Find flights
Deals
When to book
Airlines
FAQs

Cheap flights from Calgary to Caribbean from C$ 259

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 10/9. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — SJU
29 Aug — 5 Sep1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Calgary to Caribbean

Enter your travel dates to find the best prices.

Cheapest flights from Calgary to Caribbean
Explore the most affordable flight options available from Calgary to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 30 July 2026.

Wed 18/116:10 p.m.
YYC
-
NAS
1 stop17h 05m
Air Canada
Wed 25/112:05 p.m.
NAS
-
YYC
2 stops23h 30m
Air Canada
Deal found 26/7C$ 494
Thu 29/1012:15 a.m.
YYC
-
CUR
1 stop12h 02m
WestJet
Fri 6/114:10 p.m.
CUR
-
YYC
1 stop27h 50m
WestJet
Deal found 27/7C$ 501
Sat 12/129:30 a.m.
YYC
-
NAS
Nonstop4h 42m
WestJet
Sat 19/124:40 p.m.
NAS
-
YYC
Nonstop7h 36m
WestJet
Deal found 26/7C$ 524
Tue 27/106:00 a.m.
YYC
-
SJU
1 stop9h 25m
United Airlines
Wed 4/117:40 a.m.
SJU
-
YYC
2 stops17h 13m
United Airlines
Deal found 25/7C$ 545
Sat 24/1012:45 a.m.
YYC
-
PUJ
1 stop15h 00m
Air Canada
Wed 4/117:45 p.m.
PUJ
-
YYC
1 stop19h 23m
Air Canada
Deal found 27/7C$ 548
Tue 20/106:00 a.m.
YYC
-
SJU
1 stop9h 38m
United Airlines
Thu 22/102:00 p.m.
SJU
-
YYC
1 stop9h 48m
United Airlines
Deal found 26/7C$ 555
Sun 25/109:10 p.m.
YYC
-
PUJ
2 stops14h 40m
Air Canada
Mon 2/117:45 p.m.
PUJ
-
YYC
2 stops20h 39m
Air Canada
Deal found 28/7C$ 565
Fri 30/1012:45 a.m.
YYC
-
PUJ
1 stop19h 50m
Air Canada
Sat 7/117:45 p.m.
PUJ
-
YYC
1 stop19h 23m
Air Canada
Deal found 25/7C$ 568
Sun 25/106:35 p.m.
YYC
-
POP
1 stop18h 58m
WestJet
Sun 1/115:30 p.m.
POP
-
YYC
1 stop31h 30m
WestJet
Deal found 27/7C$ 572
Thu 29/1012:45 a.m.
YYC
-
PUJ
1 stop10h 00m
Air Canada
Sat 7/111:05 p.m.
PUJ
-
YYC
1 stop23h 39m
Air Canada
Deal found 29/7C$ 572
Sat 5/128:45 a.m.
YYC
-
PUJ
1 stop8h 00m
WestJet
Sat 12/128:45 p.m.
PUJ
-
YYC
1 stop16h 25m
WestJet
Deal found 29/7C$ 576
Fri 13/1111:40 p.m.
YYC
-
MBJ
2 stops38h 49m
WestJet
Mon 23/112:55 p.m.
MBJ
-
YYC
2 stops25h 11m
WestJet
Deal found 29/7C$ 576

Find flight deals from Calgary to Caribbean

Keep the following information in mind while searching for Calgary to Caribbean flight deals. Data was last updated 30 July 2026.

Round-trip from

C$ 487

One-way from

C$ 259

Popular in

August

Cheapest in

June

Average price

C$ 956

Good round-trip deal

C$ 555 or less
WestJet
  • WestJet
  • 21/10-1/11
  • 2 total stops
  • 26h 25m total
  • Calgary to Caribbean
Search Deals
WestJet
  • WestJet
  • 10/9
  • 1 total stop
  • 23h 35m total
  • Calgary to Caribbean
Search Deals
Highest demand for flights based on searches. 8% potential increase in price (C$ 113 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 32 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals
Price to beat on a round-trip flight from Calgary to Caribbean.
Search Deals

Cheapflights Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CalgarySan Juan

YYC - SJU

YYCSJU

Calgary

Tue 27/10

6:00 a.m.-11:36 p.m.

2 stops15h 36m

San Juan Luis Munoz Marin Intl

Wed 4/11

7:40 a.m.-10:53 p.m.

