Find cheap flights from Calgary to Caribbean from C$ 163

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight departing on 11/12. 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
Sat 6/1
Sat 13/1
In the last 7 days travellers have searched 42,043,356 times on KAYAK, and here is why:

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Latest Caribbean Flight Deals

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

MOST POPULARPunta Cana
2+ stops from C$ 525
Montego Bay
1 stop from C$ 477
Nassau
2+ stops from C$ 357
Port of Spain
2+ stops from C$ 1,032
Bridgetown
2+ stops from C$ 642

Good to know

Low season

September

High season

December

Cheapest flight

C$ 163
Best time to beat the crowds (14% less expensive on average)
Most popular time to fly (29% 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

  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be January, November and December. The cheapest month to fly from Calgary is September.
  • Morning departure is around 25% cheaper than an evening flight, on average*.
See more tips
*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 KAYAK reviews.
7.8
WestJet EncoreOverall score based on 219 reviews
85crew
81boarding
75comfort
71food
69entertainment
80overall
Airline reviews

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

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: "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"
Cons: "No plugs to charge phone. Though flight was budget class, other airlines does it better when it comes to food."
Cons: "More than an hour late departing. Added to that it was almost an hour before luggage appeared. Not West Jet’s fault but it made us even later resulting in some of our long drive of our drive to Grand Canyon being in the dark."
Cons: "The food could have been better. I don’t mind paying but some nicer, healthier choices would have been nice. It is airplane food so no real surprise. :)"
Cons: "Getting from one flight to the other was a major hassle. How many times do they have to check your boarding pass?"
Pros: "Crew were fairly attentive, have experienced better. Liked the Canadian entertainment options, even if very limited."
Cons: "Seats were okay, the plane is really showing it's age. Movie selection was very limited, and very dated."
Cons: "Minor point. They boarded the plane very early. We got to the gate 1/2 hour before departure, and were almost the last ones to board."
Pros: "Dry accommodating staff all around. Thank you"
Cons: "More space between people. Not much you can do I understand that. So overall great"
Pros: "Crew were very good. The economy seats were "ok". Food was good and the service was very good."
Cons: "Entertainment didn't have enough new movies to watch. The leg room could've been better."
Cons: "Always a ‘full flight’ and they run out of spacein the overhead storage"
Pros: "The flight was cancelled at the last minute I had to buy another flight with Air Canada that cost me double the price and i was stuck at the airport all day !!!! The Air Canada flight was at 6.30pm ,and the West Jet was suppose to leave at 11.30am"
Cons: "Flight was delayed 2 hours, then at the gate boarding didn’t start till 10 mins before take off. Took off almost an hour after the delayed take off time."
Cons: "Problems with the emergency lightning caused the flight to depart two hours late"
Cons: "I didn't like the food at all, and couldn't complete it."
Pros: "Early flight was not as crowded"
Cons: "But was very busy just the same. Weather was poor"
Cons: "Rouge set up of the plane. Bring back air canada please"
Cons: "Many connecting flights jammed together F terminal at YYZ. SOME thing caused delay after delay. This really messed up baggage people. Once we boarded after like - 10 delays and a gate change, there were NUMEROUS whole-flight mixups with luggage - so many similar flight numbers traveling to same destination and whole flights awaiting their luggage. Our party of four had our luggage spread through THREE different planes. WTH? No customer service at DTW once we arrived and there were so many livid people. Absolutely awful. We were supposed to arrive at 5PM and it's now 3:11AM. My son just completed filing a luggage claim loss. And we are off to drive home to Grand Rapids two hours away. Nightmare."
Pros: "This flight was cancelled; I don't have any remarkably positive comments about it."
Cons: "This flight was delayed for several hours after we had already boarded (due to maintenance, I think), then was unexpectedly cancelled. Air Canada staff did not communicate with us clearly about the cancellation. We asked several staff members for help and some of them simply walked away; seemed like staff did not know what was going on. We over 90 minutes for in-person assistance, only to be directed to a telephone to re-book our flight. We missed an entire day of our trip to Japan. I'm very disappointed in my experience flying Air Canada."
Pros: "This was the absolute worst experience of my life. Out flight from Calgary to LAX was on the complete other side of the airport than our connector to San Diego. After a delay we had a short amount of time to get to the next flight. We literally were told to just cross the parking lot. Well... that ended up being a 25 minute run across the airport to only have to go thru security again. After navigating construction and parking structures we got to our gate 10 minutes late and would not be let on the flight. There was zero communication, sympathy or help from the United Airlines staff. We were told it was not their problem because we came in through Air Canada- BUT we booked through United! All in all it was an absolute nightmare that ended in us renting a car at 12am and driving back to San Diego with zero compensation from United Airlines"
Cons: "No communication between airlines! No customer service to fix their lack of planning and communication. Just terrible all around"
Pros: "Very friendly service, good food, good entertainment selection, comfortable seats and ample room for carry-on luggage"
Cons: "My headphone jack didn't work so it was hard to use the entertainment system as I had to hold the headphones in the right position for the entire flight - not a huge deal of course just inconvenient. My flight was also delayed and I could not make my connection..I understand delays happen but I don't understand why there was such little time between my first flight and my connection...seems silly. Luckily I was put on the next flight which I am very appreciative of."
Pros: "Everything about the flight went very smoothly. The take off was right on time the boarding was quick and efficient and all the workers on the plane were very kind."
Cons: "Only thing I had a issue with was my headphone jack was a little loose so I had to hold the headphones in a certain spot so I could hear all the audio."
Cons: "The person checking me in to getting seat assignment must have been having a bad day. She was downright rude."

