C$ 375 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 24/10. 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

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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

Thu, 16 Oct - Mon, 20 Oct
 Logo
4:04 p.m. - 11:20 a.m.SJU-YYC
21h 16m1 stop
 Logo
10:50 a.m. - 1:44 a.m.YYC-SJU
36h 54m2 stops
C$ 601
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Thu, 16 Oct - Sat, 18 Oct
 Logo
9:06 p.m. - 8:00 p.m.SJU-YYC
24h 54m2 stops
 Logo
12:30 a.m. - 2:09 p.m.YYC-SJU
11h 39m1 stop
C$ 619
Find Deal
Wed, 15 Oct - Wed, 22 Oct
American Airlines Logo
7:00 a.m. - 9:54 p.m.SJU-YYC
16h 54m2 stops
American Airlines Logo
6:45 a.m. - 10:10 p.m.YYC-SJU
13h 25m2 stops
C$ 810American Airlines
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Wed, 15 Oct - Wed, 22 Oct
American Airlines Logo
7:00 a.m. - 9:54 p.m.SJU-YYC
16h 54m2 stops
American Airlines Logo
6:45 a.m. - 10:10 p.m.YYC-SJU
13h 25m2 stops
C$ 813American Airlines
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Thu, 15 Jan - Mon, 19 Jan
United Airlines Logo
2:25 p.m. - 9:38 p.m.SJU-YYC
10h 13m1 stop
United Airlines Logo
6:20 a.m. - 6:25 p.m.YYC-SJU
9h 05m1 stop
C$ 829United Airlines
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Sun, 21 Dec - Mon, 5 Jan
United Airlines Logo
5:00 p.m. - 11:35 a.m.SXM-YYC
21h 35m2 stops
United Airlines Logo
6:10 a.m. - 1:51 p.m.YYC-SXM
28h 41m2 stops
C$ 896United Airlines
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Mon, 15 Sep - Sun, 21 Sep
WestJet Logo
12:25 p.m. - 6:40 p.m.AUA-YYC
32h 15m2 stops
WestJet Logo
11:30 p.m. - 1:52 p.m.YYC-AUA
36h 22m2 stops
C$ 1,051WestJet
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Mon, 15 Sep - Sat, 20 Sep
WestJet Logo
12:25 p.m. - 6:40 p.m.AUA-YYC
32h 15m2 stops
WestJet Logo
1:00 a.m. - 11:22 a.m.YYC-AUA
32h 22m1 stop
C$ 1,100WestJet
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Thu, 18 Dec - Mon, 5 Jan
Air Canada Logo
3:40 p.m. - 2:24 p.m.SXM-YYC
25h 44m2 stops
Air Canada Logo
4:50 p.m. - 2:40 p.m.YYC-SXM
18h 50m1 stop
C$ 1,161Air Canada
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Sat, 20 Dec - Mon, 5 Jan
Air Canada Logo
5:00 p.m. - 8:43 a.m.SXM-YYC
18h 43m1 stop
Air Canada Logo
4:50 p.m. - 2:40 p.m.YYC-SXM
18h 50m1 stop
C$ 1,203Air Canada
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Good to know

Low seasonOctober
Best time to beat the crowds (10% less expensive on average)
Most popular time to fly and prices are also 42% 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 8930 reviews
7.1Entertainment
7.7Boarding
7.3Comfort
8.1Crew
6.6Food
Airline reviews

The pilots were late and it made us 1 hour late. The meat was tough and bok choy was also tough.

10.0 ExcellentWendy, Aug 2025SFO - YYC
Read more United Airlines reviews

The pilots were late and it made us 1 hour late. The meat was tough and bok choy was also tough.

the delay for 3 hours was understandable due to weather conditions but the flight should’ve provided some on flight compensations or at least provide more food.

Flight was actually on Air Canada. The flight itself was fine. Nothing special. Food was pretty pathetic except for cookies. They offered plenty of food and drinks but just wasn't very good. Even for airline food.

Boarding experience was smooth. Flight attendants were friendly and helpful. Entertainment system on the Houston-Edmonton flight did not function for passengers on the left side of the aisle. On the bird's eye flight from Quito to Houston, they should not serve a meal. No one needs to eat after midnight and it is disturbing for those passengers trying to sleep.

Flight was late as pilot crew had to land at different airport in their previous flight. Passengers boarded and had to wait for pilots inside plane. Series of incomplete and unnecessary announcements by an annoying voice, rather than complete, informative announcements.

Delay and keep changing gates. I have to run around from B to C then to E.

Boarding was a little difficult. The gate area at O'Hare was very small and crowded due to multiple gates in the area. Could not hear the intercom, so had to rely on signage to see when my group was boarding and the signage was blocked by passengers standing in the gate. Flight was great and we arrived in Montreal on time.

