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

WestJet, United Airlines, and Flair Airlines are the most popular carriers operating from Calgary to Caribbean

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

The number of flights available between Calgary and Caribbean is 3 per week as of March 2026. The most frequent departure day is Mon, with 33% of weekly flights leaving on this day.

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.

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 March 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$ 154 Cheap Flights from Calgary to Caribbean in 2026

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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.

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

YYC

NAS

34h 25m

2 stops

3:15 p.m. - 11:22 p.m.

NAS

YYC

10h 07m

1 stop

C$ 410Multiple Airlines

Wed, 8 Apr - Fri, 17 Apr

10:50 a.m. - 3:40 p.m.

YYC

NAS

26h 50m

2 stops

3:15 p.m. - 11:22 p.m.

NAS

YYC

10h 07m

1 stop

C$ 411Multiple Airlines

Tue, 7 Apr - Thu, 9 Apr

6:50 p.m. - 11:45 a.m.

YYC

MBJ

15h 55m

2 stops

12:45 p.m. - 10:10 a.m.

MBJ

YYC

22h 25m

2 stops

C$ 443WestJet

Mon, 1 Jun - Tue, 9 Jun

8:40 p.m. - 11:45 a.m.

YYC

MBJ

14h 05m

2 stops

1:50 p.m. - 10:20 p.m.

MBJ

YYC

33h 30m

2 stops

C$ 445WestJet

Mon, 22 Jun - Mon, 6 Jul

6:00 a.m. - 3:30 p.m.

YYC

PUJ

31h 30m

2 stops

4:00 p.m. - 9:48 p.m.

PUJ

YYC

31h 48m

2 stops

C$ 505United Airlines

Sat, 2 May - Sat, 23 May

6:00 a.m. - 11:28 a.m.

YYC

NAS

27h 28m

2 stops

2:53 p.m. - 1:53 p.m.

NAS

YYC

49h 00m

2 stops

C$ 510United Airlines

Mon, 20 Apr - Mon, 27 Apr

11:40 p.m. - 11:10 a.m.

YYC

GCM

10h 30m

1 stop

11:55 a.m. - 11:59 a.m.

GCM

YYC

25h 04m

1 stop

C$ 636Air Canada

Mon, 13 Apr - Thu, 16 Apr

1:25 p.m. - 11:10 a.m.

YYC

GCM

20h 45m

1 stop

11:55 a.m. - 10:28 a.m.

GCM

YYC

23h 33m

1 stop

C$ 638Air Canada

Mon, 13 Apr - Thu, 16 Apr

6:29 a.m. - 11:41 p.m.

YYC

SJU

15h 12m

2 stops

12:05 p.m. - 11:20 p.m.

SJU

YYC

13h 15m

2 stops

C$ 706American Airlines

Sat, 5 Sep - Tue, 15 Sep

6:45 a.m. - 10:51 p.m.

YYC

SDQ

14h 06m

2 stops

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

SDQ

YYC

18h 43m

2 stops

C$ 927American Airlines

Fri, 15 May - Thu, 28 May

United Airlines flights from Calgary to Caribbean

Our best United Airlines deals on Calgary to Caribbean flight tickets

United Airlines

2 May

YYC6:00 a.m.Calgary

31h 30m

2 stops

PUJ3:30 p.m.Punta Cana

23 May

PUJ4:00 p.m.Punta Cana

31h 48m

2 stops

YYC9:48 p.m.Calgary

C$ 505

United Airlines

20 Apr

YYC6:00 a.m.Calgary

27h 28m

2 stops

NAS11:28 a.m.Nassau Intl

27 Apr

NAS2:53 p.m.Nassau Intl

49h 00m

2 stops

YYC1:53 p.m.Calgary

C$ 510

United Airlines

8 May

YYC1:27 p.m.Calgary

24h 03m

2 stops

PUJ3:30 p.m.Punta Cana

15 May

PUJ4:40 p.m.Punta Cana

31h 08m

2 stops

YYC9:48 p.m.Calgary

C$ 525

American Airlines flights from Calgary to Caribbean

Our best American Airlines deals on Calgary to Caribbean flight tickets

American Airlines

1 Sep

YYC6:45 a.m.Calgary

8h 32m

1 stop

MBJ4:17 p.m.Montego Bay Sangster Intl

10 Sep

MBJ12:47 p.m.Montego Bay Sangster Intl

9h 55m

1 stop

YYC9:42 p.m.Calgary

C$ 705

American Airlines

5 Sep

YYC6:29 a.m.Calgary

15h 12m

2 stops

SJU11:41 p.m.San Juan Luis Munoz Marin Intl

15 Sep

SJU12:05 p.m.San Juan Luis Munoz Marin Intl

13h 15m

2 stops

YYC11:20 p.m.Calgary

C$ 706

American Airlines

8 Sep

YYC6:29 a.m.Calgary

15h 12m

2 stops

SJU11:41 p.m.San Juan Luis Munoz Marin Intl

12 Sep

SJU6:30 a.m.San Juan Luis Munoz Marin Intl

18h 50m

2 stops

YYC11:20 p.m.Calgary

C$ 768

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CalgaryNassau

YYC - NAS

YYCNAS

Calgary

Wed 8/4

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

2 stops34h 25m

Nassau Intl

Fri 17/4

3:15 p.m.-11:22 p.m.

