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Cheap flights from Calgary to Caribbean from C$ 318

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 19/6. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — SJU
14 Jul — 21 Jul1
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 14 June 2026.

Thu 11/68:30 a.m.
YYC
-
PUJ
1 stop27h 57m
United Airlines
Wed 17/61:25 p.m.
PUJ
-
YYC
1 stop10h 23m
United Airlines
Deal found 10/6C$ 445
Thu 11/61:27 p.m.
YYC
-
PUJ
1 stop26h 08m
United Airlines
Tue 16/61:50 p.m.
PUJ
-
YYC
1 stop10h 47m
United Airlines
Deal found 11/6C$ 505
Sun 14/68:30 a.m.
YYC
-
MBJ
2 stops29h 40m
United Airlines
Sun 21/64:33 p.m.
MBJ
-
YYC
2 stops30h 15m
United Airlines
Deal found 12/6C$ 569
Fri 11/129:25 p.m.
YYC
-
SJU
2 stops13h 40m
Air Canada
Sat 19/123:00 p.m.
SJU
-
YYC
2 stops20h 39m
Air Canada
Deal found 10/6C$ 593
Fri 4/96:50 p.m.
YYC
-
GCM
2 stops16h 55m
WestJet
Sat 12/91:45 p.m.
GCM
-
YYC
2 stops21h 35m
WestJet
Deal found 13/6C$ 596
Wed 17/69:30 a.m.
YYC
-
NAS
2 stops47h 40m
WestJet
Wed 24/612:00 p.m.
NAS
-
YYC
2 stops21h 30m
WestJet
Deal found 10/6C$ 632
Wed 17/66:00 a.m.
YYC
-
PUJ
1 stop9h 35m
United Airlines
Wed 24/64:00 p.m.
PUJ
-
YYC
2 stops28h 10m
United Airlines
Deal found 12/6C$ 639
Tue 29/92:25 p.m.
YYC
-
PUJ
1 stop23h 40m
Air Canada
Mon 5/105:05 p.m.
PUJ
-
YYC
1 stop24h 52m
Air Canada
Deal found 11/6C$ 641
Sat 5/99:30 a.m.
YYC
-
MBJ
2 stops25h 13m
United Airlines
Fri 25/912:52 p.m.
MBJ
-
YYC
2 stops57h 56m
United Airlines
Deal found 11/6C$ 642
Thu 17/99:20 a.m.
YYC
-
PUJ
2 stops28h 45m
Air Canada
Wed 30/95:05 p.m.
PUJ
-
YYC
1 stop19h 46m
Air Canada
Deal found 13/6C$ 643
Thu 17/97:40 p.m.
YYC
-
PUJ
1 stop17h 45m
Air Canada
Fri 25/95:05 p.m.
PUJ
-
YYC
1 stop24h 52m
Air Canada
Deal found 10/6C$ 648
Sat 12/911:15 a.m.
YYC
-
PUJ
2 stops26h 50m
Air Canada
Tue 15/94:20 p.m.
PUJ
-
YYC
2 stops21h 27m
Air Canada
Deal found 12/6C$ 649

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 14 June 2026.

Round-trip from

C$ 593

One-way from

C$ 318

Popular in

August

Cheapest in

September

Average price

C$ 747

Good round-trip deal

C$ 658 or less
Air Canada
  • Air Canada
  • 11/12-19/12
  • 4 total stops
  • 34h 19m total
  • Calgary to Caribbean
Search Deals
United Airlines
  • United Airlines
  • 19/6
  • 2 total stops
  • 25h 03m total
  • Calgary to Caribbean
Search Deals
High demand for flights, 0% potential price rise
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 23 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 14 June 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

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Fri 4/9

6:50 p.m.-12:45 p.m.

2 stops16h 55m

George Town Owen Roberts Intl

Sat 12/9

1:45 p.m.-10:20 a.m.

2 stops21h 35m

C$ 596

CalgaryPunta Cana

YYC - PUJ

YYCPUJ

Calgary

Thu 17/9

11:15 a.m.-4:05 p.m.

2 stops50h 50m

Punta Cana

Fri 25/9

5:05 p.m.-8:40 p.m.

2 stops29h 35m

C$ 645

CalgaryPunta Cana

YYC - PUJ

YYCPUJ

Calgary

Mon 5/10

7:40 p.m.-3:20 p.m.

