What is the cheapest airline that flies from Calgary to Caribbean?

United Airlines, Air Canada, and WestJet 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 66% of people opting to fly with this airline when travelling to Caribbean. Keep in mind that there are 5 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 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$ 237 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$ 418WestJet

Fri, 4 Dec - Thu, 10 Dec

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

29h 40m2 stops Edmonton Winnipeg

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

9h 00mdirect

C$ 447WestJet

Fri, 4 Dec - Thu, 10 Dec

6:30 a.m. - 5:30 p.m.YYC Calgary-NAS Nassau Intl

9h 00m1 stop Toronto Pearson Intl

12:30 p.m. - 8:29 p.m.NAS Nassau Intl-YYC Calgary

9h 59m1 stop Toronto Pearson Intl

C$ 468Air Canada

Fri, 23 Oct - Mon, 26 Oct

8:30 p.m. - 1:15 p.m.YYC Calgary-NAS Nassau Intl

38h 45m2 stops Edmonton Montreal Pierre Elliott Trudeau Intl

12:30 p.m. - 4:54 p.m.NAS Nassau Intl-YYC Calgary

30h 24m1 stop Toronto Pearson Intl

C$ 494Air Canada

Fri, 23 Oct - Mon, 26 Oct

1:45 a.m. - 8:40 p.m.YYC Calgary-PUJ Punta Cana

16h 55m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

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

9h 00mdirect

C$ 548Multiple Airlines

Sun, 22 Nov - Mon, 30 Nov

6:00 a.m. - 3:15 p.m.YYC Calgary-NAS Nassau Intl

8h 15m1 stop Toronto Pearson Intl

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

13h 00m1 stop Toronto Pearson Intl

C$ 551Multiple Airlines

Thu, 5 Nov - Thu, 12 Nov

7:45 a.m. - 10:41 a.m.YYC Calgary-PLS Providenciales

25h 56m2 stops Dallas/Fort Worth Charlotte Douglas

3:40 p.m. - 11:50 p.m.PLS Providenciales-YYC Calgary

33h 10m1 stop Dallas/Fort Worth

C$ 637American Airlines

Sat, 30 Jan - Sat, 6 Feb

1:40 p.m. - 1:32 p.m.YYC Calgary-PLS Providenciales

22h 52m2 stops Chicago O'Hare Intl Charlotte Douglas

3:36 p.m. - 2:30 p.m.PLS Providenciales-YYC Calgary

23h 54m2 stops Charlotte Douglas Chicago O'Hare Intl

C$ 643American Airlines

Thu, 7 Jan - Sat, 16 Jan

1:27 p.m. - 1:30 p.m.YYC Calgary-MBJ Montego Bay Sangster Intl

47h 03m2 stops Denver Intl Houston George Bush Intcntl

12:52 p.m. - 9:48 p.m.MBJ Montego Bay Sangster Intl-YYC Calgary

33h 56m2 stops Newark Denver Intl

C$ 654United Airlines

Thu, 15 Oct - Thu, 22 Oct

6:00 a.m. - 1:30 p.m.YYC Calgary-MBJ Montego Bay Sangster Intl

54h 30m2 stops Denver Intl Houston George Bush Intcntl

12:52 p.m. - 9:48 p.m.MBJ Montego Bay Sangster Intl-YYC Calgary

57h 56m2 stops Newark Denver Intl

C$ 654United Airlines

Fri, 2 Oct - Fri, 9 Oct

Cheap last-minute flights

Enter your travel dates to find the best prices.

8:00 a.m. - 11:43 a.m.YYC Calgary-MBJ Montego Bay Sangster Intl

26h 43m2 stops Denver Intl Newark

2:40 p.m. - 9:48 p.m.MBJ Montego Bay Sangster Intl-YYC Calgary

32h 08m2 stops Houston George Bush Intcntl Denver Intl

C$ 859United Airlines

Tue, 25 Aug - Sat, 5 Sep

12:34 p.m. - 11:43 a.m.YYC Calgary-MBJ Montego Bay Sangster Intl

22h 09m2 stops Chicago O'Hare Intl Newark

2:40 p.m. - 12:54 p.m.MBJ Montego Bay Sangster Intl-YYC Calgary

23h 14m1 stop Houston George Bush Intcntl

C$ 889United Airlines

Tue, 25 Aug - Sat, 5 Sep

1:52 p.m. - 3:39 p.m.YYC Calgary-CUR Willemstad Hato Int.

