Which airlines fly to Caribbean?

WestJet, Air Canada and United Airlines are the top three most popular airlines that fly to Caribbean from Calgary according to our data. WestJet is the first choice among our users, with 63% of people opting to fly with this airline when travelling to Caribbean. Keep in mind that there are 5 different airlines that fly to Caribbean on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Calgary to Caribbean?

WestJet, American Airlines, and Air Canada are the most popular carriers operating from Calgary to Caribbean

When did momondo last update prices for flights from Calgary Airport to Caribbean?

Prices for flights from Calgary Airport to Caribbean refresh daily.

How many operators does momondo search for flights from Calgary Airport to Caribbean?

As of August 2026, there are 4 operators available to choose from for flights from Calgary Airport to Caribbean.

How old do you have to be to fly from Calgary Airport to Caribbean?

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Calgary Airport to Caribbean.

What documentation or ID do you need to fly to Caribbean?

The travel and health documents you'll need for your trip to Caribbean may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Caribbean. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

C$ 267 Cheap Flights from Calgary to Caribbean in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Calgary to Caribbean

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

11:10 a.m. - 6:45 p.m.YYC Calgary-PUJ Punta Cana

29h 35m1 stop Winnipeg

9:55 a.m. - 4:55 p.m.PUJ Punta Cana-YYC Calgary

9h 00mdirect

C$ 420WestJet

Fri, 4 Dec - Thu, 10 Dec

8:10 a.m. - 6:45 p.m.YYC Calgary-PUJ Punta Cana

8h 35m1 stop Winnipeg

9:55 a.m. - 4:55 p.m.PUJ Punta Cana-YYC Calgary

9h 00mdirect

C$ 427WestJet

Sat, 5 Dec - Thu, 10 Dec

6:00 a.m. - 1:40 p.m.YYC Calgary-BGI Bridgetown Grantley Adams Intl

53h 40m2 stops Denver Intl Washington, D.C. Dulles Intl

5:30 p.m. - 1:35 p.m.BGI Bridgetown Grantley Adams Intl-YYC Calgary

46h 05m2 stops Newark Chicago O'Hare Intl

C$ 532United Airlines

Thu, 29 Oct - Sat, 21 Nov

10:10 p.m. - 10:35 p.m.YYC Calgary-PUJ Punta Cana

22h 25m2 stops Edmonton Montreal Pierre Elliott Trudeau Intl

9:55 a.m. - 4:55 p.m.PUJ Punta Cana-YYC Calgary

9h 00mdirect

C$ 535Multiple Airlines

Mon, 9 Nov - Mon, 16 Nov

1:45 a.m. - 8:40 p.m.YYC Calgary-PUJ Punta Cana

16h 55m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

9:55 a.m. - 4:55 p.m.PUJ Punta Cana-YYC Calgary

9h 00mdirect

C$ 550Multiple Airlines

Sun, 22 Nov - Mon, 30 Nov

6:00 a.m. - 5:25 p.m.YYC Calgary-SJU San Juan Luis Munoz Marin Intl

9h 25m1 stop Denver Intl

1:21 p.m. - 9:53 p.m.SJU San Juan Luis Munoz Marin Intl-YYC Calgary

10h 32m1 stop Denver Intl

C$ 554United Airlines

Sun, 25 Oct - Thu, 29 Oct

5:10 p.m. - 5:45 p.m.YYC Calgary-PUJ Punta Cana

22h 35m1 stop Montreal Pierre Elliott Trudeau Intl

2:15 p.m. - 11:50 p.m.PUJ Punta Cana-YYC Calgary

11h 35m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 556Air Canada

Sun, 25 Oct - Fri, 30 Oct

6:00 a.m. - 11:30 a.m.YYC Calgary-NAS Nassau Intl

27h 30m1 stop Toronto Pearson Intl

2:05 p.m. - 11:08 a.m.NAS Nassau Intl-YYC Calgary

23h 03m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 556Air Canada

Sun, 25 Oct - Thu, 29 Oct

7:45 a.m. - 1:45 p.m.YYC Calgary-PUJ Punta Cana

28h 00m1 stop Montreal Pierre Elliott Trudeau Intl

2:45 p.m. - 3:44 p.m.PUJ Punta Cana-YYC Calgary

26h 59m1 stop Toronto Pearson Intl

C$ 1,002Air Transat

Wed, 30 Sep - Tue, 20 Oct

7:45 a.m. - 1:45 p.m.YYC Calgary-PUJ Punta Cana

28h 00m1 stop Montreal Pierre Elliott Trudeau Intl

2:45 p.m. - 3:44 p.m.PUJ Punta Cana-YYC Calgary

26h 59m1 stop Toronto Pearson Intl

C$ 1,032Air Transat

Wed, 30 Sep - Tue, 20 Oct

Cheap last-minute flights

Enter your travel dates to find the best prices.

1:14 p.m. - 9:30 a.m.YYC Calgary-NAS Nassau Intl

18h 16m2 stops Charlotte Douglas Miami

6:45 p.m. - 11:50 a.m.NAS Nassau Intl-YYC Calgary

19h 05m2 stops Miami Dallas/Fort Worth

C$ 608American Airlines

Sat, 29 Aug - Sat, 5 Sep

1:14 p.m. - 11:43 a.m.YYC Calgary-NAS Nassau Intl

20h 29m1 stop Charlotte Douglas

6:45 p.m. - 11:50 a.m.NAS Nassau Intl-YYC Calgary

19h 05m2 stops Miami Dallas/Fort Worth

C$ 651American Airlines

Sat, 29 Aug - Sat, 5 Sep

1:56 p.m. - 11:23 p.m.YYC Calgary-POS Port of Spain Piarco Intl

31h 27m1 stop Houston George Bush Intcntl

12:30 a.m. - 12:54 p.m.POS Port of Spain Piarco Intl-YYC Calgary

14h 24m1 stop Houston George Bush Intcntl

C$ 765United Airlines

Sat, 29 Aug - Fri, 4 Sep

6:00 a.m. - 11:23 p.m.YYC Calgary-POS Port of Spain Piarco Intl

15h 23m2 stops Denver Intl Houston George Bush Intcntl

12:30 a.m. - 10:37 p.m.POS Port of Spain Piarco Intl-YYC Calgary

24h 07m2 stops Houston George Bush Intcntl Chicago O'Hare Intl

C$ 765United Airlines

Sat, 29 Aug - Fri, 4 Sep

8:00 a.m. - 11:23 p.m.YYC Calgary-POS Port of Spain Piarco Intl

37h 23m2 stops Denver Intl Houston George Bush Intcntl

12:30 a.m. - 12:54 p.m.POS Port of Spain Piarco Intl-YYC Calgary

14h 24m1 stop Houston George Bush Intcntl

C$ 765United Airlines

Sat, 29 Aug - Fri, 4 Sep

1:52 p.m. - 12:46 p.m.YYC Calgary-POP Puerto Plata La Union

20h 54m2 stops Chicago O'Hare Intl Miami

1:10 p.m. - 12:56 p.m.POP Puerto Plata La Union-YYC Calgary

25h 46m2 stops Miami Chicago O'Hare Intl

C$ 907American Airlines

Fri, 28 Aug - Wed, 16 Sep

1:46 p.m. - 1:58 p.m.YYC Calgary-POP Puerto Plata La Union

22h 12m1 stop Charlotte Douglas

1:10 p.m. - 12:56 p.m.POP Puerto Plata La Union-YYC Calgary

25h 46m2 stops Miami Chicago O'Hare Intl

C$ 950American Airlines

Fri, 28 Aug - Wed, 16 Sep

12:30 p.m. - 4:05 p.m.YYC Calgary-PUJ Punta Cana

25h 35m2 stops Edmonton Montreal Pierre Elliott Trudeau Intl

5:05 p.m. - 10:57 a.m.PUJ Punta Cana-YYC Calgary

19h 52m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 1,123Air Canada

Sun, 30 Aug - Sun, 6 Sep

2:25 p.m. - 4:05 p.m.YYC Calgary-PUJ Punta Cana

23h 40m1 stop Montreal Pierre Elliott Trudeau Intl

5:05 p.m. - 10:57 a.m.PUJ Punta Cana-YYC Calgary

19h 52m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 1,123Air Canada

Sun, 30 Aug - Sun, 6 Sep

11:15 a.m. - 4:05 p.m.YYC Calgary-PUJ Punta Cana

26h 50m2 stops Ottawa Montreal Pierre Elliott Trudeau Intl

5:05 p.m. - 4:23 p.m.PUJ Punta Cana-YYC Calgary

25h 18m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 1,127Air Canada

Sun, 30 Aug - Sun, 6 Sep

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United Airlines flights from Calgary to Caribbean

Our best United Airlines deals on Calgary to Caribbean flight tickets

United Airlines

29 Oct

YYC6:00 a.m.Calgary

53h 40m

2 stops

BGI1:40 p.m.Bridgetown Grantley Adams Intl

21 Nov

BGI5:30 p.m.Bridgetown Grantley Adams Intl

46h 05m

2 stops

YYC1:35 p.m.Calgary

C$ 532

United Airlines

25 Oct

YYC6:00 a.m.Calgary

9h 25m

1 stop

SJU5:25 p.m.San Juan Luis Munoz Marin Intl

29 Oct

SJU1:21 p.m.San Juan Luis Munoz Marin Intl

10h 32m

1 stop

YYC9:53 p.m.Calgary

C$ 554

United Airlines

25 Oct

YYC6:00 a.m.Calgary

9h 25m

1 stop

SJU5:25 p.m.San Juan Luis Munoz Marin Intl

29 Oct

SJU1:21 p.m.San Juan Luis Munoz Marin Intl

10h 32m

1 stop

YYC9:53 p.m.Calgary

C$ 556

American Airlines flights from Calgary to Caribbean

Our best American Airlines deals on Calgary to Caribbean flight tickets

American Airlines

25 Oct

YYC1:51 p.m.Calgary

17h 55m

2 stops

SJU9:46 a.m.San Juan Luis Munoz Marin Intl

29 Oct

SJU6:20 a.m.San Juan Luis Munoz Marin Intl

17h 25m

2 stops

YYC9:45 p.m.Calgary

C$ 575

American Airlines

29 Aug

YYC1:14 p.m.Calgary

18h 16m

2 stops

NAS9:30 a.m.Nassau Intl

5 Sep

NAS6:45 p.m.Nassau Intl

19h 05m

2 stops

YYC11:50 a.m.Calgary

C$ 608

American Airlines

9 Jan

YYC7:45 a.m.Calgary

7h 25m

1 stop

MBJ4:10 p.m.Montego Bay Sangster Intl

29 Jan

MBJ4:16 p.m.Montego Bay Sangster Intl

32h 34m

2 stops

YYC11:50 p.m.Calgary

C$ 642

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CalgaryPunta Cana

YYC Calgary - PUJ Punta Cana

YYCPUJ

Calgary

Fri 4/12

11:10 a.m.-6:45 p.m.

1 stop29h 35m

Punta Cana

Thu 10/12

9:55 a.m.-4:55 p.m.

Nonstop9h 00m

C$ 420

Quickest round-trip

CalgaryPunta Cana

YYC Calgary - PUJ Punta Cana

YYCPUJ

Calgary

Sat 5/12

8:10 a.m.-6:45 p.m.

1 stop8h 35m

Punta Cana

Thu 10/12

9:55 a.m.-4:55 p.m.

Nonstop9h 00m

C$ 427

CalgaryBridgetown

YYC Calgary - BGI Bridgetown Grantley Adams Intl

YYCBGI

Calgary

Thu 29/10

6:00 a.m.-1:40 p.m.

2 stops53h 40m

Bridgetown Grantley Adams Intl

Sat 21/11

5:30 p.m.-1:35 p.m.

2 stops46h 05m

C$ 532

CalgaryPunta Cana

YYC Calgary - PUJ Punta Cana

YYCPUJ

Calgary

Mon 9/11

10:10 p.m.-10:35 p.m.

2 stops22h 25m

Punta Cana

Mon 16/11

9:55 a.m.-4:55 p.m.

Nonstop9h 00m

C$ 535

CalgaryPunta Cana

YYC Calgary - PUJ Punta Cana

YYCPUJ

Calgary

Sun 22/11

1:45 a.m.-8:40 p.m.

2 stops16h 55m

Punta Cana

Mon 30/11

9:55 a.m.-4:55 p.m.

Nonstop9h 00m

C$ 550

CalgarySan Juan

YYC Calgary - SJU San Juan Luis Munoz Marin Intl

YYCSJU

Calgary

Sun 25/10

6:00 a.m.-5:25 p.m.

1 stop9h 25m

San Juan Luis Munoz Marin Intl

Thu 29/10

1:21 p.m.-9:53 p.m.

1 stop10h 32m

C$ 554

CalgaryPunta Cana

YYC Calgary - PUJ Punta Cana

YYCPUJ

Calgary

Sun 25/10

5:10 p.m.-5:45 p.m.

1 stop22h 35m

Punta Cana

Fri 30/10

2:15 p.m.-11:50 p.m.

1 stop11h 35m

C$ 556

CalgaryNassau

YYC Calgary - NAS Nassau Intl

YYCNAS

Calgary

Sun 25/10

6:00 a.m.-11:30 a.m.

1 stop27h 30m

Nassau Intl

Thu 29/10

2:05 p.m.-11:08 a.m.

1 stop23h 03m

C$ 556

CalgaryPunta Cana

YYC Calgary - PUJ Punta Cana

YYCPUJ

Calgary

Wed 30/9

7:45 a.m.-1:45 p.m.

1 stop28h 00m

Punta Cana

Tue 20/10

2:45 p.m.-3:44 p.m.