My suitcase was completed destroyed. The top part is broken and unusable now.

My suitcase was destroyed. The top part where the handle is is completed broken. And unusable now.

When I booked it on Kayak it aaid that I wasn't allowed hamd luggage. I called United Airlines and it took them 6 minutes to figure out if I was allowed free hand luggage. Surely something that simple they should be able to tell me instantly.

It was generally pretty good, but the check-in and boarding process were a little difficult. Check in was in terminal 2F, but there was a shuttle required to get to the gate, which added significant time. The gate was changed 30 minutes before boarding, which took us by surprise - we did not get the notice until boarding had started. The check in line moved very slowly - the agent was friendly, but did not seem very efficient/urgent given the growing line.

Delays and missed connections were very hard the crew were wonderful but 1 1/2 hours late from Abbotsford to a 4 hour wait in Calgary was too much. I am 79 years old and I didn’t get to my destination until after 1 in the morning. They could have offered a seat in the lounge or a meal. I was very disappointed in the treatment

No dogs! Can we have no dogs in the cabin? Why was there a yappy little dog behind me? Lucky I had ear plugs. Sorry for others without

Our flight was delayed almost 3.5 hours (some of the issue seemed to be weather-related, yes) but NOTHING was offered as an conciliatory gesture for this delay. No food offering or any additional drink offering. There is no entertainment is available on any screen behind the seats. The airlines are so quick to penalize customers for slightest requests for comfort- seat changes, complicated baggage allowances, seating zones which are utterly dehumanizing (ZONE 9? after Zone 4- why? This is so clearly meant to be a message to those that do not have 'loyalty' to this airline to make a distinguishing line in the sand. There is such a lack of humanity in the way people are corralled in and spoken to. So, I don't think airlines should be all that surprised when those some dehumanizing corporate treatment is returned to them when asked. The flight on the way into Calgary was scheduled to arrived at 9:25 and we arrived at 12:45 AM. It is not okay. I would think TWICE and possibly once more before booking with them again. Their overhead bins are small and limited so they bully you into either paying for a $90 checked bag or gate check a lot of people's bags. Often on their website there is no carry-on bag allowance. Beware!

Nice to have free food and reasonable beverages. My seat screen was out. Crew tried to reset it but no good. Would fly WestJet again

Good value, minor delay due to waiting for inbound plane but they gave accurate information about wait time. Able to switch to a seat by my husband thanks to a kind flight attendant

They cancelled and moved my flight with no email or text or any other notice. I discovered this only when I attempted to check in for my flight. Actual flying experience was above average.

Delayed boarding. Delayed taking off. Delayed landing. Missed our connecting flight. Our seats on this plane were not assigned until last minute, splitting up our family with kids. I sat in the last row next to the bathroom with so many people rubbing up against me to get to the bathroom the entire flight.

Another delayed flight. Then got bumped to a later connecting flight, over two hours later! Plane was hot and uncomfortable.

Arrival at Comox from, London,ON 6 hours later... No bueano

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

It would have been better if it wasn’t cancelled

Awful. As we were boarding we were told the flight was cancelled. Then had to stand in a queue for 3 hours to talk to someone at the kiosk of Air Canada. They were not helpful at all. No empathy. My issue is not with them striking but the total disregard for the chaos and distress late notice caused. No thought on the impact this has caused.

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

No TV's. Seats are super uncomfortable. Crew was great!

This flight was canceled at the last moment and I was stranded in the Vancouver International. I spent the night there without compensation and the staff looked annoyed and wanted to get rid of the passengers without offering much help.

Service Director cut all cabin lights and window screens defaulted to dark, but it was an afternoon flight going west. I spent hours trying to see what was reading as reading lights weren't working either. What the hell.

The food could have been better. The flight attendant was the friendliest and most helpful I have ever had.

it was great only downfall was that the tvs weren't working but the rest was great specially the wifi

The Entertainment system was nearly useless because videos kept stopping then jumping over segments at random but closely spaced intervals. About 75% of the plane gave up trying to watch and then the gaps and jumps became shorter, It was terrible and made it hard to know what was happening since it was not a normal buffering pause where you still get the cont6en t. Instead the video would pause then jump ahead missing short segments and dialog entirely! The economy class seats on all flights have less and less legroom. I’m tall and the upgraded seats are no better for the leg room, not worth it. I flew from Toronto to Calgary….The staff at YYZ was awesome and kind. My flight’s (prior) incoming plane from Liberia had been delayed over 3 hours and the attendant quickly and kindly transferred me to the earlier flight that got me in hours earlier. Such a great staff!! Every staff member on the plane was very-very Canadian/Kind . Great job and attitude you folks! The plane itself was new and in great condition, except the issue with the video streaming.

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