C$ 223 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 16/5. 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
1 adult, Economy, 0 bags

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Flight Deals

Best Caribbean Flight Deals from Calgary

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana2 stopsC$ 547
Montego Bay
Montego Bay2 stopsC$ 466
Kingston
Kingston2 stopsC$ 719
Oranjestad
Oranjestad2 stopsC$ 633
Nassau
Nassau1 stopC$ 476
Pointe-à-Pitre
Pointe-à-Pitre2 stopsC$ 875
Simpson Bay
Simpson Bay2 stopsC$ 593
Bridgetown
Bridgetown1 stopC$ 679
Willemstad
Willemstad2 stopsC$ 1,015
Puerto Plata
Puerto Plata2 stopsC$ 793
Port of Spain
Port of Spain1 stopC$ 721
Providenciales
Providenciales1 stopC$ 735
George Town
George Town1 stopC$ 570
St. George's
St. George's2 stopsC$ 835
Santo Domingo
Santo Domingo2 stopsC$ 834
Kingstown
Kingstown1 stopC$ 980
Punta Cana
Punta Cana2 stopsC$ 547
Montego Bay
Montego Bay2 stopsC$ 466
Kingston
Kingston2 stopsC$ 719
Oranjestad
Oranjestad2 stopsC$ 633
Nassau
Nassau1 stopC$ 476
Pointe-à-Pitre
Pointe-à-Pitre2 stopsC$ 875
Simpson Bay
Simpson Bay2 stopsC$ 593
Bridgetown
Bridgetown1 stopC$ 679
Willemstad
Willemstad2 stopsC$ 1,015
Puerto Plata
Puerto Plata2 stopsC$ 793
Port of Spain
Port of Spain1 stopC$ 721
Providenciales
Providenciales1 stopC$ 735
George Town
George Town1 stopC$ 570
St. George's
St. George's2 stopsC$ 835
Santo Domingo
Santo Domingo2 stopsC$ 834
Kingstown
Kingstown1 stopC$ 980

Cheap Flights from Calgary to Caribbean

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Calgary to Caribbean 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

Mon, 1 Jun - Mon, 8 Jun
WestJet Logo
2:25 p.m. - 11:45 a.m.
YYC
-
MBJ
20h 20m
2 stops
WestJet Logo
12:45 p.m. - 7:10 a.m.
MBJ
-
YYC
19h 25m
2 stops
C$ 466WestJet
Tue, 19 May - Tue, 26 May
WestJet Logo
11:50 p.m. - 11:45 a.m.
YYC
-
MBJ
10h 55m
1 stop
WestJet Logo
12:45 p.m. - 6:45 p.m.
MBJ
-
YYC
31h 00m
2 stops
C$ 473WestJet
Thu, 17 Sep - Wed, 30 Sep
Air Canada Logo
2:25 p.m. - 4:05 p.m.
YYC
-
PUJ
23h 40m
1 stop
Air Canada Logo
5:05 p.m. - 3:57 p.m.
PUJ
-
YYC
24h 52m
1 stop
C$ 574Air Canada
Fri, 21 Aug - Thu, 27 Aug
Multiple Airlines Logo
11:45 a.m. - 12:23 a.m.
YYC
-
SJU
34h 38m
2 stops
Multiple Airlines Logo
3:35 p.m. - 10:00 p.m.
SJU
-
YYC
32h 25m
1 stop
C$ 597Multiple Airlines
Fri, 21 Aug - Thu, 27 Aug
Multiple Airlines Logo
11:45 a.m. - 3:51 p.m.
YYC
-
SJU
26h 06m
1 stop
Multiple Airlines Logo
3:35 p.m. - 10:00 p.m.
SJU
-
YYC
32h 25m
1 stop
C$ 612Multiple Airlines
Sun, 31 May - Thu, 4 Jun
United Airlines Logo
6:00 a.m. - 12:40 p.m.
YYC
-
AUA
28h 40m
2 stops
United Airlines Logo
3:10 p.m. - 9:48 p.m.
AUA
-
YYC
32h 38m
2 stops
C$ 652United Airlines
Tue, 19 May - Thu, 28 May
United Airlines Logo
1:56 p.m. - 12:30 p.m.
YYC
-
GCM
21h 34m
1 stop
United Airlines Logo
1:35 p.m. - 11:32 a.m.
GCM
-
YYC
22h 57m
2 stops
C$ 657United Airlines
Mon, 15 Jun - Tue, 23 Jun
Air Canada Logo
12:55 a.m. - 3:20 p.m.
YYC
-
BGI
12h 25m
1 stop
Air Canada Logo
4:20 p.m. - 9:31 a.m.
BGI
-
YYC
19h 11m
1 stop
C$ 679Air Canada
Fri, 8 May - Thu, 21 May
American Airlines Logo
12:45 p.m. - 4:04 p.m.
YYC
-
AUA
25h 19m
1 stop
American Airlines Logo
4:40 p.m. - 11:57 a.m.
AUA
-
YYC
21h 17m
1 stop
C$ 708American Airlines
Thu, 14 May - Sun, 24 May
American Airlines Logo
6:45 a.m. - 11:00 a.m.
YYC
-
GCM
27h 15m
2 stops
American Airlines Logo
12:33 p.m. - 11:43 p.m.
GCM
-
YYC
12h 10m
2 stops
C$ 783American Airlines
Booking Insights

