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 66% 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, Air Canada, and American Airlines 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$ 248 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.

10:00 a.m. - 4:24 p.m.YYC Calgary-MBJ Montego Bay Sangster Intl

5h 24mdirect

3:25 p.m. - 11:10 a.m.MBJ Montego Bay Sangster Intl-YYC Calgary

20h 45m1 stop Winnipeg

C$ 470WestJet

Sat, 5 Dec - Sat, 12 Dec

10:00 a.m. - 4:24 p.m.YYC Calgary-MBJ Montego Bay Sangster Intl

5h 24mdirect

3:25 p.m. - 10:53 p.m.MBJ Montego Bay Sangster Intl-YYC Calgary

32h 28m2 stops Winnipeg Saskatoon

C$ 473WestJet

Sat, 5 Dec - Sat, 12 Dec

10:00 a.m. - 4:20 p.m.YYC Calgary-MBJ Montego Bay Sangster Intl

5h 20mdirect

3:35 p.m. - 9:25 a.m.MBJ Montego Bay Sangster Intl-YYC Calgary

18h 50m1 stop Winnipeg

C$ 473WestJet

Sat, 21 Nov - Sat, 28 Nov

8:30 p.m. - 1:15 p.m.YYC Calgary-NAS Nassau Intl

38h 45m2 stops Edmonton Montreal Pierre Elliott Trudeau Intl

12:30 p.m. - 11:24 p.m.NAS Nassau Intl-YYC Calgary

12h 54m1 stop Toronto Pearson Intl

C$ 487Air Canada

Fri, 23 Oct - Mon, 26 Oct

8:30 p.m. - 1:15 p.m.YYC Calgary-NAS Nassau Intl

38h 45m2 stops Edmonton Montreal Pierre Elliott Trudeau Intl

12:30 p.m. - 7:35 p.m.NAS Nassau Intl-YYC Calgary

33h 05m2 stops Toronto Pearson Intl Edmonton

C$ 487Air Canada

Fri, 23 Oct - Mon, 26 Oct

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

9h 25m1 stop Denver Intl

6:40 a.m. - 9:53 p.m.SJU San Juan Luis Munoz Marin Intl-YYC Calgary

17h 13m2 stops Houston George Bush Intcntl Denver Intl

C$ 552United Airlines

Sun, 25 Oct - Wed, 28 Oct

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$ 552United Airlines

Mon, 26 Oct - Fri, 30 Oct

7:00 p.m. - 3:15 p.m.YYC Calgary-NAS Nassau Intl

19h 15m1 stop Toronto Pearson Intl

12:25 p.m. - 12:25 a.m.NAS Nassau Intl-YYC Calgary

13h 00m1 stop Toronto Pearson Intl

C$ 571Multiple Airlines

Sat, 7 Nov - Thu, 12 Nov

1:51 p.m. - 9:46 a.m.YYC Calgary-SJU San Juan Luis Munoz Marin Intl

17h 55m2 stops Chicago O'Hare Intl Miami

6:20 a.m. - 9:45 p.m.SJU San Juan Luis Munoz Marin Intl-YYC Calgary

17h 25m2 stops Miami Dallas/Fort Worth

C$ 573American Airlines

Sun, 25 Oct - Wed, 28 Oct

8:05 a.m. - 10:55 a.m.YYC Calgary-POP Puerto Plata La Union

24h 50m1 stop Montreal Pierre Elliott Trudeau Intl

3:20 p.m. - 1:50 p.m.POP Puerto Plata La Union-YYC Calgary

24h 30m1 stop Toronto Pearson Intl

C$ 830Air Transat

Sun, 7 Feb - Sun, 21 Feb

Cheap last-minute flights

Enter your travel dates to find the best prices.

