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Cheap flights from Caribbean to Calgary from C$ 211

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 9/3. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — YYC
13 Jan — 20 Jan1
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 14 December 2025.

Sun 21/123:40 p.m.SXM - YYC
1 stop11h 04mAir Canada
Sun 28/128:45 p.m.YYC - SXM
2 stops40h 15mAir Canada
Deal found 13/12C$ 1,051
Sat 27/1212:05 p.m.AUA - YYC
2 stops31h 09mMultiple Airlines
Wed 31/1210:35 a.m.YYC - AUA
1 stop26h 00mMultiple Airlines
Deal found 12/12C$ 1,113
Sat 20/125:22 p.m.SXM - YYC
1 stop21h 22mDelta
Sun 28/127:40 p.m.YYC - SXM
2 stops16h 10mDelta
Deal found 13/12C$ 1,933
Sat 20/125:00 p.m.SXM - YYC
1 stop27h 04mAir Canada
Sun 28/128:45 p.m.YYC - SXM
2 stops40h 15mAir Canada
Deal found 12/12C$ 2,002

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 14 December 2025.

Round-trip from

C$ 792

One-way from

C$ 211

Popular in

April

Cheapest in

November

Average price

C$ 840

Good round-trip deal

C$ 688 or less

Good one-way deal

C$ 306 or less
United Airlines
  • United Airlines
  • 22/1-25/1
  • 4 total stops
  • 52h 14m total
  • Caribbean to Calgary
Search Deals
9/3
  • 9/3
  • 2 total stops
  • 26h 48m total
  • Caribbean to Calgary
Search Deals
Highest demand for flights based on searches. 5% potential increase in price (C$ 59 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 27 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Caribbean to Calgary.
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 14 December 2025.
Use the filters below to find and compare flights from Caribbean to Calgary that are best for you.

Fly from

Caribbean

Fly to

Calgary

Route

Depart

Return

Price

ProvidencialesCalgary

PLS - YYC

PLSYYC

Providenciales

Thu 22/1

5:06 p.m.-11:35 a.m.

2 stops20h 29m

Calgary

Sun 25/1

6:15 a.m.-4:00 p.m.

2 stops31h 45m

C$ 792

ProvidencialesCalgary

PLS - YYC

PLSYYC

Providenciales

Thu 22/1

6:40 p.m.-3:59 p.m.

1 stop23h 19m

Calgary

Sun 25/1

8:45 p.m.-5:40 p.m.

2 stops42h 55m

C$ 804

San JuanCalgary

SJU - YYC

SJUYYC

San Juan Luis Munoz Marin Intl

Tue 10/2

6:00 a.m.-9:58 p.m.

2 stops18h 58m

Calgary

Mon 16/2

1:41 p.m.-5:00 a.m.

1 stop12h 19m

C$ 823

OranjestadCalgary

AUA - YYC

AUAYYC

Oranjestad Reina Beatrix

Thu 22/1

3:00 p.m.-1:08 p.m.

2 stops25h 08m

Calgary

Mon 26/1

6:15 a.m.-1:50 p.m.

2 stops28h 35m

C$ 859

Simpson BayCalgary

SXM - YYC

SXMYYC

Simpson Bay Princess Juliana

Thu 22/1

4:20 p.m.-10:21 a.m.

1 stop21h 01m

Calgary

Mon 26/1

6:40 p.m.-3:21 p.m.

2 stops17h 41m

C$ 869

OranjestadCalgary

AUA - YYC

AUAYYC

Oranjestad Reina Beatrix

Thu 22/1

4:05 p.m.-9:29 a.m.

2 stops44h 24m

Calgary

Mon 26/1

6:15 p.m.-4:40 p.m.

2 stops19h 25m

C$ 878

OranjestadCalgary

AUA - YYC

AUAYYC

Oranjestad Reina Beatrix

Thu 22/1

4:30 p.m.-9:02 p.m.

1 stop31h 32m

Calgary

Mon 26/1

8:15 p.m.-6:45 p.m.

2 stops43h 30m

C$ 894

San JuanCalgary

SJU - YYC

SJUYYC

San Juan Luis Munoz Marin Intl

Fri 16/1

3:55 p.m.-9:06 a.m.

2 stops20h 11m

Calgary

Sat 17/1

12:15 a.m.-2:09 p.m.

1 stop10h 54m

C$ 1,075

Port of SpainCalgary

POS - YYC

POSYYC

Port of Spain Piarco Intl

Mon 8/6

12:30 a.m.-10:00 p.m.

1 stop23h 30m

Calgary

Sat 25/7

8:00 a.m.-11:23 p.m.

1 stop13h 23m

C$ 1,155

Port of SpainCalgary

POS - YYC

POSYYC

Port of Spain Piarco Intl

Tue 9/6

12:30 a.m.-10:00 p.m.

1 stop23h 30m

Calgary

Sat 25/7

8:00 a.m.-11:23 p.m.

1 stop13h 23m

C$ 1,155

Flights are sorted by cheapest round-trip flights first.

Deals found on 13/12

Showing 1-10 of 34 results
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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, June is the cheapest month in which you can book a flight from Caribbean to Calgary (average of C$ 330). Flying from Caribbean to Calgary in November is currently the most expensive (average of C$ 633). 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 14 December 2025.

One of the essential ways to save on airfare from Caribbean to Calgary is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight in the evening could potentially save you up to 53% on airfare.

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 14 December 2025.
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
9,094 reviews
Check prices

Comfort

7.3

Crew

8.1

Overall

7.4

Food

6.6

Entertainment

7.1

Boarding

7.7

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
9,094 reviews
United Airlines
7.4
Good
9,094 reviews
Check prices

Comfort

7.3

Crew

8.1

Overall

7.4

Food

6.6

Entertainment

7.1

Boarding

7.7

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
3,201 reviews
United Airlines
7.4
Good
9,094 reviews
Check prices

Comfort

7.3

Crew

8.1

Overall

7.4

Food

6.6

Entertainment

7.1

Boarding

7.7

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
10,522 reviews
United Airlines
7.4
Good
9,094 reviews
Check prices

Comfort

7.3

Crew

8.1

Overall

7.4

Food

6.6

Entertainment

7.1

Boarding

7.7

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 58m. United Airlines provides one of the quickest options available for as low as C$ 823. There are 5541 km between Caribbean and Calgary. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Caribbean to Calgary one-way?

    For one-way options, check prices for United Airlines. According to our data, you can fly for as low as C$ 228. Users have also found prices from C$ 252 and C$ 278 on WestJet and Air Canada, respectively.

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

    While some choose either Providenciales - Calgary or San Juan Luis Munoz Marin Intl - Calgary, Oranjestad Reina Beatrix - 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, June is the cheapest month in which you can book a flight from Caribbean to Calgary (average of C$ 330). Flying from Caribbean to Calgary in November is currently the most expensive (average of C$ 633). 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

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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 14 December 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 330AverageC$ 725FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 331AverageC$ 786FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 478AverageC$ 959FlexibilityNo 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.

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