KAYAK's insights & trends for Calgary to Caribbean flights

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

What is the cheapest Calgary to Caribbean flight route?

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

The cheapest ticket to Caribbean from Calgary found in the last 72 hours was to Montego Bay, at C$ 490 round-trip. The most popular route is from Calgary (YYC) to Montego Bay (MBJ), and the cheapest round-trip airline ticket found on this route in the last 72 hours was C$ 490.

What is the cheapest time of day to fly to Caribbean?

The average price for all round-trip flights from Calgary to Caribbean depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Caribbean is generally at night, when round-trip flights cost C$ 769 on average. The most expensive time of day to fly to Caribbean is generally at night, which is peak travel time and where the average cost of a ticket is C$ 769.

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

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$ 779, prices are generally cheapest when you fly direct.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Calgary to Caribbean, 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 is September, when tickets cost C$ 615 (return) on average. On the other hand, the most expensive months are October and February, when the average cost of round-trip tickets is C$ 827 and C$ 814 respectively.

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

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, 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, 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$ 223
Best time to beat the crowds (1% less expensive on average)
Most popular time to fly (6% more expensive on average)
Flight from Calgary to Montego Bay

Flights from Calgary to Caribbean: the best tips from KAYAK users

Insights shared by verified travellers who flew the route from Calgary to Caribbean 
Verified travelerFlew with WestJet
YYC
-
NAS
Feb 2026
Buy food to take on board the plane
Verified travelerFlew with WestJet
YYC
-
PUJ
Dec 2023
Be prepared for not seating together with your loved ones, you can not book seats in advance and when the time comes that you got your seats automatically assign and want to change them then it's to late because nothing will be available.

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 from Calgary to Caribbean 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?

    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 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?

    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 up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 4 airlines flying 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.
7.4
United AirlinesOverall score based on 9664 reviews
7.7Boarding
7.1Entertainment
8.1Crew
7.3Comfort
6.6Food
Airline reviews

Starlink is great Crew was polite Business class didn’t get a welcome drink just water and snacks were ok

8.0 ExcellentVolha, Apr 2026
YYZ - ORD
Read more United Airlines reviews

Starlink is great Crew was polite Business class didn’t get a welcome drink just water and snacks were ok

very average service no complimentary alcoholics drinks unlike other airlines such as Porter airlines No decent seats available during check-in time the day before

Good but airlines getting smaller. I didn't like the meal but the service was fine. Flight was fine and luggage arrived. So good.

They were fast and I like how they used to entertainment system to play video about the safety.

Flight delayed. Connecting to night flight was stressful but made it. Jusr in time. Ran.88Flight was fine.

Hopped on time for the flight only to get deplaned and delayed another 2.5 hours.

