Cheap flights from Caribbean Islands to Calgary from C$ 373

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 25/10. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — YYC
23 Aug — 30 Aug1
1 adult

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 August 2025.

Round-trip from

C$ 513

One-way from

C$ 373
2/10-11/10
  • 2/10-11/10
  • 2 total stops
  • 57h 45m total
  • Caribbean Islands to Calgary
United Airlines
  • United Airlines
  • 24/10
  • 2 total stops
  • 14h 48m total
  • Caribbean Islands to Calgary

Find flight deals from Caribbean Islands to Calgary

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 August 2025.

Thu 2/102:38 p.m.SJU - YYC
1 stop29h 46mMultiple Airlines
Sat 11/109:00 a.m.YYC - SJU
1 stop27h 59mMultiple Airlines
Deal found 16/8C$ 513
Thu 9/104:04 p.m.SJU - YYC
1 stop21h 16mMultiple Airlines
Mon 13/109:15 a.m.YYC - SJU
2 stops26h 57mMultiple Airlines
Deal found 18/8C$ 601
Wed 1/109:26 p.m.SJU - YYC
1 stop25h 37mMultiple Airlines
Sat 11/109:00 a.m.YYC - SJU
1 stop27h 59mMultiple Airlines
Deal found 16/8C$ 618
Sun 21/125:00 p.m.SXM - YYC
2 stops21h 35mUnited Airlines
Sun 28/126:10 a.m.YYC - SXM
2 stops28h 40mUnited Airlines
Deal found 17/8C$ 840
Mon 8/94:29 p.m.AUA - YYC
2 stops21h 21mAmerican Airlines
Sat 13/91:00 p.m.YYC - AUA
1 stop20h 24mAmerican Airlines
Deal found 18/8C$ 884
Sat 20/125:00 p.m.SXM - YYC
2 stops45h 35mUnited Airlines
Sun 28/126:10 a.m.YYC - SXM
2 stops28h 40mUnited Airlines
Deal found 16/8C$ 1,022
Fri 29/83:35 p.m.POS - YYC
2 stops23h 40mAmerican Airlines
Fri 19/91:00 p.m.YYC - POS
2 stops23h 16mAmerican Airlines
Deal found 17/8C$ 1,047
Mon 8/912:25 p.m.AUA - YYC
1 stop32h 57mWestJet
Fri 12/91:00 a.m.YYC - AUA
1 stop10h 52mWestJet
Deal found 18/8C$ 1,047
Sat 20/125:20 p.m.SXM - YYC
2 stops23h 49mDelta
Sun 28/123:17 p.m.YYC - SXM
2 stops17h 58mDelta
Deal found 18/8C$ 1,054
Thu 28/812:30 a.m.POS - YYC
2 stops37h 08mUnited Airlines
Fri 19/98:30 a.m.YYC - POS
2 stops36h 53mUnited Airlines
Deal found 18/8C$ 1,126
Sun 21/124:20 p.m.SXM - YYC
1 stop19h 46mWestJet
Sun 28/125:15 p.m.YYC - SXM
1 stop19h 06mWestJet
Deal found 17/8C$ 1,192
Tue 19/83:35 p.m.POS - YYC
2 stops22h 10mAmerican Airlines
Thu 28/81:00 p.m.YYC - POS
2 stops23h 25mAmerican Airlines
Deal found 15/8C$ 1,234

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 August 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

Thu 2/10

2:38 p.m.-6:24 p.m.

1 stop29h 46m

Calgary

Sat 11/10

9:00 a.m.-2:59 p.m.

1 stop27h 59m

C$ 513

San JuanCalgary

SJU - YYC

SJUYYC

San Juan Luis Munoz Marin Intl

Thu 9/10

4:04 p.m.-11:20 a.m.

1 stop21h 16m

Calgary

Mon 13/10

9:15 a.m.-2:12 p.m.

2 stops26h 57m

C$ 601

San JuanCalgary

SJU - YYC

SJUYYC

San Juan Luis Munoz Marin Intl

Wed 15/10

4:45 p.m.-12:34 p.m.

