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 63% 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, Air Canada, and United 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 September 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$ 241 Cheap Flights from Calgary to Caribbean in 2026/27

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.

12:45 a.m. - 10:35 p.m.YYC Calgary-PUJ Punta Cana

19h 50m1 stop Montreal Pierre Elliott Trudeau Intl

10:40 p.m. - 9:44 a.m.PUJ Punta Cana-YYC Calgary

14h 04m1 stop Toronto Pearson Intl

C$ 485Air Canada

Wed, 28 Oct - Sat, 7 Nov

7:00 a.m. - 9:40 p.m.YYC Calgary-PUJ Punta Cana

11h 40m1 stop Toronto Pearson Intl

7:45 p.m. - 12:08 p.m.PUJ Punta Cana-YYC Calgary

19h 23m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 489Air Canada

Fri, 27 Nov - Thu, 10 Dec

12:05 a.m. - 8:55 a.m.YYC Calgary-PUJ Punta Cana

5h 50mdirect

6:45 p.m. - 10:25 p.m.PUJ Punta Cana-YYC Calgary

30h 40m1 stop Edmonton

C$ 496WestJet

Sun, 15 Nov - Mon, 23 Nov

10:05 p.m. - 5:45 p.m.YYC Calgary-PUJ Punta Cana

16h 40m1 stop Edmonton

6:45 p.m. - 5:55 p.m.PUJ Punta Cana-YYC Calgary

26h 10m1 stop Edmonton

C$ 498WestJet

Sun, 6 Dec - Mon, 14 Dec

5:10 p.m. - 5:45 p.m.YYC Calgary-PUJ Punta Cana

22h 35m1 stop Montreal Pierre Elliott Trudeau Intl

9:55 a.m. - 3:55 p.m.PUJ Punta Cana-YYC Calgary

9h 00mdirect

C$ 510Multiple Airlines

Thu, 29 Oct - Mon, 2 Nov

8:10 a.m. - 4:15 p.m.YYC Calgary-NAS Nassau Intl

30h 05m1 stop Toronto Pearson Intl

12:25 p.m. - 11:25 p.m.NAS Nassau Intl-YYC Calgary

13h 00m1 stop Toronto Pearson Intl

C$ 541Multiple Airlines

Tue, 10 Nov - Tue, 17 Nov

1:37 p.m. - 3:00 p.m.YYC Calgary-AUA Oranjestad Reina Beatrix

22h 23m2 stops Chicago O'Hare Intl Newark

5:35 p.m. - 12:35 p.m.AUA Oranjestad Reina Beatrix-YYC Calgary

46h 00m2 stops Washington, D.C. Dulles Intl Chicago O'Hare Intl

C$ 617United Airlines

Sun, 6 Dec - Thu, 10 Dec

1:37 p.m. - 1:40 p.m.YYC Calgary-AUA Oranjestad Reina Beatrix

45h 03m2 stops Chicago O'Hare Intl Washington, D.C. Dulles Intl

5:35 p.m. - 10:53 p.m.AUA Oranjestad Reina Beatrix-YYC Calgary

32h 18m2 stops Washington, D.C. Dulles Intl Denver Intl

C$ 618United Airlines

Sun, 6 Dec - Thu, 10 Dec

7:00 a.m. - 11:42 p.m.YYC Calgary-BGI Bridgetown Grantley Adams Intl

37h 42m2 stops Dallas/Fort Worth Miami

4:48 p.m. - 1:54 p.m.BGI Bridgetown Grantley Adams Intl-YYC Calgary

48h 06m2 stops Miami Chicago O'Hare Intl

C$ 803American Airlines

Thu, 7 Jan - Thu, 21 Jan

7:00 a.m. - 11:42 p.m.YYC Calgary-BGI Bridgetown Grantley Adams Intl

37h 42m2 stops Dallas/Fort Worth Miami

3:39 p.m. - 10:55 p.m.BGI Bridgetown Grantley Adams Intl-YYC Calgary

34h 16m2 stops Charlotte Douglas Dallas/Fort Worth

C$ 833American Airlines

Thu, 7 Jan - Sun, 17 Jan

Cheap last-minute flights

Enter your travel dates to find the best prices.

