How many flights depart from Calgary to Caribbean on average per week?

The number of flights available between Calgary and Caribbean is 2 per week as of May 2026. The most frequent departure day is Mon, with 50% of weekly flights leaving on this day.

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, Air Canada, and United 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 May 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$ 215 Cheap Flights from Calgary to Caribbean in 2026

1 adult

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.

1:45 p.m. - 4:30 p.m.

YYC

PUJ

24h 45m

1 stop

5:25 p.m. - 6:03 p.m.

PUJ

YYC

26h 38m

1 stop

C$ 458Air Canada

Fri, 5 Jun - Tue, 9 Jun

1:45 p.m. - 4:30 p.m.

YYC

PUJ

24h 45m

1 stop

5:25 p.m. - 8:28 a.m.

PUJ

YYC

41h 03m

2 stops

C$ 459Air Canada

Fri, 5 Jun - Tue, 9 Jun

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

YYC

NAS

8h 10m

1 stop

12:00 p.m. - 12:44 a.m.

NAS

YYC

14h 44m

1 stop

C$ 473WestJet

Sat, 6 Jun - Sun, 14 Jun

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

YYC

NAS

33h 25m

2 stops

12:00 p.m. - 6:45 p.m.

NAS

YYC

32h 45m

2 stops

C$ 474WestJet

Wed, 3 Jun - Sun, 7 Jun

11:45 a.m. - 12:41 a.m.

YYC

SJU

34h 56m

2 stops

7:00 a.m. - 10:00 p.m.

SJU

YYC

17h 00m

1 stop

C$ 644Multiple Airlines

Fri, 14 Aug - Fri, 21 Aug

6:00 a.m. - 4:40 p.m.

YYC

AUA

32h 40m

2 stops

3:10 p.m. - 9:48 p.m.

AUA

YYC

32h 38m

2 stops

C$ 663United Airlines

Wed, 27 May - Wed, 3 Jun

10:15 a.m. - 3:18 p.m.

YYC

SJU

27h 03m

1 stop

7:00 a.m. - 10:00 p.m.

SJU

YYC

17h 00m

1 stop

C$ 666Multiple Airlines

Fri, 14 Aug - Fri, 21 Aug

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

YYC

SDQ

24h 35m

2 stops

4:18 p.m. - 11:57 a.m.

SDQ

YYC

21h 39m

2 stops

C$ 804American Airlines

Thu, 14 May - Thu, 28 May

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

YYC

SDQ

18h 35m

2 stops

4:18 p.m. - 11:57 a.m.

SDQ

YYC

21h 39m

2 stops

C$ 834American Airlines

Fri, 15 May - Thu, 28 May

6:00 a.m. - 11:55 a.m.

YYC

SDQ

27h 55m

2 stops

1:10 p.m. - 9:48 p.m.

SDQ

YYC

34h 38m

2 stops

C$ 855United Airlines

Mon, 5 Oct - Wed, 7 Oct

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Air Canada flights from Calgary to Caribbean

Our best Air Canada deals on Calgary to Caribbean flight tickets

Air Canada

5 Jun

YYC1:45 p.m.Calgary

24h 45m

1 stop

PUJ4:30 p.m.Punta Cana

9 Jun

PUJ5:25 p.m.Punta Cana

26h 38m

1 stop

YYC6:03 p.m.Calgary

C$ 458

Air Canada

5 Jun

YYC1:45 p.m.Calgary

24h 45m

1 stop

PUJ4:30 p.m.Punta Cana

9 Jun

PUJ5:25 p.m.Punta Cana

41h 03m

2 stops

YYC8:28 a.m.Calgary

C$ 459

Air Canada

5 Jun

YYC1:45 p.m.Calgary

24h 45m

1 stop

PUJ4:30 p.m.Punta Cana

9 Jun

PUJ5:25 p.m.Punta Cana

26h 38m

1 stop

YYC6:03 p.m.Calgary

C$ 461

WestJet flights from Calgary to Caribbean

Our best WestJet deals on Calgary to Caribbean flight tickets

WestJet

6 Jun

YYC1:00 a.m.Calgary

8h 10m

1 stop

NAS11:10 a.m.Nassau Intl

14 Jun

NAS12:00 p.m.Nassau Intl

14h 44m

1 stop

YYC12:44 a.m.Calgary

C$ 473

WestJet

3 Jun

YYC11:45 p.m.Calgary

33h 25m

2 stops

NAS11:10 a.m.Nassau Intl

7 Jun

NAS12:00 p.m.Nassau Intl

32h 45m

2 stops

YYC6:45 p.m.Calgary

C$ 474

WestJet

12 Jun

YYC6:15 p.m.Calgary

14h 55m

1 stop

NAS11:10 a.m.Nassau Intl

20 Jun

NAS12:00 p.m.Nassau Intl

14h 44m

1 stop

YYC12:44 a.m.Calgary

C$ 476

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CalgaryPunta Cana

YYC - PUJ

YYCPUJ

Calgary

Fri 5/6

1:45 p.m.-4:30 p.m.

