C$ 211 Find Cheap Flights from Calgary to Caribbean Islands

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 Islands departing on 12/1. 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
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Calgary to Caribbean Islands.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Calgary to Caribbean Islands.
Travellers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 24% 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.

Flight Deals
Booking Insights
Flight Deals

Best Caribbean Islands Flight Deals from Calgary

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana2 stopsC$ 504
Montego Bay
Montego BaydirectC$ 439
Kingston
Kingston1 stopC$ 642
Oranjestad
Oranjestad2 stopsC$ 593
Nassau
Nassau1 stopC$ 501
Pointe-à-Pitre
Pointe-à-Pitre2 stopsC$ 1,068
Simpson Bay
Simpson Bay1 stopC$ 578
Fort-de-France
Fort-de-France1 stopC$ 939
Bridgetown
Bridgetown2 stopsC$ 628
Puerto Plata
Puerto Plata1 stopC$ 448
Willemstad
Willemstad2 stopsC$ 809
Port of Spain
Port of Spain2 stopsC$ 730
Providenciales
Providenciales1 stopC$ 617
George Town
George Town2 stopsC$ 611
Santo Domingo
Santo Domingo2 stopsC$ 768
St. George's
St. George's2 stopsC$ 775
Kingstown
Kingstown2 stopsC$ 757
St. John's
St. John's1 stopC$ 884
Punta Cana
Punta Cana2 stopsC$ 504
Montego Bay
Montego BaydirectC$ 439
Kingston
Kingston1 stopC$ 642
Oranjestad
Oranjestad2 stopsC$ 593
Nassau
Nassau1 stopC$ 501
Pointe-à-Pitre
Pointe-à-Pitre2 stopsC$ 1,068
Simpson Bay
Simpson Bay1 stopC$ 578
Fort-de-France
Fort-de-France1 stopC$ 939
Bridgetown
Bridgetown2 stopsC$ 628
Puerto Plata
Puerto Plata1 stopC$ 448
Willemstad
Willemstad2 stopsC$ 809
Port of Spain
Port of Spain2 stopsC$ 730
Providenciales
Providenciales1 stopC$ 617
George Town
George Town2 stopsC$ 611
Santo Domingo
Santo Domingo2 stopsC$ 768
St. George's
St. George's2 stopsC$ 775
Kingstown
Kingstown2 stopsC$ 757
St. John's
St. John's1 stopC$ 884

Cheap Flights from Calgary to Caribbean Islands

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Calgary to Caribbean Islands 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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Calgary to Caribbean Islands

Sat, 3 Jan - Sat, 10 Jan
WestJet Logo
10:00 a.m. - 6:24 p.m.YYC-MBJ
6h 24mdirect
WestJet Logo
3:25 p.m. - 9:17 a.m.MBJ-YYC
19h 52m1 stop
C$ 439WestJet
Find Deal
Sat, 3 Jan - Sat, 10 Jan
WestJet Logo
10:00 a.m. - 6:24 p.m.YYC-MBJ
6h 24mdirect
WestJet Logo
2:50 p.m. - 7:58 p.m.MBJ-YYC
7h 08mdirect
C$ 445WestJet
Find Deal
Tue, 3 Mar - Sun, 15 Mar
WestJet Logo
12:15 a.m. - 4:27 p.m.YYC-POP
13h 12m1 stop
WestJet Logo
9:35 a.m. - 3:20 p.m.POP-YYC
7h 45mdirect
C$ 448WestJet
Find Deal
Fri, 2 Jan - Sun, 11 Jan
WestJet Logo
7:00 a.m. - 2:30 p.m.YYC-MBJ
29h 30m1 stop
WestJet Logo
6:25 p.m. - 7:42 a.m.MBJ-YYC
15h 17m1 stop
C$ 448WestJet
Find Deal
Tue, 14 Apr - Wed, 22 Apr
Air Canada Logo
12:55 a.m. - 1:55 p.m.YYC-POP
11h 00m1 stop
Air Canada Logo
3:05 p.m. - 8:24 a.m.POP-YYC
19h 19m2 stops
C$ 455Air Canada
Find Deal
Tue, 14 Apr - Wed, 22 Apr
Air Canada Logo
12:55 a.m. - 1:55 p.m.YYC-POP
11h 00m1 stop
Air Canada Logo
3:05 p.m. - 8:24 a.m.POP-YYC
19h 19m2 stops
C$ 456Air Canada
Find Deal
Fri, 23 Jan - Mon, 26 Jan
United Airlines Logo
2:13 p.m. - 1:08 p.m.YYC-POP
19h 55m2 stops
United Airlines Logo
2:15 p.m. - 11:35 a.m.POP-YYC
24h 20m2 stops
C$ 477United Airlines
Find Deal
Mon, 12 Jan - Tue, 20 Jan
Multiple Airlines Logo
7:30 a.m. - 9:47 a.m.YYC-SJU
23h 17m2 stops
Multiple Airlines Logo
6:00 a.m. - 9:51 p.m.SJU-YYC
18h 51m2 stops
C$ 525Multiple Airlines
Find Deal
Mon, 12 Jan - Tue, 20 Jan
Multiple Airlines Logo
9:00 a.m. - 6:49 p.m.YYC-SJU
30h 49m1 stop
Multiple Airlines Logo
6:00 a.m. - 9:51 p.m.SJU-YYC
18h 51m2 stops
C$ 532Multiple Airlines
Find Deal
Sun, 1 Feb - Sat, 7 Feb
United Airlines Logo
6:15 a.m. - 1:50 p.m.YYC-AUA
28h 35m2 stops
United Airlines Logo
3:25 p.m. - 9:53 p.m.AUA-YYC
33h 28m2 stops
C$ 593United Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for Calgary to Caribbean Islands flights

