What is the cheapest airline that flies from Washington, D.C. Reagan-National to Caribbean?

American Airlines, Air Canada, and Delta are the most popular carriers operating from Washington, D.C. Reagan-National to Caribbean

What airlines fly to Caribbean?

JetBlue, American Airlines and Delta are the top three most popular airlines that fly to Caribbean from Washington, D.C. Reagan-National Airport according to our data. JetBlue is the first choice among our users, with 58% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 7 different airlines that fly to Caribbean on a routine basis, so you have a few additional options to choose from.

How old do you have to be to fly from Washington, D.C. Reagan-National Airport to Caribbean?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Washington, D.C. Reagan-National 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.

$116 Cheap Flights from Washington, D.C. Reagan-National Airport to Caribbean in 2026

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

As of August 2026, 1 flights take off from Washington, D.C. Reagan-National Airport and land in Caribbean each day. The most common flight departure time for this route is 8:00AM, with 100% of daily flights taking off at noon.

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

As of August 2026, there are 9 flights per week flying from Washington, D.C. Reagan-National Airport to Caribbean. The most common day of the week flights depart is Mon, with 22% of flights taking off on this day.

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Washington, D.C. Reagan-National Airport to Caribbean

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

3:11 pm - 11:43 pm

DCA

SJU

8h 32m

1 stop

10:33 am - 8:59 pm

SJU

DCA

10h 26m

1 stop

$304American Airlines

Sat, Aug 15 - Wed, Aug 19

6:59 pm - 9:43 am

DCA

SJU

14h 44m

1 stop

5:10 pm - 11:41 pm

SJU

DCA

6h 31m

1 stop

$304American Airlines

Fri, Aug 14 - Wed, Aug 19

8:00 am - 11:59 am

DCA

SJU

3h 59mnonstop

6:07 pm - 9:59 pm

SJU

DCA

3h 52mnonstop

$304JetBlue

Tue, Sep 1 - Sat, Sep 5

8:00 am - 11:59 am

DCA

SJU

3h 59mnonstop

6:07 pm - 9:59 pm

SJU

DCA

3h 52mnonstop

$304JetBlue

Sun, Aug 30 - Sat, Sep 5

2:50 pm - 11:05 pm

DCA

SJU

8h 15m

1 stop

5:00 am - 2:40 pm

SJU

DCA

9h 40m

2 stops

$306Southwest

Thu, Aug 27 - Thu, Sep 3

11:55 am - 10:55 pm

DCA

SJU

10h 00m

1 stop

6:05 am - 3:45 pm

SJU

DCA

10h 40m

2 stops

$306Southwest

Mon, Nov 9 - Thu, Nov 12

6:00 am - 8:38 pm

DCA

SJU

14h 38m

2 stops

1:00 am - 7:49 am

SJU

DCA

6h 49m

1 stop

$316United Airlines

Fri, Aug 28 - Thu, Sep 3

8:25 am - 8:38 pm

DCA

SJU

12h 13m

2 stops

1:00 am - 9:46 am

SJU

DCA

8h 46m

1 stop

$316United Airlines

Fri, Aug 28 - Mon, Aug 31

5:00 pm - 11:52 pm

DCA

SJU

6h 52m

1 stop

7:30 am - 4:59 pm

SJU

DCA

9h 29m

1 stop

$326Delta

Sun, Aug 23 - Thu, Aug 27

5:00 pm - 11:52 pm

DCA

SJU

6h 52m

1 stop

7:30 am - 4:59 pm

SJU

DCA

9h 29m

1 stop

$326Delta

Thu, Aug 20 - Fri, Aug 28

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JetBlue flights from Washington, D.C. Reagan-National Airport to Caribbean

Our best JetBlue deals on Washington, D.C. Reagan-National Airport to Caribbean flight tickets

JetBlue

Aug 18

DCA8:00 amWashington, D.C. Reagan-National

3h 59m

SJU11:59 amSan Juan Luis Munoz Marin Intl

Aug 21

SJU2:20 amSan Juan Luis Munoz Marin Intl

8h 42m

1 stop

DCA11:02 amWashington, D.C. Reagan-National

$307

JetBlue

Aug 24

DCA5:00 pmWashington, D.C. Reagan-National

6h 54m

1 stop

SJU11:54 pmSan Juan Luis Munoz Marin Intl

Sep 2

SJU6:07 pmSan Juan Luis Munoz Marin Intl

3h 52m

DCA9:59 pmWashington, D.C. Reagan-National

$308

JetBlue

Sep 24

DCA8:00 amWashington, D.C. Reagan-National

3h 52m

SJU11:52 amSan Juan Luis Munoz Marin Intl

Sep 27

SJU6:07 pmSan Juan Luis Munoz Marin Intl

3h 51m

DCA9:58 pmWashington, D.C. Reagan-National

$313

Southwest flights from Washington, D.C. Reagan-National Airport to Caribbean

Our best Southwest deals on Washington, D.C. Reagan-National Airport to Caribbean flight tickets

