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 70% 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, United Airlines, 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 July 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$ 260 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.

10:00 a.m. - 5:24 p.m.

YYC

MBJ

5h 24mdirect

2:50 p.m. - 8:58 p.m.

MBJ

YYC

8h 08mdirect

C$ 570WestJet

Tue, 17 Nov - Tue, 1 Dec

10:00 a.m. - 5:24 p.m.

YYC

MBJ

5h 24mdirect

2:50 p.m. - 8:58 p.m.

MBJ

YYC

8h 08mdirect

C$ 571WestJet

Tue, 17 Nov - Tue, 1 Dec

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

YYC

MBJ

30h 30m

2 stops

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

MBJ

YYC

9h 56m

1 stop

C$ 633United Airlines

Sat, 10 Oct - Sat, 17 Oct

7:15 p.m. - 1:30 p.m.

YYC

MBJ

17h 15m

2 stops

2:40 p.m. - 9:48 p.m.

MBJ

YYC

32h 08m

2 stops

C$ 634United Airlines

Sun, 9 Aug - Sat, 22 Aug

8:00 a.m. - 12:15 a.m.

YYC

POS

14h 15m

1 stop

1:20 a.m. - 5:07 p.m.

POS

YYC

17h 47m

1 stop

C$ 816Air Canada

Fri, 4 Sep - Mon, 14 Sep

8:30 p.m. - 12:15 a.m.

YYC

POS

49h 45m

2 stops

1:25 a.m. - 8:31 a.m.

POS

YYC

33h 06m

1 stop

C$ 861Air Canada

Mon, 27 Jul - Fri, 7 Aug

2:28 p.m. - 12:20 p.m.

YYC

POP

19h 52m

2 stops

1:10 p.m. - 12:05 p.m.

POP

YYC

24h 55m

2 stops

C$ 910American Airlines

Sat, 12 Sep - Fri, 18 Sep

6:50 p.m. - 2:30 p.m.

YYC

KIN

42h 40m

2 stops

6:25 p.m. - 8:25 p.m.

KIN

YYC

27h 00m

2 stops

C$ 935Multiple Airlines

Mon, 10 Aug - Mon, 24 Aug

7:00 a.m. - 9:21 a.m.

YYC

SDQ

24h 21m

2 stops

7:34 p.m. - 12:05 p.m.

SDQ

YYC

18h 31m

2 stops

C$ 957American Airlines

Thu, 17 Sep - Sun, 27 Sep

5:15 p.m. - 2:30 p.m.

YYC

KIN

44h 15m

2 stops

6:25 p.m. - 8:15 a.m.

KIN

YYC

14h 50m

1 stop

C$ 957Multiple Airlines

Mon, 27 Jul - Wed, 12 Aug

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WestJet flights from Calgary to Caribbean

Our best WestJet deals on Calgary to Caribbean flight tickets

WestJet

17 Nov

YYC10:00 a.m.Calgary

5h 24m

MBJ5:24 p.m.Montego Bay Sangster Intl

1 Dec

MBJ2:50 p.m.Montego Bay Sangster Intl

8h 08m

YYC8:58 p.m.Calgary

C$ 570

WestJet

17 Nov

YYC10:00 a.m.Calgary

5h 24m

MBJ5:24 p.m.Montego Bay Sangster Intl

1 Dec

MBJ2:50 p.m.Montego Bay Sangster Intl

8h 08m

YYC8:58 p.m.Calgary

C$ 571

WestJet

17 Nov

YYC10:00 a.m.Calgary

5h 24m

MBJ5:24 p.m.Montego Bay Sangster Intl

1 Dec

MBJ2:50 p.m.Montego Bay Sangster Intl

8h 08m

YYC8:58 p.m.Calgary

C$ 573

Air Canada flights from Calgary to Caribbean

Our best Air Canada deals on Calgary to Caribbean flight tickets

Air Canada

12 Sep

YYC3:50 p.m.Calgary

18h 30m

2 stops

MBJ11:20 a.m.Montego Bay Sangster Intl

14 Sep

MBJ12:30 p.m.Montego Bay Sangster Intl

24h 17m

2 stops

YYC11:47 a.m.Calgary

C$ 687

Air Canada

12 Sep

YYC3:50 p.m.Calgary

18h 30m

2 stops

MBJ11:20 a.m.Montego Bay Sangster Intl

14 Sep

MBJ12:30 p.m.Montego Bay Sangster Intl

24h 17m

2 stops

YYC11:47 a.m.Calgary

C$ 688

Air Canada

12 Sep

YYC3:50 p.m.Calgary

18h 30m

2 stops

MBJ11:20 a.m.Montego Bay Sangster Intl

14 Sep

MBJ12:30 p.m.Montego Bay Sangster Intl

24h 17m

2 stops

YYC11:47 a.m.Calgary

C$ 711

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

CalgaryMontego Bay

YYC - MBJ

YYCMBJ

Calgary

Tue 17/11

10:00 a.m.-5:24 p.m.

