Find flights
Deals
When to book
FAQs & Tips
Airlines

Find cheap flights from Calgary to Caribbean from C$ 193

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 23/5. 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 16/6
Sun 23/6

Search hundreds of travel sites at once for deals on flights to Caribbean

In the last 7 days, travellers have searched 42,211,976 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Best Caribbean Flight Deals

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

Punta Cana
Punta Cana2 stopsC$ 536
Montego Bay
Montego Bay2 stopsC$ 579
Oranjestad
Oranjestad2 stopsC$ 821
Nassau
Nassau2 stopsC$ 403
Bridgetown
Bridgetown2 stopsC$ 802
Kingston
Kingston2 stopsC$ 807
Pointe-à-Pitre
Pointe-à-Pitre2 stopsC$ 978
Puerto Plata
Puerto Plata1 stopC$ 934
Port of Spain
Port of Spain1 stopC$ 735
Willemstad
Willemstad2 stopsC$ 991
Santo Domingo
Santo Domingo2 stopsC$ 606
George Town
George Town2 stopsC$ 539
St. John's
St. John's1 stopC$ 663

Good to know

Low season

September

High season

December

Cheapest flight

C$ 193
Best time to beat the crowds (8% less expensive on average)
Most popular time to fly (4% more expensive on average)
Flight from Calgary to Nassau

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 23% cheaper 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 45 reviews
8.6Crew
7.3Entertainment
8.5Boarding
7.5Comfort
7.1Food
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"

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.

Crew was responsive and professional. I am 6'2"" , was cramped in Comfort +, I have upgraded my return trip already.

Ran out of my choice of main course in BClass. Kind of weird combo for substitute.

Was the longest flight I have ever taken to Orlando. Not Westjet’s fault necessarily. There was a traffic issue in Orlando. We sat in the airplane for about 2 hrs before leaving Calgary on a 5 hour flight was just a little long to be stuck in the plane. Once we arrived in Orlando we were stuck in traffic on the ground for another 30min. I guess maybe the flight could be delayed so boarding would have been later so we wouldn’t have to have the discomfort of being on the plane so long.

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

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.

We enjoyed that we boarded and took off on time. We didn’t like that our connection flight was a twenty minute walk through the airport with only one hour in between flights.

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.

Air Canada cancelled my prepaid/prebooked seat selection and changed my seats without any options.

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

Book cheap flights from Calgary to Caribbean

Recent round-trip flight deals

5/11Tue
2 stopsWestJet
15h 04mYYC-NAS
12/11Tue
2 stopsWestJet
19h 17mNAS-YYC
C$ 403
4/11Mon
1 stopWestJet
12h 04mYYC-NAS
12/11Tue
1 stopWestJet
19h 36mNAS-YYC
C$ 411
30/9Mon
1 stopAir Canada
8h 30mYYC-NAS
10/10Thu
2 stopsAir Canada
22h 11mNAS-YYC
C$ 472
7/6Fri
1 stopUnited Airlines
7h 53mYYC-NAS
16/6Sun
1 stopUnited Airlines
8h 38mNAS-YYC
C$ 481
7/6Fri
1 stopUnited Airlines
7h 53mYYC-NAS
16/6Sun
1 stopUnited Airlines
8h 38mNAS-YYC
C$ 482
1/10Tue
2 stopsAir Canada
13h 50mYYC-NAS
10/10Thu
2 stopsAir Canada
32h 02mNAS-YYC
C$ 504
22/9Sun
2 stopsDelta
23h 00mYYC-GCM
26/9Thu
2 stopsDelta
21h 53mGCM-YYC
C$ 656
6/9Fri
2 stopsDelta
12h 28mYYC-PUJ
21/9Sat
2 stopsDelta
18h 35mPUJ-YYC
C$ 671
8/8Thu
2 stopsWestJet Encore
23h 28mYYC-POP
13/8Tue
2 stopsWestJet Encore
28h 26mPOP-YYC
C$ 993
11/8Sun
2 stopsWestJet Encore
22h 30mYYC-GCM
21/8Wed
2 stopsWestJet Encore
32h 41mGCM-YYC
C$ 1,003

Search by stops

Search by airline

Search by price

Recent one-way flight deals

23/5Thu
1 stopUnited Airlines
7h 53mYYC-NAS
C$ 193
6/6Thu
1 stopUnited Airlines
24h 02mYYC-NAS
C$ 216
24/5Fri
2 stopsUnited Airlines
42h 13mYYC-NAS
C$ 230
18/6Tue
2 stopsWestJet
37h 03mYYC-NAS
C$ 234
16/6Sun
2 stopsAir Canada
13h 50mYYC-NAS
C$ 238
19/6Wed
1 stopWestJet
13h 48mYYC-NAS
C$ 240
4/7Thu
2 stopsDelta
11h 35mYYC-NAS
C$ 309
8/6Sat
2 stopsAir Canada
38h 25mYYC-PUJ
C$ 316
9/6Sun
2 stopsDelta
14h 42mYYC-NAS
C$ 317
17/6Mon
1 stopAmerican Airlines
27h 41mYYC-NAS
C$ 445

Search by stops

Search by airline

Search by price

Last minute flights from Calgary to Caribbean

Last minute flight, train and bus deals

18/5Sat
multi-stopUnited Airlines
28h 33mYYC-NAS
20/5Mon
multi-stopUnited Airlines
31h 00mNAS-YYC
C$ 1,092
18/5Sat
multi-stopAmerican Airlines
21h 07mYYC-NAS
20/5Mon
multi-stopAmerican Airlines
31h 55mNAS-YYC
C$ 1,149
17/5Fri
multi-stopAmerican Airlines
32h 30mYYC-PUJ
20/5Mon
multi-stopAmerican Airlines
32h 00mPUJ-YYC
C$ 1,198
17/5Fri
multi-stopUnited Airlines
23h 59mYYC-PUJ
20/5Mon
multi-stopUnited Airlines
23h 47mPUJ-YYC
C$ 1,566
17/5Fri
multi-stop
26h 30mYYC-PUJ
20/5Mon
multi-stop
37h 23mPUJ-YYC
C$ 1,589
18/5Sat
multi-stop
35h 23mYYC-NAS
20/5Mon
multi-stop
20h 41mNAS-YYC
C$ 1,671
17/5Fri
multi-stop
38h 25mYYC-PUJ
20/5Mon
multi-stop
32h 17mPUJ-YYC
C$ 1,763
18/5Sat
multi-stop
26h 30mYYC-NAS
20/5Mon
multi-stop
24h 15mNAS-YYC
C$ 1,778
17/5Fri
multi-stop
26h 18mYYC-PUJ
20/5Mon
multi-stop
32h 17mPUJ-YYC
C$ 1,808
18/5Sat
multi-stop
15h 05mYYC-NAS
20/5Mon
multi-stop
15h 17mNAS-YYC
C$ 2,842

Search by stops

Search by airline

Search by price