2 stops17h 13m

C$ 545
Quickest round-trip

CalgarySan Juan

YYC - SJU

YYCSJU

Calgary

Tue 20/10

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

1 stop9h 38m

San Juan Luis Munoz Marin Intl

Thu 22/10

2:00 p.m.-9:48 p.m.

1 stop9h 48m

C$ 555

CalgaryPuerto Plata

YYC - POP

YYCPOP

Calgary

Sun 25/10

12:30 p.m.-3:33 p.m.

2 stops25h 03m

Puerto Plata La Union

Mon 2/11

5:30 p.m.-9:58 a.m.

2 stops18h 28m

C$ 579

CalgaryWillemstad

YYC - CUR

YYCCUR

Calgary

Thu 5/11

3:15 p.m.-2:17 p.m.

1 stop21h 02m

Willemstad Hato Int.

Sun 22/11

4:10 p.m.-8:45 a.m.

2 stops18h 35m

C$ 584

CalgaryProvidenciales

YYC - PLS

YYCPLS

Calgary

Fri 13/11

1:40 p.m.-12:35 p.m.

1 stop21h 55m

Providenciales

Sat 21/11

2:30 p.m.-8:53 a.m.

2 stops19h 23m

C$ 589

CalgaryMontego Bay

YYC - MBJ

YYCMBJ

Calgary

Tue 17/11

7:35 p.m.-12:54 p.m.

2 stops16h 19m

Montego Bay Sangster Intl

Tue 1/12

8:25 p.m.-7:30 p.m.

2 stops24h 05m

C$ 590

CalgaryMontego Bay

YYC - MBJ

YYCMBJ

Calgary

Sun 8/11

10:50 a.m.-12:54 p.m.

2 stops25h 04m

Montego Bay Sangster Intl

Wed 18/11

2:55 p.m.-8:45 a.m.

2 stops18h 50m

C$ 590

CalgaryNassau

YYC - NAS

YYCNAS

Calgary

Fri 28/8

4:50 p.m.-11:10 a.m.

1 stop16h 20m

Nassau Intl

Sat 5/9

12:00 p.m.-1:10 p.m.

1 stop27h 10m

C$ 611

CalgaryNassau

YYC - NAS

YYCNAS

Calgary

Sat 7/11

6:30 a.m.-2:40 p.m.

1 stop7h 10m

Nassau Intl

Thu 12/11

4:50 p.m.-2:30 p.m.

1 stop22h 40m

C$ 624

CalgaryMontego Bay

YYC - MBJ

YYCMBJ

Calgary

Sat 9/1

12:30 p.m.-1:37 p.m.

2 stops24h 07m

Montego Bay Sangster Intl

Fri 29/1

3:55 p.m.-12:54 p.m.

2 stops21h 59m

C$ 631

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/7

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

Best time to book a flight from Calgary to Caribbean

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

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

Currently, September is the cheapest month in which you can book a flight from Calgary to Caribbean (average of C$ 721). Flying from Calgary to Caribbean in July is currently the most expensive (average of C$ 941). 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?

Booking 58 days in advance of your planned departure date is, on average, the best time to get cheap flights from Calgary to Caribbean. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. 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. Reviews last updated 30 July 2026.
Check out reviews from past customers who have flown with Air Transat,United Airlines, andWestJet from Calgary to Caribbean to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Air Transat
7.8
Good
568 reviews
Check prices

Food

6.8

Overall

7.8

Entertainment

7.1

Boarding

8.0

Crew

8.5

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Paul,Jul 2026

YUL - LGW

Had to bus to the plane which made priority boarding at the back of the bus
Air Transat
7.8
Good
568 reviews
Air Transat
7.8
Good
568 reviews
Check prices

Food

6.8

Overall

7.8

Entertainment

7.1

Boarding

8.0

Crew

8.5

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Paul,Jul 2026

YUL - LGW

Had to bus to the plane which made priority boarding at the back of the bus
United Airlines
7.4
Good
10,053 reviews
Air Transat
7.8
Good
568 reviews
Check prices

Food

6.8

Overall

7.8

Entertainment

7.1

Boarding

8.0

Crew

8.5

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Paul,Jul 2026

YUL - LGW

Had to bus to the plane which made priority boarding at the back of the bus
WestJet
7.2
Good
3,415 reviews
Air Transat
7.8
Good
568 reviews
Check prices