2 stops21h 49m

Calgary

Wed 22/10

6:45 a.m.-10:10 p.m.

2 stops13h 25m

C$ 811

Simpson BayCalgary

SXM - YYC

SXMYYC

Simpson Bay Princess Juliana

Sun 21/12

5:00 p.m.-11:35 a.m.

2 stops21h 35m

Calgary

Sun 28/12

6:10 a.m.-1:50 p.m.

2 stops28h 40m

C$ 840

OranjestadCalgary

AUA - YYC

AUAYYC

Oranjestad Reina Beatrix

Mon 8/9

4:29 p.m.-11:50 a.m.

2 stops21h 21m

Calgary

Sat 13/9

1:00 p.m.-11:24 a.m.

1 stop20h 24m

C$ 884

Port of SpainCalgary

POS - YYC

POSYYC

Port of Spain Piarco Intl

Fri 23/1

1:30 a.m.-1:05 p.m.

1 stop14h 35m

Calgary

Sat 31/1

2:00 p.m.-12:23 a.m.

2 stops31h 23m

C$ 1,016

Port of SpainCalgary

POS - YYC

POSYYC

Port of Spain Piarco Intl

Sat 24/1

4:45 p.m.-11:23 a.m.

2 stops21h 38m

Calgary

Sun 1/2

2:30 p.m.-10:20 p.m.

2 stops28h 50m

C$ 1,017

Port of SpainCalgary

POS - YYC

POSYYC

Port of Spain Piarco Intl

Sat 24/1

4:45 p.m.-11:23 a.m.

2 stops21h 38m

Calgary

Sat 31/1

2:30 p.m.-3:05 p.m.

2 stops21h 35m

C$ 1,017

Simpson BayCalgary

SXM - YYC

SXMYYC

Simpson Bay Princess Juliana

Sat 20/12

5:00 p.m.-11:35 a.m.

2 stops45h 35m

Calgary

Sun 28/12

6:10 a.m.-1:50 p.m.

2 stops28h 40m

C$ 1,022

OranjestadCalgary

AUA - YYC

AUAYYC

Oranjestad Reina Beatrix

Mon 8/9

12:25 p.m.-7:22 p.m.

1 stop32h 57m

Calgary

Fri 12/9

1:00 a.m.-1:52 p.m.

1 stop10h 52m

C$ 1,047

Flights are sorted by cheapest round-trip flights first.

Deals found on 17/8

Showing 1-10 of 31 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, January is the cheapest month in which you can book a flight from Caribbean Islands to Calgary (average of C$ 139). Flying from Caribbean Islands to Calgary in July is currently the most expensive (average of C$ 263). 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 August 2025.

When flying from Caribbean Islands 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 18 August 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.

Overall

7.4

Comfort

7.3

Entertainment

7.1

Boarding

7.7

Crew

8.1

Food

6.6

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!

Overall

7.4

Comfort

7.3

Entertainment

7.1

Boarding

7.7

Crew

8.1

Food

6.6

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!

Overall

7.4

Comfort

7.3

Entertainment

7.1

Boarding

7.7

Crew

8.1

Food

6.6

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!

Overall

7.4

Comfort

7.3

Entertainment

7.1

Boarding

7.7

Crew

8.1

Food

6.6

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 21h 21m. 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 cheapest airlines to fly from Caribbean Islands to Calgary one-way?

    The cheapest airlines for a one-way flight from Caribbean Islands to Calgary are Delta (C$ 373), United Airlines (C$ 373), and Air Canada (C$ 543).

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

  • 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, January is the cheapest month in which you can book a flight from Caribbean Islands to Calgary (average of C$ 139). Flying from Caribbean Islands to Calgary in July is currently the most expensive (average of C$ 263). 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
Airdrie
Radium Hot Springs
Drumheller
Kananaskis

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Alternative routes for Caribbean Islands to Calgary

See prices for flight routes from nearby airports that may be better suited for you.

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 August 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 331AverageC$ 746FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 332AverageC$ 785FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 480AverageC$ 946FlexibilityNo cancel feeOn-time60%
Search WestJet flights

Fly with Cheapflights

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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.

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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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