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Cheap flights from Calgary to Caribbean Islands from C$ 251

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 4/7. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — SJU
9 Jul — 16 Jul1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Calgary to Caribbean Islands

Enter your travel dates to find the best prices.

Cheapest flights from Calgary to Caribbean Islands
Explore the most affordable flight options available from Calgary to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 9 June 2026.

Tue 1/1210:00 a.m.
YYC
-
MBJ
Nonstop5h 24m
WestJet
Tue 8/122:50 p.m.
MBJ
-
YYC
Nonstop8h 08m
WestJet
Deal found 5/6C$ 527
Tue 9/61:27 p.m.
YYC
-
PUJ
1 stop26h 08m
United Airlines
Sat 13/66:45 p.m.
PUJ
-
YYC
2 stops29h 03m
United Airlines
Deal found 4/6C$ 536
Thu 11/68:00 a.m.
YYC
-
PUJ
2 stops26h 40m
United Airlines
Sat 13/66:45 p.m.
PUJ
-
YYC
2 stops29h 52m
United Airlines
Deal found 5/6C$ 544
Sat 24/106:00 a.m.
YYC
-
SJU
2 stops15h 50m
United Airlines
Tue 3/117:45 a.m.
SJU
-
YYC
2 stops16h 53m
United Airlines
Deal found 7/6C$ 545
Fri 5/61:27 p.m.
YYC
-
GCM
2 stops25h 08m
United Airlines
Fri 12/61:35 p.m.
GCM
-
YYC
2 stops22h 57m
United Airlines
Deal found 5/6C$ 558
Sat 13/66:00 a.m.
YYC
-
MBJ
1 stop8h 45m
United Airlines
Sat 20/64:33 p.m.
MBJ
-
YYC
1 stop31h 42m
United Airlines
Deal found 7/6C$ 559
Sat 19/96:45 a.m.
YYC
-
SJU
1 stop15h 05m
Air Canada
Fri 25/91:00 a.m.
SJU
-
YYC
1 stop18h 30m
Air Canada
Deal found 5/6C$ 570
Thu 11/66:00 a.m.
YYC
-
MBJ
2 stops30h 30m
United Airlines
Sun 14/64:33 p.m.
MBJ
-
YYC
2 stops30h 15m
United Airlines
Deal found 7/6C$ 570
Mon 19/1011:45 p.m.
YYC
-
GCM
2 stops12h 00m
WestJet
Mon 26/101:50 p.m.
GCM
-
YYC
2 stops18h 03m
WestJet
Deal found 4/6C$ 576
Fri 11/91:00 a.m.
YYC
-
PUJ
1 stop13h 05m
Air Canada
Sat 19/95:05 p.m.
PUJ
-
YYC
1 stop24h 52m
Air Canada
Deal found 5/6C$ 579
Thu 11/66:00 a.m.
YYC
-
MBJ
2 stops30h 30m
United Airlines
Fri 19/62:40 p.m.
MBJ
-
YYC
2 stops32h 08m
United Airlines
Deal found 7/6C$ 583
Thu 17/97:40 p.m.
YYC
-
PUJ
1 stop17h 45m
Air Canada
Wed 30/95:05 p.m.
PUJ
-
YYC
1 stop24h 52m
Air Canada
Deal found 7/6C$ 584

Find flight deals from Calgary to Caribbean Islands

Keep the following information in mind while searching for Calgary to Caribbean Islands flight deals. Data was last updated 9 June 2026.

Round-trip from

C$ 527

One-way from

C$ 251

Popular in

August

Cheapest in

June

Average price

C$ 732
WestJet
  • WestJet
  • 1/12-8/12
  • Nonstop
  • 13h 32m total
  • Calgary to Caribbean Islands
Search Deals
United Airlines
  • United Airlines
  • 4/7
  • 2 total stops
  • 22h 05m total
  • Calgary to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 0% potential increase in price (C$ 1 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 24 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Calgary to Caribbean Islands 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 9 June 2026.
Use the filters below to find and compare flights from Calgary to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CalgarySan Juan

YYC - SJU

YYCSJU

Calgary

Sat 24/10

6:00 a.m.-5:38 p.m.

1 stop9h 38m

San Juan Luis Munoz Marin Intl

Tue 3/11

7:45 a.m.-9:38 p.m.

2 stops16h 53m

C$ 545

CalgarySan Juan

YYC - SJU

YYCSJU

Calgary

Sat 19/9

6:45 a.m.-11:50 p.m.

1 stop15h 05m

San Juan Luis Munoz Marin Intl

Fri 25/9

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

1 stop18h 30m

C$ 570

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Mon 19/10

11:45 p.m.-12:45 p.m.

2 stops12h 00m

George Town Owen Roberts Intl

Mon 26/10

1:50 p.m.-6:53 a.m.

2 stops18h 03m

C$ 576

CalgaryMontego Bay

YYC - MBJ

YYCMBJ

Calgary

Sun 26/7

6:00 a.m.-3:10 p.m.

2 stops32h 10m

Montego Bay Sangster Intl

Fri 31/7

2:40 p.m.-6:10 p.m.

2 stops28h 30m

C$ 621

CalgaryNassau

YYC - NAS

YYCNAS

Calgary

Fri 21/8

6:00 a.m.-1:47 p.m.