Given I (and I’m assuming most people) have both carry in and a personal item included in their fare, I find it very unfair that on neither of my flights I was able to use the overhead for my small backpack because they were completely rammed with luggage, people personal items, jackets, hats and other items. So the only item I brought in had to be stuffed under my seat while they had their leg room and sat comfortable with all of their items in the overhead. This has to stop because I was uncomfortable on both flights when I only had one smaller item that could not be checked due to its contents (medication etc). Plenty of people could have checked theirs but chose not to and then took up the space allotment for 2 people.

Flight attendants had a little attitude. Food tastes no good.

From pre boarding to flight attendant, crew and baggage handler, excellent. Didn’t lost my luggage like West jet.

Very poor. The flight was delayed from Toronto because some forget to do there job . I got to my connecting gate in San Francisco 10 minutes before the departure.but this didn’t let me board even though the flight was still there for an other 30 minutes. The the gentleman at the unite airline desk told me that they usually wait for passengers but air Canada called and told them not to we I been rerouted to Manila instead of Hong Kong . In San Francisco they mad me check in my carryon bag . I was told the it will directly go yo ho chi minn cuyt but I was told that by the Vietnams airline desk that’s not there I’m 10 hours behind my scheduled flight and looks like I I’m going without baggage. I don’t have a chance of catching ..

I didn’t have any food but my Prosecco hit the spot. We left on time and the crew was friendly.

Flight didn’t happen because both my connections were lost and Toronto wouldn’t let me board. I was checked in to all 3 flights at the check-in fest in Dublin.

I wasn’t able to book or pay for a seat and they forgot to check me in for my third flight so I spent 24 hours in Toronto waiting for another one.

Flight was delayed for 5hours. Food vouchers just aren’t good enough

Flight was early. That’s the only positive I can share. I paid for wifi on the flight and it didn’t allow me to use any streaming services so it was a waste of $20. West Jet also lost my ski equipment on my way to a ski vacation. They told me it would be delivered to the hotel as soon as it arrived at the airport. It was never delivered. I had to pick it up at the airport on my way home. I am completely disgusted with my experience on west jet

No kiosk to help pre boarding unlike other airlines, still lost the luggage despite its own crew/TSA or security tagging it, poor handling of lost luggage and possibly compensation is likely poor too.

Everything was great until we had to get our bags. The bags came out in several different batches over 90 minutes after we landed maybe more we got our bags. So much for the old West Jet where they promised bags in 20 minutes. I Next time I will pack lighter and go with a carry-on.

The flight was full and good as could be expected. We arrived early which is always a good thing.

Not sure what happened, but for some reason we had to sit on the plane for an extra 10 minutes once we arrived in Abbotsford. Obviously, it was an engine issue.

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.

I’m sure Business Class would be excellent. I feel like I got what I paid for. Overall it was good and well worth it. I would do it again.

Flight was fine, but not having WiFi was a major negative

Flight was delayed and they gave up my seat on my connection, even when I could still make the flight

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

One of our group members was struggling to walk. In Charlotte we asked for a wheelchair and she was accompanied by Desmond. I was impressed by his patience and attention. In Boston she received the same service. I didn’t get the name of the helper but she went above and beyond in assisting us. A great AA service

Horrible experience upon landing. Probably more due to DCA utter incompetence than AA.

There was no inflight service. Once we landed we were delayed to find a gate for an hour and a half which was 1/2 the total time in the air.

Meals were not so good. Snack between the meals was very bad. Like Japan Airlines, they could eliminate the snack and make the second meal much better.

Waited for oxygen tanks for 30 minutes after boarding was complete.

The accessible bathroom should be visible to people in Economy class.

I was tired enough to fall asleep soon after takeoff and slept until "we are starting our descent to Toronto" announcement. That's not bad at all.

It was great to have a vegetarian meal option, but departure was delayed because they had oversold the flight. Air Canada, you’re in charge of how many tickets are sold: don’t oversell!

The lead flight attendent was outstanding. We were delayed waiting for a connection and she kept us up-to-date with a great sense of humor. She also made sure a passenger in the back of the plane was sble to get out first to make a connection. She needs to be recognized by your company! She is awesome!

My experience was good with United too But only not so good thing was that at Calgary airport I was not given lounge access despite of flying business. Aspire lounge denied it to me, which was unfair I feel

Very bed experience never want to travel air canada anymore

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.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports