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

WestJet, United Airlines, and Air Canada 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 73% 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.

How many flights depart from Calgary to Caribbean on average per week?

The number of flights available between Calgary and Caribbean is 5 per week as of April 2026. The most frequent departure day is Mon, with 20% of weekly flights leaving on this day.

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 April 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$ 227 Cheap Flights from Calgary to Caribbean in 2026

Discover deals from 900+ travel sites with momondo.

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

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.

2:25 p.m. - 11:45 a.m.

YYC

MBJ

20h 20m

2 stops

12:45 p.m. - 8:15 a.m.

MBJ

YYC

20h 30m

2 stops

C$ 468WestJet

Wed, 17 Jun - Wed, 24 Jun

5:30 p.m. - 11:45 a.m.

YYC

MBJ

17h 15m

2 stops

12:45 p.m. - 7:15 a.m.

MBJ

YYC

19h 30m

2 stops

C$ 469WestJet

Mon, 1 Jun - Thu, 25 Jun

6:00 a.m. - 1:47 p.m.

YYC

NAS

29h 47m

2 stops

2:35 p.m. - 12:54 p.m.

NAS

YYC

24h 19m

2 stops

C$ 536United Airlines

Wed, 29 Apr - Tue, 5 May

1:27 p.m. - 1:47 p.m.

YYC

NAS

22h 20m

2 stops

2:53 p.m. - 9:48 p.m.

NAS

YYC

32h 55m

2 stops

C$ 540United Airlines

Sat, 2 May - Sat, 9 May

12:05 a.m. - 8:57 a.m.

YYC

PUJ

6h 52mdirect

2:30 p.m. - 11:00 a.m.

PUJ

YYC

22h 30m

2 stops

C$ 566Multiple Airlines

Fri, 24 Apr - Sat, 2 May

12:50 a.m. - 4:30 p.m.

YYC

PUJ

13h 40m

1 stop

5:25 p.m. - 8:51 p.m.

PUJ

YYC

29h 26m

2 stops

C$ 579Air Canada

Wed, 3 Jun - Wed, 10 Jun

2:20 p.m. - 4:30 p.m.

YYC

PUJ

24h 10m

1 stop

5:25 p.m. - 3:59 p.m.

PUJ

YYC

24h 34m

1 stop

C$ 580Air Canada

Sat, 6 Jun - Thu, 11 Jun

12:05 a.m. - 8:57 a.m.

YYC

PUJ

6h 52mdirect

2:30 p.m. - 11:00 a.m.

PUJ

YYC

22h 30m

2 stops

C$ 586Multiple Airlines

Thu, 23 Apr - Wed, 29 Apr

6:45 a.m. - 4:32 a.m.

YYC

SJU

19h 47m

1 stop

11:59 p.m. - 11:43 a.m.

SJU

YYC

13h 44m

1 stop

C$ 932American Airlines

Wed, 29 Apr - Mon, 4 May

6:45 a.m. - 4:32 a.m.

YYC

SJU

19h 47m

1 stop

7:00 p.m. - 11:43 a.m.

SJU

YYC

18h 43m

2 stops

C$ 937American Airlines

Wed, 29 Apr - Mon, 4 May

United Airlines flights from Calgary to Caribbean

Our best United Airlines deals on Calgary to Caribbean flight tickets

United Airlines

29 Apr

YYC6:00 a.m.Calgary

29h 47m

2 stops

NAS1:47 p.m.Nassau Intl

5 May

NAS2:35 p.m.Nassau Intl

24h 19m

2 stops

YYC12:54 p.m.Calgary

C$ 536

United Airlines

2 May

YYC1:27 p.m.Calgary

22h 20m

2 stops

NAS1:47 p.m.Nassau Intl

9 May

NAS2:53 p.m.Nassau Intl

32h 55m

2 stops

YYC9:48 p.m.Calgary

C$ 540

United Airlines

14 Apr

YYC1:27 p.m.Calgary

22h 20m

2 stops

NAS1:47 p.m.Nassau Intl

17 Apr

NAS2:53 p.m.Nassau Intl

25h 00m

2 stops

YYC1:53 p.m.Calgary

C$ 544

American Airlines flights from Calgary to Caribbean

Our best American Airlines deals on Calgary to Caribbean flight tickets

American Airlines

10 Apr

YYC6:45 a.m.Calgary

14h 17m

1 stop

SJU11:02 p.m.San Juan Luis Munoz Marin Intl

15 Apr

SJU6:45 a.m.San Juan Luis Munoz Marin Intl

16h 59m

1 stop

YYC9:44 p.m.Calgary

C$ 655

American Airlines

10 Apr

YYC6:45 a.m.Calgary

14h 17m

1 stop

SJU11:02 p.m.San Juan Luis Munoz Marin Intl

15 Apr

SJU7:00 p.m.San Juan Luis Munoz Marin Intl

18h 43m

2 stops

YYC11:43 a.m.Calgary

C$ 662

American Airlines

19 Aug

YYC6:45 a.m.Calgary

8h 32m

1 stop

MBJ4:17 p.m.Montego Bay Sangster Intl

25 Aug

MBJ12:47 p.m.Montego Bay Sangster Intl

9h 55m

1 stop

YYC9:42 p.m.Calgary

C$ 680

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CalgaryMontego Bay

YYC - MBJ

YYCMBJ

Calgary

Wed 17/6

2:25 p.m.-11:45 a.m.

