What airlines fly to Caribbean Islands?

United Airlines, Spirit Airlines and American Airlines are the top three most popular airlines that fly to Caribbean Islands from District of Columbia according to our data. United Airlines is the first choice among our users, with 31% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 10 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from District of Columbia to Caribbean Islands?

American Airlines, United Airlines, and Frontier are the most popular carriers operating from District of Columbia to Caribbean Islands

How many operators does momondo search for flights from District of Columbia to Caribbean Islands?

As of January 2026, there are 10 operators available to choose from for flights from District of Columbia to Caribbean Islands.

How old do you have to be to fly from District of Columbia 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 District of Columbia to Caribbean Islands.

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

The required travel and health documents for your Caribbean Islands 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 Islands. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$77 Cheap Flights from District of Columbia to Caribbean Islands in 2026

Q: How many flights depart from District of Columbia to Caribbean Islands on average per day?

As of January 2026, there are 13 flights per day flying from District of Columbia to Caribbean Islands. The most common time of day flights depart is 8:00AM, with 75% of flights taking off at noon.

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Find the cheapest flights from District of Columbia to Caribbean Islands

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

9:58 pm - 2:59 pm

IAD

SJU

17h 01m

1 stop

6:00 am - 9:13 pm

SJU

IAD

15h 13m

1 stop

$181Frontier

Wed, Apr 1 - Tue, Apr 7

1:31 pm - 11:59 pm

IAD

SJU

9h 28m

1 stop

3:53 am - 9:25 am

SJU

IAD

6h 32m

1 stop

$182Frontier

Mon, Feb 2 - Wed, Feb 11

6:00 am - 5:15 pm

IAD

STT

10h 15m

1 stop

1:50 pm - 11:12 pm

STT

IAD

10h 22m

1 stop

$201American Airlines

Sat, Jan 31 - Wed, Feb 4

6:15 am - 3:31 pm

IAD

STT

9h 16m

1 stop

2:10 pm - 11:00 pm

STT

IAD

8h 50m

1 stop

$206United Airlines

Fri, Apr 24 - Wed, May 13

8:15 am - 12:20 pm

IAD

STT

4h 05mnonstop

4:45 pm - 8:58 pm

STT

IAD

4h 13mnonstop

$210United Airlines

Tue, May 5 - Tue, May 12

7:15 am - 4:20 pm

IAD

STT

8h 05m

1 stop

3:10 pm - 12:24 am

STT

IAD

10h 14m

1 stop

$220Delta

Mon, Feb 2 - Wed, Feb 4

7:15 am - 3:05 pm

IAD

STT

6h 50m

1 stop

4:15 pm - 12:24 am

STT

IAD

9h 09m

1 stop

$231Delta

Sun, Jan 25 - Wed, Feb 4

6:00 am - 5:58 pm

DCA

SJU

10h 58m

1 stop

7:10 am - 2:42 pm

SJU

DCA

7h 32m

1 stop

$236Multiple Airlines

Wed, Mar 4 - Tue, Mar 10

10:10 am - 8:50 pm

DCA

SJU

9h 40m

1 stop

6:00 am - 12:44 pm

SJU

DCA

7h 44m

1 stop

$237American Airlines

Thu, Jan 22 - Fri, Jan 23

5:37 pm - 10:55 am

IAD

AUA

16h 18m

1 stop

5:50 pm - 1:15 pm

AUA

IAD

20h 25m

1 stop

$352Multiple Airlines

Fri, Feb 27 - Mon, Mar 2

JetBlue flights from District of Columbia to Caribbean Islands

Our best JetBlue deals on District of Columbia to Caribbean Islands flight tickets