23h 47m2 stops Chicago O'Hare Intl Miami

4:57 p.m. - 9:42 p.m.CUR Willemstad Hato Int.-YYC Calgary

30h 45m2 stops Miami Dallas/Fort Worth

C$ 970American Airlines

Fri, 28 Aug - Fri, 11 Sep

12:45 p.m. - 12:46 p.m.YYC Calgary-POP Puerto Plata La Union

22h 01m2 stops Dallas/Fort Worth Miami

1:36 p.m. - 11:50 a.m.POP Puerto Plata La Union-YYC Calgary

24h 14m2 stops Miami Dallas/Fort Worth

C$ 1,101British Airways

Fri, 28 Aug - Fri, 4 Sep

1:52 p.m. - 12:26 p.m.YYC Calgary-PLS Providenciales

20h 34m2 stops Chicago O'Hare Intl Charlotte Douglas

3:18 p.m. - 11:50 a.m.PLS Providenciales-YYC Calgary

22h 32m2 stops Charlotte Douglas Dallas/Fort Worth

C$ 1,297American Airlines

Sun, 23 Aug - Sat, 29 Aug

1:46 p.m. - 1:58 p.m.YYC Calgary-POP Puerto Plata La Union

22h 12m1 stop Charlotte Douglas

1:36 p.m. - 12:57 p.m.POP Puerto Plata La Union-YYC Calgary

25h 21m2 stops Miami Chicago O'Hare Intl

C$ 1,312American Airlines

Fri, 28 Aug - Fri, 4 Sep

12:50 a.m. - 6:31 p.m.YYC Calgary-CUR Willemstad Hato Int.

15h 41m2 stops Montreal Pierre Elliott Trudeau Intl Panama City Tocumen Intl

3:55 p.m. - 1:17 a.m.CUR Willemstad Hato Int.-YYC Calgary

11h 22m1 stop Toronto Pearson Intl

C$ 1,525Multiple Airlines

Thu, 27 Aug - Fri, 11 Sep

12:50 a.m. - 4:35 p.m.YYC Calgary-POP Puerto Plata La Union

13h 45m1 stop Montreal Pierre Elliott Trudeau Intl

5:50 p.m. - 10:45 p.m.POP Puerto Plata La Union-YYC Calgary

30h 55m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 1,873Multiple Airlines

Thu, 27 Aug - Fri, 4 Sep

1:27 p.m. - 12:40 p.m.YYC Calgary-AUA Oranjestad Reina Beatrix

45h 13m2 stops Denver Intl Washington, D.C. Dulles Intl

4:30 p.m. - 9:48 p.m.AUA Oranjestad Reina Beatrix-YYC Calgary

31h 18m2 stops Washington, D.C. Dulles Intl Denver Intl

C$ 1,904United Airlines

Sun, 23 Aug - Sun, 30 Aug

12:55 a.m. - 3:00 p.m.YYC Calgary-CUR Willemstad Hato Int.