2 stops29h 47m

Nassau Intl

Sat 29/8

2:53 p.m.-10:36 p.m.

2 stops33h 43m

C$ 626

CalgaryNassau

YYC - NAS

YYCNAS

Calgary

Fri 10/7

7:15 p.m.-4:10 p.m.

1 stop18h 55m

Nassau Intl

Sun 26/7

4:58 p.m.-6:10 p.m.

2 stops27h 12m

C$ 629

CalgaryNassau

YYC - NAS

YYCNAS

Calgary

Mon 19/10

2:10 p.m.-11:10 a.m.

1 stop19h 00m

Nassau Intl

Mon 26/10

4:50 p.m.-6:45 a.m.

2 stops15h 55m

C$ 636

CalgaryPunta Cana

YYC - PUJ

YYCPUJ

Calgary

Mon 21/9

6:00 a.m.-3:30 p.m.

2 stops31h 30m

Punta Cana

Fri 25/9

3:35 p.m.-11:28 a.m.

2 stops45h 53m

C$ 640

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Wed 18/11

12:15 a.m.-1:44 p.m.

1 stop11h 29m

George Town Owen Roberts Intl

Sun 29/11

2:50 p.m.-10:00 a.m.

1 stop21h 10m

C$ 646

CalgaryMontego Bay

YYC - MBJ

YYCMBJ

Calgary

Wed 7/10

3:50 p.m.-11:20 a.m.

2 stops18h 30m

Montego Bay Sangster Intl

Thu 15/10

12:30 p.m.-7:12 a.m.

2 stops19h 42m

C$ 655

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/6

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Calgary to Caribbean Islands

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

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

Currently, October is the cheapest month in which you can book a flight from Calgary to Caribbean Islands (average of C$ 213). Flying from Calgary to Caribbean Islands in June is currently the most expensive (average of C$ 335). 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.

How far ahead should I book a flight from Calgary to Caribbean Islands?

The best time to book flights from Calgary to Caribbean Islands is 78 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Caribbean Islands. Reviews last updated 9 June 2026.
Read through reviews of airlines operating flights from Calgary to Caribbean Islands, such as United Airlines,WestJet, andAmerican Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,796 reviews
Check prices

Crew

8.1

Comfort

7.3

Overall

7.4

Entertainment

7.1

Boarding

7.7

Food

6.6

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats
United Airlines
7.4
Good
9,796 reviews
United Airlines
7.4
Good
9,796 reviews
Check prices

Crew

8.1

Comfort

7.3

Overall

7.4

Entertainment

7.1

Boarding

7.7

Food

6.6

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats
WestJet
7.2
Good
3,356 reviews
United Airlines
7.4
Good
9,796 reviews
Check prices

Crew

8.1

Comfort

7.3

Overall

7.4

Entertainment

7.1

Boarding

7.7

Food

6.6

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats
American Airlines
7.1
Good
11,640 reviews
United Airlines
7.4
Good
9,796 reviews
Check prices

Crew

8.1

Comfort

7.3

Overall

7.4

Entertainment

7.1

Boarding

7.7

Food

6.6

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats
Air Canada
7.1
Good
11,149 reviews
United Airlines
7.4
Good
9,796 reviews
Check prices

Crew

8.1

Comfort

7.3

Overall

7.4

Entertainment

7.1

Boarding

7.7

Food

6.6

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats

Related info for your journey

Find useful and relevant information for your journey from Calgary to Caribbean Islands. 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 from for flights from Calgary to Caribbean Islands?

    If you book a flight to Caribbean Islands from Calgary, you will be flying from Calgary, which is the city’s only airport. Calgary (YYC) is located 9.3 km from the centre of Calgary.

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

    For as low as C$ 545, United Airlines can have you in Caribbean Islands from Calgary in 9h 38m. The distance between Calgary and Caribbean Islands is about 5541 km. Both multi-stop and direct flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Calgary to Caribbean Islands one-way?

    For one-way options, check prices for WestJet. According to our data, you can fly for as low as C$ 155. Users have also found prices from C$ 228 and C$ 277 on United Airlines and Air Canada, respectively.

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

    While some choose either Calgary - Nassau Intl or Calgary - Oranjestad Reina Beatrix, Calgary - Punta Cana is the most popular route from Calgary to Caribbean Islands.

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

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

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

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

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

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

    Currently, October is the cheapest month in which you can book a flight from Calgary to Caribbean Islands (average of C$ 213). Flying from Calgary to Caribbean Islands in June is currently the most expensive (average of C$ 335). 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

Browse thousands of different options on Cheapflights for your next trip

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Top 4 airlines flying from Calgary to Caribbean Islands

Discover the top 4 airlines that operate flights from Calgary to Caribbean Islands. 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 9 June 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 300AverageC$ 720FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 435AverageC$ 894FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 435AverageC$ 1,075FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
American AirlinesCheapestC$ 624AverageC$ 849FlexibilityNo cancel feeOn-time71%
Search American Airlines 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 Calgary to Caribbean Islands?

When you search for this flight from Calgary to Caribbean Islands, 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 Calgary to Caribbean Islands?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Caribbean Islands from Calgary.

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

Certainly. Search results for flights to Caribbean Islands from Calgary 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 Calgary to Caribbean Islands become cheaper?

Of course! You can now track prices for flights from Calgary to Caribbean Islands and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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