Southwest

Aug 24

DCA5:05 pmWashington, D.C. Reagan-National

6h 45m

1 stop

SJU11:50 pmSan Juan Luis Munoz Marin Intl

Aug 27

SJU6:30 amSan Juan Luis Munoz Marin Intl

8h 10m

2 stops

DCA2:40 pmWashington, D.C. Reagan-National

$306

Southwest

Oct 30

DCA2:40 pmWashington, D.C. Reagan-National

8h 25m

1 stop

SJU11:05 pmSan Juan Luis Munoz Marin Intl

Nov 2

SJU6:05 amSan Juan Luis Munoz Marin Intl

6h 10m

1 stop

DCA11:15 amWashington, D.C. Reagan-National

$311

Southwest

Nov 10

DCA11:00 amWashington, D.C. Reagan-National

9h 55m

2 stops

SJU9:55 pmSan Juan Luis Munoz Marin Intl

Nov 11

SJU6:15 amSan Juan Luis Munoz Marin Intl

10h 05m

2 stops

DCA3:20 pmWashington, D.C. Reagan-National

$314

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Sat 8/15

3:11 pm-11:43 pm

1 stop8h 32m

San Juan Luis Munoz Marin Intl

Wed 8/19

10:33 am-8:59 pm

1 stop10h 26m

$304

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Fri 8/14

6:59 pm-9:43 am

1 stop14h 44m

San Juan Luis Munoz Marin Intl

Wed 8/19

5:10 pm-11:41 pm

1 stop6h 31m

$304

Quickest round-trip

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Tue 9/1

8:00 am-11:59 am

Nonstop3h 59m

San Juan Luis Munoz Marin Intl

Sat 9/5

6:07 pm-9:59 pm

Nonstop3h 52m

$304

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Sun 8/30

8:00 am-11:59 am

Nonstop3h 59m

San Juan Luis Munoz Marin Intl

Sat 9/5

6:07 pm-9:59 pm

Nonstop3h 52m

$304

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Thu 8/27

2:50 pm-11:05 pm

1 stop8h 15m

San Juan Luis Munoz Marin Intl

Thu 9/3

5:00 am-2:40 pm

2 stops9h 40m

$306

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Mon 11/9

11:55 am-10:55 pm

1 stop10h 00m

San Juan Luis Munoz Marin Intl

Thu 11/12

6:05 am-3:45 pm

2 stops10h 40m

$306

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Fri 8/28

6:00 am-8:38 pm

2 stops14h 38m

San Juan Luis Munoz Marin Intl

Thu 9/3

1:00 am-7:49 am

1 stop6h 49m

$316

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Fri 8/28

8:25 am-8:38 pm

2 stops12h 13m

San Juan Luis Munoz Marin Intl

Mon 8/31

1:00 am-9:46 am

1 stop8h 46m

$316

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Sun 8/23

5:00 pm-11:52 pm

1 stop6h 52m

San Juan Luis Munoz Marin Intl

Thu 8/27

7:30 am-4:59 pm

1 stop9h 29m

$326

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Thu 8/20

5:00 pm-11:52 pm

1 stop6h 52m

San Juan Luis Munoz Marin Intl

Fri 8/28

7:30 am-4:59 pm

1 stop9h 29m

$326

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. Reagan-National 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, January is the cheapest month to fly from Washington, D.C. Reagan-National Airport to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $461. If you don’t want to visit Caribbean in January, then you should wait until October to fly from Washington, D.C. Reagan-National Airport, when ticket prices are also cheap, with an average price of $486.

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

The cheapest day to depart from Washington, D.C. Reagan-National Airport to Caribbean is on a Tuesday when prices can be found for as low as $387. If your travel schedule is flexible, try to avoid departing on a Thursday because tickets tend to average around $450. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean.

What is the cheapest Washington, D.C. Reagan-National to Caribbean flight route?

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

How far in advance should I book a flight from Washington, D.C. Reagan-National Airport to Caribbean?

You are more likely to see cheaper flights to Caribbean from Washington, D.C. Reagan-National Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean for around $421 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. Reagan-National Airport for as low as $367 on momondo.

What cabin class options are available on Washington, D.C. Reagan-National Airport to Caribbean flights?

There are 4 cabin classes available to choose from on Washington, D.C. Reagan-National 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. Reagan-National Airport to Caribbean flights?

No. A direct flight is the cheapest option for a flight between Washington, D.C. Reagan-National Airport to Caribbean.

Cheap Washington, D.C. Reagan-National Airport to Caribbean flight deals and tips

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

Best Price Found	$227
Fastest flight time	2h 45m
Direct flights	Every day
Airports in Caribbean	195 airports

The best one-way flight to Caribbean from Washington, D.C. Reagan-National Airport in the past 72 hours is $227. The best round-trip flight deal from Washington, D.C. Reagan-National Airport to Caribbean found on momondo in the last 72 hours is $367.