I think it would have been better to get a heads up to download the app before getting on the plane as I only had wifi in the airport and didn’t realize the plane was an older one. Maybe a little more communication before hand would be lovely. The seats as always were crammed and uncomfortable and trying to convince people to spend an extra 150 so that we have an extra foot of leg room was less then ideal.

Cons: "We waited a long time for Get checked bags to be brought out for pick up"
Pros: "Flight was on time and inflight entertainment was very enjoyable"
Cons: "The flight was delayed so I missed my connection, spending 6 hours in the Houston airport"
Cons: "The seats claim they have United Private Screening (TV and Movies) using the United app but it was not working. It worked well on the previous flight."
Pros: "I tried to cancel my flight due to a 45 min transfer but I wasnt able to and to change it was more expensive than to buy a new ticket with another company"
Pros: "Comfortable airplane even in economy. All on time and good service."
Pros: "It got me where I needed to go."
Cons: "Very crowded, packed in like sardines and the plane was uncomfortably warm!"
Pros: "Timeliness and staff were the stars"
Cons: "Having to use your own device to watch a movie"
Cons: "Was a disaster we’re stuck at the airport for 3 1/2 hours delayed the flight.... gave us a vautcher for 10$ canadian by the time everything at the airport was closed for food. There were no space for our luggage. Spend 12 hours at airports from Victoria to Las Vegas."

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.

Cramped seats, no in-flight entertainment. Basic A to B transportation. Staff were fantastic. Like riding a school bus in the sky.

Book cheap flights from Calgary to Caribbean

Recent one-way flight deals

11/12Mon
1 stopUnited Airlines
21h 34mYYC-NAS
C$ 120
12/12Tue
2 stopsUnited Airlines
20h 04mYYC-NAS
C$ 124
12/12Tue
1 stopUnited Airlines
27h 04mYYC-NAS
C$ 148
11/12Mon
1 stopWestJet
12h 08mYYC-NAS
C$ 188
10/12Sun
2 stopsAir Canada
32h 05mYYC-NAS
C$ 214
17/2Sat
2 stopsWestJet
17h 55mYYC-NAS
C$ 219
12/12Tue
2 stopsAir Canada
13h 45mYYC-PUJ
C$ 228
12/12Tue
2 stopsAmerican Airlines
22h 42mYYC-PUJ
C$ 230
14/12Thu
2 stopsAmerican Airlines
26h 35mYYC-PUJ
C$ 341
14/12Thu
1 stopAir Transat
23h 05mYYC-PUJ
C$ 468

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Recent round-trip flight deals

25/1Thu
2 stops
45h 09mYYC-NAS
28/1Sun
2 stops
33h 06mNAS-YYC
C$ 263
25/1Thu
2 stops
44h 04mYYC-NAS
28/1Sun
1 stop
21h 49mNAS-YYC
C$ 269
13/1Sat
2 stopsUnited Airlines
28h 03mYYC-NAS
20/1Sat
2 stopsUnited Airlines
11h 51mNAS-YYC
C$ 280
24/2Sat
1 stopUnited Airlines
8h 09mYYC-NAS
6/3Wed
1 stopUnited Airlines
9h 00mNAS-YYC
C$ 285
12/1Fri
1 stopAir Canada
9h 50mYYC-MBJ
20/1Sat
1 stopAir Canada
11h 39mMBJ-YYC
C$ 374
5/2Mon
directWestJet
6h 12mYYC-MBJ
10/2Sat
directWestJet
7h 05mMBJ-YYC
C$ 392
24/1Wed
1 stopAir Canada
9h 55mYYC-NAS
2/2Fri
1 stopAir Canada
13h 00mNAS-YYC
C$ 392
5/2Mon
directWestJet
6h 12mYYC-MBJ
10/2Sat
2 stopsWestJet
52h 16mMBJ-YYC
C$ 395
8/1Mon
directSunwing Airlines
6h 20mYYC-MBJ
15/1Mon
directSunwing Airlines
7h 00mMBJ-YYC
C$ 498
25/12Mon
directSunwing Airlines
6h 20mYYC-MBJ
1/1Mon
directSunwing Airlines
7h 00mMBJ-YYC
C$ 579

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Last minute flights from Calgary to Caribbean

Last minute flight, train and bus deals

9/12Sat
multi-stopUnited Airlines
22h 48mYYC-NAS
13/12Wed
multi-stopUnited Airlines
9h 38mNAS-YYC
C$ 346
9/12Sat
multi-stopAmerican Airlines
21h 04mYYC-NAS
13/12Wed
multi-stopAmerican Airlines
23h 02mNAS-YYC
C$ 371
9/12Sat
multi-stopAmerican Airlines
28h 44mYYC-MBJ
16/12Sat
multi-stopAmerican Airlines
24h 16mMBJ-YYC
C$ 387
8/12Fri
directWestJet
6h 52mYYC-PUJ
16/12Sat
directWestJet
7h 39mPUJ-YYC
C$ 398
8/12Fri
directWestJet
6h 52mYYC-PUJ
16/12Sat
directWestJet
7h 39mPUJ-YYC
C$ 399
9/12Sat
multi-stop
13h 45mYYC-PUJ
16/12Sat
multi-stop
17h 39mPUJ-YYC
C$ 528
12/12Tue
multi-stop
12h 08mYYC-NAS
20/12Wed
multi-stop
32h 42mNAS-YYC
C$ 570
8/12Fri
multi-stopAir Canada
18h 30mYYC-PUJ
16/12Sat
multi-stopAir Canada
22h 25mPUJ-YYC
C$ 719
8/12Fri
multi-stopAir Canada
18h 30mYYC-PUJ
16/12Sat
multi-stopAir Canada
27h 23mPUJ-YYC
C$ 725
12/12Tue
multi-stopDelta
14h 00mYYC-MBJ
20/12Wed
multi-stopDelta
15h 45mMBJ-YYC
C$ 878

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