to fly (2% 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 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 21% 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.
8.1
WestJet EncoreOverall score based on 50 reviews
7.5Comfort
8.6Boarding
7.2Food
8.7Crew
7.3Entertainment
Airline reviews

Great flight, comfort, and staff. Prefer tv in back of seat but watching on phone will do

10.0 ExcellentDarren, May 2023YYZ - LAX
Read more about WestJet Encore reviews

Great flight, comfort, and staff. Prefer tv in back of seat but watching on phone will do

Pros: "Friendly staff and the support they offered to my mother who needed a wheelchair."
Cons: "I would have liked to have had WestJet internet and entertainment access. It was not offered on our flight from Toronto to Fredericton."
Pros: "The fact that military personnel and retired military personnel and their spouse can check in luggage for free. The check in crew was also very courteous."
Pros: "It ran on time. The pilot landed the plane without a big jolt. We could board and deplane using 2 exits."
Cons: "Seat space"
Pros: "Rotten stuff cancels out the good doesn't it. Be great if you could take some courses from Stephen Covey as you are missing some skills sets in hospitality. And stop being so cheap with the 3rd rate old old movies!"
Cons: "I did not appreciate having the second row to the last on my 2nd plane coming back - I only had a turn around time of 20 minutes to catch my third Westjet flight. When we asked if the plane would wait for us - your crew just laughed in our faces."
Pros: "Great, friendly crew in this scenic trip across to Victoria. Nice new aircraft operating this route."
Pros: "Cheerfulness of WestJet employees."
Cons: "Seat comfort; seats hard. Person next to me average size but still spilled into my seat with “man-spreading” and shoulders."
Pros: "Efficient crew and reasonable seating"
Cons: "Need more legroom or a device to fold passenger legs for the flight duration..."
Pros: "Crew was good. Seats need to be updated and are confining. I appreciated being able to disembark through front and rear door."
Cons: "More space between the seats."
Pros: "the crew was very polite but the flight was too short to have a meal"
Cons: "delayed embarking"

Everything was great. The big planes could still stand to have a bit more leg room. Crew was amazing!!

There was a loud squeaky sound the whole time we were flying.

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

Waited 3 hours on a plane to de-ice due to manpower issues. Waited another hour and a half once we landed because of a gate issue. Missed my connections. Created. A total of 13 hours of delay.

Everything was smooth and easy to fly. No complains and a lot of thanks!

I received the two differed meals: chicken and pasta. I asked and I received. I am anti-wasting food!

I wouldn't say I liked being forced to check my small roller bag at the gate; too many people had bags and were in a higher boarding group.

There is no free Wi-Fi or screens in the seats for this flight. It would be nice if they had actual actual healthy drink options like a flavored sparkling water. The flight was very dark because nobody was sitting on the left side and they didn't open any of the windows. The plane was kind of and had small overhead bins. There was no distinguishable difference between economy and comfort Plus.

Very crowded, unorganized, people pile up to the gate before their seat is called. Becomes a cluster. Why not board first and premium then start main cabin from the back?

I have to say that Delta has improved their service radically since I flew with them last. I purposely have avoided flying with them for years owing to absolutely terrible service. This is no longer the case, I am glad to say.

For some reason there was a change in the cockpit which delayed us by an hour

Menu selection was limited and not appropriate for a flight of this length

I like WJ but I don’t like traveling anymore

Good flight. No I’m seat entertainment. But my phone worked just fine on the west jet app.

4 hour delay, lost our bags, staff was loud and it was an overnight flight

We were late boarding, but it all worked out. So, no problem.

It was good but not comfortable seat with the long legged persons.

No problems here. WestJet does a good job, even on their short haul flights

Boarding was fine, but then we were delayed a while due to some baggage issues, then de-icing.

Tried to reserves seats and WestJet My Trip shows not available until 24 hours before the flight. When check-in was finally available and I tried to get seats again I was not able to get to select seats for me and my wife together. All in all, was not able to select seats together on Kiwi, paid extra for seats on Westjet and still did not got seats together, not pleasant for such a long flight and with my wife not very good with flying, disappointed on the way the system works with regarding to seats reservations, even with paying extra for them.

It was good! Appreciated that it was very on schedule so it made the connecting flight less stressful

Two flights,both poor. No entertainment. Cramped and uncomfortable seats, little space, the rest was OK. Staff were acceptable good.

The crew was doing their best on an old plane needing updating. Chairs that creaked and wouldn’t stay in position. My tray table was unusable as was on-board entertainment due the audio needing usb earphones (that were not provided). Prior to boarding in Toronto and despite being scheduled for a wheelchair and assistance, we were dropped off by clubcar without a wheelchair which I found myself by a gate. Due to no boarding gate assigned at that time we waited and when it was, it subsequently was moved from 64 to 95. No help could be found so I pushed my husband’s chair to that furthest gate in the airport at the highest speed possible for a 73 year old. And by that I mean I ran. It was a very stressful experience.

Wifi wasn't working on one of the UA flights after boarding.

Leg room was lacking. Legs crammed into seat in front.

T hey did a great job. Flight was on time .

the plane was old. the wifi didn’t work. the entertainment was boring and dated. the charging ports were impossible to find. i was mostly ignored by flight attendants that had no problem speaking to the man beside me. i got two drinks the entire time i was on the plane.

Crew was not very helpful. They forgot to serve me coffee and had to wait for a long time.It looked as if they were not very happy with what they were doing.

The flight I was connecting with waited for me even though my 1st flight was late. I really appreciated that.

