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Cheap flights from Caribbean to Calgary from C$ 274
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 9/11. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — YYC
28 Nov — 5 Dec1
Find flight deals from Caribbean to Calgary
Cheapest flights from Caribbean to CalgaryExplore 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 29 October 2025.
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 29 October 2025.
Thu 13/112:50 p.m.AUA - YYC
2 stops26h 31mUnited Airlines
Mon 17/111:30 p.m.YYC - AUA
2 stops23h 55mUnited Airlines
Deal found 29/10C$ 679
Thu 13/114:05 p.m.AUA - YYC
1 stop11h 09mMultiple Airlines
Mon 17/117:00 a.m.YYC - AUA
2 stops29h 40mMultiple Airlines
Deal found 29/10C$ 762
Thu 13/114:30 p.m.AUA - YYC
1 stop11h 14mWestJet
Sun 16/1112:15 a.m.YYC - AUA
1 stop12h 25mWestJet
Deal found 29/10C$ 771
Sat 1/117:10 a.m.SJU - YYC
2 stops16h 44mAmerican Airlines
Mon 3/1112:45 p.m.YYC - SJU
2 stops18h 32mAmerican Airlines
Deal found 28/10C$ 959
Tue 30/124:20 p.m.SXM - YYC
2 stops18h 22mWestJet
Sun 4/18:15 p.m.YYC - SXM
2 stops40h 06mWestJet
Deal found 28/10C$ 1,006
Sun 21/123:40 p.m.SXM - YYC
2 stops44h 49mAir Canada
Sun 28/126:15 a.m.YYC - SXM
1 stop30h 45mAir Canada
Deal found 29/10C$ 1,135
Sun 21/124:20 p.m.SXM - YYC
1 stop11h 24mWestJet
Sun 28/129:35 p.m.YYC - SXM
2 stops38h 46mWestJet
Deal found 28/10C$ 1,184
Sat 1/113:31 p.m.SJU - YYC
1 stop23h 13mMultiple Airlines
Sun 2/111:05 a.m.YYC - SJU
2 stops22h 49mMultiple Airlines
Deal found 28/10C$ 1,237
Fri 31/101:05 a.m.SJU - YYC
2 stops15h 16mUnited Airlines
Mon 3/116:15 a.m.YYC - SJU
2 stops28h 02mUnited Airlines
Deal found 28/10C$ 1,290
Sat 20/125:00 p.m.SXM - YYC
1 stop18h 43mAir Canada
Sun 28/126:15 a.m.YYC - SXM
1 stop30h 45mAir Canada
Deal found 29/10C$ 1,311
Tue 30/125:00 p.m.SXM - YYC
1 stop22h 24mAir Canada
Sun 4/111:40 p.m.YYC - SXM
1 stop13h 20mAir Canada
Deal found 28/10C$ 1,488
Fri 31/101:05 a.m.SJU - YYC
1 stop20h 15mAir Canada
Mon 3/116:45 a.m.YYC - SJU
1 stop14h 51mAir Canada
Deal found 28/10C$ 1,645
Cheap flight deals from Caribbean to Calgary
Keep the following information in mind while searching for Caribbean to Calgary flight deals. Data was last updated 29 October 2025.
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 29 October 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
OranjestadCalgary
AUA - YYC
AUAYYC
Oranjestad Reina Beatrix
Thu 13/11
2:50 p.m.-2:21 p.m.
2 stops26h 31m
Calgary
Mon 17/11
1:30 p.m.-4:25 p.m.
2 stops23h 55m
C$ 679
OranjestadCalgary
AUA - YYC
AUAYYC
Oranjestad Reina Beatrix
Thu 13/11
4:05 p.m.-12:14 a.m.
1 stop11h 09m
Calgary
Mon 17/11
7:00 a.m.-3:40 p.m.
2 stops29h 40m
C$ 762
OranjestadCalgary
AUA - YYC
AUAYYC
Oranjestad Reina Beatrix
Thu 13/11
4:30 p.m.-12:44 a.m.
1 stop11h 14m
Calgary
Sun 16/11
12:15 a.m.-3:40 p.m.
1 stop12h 25m
C$ 771
Simpson BayCalgary
SXM - YYC
SXMYYC
Simpson Bay Princess Juliana
Tue 17/2
1:25 p.m.-12:05 a.m.
1 stop13h 40m
Calgary
Sun 1/3
8:20 a.m.-3:10 p.m.
2 stops27h 50m
C$ 798
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
1:30 p.m.-5:00 a.m.
1 stop12h 30m
C$ 834
Simpson BayCalgary
SXM - YYC
SXMYYC
Simpson Bay Princess Juliana
Tue 17/2
1:25 p.m.-12:05 a.m.
1 stop13h 40m
Calgary
Tue 24/2
12:15 a.m.-3:17 p.m.
1 stop12h 02m
C$ 865
ProvidencialesCalgary
PLS - YYC
PLSYYC
Providenciales
Wed 15/4
3:55 p.m.-11:08 a.m.
2 stops21h 13m
Calgary
Sat 18/4
1:13 p.m.-12:10 p.m.
2 stops20h 57m
C$ 866
OranjestadCalgary
AUA - YYC
AUAYYC
Oranjestad Reina Beatrix
Tue 17/3
3:30 p.m.-10:16 p.m.
2 stops32h 46m
Calgary
Thu 19/3
6:30 a.m.-2:35 p.m.
2 stops30h 05m
C$ 924
ProvidencialesCalgary
PLS - YYC
PLSYYC
Providenciales
Wed 15/4
1:20 p.m.-11:21 a.m.
2 stops24h 01m
Calgary
Fri 17/4
12:55 a.m.-5:25 p.m.
1 stop14h 30m
C$ 938
ProvidencialesCalgary
PLS - YYC
PLSYYC
Providenciales
Wed 15/4
2:35 p.m.-1:56 p.m.
2 stops25h 21m
Calgary
Sat 18/4
2:00 p.m.-11:29 a.m.
2 stops19h 29m
C$ 978
Showing 1-10 of 51 results
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, December is the cheapest month in which you can book a flight from Caribbean to Calgary (average of C$ 298). Flying from Caribbean to Calgary in March is currently the most expensive (average of C$ 756). 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 29 October 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 54% 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 29 October 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.
Entertainment
7.1
Boarding
7.7
Food
6.6
Overall
7.4
Comfort
7.3
Crew
8.1
Reviews
1 / 20
8.0
ExcellentRuth,Dec 2024
ORD - AMS
Entertainment
7.1
Boarding
7.7
Food
6.6
Overall
7.4
Comfort
7.3
Crew
8.1
Reviews
1 / 20
8.0
ExcellentRuth,Dec 2024
ORD - AMS
Entertainment
7.1
Boarding
7.7
Food
6.6
Overall
7.4
Comfort
7.3
Crew
8.1
Reviews
1 / 20
8.0
ExcellentRuth,Dec 2024
ORD - AMS
Entertainment
7.1
Boarding
7.7
Food
6.6
Overall
7.4
Comfort
7.3
Crew
8.1
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 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
Radium Hot Springs
Airdrie
Drumheller
Kananaskis
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Alternative routes for Caribbean to Calgary
See prices for flight routes from nearby airports that may be better suited for you.
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 29 October 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 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.