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

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 4 different airlines that fly to Caribbean on a routine basis, so you have a few additional options to choose from.

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 September 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$ 221 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$ 416WestJet

Fri, 4 Dec - Thu, 10 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$ 445WestJet

Sun, 15 Nov - Mon, 23 Nov

5:15 p.m. - 6:45 p.m.YYC Calgary-PUJ Punta Cana

23h 30m2 stops Saskatoon Winnipeg

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

9h 00mdirect

C$ 445WestJet

Fri, 4 Dec - Thu, 10 Dec

2:20 p.m. - 5:45 p.m.YYC Calgary-PUJ Punta Cana

25h 25m1 stop Montreal Pierre Elliott Trudeau Intl

9:55 a.m. - 3:55 p.m.PUJ Punta Cana-YYC Calgary

8h 00mdirect

C$ 459Multiple Airlines

Sat, 24 Oct - Fri, 30 Oct

12:10 p.m. - 5:45 p.m.YYC Calgary-PUJ Punta Cana

27h 35m1 stop Montreal Pierre Elliott Trudeau Intl

6:45 p.m. - 11:25 a.m.PUJ Punta Cana-YYC Calgary

18h 40m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 464Air Canada

Sat, 24 Oct - Fri, 30 Oct

6:10 p.m. - 5:45 p.m.YYC Calgary-PUJ Punta Cana

21h 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$ 470Air Canada

Sat, 21 Nov - Sat, 28 Nov

12:45 a.m. - 5:45 p.m.YYC Calgary-PUJ Punta Cana

15h 00m1 stop Montreal Pierre Elliott Trudeau Intl

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

9h 00mdirect

C$ 479Multiple Airlines

Tue, 27 Oct - Mon, 2 Nov

1:37 p.m. - 12:08 p.m.YYC Calgary-POP Puerto Plata La Union

44h 31m2 stops Chicago O'Hare Intl Newark

2:15 p.m. - 1:35 p.m.POP Puerto Plata La Union-YYC Calgary

25h 20m2 stops Newark Chicago O'Hare Intl

C$ 488United Airlines

Fri, 15 Jan - Sat, 6 Feb

1:37 p.m. - 12:08 p.m.YYC Calgary-POP Puerto Plata La Union

20h 31m2 stops Chicago O'Hare Intl Newark

2:15 p.m. - 8:18 p.m.POP Puerto Plata La Union-YYC Calgary

32h 03m2 stops Newark Denver Intl

C$ 488United Airlines

Sat, 16 Jan - Fri, 5 Feb

7:30 a.m. - 6:20 p.m.YYC Calgary-PUJ Punta Cana

8h 50m1 stop Toronto Pearson Intl

11:05 p.m. - 1:50 p.m.PUJ Punta Cana-YYC Calgary

16h 45m1 stop Toronto Pearson Intl

C$ 1,467Air Transat

Wed, 13 Jan - Fri, 12 Feb

Cheap last-minute flights

Enter your travel dates to find the best prices.

11:45 p.m. - 11:10 a.m.YYC Calgary-NAS Nassau Intl

33h 25m2 stops Saskatoon Toronto Pearson Intl

12:00 p.m. - 8:00 a.m.NAS Nassau Intl-YYC Calgary

22h 00m2 stops Toronto Pearson Intl Edmonton

C$ 499WestJet

Fri, 11 Sep - Fri, 18 Sep

4:50 p.m. - 11:10 a.m.YYC Calgary-NAS Nassau Intl

40h 20m2 stops Saskatoon Toronto Pearson Intl

12:00 p.m. - 8:20 a.m.NAS Nassau Intl-YYC Calgary

22h 20m1 stop Toronto Pearson Intl

C$ 504WestJet

Fri, 11 Sep - Fri, 18 Sep

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

8h 10m1 stop Toronto Pearson Intl

12:00 p.m. - 12:44 a.m.NAS Nassau Intl-YYC Calgary

14h 44m1 stop Toronto Pearson Intl

C$ 601WestJet

Thu, 10 Sep - Fri, 18 Sep

6:00 a.m. - 11:50 p.m.YYC Calgary-SJU San Juan Luis Munoz Marin Intl

15h 50m2 stops Denver Intl Newark

2:00 p.m. - 9:48 p.m.SJU San Juan Luis Munoz Marin Intl-YYC Calgary

9h 48m1 stop Denver Intl

C$ 709United Airlines

Sun, 6 Sep - Wed, 7 Oct

1:00 a.m. - 1:50 p.m.YYC Calgary-PTP Pointe-à-Pitre Le Raizet

10h 50m1 stop Montreal Pierre Elliott Trudeau Intl

2:50 p.m. - 11:47 p.m.PTP Pointe-à-Pitre Le Raizet-YYC Calgary

10h 57m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 812Air Canada

Thu, 10 Sep - Fri, 18 Sep

6:00 a.m. - 8:38 p.m.YYC Calgary-SJU San Juan Luis Munoz Marin Intl

12h 38m2 stops Denver Intl Houston George Bush Intcntl

1:00 a.m. - 11:28 a.m.SJU San Juan Luis Munoz Marin Intl-YYC Calgary

12h 28m2 stops Newark Chicago O'Hare Intl

C$ 825United Airlines

Sun, 6 Sep - Tue, 6 Oct

1:00 a.m. - 1:50 p.m.YYC Calgary-PTP Pointe-à-Pitre Le Raizet

10h 50m1 stop Montreal Pierre Elliott Trudeau Intl

2:50 p.m. - 6:27 p.m.PTP Pointe-à-Pitre Le Raizet-YYC Calgary

53h 37m2 stops Montreal Pierre Elliott Trudeau Intl Edmonton

C$ 835Air Canada

Thu, 10 Sep - Fri, 18 Sep

7:00 a.m. - 11:15 p.m.YYC Calgary-SJU San Juan Luis Munoz Marin Intl

14h 15m1 stop Chicago O'Hare Intl

6:00 a.m. - 9:42 p.m.SJU San Juan Luis Munoz Marin Intl-YYC Calgary

17h 42m2 stops Miami Dallas/Fort Worth

C$ 837American Airlines

Sun, 6 Sep - Wed, 9 Sep

1:52 p.m. - 1:24 p.m.YYC Calgary-SJU San Juan Luis Munoz Marin Intl

21h 32m2 stops Chicago O'Hare Intl Philadelphia

7:00 a.m. - 11:29 p.m.SJU San Juan Luis Munoz Marin Intl-YYC Calgary

18h 29m2 stops Philadelphia Chicago O'Hare Intl

C$ 837American Airlines

Sun, 6 Sep - Wed, 9 Sep

12:34 p.m. - 2:44 p.m.YYC Calgary-SJU San Juan Luis Munoz Marin Intl

24h 10m1 stop Chicago O'Hare Intl

2:00 p.m. - 9:48 p.m.SJU San Juan Luis Munoz Marin Intl-YYC Calgary

9h 48m1 stop Denver Intl

C$ 941United Airlines

Sun, 6 Sep - Wed, 7 Oct

Cheap direct flights

Enter your travel dates to find the best prices.

