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

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 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 July 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$ 249 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.

1:00 p.m. - 11:10 a.m.

YYC

NAS

20h 10m

1 stop

12:00 p.m. - 10:30 p.m.

NAS

YYC

12h 30m

2 stops

C$ 539WestJet

Thu, 3 Sep - Fri, 11 Sep

10:00 a.m. - 4:24 p.m.

YYC

MBJ

5h 24mdirect

2:50 p.m. - 9:58 p.m.

MBJ

YYC

8h 08mdirect

C$ 542WestJet

Tue, 17 Nov - Tue, 1 Dec

10:00 a.m. - 4:24 p.m.

YYC

MBJ

5h 24mdirect

2:50 p.m. - 9:58 p.m.

MBJ

YYC

8h 08mdirect

C$ 545WestJet

Tue, 17 Nov - Tue, 1 Dec

2:10 p.m. - 11:10 a.m.

YYC

NAS

19h 00m

1 stop

12:00 p.m. - 9:20 a.m.

NAS

YYC

23h 20m

1 stop

C$ 546WestJet

Thu, 3 Sep - Fri, 11 Sep

6:00 a.m. - 11:50 p.m.

YYC

SJU

15h 50m

2 stops

1:00 a.m. - 11:28 a.m.

SJU

YYC

12h 28m

2 stops

C$ 555United Airlines

Tue, 20 Oct - Wed, 21 Oct

8:00 a.m. - 11:20 a.m.

YYC

MBJ

26h 20m

1 stop

2:20 p.m. - 9:44 a.m.

MBJ

YYC

20h 24m

2 stops

C$ 598Air Canada

Thu, 22 Oct - Sun, 1 Nov

6:00 a.m. - 5:38 p.m.

YYC

SJU

9h 38m

1 stop

2:00 p.m. - 9:48 p.m.

SJU

YYC

9h 48m

1 stop

C$ 598United Airlines

Tue, 20 Oct - Thu, 22 Oct

8:30 p.m. - 11:20 a.m.

YYC

MBJ

13h 50m

2 stops

2:20 p.m. - 10:44 a.m.

MBJ

YYC

21h 24m

2 stops

C$ 600Air Canada

Thu, 22 Oct - Sun, 1 Nov

7:05 a.m. - 5:29 a.m.

YYC

SDQ

20h 24m

2 stops

6:30 a.m. - 9:55 p.m.

SDQ

YYC

17h 25m

1 stop

C$ 917Multiple Airlines

Wed, 16 Sep - Fri, 25 Sep

6:55 p.m. - 6:46 a.m.

YYC

SDQ

33h 51m

1 stop

11:01 a.m. - 6:50 a.m.

SDQ

YYC

21h 49m

1 stop

C$ 945Aeromexico

Thu, 17 Sep - Sun, 27 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

Air Canada flights from Calgary to Caribbean

Our best Air Canada deals on Calgary to Caribbean flight tickets

Air Canada

22 Oct

YYC8:00 a.m.Calgary

26h 20m

1 stop

MBJ11:20 a.m.Montego Bay Sangster Intl

1 Nov

MBJ2:20 p.m.Montego Bay Sangster Intl

20h 24m

2 stops

YYC9:44 a.m.Calgary

C$ 598

Air Canada

22 Oct

YYC8:30 p.m.Calgary

13h 50m

2 stops

MBJ11:20 a.m.Montego Bay Sangster Intl

1 Nov

MBJ2:20 p.m.Montego Bay Sangster Intl

21h 24m

2 stops

YYC10:44 a.m.Calgary

C$ 600

Air Canada

4 Jan

YYC8:25 a.m.Calgary

8h 30m

1 stop

MBJ5:55 p.m.Montego Bay Sangster Intl

26 Jan

MBJ1:50 p.m.Montego Bay Sangster Intl

22h 45m

2 stops

YYC11:35 a.m.Calgary

C$ 601

United Airlines flights from Calgary to Caribbean

Our best United Airlines deals on Calgary to Caribbean flight tickets

United Airlines

20 Oct

YYC6:00 a.m.Calgary

9h 38m

1 stop

SJU5:38 p.m.San Juan Luis Munoz Marin Intl

21 Oct

SJU1:00 a.m.San Juan Luis Munoz Marin Intl

12h 28m

2 stops

YYC11:28 a.m.Calgary

C$ 555

United Airlines

20 Oct

YYC6:00 a.m.Calgary

9h 38m

1 stop

SJU5:38 p.m.San Juan Luis Munoz Marin Intl

22 Oct

SJU2:00 p.m.San Juan Luis Munoz Marin Intl

9h 48m

1 stop

YYC9:48 p.m.Calgary

C$ 598

United Airlines

26 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$ 605

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CalgaryNassau

YYC - NAS

YYCNAS

Calgary

Thu 3/9

1:00 p.m.-11:10 a.m.