The seat is too hard and my back and bottom are having servers pain

It was overall above average experience. If there is only one thing i could complain about was the lack of wifi availability on my flight from Vancouver to San Francisco

Not much food available, not able to choose seats to be near each other, tv did not work

I think Air Canada is the only airline I've flown where they don't give you at least a free cookie.

All but one of four were on time. One was delayed for an hour

Got the email to check in but when I tried to check in it said "cannot connect to server", so checked in at the desk.

It took 5 hour to get a crew to D Ice the plan. We had to sit on the runway for 5 hrs. in Calgary. It snows most of the winter. No proactive plan. In addition, after 3 calls to customer service they couldn't figure out how to have my wife and myself sit together on her birthday weekend. Everybody kept passing the buck. No decision from customer service, luggage drop off or check in team. The experience was a complete mess! I don't think we'll ever fly on this airline again.

my flight from Toronto to Chicago was horrible. we tried to land 3 times, couldn't. they went to Milwaukee & sat on the plane/runway for another 1.5 hours. then they flew us back to Toronto. we had to stay overnight. the communication was bad. just told us to wait for an email update. no credit, no voucher for my additional night in a hotel. nothing. I will not fly air Canada again.

The wifi I paid for did not work. The seats are tight.

The seats werr comfortable Would like a better snack that a tiny bag of pretzels

There were no free snacks…little pretzel bag or cookies like we had on our flight out.

Book cheap flights from Calgary to Caribbean

Recent round-trip flight deals

5/11Tue
2 stopsWestJet
16h 54mYYC-NAS
12/11Tue
2 stopsWestJet
17h 33mNAS-YYC
C$ 381
4/11Mon
1 stopWestJet
12h 04mYYC-NAS
12/11Tue
1 stopWestJet
22h 08mNAS-YYC
C$ 389
23/9Mon
1 stopAir Canada
15h 30mYYC-NAS
27/9Fri
2 stopsAir Canada
22h 11mNAS-YYC
C$ 520
1/7Mon
2 stopsUnited Airlines
27h 13mYYC-NAS
10/7Wed
2 stopsUnited Airlines
30h 48mNAS-YYC
C$ 522
20/8Tue
1 stopAir Canada
9h 20mYYC-NAS
27/8Tue
2 stopsAir Canada
22h 10mNAS-YYC
C$ 541
1/7Mon
1 stopUnited Airlines
24h 02mYYC-NAS
10/7Wed
2 stopsUnited Airlines
29h 20mNAS-YYC
C$ 596
4/11Mon
2 stopsDelta
10h 58mYYC-NAS
12/11Tue
2 stopsDelta
20h 06mNAS-YYC
C$ 659
5/8Mon
2 stopsDelta
18h 33mYYC-PUJ
9/8Fri
2 stopsDelta
22h 26mPUJ-YYC
C$ 665
7/8Wed
2 stopsWestJet Encore
23h 35mYYC-POP
21/8Wed
2 stopsWestJet Encore
24h 20mPOP-YYC
C$ 994
7/7Sun
1 stopWestJet Encore
24h 35mYYC-PLS
13/7Sat
1 stopWestJet Encore
31h 40mPLS-YYC
C$ 1,006

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Recent one-way flight deals

13/6Thu
2 stopsWestJet
27h 02mYYC-PUJ
C$ 313
19/5Sun
2 stopsDelta
27h 30mYYC-PUJ
C$ 319
19/5Sun
2 stopsDelta
27h 30mYYC-PUJ
C$ 321
19/5Sun
3 stops
41h 26mYYC-PUJ
C$ 328
19/5Sun
1 stopAir Canada
22h 25mYYC-PUJ
C$ 332
28/6Fri
2 stops
17h 08mYYC-MBJ
C$ 337
19/5Sun
3 stops
41h 26mYYC-PUJ
C$ 344
18/5Sat
2 stopsAir Canada
34h 45mYYC-PUJ
C$ 371
28/6Fri
1 stopUnited Airlines
19h 30mYYC-MBJ
C$ 450
13/6Thu
1 stopAir Transat
26h 15mYYC-PUJ
C$ 454

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Last minute flights from Calgary to Caribbean

Last minute flight, train and bus deals

13/5Mon
multi-stopUnited Airlines
17h 25mYYC-SDQ
20/5Mon
multi-stopUnited Airlines
34h 45mSDQ-YYC
C$ 861
13/5Mon
multi-stop
24h 50mYYC-SDQ
20/5Mon
multi-stop
43h 26mSDQ-YYC
C$ 1,114
12/5Sun
multi-stop
23h 46mYYC-SDQ
20/5Mon
multi-stop
16h 27mSDQ-YYC
C$ 1,272
13/5Mon
multi-stop
24h 50mYYC-SDQ
20/5Mon
multi-stop
16h 27mSDQ-YYC
C$ 1,320
12/5Sun
multi-stop
23h 46mYYC-SDQ
20/5Mon
multi-stop
22h 37mSDQ-YYC
C$ 1,475
12/5Sun
multi-stop
23h 58mYYC-SDQ
20/5Mon
multi-stop
22h 37mSDQ-YYC
C$ 1,508
13/5Mon
multi-stop
15h 38mYYC-SDQ
20/5Mon
multi-stop
22h 37mSDQ-YYC
C$ 1,513
13/5Mon
multi-stop
28h 16mYYC-SDQ
20/5Mon
multi-stop
22h 37mSDQ-YYC
C$ 1,537
15/5Wed
multi-stopWestJet
31h 45mYYC-NAS
19/5Sun
multi-stopWestJet
23h 57mNAS-YYC
C$ 1,775
15/5Wed
multi-stopWestJet
31h 45mYYC-NAS
19/5Sun
multi-stopWestJet
23h 57mNAS-YYC
C$ 3,539

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