Find flights
When to book
Airlines
FAQs

Cheap flights from Caribbean to Calgary from C$ 453

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 25/4. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — YYC
22 Apr — 29 Apr1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Caribbean to Calgary

Enter your travel dates to find the best prices.

Cheapest flights from Caribbean to Calgary
Explore the most affordable flight options available from Caribbean to Calgary. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 23 March 2026.

Thu 28/51:50 p.m.
AUA
-
YYC
1 stop10h 47m
United Airlines
Thu 11/68:00 a.m.
YYC
-
AUA
2 stops30h 40m
United Airlines
Deal found 23/3C$ 798
Fri 29/56:00 a.m.
SJU
-
YYC
2 stops20h 44m
Multiple Airlines
Sun 7/69:00 a.m.
YYC
-
SJU
1 stop21h 49m
Multiple Airlines
Deal found 22/3C$ 835
Thu 16/412:57 p.m.
SJU
-
YYC
2 stops21h 31m
Multiple Airlines
Thu 23/412:40 p.m.
YYC
-
SJU
3 stops32h 30m
Multiple Airlines
Deal found 19/3C$ 864
Sun 18/105:24 a.m.
SJU
-
YYC
1 stop18h 18m
American Airlines
Sat 24/106:45 a.m.
YYC
-
SJU
1 stop19h 58m
American Airlines
Deal found 20/3C$ 896
Wed 8/42:21 p.m.
SXM
-
YYC
2 stops23h 22m
American Airlines
Sat 18/412:45 p.m.
YYC
-
SXM
2 stops22h 35m
American Airlines
Deal found 23/3C$ 899
Thu 16/411:59 p.m.
SJU
-
YYC
1 stop13h 44m
American Airlines
Thu 23/46:45 a.m.
YYC
-
SJU
1 stop14h 17m
American Airlines
Deal found 19/3C$ 905
Mon 4/57:00 p.m.
SJU
-
YYC
2 stops18h 43m
American Airlines
Fri 8/56:45 a.m.
YYC
-
SJU
1 stop14h 18m
American Airlines
Deal found 20/3C$ 915
Wed 8/42:35 p.m.
SXM
-
YYC
2 stops45h 05m
Multiple Airlines
Sun 19/47:10 a.m.
YYC
-
SXM
1 stop25h 45m
Multiple Airlines
Deal found 23/3C$ 919
Thu 9/42:35 p.m.
SXM
-
YYC
2 stops35h 30m
Multiple Airlines
Sun 19/47:10 a.m.
YYC
-
SXM
1 stop25h 45m
Multiple Airlines
Deal found 23/3C$ 926
Wed 8/42:35 p.m.
SXM
-
YYC
2 stops45h 05m
Multiple Airlines
Sat 18/410:35 a.m.
YYC
-
SXM
1 stop25h 02m
Multiple Airlines
Deal found 23/3C$ 929
Fri 10/42:35 p.m.
SXM
-
YYC
2 stops28h 05m
Multiple Airlines
Sun 19/47:10 a.m.
YYC
-
SXM
1 stop25h 45m
Multiple Airlines
Deal found 23/3C$ 930
Thu 9/42:35 p.m.
SXM
-
YYC
2 stops35h 30m
Multiple Airlines
Sat 18/410:35 a.m.
YYC
-
SXM
1 stop25h 02m
Multiple Airlines
Deal found 23/3C$ 936

Find flight deals from Caribbean to Calgary

Keep the following information in mind while searching for Caribbean to Calgary flight deals. Data was last updated 23 March 2026.

Round-trip from

C$ 798

One-way from

C$ 453

Popular in

April

Cheapest in

May

Average price

C$ 771

Good one-way deal

C$ 700 or less
United Airlines
  • United Airlines
  • 28/5-11/6
  • 3 total stops
  • 41h 27m total
  • Caribbean to Calgary
Search Deals
United Airlines
  • United Airlines
  • 25/4
  • 2 total stops
  • 21h 42m total
  • Caribbean to Calgary
Search Deals
High demand for flights, 0% potential price rise
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 31 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals
Price to beat on a one-way flight from Caribbean to Calgary.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean to Calgary that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 23 March 2026.
Use the filters below to find and compare flights from Caribbean to Calgary that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OranjestadCalgary

AUA - YYC

AUAYYC

Oranjestad Reina Beatrix

Thu 28/5

3:10 p.m.-9:48 p.m.

