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Cheap flights from Caribbean Islands to Calgary from C$ 317

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 12/5. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — YYC
29 Apr — 6 May1
1 adult
1 adult, Economy, 0 bags

Cheap 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 30 March 2026.

Tue 14/74:05 p.m.
SJU
-
YYC
2 stops31h 45m
Multiple Airlines
Wed 5/87:00 a.m.
YYC
-
SJU
1 stop9h 59m
Multiple Airlines
Deal found 29/3C$ 664
Mon 13/76:41 p.m.
SJU
-
YYC
2 stops24h 29m
Multiple Airlines
Wed 5/87:00 a.m.
YYC
-
SJU
1 stop9h 59m
Multiple Airlines
Deal found 29/3C$ 665
Thu 16/76:00 a.m.
SJU
-
YYC
2 stops42h 15m
Multiple Airlines
Wed 5/87:00 a.m.
YYC
-
SJU
1 stop9h 59m
Multiple Airlines
Deal found 29/3C$ 691
Sat 11/76:00 a.m.
SJU
-
YYC
2 stops28h 35m
Multiple Airlines
Wed 5/87:00 a.m.
YYC
-
SJU
1 stop9h 59m
Multiple Airlines
Deal found 29/3C$ 715
Tue 12/58:30 a.m.
SJU
-
YYC
2 stops39h 25m
Multiple Airlines
Mon 18/512:30 a.m.
YYC
-
SJU
1 stop11h 37m
Multiple Airlines
Deal found 29/3C$ 725
Sun 12/76:41 p.m.
SJU
-
YYC
2 stops24h 29m
Multiple Airlines
Wed 5/87:00 a.m.
YYC
-
SJU
1 stop9h 59m
Multiple Airlines
Deal found 29/3C$ 726
Tue 14/72:59 a.m.
SJU
-
YYC
2 stops20h 51m
Multiple Airlines
Wed 5/87:00 a.m.
YYC
-
SJU
1 stop9h 59m
Multiple Airlines
Deal found 29/3C$ 768
Thu 2/44:30 p.m.
AUA
-
YYC
2 stops22h 24m
United Airlines
Fri 10/46:00 a.m.
YYC
-
AUA
2 stops31h 40m
United Airlines
Deal found 30/3C$ 782
Sat 18/76:00 a.m.
SJU
-
YYC
2 stops20h 44m
Multiple Airlines
Wed 5/87:00 a.m.
YYC
-
SJU
1 stop9h 59m
Multiple Airlines
Deal found 29/3C$ 785
Sun 19/76:41 p.m.
SJU
-
YYC
2 stops24h 29m
Multiple Airlines
Wed 5/87:00 a.m.
YYC
-
SJU
1 stop9h 59m
Multiple Airlines
Deal found 29/3C$ 794
Thu 9/41:45 a.m.
SJU
-
YYC
3 stops32h 43m
Multiple Airlines
Sat 18/412:50 a.m.
YYC
-
SJU
1 stop10h 35m
Multiple Airlines
Deal found 25/3C$ 797
Wed 15/711:16 a.m.
SJU
-
YYC
1 stop12h 34m
Multiple Airlines
Thu 30/711:50 p.m.
YYC
-
SJU
2 stops22h 33m
Multiple Airlines
Deal found 29/3C$ 824

Find 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 30 March 2026.

Round-trip from

C$ 664

One-way from

C$ 317
14/7-5/8
  • 14/7-5/8
  • 3 total stops
  • 41h 44m total
  • Caribbean Islands to Calgary
Search Deals
12/5
  • 12/5
  • 2 total stops
  • 39h 25m total
  • Caribbean Islands to Calgary
Search Deals

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 30 March 2026.
Use the filters below to find and compare flights from Caribbean Islands to Calgary that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

San JuanCalgary

SJU - YYC

SJUYYC

San Juan Luis Munoz Marin Intl

Fri 10/4

12:55 p.m.-8:28 a.m.

2 stops21h 33m

Calgary

Sat 18/4

12:50 a.m.-1:25 p.m.