1 stop10h 07m

C$ 410

CalgaryNassau

YYC - NAS

YYCNAS

Calgary

Tue 7/4

10:50 a.m.-3:40 p.m.

2 stops26h 50m

Nassau Intl

Thu 9/4

3:15 p.m.-11:22 p.m.

1 stop10h 07m

C$ 411

CalgaryMontego Bay

YYC - MBJ

YYCMBJ

Calgary

Mon 1/6

6:50 p.m.-11:45 a.m.

2 stops15h 55m

Montego Bay Sangster Intl

Tue 9/6

12:45 p.m.-10:10 a.m.

2 stops22h 25m

C$ 443

CalgaryMontego Bay

YYC - MBJ

YYCMBJ

Calgary

Mon 22/6

8:40 p.m.-11:45 a.m.

2 stops14h 05m

Montego Bay Sangster Intl

Mon 6/7

1:50 p.m.-10:20 p.m.

2 stops33h 30m

C$ 445

CalgaryPunta Cana

YYC - PUJ

YYCPUJ

Calgary

Sat 2/5

6:00 a.m.-3:30 p.m.

2 stops31h 30m

Punta Cana

Sat 23/5

4:00 p.m.-9:48 p.m.

2 stops31h 48m

C$ 505

CalgaryNassau

YYC - NAS

YYCNAS

Calgary

Mon 20/4

6:00 a.m.-11:28 a.m.

2 stops27h 28m

Nassau Intl

Mon 27/4

2:53 p.m.-1:53 p.m.

2 stops49h 00m

C$ 510

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Mon 13/4

11:40 p.m.-11:10 a.m.

1 stop10h 30m

George Town Owen Roberts Intl

Thu 16/4

11:55 a.m.-11:59 a.m.

1 stop25h 04m

C$ 636

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Mon 13/4

1:25 p.m.-11:10 a.m.

1 stop20h 45m

George Town Owen Roberts Intl

Thu 16/4

11:55 a.m.-10:28 a.m.

1 stop23h 33m

C$ 638

Quickest round-trip

CalgarySan Juan

YYC - SJU

YYCSJU

Calgary

Sat 5/9

6:29 a.m.-11:41 p.m.

2 stops15h 12m

San Juan Luis Munoz Marin Intl

Tue 15/9

12:05 p.m.-11:20 p.m.

2 stops13h 15m

C$ 706

CalgarySanto Domingo

YYC - SDQ

YYCSDQ

Calgary

Fri 15/5

6:45 a.m.-10:51 p.m.

2 stops14h 06m

Santo Domingo Las Americas

Thu 28/5

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

2 stops18h 43m

C$ 927

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$ 589. 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$ 683.

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$ 568. 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$ 1,006.

What is the cheapest Calgary to Caribbean flight route?

Fly from Calgary to Nassau Intl 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$ 753 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$ 618 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$ 417
Fastest flight time	8h 35m
Direct flights	Tue, Thu, 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$ 417. The best round-trip flight deal from Calgary to Caribbean found on momondo in the last 72 hours is C$ 597.

The fastest flight from Calgary to Caribbean takes 8h 35m

Direct flights go from Calgary to Caribbean on Tuesday, Thursday, 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 Puerto Plata La Union (POP), Nassau Intl (NAS), Montego Bay Sangster Intl (MBJ), Punta Cana (PUJ).

Search flight deals

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 March 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 (89.61% of total bookings). The next most popular plane models are Boeing 737-800 Passenger/BBJ2 (winglets) (5.19%), Boeing 737-700 Passenger/BBJ1 (winglets) (2.60%), and Boeing 737-800 (Scimitar Winglets) (2.60%).

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$ 304	Free Cancellation	Rating 7.4 9,483 reviews	Search United Airlines flights
WestJet	PriceFrom C$ 424	Free Cancellation	Rating 7.2 3,303 reviews	Search WestJet flights
Air Canada	PriceFrom C$ 430	Free Cancellation	Rating 7.1 10,842 reviews	Search Air Canada flights
Air Transat	PriceFrom C$ 563	Free Cancellation	Rating 7.7 525 reviews	Search Air Transat flights
American Airlines	PriceFrom C$ 607	Free Cancellation	Rating 7.1 11,495 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.