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

WestJet, Air Canada, and United Airlines are the most popular carriers operating from Calgary to Caribbean Islands

Which airlines fly to Caribbean Islands?

WestJet, Air Canada and United Airlines are the top three most popular airlines that fly to Caribbean Islands from Calgary according to our data. WestJet is the first choice among our users, with 69% of people opting to fly with this airline when travelling to Caribbean Islands. Keep in mind that there are 5 different airlines that fly to Caribbean Islands 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 Islands?

Prices for flights from Calgary Airport to Caribbean Islands are refreshed on a daily basis.

How many operators does momondo search for flights from Calgary Airport to Caribbean Islands?

There are 4 operators available for flights from Calgary Airport to Caribbean Islands as of August 2026.

How old do you have to be to fly from Calgary Airport to Caribbean Islands?

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 Islands.

What documentation or ID do you need to fly to Caribbean Islands?

The necessary travel and health documents for your Caribbean Islands trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

C$ 240 Cheap Flights from Calgary to Caribbean Islands in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Calgary to Caribbean Islands

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

1:00 a.m. - 11:45 a.m.

YYC

MBJ

9h 45m

1 stop

6:25 p.m. - 10:05 a.m.

MBJ

YYC

16h 40m

1 stop

C$ 485WestJet

Wed, 21 Oct - Sun, 1 Nov

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$ 489Air Canada

Thu, 22 Oct - Sun, 1 Nov

7:40 p.m. - 11:20 a.m.

YYC

MBJ

14h 40m

1 stop

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

MBJ

YYC

21h 24m

2 stops

C$ 489Air Canada

Thu, 22 Oct - Sun, 1 Nov

6:00 a.m. - 11:36 p.m.

YYC

SJU

15h 36m

2 stops

2:05 a.m. - 3:24 p.m.

SJU

YYC

15h 19m

2 stops

C$ 531United Airlines

Wed, 27 Jan - Fri, 5 Feb

7:10 p.m. - 11:10 a.m.

YYC

NAS

14h 00m

1 stop

12:00 p.m. - 7:10 a.m.

NAS

YYC

21h 10m

2 stops

C$ 532WestJet

Fri, 4 Sep - Fri, 11 Sep

7:00 a.m. - 5:25 p.m.

YYC

SJU

8h 25m

1 stop

2:05 a.m. - 4:24 p.m.

SJU

YYC

16h 19m

2 stops

C$ 577United Airlines

Wed, 27 Jan - Fri, 5 Feb

6:30 a.m. - 2:16 p.m.

YYC

MBJ

30h 46m

1 stop

4:27 p.m. - 1:48 p.m.

MBJ

YYC

22h 21m

2 stops

C$ 643American Airlines

Wed, 27 Jan - Mon, 8 Feb

6:30 a.m. - 2:16 p.m.

YYC

MBJ

30h 46m

1 stop

4:27 p.m. - 1:48 p.m.

MBJ

YYC

22h 21m

2 stops

C$ 644American Airlines

Wed, 27 Jan - Mon, 8 Feb

4:40 p.m. - 1:25 p.m.

YYC

PUJ

18h 45m

1 stop

2:45 p.m. - 11:58 a.m.

PUJ

YYC

23h 13m

1 stop

C$ 1,223Air Transat

Wed, 12 Aug - Wed, 19 Aug

4:40 p.m. - 1:25 p.m.

YYC

PUJ

18h 45m

1 stop

2:45 p.m. - 3:43 p.m.

