C$ 304 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 12/5. 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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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

Mon, 18 May - Mon, 25 May
Multiple Airlines Logo
5:15 p.m. - 5:10 p.m.
SJU
-
YYC
25h 55m
1 stop
Multiple Airlines Logo
7:00 a.m. - 5:12 p.m.
YYC
-
SJU
32h 12m
2 stops
C$ 754Multiple Airlines
Thu, 16 Apr - Mon, 20 Apr
United Airlines Logo
4:30 p.m. - 11:32 a.m.
AUA
-
YYC
45h 02m
2 stops
United Airlines Logo
1:27 p.m. - 4:40 p.m.
YYC
-
AUA
25h 13m
2 stops
C$ 767United Airlines
Mon, 18 May - Mon, 25 May
Multiple Airlines Logo
8:04 p.m. - 5:10 p.m.
SJU
-
YYC
23h 06m
2 stops
Multiple Airlines Logo
5:30 p.m. - 10:21 p.m.
YYC
-
SJU
26h 51m
2 stops
C$ 783Multiple Airlines
Fri, 15 May - Fri, 22 May
Multiple Airlines Logo
5:15 p.m. - 11:00 a.m.
SJU
-
YYC
19h 45m
1 stop
Multiple Airlines Logo
7:00 a.m. - 4:01 a.m.
YYC
-
SJU
43h 01m
2 stops
C$ 814Multiple Airlines
Wed, 2 Sep - Mon, 7 Sep
Multiple Airlines Logo
3:29 p.m. - 10:50 a.m.
SJU
-
YYC
21h 21m
1 stop
Multiple Airlines Logo
12:30 a.m. - 4:34 p.m.
YYC
-
SJU
14h 04m
2 stops
C$ 857Multiple Airlines
Tue, 26 May - Thu, 4 Jun
Multiple Airlines Logo
5:15 p.m. - 11:00 a.m.
SJU
-
YYC
19h 45m
1 stop
Multiple Airlines Logo
7:00 a.m. - 12:41 a.m.
YYC
-
SJU
15h 41m
2 stops
C$ 866Multiple Airlines
Mon, 18 May - Sun, 24 May
Multiple Airlines Logo
8:04 p.m. - 5:10 p.m.
SJU
-
YYC
23h 06m
2 stops
Multiple Airlines Logo
12:30 a.m. - 11:54 p.m.
YYC
-
SJU
21h 24m
3 stops
C$ 896Multiple Airlines
Wed, 2 Sep - Tue, 8 Sep
American Airlines Logo
10:32 a.m. - 11:29 p.m.
SJU
-
YYC
14h 57m
2 stops
American Airlines Logo
6:29 a.m. - 11:40 p.m.
YYC
-
SJU
15h 11m
2 stops
C$ 902American Airlines
Thu, 16 Apr - Mon, 20 Apr
Air Canada Logo
4:05 p.m. - 11:59 a.m.
AUA
-
YYC
21h 54m
1 stop
Air Canada Logo
6:45 a.m. - 4:40 p.m.
YYC
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AUA
31h 55m
1 stop
C$ 1,069Air Canada
Mon, 31 Aug - Wed, 16 Sep
Air Canada Logo
1:25 a.m. - 12:46 p.m.
POS
-
YYC
13h 21m
1 stop
Air Canada Logo
8:30 p.m. - 12:15 a.m.
YYC
-
POS
49h 45m
2 stops
C$ 1,092Air Canada
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Good to know

Low seasonFebruary
Best time to beat the crowds but there is an average 22% increase in price.
Most popular time to fly and prices are also 11% lower on average.

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 3 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 9545 reviews
7.3Comfort
6.6Food
7.7Boarding
8.1Crew
7.1Entertainment
Airline reviews

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

4.0 OkayDiego, Apr 2026
DEN - YVR
Read more United Airlines reviews

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.

Seats in waiting area and on plane hard as rock. Fast internet on the flight was great! Crew was kind.

Not the fault of United—weather, reroute around weather, time sitting on tarmac, arrived couple hours late, too late for train into city necessitating a much pricier cab but weather…can’t be helped.

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.

Leg room is a problem the plane was dirty and there were no movies available on the app

Our original flight was cancelled due to mechanical reasons. This cancellation caused us to miss our connection and we were not able to get another flight for 3 days and then needed to make an extra connection to get there. Air Canada did not rebook our flight for us, it took several hours of talking with staff in the airport and making phone calls to get the flights rebooked. We never received a voucher for our hotel and meals while we were waiting for our next flight and it was only after talking to several staff that we were provided some general information about how we could be reimbursed. We tried entering our ticket information in the website provided, but it did not recognize our flight information. When we asked someone on the phone about this they said we'd need to contact the customer relations department, but that it's not possible to reach them on the phone. I don't understand what company would have a customer relations department that you can't talk to. We spent about $1,000 for hotels and meals for our family while waiting for a flight home and I'm not confident we will ever get reimbursed for this. I understand that mechanical issues can happen to any airline, but this is the 4th time that this has happened to my wife and I on Air Canada and we have only flown Air Canada about 8 times, so this is not a good track record. Also, when we did finally get a flight home (which was also delayed due to mechanical problems), we were told we couldn't bring a standard carry on even though the information on our ticket clearly indicated that we could bring a carry on bag. The staff at the gate were not understanding about this situation.

It was very cold in the beginning; then I asked stewardess to do something about that, and she did something, so for the rest of the flight the temperature was closer to normal. It is typical: by some reason the pilots or whoever is in charge make the cod in the cabin unbearable. The seat is better than on WestJet or Flair, but is is very tight. No leg room.

Terrible, luggage’s with b/p and diabetes meds including insulin and ozempic. I’ve in them had dissolved and rendered useless

We were happy with the service and cost of checking a bag

Very nice staff members are very nice and friendly helpful

The internet connection was perfect, and the updated entertainment systems that allow me to connect my Bluetooth earbuds was excellent

Just the stress of possible cancellations on flights from Air Canada, but all went as planned and everything was perfect! Thank you

It was good to receive a card for my birthday

It got cancelled and they haven't given me a flight back yet!!

It would have been better if it wasn’t cancelled

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