12h 05m1 stop Toronto Pearson Intl

3:55 p.m. - 2:12 p.m.CUR Willemstad Hato Int.-YYC Calgary

24h 17m1 stop Toronto Pearson Intl

C$ 2,005Air Canada

Thu, 27 Aug - Fri, 11 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

WestJet flights from Calgary to Caribbean

Our best WestJet deals on Calgary to Caribbean flight tickets

WestJet

4 Dec

YYC11:10 a.m.Calgary

29h 35m

1 stop

PUJ6:45 p.m.Punta Cana

10 Dec

PUJ9:55 a.m.Punta Cana

9h 00m

YYC4:55 p.m.Calgary

C$ 418

WestJet

5 Dec

YYC8:10 a.m.Calgary

8h 35m

1 stop

PUJ6:45 p.m.Punta Cana

10 Dec

PUJ9:55 a.m.Punta Cana

9h 00m

YYC4:55 p.m.Calgary

C$ 425

WestJet

4 Dec

YYC11:05 a.m.Calgary

29h 40m

2 stops

PUJ6:45 p.m.Punta Cana

10 Dec

PUJ9:55 a.m.Punta Cana

9h 00m

YYC4:55 p.m.Calgary

C$ 447

United Airlines flights from Calgary to Caribbean

Our best United Airlines deals on Calgary to Caribbean flight tickets

United Airlines

17 Sep

YYC12:33 p.m.Calgary

32h 50m

2 stops

POS11:23 p.m.Port of Spain Piarco Intl

23 Sep

POS12:30 a.m.Port of Spain Piarco Intl

47h 18m

2 stops

YYC9:48 p.m.Calgary

C$ 701

United Airlines

24 Oct

YYC6:00 a.m.Calgary

15h 23m

2 stops

POS11:23 p.m.Port of Spain Piarco Intl

26 Oct

POS12:25 a.m.Port of Spain Piarco Intl

14h 38m

1 stop

YYC1:03 p.m.Calgary

C$ 712

United Airlines

24 Oct

YYC6:00 a.m.Calgary

15h 23m

2 stops

POS11:23 p.m.Port of Spain Piarco Intl

26 Oct

POS12:25 a.m.Port of Spain Piarco Intl

14h 38m

1 stop

YYC1:03 p.m.Calgary

C$ 716

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$ 418

CalgaryPunta Cana

YYC Calgary - PUJ Punta Cana

YYCPUJ

Calgary

Fri 4/12

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

2 stops29h 40m

Punta Cana

Thu 10/12

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

Nonstop9h 00m

C$ 447

Quickest round-trip

CalgaryNassau

YYC Calgary - NAS Nassau Intl

YYCNAS

Calgary

Fri 23/10

6:30 a.m.-5:30 p.m.

1 stop9h 00m

Nassau Intl

Mon 26/10

12:30 p.m.-8:29 p.m.

1 stop9h 59m

C$ 468

CalgaryNassau

YYC Calgary - NAS Nassau Intl

YYCNAS

Calgary

Fri 23/10

8:30 p.m.-1:15 p.m.

2 stops38h 45m

Nassau Intl

Mon 26/10

12:30 p.m.-4:54 p.m.

1 stop30h 24m

C$ 494

CalgaryPunta Cana

YYC Calgary - PUJ Punta Cana

YYCPUJ

Calgary

Sun 22/11

1:45 a.m.-8:40 p.m.

2 stops16h 55m

Punta Cana

Mon 30/11

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

Nonstop9h 00m

C$ 548

CalgaryNassau

YYC Calgary - NAS Nassau Intl

YYCNAS

Calgary

Thu 5/11

6:00 a.m.-3:15 p.m.

1 stop8h 15m

Nassau Intl

Thu 12/11

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

1 stop13h 00m

C$ 551

CalgaryProvidenciales

YYC Calgary - PLS Providenciales

YYCPLS

Calgary

Sat 30/1

7:45 a.m.-10:41 a.m.

2 stops25h 56m

Providenciales

Sat 6/2

3:40 p.m.-11:50 p.m.

1 stop33h 10m

C$ 637

CalgaryProvidenciales

YYC Calgary - PLS Providenciales

YYCPLS

Calgary

Thu 7/1

1:40 p.m.-1:32 p.m.

2 stops22h 52m

Providenciales

Sat 16/1

3:36 p.m.-2:30 p.m.

2 stops23h 54m

C$ 643

CalgaryMontego Bay

YYC Calgary - MBJ Montego Bay Sangster Intl

YYCMBJ

Calgary

Thu 15/10

1:27 p.m.-1:30 p.m.

2 stops47h 03m

Montego Bay Sangster Intl

Thu 22/10

12:52 p.m.-9:48 p.m.

2 stops33h 56m

C$ 654

CalgaryMontego Bay

YYC Calgary - MBJ Montego Bay Sangster Intl

YYCMBJ

Calgary

Fri 2/10

6:00 a.m.-1:30 p.m.

2 stops54h 30m

Montego Bay Sangster Intl

Fri 9/10

12:52 p.m.-9:48 p.m.

2 stops57h 56m

C$ 654

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$ 761.

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$ 697. 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$ 897.

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$ 778 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$ 669 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$ 237
Fastest flight time	4h 45m
Direct flights	Mon, Tue, Wed, Fri, Sat and Sun
Airports in Caribbean	196 airports

The best one-way flight to Caribbean from Calgary in the past 72 hours is C$ 237. The best round-trip flight deal from Calgary to Caribbean found on momondo in the last 72 hours is C$ 418.

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

Direct flights go from Calgary to Caribbean on Monday, Tuesday, Wednesday, Friday, Saturday and Sunday. There are no airlines offering direct flights.

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 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 (93.33% of total bookings). The next most popular plane models are Boeing 737-700 Passenger/BBJ1 (winglets) (2.67%), Boeing 737-800 Passenger/BBJ2 (winglets) (2.67%), and Boeing 737 (1.33%).

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$ 322	Free Cancellation	Rating 7.4 10,113 reviews	Search United Airlines flights
WestJet	PriceFrom C$ 423	Free Cancellation	Rating 7.2 3,437 reviews	Search WestJet flights
Air Canada	PriceFrom C$ 439	Free Cancellation	Rating 7.1 11,522 reviews	Search Air Canada flights
American Airlines	PriceFrom C$ 730	Free Cancellation	Rating 7.1 11,981 reviews	Search American Airlines flights
Air Transat	PriceFrom C$ 889	Free Cancellation	Rating 7.8 574 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.