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Cheap flights from Calgary to Caribbean from C$ 216

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 17/6. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — SJU
29 May — 5 Jun1
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 29 April 2026.

Fri 5/61:45 p.m.
YYC
-
PUJ
1 stop24h 45m
Air Canada
Tue 9/65:25 p.m.
PUJ
-
YYC
1 stop26h 38m
Air Canada
Deal found 29/4C$ 461
Thu 11/611:20 a.m.
YYC
-
PUJ
2 stops27h 10m
Air Canada
Sun 14/65:25 p.m.
PUJ
-
YYC
2 stops29h 26m
Air Canada
Deal found 29/4C$ 465
Sat 6/61:00 a.m.
YYC
-
NAS
1 stop8h 10m
WestJet
Sun 14/612:00 p.m.
NAS
-
YYC
1 stop25h 20m
WestJet
Deal found 25/4C$ 476
Thu 11/611:05 a.m.
YYC
-
MBJ
2 stops23h 40m
WestJet
Thu 18/612:45 p.m.
MBJ
-
YYC
2 stops31h 55m
WestJet
Deal found 26/4C$ 482
Tue 9/68:10 a.m.
YYC
-
NAS
2 stops25h 00m
WestJet
Fri 12/612:00 p.m.
NAS
-
YYC
2 stops21h 15m
WestJet
Deal found 25/4C$ 488
Thu 18/67:00 a.m.
YYC
-
NAS
2 stops26h 10m
WestJet
Wed 24/612:00 p.m.
NAS
-
YYC
2 stops12h 30m
WestJet
Deal found 27/4C$ 494
Sat 6/612:50 a.m.
YYC
-
PUJ
1 stop13h 40m
Air Canada
Sat 13/65:25 p.m.
PUJ
-
YYC
1 stop26h 38m
Air Canada
Deal found 29/4C$ 512
Fri 1/51:27 p.m.
YYC
-
PUJ
1 stop26h 08m
United Airlines
Thu 7/56:45 p.m.
PUJ
-
YYC
2 stops29h 03m
United Airlines
Deal found 27/4C$ 517
Tue 14/77:10 p.m.
YYC
-
NAS
1 stop14h 00m
WestJet
Wed 22/712:00 p.m.
NAS
-
YYC
1 stop22h 35m
WestJet
Deal found 25/4C$ 519
Wed 29/46:00 a.m.
YYC
-
PUJ
2 stops28h 40m
United Airlines
Sun 3/52:20 p.m.
PUJ
-
YYC
2 stops33h 28m
United Airlines
Deal found 28/4C$ 519
Sat 20/61:00 a.m.
YYC
-
NAS
1 stop8h 10m
WestJet
Sun 28/612:00 p.m.
NAS
-
YYC
2 stops34h 25m
WestJet
Deal found 26/4C$ 520
Fri 5/61:00 a.m.
YYC
-
NAS
1 stop8h 10m
WestJet
Sun 14/612:00 p.m.
NAS
-
YYC
1 stop10h 50m
WestJet
Deal found 25/4C$ 524

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 29 April 2026.

Round-trip from

C$ 476

One-way from

C$ 216

Popular in

April

Cheapest in

June

Average price

C$ 954

Good round-trip deal

C$ 499 or less

Good one-way deal

C$ 220 or less
WestJet
  • WestJet
  • 6/6-14/6
  • 2 total stops
  • 33h 30m total
  • Calgary to Caribbean
Search Deals
WestJet
  • WestJet
  • 17/6
  • 2 total stops
  • 36h 30m total
  • Calgary to Caribbean
Search Deals
Highest demand for flights based on searches. 8% potential increase in price (C$ 98 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 April 2026
Search Deals
Price to beat on a round-trip flight from Calgary to Caribbean.
Search Deals
Price to beat on a one-way 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 29 April 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

CalgaryMontego Bay

YYC - MBJ

YYCMBJ

Calgary

Thu 11/6

12:25 p.m.-11:45 a.m.

2 stops22h 20m

Montego Bay Sangster Intl

Thu 18/6

12:45 p.m.-2:20 p.m.

1 stop26h 35m

C$ 491

CalgaryNassau

YYC - NAS

YYCNAS

Calgary

Sat 6/6

1:00 a.m.-11:10 a.m.

