What airlines fly to Caribbean?

United Airlines, Frontier and American Airlines are the top three most popular airlines that fly to Caribbean from Washington, D.C. Dulles Intl Airport according to our data. United Airlines is the first choice among our users, with 71% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 8 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 Washington, D.C. Dulles Intl to Caribbean?

Delta, United Airlines, and Air Canada are the most popular carriers operating from Washington, D.C. Dulles Intl to Caribbean

How many operators does momondo search for flights from Washington, D.C. Dulles Intl Airport to Caribbean?

The number of operators available for flights from Washington, D.C. Dulles Intl Airport to Caribbean is 8 as of June 2026.

How old do you have to be to fly from Washington, D.C. Dulles Intl 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 Washington, D.C. Dulles Intl Airport to Caribbean.

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

The required travel and health documents for your Caribbean trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$118 Cheap Flights from Washington, D.C. Dulles Intl Airport to Caribbean in 2026

Q: How many flights depart from Washington, D.C. Dulles Intl Airport to Caribbean on average per week?

75 flights are operational weekly from Washington, D.C. Dulles Intl Airport to Caribbean as of June 2026. The most popular departure day for this route is Mon, with 15% of flights per week taking off on this day.

Q: How many flights depart from Washington, D.C. Dulles Intl Airport to Caribbean on average per day?

As of June 2026, 10 flights take off from Washington, D.C. Dulles Intl Airport and land in Caribbean each day. The most common flight departure time for this route is 8:00AM, with 50% of daily flights taking off at noon.

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Find the cheapest flights from Washington, D.C. Dulles Intl Airport to Caribbean

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:09 pm - 4:05 pm

IAD

SJU

21h 56m

1 stop

6:00 am - 6:40 pm

SJU

IAD

12h 40m

1 stop

$270Frontier

Fri, Aug 14 - Tue, Aug 25

5:30 pm - 3:58 pm

IAD

SJU

22h 28m

1 stop

6:00 am - 6:40 pm

SJU

IAD

12h 40m

1 stop

$271Frontier

Thu, Aug 20 - Tue, Aug 25

6:10 am - 2:51 pm

IAD

SJU

8h 41m

1 stop

3:47 pm - 10:55 pm

SJU

IAD

7h 08m

1 stop

$276American Airlines

Sat, Aug 22 - Thu, Aug 27

5:34 pm - 11:59 pm

IAD

SJU

6h 25m

1 stop

3:47 pm - 10:55 pm

SJU

IAD

7h 08m

1 stop

$281American Airlines

Wed, Aug 19 - Wed, Aug 26

8:15 am - 1:12 pm

IAD

STT

3h 57mnonstop

1:02 pm - 4:25 pm

STT

IAD

4h 23mnonstop

$334United Airlines

Mon, Nov 16 - Fri, Nov 20

8:35 am - 3:43 pm

IAD

STT

7h 08m

1 stop

4:45 pm - 8:50 pm

STT

IAD

4h 05mnonstop

$339United Airlines

Sat, Sep 12 - Sat, Sep 19

8:28 am - 3:02 pm

IAD

STT

6h 34m

1 stop

2:54 pm - 12:32 am

STT

IAD

9h 38m

1 stop

$348Delta

Sat, Sep 5 - Wed, Sep 23

8:28 am - 3:02 pm

IAD

STT

6h 34m

1 stop

2:49 pm - 12:34 am

STT

IAD

9h 45m

1 stop

$379Delta

Sat, Aug 22 - Sun, Aug 30

4:26 pm - 11:30 am

IAD

SXM

19h 04m

1 stop

12:30 pm - 1:47 am

SXM

IAD

13h 17m

1 stop

$444Copa Airlines

Sun, Jul 12 - Wed, Jul 15

2:25 am - 11:33 am

IAD

SXM

9h 08m

1 stop

12:32 pm - 4:20 am

SXM

IAD

15h 48m

1 stop

$459Copa Airlines

Thu, Oct 1 - Fri, Oct 9

American Airlines flights from Washington, D.C. Dulles Intl Airport to Caribbean

Our best American Airlines deals on Washington, D.C. Dulles Intl Airport to Caribbean flight tickets