JetBlue

Jan 19

DCA8:15 amWashington, D.C. Reagan-National

3h 53m

SJU1:08 pmSan Juan Luis Munoz Marin Intl

Jan 22

SJU6:30 pmSan Juan Luis Munoz Marin Intl

4h 02m

DCA9:32 pmWashington, D.C. Reagan-National

$243

JetBlue

Mar 9

DCA3:40 pmWashington, D.C. Reagan-National

7h 08m

1 stop

SJU10:48 pmSan Juan Luis Munoz Marin Intl

Mar 10

SJU7:10 amSan Juan Luis Munoz Marin Intl

7h 32m

1 stop

DCA2:42 pmWashington, D.C. Reagan-National

$247

JetBlue

Feb 9

DCA8:15 amWashington, D.C. Reagan-National

3h 51m

SJU1:06 pmSan Juan Luis Munoz Marin Intl

Feb 10

SJU2:00 pmSan Juan Luis Munoz Marin Intl

8h 45m

1 stop

DCA9:45 pmWashington, D.C. Reagan-National

$248

Frontier flights from District of Columbia to Caribbean Islands

Our best Frontier deals on District of Columbia to Caribbean Islands flight tickets

Frontier

Jan 17

IAD4:17 pmWashington, D.C. Dulles Intl

3h 45m

SJU9:02 pmSan Juan Luis Munoz Marin Intl

Jan 18

SJU6:00 amSan Juan Luis Munoz Marin Intl

8h 03m

1 stop

IAD1:03 pmWashington, D.C. Dulles Intl

$181

Frontier

Feb 2

IAD1:31 pmWashington, D.C. Dulles Intl

9h 28m

1 stop

SJU11:59 pmSan Juan Luis Munoz Marin Intl

Feb 9

SJU8:15 amSan Juan Luis Munoz Marin Intl

7h 48m

1 stop

IAD3:03 pmWashington, D.C. Dulles Intl

$182

Frontier

Feb 26

IAD8:07 pmWashington, D.C. Dulles Intl

29h 18m

1 stop

SJU2:25 amSan Juan Luis Munoz Marin Intl

Mar 4

SJU5:25 pmSan Juan Luis Munoz Marin Intl

17h 00m

1 stop

IAD9:25 amWashington, D.C. Dulles Intl

$183

momondo Fare Finder

Use the filters below to find and compare flights from District of Columbia to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Wed 4/1

9:58 pm-2:59 pm

1 stop17h 01m

San Juan Luis Munoz Marin Intl

Tue 4/7

6:00 am-9:13 pm

1 stop15h 13m

$181

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Mon 2/2

1:31 pm-11:59 pm

1 stop9h 28m

San Juan Luis Munoz Marin Intl

Wed 2/11

3:53 am-9:25 am

1 stop6h 32m

$182

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Sat 1/31

6:00 am-5:15 pm

1 stop10h 15m

Saint Thomas Island Cyril E King

Wed 2/4

1:50 pm-11:12 pm

1 stop10h 22m

$201

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Fri 4/24

6:15 am-3:31 pm

1 stop9h 16m

Saint Thomas Island Cyril E King

Wed 5/13

2:10 pm-11:00 pm

1 stop8h 50m

$206

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Tue 5/5

8:15 am-12:20 pm

Nonstop4h 05m

Saint Thomas Island Cyril E King

Tue 5/12

4:45 pm-8:58 pm

Nonstop4h 13m

$210

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Mon 2/2

7:15 am-4:20 pm

1 stop8h 05m

Saint Thomas Island Cyril E King

Wed 2/4

3:10 pm-12:24 am

1 stop10h 14m

$220

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Sun 1/25

7:15 am-3:05 pm

1 stop6h 50m

Saint Thomas Island Cyril E King

Wed 2/4

4:15 pm-12:24 am

1 stop9h 09m

$231

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Wed 3/4

6:00 am-5:58 pm

1 stop10h 58m

San Juan Luis Munoz Marin Intl

Tue 3/10

7:10 am-2:42 pm

1 stop7h 32m

$236

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Thu 1/22

10:10 am-8:50 pm

1 stop9h 40m

San Juan Luis Munoz Marin Intl

Fri 1/23

6:00 am-12:44 pm

1 stop7h 44m

$237

Washington, D.C.Oranjestad

IAD - AUA

IADAUA

Washington, D.C. Dulles Intl

Fri 2/27

5:37 pm-10:55 am

1 stop16h 18m

Oranjestad Reina Beatrix

Mon 3/2

5:50 pm-1:15 pm

1 stop20h 25m

$352

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 District of Columbia 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

Other information

What is the cheapest month to fly to Caribbean Islands?

