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 65% 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?

Air Canada, United Airlines, and WestJet 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 October 2026, there are 5 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$ 231 Cheap Flights from Calgary to Caribbean in 2026/27

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.

6:55 p.m. - 8:40 p.m.YYC Calgary-PUJ Punta Cana

23h 45m1 stop Toronto Pearson Intl

3:15 p.m. - 1:50 a.m.PUJ Punta Cana-YYC Calgary

12h 35m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 492Air Canada

Fri, 11 Dec - Mon, 14 Dec

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

22h 35m1 stop Montreal Pierre Elliott Trudeau Intl

3:15 p.m. - 1:08 p.m.PUJ Punta Cana-YYC Calgary

23h 53m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 506Air Canada

Sun, 25 Oct - Thu, 5 Nov

3:06 p.m. - 5:18 p.m.YYC Calgary-PUJ Punta Cana

24h 12m1 stop Denver Intl

5:10 p.m. - 11:53 p.m.PUJ Punta Cana-YYC Calgary

32h 43m2 stops Washington, D.C. Dulles Intl Denver Intl

C$ 507United Airlines

Thu, 12 Nov - Tue, 24 Nov

3:06 p.m. - 4:28 p.m.YYC Calgary-PUJ Punta Cana

23h 22m2 stops Denver Intl Washington, D.C. Dulles Intl

12:56 p.m. - 11:53 p.m.PUJ Punta Cana-YYC Calgary

36h 57m2 stops Washington, D.C. Dulles Intl Denver Intl

C$ 507United Airlines

Sat, 14 Nov - Tue, 24 Nov

8:10 a.m. - 4:49 p.m.YYC Calgary-NAS Nassau Intl

7h 39m1 stop Ottawa

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

13h 00m1 stop Toronto Pearson Intl

C$ 537Porter Airlines

Sat, 28 Nov - Tue, 1 Dec

8:10 a.m. - 4:49 p.m.YYC Calgary-NAS Nassau Intl

7h 39m1 stop Ottawa

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

13h 00m1 stop Toronto Pearson Intl

C$ 537Porter Airlines

Sat, 28 Nov - Wed, 2 Dec

12:05 a.m. - 7:55 a.m.YYC Calgary-PUJ Punta Cana

5h 50mdirect

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

9h 00mdirect

C$ 615WestJet

Sun, 15 Nov - Mon, 23 Nov

12:05 a.m. - 7:55 a.m.YYC Calgary-PUJ Punta Cana

5h 50mdirect

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

9h 00mdirect

C$ 617WestJet

Sun, 15 Nov - Mon, 30 Nov

7:00 a.m. - 1:18 p.m.YYC Calgary-CUR Willemstad Hato Int.

28h 18m2 stops Dallas/Fort Worth Miami

4:39 p.m. - 2:46 p.m.CUR Willemstad Hato Int.-YYC Calgary

24h 07m2 stops Charlotte Douglas Chicago O'Hare Intl

C$ 870American Airlines

Thu, 7 Jan - Thu, 14 Jan

1:51 p.m. - 2:04 p.m.YYC Calgary-SVD Kingstown Argyle Intl

22h 13m2 stops Chicago O'Hare Intl Miami

2:54 p.m. - 11:59 a.m.SVD Kingstown Argyle Intl-YYC Calgary

23h 05m2 stops Miami Dallas/Fort Worth

C$ 908American Airlines

Wed, 21 Oct - Wed, 28 Oct

Cheap last-minute flights

Enter your travel dates to find the best prices.

