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 74% of people opting to fly with this airline when travelling to Caribbean. Keep in mind that there are 4 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, United 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 May 2026, there are 3 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$ 235 Cheap Flights from Calgary to Caribbean in 2026

1 adult

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Find the cheapest flights from Calgary to Caribbean

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

12:35 p.m. - 1:15 p.m.

YYC

NAS

22h 40m

1 stop

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

NAS

YYC

12h 54m

1 stop

C$ 525Air Canada

Sat, 7 Nov - Sat, 21 Nov

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

YYC

NAS

8h 10m

1 stop

12:00 p.m. - 4:00 p.m.

NAS

YYC

30h 00m

2 stops

C$ 528WestJet

Sat, 6 Jun - Wed, 10 Jun

8:30 a.m. - 12:15 p.m.

YYC

PUJ

25h 45m

2 stops

6:45 p.m. - 10:37 p.m.

PUJ

YYC

29h 52m

2 stops

C$ 545United Airlines

Tue, 2 Jun - Tue, 9 Jun

8:30 a.m. - 2:27 p.m.

YYC

PUJ

27h 57m

1 stop

6:45 p.m. - 9:48 p.m.

PUJ

YYC

29h 03m

2 stops

C$ 554United Airlines

Sat, 6 Jun - Fri, 12 Jun

8:30 p.m. - 3:30 p.m.

YYC

PUJ

17h 00m

2 stops

5:05 p.m. - 3:57 p.m.

PUJ

YYC

24h 52m

1 stop

C$ 572Air Canada

Thu, 17 Sep - Fri, 25 Sep

3:50 p.m. - 5:30 p.m.

YYC

NAS

23h 40m

2 stops

6:30 p.m. - 8:51 p.m.

NAS

YYC

28h 21m

2 stops

C$ 578Air Canada

Wed, 10 Jun - Mon, 15 Jun

9:30 a.m. - 11:45 a.m.

YYC

MBJ

25h 15m

2 stops

12:45 p.m. - 12:44 a.m.

MBJ

YYC

12h 59m

1 stop

C$ 589WestJet

Sat, 30 May - Fri, 12 Jun

1:41 p.m. - 11:36 a.m.

YYC

NAS

19h 55m

1 stop

12:36 p.m. - 11:42 p.m.

NAS

YYC

13h 06m

1 stop

C$ 652American Airlines

Wed, 10 Jun - Mon, 15 Jun

6:45 a.m. - 2:13 p.m.

YYC

GND

29h 28m

2 stops

3:13 p.m. - 12:54 p.m.

GND

YYC

23h 41m

2 stops

C$ 1,389American Airlines

Fri, 3 Jul - Fri, 10 Jul

12:30 a.m. - 1:51 p.m.

YYC

SXM

11h 21m

1 stop

3:45 p.m. - 9:05 p.m.

SXM

YYC

31h 20m

1 stop

C$ 2,502Delta

Mon, 1 Jun - Sat, 6 Jun

United Airlines flights from Calgary to Caribbean

Our best United Airlines deals on Calgary to Caribbean flight tickets

United Airlines

21 May

YYC1:27 p.m.Calgary

26h 08m

1 stop

PUJ5:35 p.m.Punta Cana

28 May

PUJ4:00 p.m.Punta Cana

31h 48m

2 stops

YYC9:48 p.m.Calgary

C$ 499

United Airlines

21 May

YYC12:28 p.m.Calgary

46h 43m

2 stops

PUJ1:11 p.m.Punta Cana

28 May

PUJ4:00 p.m.Punta Cana

31h 48m

2 stops

YYC9:48 p.m.Calgary

C$ 528

United Airlines

2 Jun

YYC8:30 a.m.Calgary

25h 45m

2 stops

PUJ12:15 p.m.Punta Cana

9 Jun

PUJ6:45 p.m.Punta Cana

29h 52m

2 stops

YYC10:37 p.m.Calgary

C$ 545

American Airlines flights from Calgary to Caribbean

Our best American Airlines deals on Calgary to Caribbean flight tickets

American Airlines

10 Jun

YYC1:41 p.m.Calgary

19h 55m

1 stop

NAS11:36 a.m.Nassau Intl

15 Jun

NAS12:36 p.m.Nassau Intl

13h 06m

1 stop

YYC11:42 p.m.Calgary

C$ 652

American Airlines

10 Jun

YYC1:00 p.m.Calgary

19h 02m

1 stop

NAS10:02 a.m.Nassau Intl

15 Jun

NAS12:36 p.m.Nassau Intl

13h 06m

1 stop

YYC11:42 p.m.Calgary

C$ 711

American Airlines

13 Aug

YYC6:45 a.m.Calgary

8h 28m

1 stop

MBJ4:13 p.m.Montego Bay Sangster Intl

18 Aug

MBJ12:47 p.m.Montego Bay Sangster Intl

9h 53m

1 stop

YYC9:40 p.m.Calgary

C$ 733

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CalgaryNassau

YYC - NAS

YYCNAS

Calgary

Sat 7/11

12:35 p.m.-1:15 p.m.