Get data-powered insights and trends into flights from Calgary to Caribbean Islands to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Calgary to Caribbean Islands flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Caribbean Islands from Calgary found in the last 72 hours was to Punta Cana, at C$ 450 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$ 450.

Can I save money by flying with a layover from Calgary to Caribbean Islands?

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.

No, with an average price for the route of C$ 586, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Calgary to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Calgary to Caribbean Islands, 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 Islands is September, when tickets cost C$ 611 (return) on average. On the other hand, the most expensive months are December and February, when the average cost of round-trip tickets is C$ 863 and C$ 848 respectively.

What’s the cheapest day of the week to fly from Calgary to Caribbean Islands?

The average price of all round-trip flights from Calgary to Caribbean Islands clicked on KAYAK for each day over the last 12 months.

When flying from Calgary to Caribbean Islands, you should consider leaving on a Sunday and avoid Mondays if you are looking for the best rates. For your return to Calgary, you’ll find the best rates on Saturdays and the most expensive ones on Wednesdays.

How far in advance should I book a flight from Calgary to Caribbean Islands?

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 Islands, 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 Islands, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 12 weeks before departure.

Good to know

Low seasonOctober
Cheapest flightC$ 211
Most popular time to fly (31% more expensive on average)
Flight from Calgary to Nassau

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from Calgary to Caribbean Islands?

    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 Islands.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Calgary to Caribbean Islands?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Calgary to Caribbean Islands 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 Islands?

    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 Islands 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 Islands?

    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 Islands 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 Islands?

    The cheapest time of day to fly to Caribbean Islands is generally in the afternoon, when round-trip flights cost C$ 685 on average. Morning departures are around 26% more expensive than evening flights, on average. The most expensive time of day to fly to Caribbean Islands is generally in the morning, which is peak travel time and where the average cost of a ticket is C$ 1,037.

Reviews of the top 5 airlines flying from Calgary to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Calgary to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Calgary to Caribbean Islands? 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.
7.8
Air TransatOverall score based on 480 reviews
7.3Comfort
6.8Food
7.9Boarding
8.4Crew
7.1Entertainment
Airline reviews

I did not like I have been charged for my carry on

6.0 GoodSilvia, Dec 2025YUL - MCO
Read more Air Transat reviews

I did not like I have been charged for my carry on

Onward flight was okay. return from Lisbon was poor as we missed our flight due to a long line at the passport control. Air Transat made no effort to accommodate us even though we were at the passport control 40 minutes prior to the departure.