American Airlines

Aug 22

IAD6:10 amWashington, D.C. Dulles Intl

8h 41m

1 stop

SJU2:51 pmSan Juan Luis Munoz Marin Intl

Aug 27

SJU3:47 pmSan Juan Luis Munoz Marin Intl

7h 08m

1 stop

IAD10:55 pmWashington, D.C. Dulles Intl

$276

American Airlines

Aug 19

IAD5:34 pmWashington, D.C. Dulles Intl

6h 25m

1 stop

SJU11:59 pmSan Juan Luis Munoz Marin Intl

Aug 26

SJU3:47 pmSan Juan Luis Munoz Marin Intl

7h 08m

1 stop

IAD10:55 pmWashington, D.C. Dulles Intl

$281

American Airlines

Aug 21

IAD7:57 amWashington, D.C. Dulles Intl

16h 02m

1 stop

SJU11:59 pmSan Juan Luis Munoz Marin Intl

Aug 28

SJU3:47 pmSan Juan Luis Munoz Marin Intl

7h 08m

1 stop

IAD10:55 pmWashington, D.C. Dulles Intl

$286

Frontier flights from Washington, D.C. Dulles Intl Airport to Caribbean

Our best Frontier deals on Washington, D.C. Dulles Intl Airport to Caribbean flight tickets

Frontier

Aug 14

IAD6:09 pmWashington, D.C. Dulles Intl

21h 56m

1 stop

SJU4:05 pmSan Juan Luis Munoz Marin Intl

Aug 25

SJU6:00 amSan Juan Luis Munoz Marin Intl

12h 40m

1 stop

IAD6:40 pmWashington, D.C. Dulles Intl

$270

Frontier

Aug 20

IAD5:30 pmWashington, D.C. Dulles Intl

22h 28m

1 stop

SJU3:58 pmSan Juan Luis Munoz Marin Intl

Aug 25

SJU6:00 amSan Juan Luis Munoz Marin Intl

12h 40m

1 stop

IAD6:40 pmWashington, D.C. Dulles Intl

$271

Frontier

Aug 17

IAD12:28 pmWashington, D.C. Dulles Intl

12h 13m

1 stop

SJU12:41 amSan Juan Luis Munoz Marin Intl

Aug 19

SJU6:00 amSan Juan Luis Munoz Marin Intl

12h 40m

1 stop

IAD6:40 pmWashington, D.C. Dulles Intl

$288

momondo Fare Finder

Use the filters below to find and compare flights from Washington, D.C. Dulles Intl Airport to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Fri 8/14