2 stops20h 20m

Montego Bay Sangster Intl

Wed 24/6

12:45 p.m.-8:15 a.m.

2 stops20h 30m

C$ 468

CalgaryMontego Bay

YYC - MBJ

YYCMBJ

Calgary

Mon 1/6

5:30 p.m.-11:45 a.m.

2 stops17h 15m

Montego Bay Sangster Intl

Thu 25/6

12:45 p.m.-7:15 a.m.

2 stops19h 30m

C$ 469

CalgaryNassau

YYC - NAS

YYCNAS

Calgary

Wed 29/4

6:00 a.m.-1:47 p.m.

2 stops29h 47m

Nassau Intl

Tue 5/5

2:35 p.m.-12:54 p.m.

2 stops24h 19m

C$ 536

CalgaryNassau

YYC - NAS

YYCNAS

Calgary

Sat 2/5

1:27 p.m.-1:47 p.m.

2 stops22h 20m

Nassau Intl

Sat 9/5

2:53 p.m.-9:48 p.m.

2 stops32h 55m

C$ 540

Quickest round-trip

CalgaryPunta Cana

YYC - PUJ

YYCPUJ

Calgary

Fri 24/4

12:05 a.m.-8:57 a.m.

Nonstop6h 52m

Punta Cana

Sat 2/5

2:30 p.m.-11:00 a.m.

2 stops22h 30m

C$ 566

CalgaryPunta Cana

YYC - PUJ

YYCPUJ

Calgary

Wed 3/6

12:50 a.m.-4:30 p.m.

1 stop13h 40m

Punta Cana

Wed 10/6

5:25 p.m.-8:51 p.m.

2 stops29h 26m

C$ 579

CalgaryPunta Cana

YYC - PUJ

YYCPUJ

Calgary

Sat 6/6

2:20 p.m.-4:30 p.m.

1 stop24h 10m

Punta Cana

Thu 11/6

5:25 p.m.-3:59 p.m.

1 stop24h 34m

C$ 580

CalgaryPunta Cana

YYC - PUJ

YYCPUJ

Calgary

Thu 23/4

12:05 a.m.-8:57 a.m.

Nonstop6h 52m

Punta Cana

Wed 29/4

2:30 p.m.-11:00 a.m.

2 stops22h 30m

C$ 586

CalgarySan Juan

YYC - SJU

YYCSJU

Calgary

Wed 29/4

6:45 a.m.-4:32 a.m.

1 stop19h 47m

San Juan Luis Munoz Marin Intl

Mon 4/5

11:59 p.m.-11:43 a.m.

1 stop13h 44m

C$ 932

CalgarySan Juan

YYC - SJU

YYCSJU

Calgary

Wed 29/4

6:45 a.m.-4:32 a.m.

1 stop19h 47m

San Juan Luis Munoz Marin Intl

Mon 4/5

7:00 p.m.-11:43 a.m.

2 stops18h 43m

C$ 937

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

Other information

What is the cheapest month to fly to Caribbean?

In general, September 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$ 601. If you don’t want to visit Caribbean in September, then you should wait until August to fly from Calgary, when ticket prices are also cheap, with an average price of C$ 679.

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$ 570. 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$ 1,010.

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 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$ 756 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$ 622 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?

No. A direct flight is the cheapest option for a flight between Calgary to Caribbean.

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	8h 32m
Direct flights	Mon, Tue, 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$ 497.

The fastest flight from Calgary to Caribbean takes 8h 32m

Direct flights go from Calgary to Caribbean on Monday, Tuesday, 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 April 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 (90.00% of total bookings). The next most popular plane models are Boeing 737-800 Passenger/BBJ2 (winglets) (4.67%), Boeing 737-700 Passenger/BBJ1 (winglets) (2.67%), and Boeing 737-800 (Scimitar Winglets) (2.67%).

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$ 305	Free Cancellation	Rating 7.4 9,551 reviews	Search United Airlines flights
WestJet	PriceFrom C$ 426	Free Cancellation	Rating 7.2 3,316 reviews	Search WestJet flights
Air Canada	PriceFrom C$ 432	Free Cancellation	Rating 7.1 10,903 reviews	Search Air Canada flights
Air Transat	PriceFrom C$ 566	Free Cancellation	Rating 7.7 534 reviews	Search Air Transat flights
American Airlines	PriceFrom C$ 610	Free Cancellation	Rating 7.1 11,549 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.