$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 11/25. Fares are subject to change and may not be available on all flights or dates of travel.
WAS — SJU
Nov 28 — Dec 51
1 adult, Economy
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Cheapest flights from Washington, D.C. to CaribbeanExplore 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 October 29, 2025.
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 October 29, 2025.
This Kiwi.com deal was found by Cheapflights users on 10/26. 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.
Wed 12/318:18 pmBWI - SJU
Nonstop3h 48mMultiple Airlines
Wed 1/147:10 amSJU - BWI
2 stops17h 01mMultiple Airlines
Deal found 10/26![Multiple Airlines logo]()
$181
This Frontier deal was found by Cheapflights users on 10/26. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/318:18 pmBWI - SJU
Nonstop3h 48mFrontier
Sun 1/116:00 amSJU - BWI
Nonstop4h 14mFrontier
Deal found 10/26![Frontier logo]()
$186
This Frontier deal was found by Cheapflights users on 10/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/133:00 pmBWI - SJU
1 stop9h 32mFrontier
Sat 11/227:10 amSJU - BWI
Nonstop4h 04mFrontier
Deal found 10/28![Frontier logo]()
$191
This Frontier deal was found by Cheapflights users on 10/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/318:18 pmBWI - SJU
Nonstop3h 48mFrontier
Thu 1/86:30 amSJU - BWI
1 stop12h 08mFrontier
Deal found 10/28![Frontier logo]()
$192
This Frontier deal was found by Cheapflights users on 10/27. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/18:06 pmIAD - SJU
Nonstop3h 47mFrontier
Thu 12/46:30 amSJU - IAD
Nonstop4h 13mFrontier
Deal found 10/27![Frontier logo]()
$195
This Frontier deal was found by Cheapflights users on 10/27. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/147:52 pmBWI - SJU
1 stop12h 45mFrontier
Fri 12/194:09 pmSJU - BWI
Nonstop4h 14mFrontier
Deal found 10/27![Frontier logo]()
$195
This Priceline deal was found by Cheapflights users on 10/27. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/1310:40 amBWI - SJU
1 stop12h 36mMultiple Airlines
Sat 12/204:09 pmSJU - BWI
Nonstop4h 14mMultiple Airlines
Deal found 10/27![Multiple Airlines logo]()
$196
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 12/148:00 pmBWI - SJU
1 stop13h 33mMultiple Airlines
Thu 12/254:09 pmSJU - BWI
Nonstop4h 14mMultiple Airlines
Deal found 10/27![Multiple Airlines logo]()
$197
This Mytrip deal was found by Cheapflights users on 10/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/308:26 pmIAD - SJU
Nonstop3h 52mFrontier
Thu 11/66:54 pmSJU - IAD
1 stop20h 46mFrontier
Deal found 10/27![Frontier logo]()
$198
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
Fri 12/127:06 pmBWI - SJU
1 stop16h 26mMultiple Airlines
Thu 12/254:09 pmSJU - BWI
Nonstop4h 14mMultiple Airlines
Deal found 10/28![Multiple Airlines logo]()
$198
This Trip.com deal was found by Cheapflights users on 10/27. 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.
Mon 12/88:00 amDCA - SJU
Nonstop3h 51mJetBlue
Wed 12/106:51 pmSJU - DCA
Nonstop3h 57mJetBlue
Deal found 10/27![JetBlue logo]()
$198
This Kiwi.com deal was found by Cheapflights users on 10/29. 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.
Thu 12/1110:38 amIAD - SJU
Nonstop3h 54mFrontier
Mon 12/229:37 pmSJU - IAD
1 stop24h 26mFrontier
Deal found 10/29![Frontier logo]()
$199
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 October 29, 2025.