2 stops32h 38m

Calgary

Thu 11/6

8:00 a.m.-4:40 p.m.

2 stops30h 40m

C$ 798

San JuanCalgary

SJU - YYC

SJUYYC

San Juan Luis Munoz Marin Intl

Thu 16/4

12:57 p.m.-8:28 a.m.

2 stops21h 31m

Calgary

Thu 23/4

12:40 p.m.-11:10 p.m.

3 stops32h 30m

C$ 864

San JuanCalgary

SJU - YYC

SJUYYC

San Juan Luis Munoz Marin Intl

Sun 26/7

7:25 a.m.-11:40 p.m.

2 stops18h 15m

Calgary

Mon 3/8

6:15 a.m.-10:59 p.m.

2 stops14h 44m

C$ 942

Simpson BayCalgary

SXM - YYC

SXMYYC

Simpson Bay Princess Juliana

Sun 23/8

2:40 p.m.-7:20 a.m.

2 stops18h 40m

Calgary

Sat 5/9

11:25 a.m.-1:50 p.m.

2 stops24h 25m

C$ 947

San JuanCalgary

SJU - YYC

SJUYYC

San Juan Luis Munoz Marin Intl

Wed 29/4

1:00 a.m.-12:53 a.m.

2 stops25h 53m

Calgary

Sat 2/5

6:00 a.m.-11:50 p.m.

2 stops15h 50m

C$ 980

San JuanCalgary

SJU - YYC

SJUYYC

San Juan Luis Munoz Marin Intl

Thu 28/5

12:44 a.m.-11:51 a.m.

1 stop13h 07m

Calgary

Sun 7/6

6:15 a.m.-11:59 p.m.

1 stop15h 44m

C$ 992

Port of SpainCalgary

POS - YYC

POSYYC

Port of Spain Piarco Intl

Fri 3/7

2:00 a.m.-10:40 p.m.

2 stops22h 40m

Calgary

Sun 9/8

7:15 p.m.-12:50 a.m.

2 stops27h 35m

C$ 1,032

Port of SpainCalgary

POS - YYC

POSYYC

Port of Spain Piarco Intl

Fri 3/7

12:30 a.m.-10:40 p.m.

2 stops24h 10m

Calgary

Sat 8/8

7:15 p.m.-11:23 p.m.

2 stops50h 08m

C$ 1,032

Simpson BayCalgary

SXM - YYC

SXMYYC

Simpson Bay Princess Juliana

Sat 22/8

3:20 p.m.-11:47 a.m.

2 stops22h 27m

Calgary

Sat 5/9

2:25 p.m.-1:50 p.m.

2 stops21h 25m

C$ 1,038

Simpson BayCalgary

SXM - YYC

SXMYYC

Simpson Bay Princess Juliana

Thu 9/4

4:35 p.m.-9:44 p.m.

2 stops31h 09m

Calgary

Sat 18/4

6:45 a.m.-1:21 p.m.

2 stops28h 36m

C$ 1,045

Flights are sorted by cheapest round-trip flights first.

Deals found on 22/3

Showing 1-10 of 41 resultsSorted by cheapest first
1
2
3
...
5

Best time to book a flight from Caribbean to Calgary

Have a flexible travel schedule? Discover the best time to fly to Calgary from Caribbean with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Caribbean to Calgary

What is the cheapest month to book a flight from Caribbean to Calgary?

Currently, August is the cheapest month in which you can book a flight from Caribbean to Calgary (average of C$ 342). Flying from Caribbean to Calgary in April is currently the most expensive (average of C$ 679). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CB to YYC?

Find hourly flight availability from Caribbean to Calgary. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 23 March 2026.

When flying from Caribbean to Calgary, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Calgary

Get insights into the airlines that provide service to Calgary. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Calgary. Reviews last updated 23 March 2026.
Get a feel of what it's like to fly with United Airlines,WestJet, andAir Canada from Caribbean to Calgary by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,462 reviews
Check prices

Crew

8.1

Comfort

7.3

Food

6.6

Boarding

7.7

Entertainment

7.1

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!
United Airlines
7.4
Good
9,462 reviews
United Airlines
7.4
Good
9,462 reviews
Check prices

Crew

8.1

Comfort

7.3

Food

6.6

Boarding

7.7

Entertainment

7.1

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!
WestJet
7.2
Good
3,300 reviews
United Airlines
7.4
Good
9,462 reviews
Check prices

Crew

8.1

Comfort

7.3

Food

6.6

Boarding

7.7

Entertainment

7.1

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!
Air Canada
7.1
Good
10,835 reviews
United Airlines
7.4
Good
9,462 reviews
Check prices

Crew

8.1

Comfort

7.3

Food

6.6

Boarding

7.7

Entertainment

7.1

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!