6:09 pm-4:05 pm

1 stop21h 56m

San Juan Luis Munoz Marin Intl

Tue 8/25

6:00 am-6:40 pm

1 stop12h 40m

$270

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Thu 8/20

5:30 pm-3:58 pm

1 stop22h 28m

San Juan Luis Munoz Marin Intl

Tue 8/25

6:00 am-6:40 pm

1 stop12h 40m

$271

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Sat 8/22

6:10 am-2:51 pm

1 stop8h 41m

San Juan Luis Munoz Marin Intl

Thu 8/27

3:47 pm-10:55 pm

1 stop7h 08m

$276

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Wed 8/19

5:34 pm-11:59 pm

1 stop6h 25m

San Juan Luis Munoz Marin Intl

Wed 8/26

3:47 pm-10:55 pm

1 stop7h 08m

$281

Quickest round-trip

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Mon 11/16

8:15 am-1:12 pm

Nonstop3h 57m

Saint Thomas Island Cyril E King

Fri 11/20

1:02 pm-4:25 pm

Nonstop4h 23m

$334

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Sat 9/12

8:35 am-3:43 pm

1 stop7h 08m

Saint Thomas Island Cyril E King

Sat 9/19

4:45 pm-8:50 pm

Nonstop4h 05m

$339

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Sat 9/5

8:28 am-3:02 pm

1 stop6h 34m

Saint Thomas Island Cyril E King

Wed 9/23

2:54 pm-12:32 am

1 stop9h 38m

$348

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Sat 8/22

8:28 am-3:02 pm

1 stop6h 34m

Saint Thomas Island Cyril E King

Sun 8/30

2:49 pm-12:34 am

1 stop9h 45m

$379

Washington, D.C.Simpson Bay

IAD - SXM

IADSXM

Washington, D.C. Dulles Intl

Sun 7/12

4:26 pm-11:30 am

1 stop19h 04m

Simpson Bay Princess Juliana

Wed 7/15

12:30 pm-1:47 am

1 stop13h 17m

$444

Washington, D.C.Simpson Bay

IAD - SXM

IADSXM

Washington, D.C. Dulles Intl

Thu 10/1

2:25 am-11:33 am

1 stop9h 08m

Simpson Bay Princess Juliana

Fri 10/9

12:32 pm-4:20 am

1 stop15h 48m

$459

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 Washington, D.C. Dulles Intl Airport 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, October is the cheapest month to fly from Washington, D.C. Dulles Intl Airport to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $102. If you don’t want to visit Caribbean in October, then you should wait until September to fly from Washington, D.C. Dulles Intl Airport, when ticket prices are also cheap, with an average price of $153.

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

The cheapest day to depart from Washington, D.C. Dulles Intl Airport to Caribbean is on a Sunday when prices can be found for as low as $368. If your travel schedule is flexible, try to avoid departing on a Wednesday because tickets tend to average around $488. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean.

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

In the evening is the cheapest time of day to fly from Washington, D.C. Dulles Intl Airport to Caribbean when you can find flight prices for as low as $344. Flying to Caribbean in the evening is an ideal time because this is during off-peak travel hours. Flights in the afternoon are often more expensive with an average ticket price of $463.

What is the cheapest Washington, D.C. Dulles Intl to Caribbean flight route?

Fly from Washington, D.C. Dulles Intl to San Juan Luis Munoz Marin Intl for the best Washington, D.C. Dulles Intl - Caribbean flight prices

How far in advance should I book a flight from Washington, D.C. Dulles Intl Airport to Caribbean?

You are more likely to see cheaper flights to Caribbean from Washington, D.C. Dulles Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean for around $401 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean from Washington, D.C. Dulles Intl Airport for as low as $335 on momondo.

What cabin class options are available on Washington, D.C. Dulles Intl Airport to Caribbean flights?

There are 4 cabin classes available to choose from on Washington, D.C. Dulles Intl Airport 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 Washington, D.C. Dulles Intl Airport to Caribbean flights?

You could potentially save up to 30% on your flight if you consider stops on a Washington, D.C. Dulles Intl Airport to Caribbean flight.

Cheap Washington, D.C. Dulles Intl Airport to Caribbean flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Washington, D.C. Dulles Intl Airport to Caribbean

Best Price Found	$184
Fastest flight time	3h 00m
Direct flights	Every day
Airports in Caribbean	195 airports

The best one-way flight to Caribbean from Washington, D.C. Dulles Intl Airport in the past 72 hours is $184. The best round-trip flight deal from Washington, D.C. Dulles Intl Airport to Caribbean found on momondo in the last 72 hours is $434.

The fastest flight from Washington, D.C. Dulles Intl Airport to Caribbean takes 3h 00m

Direct flights go from Washington, D.C. Dulles Intl Airport to Caribbean every day.

There are 195 airports in Caribbean. From Washington, D.C. Dulles Intl Airport there are direct flights to Nassau Intl (NAS), Montego Bay Sangster Intl (MBJ), Providenciales (PLS).

Search flight deals

Frequently asked questions about flying from Washington, D.C. Dulles Intl Airport to Caribbean

When did momondo last update prices for flights from Washington, D.C. Dulles Intl Airport to Caribbean?
Prices for flights from Washington, D.C. Dulles Intl Airport to Caribbean were last updated today.
How many operators does momondo search for flights from Washington, D.C. Dulles Intl Airport to Caribbean?
The number of operators available for flights from Washington, D.C. Dulles Intl Airport to Caribbean is 8 as of June 2026.
How old do you have to be to fly from Washington, D.C. Dulles Intl 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 Washington, D.C. Dulles Intl Airport to Caribbean.
What documentation or ID do you need to fly to Caribbean?
The required travel and health documents for your Caribbean trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Washington, D.C. Dulles Intl Airport to Caribbean?
momondo data reveals that the most frequently booked plane model on the route from Washington, D.C. Dulles Intl Airport to Caribbean is Boeing 737 MAX 9, representing 30.64% of all bookings. The subsequent popular models are Boeing 737 MAX 8 at 28.65%, Airbus A321-100/200 at 6.57%, and Boeing 737-900 at 6.51%.