The month of July is, on average, the cheapest month to fly to Caribbean Islands from District of Columbia, with most prices found around $292. The month of March is another great option to travel to Caribbean Islands, with average flight prices from District of Columbia averaging around $294.

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

The cheapest day to depart from District of Columbia to Caribbean Islands is on a Sunday. Travelers who choose to depart for Caribbean Islands on a Sunday will often find tickets for as low as $336. If your travel schedule is flexible, try to avoid departing on a Wednesday because tickets tend to average around $473. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean Islands.

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

According to our data, the cheapest time of day to fly to Caribbean Islands is at noon. momondo users have found flights departing from District of Columbia to Caribbean Islands at noon for as low as $238. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets in the afternoon because they tend to be around $431. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest District of Columbia to Caribbean Islands flight route?

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

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

You are more likely to see cheaper flights to Caribbean Islands from District of Columbia when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $398 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from District of Columbia for as low as $326 on momondo.

What cabin class options are available on District of Columbia to Caribbean Islands flights?

There are 4 cabin classes available to choose from on District of Columbia 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 District of Columbia to Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between District of Columbia to Caribbean Islands.

Cheap District of Columbia to Caribbean Islands flight deals and tips

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

Fastest flight time	2h 50m
Direct flights	Every day
Airports in Caribbean Islands	99 airports

The fastest flight from District of Columbia to Caribbean Islands takes 2h 50m

Direct flights go from District of Columbia to Caribbean Islands every day.

There are 99 airports in Caribbean Islands. From District of Columbia there are direct flights to Nassau Intl (NAS).

Search flight deals

When did momondo last update prices for flights from District of Columbia to Caribbean Islands?
Prices for flights from District of Columbia to Caribbean Islands refresh daily.
How many operators does momondo search for flights from District of Columbia to Caribbean Islands?
As of January 2026, there are 10 operators available to choose from for flights from District of Columbia to Caribbean Islands.
How old do you have to be to fly from District of Columbia 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 District of Columbia to Caribbean Islands.
What documentation or ID do you need to fly to Caribbean Islands?
The required travel and health documents for your Caribbean Islands 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 Islands. 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 District of Columbia to Caribbean Islands?
momondo data reveals that the most frequently booked plane model on the route from District of Columbia to Caribbean Islands is Airbus A320neo, representing 12.90% of all bookings. The subsequent popular models are Boeing 777 at 9.60%, Airbus A320-100/200 at 9.02%, and Boeing 737-900 at 7.75%.

Best airlines flying from District of Columbia to Caribbean Islands

Compare and see reviews for airlines that fly from District of Columbia to Caribbean Islands with momondo

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom $97	Free Cancellation	Rating 5.7 3,056 reviews	Search Frontier flights
Spirit Airlines	PriceFrom $103	Free Cancellation	Rating 6.3 8,303 reviews	Search Spirit Airlines flights
Delta	PriceFrom $142	Free Cancellation	Rating 7.9 8,039 reviews	Search Delta flights
Avianca	PriceFrom $167	Free Cancellation	Rating 6.6 2,489 reviews	Search Avianca flights
JetBlue	PriceFrom $168	Free Cancellation	Rating 7.2 2,884 reviews	Search JetBlue flights
United Airlines	PriceFrom $199	Free Cancellation	Rating 7.4 9,149 reviews	Search United Airlines flights
American Airlines	PriceFrom $219	Free Cancellation	Rating 7.2 11,114 reviews	Search American Airlines flights
Southwest	PriceFrom $220	Free Cancellation	Rating 8.0 4,256 reviews	Search Southwest flights
Copa Airlines	PriceFrom $237	Free Cancellation	Rating 7.6 1,558 reviews	Search Copa Airlines flights
Air Canada	PriceFrom $389	Free Cancellation	Rating 7.1 10,618 reviews	Search Air Canada flights

Why use momondo?

Why should I use momondo to find a flight deal from District of Columbia to Caribbean Islands?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Caribbean Islands from District of Columbia.

Can I find flights from District of Columbia to Caribbean Islands with flexible booking policies on momondo?