1:56 p.m. - 1:47 p.m.YYC Calgary-NAS Nassau Intl

21h 51m1 stop Houston George Bush Intcntl

2:53 p.m. - 12:54 p.m.NAS Nassau Intl-YYC Calgary

24h 01m1 stop Houston George Bush Intcntl

C$ 711United Airlines

Fri, 21 Aug - Sat, 29 Aug

7:45 a.m. - 1:47 p.m.YYC Calgary-NAS Nassau Intl

28h 02m2 stops Denver Intl Houston George Bush Intcntl

2:53 p.m. - 6:30 p.m.NAS Nassau Intl-YYC Calgary

29h 37m2 stops Houston George Bush Intcntl Denver Intl

C$ 711United Airlines

Fri, 21 Aug - Sat, 29 Aug

7:45 a.m. - 1:47 p.m.YYC Calgary-NAS Nassau Intl

28h 02m2 stops Denver Intl Houston George Bush Intcntl

2:53 p.m. - 12:54 p.m.NAS Nassau Intl-YYC Calgary

24h 01m1 stop Houston George Bush Intcntl

C$ 711United Airlines

Fri, 21 Aug - Sat, 29 Aug

1:15 p.m. - 2:15 a.m.YYC Calgary-SJU San Juan Luis Munoz Marin Intl

35h 00m2 stops Nashville Intl Orlando

5:25 p.m. - 5:10 p.m.SJU San Juan Luis Munoz Marin Intl-YYC Calgary

25h 45m1 stop Atlanta Hartsfield-Jackson

C$ 789Multiple Airlines

Fri, 21 Aug - Wed, 26 Aug

6:33 a.m. - 12:43 a.m.YYC Calgary-SJU San Juan Luis Munoz Marin Intl

16h 10m2 stops Seattle/Tacoma Intl Miami

7:14 p.m. - 8:25 p.m.SJU San Juan Luis Munoz Marin Intl-YYC Calgary

27h 11m1 stop Chicago O'Hare Intl

C$ 893Multiple Airlines

Fri, 21 Aug - Fri, 28 Aug

1:52 p.m. - 10:40 a.m.YYC Calgary-PUJ Punta Cana

18h 48m2 stops Chicago O'Hare Intl Charlotte Douglas

3:05 p.m. - 11:42 p.m.PUJ Punta Cana-YYC Calgary

10h 37m1 stop Chicago O'Hare Intl

C$ 922American Airlines

Sat, 22 Aug - Sat, 29 Aug

2:58 p.m. - 12:34 p.m.YYC Calgary-SJU San Juan Luis Munoz Marin Intl

19h 36m1 stop Washington, D.C. Dulles Intl

3:56 p.m. - 11:32 a.m.SJU San Juan Luis Munoz Marin Intl-YYC Calgary

21h 36m1 stop Chicago O'Hare Intl

C$ 1,181Air Canada

Fri, 21 Aug - Wed, 26 Aug

12:10 p.m. - 1:35 p.m.YYC Calgary-NAS Nassau Intl

23h 25m1 stop Montreal Pierre Elliott Trudeau Intl

6:30 p.m. - 12:46 p.m.NAS Nassau Intl-YYC Calgary

20h 16m1 stop Toronto Pearson Intl

C$ 1,374Air Canada

Wed, 19 Aug - Wed, 26 Aug

1:00 a.m. - 11:10 a.m.YYC Calgary-NAS Nassau Intl

8h 10m1 stop Toronto Pearson Intl

12:00 p.m. - 10:20 p.m.NAS Nassau Intl-YYC Calgary

12h 20m1 stop Toronto Pearson Intl

C$ 1,511WestJet

Thu, 20 Aug - Fri, 28 Aug

1:00 a.m. - 11:45 a.m.YYC Calgary-MBJ Montego Bay Sangster Intl

9h 45m1 stop Toronto Pearson Intl

12:45 p.m. - 2:20 p.m.MBJ Montego Bay Sangster Intl-YYC Calgary

26h 35m1 stop Toronto Pearson Intl

C$ 2,166WestJet

Mon, 17 Aug - Fri, 21 Aug

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United Airlines flights from Calgary to Caribbean

Our best United Airlines deals on Calgary to Caribbean flight tickets

United Airlines

25 Oct

YYC6:00 a.m.Calgary

9h 25m

1 stop

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

28 Oct

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

10h 32m

1 stop

YYC9:53 p.m.Calgary

C$ 552

United Airlines

25 Oct

YYC6:00 a.m.Calgary

9h 25m

1 stop

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

28 Oct

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

10h 32m

1 stop

YYC9:53 p.m.Calgary

C$ 553

United Airlines

25 Oct

YYC6:00 a.m.Calgary

9h 25m

1 stop

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

28 Oct

SJU7:25 a.m.San Juan Luis Munoz Marin Intl

16h 28m

2 stops

YYC9:53 p.m.Calgary

C$ 555

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

28 Oct

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

17h 25m

2 stops

YYC9:45 p.m.Calgary

C$ 573

American Airlines

7 Jan

YYC1:40 p.m.Calgary

22h 52m

2 stops

PLS1:32 p.m.Providenciales

16 Jan

PLS3:36 p.m.Providenciales

23h 54m

2 stops

YYC2:30 p.m.Calgary

C$ 646

American Airlines

11 Jan

YYC1:40 p.m.Calgary

22h 07m

2 stops

CUR1:47 p.m.Willemstad Hato Int.

