C$ 495 Find Cheap Flights from Caribbean to Calgary

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Calgary departing on 30/9. 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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Cheap Flights from Caribbean to Calgary

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

Sat, 12 Sep - Fri, 2 Oct
Air Canada Logo
6:00 p.m. - 3:02 p.m.
SXM
-
YYC
23h 02m
2 stops
Air Canada Logo
12:55 a.m. - 5:00 p.m.
YYC
-
SXM
14h 05m
1 stop
C$ 901Air Canada
Sun, 1 Nov - Sat, 14 Nov
Air Canada Logo
2:20 a.m. - 3:15 p.m.
POS
-
YYC
15h 55m
2 stops
Air Canada Logo
9:25 p.m. - 1:20 a.m.
YYC
-
POS
24h 55m
2 stops
C$ 976Air Canada
Tue, 1 Sep - Wed, 2 Sep
Air Canada Logo
3:56 p.m. - 11:31 a.m.
SJU
-
YYC
21h 35m
1 stop
Air Canada Logo
1:56 p.m. - 3:42 p.m.
YYC
-
SJU
23h 46m
1 stop
C$ 992Air Canada
Tue, 23 Jun - Sun, 28 Jun
United Airlines Logo
12:30 a.m. - 10:37 p.m.
POS
-
YYC
24h 07m
2 stops
United Airlines Logo
6:00 a.m. - 12:50 a.m.
YYC
-
POS
40h 50m
2 stops
C$ 996United Airlines
Wed, 24 Jun - Mon, 29 Jun
United Airlines Logo
12:30 a.m. - 9:48 p.m.
POS
-
YYC
47h 18m
2 stops
United Airlines Logo
7:15 p.m. - 12:50 a.m.
YYC
-
POS
27h 35m
2 stops
C$ 998United Airlines
Thu, 4 Jun - Wed, 1 Jul
American Airlines Logo
3:00 p.m. - 11:57 a.m.
AUA
-
YYC
22h 57m
1 stop
American Airlines Logo
1:00 p.m. - 4:09 p.m.
YYC
-
AUA
25h 09m
1 stop
C$ 1,001American Airlines
Thu, 4 Jun - Wed, 1 Jul
American Airlines Logo
5:10 p.m. - 11:57 a.m.
AUA
-
YYC
20h 47m
1 stop
American Airlines Logo
1:41 p.m. - 4:09 p.m.
YYC
-
AUA
24h 28m
2 stops
C$ 1,007American Airlines
Wed, 17 Jun - Sun, 28 Jun
Multiple Airlines Logo
11:50 a.m. - 8:15 a.m.
AUA
-
YYC
22h 25m
2 stops
Multiple Airlines Logo
12:25 p.m. - 2:15 p.m.
YYC
-
AUA
23h 50m
2 stops
C$ 1,046Multiple Airlines
Wed, 17 Jun - Sun, 28 Jun
Multiple Airlines Logo
11:50 a.m. - 10:20 p.m.
AUA
-
YYC
36h 30m
3 stops
Multiple Airlines Logo
11:45 p.m. - 2:15 p.m.
YYC
-
AUA
12h 30m
2 stops
C$ 1,056Multiple Airlines
Wed, 17 Jun - Sun, 28 Jun
WestJet Logo
3:05 p.m. - 12:44 a.m.
AUA
-
YYC
11h 39m
1 stop
WestJet Logo
6:15 p.m. - 2:15 p.m.
YYC
-
AUA
18h 00m
1 stop
C$ 1,081WestJet
Useful Info

Good to know

Low seasonFebruary
Cheapest flightC$ 495
Best time to beat the crowds but there is an average 23% increase in price.
Most popular time to fly and prices are also 2% lower on average.
Flight from Port of Spain to Calgary

FAQs for booking flights from Caribbean to Calgary

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

    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 Caribbean to Calgary.

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

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

    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 Calgary with an airline and back to Caribbean with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean to Calgary?

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

Reviews of the top airlines flying from Caribbean to Calgary

 
Need help choosing which airline to fly with from Caribbean to Calgary? 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 9749 reviews
8.1Crew
7.7Boarding
6.6Food
7.1Entertainment
7.3Comfort
Airline reviews

Some crew were unfriendly or in some cases just straight up rude.

6.0 GoodAnonymous, Apr 2026
SFO - YVR
Read more United Airlines reviews

Some crew were unfriendly or in some cases just straight up rude.

Putting people that close to the bathroom, where you have to look into the bathroom as people are exiting and entering was not great and the smell was also not great. I know the airlines are desperate for more chairs, but that seat is a crime.

one staffer was frustrated (it happen); the flight was late and the pilot mentioned they'll make amend but the snacks were the same, other than that the aircraft was clean and everything went smooth, no complaints

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

ticket agent lady wás very helpful , she arranged wheel chair for my elderly mother

Entertainment kept turning itself off. Gave up on watching a movie.

Wifi took a while to kick in and we had a maintenance issue that took over 40 mins at the gate in Washington before pulling back

Not United Airlines' fault. It's ORL airport's fault.

United overall experience is great these days. Airport experience was very organized. Staff on flight were great. App and information as good as it gets.

Very nice flight love the small aircraft. We had a wonderful flight attendant. Nice to see someone that really enjoys her job. Don't have her name but had a southern accent.

Decent entertainment although my wife was not offered any ear buds so couldn’t enjoy. Real issue was the appalling food. Presentation was unacceptable with cheap hard to open packaged bread, plastic cheese again in hard to open shrink wrap, main course in small cardboard box again hard to open, wooden utensils which lack substance making the whole experience poor. Surprised I didn’t cover myself or neighbour as the food moved all over the place. Breakfast calzone was dry and unappealing with the staff basically throwing them around. Very disappointed

The flight didn’t happen because they apparently lost my check in and wouldn’t let me board.

I wasn’t checked in for the third leg of my flight, my bag was checked through to Dublin but when I went to the gate in Toronto they said I wasn’t on the flight and had given my seat away. I had to wait 24 hours for another flight and instead on the one I had booked it was now 2 flights.

Flight was delayed by 3/4 of an hour. Overall flight was good.

No pre boarding kiosk to check in, baggage claim detected luggage didn’t leave the airport, poorly managed recovery of lost luggage, and blame lost tag from conveyor to TSA/security, very poor from TSA/security check to delivery, crucial if compensation will go thru and will likely wait for months unlike United,

Waited at airport from 10 am till 4 pm and no flight due to fog. Ugh.

Plane was one hour late. Hardly any space for our carry-ons. Stressful to catch connections.

Plane seating was uncomfortable, very tight fitting for someone my height, did not recline and overall un enjoyable

Overall service is good. Just thought foods need to upgrade for economy class

No communication from Kayak or West Jet. Booked extra flights, flights cancelled, no one answers calls. Will be disputing charges.

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