Round-trip from | $170 (Kiwi.com) |
|---|---|
One-way from | $82 (Kiwi.com) |
Popular in | December |
Cheapest in | July |
Average price | $333 |
Good round-trip deal | $303 or less |
Good one-way deal | $69 or less |
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 October 29, 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
DCA - SJU
DCASJU
Washington, D.C. Reagan-National
Mon 1/19
8:00 am-12:42 pm
Nonstop3h 42m
San Juan Luis Munoz Marin Intl
Wed 1/28
6:45 pm-9:46 pm
Nonstop4h 01m
$216
Washington, D.C.San Juan
IAD - SJU
IADSJU
Washington, D.C. Dulles Intl
Wed 3/18
6:10 am-1:16 pm
1 stop7h 06m
San Juan Luis Munoz Marin Intl
Wed 3/25
2:21 pm-11:02 pm
1 stop8h 41m
$225
Washington, D.C.San Juan
IAD - SJU
IADSJU
Washington, D.C. Dulles Intl
Tue 3/24
7:00 am-1:14 pm
1 stop6h 14m
San Juan Luis Munoz Marin Intl
Wed 3/25
2:21 pm-11:02 pm
1 stop8h 41m
$225
Washington, D.C.San Juan
DCA - SJU
DCASJU
Washington, D.C. Reagan-National
Mon 1/19
6:59 am-2:30 pm
1 stop6h 31m
San Juan Luis Munoz Marin Intl
Mon 1/26
7:00 am-4:29 pm
1 stop10h 29m
$237
Washington, D.C.San Juan
DCA - SJU
DCASJU
Washington, D.C. Reagan-National
Mon 1/19
6:59 am-2:30 pm
1 stop6h 31m
San Juan Luis Munoz Marin Intl
Fri 1/23
6:15 am-4:58 pm
1 stop11h 43m
$240
Washington, D.C.San Juan
DCA - SJU
DCASJU
Washington, D.C. Reagan-National
Tue 11/18
8:00 am-12:50 pm
Nonstop3h 50m
San Juan Luis Munoz Marin Intl
Wed 11/19
5:15 am-12:27 pm
1 stop8h 12m
$241
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
6:45 pm-9:46 pm
Nonstop4h 01m
$253
Washington, D.C.San Juan
DCA - SJU
DCASJU
Washington, D.C. Reagan-National
Sun 1/25
8:00 am-12:42 pm
Nonstop3h 42m
San Juan Luis Munoz Marin Intl
Fri 1/30
6:00 am-12:00 pm
1 stop7h 00m
$258
Washington, D.C.San Juan
IAD - SJU
IADSJU
Washington, D.C. Dulles Intl
Mon 1/12
5:32 pm-10:22 pm
Nonstop3h 50m
San Juan Luis Munoz Marin Intl
Fri 1/23
8:35 am-5:35 pm
1 stop10h 00m
$281
Washington, D.C.San Juan
DCA - SJU
DCASJU
Washington, D.C. Reagan-National
Thu 1/1
7:20 am-6:15 pm
1 stop9h 55m
San Juan Luis Munoz Marin Intl
Tue 1/13
6:45 pm-9:46 pm
Nonstop4h 01m
$283
Showing 1-10 of 60 results
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 October 29, 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 in the afternoon could potentially save you up to 18% 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 October 26, 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.
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 October 29, 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.
Crew
8.1
Entertainment
7.1
Overall
7.4
Comfort
7.3
Food
6.6
Boarding
7.7
Reviews
1 / 20
2.0
MediocreSebrena,Oct 2025
IAH - RSW
Crew
8.1
Entertainment
7.1
Overall
7.4
Comfort
7.3
Food
6.6
Boarding
7.7
Reviews
1 / 20
2.0
MediocreSebrena,Oct 2025
IAH - RSW
Crew
8.1
Entertainment
7.1
Overall
7.4
Comfort
7.3
Food
6.6
Boarding
7.7
Reviews
1 / 20
2.0
MediocreSebrena,Oct 2025
IAH - RSW
Crew
8.1
Entertainment
7.1
Overall
7.4
Comfort
7.3
Food
6.6
Boarding
7.7
Reviews
1 / 20
2.0
MediocreSebrena,Oct 2025
IAH - RSW
Crew
8.1
Entertainment
7.1
Overall
7.4
Comfort
7.3
Food
6.6
Boarding
7.7
Reviews
1 / 20
2.0
MediocreSebrena,Oct 2025
IAH - RSW
Crew
8.1
Entertainment
7.1
Overall
7.4
Comfort
7.3
Food
6.6
Boarding
7.7
Reviews
1 / 20
2.0
MediocreSebrena,Oct 2025
IAH - RSW
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.
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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 October 29, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$85 | Average$382 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$123 | Average$354 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$145 | Average$636 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$158 | Average$601 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$161 | Average$474 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$167 | Average$450 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$199 | Average$600 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$220 | Average$690 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$365 | Average$486 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$423 | Average$506 | FlexibilityNo cancel fee | On-time67% |