PUJ

YYC

26h 58m

1 stop

C$ 1,237Air Transat

Wed, 12 Aug - Wed, 19 Aug

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United Airlines flights from Calgary to Caribbean Islands

Our best United Airlines deals on Calgary to Caribbean Islands flight tickets

United Airlines

27 Jan

YYC6:00 a.m.Calgary

15h 36m

2 stops

SJU11:36 p.m.San Juan Luis Munoz Marin Intl

5 Feb

SJU2:05 a.m.San Juan Luis Munoz Marin Intl

15h 19m

2 stops

YYC3:24 p.m.Calgary

C$ 531

United Airlines

27 Jan

YYC7:00 a.m.Calgary

8h 25m

1 stop

SJU5:25 p.m.San Juan Luis Munoz Marin Intl

5 Feb

SJU2:05 a.m.San Juan Luis Munoz Marin Intl

16h 19m

2 stops

YYC4:24 p.m.Calgary

C$ 577

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$ 621

American Airlines flights from Calgary to Caribbean Islands

Our best American Airlines deals on Calgary to Caribbean Islands flight tickets

American Airlines

27 Jan

YYC6:30 a.m.Calgary

30h 46m

1 stop

MBJ2:16 p.m.Montego Bay Sangster Intl

8 Feb

MBJ4:27 p.m.Montego Bay Sangster Intl

22h 21m

2 stops

YYC1:48 p.m.Calgary

C$ 643

American Airlines

27 Jan

YYC6:30 a.m.Calgary

30h 46m

1 stop

MBJ2:16 p.m.Montego Bay Sangster Intl

8 Feb

MBJ4:27 p.m.Montego Bay Sangster Intl

22h 21m

2 stops

YYC1:48 p.m.Calgary

C$ 644

American Airlines

27 Jan

YYC6:30 a.m.Calgary

30h 46m

1 stop

MBJ2:16 p.m.Montego Bay Sangster Intl

8 Feb

MBJ4:27 p.m.Montego Bay Sangster Intl

22h 21m

2 stops

YYC1:48 p.m.Calgary

C$ 647

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CalgaryMontego Bay

YYC - MBJ

YYCMBJ

Calgary

Wed 21/10

1:00 a.m.-11:45 a.m.

1 stop9h 45m

Montego Bay Sangster Intl

Sun 1/11

6:25 p.m.-10:05 a.m.

1 stop16h 40m

C$ 485

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$ 489

CalgaryMontego Bay

YYC - MBJ

YYCMBJ

Calgary

Thu 22/10

7:40 p.m.-11:20 a.m.

1 stop14h 40m

Montego Bay Sangster Intl

Sun 1/11

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

2 stops21h 24m

C$ 489

CalgarySan Juan

YYC - SJU

YYCSJU

Calgary

Wed 27/1

6:00 a.m.-11:36 p.m.

2 stops15h 36m

San Juan Luis Munoz Marin Intl

Fri 5/2

2:05 a.m.-3:24 p.m.

2 stops15h 19m

C$ 531

CalgaryNassau

YYC - NAS

YYCNAS

Calgary

Fri 4/9

7:10 p.m.-11:10 a.m.

1 stop14h 00m

Nassau Intl

Fri 11/9

12:00 p.m.-7:10 a.m.

2 stops21h 10m

C$ 532

Quickest round-trip

CalgarySan Juan

YYC - SJU

YYCSJU

Calgary

Wed 27/1

7:00 a.m.-5:25 p.m.

1 stop8h 25m

San Juan Luis Munoz Marin Intl

Fri 5/2

2:05 a.m.-4:24 p.m.

2 stops16h 19m

C$ 577

CalgaryMontego Bay

YYC - MBJ

YYCMBJ

Calgary

Wed 27/1

6:30 a.m.-2:16 p.m.

1 stop30h 46m

Montego Bay Sangster Intl

Mon 8/2

4:27 p.m.-1:48 p.m.

2 stops22h 21m

C$ 643

CalgaryMontego Bay

YYC - MBJ

YYCMBJ

Calgary

Wed 27/1

6:30 a.m.-2:16 p.m.

1 stop30h 46m

Montego Bay Sangster Intl

Mon 8/2

4:27 p.m.-1:48 p.m.

2 stops22h 21m

C$ 644

CalgaryPunta Cana

YYC - PUJ

YYCPUJ

Calgary

Wed 12/8

4:40 p.m.-1:25 p.m.

1 stop18h 45m

Punta Cana

Wed 19/8

2:45 p.m.-11:58 a.m.