Best airlines flying from Washington, D.C. Dulles Intl Airport to Caribbean

Compare and see reviews for airlines that fly from Washington, D.C. Dulles Intl Airport to Caribbean with momondo

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom $92	Free Cancellation	Rating 5.6 2,914 reviews	Search Frontier flights
Delta	PriceFrom $136	Free Cancellation	Rating 7.8 8,396 reviews	Search Delta flights
JetBlue	PriceFrom $161	Free Cancellation	Rating 7.1 2,982 reviews	Search JetBlue flights
Avianca	PriceFrom $167	Free Cancellation	Rating 6.5 2,529 reviews	Search Avianca flights
Air Canada	PriceFrom $189	Free Cancellation	Rating 7.1 11,127 reviews	Search Air Canada flights
American Airlines	PriceFrom $225	Free Cancellation	Rating 7.1 11,644 reviews	Search American Airlines flights
Copa Airlines	PriceFrom $238	Free Cancellation	Rating 7.5 1,568 reviews	Search Copa Airlines flights
United Airlines	PriceFrom $258	Free Cancellation	Rating 7.4 9,775 reviews	Search United Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Washington, D.C. 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 Washington, D.C. to Caribbean for you.

Can I find flights from Washington, D.C. to Caribbean with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Caribbean from Washington, D.C. with this policy.

How can momondo help me find flights from Washington, D.C. to Caribbean?

Once all potential Washington, D.C. 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 Washington, D.C. to Caribbean right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Washington, D.C. to Caribbean flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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Complete your trip

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Popular cities in Caribbean

Flights to San Juanfrom $158

Flights to Punta Canafrom $243

Flights to Santo Domingofrom $234

Flights to Montego Bayfrom $288

Flights to Oranjestadfrom $330

Flights to Nassaufrom $258

Flights to Santiago de los Caballerosfrom $349

Flights to Kingstonfrom $373

Flights to Simpson Bayfrom $305

Flights to Saint Thomas Islandfrom $230

Flights to Port of Spainfrom $280

Flights to Willemstadfrom $324

Cheap flights from Washington, D.C. Dulles Intl Airport to Caribbean from $118

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American Airlines flights from Washington, D.C. Dulles Intl Airport to Caribbean

Our best American Airlines deals on Washington, D.C. Dulles Intl Airport to Caribbean flight tickets

Frontier flights from Washington, D.C. Dulles Intl Airport to Caribbean

Our best Frontier deals on Washington, D.C. Dulles Intl Airport to Caribbean flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Washington, D.C. Dulles Intl Airport to Caribbean that are best for you.

How to get the cheapest flight ticket from Washington, D.C. Dulles Intl Airport to Caribbean

What is the cheapest month to fly to Caribbean?

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

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

What is the cheapest Washington, D.C. Dulles Intl to Caribbean flight route?

How far in advance should I book a flight from Washington, D.C. Dulles Intl Airport to Caribbean?

What cabin class options are available on Washington, D.C. Dulles Intl Airport to Caribbean flights?

Can stopping save me money on Washington, D.C. Dulles Intl Airport to Caribbean flights?

What is the cheapest airline that flies from Washington, D.C. Dulles Intl to Caribbean?

What airlines fly to Caribbean?

How many flights depart from Washington, D.C. Dulles Intl Airport to Caribbean on average per day?

How many flights depart from Washington, D.C. Dulles Intl Airport to Caribbean on average per week?

Cheap Washington, D.C. Dulles Intl Airport to Caribbean flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Washington, D.C. Dulles Intl Airport to Caribbean

Best Price Found

Fastest flight time

Direct flights

Airports in Caribbean

Frequently asked questions about flying from Washington, D.C. Dulles Intl Airport to Caribbean

Best airlines flying from Washington, D.C. Dulles Intl Airport to Caribbean

Compare and see reviews for airlines that fly from Washington, D.C. Dulles Intl Airport to Caribbean with momondo

Why use momondo?

An easier way to manage your Caribbean trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Caribbean

Popular cities in Caribbean

Popular flights according to clicks in the last 7 days on momondo

Washington, D.C. Dulles Intl Airport flight routes

According to popular flight searches on momondo this year

Caribbean flight routes

According to popular flight searches on momondo this year

Fly your favorite airline to Caribbean

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Caribbean

List of cabin classes available on flights landing in Caribbean. Availability may vary depending on flight origin and airline.

Complete your trip to Caribbean

Explore popular destinations other users love

According to popular flight searches on momondo this year