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 74% 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?

WestJet, Air Canada, and United 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 May 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$ 236 Cheap Flights from Calgary to Caribbean in 2026

1 adult

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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.

9:55 p.m. - 11:10 a.m.

YYC

NAS

35h 15m

2 stops

12:00 p.m. - 4:10 p.m.

NAS

YYC

30h 10m

2 stops

C$ 550WestJet

Wed, 17 Jun - Wed, 24 Jun

11:25 a.m. - 11:45 a.m.

YYC

MBJ

23h 20m

2 stops

7:30 p.m. - 10:30 p.m.

MBJ

YYC

28h 00m

2 stops

C$ 563WestJet

Tue, 9 Jun - Sun, 14 Jun

11:20 a.m. - 12:40 p.m.

YYC

NAS

23h 20m

2 stops

6:30 p.m. - 7:12 a.m.

NAS

YYC

38h 42m

2 stops

C$ 571Air Canada

Wed, 10 Jun - Mon, 15 Jun

11:20 a.m. - 12:40 p.m.

YYC

NAS

23h 20m

2 stops

6:30 p.m. - 8:51 p.m.

NAS

YYC

28h 21m

2 stops

C$ 572Air Canada

Wed, 10 Jun - Mon, 15 Jun

8:00 a.m. - 12:40 p.m.

YYC

PUJ

26h 40m

2 stops

1:25 p.m. - 9:48 p.m.

PUJ

YYC

10h 23m

1 stop

C$ 582United Airlines

Mon, 8 Jun - Mon, 15 Jun

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

YYC

NAS

9h 00m

1 stop

12:00 p.m. - 12:44 a.m.

NAS

YYC

14h 44m

1 stop

C$ 618Multiple Airlines

Wed, 17 Jun - Wed, 24 Jun

8:30 a.m. - 1:33 p.m.

YYC

NAS

27h 03m

2 stops

12:35 p.m. - 6:30 p.m.

NAS

YYC

31h 55m

2 stops

C$ 624United Airlines

Thu, 20 Aug - Wed, 26 Aug

8:30 p.m. - 11:30 a.m.

YYC

GCM

14h 00m

2 stops

7:00 a.m. - 1:17 a.m.

GCM

YYC

19h 17m

2 stops

C$ 647Multiple Airlines

Wed, 23 Sep - Wed, 30 Sep

7:00 a.m. - 11:15 p.m.

YYC

SJU

14h 15m

1 stop

10:33 a.m. - 11:42 p.m.

SJU

YYC

15h 09m

2 stops

C$ 849American Airlines

Fri, 21 Aug - Wed, 26 Aug

7:00 a.m. - 11:15 p.m.

YYC

SJU

14h 15m

1 stop

10:33 a.m. - 11:42 p.m.

SJU

YYC

15h 09m

2 stops

C$ 853American Airlines

Wed, 12 Aug - Wed, 26 Aug

United Airlines flights from Calgary to Caribbean

Our best United Airlines deals on Calgary to Caribbean flight tickets

United Airlines

7 Jun

YYC6:00 a.m.Calgary

28h 15m

2 stops

PUJ12:15 p.m.Punta Cana

11 Jun

PUJ3:35 p.m.Punta Cana

32h 13m

2 stops

YYC9:48 p.m.Calgary

C$ 566

United Airlines

7 Jun

YYC6:00 a.m.Calgary

28h 43m

2 stops

MBJ11:43 a.m.Montego Bay Sangster Intl

14 Jun

MBJ4:33 p.m.Montego Bay Sangster Intl

31h 04m

2 stops

YYC10:37 p.m.Calgary

C$ 581

United Airlines

8 Jun

YYC8:00 a.m.Calgary

26h 40m

2 stops

PUJ12:40 p.m.Punta Cana

15 Jun

PUJ1:25 p.m.Punta Cana

10h 23m

1 stop

YYC9:48 p.m.Calgary

C$ 582

American Airlines flights from Calgary to Caribbean

Our best American Airlines deals on Calgary to Caribbean flight tickets

American Airlines

13 Aug

YYC6:45 a.m.Calgary

8h 23m

1 stop

MBJ4:08 p.m.Montego Bay Sangster Intl

18 Aug

MBJ2:12 p.m.Montego Bay Sangster Intl

10h 30m

1 stop

YYC11:42 p.m.Calgary

C$ 734

American Airlines

13 Aug

YYC6:45 a.m.Calgary

8h 23m

1 stop

MBJ4:08 p.m.Montego Bay Sangster Intl

18 Aug

MBJ2:12 p.m.Montego Bay Sangster Intl

10h 30m

1 stop

YYC11:42 p.m.Calgary

C$ 737

American Airlines

20 Aug

YYC1:52 p.m.Calgary

22h 20m

1 stop

MBJ1:12 p.m.Montego Bay Sangster Intl

25 Aug

MBJ2:12 p.m.Montego Bay Sangster Intl

10h 30m

1 stop

YYC11:42 p.m.Calgary

C$ 752

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CalgaryNassau

YYC - NAS

YYCNAS

Calgary

Wed 17/6

9:55 p.m.-11:10 a.m.