It was very good but no tv but the experience was great

Thank you for making my first experience very enjoyable. You made it all very pleasant

Great flight great seats will absolutely fly with you again

Porter airlines was good. I didn't have the best experience when booking through airfare assist however, as I got no final confirmation from them that the flight was booked until I called them. Even then, the confirmation code they gave me was incorrect and couldn't be used for check in. On a positive note airfare assist was actually picked up the phone relatively quickly when calling

The flight crew were very good, polite, and professional. Unfortunately, the rest of the experience left much to be desired. The food was extremely bland—almost tasteless. We chose the non vegetarian .The lasagna was just plain pasta with a tiny garnish and no seasoning. It felt like eating starch only, The bigger issue was with luggage and space. We boarded with three tickets, and while the seats in front of us were nearly empty, all the overhead compartments had already been filled by passengers boarding to the back. This left us and many others with no overhead storage for our carry-ons. Our bags couldn’t fit well under the seats either, which meant we lost the little legroom we had. The result was a horrible, cramped experience—sore knees, no space to stretch, and no way to rest or sleep comfortably. According to the crew this was a rather normal thing. It is obviously normal that people board with handbag and carry on but they should be only allowed to use their overhead compartment and under their seat not the way it is managed that all the spaces in the front of the plane being occupied by the people sitting way back in the plane.

Nice complete meal included and great services. Plus the plane was very clean.

Everything was horrible. On the day of my departure, I was denied check-in and boarding because my reservation only showed one of my last names, while my passport contains both. This minor discrepancy could have been easily corrected, but I was informed that no adjustment could be made. As a result, I lost not only my outbound flight but also my return flight and had to purchase a new ticket at a significantly higher cost.

This has been the worst experience I’ve ever had. Basically, I lost my round-trip tickets because one of my last names was missing, and you didn’t allow me to correct it. I had to purchase a full ticket again. Once I get home, I will start legal proceedings against you.

Quick and seamless boarding. No entertainment but fast Starlink wifi for this short trip and the staff was really friendly.

I dread trans-Pacific flights. They are very long. This was my first time on Universal, and it was my best crossing ever. The staff were professional, the hospitality was great, and the food was delicious. The entertainment system filled the long flight hours. I will seek out Universal flights from now onwards. 🙂

The food quality sucks. One must starve if they do not eat flesh Or wheat based products Some variety would be expected. The trivial amount of snacks and or food is inhumane

We Left Calgary 1/2 hour late and that made for a tight connection in Denver. After arriving everything was done to help us make our connection. That was a great effort. Thank You United

Efficient all round, very good crew. Short flight so the food, of course, was just snacks

Overall, it was good. I was seating next to a wonderful lady and did not notice how time flew. Thanks

My flight was delayed about 1 1/2 hours in Chicago, but other then that it was a good flight.

The experience was great, the crew was very polite and hospitable. I will definitely make if my go to airlines.

It was all good flight was on time, service was good I enjoyed a few movies and everything was smooth

Efficient, calm when things were delayed and kept us regularly informed of what was happening.

I appreciated that it was on time, safe and professional. I didn’t like that I wasn’t in a place where I had a window at my window seat. It would have been nice to know that in advance. If it was mentioned in the ticketing, I didn’t notice it.

The flight was on time and crew were nice, seats were tight and there was entertainment available

We arrived 4 hours early and still almost missed the flight because they weren’t able to access one of the boarding tickets. They then sent hour bags late and we were all of our without clothing and eventually had to take an expensive cab back and forth to the airport as they wouldn’t deliver the bag which arrived late at night that day and we would have to wait until noon the began day (messing up a second day of plans). Also, all the food has dairy or pork. No vegan or even vegetarian option in the flight—even for purchase.

Good service, friendly staff. Food was average for airlines and the seats were small.

Worst flight ever. I was suppose to have a 3 1/2 hour layover in Chicago but got to the gate 4 minutes before boarding.

The comfort of the seats was great, the crew eased my child’s anxieties and the fact that I had full cans of my beverage choice was great.

The flight had a delay that made me being in a real rush to take the second flight. The delay was almost for 2 hours. They moved us from gate to gate in 4 times. Once I arrived to Philadelphia, I got to run thorough all the airport, as the train was already closed by that time. So I got sick with asthma for all the running I had to do. And I was the last one to board, when it was almost closed. So irresponsable with the people

Overall very good, only complaint I have is the crew from CLT to SAT could have collected trash sooner.

This flight never occurred because AA couldn’t get their act together.