Nonstop5h 24m

Montego Bay Sangster Intl

Tue 1/12

2:50 p.m.-8:58 p.m.

Nonstop8h 08m

C$ 570

CalgaryMontego Bay

YYC - MBJ

YYCMBJ

Calgary

Tue 17/11

10:00 a.m.-5:24 p.m.

Nonstop5h 24m

Montego Bay Sangster Intl

Tue 1/12

2:50 p.m.-8:58 p.m.

Nonstop8h 08m

C$ 571

CalgaryMontego Bay

YYC - MBJ

YYCMBJ

Calgary

Sat 10/10

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

2 stops30h 30m

Montego Bay Sangster Intl

Sat 17/10

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

1 stop9h 56m

C$ 633

CalgaryMontego Bay

YYC - MBJ

YYCMBJ

Calgary

Sun 9/8

7:15 p.m.-1:30 p.m.

2 stops17h 15m

Montego Bay Sangster Intl

Sat 22/8

2:40 p.m.-9:48 p.m.

2 stops32h 08m

C$ 634

CalgaryPort of Spain

YYC - POS

YYCPOS

Calgary

Fri 4/9

8:00 a.m.-12:15 a.m.

1 stop14h 15m

Port of Spain Piarco Intl

Mon 14/9

1:20 a.m.-5:07 p.m.

1 stop17h 47m

C$ 816

CalgaryPort of Spain

YYC - POS

YYCPOS

Calgary

Mon 27/7

8:30 p.m.-12:15 a.m.

2 stops49h 45m

Port of Spain Piarco Intl

Fri 7/8

1:25 a.m.-8:31 a.m.

1 stop33h 06m

C$ 861

CalgaryPuerto Plata

YYC - POP

YYCPOP

Calgary

Sat 12/9

2:28 p.m.-12:20 p.m.

2 stops19h 52m

Puerto Plata La Union

Fri 18/9

1:10 p.m.-12:05 p.m.

2 stops24h 55m

C$ 910

CalgaryKingston

YYC - KIN

YYCKIN

Calgary

Mon 10/8

6:50 p.m.-2:30 p.m.

2 stops42h 40m

Kingston Norman Manley

Mon 24/8

6:25 p.m.-8:25 p.m.

2 stops27h 00m

C$ 935

CalgarySanto Domingo

YYC - SDQ

YYCSDQ

Calgary

Thu 17/9

7:00 a.m.-9:21 a.m.

2 stops24h 21m

Santo Domingo Las Americas

Sun 27/9

7:34 p.m.-12:05 p.m.

2 stops18h 31m

C$ 957

CalgaryKingston

YYC - KIN

YYCKIN

Calgary

Mon 27/7

5:15 p.m.-2:30 p.m.

2 stops44h 15m

Kingston Norman Manley

Wed 12/8

6:25 p.m.-8:15 a.m.

1 stop14h 50m

C$ 957

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$ 217. 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$ 226.

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$ 636. 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$ 914.

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$ 774 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$ 645 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$ 560
Fastest flight time	4h 42m
Direct flights	Every day
Airports in Caribbean	195 airports

The best flight deal from Calgary to Caribbean found on momondo in the last 72 hours is C$ 560

The fastest flight from Calgary to Caribbean takes 4h 42m

Direct flights go from Calgary to Caribbean every day.

There are 195 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 July 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 (89.55% of total bookings). The next most popular plane models are Boeing 737-700 Passenger/BBJ1 (winglets) (5.97%), Boeing 737-800 Passenger/BBJ2 (winglets) (2.99%), and Boeing 737 (1.49%).

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$ 306	Free Cancellation	Rating 7.4 9,940 reviews	Search United Airlines flights
WestJet	PriceFrom C$ 443	Free Cancellation	Rating 7.2 3,397 reviews	Search WestJet flights
Air Canada	PriceFrom C$ 522	Free Cancellation	Rating 7.1 11,308 reviews	Search Air Canada flights
American Airlines	PriceFrom C$ 636	Free Cancellation	Rating 7.1 11,782 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.