12:55 a.m. - 4:05 p.m.YYC Calgary-PUJ Punta Cana

13h 10m1 stop Montreal Pierre Elliott Trudeau Intl

4:20 p.m. - 1:17 a.m.PUJ Punta Cana-YYC Calgary

10h 57m1 stop Toronto Pearson Intl

C$ 856Air Canada

Mon, 12 Oct - Tue, 20 Oct

12:55 a.m. - 4:05 p.m.YYC Calgary-PUJ Punta Cana

13h 10m1 stop Montreal Pierre Elliott Trudeau Intl

4:20 p.m. - 10:52 a.m.PUJ Punta Cana-YYC Calgary

20h 32m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl

C$ 862Air Canada

Mon, 12 Oct - Tue, 20 Oct

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

39h 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$ 925United Airlines

Fri, 9 Oct - Fri, 16 Oct

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

39h 23m2 stops Denver Intl Houston George Bush Intcntl

12:30 a.m. - 9:48 p.m.POS Port of Spain Piarco Intl-YYC Calgary

23h 18m2 stops Houston George Bush Intcntl Denver Intl

C$ 925United Airlines

Fri, 9 Oct - Fri, 16 Oct

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$ 925United Airlines

Fri, 9 Oct - Fri, 16 Oct

1:51 p.m. - 2:08 p.m.YYC Calgary-POS Port of Spain Piarco Intl

22h 17m2 stops Chicago O'Hare Intl Miami

3:08 p.m. - 12:51 p.m.POS Port of Spain Piarco Intl-YYC Calgary

23h 43m2 stops Miami Chicago O'Hare Intl

C$ 1,097American Airlines

Fri, 9 Oct - Sat, 17 Oct

1:51 p.m. - 9:59 p.m.YYC Calgary-BGI Bridgetown Grantley Adams Intl

30h 08m2 stops Chicago O'Hare Intl Miami

3:52 p.m. - 12:51 p.m.BGI Bridgetown Grantley Adams Intl-YYC Calgary

22h 59m2 stops Miami Chicago O'Hare Intl

C$ 1,412American Airlines

Wed, 14 Oct - Wed, 21 Oct

3:50 p.m. - 11:40 a.m.YYC Calgary-PUJ Punta Cana

17h 50m2 stops Edmonton Montreal Pierre Elliott Trudeau Intl

7:35 p.m. - 4:30 p.m.PUJ Punta Cana-YYC Calgary

22h 55m3 stops Montreal Pierre Elliott Trudeau Intl Toronto Island Ottawa

C$ 1,436Multiple Airlines

Tue, 13 Oct - Tue, 20 Oct

11:45 p.m. - 10:55 p.m.YYC Calgary-BGI Bridgetown Grantley Adams Intl

21h 10m3 stops Ottawa Toronto Pearson Intl Port of Spain Piarco Intl

5:15 a.m. - 12:20 p.m.BGI Bridgetown Grantley Adams Intl-YYC Calgary

33h 05m2 stops Port of Spain Piarco Intl Toronto Pearson Intl

C$ 1,537Multiple Airlines

Wed, 14 Oct - Wed, 21 Oct

12:50 a.m. - 3:25 p.m.YYC Calgary-BGI Bridgetown Grantley Adams Intl

12h 35m1 stop Toronto Pearson Intl

4:20 p.m. - 10:52 a.m.BGI Bridgetown Grantley Adams Intl-YYC Calgary

20h 32m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl

C$ 1,624Air Canada

Tue, 13 Oct - Wed, 21 Oct

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United Airlines flights from Calgary to Caribbean

Our best United Airlines deals on Calgary to Caribbean flight tickets

United Airlines

12 Nov

YYC3:06 p.m.Calgary

24h 12m

1 stop

PUJ5:18 p.m.Punta Cana

23 Nov

PUJ5:10 p.m.Punta Cana

25h 11m

2 stops

YYC4:21 p.m.Calgary

C$ 507

United Airlines

31 Oct

YYC1:35 p.m.Calgary

24h 29m

1 stop

PUJ4:04 p.m.Punta Cana

5 Nov

PUJ5:10 p.m.Punta Cana

22h 25m

2 stops

YYC1:35 p.m.Calgary

C$ 527

United Airlines

24 Oct

YYC1:56 p.m.Calgary

21h 37m

1 stop

NAS1:33 p.m.Nassau Intl

30 Oct

NAS2:40 p.m.Nassau Intl

24h 23m

1 stop

YYC1:03 p.m.Calgary

C$ 534

Air Canada flights from Calgary to Caribbean

Our best Air Canada deals on Calgary to Caribbean flight tickets

Air Canada

11 Dec

YYC6:55 p.m.Calgary

23h 45m

1 stop

PUJ8:40 p.m.Punta Cana

14 Dec

PUJ3:15 p.m.Punta Cana

12h 35m

1 stop

YYC1:50 a.m.Calgary

C$ 492

Air Canada

25 Oct

YYC5:10 p.m.Calgary

22h 35m

1 stop

PUJ5:45 p.m.Punta Cana

5 Nov

PUJ3:15 p.m.Punta Cana

23h 53m

1 stop

YYC1:08 p.m.Calgary

C$ 506

Air Canada

30 Nov

YYC1:45 a.m.Calgary

18h 50m

1 stop

PUJ10:35 p.m.Punta Cana

10 Dec

PUJ7:45 p.m.Punta Cana

19h 23m

1 stop

YYC1:08 p.m.Calgary

C$ 509

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CalgaryPunta Cana

YYC Calgary - PUJ Punta Cana

YYCPUJ

Calgary

Fri 11/12

6:55 p.m.-8:40 p.m.