1 stop23h 13m

C$ 1,223

CalgaryPunta Cana

YYC - PUJ

YYCPUJ

Calgary

Wed 12/8

4:40 p.m.-1:25 p.m.

1 stop18h 45m

Punta Cana

Wed 19/8

2:45 p.m.-3:43 p.m.

1 stop26h 58m

C$ 1,237

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 Islands

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 Islands?

In general, September is the cheapest month to fly from Calgary to Caribbean Islands. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 720. If you aren’t able to travel to Caribbean Islands during the month of September, then flying in January is also cheap. Prices for this month can be found on momondo for an average of C$ 750.

What is the cheapest day to depart on your flight to Caribbean Islands?

The cheapest day to depart from Calgary to Caribbean Islands is on a Monday when prices can be found for as low as C$ 627. 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 Islands on Tuesday is C$ 901.

What is the cheapest Calgary to Caribbean Islands flight route?

Fly from Calgary to Montego Bay Sangster Intl for the best Calgary - Caribbean Islands flight prices

How far in advance should I book a flight from Calgary to Caribbean Islands?

You are more likely to see cheaper flights to Caribbean Islands from Calgary when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around C$ 768 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from Calgary for as low as C$ 657 on momondo.

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

There are 2 cabin classes available to choose from on Calgary to Caribbean Islands 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 Islands flights?

You could potentially save up to 17% on your flight if you consider stops on a Calgary to Caribbean Islands flight.

Cheap Calgary to Caribbean Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Calgary to Caribbean Islands

Fastest flight time	4h 42m
Direct flights	Every day
Airports in Caribbean Islands	99 airports

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

Direct flights go from Calgary to Caribbean Islands every day.

There are 99 airports in Caribbean Islands. 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 Islands

When did momondo last update prices for flights from Calgary Airport to Caribbean Islands?
Prices for flights from Calgary Airport to Caribbean Islands are refreshed on a daily basis.
How many operators does momondo search for flights from Calgary Airport to Caribbean Islands?
There are 4 operators available for flights from Calgary Airport to Caribbean Islands as of August 2026.
How old do you have to be to fly from Calgary Airport to Caribbean Islands?
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 Islands.
What documentation or ID do you need to fly to Caribbean Islands?
The necessary travel and health documents for your Caribbean Islands trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Calgary to Caribbean Islands?
momondo data reveals that the most frequently booked plane model on the route from Calgary to Caribbean Islands is Boeing 737 MAX 8, representing 40.51% of all bookings. The subsequent popular models are Embraer 195 E2 at 15.73%, Boeing 737-800 Passenger/BBJ2 (winglets) at 12.34%, and Boeing 737-700 Passenger/BBJ1 (winglets) at 11.11%.

Best airlines flying from Calgary to Caribbean Islands

Compare and see reviews for airlines that fly from Calgary to Caribbean Islands with momondo

Airline	Rating	Free Cancellation	Price
United Airlines	PriceFrom C$ 302	Free Cancellation	Rating 7.4 10,061 reviews	Search United Airlines flights
WestJet	PriceFrom C$ 437	Free Cancellation	Rating 7.2 3,423 reviews	Search WestJet flights
Air Canada	PriceFrom C$ 515	Free Cancellation	Rating 7.1 11,419 reviews	Search Air Canada flights
Air Transat	PriceFrom C$ 572	Free Cancellation	Rating 7.8 569 reviews	Search Air Transat flights
American Airlines	PriceFrom C$ 627	Free Cancellation	Rating 7.1 11,847 reviews	Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Calgary to Caribbean Islands?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Calgary to Caribbean Islands. momondo saves you time and could save you money on your trip.

Can I find flights from Calgary to Caribbean Islands with flexible booking policies on momondo?

Flights from Calgary to Caribbean Islands with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Calgary to Caribbean Islands?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Caribbean Islands from Calgary.

I’m not ready to book a flight from Calgary to Caribbean Islands right now. Can momondo alert me if prices change?

Price alerts on flights to Caribbean Islands from Calgary are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.