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 65% 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.

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

United Airlines, Air Canada, and American Airlines are the most popular carriers operating 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 October 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$ 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.

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. - 10:44 a.m.PUJ Punta Cana-YYC Calgary

14h 04m1 stop Toronto Pearson Intl

C$ 490Air Canada

Mon, 2 Nov - Sat, 7 Nov

1:45 a.m. - 10:35 p.m.YYC Calgary-PUJ Punta Cana

18h 50m1 stop Montreal Pierre Elliott Trudeau Intl

5:30 p.m. - 10:36 p.m.PUJ Punta Cana-YYC Calgary

31h 06m1 stop Winnipeg

C$ 500Air Canada

Wed, 2 Dec - Thu, 17 Dec

8:10 a.m. - 4:49 p.m.YYC Calgary-NAS Nassau Intl

7h 39m1 stop Ottawa

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

13h 00m1 stop Toronto Pearson Intl

C$ 506Multiple Airlines

Sat, 21 Nov - Thu, 26 Nov

8:10 a.m. - 4:49 p.m.YYC Calgary-NAS Nassau Intl

7h 39m1 stop Ottawa

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

13h 00m1 stop Toronto Pearson Intl

C$ 514Porter Airlines

Sat, 28 Nov - Tue, 1 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$ 566WestJet

Sun, 6 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$ 583WestJet

Sun, 15 Nov - Mon, 23 Nov

6:00 a.m. - 1:33 p.m.YYC Calgary-NAS Nassau Intl

29h 33m2 stops Denver Intl Houston George Bush Intcntl

2:40 p.m. - 11:35 a.m.NAS Nassau Intl-YYC Calgary

46h 55m2 stops Houston George Bush Intcntl Chicago O'Hare Intl

C$ 597United 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

1:21 p.m. - 9:53 p.m.SJU San Juan Luis Munoz Marin Intl-YYC Calgary

10h 32m1 stop Denver Intl

C$ 601United Airlines

Sun, 25 Oct - Thu, 29 Oct

2:52 p.m. - 1:39 p.m.YYC Calgary-PLS Providenciales

21h 47m2 stops Chicago O'Hare Intl Miami

3:47 p.m. - 2:54 p.m.PLS Providenciales-YYC Calgary

24h 07m2 stops Charlotte Douglas Chicago O'Hare Intl

C$ 687American Airlines

Thu, 7 Jan - Sat, 16 Jan

2:52 p.m. - 3:18 p.m.YYC Calgary-CUR Willemstad Hato Int.

22h 26m2 stops Chicago O'Hare Intl Miami

4:05 p.m. - 2:10 p.m.CUR Willemstad Hato Int.-YYC Calgary

24h 05m2 stops Charlotte Douglas Dallas/Fort Worth

C$ 712American Airlines

Tue, 2 Feb - Fri, 12 Feb

Cheap last-minute flights

Enter your travel dates to find the best prices.

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$ 651WestJet

Tue, 6 Oct - Wed, 14 Oct

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

8h 10m1 stop Toronto Pearson Intl

12:00 p.m. - 10:50 p.m.NAS Nassau Intl-YYC Calgary

36h 50m2 stops Toronto Pearson Intl Regina

C$ 895WestJet

Tue, 6 Oct - Wed, 14 Oct

6:00 a.m. - 11:23 p.m.YYC Calgary-POS Port of Spain Piarco Intl

39h 23m2 stops Denver Intl Houston George Bush Intcntl

12:30 a.m. - 12:54 p.m.POS Port of Spain Piarco Intl-YYC Calgary

14h 24m1 stop Houston George Bush Intcntl

C$ 946United Airlines

Fri, 9 Oct - Fri, 16 Oct

6:00 a.m. - 11:23 p.m.YYC Calgary-POS Port of Spain Piarco Intl

39h 23m2 stops Denver Intl Houston George Bush Intcntl

12:30 a.m. - 11:28 a.m.POS Port of Spain Piarco Intl-YYC Calgary

36h 58m2 stops Houston George Bush Intcntl Chicago O'Hare Intl

C$ 946United Airlines

Fri, 9 Oct - Fri, 16 Oct

12:55 a.m. - 4:15 p.m.YYC Calgary-NAS Nassau Intl

13h 20m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

5:15 p.m. - 11:47 a.m.NAS Nassau Intl-YYC Calgary

20h 32m2 stops Toronto Pearson Intl Edmonton

C$ 1,091Multiple Airlines

Tue, 6 Oct - Wed, 14 Oct

6:45 a.m. - 4:16 p.m.YYC Calgary-MBJ Montego Bay Sangster Intl

8h 31m1 stop Dallas/Fort Worth

5:13 p.m. - 12:51 p.m.MBJ Montego Bay Sangster Intl-YYC Calgary

20h 38m2 stops Miami Chicago O'Hare Intl

C$ 1,108American Airlines

Sun, 4 Oct - Fri, 9 Oct

6:45 a.m. - 4:16 p.m.YYC Calgary-MBJ Montego Bay Sangster Intl

8h 31m1 stop Dallas/Fort Worth

12:13 p.m. - 11:59 a.m.MBJ Montego Bay Sangster Intl-YYC Calgary

24h 46m2 stops Charlotte Douglas Dallas/Fort Worth

C$ 1,108American Airlines

Sun, 4 Oct - Wed, 7 Oct

12:50 a.m. - 12:15 a.m.YYC Calgary-POS Port of Spain Piarco Intl

21h 25m1 stop Toronto Pearson Intl

1:20 a.m. - 2:10 p.m.POS Port of Spain Piarco Intl-YYC Calgary

14h 50m1 stop Toronto Pearson Intl

C$ 1,200Air Canada

Thu, 8 Oct - Fri, 16 Oct

12:50 a.m. - 5:30 p.m.YYC Calgary-NAS Nassau Intl

14h 40m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

6:30 p.m. - 6:27 p.m.NAS Nassau Intl-YYC Calgary

25h 57m3 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl Edmonton

C$ 1,229Multiple Airlines

Tue, 6 Oct - Wed, 14 Oct

7:40 p.m. - 11:20 a.m.YYC Calgary-MBJ Montego Bay Sangster Intl

14h 40m1 stop Toronto Pearson Intl

12:30 p.m. - 9:27 a.m.MBJ Montego Bay Sangster Intl-YYC Calgary

21h 57m1 stop Toronto Pearson Intl

C$ 1,258Air Canada

Sun, 4 Oct - Fri, 9 Oct

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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