1 stop22h 40m

Nassau Intl

Sat 21/11

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

1 stop12h 54m

C$ 525

CalgaryNassau

YYC - NAS

YYCNAS

Calgary

Sat 6/6

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

1 stop8h 10m

Nassau Intl

Wed 10/6

12:00 p.m.-4:00 p.m.

2 stops30h 00m

C$ 528

CalgaryPunta Cana

YYC - PUJ

YYCPUJ

Calgary

Tue 2/6

8:30 a.m.-12:15 p.m.

2 stops25h 45m

Punta Cana

Tue 9/6

6:45 p.m.-10:37 p.m.

2 stops29h 52m

C$ 545

CalgaryPunta Cana

YYC - PUJ

YYCPUJ

Calgary

Sat 6/6

8:30 a.m.-2:27 p.m.

1 stop27h 57m

Punta Cana

Fri 12/6

6:45 p.m.-9:48 p.m.

2 stops29h 03m

C$ 554

CalgaryPunta Cana

YYC - PUJ

YYCPUJ

Calgary

Thu 17/9

8:30 p.m.-3:30 p.m.

2 stops17h 00m

Punta Cana

Fri 25/9

5:05 p.m.-3:57 p.m.

1 stop24h 52m

C$ 572

CalgaryNassau

YYC - NAS

YYCNAS

Calgary

Wed 10/6

3:50 p.m.-5:30 p.m.

2 stops23h 40m

Nassau Intl

Mon 15/6

6:30 p.m.-8:51 p.m.

2 stops28h 21m

C$ 578

CalgaryMontego Bay

YYC - MBJ

YYCMBJ

Calgary

Sat 30/5

9:30 a.m.-11:45 a.m.

2 stops25h 15m

Montego Bay Sangster Intl

Fri 12/6

12:45 p.m.-12:44 a.m.

1 stop12h 59m

C$ 589

Quickest round-trip

CalgaryNassau

YYC - NAS

YYCNAS

Calgary

Wed 10/6

1:41 p.m.-11:36 a.m.

1 stop19h 55m

Nassau Intl

Mon 15/6

12:36 p.m.-11:42 p.m.

1 stop13h 06m

C$ 652

CalgarySt. George's

YYC - GND

YYCGND

Calgary

Fri 3/7

6:45 a.m.-2:13 p.m.

2 stops29h 28m

St. George's Point Saline Intl

Fri 10/7

3:13 p.m.-12:54 p.m.

2 stops23h 41m

C$ 1,389

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Mon 1/6

12:30 a.m.-1:51 p.m.

1 stop11h 21m

Simpson Bay Princess Juliana

Sat 6/6

3:45 p.m.-9:05 p.m.

1 stop31h 20m

C$ 2,502

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, October 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$ 210. If you don’t want to visit Caribbean in October, then you should wait until April to fly from Calgary, when ticket prices are also cheap, with an average price of C$ 219.

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$ 566. However, this price may fluctuate depending on the airline, the season, and holidays. Be sure to avoid booking your departure on a Thursday as prices are generally higher than usual. According to our data, the average ticket price to Caribbean on Thursday is C$ 889.

What is the cheapest Calgary to Caribbean flight route?

Fly from Calgary to Punta Cana 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$ 754 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$ 653 on momondo.

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

There is only 1 cabin class 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 30% 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$ 222
Fastest flight time	9h 00m
Direct flights	Sat
Airports in Caribbean	195 airports

The best one-way flight to Caribbean from Calgary in the past 72 hours is C$ 222. The best round-trip flight deal from Calgary to Caribbean found on momondo in the last 72 hours is C$ 647.

The fastest flight from Calgary to Caribbean takes 9h 00m

Direct flights go from Calgary to Caribbean on Saturday. The only airline offering direct flights is WestJet.

There are 195 airports in Caribbean. From Calgary there are direct flights to 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 May 2026, there are 3 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 (88.89% of total bookings). The next most popular plane models are Boeing 737-700 Passenger/BBJ1 (winglets) (4.44%), Boeing 737-800 (Scimitar Winglets) (4.44%), and Boeing 737-800 Passenger/BBJ2 (winglets) (2.22%).

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$ 296	Free Cancellation	Rating 7.4 9,748 reviews	Search United Airlines flights
WestJet	PriceFrom C$ 429	Free Cancellation	Rating 7.2 3,341 reviews	Search WestJet flights
Air Canada	PriceFrom C$ 429	Free Cancellation	Rating 7.1 11,067 reviews	Search Air Canada flights
American Airlines	PriceFrom C$ 606	Free Cancellation	Rating 7.1 11,642 reviews	Search American Airlines 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.