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Cheap flights from Caribbean Islands to Calgary from C$ 356

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 20/3. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — YYC
18 Dec — 25 Dec1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Caribbean Islands to Calgary

Keep the following information in mind while searching for Caribbean Islands to Calgary flight deals. Data was last updated 18 November 2025.

Round-trip from

C$ 533

One-way from

C$ 356
11/2-21/2
  • 11/2-21/2
  • 3 total stops
  • 35h 25m total
  • Caribbean Islands to Calgary
Search Deals
20/3
  • 20/3
  • 1 total stop
  • 27h 37m total
  • Caribbean Islands to Calgary
Search Deals

Find flight deals from Caribbean Islands to Calgary

Enter your travel dates to find the best prices.

Cheapest flights from Caribbean Islands to Calgary
Explore the most affordable flight options available from Caribbean Islands to Calgary. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 18 November 2025.

Thu 4/125:06 p.m.PLS - YYC
2 stops23h 15mUnited Airlines
Mon 8/121:30 p.m.YYC - PLS
2 stops24h 30mUnited Airlines
Deal found 17/11C$ 693
Fri 21/1111:55 a.m.SJU - YYC
2 stops33h 00mMultiple Airlines
Sun 23/1112:20 p.m.YYC - SJU
1 stop28h 18mMultiple Airlines
Deal found 17/11C$ 837
Thu 4/126:40 p.m.PLS - YYC
1 stop31h 04mAir Canada
Mon 8/124:50 p.m.YYC - PLS
1 stop22h 50mAir Canada
Deal found 16/11C$ 885
Sun 21/124:20 p.m.SXM - YYC
2 stops33h 08mWestJet
Sun 28/129:45 p.m.YYC - SXM
2 stops14h 36mWestJet
Deal found 18/11C$ 897
Wed 24/124:20 p.m.SXM - YYC
2 stops23h 15mWestJet
Sun 28/124:15 p.m.YYC - SXM
2 stops44h 06mWestJet
Deal found 18/11C$ 980
Sun 21/123:40 p.m.SXM - YYC
2 stops20h 03mAir Canada
Sun 28/125:35 a.m.YYC - SXM
1 stop31h 25mAir Canada
Deal found 18/11C$ 986
Wed 24/125:00 p.m.SXM - YYC
1 stop24h 24mAir Canada
Sun 28/128:45 p.m.YYC - SXM
2 stops40h 15mAir Canada
Deal found 18/11C$ 1,026
Fri 21/112:25 p.m.SJU - YYC
1 stop10h 28mUnited Airlines
Sun 23/116:15 a.m.YYC - SJU
2 stops15h 21mUnited Airlines
Deal found 17/11C$ 1,064
Wed 31/123:54 a.m.SJU - YYC
2 stops18h 15mMultiple Airlines
Mon 5/112:30 a.m.YYC - SJU
1 stop11h 49mMultiple Airlines
Deal found 18/11C$ 1,078
Sat 20/125:00 p.m.SXM - YYC
1 stop18h 43mAir Canada
Sun 28/125:35 a.m.YYC - SXM
1 stop31h 25mAir Canada
Deal found 18/11C$ 1,360
Sat 20/125:33 p.m.SXM - YYC
2 stops21h 06mAmerican Airlines
Sun 28/121:31 p.m.YYC - SXM
2 stops21h 28mAmerican Airlines
Deal found 17/11C$ 1,594

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean Islands 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 18 November 2025.
Use the filters below to find and compare flights from Caribbean Islands to Calgary that are best for you.

Fly from

Caribbean Islands

Fly to

Calgary

Route

Depart

Return

Price

San JuanCalgary

SJU - YYC

SJUYYC

San Juan Luis Munoz Marin Intl

Sun 22/2

9:37 p.m.-7:09 p.m.

2 stops24h 32m

Calgary

Sat 28/2

8:55 a.m.-3:06 p.m.

1 stop27h 11m

C$ 653

San JuanCalgary

SJU - YYC

SJUYYC

San Juan Luis Munoz Marin Intl

Thu 12/2

11:05 a.m.-9:19 p.m.

1 stop13h 14m

Calgary

Sat 21/2

4:20 p.m.-9:55 a.m.

1 stop14h 35m

C$ 655

ProvidencialesCalgary

PLS - YYC

PLSYYC

Providenciales

Thu 4/12

5:06 p.m.-2:21 p.m.

2 stops23h 15m

Calgary

Mon 8/12

1:30 p.m.-4:00 p.m.

2 stops24h 30m

C$ 693

San JuanCalgary

SJU - YYC

SJUYYC

San Juan Luis Munoz Marin Intl

Fri 23/1

2:25 p.m.-9:53 p.m.

1 stop10h 28m

Calgary

Mon 26/1

6:15 a.m.-6:25 p.m.

1 stop9h 10m

C$ 753

San JuanCalgary

SJU - YYC

SJUYYC

San Juan Luis Munoz Marin Intl

Thu 12/2

7:00 p.m.-11:41 a.m.

