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Cheap flights from Caribbean Islands to Calgary from C$ 369
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 21/10. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — YYC
17 Oct — 24 Oct1
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 17 September 2025.
Find flight deals from Caribbean Islands to Calgary
Cheapest flights from Caribbean Islands to CalgaryExplore 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 17 September 2025.
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 17 September 2025.
Wed 15/106:22 a.m.SJU - YYC
1 stop16h 41mMultiple Airlines
Wed 22/109:45 a.m.YYC - SJU
1 stop27h 39mMultiple Airlines
Deal found 17/9C$ 655
Wed 15/107:00 a.m.SJU - YYC
2 stops16h 54mAmerican Airlines
Wed 22/106:45 a.m.YYC - SJU
2 stops13h 25mAmerican Airlines
Deal found 17/9C$ 830
Fri 3/103:05 p.m.SXM - YYC
2 stops30h 55mMultiple Airlines
Tue 7/102:55 p.m.YYC - SXM
2 stops18h 32mMultiple Airlines
Deal found 17/9C$ 847
Wed 15/107:00 a.m.SJU - YYC
2 stops18h 02mDelta
Wed 22/109:45 a.m.YYC - SJU
1 stop12h 11mDelta
Deal found 17/9C$ 911
Fri 5/124:41 p.m.SJU - YYC
2 stops22h 03mAmerican Airlines
Sat 13/1212:45 p.m.YYC - SJU
2 stops22h 30mAmerican Airlines
Deal found 16/9C$ 927
Fri 31/101:05 a.m.SJU - YYC
2 stops15h 16mUnited Airlines
Sat 8/113:30 p.m.YYC - SJU
2 stops18h 47mUnited Airlines
Deal found 17/9C$ 931
Sat 20/125:20 p.m.SXM - YYC
2 stops23h 46mDelta
Sun 28/123:17 p.m.YYC - SXM
2 stops18h 01mDelta
Deal found 17/9C$ 1,055
Fri 5/122:25 p.m.SJU - YYC
1 stop10h 28mUnited Airlines
Sat 13/121:30 p.m.YYC - SJU
1 stop24h 06mUnited Airlines
Deal found 16/9C$ 1,070
Sun 21/121:50 p.m.SXM - YYC
2 stops27h 16mDelta
Sun 28/123:17 p.m.YYC - SXM
2 stops18h 01mDelta
Deal found 17/9C$ 1,099
Sat 20/125:00 p.m.SXM - YYC
1 stop18h 43mAir Canada
Sun 28/1211:40 p.m.YYC - SXM
1 stop13h 20mAir Canada
Deal found 15/9C$ 1,509
Sun 21/123:40 p.m.SXM - YYC
1 stop22h 33mAir Canada
Sun 28/1211:40 p.m.YYC - SXM
2 stops36h 00mAir Canada
Deal found 15/9C$ 1,513
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 17 September 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
Fri 17/10
3:14 p.m.-11:19 a.m.
1 stop22h 05m
Calgary
Fri 24/10
7:00 a.m.-2:28 p.m.
2 stops29h 28m
C$ 457
San JuanCalgary
SJU - YYC
SJUYYC
San Juan Luis Munoz Marin Intl
Wed 15/10
6:22 a.m.-9:03 p.m.
1 stop16h 41m
Calgary
Wed 22/10
9:45 a.m.-3:24 p.m.
1 stop27h 39m
C$ 655
San JuanCalgary
SJU - YYC
SJUYYC
San Juan Luis Munoz Marin Intl
Thu 4/12
3:59 a.m.-9:51 p.m.
2 stops20h 52m
Calgary
Sat 13/12
10:00 a.m.-12:57 a.m.
1 stop11h 57m
C$ 692
Simpson BayCalgary
SXM - YYC
SXMYYC
Simpson Bay Princess Juliana
Fri 6/3
4:55 p.m.-9:38 p.m.
2 stops31h 43m
Calgary
Mon 9/3
2:00 p.m.-12:51 p.m.
2 stops20h 51m
C$ 955
Simpson BayCalgary
SXM - YYC
SXMYYC
Simpson Bay Princess Juliana
Fri 3/10
3:05 p.m.-11:20 a.m.
2 stops22h 15m
Calgary
Tue 7/10
7:00 a.m.-11:27 a.m.
3 stops26h 27m
C$ 956
Simpson BayCalgary
SXM - YYC
SXMYYC
Simpson Bay Princess Juliana
Fri 6/3
4:20 p.m.-12:42 a.m.
2 stops35h 22m
Calgary
Sun 8/3
12:15 a.m.-2:17 p.m.
1 stop12h 02m
C$ 1,019
Simpson BayCalgary
SXM - YYC
SXMYYC
Simpson Bay Princess Juliana
Sat 20/12
5:20 p.m.-2:06 p.m.
2 stops23h 46m
Calgary
Sun 28/12
12:45 p.m.-2:50 p.m.
2 stops23h 05m
C$ 1,055
Port of SpainCalgary
POS - YYC
POSYYC
Port of Spain Piarco Intl
Thu 5/2
1:30 a.m.-9:53 p.m.
2 stops23h 23m
Calgary
Mon 9/2
12:37 p.m.-12:23 a.m.
2 stops32h 46m
C$ 1,801
Port of SpainCalgary
POS - YYC
POSYYC
Port of Spain Piarco Intl
Fri 6/2
7:10 a.m.-11:23 a.m.
2 stops31h 13m
Calgary
Mon 9/2
2:30 p.m.-5:00 p.m.
2 stops23h 30m
C$ 1,803
Port of SpainCalgary
POS - YYC
POSYYC
Port of Spain Piarco Intl
Thu 5/2
2:15 a.m.-6:54 p.m.
1 stop19h 39m
Calgary
Mon 9/2
11:40 p.m.-1:10 a.m.
1 stop22h 30m
C$ 1,806
Showing 1-10 of 29 results
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$ 138). 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 17 September 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 17 September 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.
Entertainment
7.1
Overall
7.4
Boarding
7.7
Comfort
7.3
Crew
8.1
Food
6.6
Reviews
1 / 20
8.0
ExcellentRuth,Dec 2024
ORD - AMS
Entertainment
7.1
Overall
7.4
Boarding
7.7
Comfort
7.3
Crew
8.1
Food
6.6
Reviews
1 / 20
8.0
ExcellentRuth,Dec 2024
ORD - AMS
Entertainment
7.1
Overall
7.4
Boarding
7.7
Comfort
7.3
Crew
8.1
Food
6.6
Reviews
1 / 20
8.0
ExcellentRuth,Dec 2024
ORD - AMS
Entertainment
7.1
Overall
7.4
Boarding
7.7
Comfort
7.3
Crew
8.1
Food
6.6
Reviews
1 / 20
8.0
ExcellentRuth,Dec 2024
ORD - AMS
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.
Travelling to a place near Calgary?
Book flights to Calgary if you plan to visit one of these locationsCanmore
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 17 September 2025.
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.