Caribbean

$82+ Cheap flights from Washington, D.C. (WAS) to Caribbean

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/16. Fares are subject to change and may not be available on all flights or dates of travel.
WAS — SJU
Dec 10 — Dec 171
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Find flight deals from Washington, D.C. to Caribbean

Cheapest flights from Washington, D.C. to Caribbean
Explore the most affordable flight options available from Washington, D.C. to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 10, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/1412:04 pmIAD - SJU
1 stop10h 46mFrontier
Fri 12/193:54 amSJU - IAD
1 stop7h 15mFrontier
Deal found 11/10$188
This Kiwi.com deal was found by Cheapflights users on 11/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/1412:04 pmIAD - SJU
1 stop10h 46mFrontier
Fri 12/194:18 pmSJU - IAD
Nonstop4h 13mFrontier
Deal found 11/10$189
This Kiwi.com deal was found by Cheapflights users on 11/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/1410:38 amIAD - SJU
Nonstop3h 54mFrontier
Sun 12/214:18 pmSJU - IAD
Nonstop4h 13mFrontier
Deal found 11/10$193
This Super.com deal was found by Cheapflights users on 11/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/18:06 pmIAD - SJU
Nonstop3h 47mFrontier
Fri 12/194:18 pmSJU - IAD
Nonstop4h 13mFrontier
Deal found 11/10$194
This Trip.com deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/297:56 pmIAD - SJU
Nonstop3h 47mFrontier
Sun 12/76:30 amSJU - IAD
Nonstop4h 13mFrontier
Deal found 11/9$195
This Kiwi.com deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/238:06 pmIAD - SJU
Nonstop3h 47mFrontier
Tue 11/259:30 pmSJU - IAD
1 stop15h 22mFrontier
Deal found 11/8$197
This Kiwi.com deal was found by Cheapflights users on 11/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/1410:38 amIAD - SJU
Nonstop3h 54mFrontier
Mon 12/224:18 pmSJU - IAD
Nonstop4h 13mFrontier
Deal found 11/10$200
This CheapOair deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/410:38 amIAD - SJU
Nonstop3h 54mFrontier
Thu 12/116:30 amSJU - IAD
Nonstop4h 13mFrontier
Deal found 11/9$201
This Kiwi.com deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/238:06 pmIAD - SJU
Nonstop3h 47mMultiple Airlines
Thu 11/278:00 amSJU - IAD
2 stops10h 46mMultiple Airlines
Deal found 11/9$202
This Kiwi.com deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/164:04 pmIAD - SJU
1 stop8h 28mFrontier
Mon 11/244:08 pmSJU - IAD
Nonstop4h 03mFrontier
Deal found 11/9$203
This Kiwi.com deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/164:04 pmIAD - SJU
1 stop8h 28mFrontier
Sat 11/223:58 pmSJU - IAD
Nonstop4h 03mFrontier
Deal found 11/7$204
This JetBlue deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/98:00 amDCA - SJU
Nonstop3h 51mJetBlue
Tue 12/96:40 pmSJU - DCA
Nonstop3h 57mJetBlue
Deal found 11/9$211

Cheap flight deals from Washington, D.C. to Caribbean

Keep the following information in mind while searching for Washington, D.C. to Caribbean flight deals. Data was last updated November 10, 2025.

Round-trip from

$188
(CheapOair)

One-way from

$82
(Super.com)

Popular in

December

Cheapest in

July

Average price

$360

Good round-trip deal

$308 or less

Good one-way deal

$77 or less
From Washington, D.C. (WAS) to Caribbean
One-way flight from Washington, D.C. (WAS) to Caribbean
Highest demand for flights based on searches. 11% potential increase in price ($45 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
Average for round-trip flights in November 2025
Price to beat on a round-trip flight from Washington, D.C. (WAS) to Caribbean.
Price to beat on a one-way flight from Washington, D.C. (WAS) to Caribbean.

Cheapflights Fare Finder

 
Customize your flight search to find flights from Washington, D.C. to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 10, 2025.
Use the filters below to find and compare flights from Washington, D.C. to Caribbean that are best for you.

Fly from

Washington, D.C.