3:20 p.m. - 11:10 a.m.YYC Calgary-NAS Nassau Intl

17h 50m1 stop Toronto Pearson Intl

12:00 p.m. - 10:20 p.m.NAS Nassau Intl-YYC Calgary

12h 20m2 stops Toronto Pearson Intl Winnipeg

C$ 528WestJet

Sat, 26 Sep - Sat, 3 Oct

7:10 p.m. - 11:10 a.m.YYC Calgary-NAS Nassau Intl

14h 00m1 stop Toronto Pearson Intl

12:00 p.m. - 7:10 a.m.NAS Nassau Intl-YYC Calgary

21h 10m2 stops Toronto Pearson Intl Edmonton

C$ 530WestJet

Sat, 26 Sep - Sat, 3 Oct

11:05 a.m. - 11:10 a.m.YYC Calgary-NAS Nassau Intl

22h 05m3 stops Vancouver Intl Edmonton Toronto Pearson Intl

12:00 p.m. - 10:20 a.m.NAS Nassau Intl-YYC Calgary

24h 20m2 stops Toronto Pearson Intl Vancouver Intl

C$ 830Multiple Airlines

Sat, 26 Sep - Sat, 3 Oct

11:05 a.m. - 11:10 a.m.YYC Calgary-NAS Nassau Intl

22h 05m3 stops Vancouver Intl Edmonton Toronto Pearson Intl

12:00 p.m. - 10:20 a.m.NAS Nassau Intl-YYC Calgary

24h 20m2 stops Toronto Pearson Intl Vancouver Intl

C$ 831Multiple Airlines

Sat, 26 Sep - Sat, 3 Oct

12:30 p.m. - 1:30 p.m.YYC Calgary-MBJ Montego Bay Sangster Intl

48h 00m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

2:40 p.m. - 9:48 p.m.MBJ Montego Bay Sangster Intl-YYC Calgary

32h 08m2 stops Houston George Bush Intcntl Denver Intl

C$ 887United Airlines

Thu, 24 Sep - Sat, 3 Oct

12:30 p.m. - 1:30 p.m.YYC Calgary-MBJ Montego Bay Sangster Intl

48h 00m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

12:52 p.m. - 9:48 p.m.MBJ Montego Bay Sangster Intl-YYC Calgary

9h 56m1 stop Denver Intl

C$ 887United Airlines

Thu, 24 Sep - Sat, 3 Oct

6:45 a.m. - 3:02 p.m.YYC Calgary-BGI Bridgetown Grantley Adams Intl

30h 17m2 stops Dallas/Fort Worth Miami

4:06 p.m. - 12:05 p.m.BGI Bridgetown Grantley Adams Intl-YYC Calgary

21h 59m2 stops Miami Charlotte Douglas

C$ 1,032American Airlines

Fri, 25 Sep - Sun, 27 Sep

6:45 a.m. - 4:16 p.m.YYC Calgary-MBJ Montego Bay Sangster Intl

8h 31m1 stop Dallas/Fort Worth

12:05 p.m. - 9:42 p.m.MBJ Montego Bay Sangster Intl-YYC Calgary

10h 37m1 stop Dallas/Fort Worth

C$ 1,130American Airlines

Fri, 25 Sep - Fri, 2 Oct

11:10 a.m. - 11:20 a.m.YYC Calgary-MBJ Montego Bay Sangster Intl

23h 10m2 stops Ottawa Toronto Pearson Intl

12:30 p.m. - 1:17 a.m.MBJ Montego Bay Sangster Intl-YYC Calgary

13h 47m1 stop Toronto Pearson Intl

C$ 1,452Air Canada

Thu, 24 Sep - Tue, 29 Sep

11:55 p.m. - 3:25 p.m.YYC Calgary-BGI Bridgetown Grantley Adams Intl

13h 30m1 stop Toronto Pearson Intl

4:20 p.m. - 9:27 a.m.BGI Bridgetown Grantley Adams Intl-YYC Calgary

19h 07m1 stop Toronto Pearson Intl

C$ 2,097Air Canada

Fri, 25 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

28 Oct

YYC12:45 a.m.Calgary

19h 50m

1 stop

PUJ10:35 p.m.Punta Cana

7 Nov

PUJ10:40 p.m.Punta Cana

14h 04m

1 stop

YYC9:44 a.m.Calgary

C$ 485

Air Canada

26 Oct

YYC6:00 a.m.Calgary

12h 40m

1 stop

PUJ8:40 p.m.Punta Cana

30 Oct

PUJ6:45 p.m.Punta Cana

18h 40m

1 stop

YYC11:25 a.m.Calgary

C$ 489

Air Canada

28 Nov

YYC1:20 a.m.Calgary

17h 20m

1 stop

PUJ9:40 p.m.Punta Cana

6 Dec

PUJ10:40 p.m.Punta Cana

14h 04m

1 stop

YYC9:44 a.m.Calgary

C$ 495

United Airlines flights from Calgary to Caribbean

Our best United Airlines deals on Calgary to Caribbean flight tickets

United Airlines

15 Jan

YYC3:06 p.m.Calgary

23h 08m

1 stop

NAS4:14 p.m.Nassau Intl

23 Jan

NAS2:40 p.m.Nassau Intl

26h 44m

2 stops

YYC3:24 p.m.Calgary

C$ 593

United Airlines

6 Dec

YYC1:37 p.m.Calgary

22h 23m

2 stops

AUA3:00 p.m.Oranjestad Reina Beatrix

10 Dec

AUA5:35 p.m.Oranjestad Reina Beatrix

46h 00m

2 stops

YYC12:35 p.m.Calgary

C$ 617

United Airlines

6 Dec

YYC1:37 p.m.Calgary

45h 03m

2 stops

AUA1:40 p.m.Oranjestad Reina Beatrix

10 Dec

AUA5:35 p.m.Oranjestad Reina Beatrix

32h 18m

2 stops

YYC10:53 p.m.Calgary

C$ 618

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CalgaryPunta Cana

YYC Calgary - PUJ Punta Cana

YYCPUJ

Calgary

Wed 28/10

12:45 a.m.-10:35 p.m.

