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$ 235 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.

7:10 a.m. - 4:49 p.m.YYC Calgary-NAS Nassau Intl

8h 39m1 stop Ottawa

11:25 a.m. - 12:25 a.m.NAS Nassau Intl-YYC Calgary

14h 00m1 stop Toronto Pearson Intl

C$ 420Porter Airlines

Sat, 5 Dec - Mon, 14 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$ 429WestJet

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$ 470WestJet

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$ 472Air 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$ 472WestJet

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$ 478Air Canada

Sun, 25 Oct - Thu, 29 Oct

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$ 490Multiple 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$ 495Multiple 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.

9:55 p.m. - 11:10 a.m.YYC Calgary-NAS Nassau Intl

35h 15m2 stops Edmonton Toronto Pearson Intl

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

22h 20m2 stops Toronto Pearson Intl Saskatoon

C$ 535WestJet

Fri, 18 Sep - Fri, 25 Sep

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

33h 25m2 stops Edmonton Toronto Pearson Intl

12:00 p.m. - 10:20 a.m.NAS Nassau Intl-YYC Calgary

24h 20m1 stop Toronto Pearson Intl

C$ 540WestJet

Fri, 18 Sep - Fri, 25 Sep

11:45 p.m. - 2:15 p.m.YYC Calgary-AUA Oranjestad Reina Beatrix

36h 30m2 stops Edmonton Toronto Pearson Intl

3:05 p.m. - 10:20 a.m.AUA Oranjestad Reina Beatrix-YYC Calgary

21h 15m1 stop Toronto Pearson Intl

C$ 589WestJet

Sun, 20 Sep - Tue, 29 Sep

8:30 a.m. - 1:33 p.m.YYC Calgary-NAS Nassau Intl

27h 03m2 stops Chicago O'Hare Intl Newark

2:53 p.m. - 9:48 p.m.NAS Nassau Intl-YYC Calgary

32h 55m2 stops Houston George Bush Intcntl Denver Intl

C$ 595United Airlines

Sat, 19 Sep - Sat, 26 Sep

1:00 p.m. - 2:26 p.m.YYC Calgary-PLS Providenciales

23h 26m2 stops Charlotte Douglas Miami

1:07 p.m. - 11:29 p.m.PLS Providenciales-YYC Calgary

12h 22m2 stops Miami Chicago O'Hare Intl

C$ 668American Airlines

Fri, 18 Sep - Fri, 25 Sep

3:20 p.m. - 11:10 a.m.YYC Calgary-NAS Nassau Intl

17h 50m1 stop Toronto Pearson Intl

5:15 p.m. - 5:40 p.m.NAS Nassau Intl-YYC Calgary

26h 25m1 stop Toronto Pearson Intl

C$ 675Multiple Airlines

Sat, 19 Sep - Sat, 26 Sep

8:30 a.m. - 12:15 p.m.YYC Calgary-PUJ Punta Cana

25h 45m2 stops Chicago O'Hare Intl Washington, D.C. Dulles Intl

3:35 p.m. - 9:48 p.m.PUJ Punta Cana-YYC Calgary

32h 13m2 stops Washington, D.C. Dulles Intl Denver Intl

C$ 725United 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$ 725United Airlines

Fri, 18 Sep - Sat, 26 Sep

12:10 p.m. - 4:05 p.m.YYC Calgary-PUJ Punta Cana

25h 55m1 stop Montreal Pierre Elliott Trudeau Intl

5:05 p.m. - 3:57 p.m.PUJ Punta Cana-YYC Calgary

24h 52m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 1,021Air Canada

Thu, 17 Sep - Fri, 25 Sep

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

23h 40m1 stop Montreal Pierre Elliott Trudeau Intl

5:05 p.m. - 10:36 a.m.PUJ Punta Cana-YYC Calgary

19h 31m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 1,021Air Canada

Thu, 17 Sep - Wed, 30 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$ 554

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

United Airlines

27 Jan

YYC7:00 a.m.Calgary

8h 25m

1 stop

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

2 Feb

SJU8:05 a.m.San Juan Luis Munoz Marin Intl

14h 13m

2 stops

YYC8:18 p.m.Calgary

C$ 557

Air Canada flights from Calgary to Caribbean

Our best Air Canada deals on Calgary to Caribbean flight tickets

Air Canada

29 Oct

YYC5:50 p.m.Calgary

24h 50m

1 stop

PUJ8:40 p.m.Punta Cana

2 Nov

PUJ3:30 p.m.Punta Cana

11h 36m

1 stop

YYC1:06 a.m.Calgary

C$ 472

Air Canada

25 Oct

YYC5:10 p.m.Calgary

22h 35m

1 stop

PUJ5:45 p.m.Punta Cana

29 Oct

PUJ2:15 p.m.Punta Cana

22h 53m

1 stop

YYC11:08 a.m.Calgary

C$ 478

Air Canada

30 Nov

YYC1:45 a.m.Calgary

18h 50m

1 stop

PUJ10:35 p.m.Punta Cana

11 Dec

PUJ12:35 p.m.Punta Cana

26h 50m

1 stop

YYC1:25 p.m.Calgary

C$ 479

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CalgaryNassau

YYC Calgary - NAS Nassau Intl

YYCNAS

Calgary

Sat 5/12

7:10 a.m.-4:49 p.m.

1 stop8h 39m

Nassau Intl

Mon 14/12

11:25 a.m.-12:25 a.m.

1 stop14h 00m

C$ 420

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$ 429

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$ 470

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$ 472

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$ 472

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$ 478

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$ 490

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$ 495

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$ 734. 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$ 764.

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$ 621. 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$ 1,044.

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$ 675 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$ 235
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$ 235. The best round-trip flight deal from Calgary to Caribbean found on momondo in the last 72 hours is C$ 420.

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$ 325	Free Cancellation	Rating 7.4 10,213 reviews	Search United Airlines flights
Air Canada	PriceFrom C$ 443	Free Cancellation	Rating 7.1 11,627 reviews	Search Air Canada flights
WestJet	PriceFrom C$ 456	Free Cancellation	Rating 7.2 3,443 reviews	Search WestJet flights
Air Transat	PriceFrom C$ 898	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.