1 stop17h 40m

Punta Cana

Sun 11/10

5:05 p.m.-11:32 a.m.

2 stops20h 27m

C$ 659

CalgaryPunta Cana

YYC - PUJ

YYCPUJ

Calgary

Wed 24/6

6:00 a.m.-5:35 p.m.

1 stop9h 35m

Punta Cana

Wed 1/7

3:35 p.m.-9:48 p.m.

2 stops32h 13m

C$ 676

CalgaryMontego Bay

YYC - MBJ

YYCMBJ

Calgary

Mon 7/9

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

2 stops18h 30m

Montego Bay Sangster Intl

Fri 11/9

12:30 p.m.-1:17 a.m.

1 stop13h 47m

C$ 683

CalgaryNassau

YYC - NAS

YYCNAS

Calgary

Sat 7/11

8:15 p.m.-3:40 p.m.

2 stops17h 25m

Nassau Intl

Thu 12/11

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

2 stops14h 00m

C$ 702

CalgaryBridgetown

YYC - BGI

YYCBGI

Calgary

Sun 25/10

12:45 a.m.-2:45 p.m.

1 stop12h 00m

Bridgetown Grantley Adams Intl

Thu 29/10

3:50 p.m.-8:19 p.m.

2 stops30h 29m

C$ 705

CalgaryPort of Spain

YYC - POS

YYCPOS

Calgary

Mon 31/8

9:30 a.m.-12:50 a.m.

2 stops37h 20m

Port of Spain Piarco Intl

Thu 3/9

2:00 a.m.-10:36 p.m.

2 stops46h 36m

C$ 715

CalgaryPort of Spain

YYC - POS

YYCPOS

Calgary

Mon 29/6

7:15 p.m.-11:23 p.m.

2 stops26h 08m

Port of Spain Piarco Intl

Fri 10/7

12:30 a.m.-6:10 p.m.

2 stops43h 40m

C$ 716

CalgaryPunta Cana

YYC - PUJ

YYCPUJ

Calgary

Sun 30/8

12:30 p.m.-4:05 p.m.

2 stops25h 35m

Punta Cana

Sun 6/9

5:05 p.m.-9:32 p.m.

1 stop30h 27m

C$ 716

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/6

Showing 1-10 of 60 resultsSorted by cheapest first
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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, October is the cheapest month in which you can book a flight from Calgary to Caribbean (average of C$ 214). Flying from Calgary to Caribbean in June is currently the most expensive (average of C$ 336). 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 78 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 14 June 2026.
Check out reviews from past customers who have flown with United Airlines,WestJet, andAmerican Airlines 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.
United Airlines
7.4
Good
9,820 reviews
Check prices

Crew

8.1

Boarding

7.7

Comfort

7.3

Food

6.6

Entertainment

7.1

Overall

7.4

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
9,820 reviews
United Airlines
7.4
Good
9,820 reviews
Check prices

Crew

8.1

Boarding

7.7

Comfort

7.3

Food

6.6

Entertainment

7.1

Overall

7.4

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
3,361 reviews
United Airlines
7.4
Good
9,820 reviews
Check prices

Crew

8.1

Boarding

7.7

Comfort

7.3

Food

6.6

Entertainment

7.1

Overall

7.4

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
11,654 reviews
United Airlines
7.4
Good
9,820 reviews
Check prices

Crew

8.1

Boarding

7.7

Comfort

7.3

Food

6.6

Entertainment

7.1

Overall

7.4

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
11,180 reviews
United Airlines
7.4
Good
9,820 reviews
Check prices

Crew

8.1

Boarding

7.7

Comfort

7.3

Food

6.6

Entertainment

7.1

Overall

7.4

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. 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 16h 55m. Airlines will cover a distance of 4543 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$ 156), United Airlines (C$ 229), and Air Canada (C$ 278).

  • 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 - Bridgetown Grantley Adams 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, October is the cheapest month in which you can book a flight from Calgary to Caribbean (average of C$ 214). Flying from Calgary to Caribbean in June is currently the most expensive (average of C$ 336). 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

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Top 4 airlines flying from Calgary to Caribbean

Discover the top 4 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 14 June 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 301AverageC$ 722FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 436AverageC$ 896FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 436AverageC$ 1,078FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
American AirlinesCheapestC$ 626AverageC$ 852FlexibilityNo 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.

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