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Cheap flights from Calgary to Caribbean Islands from C$ 210

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 3/2. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — SJU
8 Jan — 15 Jan1
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 December 2025.

Mon 8/1212:37 p.m.YYC - NAS
2 stops23h 11mUnited Airlines
Wed 10/122:35 p.m.NAS - YYC
2 stops23h 00mUnited Airlines
Deal found 7/12C$ 454
Mon 8/124:50 p.m.YYC - NAS
1 stop17h 35mAir Canada
Wed 10/129:10 p.m.NAS - YYC
2 stops26h 29mAir Canada
Deal found 7/12C$ 491
Mon 8/122:13 p.m.YYC - PUJ
2 stops19h 46mUnited Airlines
Wed 10/122:05 p.m.PUJ - YYC
1 stop27h 16mUnited Airlines
Deal found 7/12C$ 496
Fri 12/129:45 p.m.YYC - NAS
2 stops44h 07mWestJet
Wed 17/124:40 p.m.NAS - YYC
Nonstop6h 36mWestJet
Deal found 9/12C$ 523
Thu 25/1212:45 p.m.YYC - NAS
2 stops19h 20mMultiple Airlines
Wed 31/124:40 p.m.NAS - YYC
Nonstop6h 36mMultiple Airlines
Deal found 6/12C$ 535
Tue 9/1211:40 p.m.YYC - NAS
1 stop18h 30mAir Canada
Thu 11/121:50 p.m.NAS - YYC
1 stop22h 49mAir Canada
Deal found 7/12C$ 538
Wed 24/126:15 p.m.YYC - NAS
1 stop16h 40mMultiple Airlines
Wed 31/124:40 p.m.NAS - YYC
Nonstop6h 36mMultiple Airlines
Deal found 6/12C$ 541
Fri 12/126:15 p.m.YYC - NAS
1 stop23h 55mMultiple Airlines
Wed 17/124:40 p.m.NAS - YYC
Nonstop6h 36mMultiple Airlines
Deal found 9/12C$ 542
Tue 9/126:15 a.m.YYC - PUJ
2 stops28h 34mUnited Airlines
Thu 11/125:20 p.m.PUJ - YYC
2 stops31h 33mUnited Airlines
Deal found 7/12C$ 549
Mon 8/1212:15 a.m.YYC - NAS
1 stop13h 35mWestJet
Thu 11/124:50 p.m.NAS - YYC
2 stops17h 00mWestJet
Deal found 7/12C$ 552
Mon 8/1212:15 a.m.YYC - NAS
1 stop13h 35mWestJet
Wed 10/124:50 p.m.NAS - YYC
1 stop18h 15mWestJet
Deal found 7/12C$ 559
Sat 13/126:15 a.m.YYC - PUJ
1 stop9h 03mUnited Airlines
Mon 12/12:05 p.m.PUJ - YYC
1 stop27h 16mUnited Airlines
Deal found 7/12C$ 568

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 December 2025.

Round-trip from

C$ 485

One-way from

C$ 210

Popular in

December

Cheapest in

September

Average price

C$ 1,209
United Airlines
  • United Airlines
  • 22/1-26/1
  • 5 total stops
  • 69h 35m total
  • Calgary to Caribbean Islands
Search Deals
3/2
  • 3/2
  • 1 total stop
  • 12h 35m total
  • Calgary to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 12% potential increase in price (C$ 164 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease (C$ 47 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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 December 2025.
Use the filters below to find and compare flights from Calgary to Caribbean Islands that are best for you.

Fly from

Calgary

Fly to

Caribbean Islands

Route

Depart

Return

Price

CalgaryMontego Bay

YYC - MBJ

YYCMBJ

Calgary

Thu 22/1

2:13 p.m.-2:00 p.m.

2 stops45h 47m

Montego Bay Sangster Intl

Mon 26/1

3:20 p.m.-1:08 p.m.

3 stops23h 48m

C$ 485

CalgaryPunta Cana

YYC - PUJ

YYCPUJ

Calgary

Thu 8/1

6:15 a.m.-12:59 p.m.

2 stops27h 44m

Punta Cana

Fri 16/1

2:05 p.m.-9:53 p.m.

1 stop10h 48m

C$ 494

CalgaryPunta Cana

YYC - PUJ

YYCPUJ

Calgary

Wed 21/1

2:13 p.m.-5:25 p.m.

2 stops48h 12m

Punta Cana

Wed 28/1

2:05 p.m.-9:53 p.m.

1 stop10h 48m

C$ 494

CalgaryNassau

YYC - NAS

YYCNAS

Calgary

Thu 29/1

2:13 p.m.-11:50 a.m.

2 stops43h 37m

Nassau Intl

Mon 2/2

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

1 stop22h 00m

C$ 498

CalgaryNassau

YYC - NAS

YYCNAS

Calgary

Tue 27/1

2:13 p.m.-11:53 a.m.

2 stops19h 40m

Nassau Intl

Tue 3/2

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

1 stop22h 00m

C$ 498

CalgaryNassau

YYC - NAS

YYCNAS

Calgary

Tue 27/1

2:13 p.m.-11:53 a.m.

2 stops19h 40m

Nassau Intl

Mon 2/2

3:35 p.m.-1:08 p.m.

2 stops23h 33m

C$ 498

CalgaryNassau

YYC - NAS

YYCNAS

Calgary

Thu 15/1

2:13 p.m.-1:33 p.m.