Fly to

Caribbean

Route

Depart

Return

Price

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Sun 2/1

12:40 pm-8:57 pm

1 stop7h 17m

San Juan Luis Munoz Marin Intl

Wed 2/4

3:55 pm-12:24 am

1 stop9h 29m

$225

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Tue 1/27

8:00 am-12:42 pm

Nonstop3h 42m

San Juan Luis Munoz Marin Intl

Tue 2/10

6:00 am-12:00 pm

1 stop7h 00m

$241

BaltimoreSan Juan

BWI - SJU

BWISJU

Baltimore/Washington

Tue 3/24

6:15 am-10:02 am

Nonstop3h 47m

San Juan Luis Munoz Marin Intl

Wed 3/25

8:29 pm-12:38 am

Nonstop4h 09m

$250

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Wed 1/14

8:00 am-12:42 pm

Nonstop3h 42m

San Juan Luis Munoz Marin Intl

Thu 1/22

6:45 pm-9:46 pm

Nonstop4h 01m

$253

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Mon 1/5

4:45 pm-1:05 am

1 stop7h 20m

San Juan Luis Munoz Marin Intl

Thu 1/15

6:00 am-12:00 pm

1 stop7h 00m

$282

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Wed 1/7

12:09 pm-11:44 pm

1 stop10h 35m

San Juan Luis Munoz Marin Intl

Wed 1/14

3:55 pm-11:37 pm

1 stop8h 42m

$287

BaltimoreSan Juan

BWI - SJU

BWISJU

Baltimore/Washington

Mon 5/4

6:17 am-8:38 pm

2 stops14h 21m

San Juan Luis Munoz Marin Intl

Wed 5/6

7:45 am-5:13 pm

1 stop9h 28m

$299

BaltimoreSan Juan

BWI - SJU

BWISJU

Baltimore/Washington

Sat 4/25

6:30 am-8:38 pm

2 stops14h 08m

San Juan Luis Munoz Marin Intl

Fri 5/1

1:05 am-1:57 pm

2 stops12h 52m

$299

BaltimoreSan Juan

BWI - SJU

BWISJU

Baltimore/Washington

Sun 2/1

10:05 am-12:36 am

2 stops13h 31m

San Juan Luis Munoz Marin Intl

Thu 2/5

2:05 am-2:11 pm

2 stops13h 06m

$299

BaltimoreSan Juan

BWI - SJU

BWISJU

Baltimore/Washington

Tue 2/24

10:30 am-9:00 pm

1 stop9h 30m

San Juan Luis Munoz Marin Intl

Thu 2/26

2:05 am-2:06 pm

2 stops13h 01m

$299

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/9

Showing 1-10 of 60 results
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Best time to book a flight from Washington, D.C. to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Washington, D.C. with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Washington, D.C. to Caribbean

What is the cheapest month to book a flight from Washington, D.C. to Caribbean?

Currently, June is the cheapest month in which you can book a flight from Washington, D.C. to Caribbean (average of $86). Flying from Washington, D.C. to Caribbean in September is currently the most expensive (average of $160). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from WAS to CB?

Find hourly flight availability from Washington, D.C. to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 10, 2025.

One of the essential ways to save on airfare from Washington, D.C. to Caribbean is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight at noon could potentially save you up to 19% on airfare.

What is the cheapest day to fly from Washington, D.C. to Caribbean?

Use this chart to determine the cheapest time to fly round-trip from Washington, D.C. to Caribbean. Price data was last updated on November 2, 2025.

Travelers seeking maximum savings on their Washington, D.C. to Caribbean flight should consider departing on Wednesday at noon when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Washington, D.C. to Caribbean

Explore weekly flight availability from Washington, D.C. to Caribbean. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated November 10, 2025.

The most flights from WAS to 0CB are scheduled on a Monday (6 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (6 on average).

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated November 10, 2025.
Read through reviews of airlines operating flights from Washington, D.C. to Caribbean, such as United Airlines, American Airlines, and JetBlue. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Food

6.6

Boarding

7.7

Entertainment

7.1

Overall

7.4

Comfort

7.3

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

Food

6.6

Boarding

7.7

Entertainment

7.1

Overall

7.4

Comfort

7.3

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

Food

6.6

Boarding

7.7

Entertainment

7.1

Overall

7.4

Comfort

7.3

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

Food

6.6

Boarding

7.7

Entertainment

7.1

Overall

7.4

Comfort

7.3

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

Food

6.6

Boarding

7.7

Entertainment

7.1

Overall

7.4

Comfort

7.3

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

Food

6.6

Boarding

7.7

Entertainment

7.1

Overall

7.4

Comfort

7.3

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

Related info for your journey

Find useful and relevant information for your journey from Washington, D.C. to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • How long is the flight from Washington, D.C. to Caribbean?

    Departing from Washington, D.C. to Caribbean will take you 3h 42m. The distance between Washington, D.C. and Caribbean is about 1557 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Washington, D.C. to Caribbean one-way?

    One-way options have recently been found by users for as low as $108 on United Airlines. Other airlines that offer cheap prices include JetBlue from $108 and Delta from $113 one-way.

  • What are the most popular routes from Washington, D.C. to Caribbean?

  • What are the most reliable airlines from Washington, D.C. to Caribbean?

    Before booking your flight to Caribbean from Washington, D.C., check out the most reliable airlines to get you to your destination on time: Air Canada (61%), United Airlines (61%), Frontier( 57%).

  • What are the cheapest flights from Washington, D.C. to Caribbean?

    The cheapest flight price from Washington, D.C. to Caribbean is $69. On average you can expect to pay $295. The most popular route, (Washington, D.C. Dulles Intl - San Juan Luis Munoz Marin Intl), can usually be booked for $141.

  • Can I find deals for flights from Washington, D.C. to Caribbean that include hotel bookings?

    Yes. In addition to deals on Washington, D.C. to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Washington, D.C. to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Washington, D.C. to Caribbean.

  • Can I find deals for business class flights from Washington, D.C. to Caribbean?

    Yes. Cheapflights offers flight deals from Washington, D.C. to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Washington, D.C. to Caribbean?

    Currently, June is the cheapest month in which you can book a flight from Washington, D.C. to Caribbean (average of $86). Flying from Washington, D.C. to Caribbean in September is currently the most expensive (average of $160). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Washington, D.C. to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.

Top 10 airlines flying from Washington, D.C. to Caribbean

Discover the top 10 airlines that operate flights from Washington, D.C. to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 10, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$85Average$385FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$123Average$363FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$145Average$602FlexibilityNo cancel feeOn-time71%
DeltaCheapest$158Average$594FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$161Average$488FlexibilityNo cancel feeOn-time62%
AviancaCheapest$167Average$430FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$199Average$597FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$220Average$689FlexibilityNo cancel feeOn-time63%
Copa AirlinesCheapest$360Average$463FlexibilityNo cancel feeOn-time70%
Air CanadaCheapest$423Average$532FlexibilityNo cancel feeOn-time67%

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