2 stops19h 41m

Calgary

Sat 21/2

1:30 p.m.-11:42 a.m.

2 stops19h 12m

C$ 851

San JuanCalgary

SJU - YYC

SJUYYC

San Juan Luis Munoz Marin Intl

Fri 23/1

8:20 a.m.-9:58 p.m.

2 stops16h 38m

Calgary

Mon 26/1

6:30 a.m.-11:59 p.m.

2 stops14h 29m

C$ 867

ProvidencialesCalgary

PLS - YYC

PLSYYC

Providenciales

Thu 4/12

6:40 p.m.-7:35 p.m.

2 stops26h 55m

Calgary

Mon 8/12

4:50 p.m.-5:40 p.m.

1 stop22h 50m

C$ 885

San JuanCalgary

SJU - YYC

SJUYYC

San Juan Luis Munoz Marin Intl

Tue 10/2

7:07 a.m.-9:58 p.m.

1 stop17h 51m

Calgary

Mon 16/2

1:30 p.m.-5:00 a.m.

1 stop12h 30m

C$ 892

OranjestadCalgary

AUA - YYC

AUAYYC

Oranjestad Reina Beatrix

Tue 17/3

3:30 p.m.-7:36 a.m.

2 stops18h 06m

Calgary

Thu 19/3

6:30 a.m.-2:35 p.m.

2 stops30h 05m

C$ 927

Simpson BayCalgary

SXM - YYC

SXMYYC

Simpson Bay Princess Juliana

Wed 24/12

4:20 p.m.-12:35 p.m.

2 stops23h 15m

Calgary

Sun 28/12

4:15 p.m.-3:21 p.m.

2 stops44h 06m

C$ 980

Flights are sorted by cheapest round-trip flights first.

Deals found on 16/11

Showing 1-10 of 27 results
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Best time to book a flight from Caribbean Islands to Calgary

Have a flexible travel schedule? Discover the best time to fly to Calgary from Caribbean Islands 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 Islands to Calgary

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

Currently, December is the cheapest month in which you can book a flight from Caribbean Islands to Calgary (average of C$ 280). Flying from Caribbean Islands to Calgary in March is currently the most expensive (average of C$ 660). 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 EPX to YYC?

Find hourly flight availability from Caribbean Islands 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 18 November 2025.

When flying from Caribbean Islands to Calgary, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 54% versus a flight in the afternoon.

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 18 November 2025.
Get a feel of what it's like to fly with United Airlines,WestJet, andAir Canada from Caribbean Islands to Calgary by reading reviews from past customers. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,019 reviews
Check prices

Comfort

7.3

Entertainment

7.1

Overall

7.4

Boarding

7.7

Food

6.6

Crew

8.1

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
9,019 reviews
United Airlines
7.4
Good
9,019 reviews
Check prices

Comfort

7.3

Entertainment

7.1

Overall

7.4

Boarding

7.7

Food

6.6

Crew

8.1

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
3,163 reviews
United Airlines
7.4
Good
9,019 reviews
Check prices

Comfort

7.3

Entertainment

7.1

Overall

7.4

Boarding

7.7

Food

6.6

Crew

8.1

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
10,462 reviews
United Airlines
7.4
Good
9,019 reviews
Check prices

Comfort

7.3

Entertainment

7.1

Overall

7.4

Boarding

7.7

Food

6.6

Crew

8.1

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 Islands 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 Islands?

    Located just 9.3 km from the city centre, Calgary (YYC) is the airport most travelers will use when flying to Calgary from Caribbean Islands.

  • How long is the flight from Caribbean Islands to Calgary?

    Departing from Caribbean Islands to Calgary will take you 18h 06m. The distance between Caribbean Islands and Calgary is about 5829 km. Both multi-stop and direct flights can be found to your destination and back.

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

    When deciding which route to take from Caribbean Islands to Calgary consider San Juan Luis Munoz Marin Intl - Calgary, Providenciales - Calgary or Oranjestad Reina Beatrix - Calgary as they are the most popular.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Caribbean Islands 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 Islands to Calgary?

    Currently, December is the cheapest month in which you can book a flight from Caribbean Islands to Calgary (average of C$ 280). Flying from Caribbean Islands to Calgary in March is currently the most expensive (average of C$ 660). 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 Islands to Calgary

Discover the top 3 airlines that operate flights from Caribbean Islands 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 18 November 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 336AverageC$ 757FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 337AverageC$ 801FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 487AverageC$ 978FlexibilityNo 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 Islands to Calgary?

Cheapflights makes it easy to find Caribbean Islands to Calgary flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

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

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Caribbean Islands to Calgary.

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

Certainly. Search results for flights to Calgary from Caribbean Islands shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

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

Not ready to book yet? You can track prices for flights from Caribbean Islands to Calgary on Cheapflights with our Price Alert feature and get notified when better prices are available.

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