2 stops45h 20m

Nassau Intl

Mon 2/2

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

1 stop22h 00m

C$ 499

CalgaryNassau

YYC - NAS

YYCNAS

Calgary

Thu 15/1

2:13 p.m.-1:33 p.m.

2 stops45h 20m

Nassau Intl

Tue 3/2

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

1 stop22h 00m

C$ 499

CalgaryPunta Cana

YYC - PUJ

YYCPUJ

Calgary

Mon 2/3

11:30 p.m.-1:30 p.m.

2 stops35h 00m

Punta Cana

Mon 9/3

6:20 a.m.-7:48 a.m.

2 stops27h 28m

C$ 503

CalgaryPunta Cana

YYC - PUJ

YYCPUJ

Calgary

Fri 9/1

5:15 p.m.-6:25 a.m.

1 stop10h 10m

Punta Cana

Fri 16/1

11:00 a.m.-4:00 p.m.

Nonstop8h 00m

C$ 508

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/12

Showing 1-10 of 60 results
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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, September is the cheapest month in which you can book a flight from Calgary to Caribbean Islands (average of C$ 295). Flying from Calgary to Caribbean Islands in February is currently the most expensive (average of C$ 564). 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 9 December 2025.

A simple way to save on the total cost of your ticket is to fly from Calgary to Caribbean Islands at noon. If you’re flexible enough to do this you can expect to save up to 27% on your trip compared to booking a flight in the morning.

What is the cheapest day to fly from Calgary to Caribbean Islands?

Use this chart to determine the cheapest time to fly round-trip from Calgary to Caribbean Islands. Price data was last updated on 16 December 2024.

Travelers seeking maximum savings on their Calgary to Caribbean Islands flight should consider departing on Saturday at noon when fares are most often at their lowest. Wednesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

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 December 2025.
Read through reviews of airlines operating flights from Calgary to Caribbean Islands, such as Air Transat,United Airlines, 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.
Air Transat
7.8
Good
480 reviews
Check prices

Food

6.8

Entertainment

7.1

Boarding

7.9

Crew

8.4

Overall

7.8

Comfort

7.3

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

YYZ - YUL

Easy, fast onboarding, very friendly staff. Seats were very narrow, OK for me but we were elbow to elbow with both neighbours of small size. The seat width should be indicated at the time of booking to prevent an uncomfortable situation with oversized travellers.
Air Transat
7.8
Good
480 reviews
Air Transat
7.8
Good
480 reviews
Check prices

Food

6.8

Entertainment

7.1

Boarding

7.9

Crew

8.4

Overall

7.8

Comfort

7.3

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

YYZ - YUL

Easy, fast onboarding, very friendly staff. Seats were very narrow, OK for me but we were elbow to elbow with both neighbours of small size. The seat width should be indicated at the time of booking to prevent an uncomfortable situation with oversized travellers.
United Airlines
7.4
Good
9,092 reviews
Air Transat
7.8
Good
480 reviews
Check prices

Food

6.8

Entertainment

7.1

Boarding

7.9

Crew

8.4

Overall

7.8

Comfort

7.3

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

YYZ - YUL

Easy, fast onboarding, very friendly staff. Seats were very narrow, OK for me but we were elbow to elbow with both neighbours of small size. The seat width should be indicated at the time of booking to prevent an uncomfortable situation with oversized travellers.
American Airlines
7.2
Good
11,048 reviews
Air Transat
7.8
Good
480 reviews
Check prices

Food

6.8

Entertainment

7.1

Boarding

7.9

Crew

8.4

Overall

7.8

Comfort

7.3

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

YYZ - YUL

Easy, fast onboarding, very friendly staff. Seats were very narrow, OK for me but we were elbow to elbow with both neighbours of small size. The seat width should be indicated at the time of booking to prevent an uncomfortable situation with oversized travellers.
WestJet
7.2
Good
3,194 reviews
Air Transat
7.8
Good
480 reviews
Check prices

Food

6.8

Entertainment

7.1

Boarding

7.9

Crew

8.4

Overall

7.8

Comfort

7.3

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

YYZ - YUL

Easy, fast onboarding, very friendly staff. Seats were very narrow, OK for me but we were elbow to elbow with both neighbours of small size. The seat width should be indicated at the time of booking to prevent an uncomfortable situation with oversized travellers.
Air Canada
7.1
Good
10,515 reviews
Air Transat
7.8
Good
480 reviews
Check prices

Food

6.8

Entertainment

7.1

Boarding

7.9

Crew

8.4

Overall

7.8

Comfort

7.3

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

YYZ - YUL

Easy, fast onboarding, very friendly staff. Seats were very narrow, OK for me but we were elbow to elbow with both neighbours of small size. The seat width should be indicated at the time of booking to prevent an uncomfortable situation with oversized travellers.

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$ 578, United Airlines can have you in Caribbean Islands from Calgary in 14h 29m. 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$ 186. Users have also found prices from C$ 223 and C$ 266 on United Airlines and Air Transat, respectively.

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

    While some choose either Calgary - Montego Bay Sangster Intl or Calgary - Nassau 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$ 295). Flying from Calgary to Caribbean Islands in February is currently the most expensive (average of C$ 564). 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 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 9 December 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 323AverageC$ 729FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 432AverageC$ 905FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 500AverageC$ 1,047FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
Air TransatCheapestC$ 565AverageC$ 837FlexibilityNo cancel feeOn-time50%
Search Air Transat flights
American AirlinesCheapestC$ 602AverageC$ 733FlexibilityNo 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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