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 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$ 224 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.

8:10 a.m. - 6:45 p.m.YYC Calgary-PUJ Punta Cana

8h 35m1 stop Winnipeg

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

9h 00mdirect

C$ 424WestJet

Sat, 5 Dec - Sat, 12 Dec

8:10 a.m. - 6:45 p.m.YYC Calgary-PUJ Punta Cana

8h 35m1 stop Winnipeg

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

9h 00mdirect

C$ 427WestJet

Sat, 5 Dec - Sat, 12 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$ 471Multiple Airlines

Sat, 24 Oct - Fri, 30 Oct

7:40 p.m. - 5:45 p.m.YYC Calgary-PUJ Punta Cana

20h 05m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl

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

8h 00mdirect

C$ 477Multiple 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. - 11:35 a.m.PUJ Punta Cana-YYC Calgary

42h 50m2 stops Montreal Pierre Elliott Trudeau Intl Ottawa

C$ 488Air Canada

Sat, 24 Oct - Fri, 30 Oct

11:55 p.m. - 5:45 p.m.YYC Calgary-PUJ Punta Cana

15h 50m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl

3:30 p.m. - 4:00 p.m.PUJ Punta Cana-YYC Calgary

26h 30m2 stops Toronto Pearson Intl Edmonton

C$ 488Air Canada

Sat, 24 Oct - Fri, 30 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$ 555United Airlines

Sun, 25 Oct - Thu, 29 Oct

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

9h 25m1 stop Denver Intl

7:25 a.m. - 9:53 p.m.SJU San Juan Luis Munoz Marin Intl-YYC Calgary

16h 28m2 stops Chicago O'Hare Intl Denver Intl

C$ 555United Airlines

Sun, 25 Oct - Thu, 29 Oct

12:30 a.m. - 1:20 p.m.YYC Calgary-PUJ Punta Cana

10h 50m1 stop Toronto Pearson Intl

11:55 p.m. - 11:40 p.m.PUJ Punta Cana-YYC Calgary

25h 45m1 stop Ottawa

C$ 1,625Air Transat

Wed, 23 Dec - Sun, 3 Jan

8:05 a.m. - 11:10 a.m.YYC Calgary-PUJ Punta Cana

25h 05m1 stop Montreal Pierre Elliott Trudeau Intl

11:55 p.m. - 11:40 p.m.PUJ Punta Cana-YYC Calgary

25h 45m1 stop Ottawa

C$ 1,692Air Transat

Tue, 29 Dec - Sun, 3 Jan

Cheap last-minute flights

Enter your travel dates to find the best prices.

1:46 p.m. - 9:30 a.m.YYC Calgary-NAS Nassau Intl

17h 44m2 stops Charlotte Douglas Miami

7:45 a.m. - 9:42 p.m.NAS Nassau Intl-YYC Calgary

15h 57m2 stops Miami Dallas/Fort Worth

C$ 720American Airlines

Wed, 2 Sep - Wed, 9 Sep

1:56 p.m. - 12:40 p.m.YYC Calgary-PUJ Punta Cana

44h 44m2 stops Houston George Bush Intcntl Washington, D.C. Dulles Intl

4:40 p.m. - 6:30 p.m.PUJ Punta Cana-YYC Calgary

27h 50m2 stops Newark Denver Intl

C$ 888United Airlines

Thu, 3 Sep - Thu, 10 Sep

5:15 p.m. - 11:10 a.m.YYC Calgary-NAS Nassau Intl

39h 55m2 stops Winnipeg Toronto Pearson Intl

5:15 p.m. - 8:15 a.m.NAS Nassau Intl-YYC Calgary

17h 00m1 stop Toronto Pearson Intl

C$ 898Multiple Airlines

Wed, 2 Sep - Wed, 9 Sep

2:58 p.m. - 12:40 p.m.YYC Calgary-PUJ Punta Cana

19h 42m1 stop Washington, D.C. Dulles Intl

2:20 p.m. - 1:53 p.m.PUJ Punta Cana-YYC Calgary

25h 33m2 stops Houston George Bush Intcntl Denver Intl

C$ 916United Airlines

Sat, 5 Sep - Sat, 12 Sep

12:34 p.m. - 12:40 p.m.YYC Calgary-PUJ Punta Cana

22h 06m2 stops Chicago O'Hare Intl Washington, D.C. Dulles Intl

2:20 p.m. - 1:53 p.m.PUJ Punta Cana-YYC Calgary

25h 33m2 stops Houston George Bush Intcntl Denver Intl

C$ 916United Airlines

Sat, 5 Sep - Sat, 12 Sep

1:52 p.m. - 3:06 p.m.YYC Calgary-PUJ Punta Cana

23h 14m2 stops Chicago O'Hare Intl Charlotte Douglas

12:01 p.m. - 11:29 p.m.PUJ Punta Cana-YYC Calgary

13h 28m2 stops Miami Chicago O'Hare Intl

C$ 955American Airlines

Thu, 3 Sep - Thu, 10 Sep

1:52 p.m. - 3:06 p.m.YYC Calgary-PUJ Punta Cana

23h 14m2 stops Chicago O'Hare Intl Charlotte Douglas

12:01 p.m. - 11:29 p.m.PUJ Punta Cana-YYC Calgary

13h 28m2 stops Miami Chicago O'Hare Intl

C$ 961American Airlines

Thu, 3 Sep - Thu, 10 Sep

2:25 p.m. - 4:05 p.m.YYC Calgary-PUJ Punta Cana

23h 40m1 stop Montreal Pierre Elliott Trudeau Intl

4:20 p.m. - 10:12 a.m.PUJ Punta Cana-YYC Calgary

19h 52m1 stop Toronto Pearson Intl

C$ 1,107Air Canada

Sat, 5 Sep - Sat, 12 Sep

11:55 p.m. - 3:25 p.m.YYC Calgary-PUJ Punta Cana

13h 30m1 stop Toronto Pearson Intl

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

10h 57m1 stop Toronto Pearson Intl

C$ 1,899Air Canada

Thu, 3 Sep - Sat, 12 Sep

6:45 a.m. - 3:20 p.m.YYC Calgary-AUA Oranjestad Reina Beatrix

30h 35m1 stop Newark

4:30 p.m. - 5:30 p.m.AUA Oranjestad Reina Beatrix-YYC Calgary

27h 00m1 stop Newark

C$ 2,953Air Canada

Sat, 5 Sep - Mon, 7 Sep

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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

29 Oct

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

10h 32m

1 stop

YYC9:53 p.m.Calgary

C$ 555

United Airlines

24 Oct

YYC6:00 a.m.Calgary

12h 38m

2 stops

SJU8:38 p.m.San Juan Luis Munoz Marin Intl

31 Oct

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

16h 28m

2 stops

YYC9:53 p.m.Calgary

C$ 556

United Airlines

9 Jan

YYC7:00 a.m.Calgary

27h 08m

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$ 621

WestJet flights from Calgary to Caribbean

Our best WestJet deals on Calgary to Caribbean flight tickets

WestJet

5 Dec

YYC8:10 a.m.Calgary

8h 35m

1 stop

PUJ6:45 p.m.Punta Cana

12 Dec

PUJ9:55 a.m.Punta Cana

9h 00m

YYC4:55 p.m.Calgary

C$ 424

WestJet

5 Dec

YYC8:10 a.m.Calgary

8h 35m

1 stop

PUJ6:45 p.m.Punta Cana

12 Dec

PUJ9:55 a.m.Punta Cana

9h 00m

YYC4:55 p.m.Calgary

C$ 427

WestJet

5 Dec

YYC8:10 a.m.Calgary

8h 35m

1 stop

PUJ6:45 p.m.Punta Cana

12 Dec

PUJ9:55 a.m.Punta Cana

9h 00m

YYC4:55 p.m.Calgary

C$ 430

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

CalgaryPunta Cana

YYC Calgary - PUJ Punta Cana

YYCPUJ

Calgary

Sat 5/12

8:10 a.m.-6:45 p.m.

1 stop8h 35m

Punta Cana

Sat 12/12

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

Nonstop9h 00m

C$ 424

CalgaryPunta Cana

YYC Calgary - PUJ Punta Cana

YYCPUJ

Calgary

Sat 5/12

8:10 a.m.-6:45 p.m.

1 stop8h 35m

Punta Cana

Sat 12/12

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

Nonstop9h 00m

C$ 427

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$ 471

CalgaryPunta Cana

YYC Calgary - PUJ Punta Cana

YYCPUJ

Calgary

Sat 24/10

7:40 p.m.-5:45 p.m.

2 stops20h 05m

Punta Cana

Fri 30/10

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

Nonstop8h 00m

C$ 477

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.-11:35 a.m.

2 stops42h 50m

C$ 488

CalgaryPunta Cana

YYC Calgary - PUJ Punta Cana

YYCPUJ

Calgary

Sat 24/10

11:55 p.m.-5:45 p.m.

2 stops15h 50m

Punta Cana

Fri 30/10

3:30 p.m.-4:00 p.m.

2 stops26h 30m

C$ 488

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

Thu 29/10

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

1 stop10h 32m

C$ 555

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

Thu 29/10

7:25 a.m.-9:53 p.m.

2 stops16h 28m

C$ 555

CalgaryPunta Cana

YYC Calgary - PUJ Punta Cana

YYCPUJ

Calgary

Wed 23/12

12:30 a.m.-1:20 p.m.

1 stop10h 50m

Punta Cana

Sun 3/1

11:55 p.m.-11:40 p.m.

1 stop25h 45m

C$ 1,625

CalgaryPunta Cana

YYC Calgary - PUJ Punta Cana

YYCPUJ

Calgary

Tue 29/12

8:05 a.m.-11:10 a.m.

1 stop25h 05m

Punta Cana

Sun 3/1

11:55 p.m.-11:40 p.m.

1 stop25h 45m

C$ 1,692

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$ 744. 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$ 769.

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$ 581. 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$ 964.

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$ 783 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$ 676 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$ 224
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$ 224. The best round-trip flight deal from Calgary to Caribbean found on momondo in the last 72 hours is C$ 424.

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 (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$ 325	Free Cancellation	Rating 7.4 10,146 reviews	Search United Airlines flights
Air Canada	PriceFrom C$ 443	Free Cancellation	Rating 7.1 11,560 reviews	Search Air Canada flights
WestJet	PriceFrom C$ 453	Free Cancellation	Rating 7.2 3,444 reviews	Search WestJet flights
Air Transat	PriceFrom C$ 898	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.