29h 33m

2 stops

NAS1:33 p.m.Nassau Intl

29 Oct

NAS2:40 p.m.Nassau Intl

46h 55m

2 stops

YYC11:35 a.m.Calgary

C$ 597

United Airlines

16 Jan

YYC7:00 a.m.Calgary

7h 14m

1 stop

NAS3:14 p.m.Nassau Intl

30 Jan

NAS2:55 p.m.Nassau Intl

26h 29m

1 stop

YYC4:24 p.m.Calgary

C$ 598

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$ 601

Air Canada flights from Calgary to Caribbean

Our best Air Canada deals on Calgary to Caribbean flight tickets

Air Canada

2 Nov

YYC6:10 p.m.Calgary

26h 25m

1 stop

PUJ10:35 p.m.Punta Cana

7 Nov

PUJ10:40 p.m.Punta Cana

14h 04m

1 stop

YYC10:44 a.m.Calgary

C$ 490

Air Canada

3 Dec

YYC10:10 p.m.Calgary

17h 35m

2 stops

PUJ5:45 p.m.Punta Cana

17 Dec

PUJ5:30 p.m.Punta Cana

31h 06m

1 stop

YYC10:36 p.m.Calgary

C$ 500

Air Canada

30 Oct

YYC5:10 p.m.Calgary

17h 35m

1 stop

PUJ12:45 p.m.Punta Cana

6 Nov

PUJ12:35 p.m.Punta Cana

15h 15m

1 stop

YYC1:50 a.m.Calgary

C$ 503

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CalgaryPunta Cana

YYC Calgary - PUJ Punta Cana

YYCPUJ

Calgary

Mon 2/11

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

1 stop26h 25m

Punta Cana

Sat 7/11

10:40 p.m.-10:44 a.m.

1 stop14h 04m

C$ 490

CalgaryPunta Cana

YYC Calgary - PUJ Punta Cana

YYCPUJ

Calgary

Wed 2/12

1:45 a.m.-10:35 p.m.

1 stop18h 50m

Punta Cana

Thu 17/12

5:30 p.m.-10:36 p.m.

1 stop31h 06m

C$ 500

CalgaryNassau

YYC Calgary - NAS Nassau Intl

YYCNAS

Calgary

Sat 21/11

8:10 a.m.-4:49 p.m.

1 stop7h 39m

Nassau Intl

Thu 26/11

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

1 stop13h 00m

C$ 506

CalgaryNassau

YYC Calgary - NAS Nassau Intl

YYCNAS

Calgary

Sat 28/11

8:10 a.m.-4:49 p.m.

1 stop7h 39m

Nassau Intl

Tue 1/12

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

1 stop13h 00m

C$ 514

Quickest round-trip

CalgaryPunta Cana

YYC Calgary - PUJ Punta Cana

YYCPUJ

Calgary

Sun 6/12

12:05 a.m.-7:55 a.m.

Nonstop5h 50m

Punta Cana

Mon 14/12

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

Nonstop9h 00m

C$ 566

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$ 583

CalgaryNassau

YYC Calgary - NAS Nassau Intl

YYCNAS

Calgary

Sun 25/10

6:00 a.m.-1:33 p.m.

2 stops29h 33m

Nassau Intl

Thu 29/10

2:40 p.m.-11:35 a.m.

2 stops46h 55m

C$ 597

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$ 601

CalgaryProvidenciales

YYC Calgary - PLS Providenciales

YYCPLS

Calgary

Thu 7/1

2:52 p.m.-1:39 p.m.

2 stops21h 47m

Providenciales

Sat 16/1

3:47 p.m.-2:54 p.m.

2 stops24h 07m

C$ 687

CalgaryWillemstad

YYC Calgary - CUR Willemstad Hato Int.

YYCCUR

Calgary

Tue 2/2

2:52 p.m.-3:18 p.m.

2 stops22h 26m

Willemstad Hato Int.

Fri 12/2

4:05 p.m.-2:10 p.m.

2 stops24h 05m

C$ 712

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$ 774. 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$ 788.

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$ 751. 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$ 1,078.

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$ 805 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$ 688 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$ 490.

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 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 October 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 (97.17% of total bookings). The next most popular plane models are Boeing 737 (0.94%), Boeing 737-700 Passenger/BBJ1 (winglets) (0.94%), and Boeing 737-800 Passenger/BBJ2 (winglets) (0.94%).

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$ 333	Free Cancellation	Rating 7.4 10,283 reviews	Search United Airlines flights
WestJet	PriceFrom C$ 444	Free Cancellation	Rating 7.2 3,450 reviews	Search WestJet flights
Air Canada	PriceFrom C$ 532	Free Cancellation	Rating 7.1 11,717 reviews	Search Air Canada flights
Air Transat	PriceFrom C$ 921	Free Cancellation	Rating 7.7 583 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.