C$ 457 Find Cheap Flights from Caribbean to Calgary – Compare and Save

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 18/9. 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

Wed, 23 Sep - Sat, 26 Sep
Air Canada Logo
3:00 p.m. - 12:54 p.m.
SJU
-
YYC
23h 54m
1 stop
Air Canada Logo
12:55 a.m. - 11:50 p.m.
YYC
-
SJU
20h 55m
2 stops
C$ 952Air Canada
Wed, 23 Sep - Sat, 26 Sep
Air Canada Logo
4:20 p.m. - 11:32 a.m.
SJU
-
YYC
21h 12m
2 stops
Air Canada Logo
12:55 a.m. - 11:50 p.m.
YYC
-
SJU
20h 55m
2 stops
C$ 964Air Canada
Sun, 1 Nov - Sat, 14 Nov
Air Canada Logo
2:20 a.m. - 2:24 p.m.
POS
-
YYC
15h 04m
1 stop
Air Canada Logo
9:25 p.m. - 1:20 a.m.
YYC
-
POS
24h 55m
2 stops
C$ 972Air Canada
Tue, 23 Jun - Sun, 28 Jun
United Airlines Logo
12:30 a.m. - 11:15 p.m.
POS
-
YYC
24h 45m
1 stop
United Airlines Logo
6:00 a.m. - 11:23 p.m.
YYC
-
POS
39h 23m
2 stops
C$ 1,000United Airlines
Tue, 23 Jun - Sun, 28 Jun
United Airlines Logo
12:30 a.m. - 11:15 p.m.
POS
-
YYC
24h 45m
1 stop
United Airlines Logo
7:15 p.m. - 12:50 a.m.
YYC
-
POS
27h 35m
2 stops
C$ 1,004United Airlines
Fri, 3 Jul - Fri, 7 Aug
Air Canada Logo
1:25 a.m. - 11:36 a.m.
POS
-
YYC
12h 11m
1 stop
Air Canada Logo
6:30 a.m. - 12:15 a.m.
YYC
-
POS
15h 45m
1 stop
C$ 1,008Air Canada
Tue, 23 Jun - Sun, 28 Jun
United Airlines Logo
12:30 a.m. - 11:15 p.m.
POS
-
YYC
24h 45m
1 stop
United Airlines Logo
6:00 a.m. - 12:50 a.m.
YYC
-
POS
40h 50m
2 stops
C$ 1,021United Airlines
Fri, 10 Jul - Tue, 28 Jul
United Airlines Logo
2:00 a.m. - 9:48 p.m.
POS
-
YYC
21h 48m
2 stops
United Airlines Logo
8:30 a.m. - 11:23 p.m.
YYC
-
POS
36h 53m
2 stops
C$ 1,022United Airlines
Tue, 7 Jul - Fri, 17 Jul
Multiple Airlines Logo
4:30 p.m. - 11:45 p.m.
SJU
-
YYC
33h 15m
2 stops
Multiple Airlines Logo
7:00 a.m. - 7:30 p.m.
YYC
-
SJU
34h 30m
2 stops
C$ 1,148Multiple Airlines
Sun, 26 Jul - Mon, 3 Aug
American Airlines Logo
5:45 a.m. - 9:43 p.m.
SJU
-
YYC
17h 58m
1 stop
American Airlines Logo
7:00 a.m. - 11:48 p.m.
YYC
-
SJU
14h 48m
1 stop
C$ 1,174American Airlines
Useful Info

Good to know

Low seasonFebruary
Cheapest flightC$ 457
Best time to beat the crowds but there is an average 76% increase in price.
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 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 9805 reviews
7.3Comfort
7.7Boarding
8.1Crew
7.1Entertainment
6.6Food
Airline reviews

I felt scammed. The priced advertised was different than what I paid. I paid the whole some online. I then got a call 20 minutes later saying I need to paid 70 more person. She said the price online is not the guaranteed price.

8.0 ExcellentAnonymous, May 2026
IAH - YUL
Read more United Airlines reviews

I felt scammed. The priced advertised was different than what I paid. I paid the whole some online. I then got a call 20 minutes later saying I need to paid 70 more person. She said the price online is not the guaranteed price.

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.

This airline would not refund my money and I had a physician note that I could not fly. They are crooks

I like that we landed safely and that my dog was safe underneath as well. Outside of that, we were 45 mins late for a direct flight that is 1.5 hours long. And 2 of my 3 bags did not make the flight. Only my dog was onboard.

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

Received an email a few hours before boarding that wifi and seatback entertainment would not be available. There was no explanation for this. We were served 1 x 20 gram granola bar as a snack (not even a full granola bar) which was really embarrassing. The crew was lovely (none of this was their fault) and the flight was successful, but the aircraft itself was falling apart on the inside. Overhead comfort control panels were worn and some were hanging out and non functional, This aircraft needs to be upgraded.

Staff were very friendly. Plane left on time and arrived on time.

The TV screen at my seat was not functioning for the entire duration of the flight. I informed a flight attendant about the issue, and I was told that I would receive a voucher as compensation. However, I never received this voucher afterward. I therefore kindly request to still receive the voucher that was promised to me.

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.

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

It was good to receive a card for my birthday

It would have been better if it wasn’t cancelled

Flying in the Dreamliner is always comfortable. Though the food options for Air Canada aren't great.

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