1 stop8h 10m

Nassau Intl

Sun 14/6

12:00 p.m.-6:10 p.m.

2 stops32h 10m

C$ 516

CalgaryPunta Cana

YYC - PUJ

YYCPUJ

Calgary

Sat 16/5

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

2 stops31h 30m

Punta Cana

Fri 22/5

4:00 p.m.-9:48 p.m.

2 stops31h 48m

C$ 517

CalgaryNassau

YYC - NAS

YYCNAS

Calgary

Tue 12/5

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

2 stops22h 20m

Nassau Intl

Fri 15/5

4:58 p.m.-1:53 p.m.

2 stops22h 55m

C$ 532

CalgaryNassau

YYC - NAS

YYCNAS

Calgary

Tue 25/8

8:40 p.m.-11:10 a.m.

2 stops12h 30m

Nassau Intl

Sat 29/8

12:00 p.m.-7:15 a.m.

2 stops21h 15m

C$ 535

CalgaryMontego Bay

YYC - MBJ

YYCMBJ

Calgary

Sat 15/8

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

1 stop9h 45m

Montego Bay Sangster Intl

Mon 31/8

12:45 p.m.-9:20 a.m.

1 stop21h 35m

C$ 549

CalgaryMontego Bay

YYC - MBJ

YYCMBJ

Calgary

Wed 12/8

8:20 a.m.-11:45 a.m.

1 stop26h 25m

Montego Bay Sangster Intl

Wed 19/8

12:45 p.m.-1:10 p.m.

2 stops25h 25m

C$ 550

CalgaryMontego Bay

YYC - MBJ

YYCMBJ

Calgary

Sat 22/8

6:15 p.m.-11:45 a.m.

1 stop16h 30m

Montego Bay Sangster Intl

Sat 29/8

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

1 stop14h 05m

C$ 561

CalgaryMontego Bay

YYC - MBJ

YYCMBJ

Calgary

Thu 28/5

11:05 a.m.-11:45 a.m.

2 stops23h 40m

Montego Bay Sangster Intl

Thu 4/6

12:45 p.m.-6:10 p.m.

2 stops30h 25m

C$ 561

CalgaryNassau

YYC - NAS

YYCNAS

Calgary

Fri 29/5

6:00 a.m.-12:03 p.m.

2 stops28h 03m

Nassau Intl

Fri 5/6

3:59 p.m.-10:37 p.m.

1 stop8h 38m

C$ 562

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/4

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

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

Booking 42 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.

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

Currently, May is the cheapest month in which you can book a flight from Calgary to Caribbean (average of C$ 196). Flying from Calgary to Caribbean in August is currently the most expensive (average of C$ 1,210). 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 CB?

Find hourly flight availability from Calgary to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 29 April 2026.

When flying from Calgary to Caribbean, 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

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 29 April 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
9,677 reviews
Check prices

Boarding

7.7

Entertainment

7.1

Overall

7.4

Comfort

7.3

Crew

8.1

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
9,677 reviews
United Airlines
7.4
Good
9,677 reviews
Check prices

Boarding

7.7

Entertainment

7.1

Overall

7.4

Comfort

7.3

Crew

8.1

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
3,328 reviews
United Airlines
7.4
Good
9,677 reviews
Check prices

Boarding

7.7

Entertainment

7.1

Overall

7.4

Comfort

7.3

Crew

8.1

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
11,682 reviews
United Airlines
7.4
Good
9,677 reviews
Check prices

Boarding

7.7

Entertainment

7.1

Overall

7.4

Comfort

7.3

Crew

8.1

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
10,982 reviews
United Airlines
7.4
Good
9,677 reviews
Check prices

Boarding

7.7

Entertainment

7.1

Overall

7.4

Comfort

7.3

Crew

8.1

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. 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 23h 40m. Airlines will cover a distance of 4810 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$ 153), United Airlines (C$ 224), and Air Canada (C$ 252).

  • 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, May is the cheapest month in which you can book a flight from Calgary to Caribbean (average of C$ 196). Flying from Calgary to Caribbean in August is currently the most expensive (average of C$ 1,210). 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

See prices for flight routes from nearby airports that may be better suited for you.
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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 29 April 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 295AverageC$ 710FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 420AverageC$ 832FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 426AverageC$ 974FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
American AirlinesCheapestC$ 603AverageC$ 831FlexibilityNo 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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