9 Mar

CUR5:41 p.m.Willemstad Hato Int.

22h 29m

2 stops

YYC2:10 p.m.Calgary

C$ 652

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CalgaryMontego Bay

YYC Calgary - MBJ Montego Bay Sangster Intl

YYCMBJ

Calgary

Sat 5/12

10:00 a.m.-4:24 p.m.

Nonstop5h 24m

Montego Bay Sangster Intl

Sat 12/12

3:25 p.m.-11:10 a.m.

1 stop20h 45m

C$ 470

CalgaryMontego Bay

YYC Calgary - MBJ Montego Bay Sangster Intl

YYCMBJ

Calgary

Sat 5/12

10:00 a.m.-4:24 p.m.

Nonstop5h 24m

Montego Bay Sangster Intl

Sat 12/12

3:25 p.m.-10:53 p.m.

2 stops32h 28m

C$ 473

CalgaryMontego Bay

YYC Calgary - MBJ Montego Bay Sangster Intl

YYCMBJ

Calgary

Sat 21/11

10:00 a.m.-4:20 p.m.

Nonstop5h 20m

Montego Bay Sangster Intl

Sat 28/11

3:35 p.m.-9:25 a.m.

1 stop18h 50m

C$ 473

CalgaryNassau

YYC Calgary - NAS Nassau Intl

YYCNAS

Calgary

Fri 23/10

8:30 p.m.-1:15 p.m.

2 stops38h 45m

Nassau Intl

Mon 26/10

12:30 p.m.-11:24 p.m.

1 stop12h 54m

C$ 487

CalgaryNassau

YYC Calgary - NAS Nassau Intl

YYCNAS

Calgary

Fri 23/10

8:30 p.m.-1:15 p.m.

2 stops38h 45m

Nassau Intl

Mon 26/10

12:30 p.m.-7:35 p.m.

2 stops33h 05m

C$ 487

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

Wed 28/10

6:40 a.m.-9:53 p.m.

2 stops17h 13m

C$ 552

Quickest round-trip

CalgarySan Juan

YYC Calgary - SJU San Juan Luis Munoz Marin Intl

YYCSJU

Calgary

Mon 26/10

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

1 stop9h 25m

San Juan Luis Munoz Marin Intl

Fri 30/10

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

1 stop10h 32m

C$ 552

CalgaryNassau

YYC Calgary - NAS Nassau Intl

YYCNAS

Calgary

Sat 7/11

7:00 p.m.-3:15 p.m.

1 stop19h 15m

Nassau Intl

Thu 12/11

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

1 stop13h 00m

C$ 571

CalgarySan Juan

YYC Calgary - SJU San Juan Luis Munoz Marin Intl

YYCSJU

Calgary

Sun 25/10

1:51 p.m.-9:46 a.m.

2 stops17h 55m

San Juan Luis Munoz Marin Intl

Wed 28/10

6:20 a.m.-9:45 p.m.

2 stops17h 25m

C$ 573

CalgaryPuerto Plata

YYC Calgary - POP Puerto Plata La Union

YYCPOP

Calgary

Sun 7/2

8:05 a.m.-10:55 a.m.

1 stop24h 50m

Puerto Plata La Union

Sun 21/2

3:20 p.m.-1:50 p.m.

1 stop24h 30m

C$ 830

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$ 742. 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$ 767.

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$ 702. 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$ 904.

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$ 777 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$ 652 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$ 248
Fastest flight time	4h 45m
Direct flights	Every day
Airports in Caribbean	196 airports

The best one-way flight to Caribbean from Calgary in the past 72 hours is C$ 248. The best round-trip flight deal from Calgary to Caribbean found on momondo in the last 72 hours is C$ 470.

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

Direct flights go from Calgary to Caribbean every day.

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

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 (93.33% of total bookings). The next most popular plane models are Boeing 737-700 Passenger/BBJ1 (winglets) (2.67%), Boeing 737-800 Passenger/BBJ2 (winglets) (2.67%), and Boeing 737 (1.33%).

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$ 324	Free Cancellation	Rating 7.4 10,107 reviews	Search United Airlines flights
WestJet	PriceFrom C$ 426	Free Cancellation	Rating 7.2 3,430 reviews	Search WestJet flights
Air Canada	PriceFrom C$ 442	Free Cancellation	Rating 7.1 11,487 reviews	Search Air Canada flights
American Airlines	PriceFrom C$ 735	Free Cancellation	Rating 7.1 11,948 reviews	Search American Airlines flights
Air Transat	PriceFrom C$ 896	Free Cancellation	Rating 7.8 572 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.