Food

6.8

Overall

7.8

Entertainment

7.1

Boarding

8.0

Crew

8.5

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Paul,Jul 2026

YUL - LGW

Had to bus to the plane which made priority boarding at the back of the bus
American Airlines
7.1
Good
11,845 reviews
Air Transat
7.8
Good
568 reviews
Check prices

Food

6.8

Overall

7.8

Entertainment

7.1

Boarding

8.0

Crew

8.5

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Paul,Jul 2026

YUL - LGW

Had to bus to the plane which made priority boarding at the back of the bus
Air Canada
7.1
Good
11,407 reviews
Air Transat
7.8
Good
568 reviews
Check prices

Food

6.8

Overall

7.8

Entertainment

7.1

Boarding

8.0

Crew

8.5

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Paul,Jul 2026

YUL - LGW

Had to bus to the plane which made priority boarding at the back of the bus

Related info for your journey

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

    If you book a flight to Caribbean 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?

    Departing from Calgary to Caribbean will take you 12h 02m. Airlines will cover a distance of 5922 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 one-way?

    The cheapest airlines for a one-way flight from Calgary to Caribbean are WestJet (C$ 162), United Airlines (C$ 251), and Air Canada (C$ 321).

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

    The most popular route from Calgary to Caribbean is Calgary - Punta Cana. You may also consider Calgary - Montego Bay Sangster Intl or Calgary - Nassau Intl.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Calgary to Caribbean 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?

    Currently, September is the cheapest month in which you can book a flight from Calgary to Caribbean (average of C$ 721). Flying from Calgary to Caribbean in July is currently the most expensive (average of C$ 941). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Calgary to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
Calgary to Cancún flights
Calgary to Cozumel flights
Edmonton to Vancouver Intl flights
Calgary to Vancouver Intl flights
Calgary to Pearson Intl flights
Edmonton to Pearson Intl flights
Calgary to Hamilton flights
Edmonton to Hamilton flights
Calgary to Abbotsford flights
Edmonton to Abbotsford flights
Calgary to Region of Waterloo Intl flights
Calgary to Toronto Island flights
Edmonton to Toronto Island flights
Edmonton to Pierre Elliott Trudeau Intl flights
Calgary to Pierre Elliott Trudeau Intl flights
Calgary to Heathrow flights
Calgary to Ottawa flights
Calgary to Los Angeles flights
Calgary to New Delhi flights
Calgary to Las Vegas flights
Edmonton to New Delhi flights
Calgary to Winnipeg flights
Edmonton to Cancún flights
Calgary to Newark flights
Edmonton to Ottawa flights
Calgary to Seattle flights
Calgary to John F Kennedy Intl flights
Calgary to Victoria flights
Edmonton to Las Vegas flights
Calgary to Halifax flights
Edmonton to Los Angeles flights
Calgary to Narita flights
Calgary to Keflavik Intl flights
Edmonton to Seattle flights
Edmonton to Manila flights
Edmonton to Kelowna flights
Calgary to Manila flights
Calgary to Kelowna flights
Calgary to San Francisco flights
Edmonton to Keflavik Intl flights
Calgary to O'Hare Intl flights
Calgary to Sky Harbor Intl flights
Calgary to Edmonton flights
Calgary to Orlando flights
Calgary to Amsterdam flights
Calgary to Haneda flights
Calgary to Gatwick flights
Calgary to Hobby flights
Calgary to Puerto Vallarta flights
Calgary to George Bush Intcntl flights

Top 5 airlines flying from Calgary to Caribbean

Discover the top 5 airlines that operate flights from Calgary to Caribbean. 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 July 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 303AverageC$ 837FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 439AverageC$ 875FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 518AverageC$ 1,103FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
Air TransatCheapestC$ 575AverageC$ 1,290FlexibilityNo cancel feeOn-time50%
Search Air Transat flights
American AirlinesCheapestC$ 630AverageC$ 858FlexibilityNo 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?

Cheapflights makes it easy to find Calgary to Caribbean 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 Calgary to Caribbean?

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 from Calgary.

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

Cheapflights does show flights with no change fees to all users. To see these options for flights from Calgary to Caribbean, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Calgary to Caribbean become cheaper?

Yes! Start tracking prices for Calgary to Caribbean flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.