C$ 257 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 18/3. 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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Everything you should know

Cheapest round-trip
C$ 629
Multiple Airlines
Mon 23/2Fri 27/2
SJU - YYC • 1 stop
Cheapest one-way flights
C$ 257
Typical prices: C$ 419-C$ 422
Multiple Airlines
Wed 18/3
SJU - YYC • 1 stop
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Flight Deals
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Flight Deals

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, 23 Feb - Fri, 27 Feb
Multiple Airlines Logo
3:18 p.m. - 11:43 a.m.
SJU
-
YYC
23h 25m
1 stop
Multiple Airlines Logo
9:00 a.m. - 4:21 p.m.
YYC
-
SJU
28h 21m
2 stops
C$ 629Multiple Airlines
Wed, 25 Feb - Sun, 1 Mar
Multiple Airlines Logo
7:35 p.m. - 9:02 a.m.
AUA
-
YYC
16h 27m
1 stop
Multiple Airlines Logo
8:45 p.m. - 3:00 p.m.
YYC
-
AUA
15h 15m
2 stops
C$ 638Multiple Airlines
Mon, 6 Jul - Tue, 14 Jul
Air Canada Logo
1:25 a.m. - 5:11 p.m.
POS
-
YYC
17h 46m
1 stop
Air Canada Logo
8:30 p.m. - 12:15 a.m.
YYC
-
POS
25h 45m
2 stops
C$ 942Air Canada
Mon, 6 Jul - Tue, 14 Jul
Air Canada Logo
1:25 a.m. - 2:15 p.m.
POS
-
YYC
14h 50m
1 stop
Air Canada Logo
6:05 p.m. - 12:15 a.m.
YYC
-
POS
28h 10m
1 stop
C$ 946Air Canada
Tue, 3 Mar - Tue, 10 Mar
American Airlines Logo
4:06 p.m. - 11:44 a.m.
POS
-
YYC
22h 38m
2 stops
American Airlines Logo
12:45 p.m. - 2:10 p.m.
YYC
-
POS
23h 25m
2 stops
C$ 1,107American Airlines
Thu, 2 Apr - Fri, 10 Apr
United Airlines Logo
4:30 p.m. - 9:48 p.m.
AUA
-
YYC
31h 18m
2 stops
United Airlines Logo
6:00 a.m. - 3:40 p.m.
YYC
-
AUA
31h 40m
2 stops
C$ 1,262United Airlines
Thu, 2 Apr - Fri, 10 Apr
WestJet Logo
3:30 p.m. - 9:02 a.m.
AUA
-
YYC
19h 32m
1 stop
WestJet Logo
11:40 p.m. - 2:35 p.m.
YYC
-
AUA
36h 55m
2 stops
C$ 1,310WestJet
Mon, 2 Mar - Tue, 10 Mar
United Airlines Logo
1:30 a.m. - 1:08 p.m.
POS
-
YYC
14h 38m
1 stop
United Airlines Logo
1:30 p.m. - 11:23 p.m.
YYC
-
POS
31h 53m
1 stop
C$ 1,333United Airlines
Thu, 2 Apr - Thu, 9 Apr
WestJet Logo
3:30 p.m. - 9:02 a.m.
AUA
-
YYC
19h 32m
1 stop
WestJet Logo
12:15 a.m. - 2:35 p.m.
YYC
-
AUA
12h 20m
1 stop
C$ 1,425WestJet
Tue, 7 Jul - Tue, 14 Jul
American Airlines Logo
7:00 a.m. - 11:42 p.m.
POS
-
YYC
18h 42m
3 stops
American Airlines Logo
1:40 p.m. - 1:56 p.m.
YYC
-
POS
22h 16m
3 stops
C$ 4,259American Airlines
Useful Info

Good to know

Low seasonJanuary
Best time to beat the crowds but there is an average 22% increase in price.
Most popular time to fly (3% more expensive 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 9267 reviews
7.3Comfort
7.7Boarding
7.1Entertainment
8.1Crew
6.6Food
Airline reviews

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

6.0 Goodrob, Feb 2026
IAD - YYZ
Read more United Airlines reviews

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.

Flight was good but there are way to many announcements for credit cards etc.

I had no checked baggage but was required to hand over carry on baggage at the door of the plane. There was a lot of overboard space in the plane and I was one of the last ones. I ran to get my carry on but it was gone. I was given back at the plane door in Toronto, so the wait was not as long as it would have been at the carousel.

We had a layover from YVR to Denver. We bought 4 bottles of Absolut Vodka at the YVR Duty Free for $116.20, after going through security and American Customs Pre Clearance at YVR, Vancouver. When we landed in Denver, United put us behind the American Customs as well as TSA again for some reason. We were forced to go through American Customs and TSA again. TSA confiscated our rightfully owned Duty Free Absolut Vodka bottles. Because United incorrectly forced our flight behind American border and TSA again, we missed the connecting flight. After United put us on a later flight, we eventually arrived in Chicago very late, with hardly any sleep. I am looking for compensation from United for our incorrectly confiscated Absolut Vodka bottles worth $116.20, as well as compensation for incorrectly putting us behind American Customs and TSA again, causing us to miss our connecting flight, making us arrive extremely late in Chicago.

From the first moment you interact with United Airlines, you can expect nothing less but extreme frustration. The baggage handler at the bag drop seems completely unbothered by the presence of customers waiting in line. No help was extended to load the baggage whatsoever. And if any of your bags is overweight by 0.01 pound they will make you re-distribute everything in your suitcase just to play power trip. When it was time to board no help was extended to customers to locate their seats. Moreover. It was a chaotic mess at the gate when it was unclear who should board first and everyone just bunched up, trying to get on the plane. I am sure the crew was doing their best to perform their jobs while being paid their wages however it shouldn’t be that hard to smile once or twice when you’re in the business if serving customers. It is a shame for the United States of America to have a flagship carrier of such low caliber. Our flight was also delayed by about an hour and a half due to further delays prior to our inbound flight. Being someone who has travelled for both business and leisure in Asia, Europe, and South America I have never experienced such poor quality of service.

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

The gate personnel and flight attendants were all friendly and diligent. The poor attendants from London to Calgary were 2 colleagues short, as one of their team broke her leg on the way to work, and the other stayed with the invited colleague. I felt bad for the crew, but they did a great job regardless.

Flight delayed missed connecting flight crew not very helpful very frustrating customer service

The personal item sizer cannot take a standard backpack, and the cabin luggage sizer cannot take a standard carry-on. Designed for people from the island of Lilliput!!. and also compels people to pay additional fees to check their bags. Making money by ticking off the passengers is a very short-sighted business strategy, especially since they have a choice of carriers

The plug in to charge our phones are all loose my block would not stay in!!

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

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.

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