1 stop26h 59m

C$ 1,002

CalgaryPunta Cana

YYC Calgary - PUJ Punta Cana

YYCPUJ

Calgary

Wed 30/9

7:45 a.m.-1:45 p.m.

1 stop28h 00m

Punta Cana

Tue 20/10

2:45 p.m.-3:44 p.m.

1 stop26h 59m

C$ 1,032

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Calgary to Caribbean

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

What is the cheapest month to fly to Caribbean?

In general, January is the cheapest month to fly from Calgary to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 740. If you don’t want to visit Caribbean in January, then you should wait until June to fly from Calgary, when ticket prices are also cheap, with an average price of C$ 765.

What is the cheapest day to depart on your flight to Caribbean?

On average, the least expensive day to fly to Caribbean from Calgary is on a Monday. momondo users have found tickets for Monday departures for as low as C$ 700. However, this price may fluctuate depending on the airline, the season, and holidays. Be sure to avoid booking your departure on a Tuesday as prices are generally higher than usual. According to our data, the average ticket price to Caribbean on Tuesday is C$ 905.

What is the cheapest Calgary to Caribbean flight route?

Fly from Calgary to Montego Bay Sangster Intl for the best Calgary - Caribbean flight prices

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

You are more likely to see cheaper flights to Caribbean from Calgary when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean for around C$ 782 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean from Calgary for as low as C$ 672 on momondo.

What cabin class options are available on Calgary to Caribbean flights?

There are 2 cabin classes available to choose from on Calgary to Caribbean flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Calgary to Caribbean flights?

You could potentially save up to 17% on your flight if you consider stops on a Calgary to Caribbean flight.

Cheap Calgary to Caribbean flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Calgary to Caribbean

Best price found	C$ 267
Fastest flight time	4h 45m
Direct flights	Mon, Tue, Wed, Fri, Sat and Sun
Airports in Caribbean	196 airports

The best one-way flight to Caribbean from Calgary in the past 72 hours is C$ 267. The best round-trip flight deal from Calgary to Caribbean found on momondo in the last 72 hours is C$ 420.

The fastest flight from Calgary to Caribbean takes 4h 45m

Direct flights go from Calgary to Caribbean on Monday, Tuesday, Wednesday, Friday, Saturday and Sunday. There are no airlines offering direct flights.

There are 196 airports in Caribbean. From Calgary there are direct flights to Puerto Plata La Union (POP), Nassau Intl (NAS), Punta Cana (PUJ), Montego Bay Sangster Intl (MBJ).

Search flight deals

Frequently asked questions about flying from Calgary to Caribbean

When did momondo last update prices for flights from Calgary Airport to Caribbean?
Prices for flights from Calgary Airport to Caribbean refresh daily.
How many operators does momondo search for flights from Calgary Airport to Caribbean?
As of August 2026, there are 4 operators available to choose from for flights from Calgary Airport to Caribbean.
How old do you have to be to fly from Calgary Airport to Caribbean?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Calgary Airport to Caribbean.
What documentation or ID do you need to fly to Caribbean?
The travel and health documents you'll need for your trip to Caribbean may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Caribbean. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Calgary to Caribbean?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Calgary to Caribbean is Boeing 737 MAX 8 (93.24% of total bookings). The next most popular plane models are Boeing 737-700 Passenger/BBJ1 (winglets) (2.70%), Boeing 737-800 Passenger/BBJ2 (winglets) (2.70%), and Boeing 737 (1.35%).

Best airlines flying from Calgary to Caribbean

Compare and see reviews for airlines that fly from Calgary to Caribbean with momondo

Airline	Rating	Free Cancellation	Price
United Airlines	PriceFrom C$ 323	Free Cancellation	Rating 7.4 10,125 reviews	Search United Airlines flights
Air Canada	PriceFrom C$ 441	Free Cancellation	Rating 7.1 11,539 reviews	Search Air Canada flights
WestJet	PriceFrom C$ 466	Free Cancellation	Rating 7.2 3,437 reviews	Search WestJet flights
American Airlines	PriceFrom C$ 733	Free Cancellation	Rating 7.1 11,995 reviews	Search American Airlines flights
Air Transat	PriceFrom C$ 894	Free Cancellation	Rating 7.8 574 reviews	Search Air Transat flights

Why use momondo?

Why should I use momondo to find a flight deal from Calgary to Caribbean?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Calgary to Caribbean for you.

Can I find flights from Calgary to Caribbean with flexible booking policies on momondo?

momondo does allow users to show only those flights to Caribbean from Calgary which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Calgary to Caribbean?

Once all potential Calgary to Caribbean flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Calgary to Caribbean right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Calgary to Caribbean now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Caribbean and let you know when they change.