1 stop20h 10m

Nassau Intl

Fri 11/9

12:00 p.m.-10:30 p.m.

2 stops12h 30m

C$ 539

Quickest round-trip

CalgaryMontego Bay

YYC - MBJ

YYCMBJ

Calgary

Tue 17/11

10:00 a.m.-4:24 p.m.

Nonstop5h 24m

Montego Bay Sangster Intl

Tue 1/12

2:50 p.m.-9:58 p.m.

Nonstop8h 08m

C$ 542

CalgaryMontego Bay

YYC - MBJ

YYCMBJ

Calgary

Tue 17/11

10:00 a.m.-4:24 p.m.

Nonstop5h 24m

Montego Bay Sangster Intl

Tue 1/12

2:50 p.m.-9:58 p.m.

Nonstop8h 08m

C$ 545

CalgaryNassau

YYC - NAS

YYCNAS

Calgary

Thu 3/9

2:10 p.m.-11:10 a.m.

1 stop19h 00m

Nassau Intl

Fri 11/9

12:00 p.m.-9:20 a.m.

1 stop23h 20m

C$ 546

CalgarySan Juan

YYC - SJU

YYCSJU

Calgary

Tue 20/10

6:00 a.m.-11:50 p.m.

2 stops15h 50m

San Juan Luis Munoz Marin Intl

Wed 21/10

1:00 a.m.-11:28 a.m.

2 stops12h 28m

C$ 555

CalgaryMontego Bay

YYC - MBJ

YYCMBJ

Calgary

Thu 22/10

8:00 a.m.-11:20 a.m.

1 stop26h 20m

Montego Bay Sangster Intl

Sun 1/11

2:20 p.m.-9:44 a.m.

2 stops20h 24m

C$ 598

CalgarySan Juan

YYC - SJU

YYCSJU

Calgary

Tue 20/10

6:00 a.m.-5:38 p.m.

1 stop9h 38m

San Juan Luis Munoz Marin Intl

Thu 22/10

2:00 p.m.-9:48 p.m.

1 stop9h 48m

C$ 598

CalgaryMontego Bay

YYC - MBJ

YYCMBJ

Calgary

Thu 22/10

8:30 p.m.-11:20 a.m.

2 stops13h 50m

Montego Bay Sangster Intl

Sun 1/11

2:20 p.m.-10:44 a.m.

2 stops21h 24m

C$ 600

CalgarySanto Domingo

YYC - SDQ

YYCSDQ

Calgary

Wed 16/9

7:05 a.m.-5:29 a.m.

2 stops20h 24m

Santo Domingo Las Americas

Fri 25/9

6:30 a.m.-9:55 p.m.

1 stop17h 25m

C$ 917

CalgarySanto Domingo

YYC - SDQ

YYCSDQ

Calgary

Thu 17/9

6:55 p.m.-6:46 a.m.

1 stop33h 51m

Santo Domingo Las Americas

Sun 27/9

11:01 a.m.-6:50 a.m.

1 stop21h 49m

C$ 945

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$ 215. 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$ 223.

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$ 628. 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$ 903.

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$ 761 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$ 637 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$ 553
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$ 553

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 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 July 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 (89.39% of total bookings). The next most popular plane models are Boeing 737-700 Passenger/BBJ1 (winglets) (6.06%), Boeing 737-800 Passenger/BBJ2 (winglets) (3.03%), and Boeing 737 (1.52%).

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$ 302	Free Cancellation	Rating 7.4 10,006 reviews	Search United Airlines flights
WestJet	PriceFrom C$ 438	Free Cancellation	Rating 7.2 3,409 reviews	Search WestJet flights
Air Canada	PriceFrom C$ 438	Free Cancellation	Rating 7.1 11,352 reviews	Search Air Canada flights
Air Transat	PriceFrom C$ 574	Free Cancellation	Rating 7.8 565 reviews	Search Air Transat flights
American Airlines	PriceFrom C$ 628	Free Cancellation	Rating 7.1 11,827 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.