The fastest flight from Washington, D.C. Reagan-National Airport to Caribbean takes 2h 45m

Direct flights go from Washington, D.C. Reagan-National Airport to Caribbean every day.

There are 195 airports in Caribbean. From Washington, D.C. Reagan-National Airport there are direct flights to Nassau Intl (NAS), San Juan Luis Munoz Marin Intl (SJU).

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Frequently asked questions about flying from Washington, D.C. Reagan-National Airport to Caribbean

When did momondo last update prices for flights from Washington, D.C. Reagan-National Airport to Caribbean?
Prices for flights from Washington, D.C. Reagan-National Airport to Caribbean were last updated today.
How many operators does momondo search for flights from Washington, D.C. Reagan-National Airport to Caribbean?
There are 7 operators available for flights from Washington, D.C. Reagan-National Airport to Caribbean as of August 2026.
How old do you have to be to fly from Washington, D.C. Reagan-National Airport to Caribbean?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Washington, D.C. Reagan-National 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. Reagan-National Airport to Caribbean?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Washington, D.C. Reagan-National Airport to Caribbean is Airbus A321-100/200 (22.81% of total bookings). The next most popular plane models are Boeing 737 MAX 8 (20.22%), Airbus A321neo (14.60%), and Boeing 737 MAX 9 (14.04%).

Best airlines flying from Washington, D.C. Reagan-National Airport to Caribbean

Compare and see reviews for airlines that fly from Washington, D.C. Reagan-National Airport to Caribbean with momondo

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom $103	Free Cancellation	Rating 5.6 2,741 reviews	Search Frontier flights
Delta	PriceFrom $142	Free Cancellation	Rating 7.8 8,493 reviews	Search Delta flights
United Airlines	PriceFrom $230	Free Cancellation	Rating 7.4 10,061 reviews	Search United Airlines flights
JetBlue	PriceFrom $231	Free Cancellation	Rating 7.1 3,033 reviews	Search JetBlue flights
American Airlines	PriceFrom $266	Free Cancellation	Rating 7.1 11,846 reviews	Search American Airlines flights
Southwest	PriceFrom $271	Free Cancellation	Rating 8.0 4,230 reviews	Search Southwest flights
Air Canada	PriceFrom $389	Free Cancellation	Rating 7.1 11,419 reviews	Search Air Canada flights

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Washington, D.C. to Caribbean. Millions of users trust and use momondo every year so you are in good hands.

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

All flight searches from Washington, D.C. to Caribbean on momondo can be filtered to show those which offer flexible booking policies.

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

momondo helps you find the best flight between Washington, D.C. and Caribbean 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 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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Popular cities in Caribbean

Flights to San Juanfrom $98

Flights to Punta Canafrom $239

Flights to Santo Domingofrom $243

Flights to Montego Bayfrom $304

Flights to Oranjestadfrom $318

Flights to Nassaufrom $267

Flights to Santiago de los Caballerosfrom $349

Flights to Kingstonfrom $384

Flights to Simpson Bayfrom $347

Flights to Saint Thomas Islandfrom $230

Flights to Port of Spainfrom $288

Flights to Willemstadfrom $289

Cheap flights from Washington, D.C. Reagan-National Airport to Caribbean from $116

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JetBlue flights from Washington, D.C. Reagan-National Airport to Caribbean

Our best JetBlue deals on Washington, D.C. Reagan-National Airport to Caribbean flight tickets

Southwest flights from Washington, D.C. Reagan-National Airport to Caribbean

Our best Southwest deals on Washington, D.C. Reagan-National Airport to Caribbean flight tickets

momondo Fare Finder

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

How to get the cheapest flight ticket from Washington, D.C. Reagan-National 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 Washington, D.C. Reagan-National to Caribbean flight route?

How far in advance should I book a flight from Washington, D.C. Reagan-National Airport to Caribbean?

What cabin class options are available on Washington, D.C. Reagan-National Airport to Caribbean flights?

Can stopping save me money on Washington, D.C. Reagan-National Airport to Caribbean flights?

What is the cheapest airline that flies from Washington, D.C. Reagan-National to Caribbean?

What airlines fly to Caribbean?

How many flights depart from Washington, D.C. Reagan-National Airport to Caribbean on average per day?

How many flights depart from Washington, D.C. Reagan-National Airport to Caribbean on average per week?

Cheap Washington, D.C. Reagan-National Airport to Caribbean flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Airports in Caribbean

Frequently asked questions about flying from Washington, D.C. Reagan-National Airport to Caribbean

Best airlines flying from Washington, D.C. Reagan-National Airport to Caribbean

Compare and see reviews for airlines that fly from Washington, D.C. Reagan-National 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. Reagan-National 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