1 stop24h 45m

Punta Cana

Tue 9/6

5:25 p.m.-6:03 p.m.

1 stop26h 38m

C$ 458

CalgaryPunta Cana

YYC - PUJ

YYCPUJ

Calgary

Fri 5/6

1:45 p.m.-4:30 p.m.

1 stop24h 45m

Punta Cana

Tue 9/6

5:25 p.m.-8:28 a.m.

2 stops41h 03m

C$ 459

Quickest round-trip

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.-12:44 a.m.

1 stop14h 44m

C$ 473

CalgaryNassau

YYC - NAS

YYCNAS

Calgary

Wed 3/6

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

2 stops33h 25m

Nassau Intl

Sun 7/6

12:00 p.m.-6:45 p.m.

2 stops32h 45m

C$ 474

CalgarySan Juan

YYC - SJU

YYCSJU

Calgary

Fri 14/8

11:45 a.m.-12:41 a.m.

2 stops34h 56m

San Juan Luis Munoz Marin Intl

Fri 21/8

7:00 a.m.-10:00 p.m.

1 stop17h 00m

C$ 644

CalgaryOranjestad

YYC - AUA

YYCAUA

Calgary

Wed 27/5

6:00 a.m.-4:40 p.m.

2 stops32h 40m

Oranjestad Reina Beatrix

Wed 3/6

3:10 p.m.-9:48 p.m.

2 stops32h 38m

C$ 663

CalgarySan Juan

YYC - SJU

YYCSJU

Calgary

Fri 14/8

10:15 a.m.-3:18 p.m.

1 stop27h 03m

San Juan Luis Munoz Marin Intl

Fri 21/8

7:00 a.m.-10:00 p.m.

1 stop17h 00m

C$ 666

CalgarySanto Domingo

YYC - SDQ

YYCSDQ

Calgary

Thu 14/5

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

2 stops24h 35m

Santo Domingo Las Americas

Thu 28/5

4:18 p.m.-11:57 a.m.

2 stops21h 39m

C$ 804

CalgarySanto Domingo

YYC - SDQ

YYCSDQ

Calgary

Fri 15/5

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

2 stops18h 35m

Santo Domingo Las Americas

Thu 28/5

4:18 p.m.-11:57 a.m.

2 stops21h 39m

C$ 834

CalgarySanto Domingo

YYC - SDQ

YYCSDQ

Calgary

Mon 5/10

6:00 a.m.-11:55 a.m.

2 stops27h 55m

Santo Domingo Las Americas

Wed 7/10

1:10 p.m.-9:48 p.m.

2 stops34h 38m

C$ 855

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

Other information

What is the cheapest month to fly to Caribbean?

In general, May 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$ 194. If you don’t want to visit Caribbean in May, then you should wait until April to fly from Calgary, when ticket prices are also cheap, with an average price of C$ 216.

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$ 560. 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$ 879.

What is the cheapest Calgary to Caribbean flight route?

Fly from Calgary to Nassau 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$ 747 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$ 639 on momondo.

Can stopping save me money on Calgary to Caribbean flights?

No. A direct flight is the cheapest option for a flight between Calgary to Caribbean.

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$ 219
Fastest flight time	9h 38m
Direct flights	Fri and Sun
Airports in Caribbean	195 airports

The best one-way flight to Caribbean from Calgary in the past 72 hours is C$ 219. The best round-trip flight deal from Calgary to Caribbean found on momondo in the last 72 hours is C$ 639.

The fastest flight from Calgary to Caribbean takes 9h 38m

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

There are 195 airports in Caribbean. From Calgary there are direct flights to 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 May 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 (88.60% of total bookings). The next most popular plane models are Boeing 737-800 Passenger/BBJ2 (winglets) (4.39%), Boeing 737-700 Passenger/BBJ1 (winglets) (3.51%), and Boeing 737-800 (Scimitar Winglets) (3.51%).

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$ 293	Free Cancellation	Rating 7.4 9,680 reviews	Search United Airlines flights
WestJet	PriceFrom C$ 417	Free Cancellation	Rating 7.2 3,331 reviews	Search WestJet flights
Air Canada	PriceFrom C$ 424	Free Cancellation	Rating 7.1 10,995 reviews	Search Air Canada flights
American Airlines	PriceFrom C$ 599	Free Cancellation	Rating 7.1 11,673 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.