A cookie and a soda, packed like sardines, will never be a positive experience. Also, boarded a 5:30 flight at 7:45pm

It was disappointing to see the huge number of people who were allowed to board who were claiming to either be disabled or needed extra time to board who practically ran to the gate as soon as boarding opened. One of the female flight attendants in the premium economy section refused to let a lady with an infant use the toilet next to row 9 to change her baby even though the path back to the rear toilets was blocked by staff and trolleys and said she would have to carry the baby to the toilet during the descent phase when turbulence was present. The passenger refused and the baby had to wait until landing. It would have been no problem to allow this infringement of weathers petty rules. The flight was also very cold due to a cold draft throughout the flight from the bulkhead ceiling which was not controllable.

Food good . No entertainment. Need to use wifi to access your own apps. Eg Amazon Prime, YouTube. They don't tell you unless you ask.

I was seated near a "stinky" person. That's not the fault of Westjet🙁😶‍🌫️

The ceiling leaked water on me. The toilets smelled very bad in the rear cabin

When I purchased the flights I included the luggage, the luggage was not added and got charged the full price anyway. Had to pay for the luggage at check in. Initial flight was delayed, we missed our 9am connection (flew with my wife), then the airline rebooks us to the next flights, putting my wife in at 1.40pm and me at 4pm, what a crazy wait time. We managed to fix it with customer service and they put me in the 1:40pm flight too, but they left my baggage behind in the 4pm flight. When arrived to my destination, of course no luggage. It was delivered to the address thankfully late at night. The experience sucked.

Very good experience. Great cabin crew. Much better than expected

Typical Canadian airline experience. Charger and tray were broken, food was poor quality, and yet you're still paying more than flights with equal to better service than elsewhere globally.

Not enough food option. And not enough advices or information about what we are gonna eat.

my carry-on bag was delayed and I did not receive it until the day of my return at the airport. This delay caused me significant inconvenience, as I did not have access to my personal belongings for the duration of my trip. I had expected to rely on my carry-on items, and being without them negatively impacted my travel experience.

Technology issues at the bag-check counter caused a delay, and we were unable to check out our bags, ultimately missing our flight. They offered no assistance other than telling us to book another flight out of Calgary. We arrived with plenty of time; if there hadn't been an issue with the kiosk and the length of the lines due to the technical issues, we could have made it home.

Was not sent a link to check in online. Tried to check in online using website. Site didn’t work. Called support line, was told it often didn’t work. Went to counter at airport to check bags and get boarding passes. Had to stand in a lineup. They were unable to tell me how much to pay. Had to take a paper to another counter, took a long time to be told what I owed. I fondly remember the days of checking in online, getting my boarding pass digitally, paying for my luggage on line, scanning my passport at the airport to get my luggage tags, and putting my luggage on the conveyor. Easy peasy. Air Canada has really taken a step back in time, and made what was an easy check in experience to one that seemed unduly long and frustrating.

Really out of Air Canada's control due to long delay because of mechanical issues. While doing their best, disappointed by their assumption that all passengers have smart phones. Should have communicated food voucher availability at gate area. Late arrival cost me an extra $51 because public transit was not available, Otherwise, feel Air Canada did their best dealing with their challenges. Will likely continue using them in the future.

They canceled my flight, I had to rent a car, drive 14 hours. They tell to go on line for a refund, but only offer $24 for a $210 flight and you can’t get hold of anybody by phone and no help from staff at the airport.

I wish to travel with Air Canada for my next trip

They were very attentive, polite, professional and great customer service skills.

Business class was not worth the extra charge. Overpriced for slightly larger seat. Nothing special. Small older plane.

Pros: The airplane was new and had in-flight entertainment (tablet behind seats) with new movies instead of watching on personal devices. Cons: the flight time was changed without informing us. When I booked the flight, the time was 13:30pm (also in the email confirmation). However, when I reached the airport, the time was conveniently changed to 14:55pm. When I asked at the counter, they said the flight always took off at this time. The booking was made by Air Canada, but the flight was operated by United.

The app was great, service was wonderful, everything was quick and easy

On the flight from Montreal to Calgary the flight attendant we had was excellent. Unfortunately I did not get her name but she made the flight very comfortable and enjoyable.

Like- beer/wine for free Dis-like- all other aspects- customer service was horrible the entire trip. No help from Air Canada after they changed flight 6+ hours later. Also they put us on standby for no reason. Then almost 2 hours to get our bags after we arrived back at airport

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports