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 64% 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$ 177 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.

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$ 431WestJet

Sun, 15 Nov - Mon, 23 Nov

9:50 a.m. - 4:45 p.m.YYC Calgary-PUJ Punta Cana

28h 55m1 stop Edmonton

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

9h 00mdirect

C$ 471WestJet

Sun, 15 Nov - Mon, 23 Nov

5:50 p.m. - 8:40 p.m.YYC Calgary-PUJ Punta Cana

24h 50m1 stop Toronto Pearson Intl

3:30 p.m. - 1:06 a.m.PUJ Punta Cana-YYC Calgary

11h 36m1 stop Toronto Pearson Intl

C$ 474Air Canada

Thu, 29 Oct - Mon, 2 Nov

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

5h 50mdirect

6:45 p.m. - 11:05 a.m.PUJ Punta Cana-YYC Calgary

18h 20m1 stop Edmonton

C$ 474WestJet

Sun, 15 Nov - Mon, 23 Nov

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

22h 35m1 stop Montreal Pierre Elliott Trudeau Intl

2:15 p.m. - 11:08 a.m.PUJ Punta Cana-YYC Calgary

22h 53m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 480Air Canada

Sun, 25 Oct - Thu, 29 Oct

6:10 p.m. - 10:35 p.m.YYC Calgary-PUJ Punta Cana

26h 25m1 stop Montreal Pierre Elliott Trudeau Intl

10:40 p.m. - 1:06 a.m.PUJ Punta Cana-YYC Calgary

28h 26m1 stop Toronto Pearson Intl

C$ 485Air Canada

Wed, 18 Nov - Fri, 4 Dec

2:20 p.m. - 1:15 p.m.YYC Calgary-NAS Nassau Intl

20h 55m1 stop Montreal Pierre Elliott Trudeau Intl

12:25 p.m. - 10:25 p.m.NAS Nassau Intl-YYC Calgary

12h 00m1 stop Toronto Pearson Intl

C$ 492Multiple Airlines

Sat, 24 Oct - Sat, 31 Oct

11:45 p.m. - 4:15 p.m.YYC Calgary-NAS Nassau Intl

14h 30m2 stops Regina Toronto Pearson Intl

12:25 p.m. - 10:25 p.m.NAS Nassau Intl-YYC Calgary

12h 00m1 stop Toronto Pearson Intl

C$ 496Multiple Airlines

Sat, 24 Oct - Sat, 31 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$ 554United 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

1:05 a.m. - 2:21 p.m.SJU San Juan Luis Munoz Marin Intl-YYC Calgary

15h 16m2 stops Newark Denver Intl

C$ 554United Airlines

Sun, 25 Oct - Wed, 28 Oct

Cheap last-minute flights

Enter your travel dates to find the best prices.

11:45 p.m. - 12:45 p.m.YYC Calgary-GCM George Town Owen Roberts Intl

12h 00m2 stops Ottawa Toronto Pearson Intl

1:45 p.m. - 8:30 a.m.GCM George Town Owen Roberts Intl-YYC Calgary

43h 45m2 stops Toronto Pearson Intl Edmonton

C$ 558WestJet

Fri, 18 Sep - Sat, 26 Sep

8:10 a.m. - 12:45 p.m.YYC Calgary-GCM George Town Owen Roberts Intl

27h 35m2 stops Winnipeg Toronto Pearson Intl

1:45 p.m. - 11:20 a.m.GCM George Town Owen Roberts Intl-YYC Calgary

22h 35m1 stop Toronto Pearson Intl

C$ 558WestJet

Fri, 18 Sep - Sat, 26 Sep

7:10 p.m. - 12:45 p.m.YYC Calgary-GCM George Town Owen Roberts Intl

16h 35m1 stop Toronto Pearson Intl

1:45 p.m. - 8:20 a.m.GCM George Town Owen Roberts Intl-YYC Calgary

19h 35m1 stop Toronto Pearson Intl

C$ 632WestJet

Fri, 18 Sep - Sat, 26 Sep

12:50 a.m. - 12:45 p.m.YYC Calgary-GCM George Town Owen Roberts Intl

10h 55m1 stop Toronto Pearson Intl

1:45 p.m. - 4:00 p.m.GCM George Town Owen Roberts Intl-YYC Calgary

27h 15m2 stops Toronto Pearson Intl Edmonton

C$ 713Multiple Airlines

Fri, 18 Sep - Sat, 26 Sep

9:30 a.m. - 5:35 p.m.YYC Calgary-PUJ Punta Cana

30h 05m1 stop Denver Intl

1:25 p.m. - 9:48 p.m.PUJ Punta Cana-YYC Calgary

10h 23m1 stop Denver Intl

C$ 728United Airlines

Fri, 18 Sep - Sat, 26 Sep

9:30 a.m. - 5:35 p.m.YYC Calgary-PUJ Punta Cana

30h 05m1 stop Denver Intl

2:20 p.m. - 9:48 p.m.PUJ Punta Cana-YYC Calgary

33h 28m2 stops Houston George Bush Intcntl Denver Intl

C$ 728United Airlines

Fri, 18 Sep - Sat, 26 Sep

12:50 a.m. - 12:45 p.m.YYC Calgary-GCM George Town Owen Roberts Intl

10h 55m1 stop Toronto Pearson Intl

1:45 p.m. - 12:44 a.m.GCM George Town Owen Roberts Intl-YYC Calgary

11h 59m1 stop Toronto Pearson Intl

C$ 741Multiple Airlines

Fri, 18 Sep - Sat, 26 Sep

8:00 a.m. - 12:45 p.m.YYC Calgary-GCM George Town Owen Roberts Intl

27h 45m2 stops Vancouver Intl Toronto Pearson Intl

1:45 p.m. - 8:05 p.m.GCM George Town Owen Roberts Intl-YYC Calgary

31h 20m3 stops Toronto Pearson Intl Edmonton Vancouver Intl

C$ 879Multiple Airlines

Fri, 18 Sep - Sat, 26 Sep

8:30 p.m. - 11:25 a.m.YYC Calgary-GCM George Town Owen Roberts Intl

37h 55m2 stops Edmonton Toronto Pearson Intl

12:25 p.m. - 8:30 p.m.GCM George Town Owen Roberts Intl-YYC Calgary

33h 05m2 stops Toronto Pearson Intl Ottawa

C$ 1,026Air Canada

Tue, 22 Sep - Mon, 28 Sep

8:30 p.m. - 11:25 a.m.YYC Calgary-GCM George Town Owen Roberts Intl

37h 55m2 stops Edmonton Toronto Pearson Intl

12:25 p.m. - 7:32 p.m.GCM George Town Owen Roberts Intl-YYC Calgary

32h 07m1 stop Toronto Pearson Intl

C$ 1,026Air Canada

Tue, 22 Sep - Mon, 28 Sep

Save money when you book flights with momondo

Big names, great deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Early arrival? Instantly customize your results

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

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$ 554

United Airlines

25 Oct

YYC6:00 a.m.Calgary

9h 25m

1 stop

SJU5:25 p.m.San Juan Luis Munoz Marin Intl

28 Oct

SJU1:05 a.m.San Juan Luis Munoz Marin Intl

15h 16m

2 stops

YYC2:21 p.m.Calgary

C$ 555

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$ 556

American Airlines flights from Calgary to Caribbean

Our best American Airlines deals on Calgary to Caribbean flight tickets

American Airlines

23 Jan

YYC2:40 p.m.Calgary

22h 01m

2 stops

CUR2:41 p.m.Willemstad Hato Int.

30 Jan

CUR5:14 p.m.Willemstad Hato Int.

23h 46m

2 stops

YYC3:00 p.m.Calgary

C$ 674

American Airlines

25 Jan

YYC2:40 p.m.Calgary

22h 34m

2 stops

CUR3:14 p.m.Willemstad Hato Int.

1 Feb

CUR5:14 p.m.Willemstad Hato Int.

23h 46m

2 stops

YYC3:00 p.m.Calgary

C$ 675

American Airlines

1 Feb

YYC2:40 p.m.Calgary

22h 34m

2 stops

CUR3:14 p.m.Willemstad Hato Int.

12 Feb

CUR4:05 p.m.Willemstad Hato Int.

24h 05m

2 stops

YYC2:10 p.m.Calgary

C$ 676

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

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$ 431

CalgaryPunta Cana

YYC Calgary - PUJ Punta Cana

YYCPUJ

Calgary

Sun 15/11

9:50 a.m.-4:45 p.m.

1 stop28h 55m

Punta Cana

Mon 23/11

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

Nonstop9h 00m

C$ 471

CalgaryPunta Cana

YYC Calgary - PUJ Punta Cana

YYCPUJ

Calgary

Thu 29/10

5:50 p.m.-8:40 p.m.

1 stop24h 50m

Punta Cana

Mon 2/11

3:30 p.m.-1:06 a.m.

1 stop11h 36m

C$ 474

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

6:45 p.m.-11:05 a.m.

1 stop18h 20m

C$ 474

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 29/10

2:15 p.m.-11:08 a.m.

1 stop22h 53m

C$ 480

CalgaryPunta Cana

YYC Calgary - PUJ Punta Cana

YYCPUJ

Calgary

Wed 18/11

6:10 p.m.-10:35 p.m.

1 stop26h 25m

Punta Cana

Fri 4/12

10:40 p.m.-1:06 a.m.

1 stop28h 26m

C$ 485

CalgaryNassau

YYC Calgary - NAS Nassau Intl

YYCNAS

Calgary

Sat 24/10

2:20 p.m.-1:15 p.m.

1 stop20h 55m

Nassau Intl

Sat 31/10

12:25 p.m.-10:25 p.m.

1 stop12h 00m

C$ 492

CalgaryNassau

YYC Calgary - NAS Nassau Intl

YYCNAS

Calgary

Sat 24/10

11:45 p.m.-4:15 p.m.

2 stops14h 30m

Nassau Intl

Sat 31/10

12:25 p.m.-10:25 p.m.

1 stop12h 00m

C$ 496

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$ 554

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

Wed 28/10

1:05 a.m.-2:21 p.m.

2 stops15h 16m

C$ 554

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 October to fly from Calgary, when ticket prices are also cheap, with an average price of C$ 767.

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$ 624. 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$ 1,048.

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$ 678 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$ 177
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$ 177. The best round-trip flight deal from Calgary to Caribbean found on momondo in the last 72 hours is C$ 431.

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 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 (94.92% of total bookings). The next most popular plane models are Boeing 737 (1.69%), Boeing 737-700 Passenger/BBJ1 (winglets) (1.69%), and Boeing 737-800 Passenger/BBJ2 (winglets) (1.69%).

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$ 326	Free Cancellation	Rating 7.4 10,214 reviews	Search United Airlines flights
Air Canada	PriceFrom C$ 445	Free Cancellation	Rating 7.1 11,639 reviews	Search Air Canada flights
WestJet	PriceFrom C$ 458	Free Cancellation	Rating 7.2 3,446 reviews	Search WestJet flights
Air Transat	PriceFrom C$ 901	Free Cancellation	Rating 7.7 579 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.