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Cheap flights from Calgary to Caribbean Islands from C$ 156

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 22/4. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — SJU
9 Apr — 16 Apr1
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 10 March 2026.

Fri 5/69:55 p.m.
YYC
-
MBJ
2 stops19h 35m
WestJet
Fri 12/612:45 p.m.
MBJ
-
YYC
2 stops19h 25m
WestJet
Deal found 9/3C$ 414
Wed 22/49:30 a.m.
YYC
-
NAS
Nonstop5h 47m
Multiple Airlines
Thu 23/43:15 p.m.
NAS
-
YYC
1 stop10h 07m
Multiple Airlines
Deal found 7/3C$ 421
Thu 4/65:30 p.m.
YYC
-
MBJ
2 stops17h 15m
WestJet
Sun 7/67:30 p.m.
MBJ
-
YYC
2 stops23h 00m
WestJet
Deal found 5/3C$ 421
Mon 1/611:05 a.m.
YYC
-
MBJ
2 stops23h 40m
WestJet
Mon 8/612:45 p.m.
MBJ
-
YYC
2 stops20h 30m
WestJet
Deal found 9/3C$ 422
Thu 16/47:15 a.m.
YYC
-
NAS
2 stops10h 10m
Multiple Airlines
Thu 23/43:15 p.m.
NAS
-
YYC
1 stop10h 07m
Multiple Airlines
Deal found 7/3C$ 423
Tue 2/68:40 p.m.
YYC
-
MBJ
2 stops14h 05m
WestJet
Tue 9/612:45 p.m.
MBJ
-
YYC
2 stops19h 30m
WestJet
Deal found 9/3C$ 425
Fri 29/59:55 p.m.
YYC
-
MBJ
2 stops19h 35m
WestJet
Fri 12/612:45 p.m.
MBJ
-
YYC
2 stops19h 25m
WestJet
Deal found 8/3C$ 432
Tue 26/58:40 p.m.
YYC
-
MBJ
2 stops14h 05m
WestJet
Sun 31/57:30 p.m.
MBJ
-
YYC
2 stops23h 00m
WestJet
Deal found 9/3C$ 433
Wed 8/412:15 a.m.
YYC
-
PUJ
1 stop12h 15m
WestJet
Mon 13/42:30 p.m.
PUJ
-
YYC
2 stops18h 33m
WestJet
Deal found 5/3C$ 441
Mon 1/611:50 p.m.
YYC
-
MBJ
1 stop10h 55m
WestJet
Sat 6/67:30 p.m.
MBJ
-
YYC
2 stops15h 40m
WestJet
Deal found 9/3C$ 444
Sat 18/49:35 p.m.
YYC
-
NAS
2 stops16h 05m
Multiple Airlines
Thu 23/43:15 p.m.
NAS
-
YYC
1 stop10h 07m
Multiple Airlines
Deal found 7/3C$ 459
Sat 18/46:00 a.m.
YYC
-
NAS
1 stop8h 10m
United Airlines
Tue 21/42:53 p.m.
NAS
-
YYC
2 stops25h 00m
United Airlines
Deal found 7/3C$ 470

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 10 March 2026.

Round-trip from

C$ 389

One-way from

C$ 156

Popular in

December

Cheapest in

May

Average price

C$ 947
WestJet
  • WestJet
  • 26/4-28/5
  • 3 total stops
  • 38h 55m total
  • Calgary to Caribbean Islands
Search Deals
WestJet
  • WestJet
  • 19/4
  • 1 total stop
  • 19h 10m total
  • Calgary to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 3% potential increase in price (C$ 36 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 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 10 March 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

CalgaryMontego Bay

YYC - MBJ

YYCMBJ

Calgary

Wed 3/6

1:00 a.m.-11:45 a.m.

1 stop9h 45m

Montego Bay Sangster Intl

Sun 7/6

7:30 p.m.-8:35 a.m.

1 stop14h 05m

C$ 440

CalgaryMontego Bay

YYC - MBJ

YYCMBJ

Calgary

Sat 20/6

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

1 stop11h 30m

Montego Bay Sangster Intl

Tue 23/6

12:45 p.m.-12:44 a.m.

1 stop12h 59m

C$ 480

CalgaryNassau

YYC - NAS

YYCNAS

Calgary

Sat 11/4

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

2 stops29h 47m

Nassau Intl

Tue 14/4

3:59 p.m.-11:32 a.m.

1 stop21h 33m

C$ 490

CalgaryPunta Cana

YYC - PUJ

YYCPUJ

Calgary

Sun 5/4

5:15 p.m.-12:30 p.m.

1 stop17h 15m

Punta Cana

Sun 12/4

3:30 p.m.-7:28 p.m.

1 stop29h 58m

C$ 497

CalgaryPuerto Plata

YYC - POP

YYCPOP

Calgary

Sun 29/3

6:30 p.m.-3:27 p.m.

1 stop18h 57m

Puerto Plata La Union

Sun 5/4

9:35 a.m.-3:20 p.m.

Nonstop7h 45m

C$ 514

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Tue 7/4

1:53 p.m.-12:30 p.m.

1 stop21h 37m

George Town Owen Roberts Intl

Tue 14/4

1:50 p.m.-11:32 a.m.

1 stop22h 42m

C$ 533

CalgaryPunta Cana

YYC - PUJ

YYCPUJ

Calgary

Sat 29/8

1:00 a.m.-2:05 p.m.

1 stop11h 05m

Punta Cana

Sun 6/9

3:00 p.m.-11:25 a.m.