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$ 445WestJet

Sun, 15 Nov - Mon, 23 Nov

12:05 a.m. - 7:35 a.m.YYC Calgary-POP Puerto Plata La Union

5h 30mdirect

9:35 a.m. - 4:20 p.m.POP Puerto Plata La Union-YYC Calgary

8h 45mdirect

C$ 526WestJet

Fri, 15 Jan - Sat, 23 Jan

10:00 a.m. - 5:20 p.m.YYC Calgary-MBJ Montego Bay Sangster Intl

6h 20mdirect

2:35 p.m. - 9:45 p.m.MBJ Montego Bay Sangster Intl-YYC Calgary

8h 10mdirect

C$ 532WestJet

Sat, 31 Oct - Sat, 7 Nov

12:05 a.m. - 7:35 a.m.YYC Calgary-POP Puerto Plata La Union

5h 30mdirect

9:35 a.m. - 4:20 p.m.POP Puerto Plata La Union-YYC Calgary

8h 45mdirect

C$ 535WestJet

Fri, 15 Jan - Sat, 6 Feb

12:05 a.m. - 7:35 a.m.YYC Calgary-POP Puerto Plata La Union

5h 30mdirect

9:35 a.m. - 4:20 p.m.POP Puerto Plata La Union-YYC Calgary

8h 45mdirect

C$ 536WestJet

Fri, 15 Jan - Sat, 23 Jan

12:05 a.m. - 7:35 a.m.YYC Calgary-POP Puerto Plata La Union

5h 30mdirect

9:35 a.m. - 4:20 p.m.POP Puerto Plata La Union-YYC Calgary

8h 45mdirect

C$ 536WestJet

Fri, 15 Jan - Sat, 13 Feb

12:05 a.m. - 7:35 a.m.YYC Calgary-POP Puerto Plata La Union

5h 30mdirect

9:35 a.m. - 4:20 p.m.POP Puerto Plata La Union-YYC Calgary

8h 45mdirect

C$ 544WestJet

Fri, 15 Jan - Sat, 6 Feb

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$ 554WestJet

Thu, 3 Dec - Thu, 10 Dec

12:05 a.m. - 7:35 a.m.YYC Calgary-POP Puerto Plata La Union

5h 30mdirect

9:35 a.m. - 4:20 p.m.POP Puerto Plata La Union-YYC Calgary

8h 45mdirect

C$ 558WestJet

Fri, 15 Jan - Sat, 6 Feb

12:05 a.m. - 7:35 a.m.YYC Calgary-POP Puerto Plata La Union

5h 30mdirect

9:35 a.m. - 4:20 p.m.POP Puerto Plata La Union-YYC Calgary

8h 45mdirect

C$ 560WestJet

Fri, 22 Jan - Sat, 13 Feb

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United Airlines flights from Calgary to Caribbean

Our best United Airlines deals on Calgary to Caribbean flight tickets

United Airlines

13 Jan

YYC2:55 p.m.Calgary

43h 13m

2 stops

POP12:08 p.m.Puerto Plata La Union

6 Feb

POP2:15 p.m.Puerto Plata La Union

25h 20m

2 stops

YYC1:35 p.m.Calgary

C$ 488

United Airlines

17 Jan

YYC7:00 a.m.Calgary

27h 08m

2 stops

POP12:08 p.m.Puerto Plata La Union

4 Feb

POP2:15 p.m.Puerto Plata La Union

25h 20m

2 stops

YYC1:35 p.m.Calgary

C$ 489

United Airlines

13 Jan

YYC2:55 p.m.Calgary

43h 13m

2 stops

POP12:08 p.m.Puerto Plata La Union

5 Feb

POP2:15 p.m.Puerto Plata La Union

49h 20m

2 stops

YYC1:35 p.m.Calgary

C$ 508

American Airlines flights from Calgary to Caribbean

Our best American Airlines deals on Calgary to Caribbean flight tickets

American Airlines

9 Jan

YYC2:40 p.m.Calgary

21h 35m

2 stops

MBJ1:15 p.m.Montego Bay Sangster Intl

29 Jan

MBJ1:26 p.m.Montego Bay Sangster Intl

26h 34m

2 stops

YYC3:00 p.m.Calgary

C$ 644

American Airlines

27 Jan

YYC2:40 p.m.Calgary

19h 46m

2 stops

MBJ11:26 a.m.Montego Bay Sangster Intl

8 Feb

MBJ1:26 p.m.Montego Bay Sangster Intl

26h 34m

2 stops

YYC3:00 p.m.Calgary

C$ 649

American Airlines

11 Jan

YYC2:40 p.m.Calgary

20h 50m

2 stops

BGI1:30 p.m.Bridgetown Grantley Adams Intl

30 Jan

BGI4:41 p.m.Bridgetown Grantley Adams Intl

24h 19m

2 stops

YYC3:00 p.m.Calgary

C$ 696

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$ 416

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$ 445

CalgaryPunta Cana

YYC Calgary - PUJ Punta Cana

YYCPUJ

Calgary

Fri 4/12

5:15 p.m.-6:45 p.m.

2 stops23h 30m

Punta Cana

Thu 10/12

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

Nonstop9h 00m

C$ 445

CalgaryPunta Cana

YYC Calgary - PUJ Punta Cana

YYCPUJ

Calgary

Sat 24/10

2:20 p.m.-5:45 p.m.

1 stop25h 25m

Punta Cana

Fri 30/10

9:55 a.m.-3:55 p.m.

Nonstop8h 00m

C$ 459

CalgaryPunta Cana

YYC Calgary - PUJ Punta Cana

YYCPUJ

Calgary

Sat 24/10

12:10 p.m.-5:45 p.m.

1 stop27h 35m

Punta Cana

Fri 30/10

6:45 p.m.-11:25 a.m.

1 stop18h 40m

C$ 464

CalgaryPunta Cana

YYC Calgary - PUJ Punta Cana

YYCPUJ

Calgary

Sat 21/11

6:10 p.m.-5:45 p.m.

1 stop21h 35m

Punta Cana

Sat 28/11

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

1 stop23h 53m

C$ 470

CalgaryPunta Cana

YYC Calgary - PUJ Punta Cana

YYCPUJ

Calgary

Tue 27/10

12:45 a.m.-5:45 p.m.

1 stop15h 00m

Punta Cana

Mon 2/11

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

Nonstop9h 00m

C$ 479

CalgaryPuerto Plata

YYC Calgary - POP Puerto Plata La Union

YYCPOP

Calgary

Fri 15/1

1:37 p.m.-12:08 p.m.

2 stops44h 31m

Puerto Plata La Union

Sat 6/2

2:15 p.m.-1:35 p.m.

2 stops25h 20m

C$ 488

CalgaryPuerto Plata

YYC Calgary - POP Puerto Plata La Union

YYCPOP

Calgary

Sat 16/1

1:37 p.m.-12:08 p.m.

2 stops20h 31m

Puerto Plata La Union

Fri 5/2

2:15 p.m.-8:18 p.m.

2 stops32h 03m

C$ 488

CalgaryPunta Cana

YYC Calgary - PUJ Punta Cana

YYCPUJ

Calgary

Wed 13/1

7:30 a.m.-6:20 p.m.

1 stop8h 50m

Punta Cana

Fri 12/2

11:05 p.m.-1:50 p.m.

1 stop16h 45m

C$ 1,467

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$ 736. 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$ 763.

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$ 577. 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$ 958.

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$ 780 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$ 671 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$ 221
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$ 221. The best round-trip flight deal from Calgary to Caribbean found on momondo in the last 72 hours is C$ 416.

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), 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 September 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 (95.24% of total bookings). The next most popular plane models are Boeing 737-700 Passenger/BBJ1 (winglets) (1.90%), Boeing 737-800 Passenger/BBJ2 (winglets) (1.90%), and Boeing 737 (0.95%).

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 10,174 reviews	Search United Airlines flights
Air Canada	PriceFrom C$ 441	Free Cancellation	Rating 7.1 11,586 reviews	Search Air Canada flights
WestJet	PriceFrom C$ 450	Free Cancellation	Rating 7.2 3,446 reviews	Search WestJet flights
Air Transat	PriceFrom C$ 893	Free Cancellation	Rating 7.8 576 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.