Flights from District of Columbia 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 District of Columbia to Caribbean Islands?

momondo helps you find the best flight between District of Columbia and Caribbean Islands by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Yes. momondo can track prices for District of Columbia to Caribbean Islands flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

An easier way to manage your Caribbean Islands 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.

Start using Trips

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Find better results for your trip to Caribbean Islands

Popular cities in Caribbean Islands

Flights to New Yorkfrom $49

Flights to Londonfrom $330

Flights to Bangkokfrom $473

Flights to Tokyofrom $462

Flights to Los Angelesfrom $49

Flights to Parisfrom $319

Flights to Copenhagenfrom $343

Flights to Istanbulfrom $402

Flights to Manilafrom $542

Flights to Romefrom $321

Flights to Miamifrom $33

Flights to Chicagofrom $58

District of Columbia flight routes

Flights from Washington, D.C. Dulles Intl to Miami

Flights from Washington, D.C. Dulles Intl to Orlando

Flights from Washington, D.C. Dulles Intl to Tampa

Flights from Washington, D.C. Reagan-National to Denver Intl

Flights from Washington, D.C. Dulles Intl to Atlanta Hartsfield-Jackson

Flights from Washington, D.C. Dulles Intl to Blountville Tri Cities TN/VA

Cheap flights from District of Columbia to Caribbean Islands from $77

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

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Find the cheapest flights from District of Columbia to Caribbean Islands

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

JetBlue flights from District of Columbia to Caribbean Islands

Our best JetBlue deals on District of Columbia to Caribbean Islands flight tickets

Frontier flights from District of Columbia to Caribbean Islands

Our best Frontier deals on District of Columbia to Caribbean Islands flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from District of Columbia to Caribbean Islands that are best for you.

See travel insights to Caribbean Islands from

How to get the cheapest flight ticket from District of Columbia to Caribbean Islands

What is the cheapest month to fly to Caribbean Islands?

The month of July is, on average, the cheapest month to fly to Caribbean Islands from District of Columbia, with most prices found around $292. The month of March is another great option to travel to Caribbean Islands, with average flight prices from District of Columbia averaging around $294.

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

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

What is the cheapest District of Columbia to Caribbean Islands flight route?

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

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

What cabin class options are available on District of Columbia to Caribbean Islands flights?

There are 4 cabin classes available to choose from on District of Columbia 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 District of Columbia to Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between District of Columbia to Caribbean Islands.

What is the cheapest airline that flies from District of Columbia to Caribbean Islands?

American Airlines, United Airlines, and Frontier are the most popular carriers operating from District of Columbia to Caribbean Islands

What airlines fly to Caribbean Islands?

How many flights depart from District of Columbia to Caribbean Islands on average per day?

As of January 2026, there are 13 flights per day flying from District of Columbia to Caribbean Islands. The most common time of day flights depart is 8:00AM, with 75% of flights taking off at noon.

How many flights depart from District of Columbia to Caribbean Islands on average per week?

As of January 2026, 93 flights take off from District of Columbia and land in Caribbean Islands each week. The most common flight departure day for this route is Mon, with 15% of weekly flights taking off on this day.

Cheap District of Columbia to Caribbean Islands flight deals and tips

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

Fastest flight time

Direct flights

Airports in Caribbean Islands

When did momondo last update prices for flights from District of Columbia to Caribbean Islands?

How many operators does momondo search for flights from District of Columbia to Caribbean Islands?

How old do you have to be to fly from District of Columbia to Caribbean Islands?

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

What is the most popular plane model from District of Columbia to Caribbean Islands?

Best airlines flying from District of Columbia to Caribbean Islands

Compare and see reviews for airlines that fly from District of Columbia to Caribbean Islands with momondo

Why use momondo?

Why should I use momondo to find a flight deal from District of Columbia to Caribbean Islands?

Can I find flights from District of Columbia to Caribbean Islands with flexible booking policies on momondo?

How can momondo help me find flights from District of Columbia to Caribbean Islands?

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

An easier way to manage your Caribbean Islands 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 Islands

Popular cities in Caribbean Islands

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