2 stops35h 15m

Nassau Intl

Wed 24/6

12:00 p.m.-4:10 p.m.

2 stops30h 10m

C$ 550

CalgaryMontego Bay

YYC - MBJ

YYCMBJ

Calgary

Tue 9/6

11:25 a.m.-11:45 a.m.

2 stops23h 20m

Montego Bay Sangster Intl

Sun 14/6

7:30 p.m.-10:30 p.m.

2 stops28h 00m

C$ 563

CalgaryNassau

YYC - NAS

YYCNAS

Calgary

Wed 10/6

11:20 a.m.-12:40 p.m.

2 stops23h 20m

Nassau Intl

Mon 15/6

6:30 p.m.-7:12 a.m.

2 stops38h 42m

C$ 571

CalgaryNassau

YYC - NAS

YYCNAS

Calgary

Wed 10/6

11:20 a.m.-12:40 p.m.

2 stops23h 20m

Nassau Intl

Mon 15/6

6:30 p.m.-8:51 p.m.

2 stops28h 21m

C$ 572

CalgaryPunta Cana

YYC - PUJ

YYCPUJ

Calgary

Mon 8/6

8:00 a.m.-12:40 p.m.

2 stops26h 40m

Punta Cana

Mon 15/6

1:25 p.m.-9:48 p.m.

1 stop10h 23m

C$ 582

Quickest round-trip

CalgaryNassau

YYC - NAS

YYCNAS

Calgary

Wed 17/6

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

1 stop9h 00m

Nassau Intl

Wed 24/6

12:00 p.m.-12:44 a.m.

1 stop14h 44m

C$ 618

CalgaryNassau

YYC - NAS

YYCNAS

Calgary

Thu 20/8

8:30 a.m.-1:33 p.m.

2 stops27h 03m

Nassau Intl

Wed 26/8

12:35 p.m.-6:30 p.m.

2 stops31h 55m

C$ 624

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Wed 23/9

8:30 p.m.-11:30 a.m.

2 stops14h 00m

George Town Owen Roberts Intl

Wed 30/9

7:00 a.m.-1:17 a.m.

2 stops19h 17m

C$ 647

CalgarySan Juan

YYC - SJU

YYCSJU

Calgary

Fri 21/8

7:00 a.m.-11:15 p.m.

1 stop14h 15m

San Juan Luis Munoz Marin Intl

Wed 26/8

10:33 a.m.-11:42 p.m.

2 stops15h 09m

C$ 849

CalgarySan Juan

YYC - SJU

YYCSJU

Calgary

Wed 12/8

7:00 a.m.-11:15 p.m.

1 stop14h 15m

San Juan Luis Munoz Marin Intl

Wed 26/8

10:33 a.m.-11:42 p.m.

2 stops15h 09m

C$ 853

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, October 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$ 212. If you don’t want to visit Caribbean in October, then you should wait until April to fly from Calgary, when ticket prices are also cheap, with an average price of C$ 220.

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$ 569. However, this price may fluctuate depending on the airline, the season, and holidays. Be sure to avoid booking your departure on a Thursday as prices are generally higher than usual. According to our data, the average ticket price to Caribbean on Thursday is C$ 894.

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$ 760 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$ 657 on momondo.

What cabin class options are available on Calgary to Caribbean flights?

There is only 1 cabin class 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 30% 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$ 223
Fastest flight time	6h 24m
Direct flights	Wed, Fri, Sat and Sun
Airports in Caribbean	195 airports

The best one-way flight to Caribbean from Calgary in the past 72 hours is C$ 223. The best round-trip flight deal from Calgary to Caribbean found on momondo in the last 72 hours is C$ 650.

The fastest flight from Calgary to Caribbean takes 6h 24m

Direct flights go from Calgary to Caribbean on Wednesday, Friday, Saturday and Sunday. The only airline offering direct flights is WestJet.

There are 195 airports in Caribbean. From Calgary there are direct flights to 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 May 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 (91.86% of total bookings). The next most popular plane models are Boeing 737-700 Passenger/BBJ1 (winglets) (4.65%), Boeing 737-800 Passenger/BBJ2 (winglets) (2.33%), and Boeing 737-800 (Scimitar Winglets) (1.16%).

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$ 298	Free Cancellation	Rating 7.4 9,763 reviews	Search United Airlines flights
WestJet	PriceFrom C$ 431	Free Cancellation	Rating 7.2 3,349 reviews	Search WestJet flights
Air Canada	PriceFrom C$ 431	Free Cancellation	Rating 7.1 11,096 reviews	Search Air Canada flights
American Airlines	PriceFrom C$ 618	Free Cancellation	Rating 7.1 11,643 reviews	Search American Airlines 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.