1 stop10h 35m

C$ 810

Simpson BayCalgary

SXM - YYC

SXMYYC

Simpson Bay Princess Juliana

Mon 13/4

4:00 p.m.-5:30 p.m.

2 stops27h 30m

Calgary

Fri 17/4

2:20 p.m.-1:35 p.m.

1 stop21h 15m

C$ 883

Simpson BayCalgary

SXM - YYC

SXMYYC

Simpson Bay Princess Juliana

Mon 13/4

4:00 p.m.-5:30 p.m.

2 stops27h 30m

Calgary

Fri 17/4

9:15 a.m.-1:35 p.m.

3 stops26h 20m

C$ 921

Simpson BayCalgary

SXM - YYC

SXMYYC

Simpson Bay Princess Juliana

Fri 1/5

1:35 p.m.-1:53 p.m.

2 stops26h 18m

Calgary

Thu 14/5

12:34 p.m.-12:33 p.m.

2 stops45h 59m

C$ 964

Simpson BayCalgary

SXM - YYC

SXMYYC

Simpson Bay Princess Juliana

Wed 29/4

3:50 p.m.-11:32 a.m.

2 stops21h 42m

Calgary

Mon 11/5

1:27 p.m.-12:33 p.m.

2 stops21h 06m

C$ 964

San JuanCalgary

SJU - YYC

SJUYYC

San Juan Luis Munoz Marin Intl

Thu 30/4

6:45 p.m.-9:32 p.m.

2 stops28h 47m

Calgary

Fri 1/5

12:50 a.m.-11:50 p.m.

2 stops21h 00m

C$ 986

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$ 1,011
Quickest round-trip

San JuanCalgary

SJU - YYC

SJUYYC

San Juan Luis Munoz Marin Intl

Mon 6/7

12:58 a.m.-11:52 a.m.

1 stop12h 54m

Calgary

Fri 17/7

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

2 stops14h 44m

C$ 1,032

Port of SpainCalgary

POS - YYC

POSYYC

Port of Spain Piarco Intl

Thu 20/8

12:30 a.m.-6:30 p.m.

2 stops20h 00m

Calgary

Mon 7/9

9:30 a.m.-11:23 p.m.

2 stops35h 53m

C$ 1,048

Port of SpainCalgary

POS - YYC

POSYYC

Port of Spain Piarco Intl

Thu 20/8

12:30 a.m.-6:30 p.m.

2 stops20h 00m

Calgary

Wed 9/9

1:56 p.m.-11:23 p.m.

1 stop31h 27m

C$ 1,048

Flights are sorted by cheapest round-trip flights first.

Deals found on 27/3

Showing 1-10 of 40 resultsSorted by cheapest first
1
2
3
4

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, August is the cheapest month in which you can book a flight from Caribbean Islands to Calgary (average of C$ 346). Flying from Caribbean Islands to Calgary in April is currently the most expensive (average of C$ 689). 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 30 March 2026.

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 30 March 2026.
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
9,514 reviews
Check prices

Comfort

7.3

Boarding

7.7

Overall

7.4

Food

6.6

Entertainment

7.1

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
9,514 reviews
United Airlines
7.4
Good
9,514 reviews
Check prices

Comfort

7.3

Boarding

7.7

Overall

7.4

Food

6.6

Entertainment

7.1

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
3,307 reviews
United Airlines
7.4
Good
9,514 reviews
Check prices

Comfort

7.3

Boarding

7.7

Overall

7.4

Food

6.6

Entertainment

7.1

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
10,862 reviews
United Airlines
7.4
Good
9,514 reviews
Check prices

Comfort

7.3

Boarding

7.7

Overall

7.4

Food

6.6

Entertainment

7.1

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 26h 18m. The distance between Caribbean Islands and Calgary is about 5765 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 Port of Spain Piarco Intl - 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, August is the cheapest month in which you can book a flight from Caribbean Islands to Calgary (average of C$ 346). Flying from Caribbean Islands to Calgary in April is currently the most expensive (average of C$ 689). 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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See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Caribbean Islands to Calgary

Discover the top 2 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 30 March 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 334AverageC$ 795FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 483AverageC$ 914FlexibilityNo 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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