Related info for your journey

Find useful and relevant information for your journey from Caribbean to Calgary. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Calgary from Caribbean?

    Most people fly into Calgary (YYC) if they book a flight to Calgary from Caribbean. Calgary is conveniently located just 9.3 km from Calgary’s city centre.

  • How long is the flight from Caribbean to Calgary?

    A quick flight from Caribbean to Calgary can take about 18h 15m. United Airlines provides one of the quickest options available for as low as C$ 942. There are 5541 km between Caribbean and Calgary. This flight may include one or multiple stops.

  • What are the most popular routes from Caribbean to Calgary?

    While some choose either Port of Spain Piarco Intl - Calgary or Oranjestad Reina Beatrix - Calgary, San Juan Luis Munoz Marin Intl - Calgary is the most popular route from Caribbean to Calgary.

  • Can I find deals for flights from Caribbean to Calgary that include hotel bookings?

    Yes. In addition to deals on Caribbean to Calgary flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Caribbean to Calgary?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Caribbean to Calgary.

  • Can I find deals for business class flights from Caribbean to Calgary?

    Yes. Cheapflights offers flight deals from Caribbean to Calgary by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Caribbean to Calgary?

    Currently, August is the cheapest month in which you can book a flight from Caribbean to Calgary (average of C$ 342). Flying from Caribbean to Calgary in April is currently the most expensive (average of C$ 679). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Travelling to a place near Calgary?

Book flights to Calgary if you plan to visit one of these locations
Canmore
Radium Hot Springs
Airdrie
Kananaskis
Drumheller

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Caribbean to Calgary

See prices for flight routes from nearby airports that may be better suited for you.
Pearson Intl to Calgary flights
Pierre Elliott Trudeau Intl to Calgary flights
Vancouver Intl to Calgary flights
Toronto Island to Calgary flights
Hamilton to Calgary flights
Pearson Intl to Edmonton flights
Vancouver Intl to Edmonton flights
Region of Waterloo Intl to Calgary flights
Ottawa to Calgary flights
Hamilton to Edmonton flights
Newark to Calgary flights
John F Kennedy Intl to Calgary flights
Abbotsford to Calgary flights
Winnipeg to Calgary flights
Los Angeles to Calgary flights
O'Hare Intl to Calgary flights
Toronto Island to Edmonton flights
Abbotsford to Edmonton flights
Heathrow to Calgary flights
San Francisco to Calgary flights
Dulles Intl to Calgary flights
Boston to Calgary flights
Atlanta to Calgary flights
Hobby to Calgary flights
LaGuardia to Calgary flights
Seattle to Calgary flights
Frankfurt to Calgary flights
Pierre Elliott Trudeau Intl to Edmonton flights
Winnipeg to Edmonton flights
Denver to Calgary flights
Ottawa to Edmonton flights
George Bush Intcntl to Calgary flights
Sky Harbor Intl to Calgary flights
Dallas/Fort Worth to Calgary flights
Halifax to Calgary flights
Reagan-National to Calgary flights
Detroit to Calgary flights
Minneapolis to Calgary flights
Baltimore to Calgary flights
San Diego to Calgary flights
Charles de Gaulle to Calgary flights
Halifax to Edmonton flights
Québec City to Calgary flights
Gatwick to Calgary flights
London City to Calgary flights
Orlando to Calgary flights
Region of Waterloo Intl to Edmonton flights
Amsterdam to Calgary flights

Top 3 airlines flying from Caribbean to Calgary

Discover the top 3 airlines that operate flights from Caribbean to Calgary. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 23 March 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 277AverageC$ 865FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 330AverageC$ 783FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 476AverageC$ 901FlexibilityNo cancel feeOn-time60%
Search WestJet flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Caribbean to Calgary?

When you search for this flight from Caribbean to Calgary, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

Why should you use Cheapflights to find cheap flight tickets from Caribbean to Calgary?

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Caribbean to Calgary for you. Better yet — we are completely free to use.

Can Cheapflights find flights from Caribbean to Calgary with no change fees?

Need flexible booking options for your flight to Calgary from Caribbean? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights from Caribbean to Calgary become cheaper?

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Calgary from Caribbean today and book when prices fit your budget.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.