1 stop23h 45m

Punta Cana

Mon 14/12

3:15 p.m.-1:50 a.m.

1 stop12h 35m

C$ 492

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

Thu 5/11

3:15 p.m.-1:08 p.m.

1 stop23h 53m

C$ 506

CalgaryPunta Cana

YYC Calgary - PUJ Punta Cana

YYCPUJ

Calgary

Thu 12/11

3:06 p.m.-5:18 p.m.

1 stop24h 12m

Punta Cana

Tue 24/11

5:10 p.m.-11:53 p.m.

2 stops32h 43m

C$ 507

CalgaryPunta Cana

YYC Calgary - PUJ Punta Cana

YYCPUJ

Calgary

Sat 14/11

3:06 p.m.-4:28 p.m.

2 stops23h 22m

Punta Cana

Tue 24/11

12:56 p.m.-11:53 p.m.

2 stops36h 57m

C$ 507

CalgaryNassau

YYC Calgary - NAS Nassau Intl

YYCNAS

Calgary

Sat 28/11

8:10 a.m.-4:49 p.m.

1 stop7h 39m

Nassau Intl

Tue 1/12

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

1 stop13h 00m

C$ 537

CalgaryNassau

YYC Calgary - NAS Nassau Intl

YYCNAS

Calgary

Sat 28/11

8:10 a.m.-4:49 p.m.

1 stop7h 39m

Nassau Intl

Wed 2/12

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

1 stop13h 00m

C$ 537

Quickest round-trip

CalgaryPunta Cana

YYC Calgary - PUJ Punta Cana

YYCPUJ

Calgary

Sun 15/11

12:05 a.m.-7:55 a.m.

Nonstop5h 50m

Punta Cana

Mon 23/11

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

Nonstop9h 00m

C$ 615

CalgaryPunta Cana

YYC Calgary - PUJ Punta Cana

YYCPUJ

Calgary

Sun 15/11

12:05 a.m.-7:55 a.m.

Nonstop5h 50m

Punta Cana

Mon 30/11

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

Nonstop9h 00m

C$ 617

CalgaryWillemstad

YYC Calgary - CUR Willemstad Hato Int.

YYCCUR

Calgary

Thu 7/1

7:00 a.m.-1:18 p.m.

2 stops28h 18m

Willemstad Hato Int.

Thu 14/1

4:39 p.m.-2:46 p.m.

2 stops24h 07m

C$ 870

CalgaryKingstown

YYC Calgary - SVD Kingstown Argyle Intl

YYCSVD

Calgary

Wed 21/10

1:51 p.m.-2:04 p.m.

2 stops22h 13m

Kingstown Argyle Intl

Wed 28/10

2:54 p.m.-11:59 a.m.

2 stops23h 05m

C$ 908

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$ 774. 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$ 788.

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 Sunday. momondo users have found tickets for Sunday departures for as low as C$ 614. 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$ 1,078.

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$ 805 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$ 688 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$ 231
Fastest flight time	4h 45m
Direct flights	Mon, Wed, Fri, Sat and Sun
Airports in Caribbean	197 airports

The best one-way flight to Caribbean from Calgary in the past 72 hours is C$ 231. The best round-trip flight deal from Calgary to Caribbean found on momondo in the last 72 hours is C$ 492.

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

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

There are 197 airports in Caribbean. From Calgary there are direct flights to 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 October 2026, there are 5 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 (97.17% of total bookings). The next most popular plane models are Boeing 737 (0.94%), Boeing 737-700 Passenger/BBJ1 (winglets) (0.94%), and Boeing 737-800 Passenger/BBJ2 (winglets) (0.94%).

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$ 313	Free Cancellation	Rating 7.4 10,319 reviews	Search United Airlines flights
WestJet	PriceFrom C$ 444	Free Cancellation	Rating 7.2 3,453 reviews	Search WestJet flights
Air Canada	PriceFrom C$ 536	Free Cancellation	Rating 7.1 11,744 reviews	Search Air Canada flights
Air Transat	PriceFrom C$ 921	Free Cancellation	Rating 7.7 583 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.