2 stops22h 25m

C$ 535
Quickest round-trip

CalgaryNassau

YYC - NAS

YYCNAS

Calgary

Mon 1/6

6:45 a.m.-5:05 p.m.

1 stop8h 20m

Nassau Intl

Fri 5/6

12:47 p.m.-11:38 p.m.

1 stop12h 51m

C$ 550

CalgaryNassau

YYC - NAS

YYCNAS

Calgary

Tue 28/4

1:27 p.m.-1:47 p.m.

2 stops22h 20m

Nassau Intl

Mon 4/5

3:59 p.m.-11:32 a.m.

1 stop21h 33m

C$ 552

CalgaryPunta Cana

YYC - PUJ

YYCPUJ

Calgary

Sat 11/4

6:00 a.m.-4:30 p.m.

2 stops32h 30m

Punta Cana

Wed 15/4

2:20 p.m.-1:53 p.m.

2 stops25h 33m

C$ 554

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/3

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
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6

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, September is the cheapest month in which you can book a flight from Calgary to Caribbean Islands (average of C$ 284). Flying from Calgary to Caribbean Islands in February is currently the most expensive (average of C$ 516). 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 YYC to EPX?

Find hourly flight availability from Calgary to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 10 March 2026.

When flying from Calgary to Caribbean Islands, 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 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 10 March 2026.
Read through reviews of airlines operating flights from Calgary to Caribbean Islands, such as Air Transat,United Airlines, andWestJet. 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.
Air Transat
7.7
Good
520 reviews
Check prices

Entertainment

7.0

Boarding

7.9

Overall

7.7

Comfort

7.3

Crew

8.5

Food

6.8

Reviews

1 / 20
2.0
Mediocre

Anonymous,Dec 2025

YOW - GCM

The flight was delayed for 3.5 hours. No compensation for a meal voucher. We were positioned at the back of the plane and the toilets were not working properly. It was a foul smell coming from the toilet.
Air Transat
7.7
Good
520 reviews
Air Transat
7.7
Good
520 reviews
Check prices

Entertainment

7.0

Boarding

7.9

Overall

7.7

Comfort

7.3

Crew

8.5

Food

6.8

Reviews

1 / 20
2.0
Mediocre

Anonymous,Dec 2025

YOW - GCM

The flight was delayed for 3.5 hours. No compensation for a meal voucher. We were positioned at the back of the plane and the toilets were not working properly. It was a foul smell coming from the toilet.
United Airlines
7.4
Good
9,410 reviews
Air Transat
7.7
Good
520 reviews
Check prices

Entertainment

7.0

Boarding

7.9

Overall

7.7

Comfort

7.3

Crew

8.5

Food

6.8

Reviews

1 / 20
2.0
Mediocre

Anonymous,Dec 2025

YOW - GCM

The flight was delayed for 3.5 hours. No compensation for a meal voucher. We were positioned at the back of the plane and the toilets were not working properly. It was a foul smell coming from the toilet.
WestJet
7.2
Good
3,288 reviews
Air Transat
7.7
Good
520 reviews
Check prices

Entertainment

7.0

Boarding

7.9

Overall

7.7

Comfort

7.3

Crew

8.5

Food

6.8

Reviews

1 / 20
2.0
Mediocre

Anonymous,Dec 2025

YOW - GCM

The flight was delayed for 3.5 hours. No compensation for a meal voucher. We were positioned at the back of the plane and the toilets were not working properly. It was a foul smell coming from the toilet.
American Airlines
7.1
Good
11,415 reviews
Air Transat
7.7
Good
520 reviews
Check prices

Entertainment

7.0

Boarding

7.9

Overall

7.7

Comfort

7.3

Crew

8.5

Food

6.8

Reviews

1 / 20
2.0
Mediocre

Anonymous,Dec 2025

YOW - GCM

The flight was delayed for 3.5 hours. No compensation for a meal voucher. We were positioned at the back of the plane and the toilets were not working properly. It was a foul smell coming from the toilet.
Air Canada
7.1
Good
10,800 reviews
Air Transat
7.7
Good
520 reviews
Check prices

Entertainment

7.0

Boarding

7.9

Overall

7.7

Comfort

7.3

Crew

8.5

Food

6.8

Reviews

1 / 20
2.0
Mediocre

Anonymous,Dec 2025

YOW - GCM

The flight was delayed for 3.5 hours. No compensation for a meal voucher. We were positioned at the back of the plane and the toilets were not working properly. It was a foul smell coming from the toilet.

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$ 550, WestJet can have you in Caribbean Islands from Calgary in 8h 20m. The distance between Calgary and Caribbean Islands is about 4239 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$ 175. Users have also found prices from C$ 222 and C$ 250 on United Airlines and Air Canada, respectively.

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

    While some choose either Calgary - Montego Bay Sangster Intl or Calgary - Bridgetown Grantley Adams Intl, 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, September is the cheapest month in which you can book a flight from Calgary to Caribbean Islands (average of C$ 284). Flying from Calgary to Caribbean Islands in February is currently the most expensive (average of C$ 516). 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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Alternative routes for Calgary to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Calgary to Caribbean Islands

Discover the top 5 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 10 March 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 299AverageC$ 714FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 417AverageC$ 828FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 423AverageC$ 1,005FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
Air TransatCheapestC$ 554AverageC$ 831FlexibilityNo cancel feeOn-time50%
Search Air Transat flights
American AirlinesCheapestC$ 598AverageC$ 719FlexibilityNo 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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