1 stop19h 50m

Punta Cana

Sat 7/11

10:40 p.m.-9:44 a.m.

1 stop14h 04m

C$ 485

Quickest round-trip

CalgaryPunta Cana

YYC Calgary - PUJ Punta Cana

YYCPUJ

Calgary

Fri 27/11

7:00 a.m.-9:40 p.m.

1 stop11h 40m

Punta Cana

Thu 10/12

7:45 p.m.-12:08 p.m.

1 stop19h 23m

C$ 489

CalgaryPunta Cana

YYC Calgary - PUJ Punta Cana

YYCPUJ

Calgary

Sun 15/11

12:05 a.m.-8:55 a.m.

Nonstop5h 50m

Punta Cana

Mon 23/11

6:45 p.m.-10:25 p.m.

1 stop30h 40m

C$ 496

CalgaryPunta Cana

YYC Calgary - PUJ Punta Cana

YYCPUJ

Calgary

Sun 6/12

10:05 p.m.-5:45 p.m.

1 stop16h 40m

Punta Cana

Mon 14/12

6:45 p.m.-5:55 p.m.

1 stop26h 10m

C$ 498

CalgaryPunta Cana

YYC Calgary - PUJ Punta Cana

YYCPUJ

Calgary

Thu 29/10

5:10 p.m.-5:45 p.m.

1 stop22h 35m

Punta Cana

Mon 2/11

9:55 a.m.-3:55 p.m.

Nonstop9h 00m

C$ 510

CalgaryNassau

YYC Calgary - NAS Nassau Intl

YYCNAS

Calgary

Tue 10/11

8:10 a.m.-4:15 p.m.

1 stop30h 05m

Nassau Intl

Tue 17/11

12:25 p.m.-11:25 p.m.

1 stop13h 00m

C$ 541

CalgaryOranjestad

YYC Calgary - AUA Oranjestad Reina Beatrix

YYCAUA

Calgary

Sun 6/12

1:37 p.m.-3:00 p.m.

2 stops22h 23m

Oranjestad Reina Beatrix

Thu 10/12

5:35 p.m.-12:35 p.m.

2 stops46h 00m

C$ 617

CalgaryOranjestad

YYC Calgary - AUA Oranjestad Reina Beatrix

YYCAUA

Calgary

Sun 6/12

1:37 p.m.-1:40 p.m.

2 stops45h 03m

Oranjestad Reina Beatrix

Thu 10/12

5:35 p.m.-10:53 p.m.

2 stops32h 18m

C$ 618

CalgaryBridgetown

YYC Calgary - BGI Bridgetown Grantley Adams Intl

YYCBGI

Calgary

Thu 7/1

7:00 a.m.-11:42 p.m.

2 stops37h 42m

Bridgetown Grantley Adams Intl

Thu 21/1

4:48 p.m.-1:54 p.m.

2 stops48h 06m

C$ 803

CalgaryBridgetown

YYC Calgary - BGI Bridgetown Grantley Adams Intl

YYCBGI

Calgary

Thu 7/1

7:00 a.m.-11:42 p.m.

2 stops37h 42m

Bridgetown Grantley Adams Intl

Sun 17/1

3:39 p.m.-10:55 p.m.

2 stops34h 16m

C$ 833

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, January 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$ 746. If you don’t want to visit Caribbean in January, then you should wait until October to fly from Calgary, when ticket prices are also cheap, with an average price of C$ 772.

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$ 585. 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$ 1,061.

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 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$ 790 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$ 681 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$ 241
Fastest flight time	4h 45m
Direct flights	Every day
Airports in Caribbean	196 airports

The best one-way flight to Caribbean from Calgary in the past 72 hours is C$ 241. The best round-trip flight deal from Calgary to Caribbean found on momondo in the last 72 hours is C$ 485.

The fastest flight from Calgary to Caribbean takes 4h 45m

Direct flights go from Calgary to Caribbean every day.

There are 196 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 September 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 (95.65% of total bookings). The next most popular plane models are Boeing 737 (1.45%), Boeing 737-700 Passenger/BBJ1 (winglets) (1.45%), and Boeing 737-800 Passenger/BBJ2 (winglets) (1.45%).

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$ 327	Free Cancellation	Rating 7.4 10,222 reviews	Search United Airlines flights
Air Canada	PriceFrom C$ 447	Free Cancellation	Rating 7.1 11,663 reviews	Search Air Canada flights
WestJet	PriceFrom C$ 463	Free Cancellation	Rating 7.2 3,446 reviews	Search WestJet flights
Air Transat	PriceFrom C$ 906	Free Cancellation	Rating 7.7 581 reviews	Search Air Transat 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.