$81+ 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 3/2. Fares are subject to change and may not be available on all flights or dates of travel.
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1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Washington, D.C. to Caribbean
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 January 28, 2026.
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 January 28, 2026.
This Travelocity deal was found by Cheapflights users on 1/25. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Priceline deal was found by Cheapflights users on 1/27. 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.
This Priceline deal was found by Cheapflights users on 1/25. 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.
This Priceline deal was found by Cheapflights users on 1/26. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Frontier deal was found by Cheapflights users on 1/27. 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.
This Super.com deal was found by Cheapflights users on 1/27. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Kiwi.com deal was found by Cheapflights users on 1/26. 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.
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
This Kiwi.com deal was found by Cheapflights users on 1/26. 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.
This Expedia deal was found by Cheapflights users on 1/27. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Expedia deal was found by Cheapflights users on 1/27. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Expedia deal was found by Cheapflights users on 1/26. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Find 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 January 28, 2026.
Round-trip from | $170 (Travelocity) |
|---|---|
One-way from | $81 (Cheapflightsfares) |
Popular in | December |
Cheapest in | July |
Average price | $335 |
Good round-trip deal | $214 or less |
Good one-way deal | $106 or less |
Cheapflights Fare Finder
Use the filters below to find and compare flights from Washington, D.C. to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
Washington, D.C.Saint Thomas Island
IAD - STT
IADSTT
Washington, D.C. Dulles Intl
Mon 3/2
7:15 am-3:04 pm
1 stop6h 49m
Saint Thomas Island Cyril E King
Wed 3/11
3:00 pm-12:27 am
1 stop9h 27m
Washington, D.C.Saint Thomas Island
IAD - STT
IADSTT
Washington, D.C. Dulles Intl
Wed 3/4
6:00 am-3:04 pm
1 stop8h 04m
Saint Thomas Island Cyril E King
Mon 3/9
1:55 pm-12:27 am
1 stop10h 32m
Washington, D.C.San Juan
IAD - SJU
IADSJU
Washington, D.C. Dulles Intl
Sun 2/8
8:27 am-1:17 pm
Nonstop3h 50m
San Juan Luis Munoz Marin Intl
Sat 2/14
8:05 am-11:10 am
Nonstop4h 05m
Washington, D.C.San Juan
IAD - SJU
IADSJU
Washington, D.C. Dulles Intl
Tue 6/2
5:24 pm-9:24 pm
Nonstop4h 00m
San Juan Luis Munoz Marin Intl
Fri 6/5
4:55 pm-8:56 pm
Nonstop4h 01m
Washington, D.C.San Juan
IAD - SJU
IADSJU
Washington, D.C. Dulles Intl
Mon 2/9
5:32 pm-10:22 pm
Nonstop3h 50m
San Juan Luis Munoz Marin Intl
Sat 2/14
8:05 am-11:10 am
Nonstop4h 05m
Washington, D.C.San Juan
IAD - SJU
IADSJU
Washington, D.C. Dulles Intl
Tue 2/24
6:03 am-4:36 pm
1 stop9h 33m
San Juan Luis Munoz Marin Intl
Thu 2/26
5:50 pm-8:55 pm
Nonstop4h 05m
Washington, D.C.San Juan
IAD - SJU
IADSJU
Washington, D.C. Dulles Intl
Sat 2/7
5:32 pm-10:22 pm
Nonstop3h 50m
San Juan Luis Munoz Marin Intl
Tue 2/10
8:35 am-4:00 pm
1 stop8h 25m
Washington, D.C.San Juan
IAD - SJU
IADSJU
Washington, D.C. Dulles Intl
Sun 4/26
5:24 pm-9:24 pm
Nonstop4h 00m
San Juan Luis Munoz Marin Intl
Thu 4/30
3:56 pm-12:18 am
1 stop8h 22m
Washington, D.C.San Juan
IAD - SJU
IADSJU
Washington, D.C. Dulles Intl
Tue 3/3
6:00 am-2:40 pm
1 stop7h 40m
San Juan Luis Munoz Marin Intl
Thu 3/5
5:50 pm-8:55 pm
Nonstop4h 05m
Washington, D.C.San Juan
DCA - SJU
DCASJU
Washington, D.C. Reagan-National
Mon 3/9
1:00 pm-11:35 pm
1 stop10h 35m
San Juan Luis Munoz Marin Intl
Wed 3/18
6:40 am-5:20 pm
1 stop10h 40m
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.
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, January is the cheapest month in which you can book a flight from Washington, D.C. to Caribbean (average of $81). Flying from Washington, D.C. to Caribbean in December is currently the most expensive (average of $166). 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 January 28, 2026.
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 34% 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 January 24, 2026.
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. Wednesday 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 January 28, 2026.
The most flights from WAS to 0CB are scheduled on a Monday (6 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (5 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 January 28, 2026.
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.
Boarding
Food
Overall
Comfort
Crew
Entertainment
Reviews
Dane,Jan 2026
TYS - IAD
Boarding
Food
Overall
Comfort
Crew
Entertainment
Reviews
Dane,Jan 2026
TYS - IAD
Boarding
Food
Overall
Comfort
Crew
Entertainment
Reviews
Dane,Jan 2026
TYS - IAD
Boarding
Food
Overall
Comfort
Crew
Entertainment
Reviews
Dane,Jan 2026
TYS - IAD
Boarding
Food
Overall
Comfort
Crew
Entertainment
Reviews
Dane,Jan 2026
TYS - IAD
Boarding
Food
Overall
Comfort
Crew
Entertainment
Reviews
Dane,Jan 2026
TYS - IAD
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.
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 January 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$85 | Average$401 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$103 | Average$341 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$136 | Average$568 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$156 | Average$500 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$162 | Average$433 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$183 | Average$471 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$189 | Average$484 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$219 | Average$603 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$220 | Average$613 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$235 | Average$592 | FlexibilityNo cancel fee | On-time69% |