Caribbean

$77+ Cheap flights from District of Columbia 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 1/31. Fares are subject to change and may not be available on all flights or dates of travel.
IAD — SJU
feb. 7 — feb. 141
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Cheap flight deals from District of Columbia to Caribbean

Keep the following information in mind while searching for District of Columbia to Caribbean flight deals. Data was last updated enero 8, 2026.

Round-trip from

$180
(Kiwi.com)

One-way from

$77
(Priceline)

Popular in

December

Cheapest in

July

Average price

$335

Good round-trip deal

$293 or less

Good one-way deal

$107 or less
From District of Columbia to Caribbean
One-way flight from District of Columbia to Caribbean
Highest demand for flights based on searches. 10% potential increase in price ($39 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
Average for round-trip flights in January 2026
Price to beat on a round-trip flight from District of Columbia to Caribbean.
Price to beat on a one-way flight from District of Columbia to Caribbean.

Find flight deals from District of Columbia to Caribbean

Cheapest flights from District of Columbia to Caribbean
Explore the most affordable flight options available from District of Columbia to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on enero 8, 2026.

This Super.com deal was found by Cheapflights users on 1/6. 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.
sáb. 1/1010:03 amIAD - SJU
1 stop12h 23mFrontier
vie. 1/163:11 pmSJU - IAD
Nonstop4h 08mFrontier
Deal found 1/6$180
This Frontier deal was found by Cheapflights users on 1/5. 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.
jue. 2/511:37 amIAD - SJU
1 stop9h 16mFrontier
lun. 3/26:00 amSJU - IAD
1 stop13h 07mFrontier
Deal found 1/5$182
This CheapOair deal was found by Cheapflights users on 1/8. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 2/1411:37 amIAD - SJU
1 stop13h 20mFrontier
mié. 2/1811:07 amSJU - IAD
1 stop23h 18mFrontier
Deal found 1/8$183
This Kiwi.com deal was found by Cheapflights users on 1/7. 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.
sáb. 1/174:17 pmIAD - SJU
Nonstop3h 45mMultiple Airlines
mié. 1/216:00 amSJU - IAD
2 stops35h 28mMultiple Airlines
Deal found 1/7$184
This Priceline deal was found by Cheapflights users on 1/6. 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.
mar. 3/176:20 amIAD - SJU
1 stop7h 52mFrontier
sáb. 3/216:00 amSJU - IAD
Nonstop4h 08mFrontier
Deal found 1/6$185
This Kiwi.com deal was found by Cheapflights users on 1/6. 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.
sáb. 2/218:20 pmIAD - SJU
Nonstop3h 45mMultiple Airlines
mié. 2/2511:52 amSJU - IAD
2 stops23h 41mMultiple Airlines
Deal found 1/6$186
This Frontier deal was found by Cheapflights users on 1/7. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 2/238:20 pmIAD - SJU
Nonstop3h 45mFrontier
lun. 3/24:17 pmSJU - IAD
Nonstop4h 08mFrontier
Deal found 1/7$187
This Super.com deal was found by Cheapflights users on 1/7. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 2/1411:37 amIAD - SJU
1 stop13h 20mFrontier
sáb. 2/214:17 pmSJU - IAD
Nonstop4h 08mFrontier
Deal found 1/7$188
This CheapOair deal was found by Cheapflights users on 1/6. 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.
sáb. 2/218:20 pmIAD - SJU
Nonstop3h 45mFrontier
mié. 2/255:25 pmSJU - IAD
1 stop17h 00mFrontier
Deal found 1/6$189
This Kiwi.com deal was found by Cheapflights users on 1/7. 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.
lun. 1/261:31 pmIAD - SJU
1 stop9h 28mMultiple Airlines
mié. 2/44:40 pmSJU - IAD
2 stops19h 02mMultiple Airlines
Deal found 1/7$190
This Kiwi.com deal was found by Cheapflights users on 1/8. 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.
sáb. 2/218:20 pmIAD - SJU
Nonstop3h 45mMultiple Airlines
vie. 2/276:00 amSJU - IAD
2 stops9h 18mMultiple Airlines
Deal found 1/8$191
This Frontier deal was found by Cheapflights users on 1/7. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 2/168:20 pmIAD - SJU
Nonstop3h 45mFrontier
sáb. 2/214:17 pmSJU - IAD
Nonstop4h 08mFrontier
Deal found 1/7$192

Cheapflights Fare Finder

 
Customize your flight search to find flights from District of Columbia 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 enero 8, 2026.
Use the filters below to find and compare flights from District of Columbia to Caribbean that are best for you.

Fly from

District of Columbia

Fly to

Caribbean

Route

Depart

Return

Price

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

mar. 4/7

8:15 am-12:20 pm

Nonstop4h 05m

Saint Thomas Island Cyril E King

mar. 4/14

2:10 pm-12:15 am

1 stop10h 05m

$196

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

lun. 2/23

8:00 am-12:46 pm

Nonstop3h 46m

San Juan Luis Munoz Marin Intl

jue. 2/26

6:59 pm-9:59 pm

Nonstop4h 00m

$197

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

mar. 1/27

6:00 am-1:06 pm

1 stop6h 06m

San Juan Luis Munoz Marin Intl

mar. 2/10

7:30 am-2:45 pm

1 stop8h 15m

$206

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

sáb. 1/24

12:38 pm-11:45 pm

1 stop10h 07m

San Juan Luis Munoz Marin Intl

mié. 1/28

6:27 pm-12:24 am

1 stop6h 57m

$216

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

sáb. 1/24

12:23 pm-11:57 pm

1 stop10h 34m

San Juan Luis Munoz Marin Intl

mié. 2/4

2:15 pm-8:45 pm

1 stop7h 30m

$216

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

vie. 1/23

6:00 am-4:50 pm

1 stop9h 50m

San Juan Luis Munoz Marin Intl

mar. 1/27

7:00 am-4:29 pm

1 stop10h 29m

$216

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

mar. 1/20

8:27 am-1:17 pm

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

vie. 1/23

5:50 pm-8:55 pm

Nonstop4h 05m

$220

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

lun. 2/9

8:15 am-1:06 pm

Nonstop3h 51m

San Juan Luis Munoz Marin Intl

sáb. 2/14

1:44 pm-10:59 pm

1 stop10h 15m

$225

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

mié. 2/4

5:32 pm-10:22 pm

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

vie. 2/6

8:35 am-4:00 pm

1 stop8h 25m

$225

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

mar. 1/20

7:00 am-2:40 pm

1 stop6h 40m

San Juan Luis Munoz Marin Intl

vie. 1/23

8:35 am-7:32 pm

2 stops11h 57m

$229

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/7

Showing 1-10 of 60 results
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Best time to book a flight from District of Columbia to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from District of Columbia 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 District of Columbia to Caribbean

What is the cheapest month to book a flight from District of Columbia to Caribbean?

Currently, January is the cheapest month in which you can book a flight from District of Columbia to Caribbean (average of $73). Flying from District of Columbia 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 DC to CB?

Find hourly flight availability from District of Columbia 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 enero 8, 2026.

A simple way to save on the total cost of your ticket is to fly from District of Columbia to Caribbean in the afternoon. If you’re flexible enough to do this you can expect to save up to 39% on your trip compared to booking a flight in the morning.

What is the cheapest day to fly from District of Columbia to Caribbean?

Use this chart to determine the cheapest time to fly round-trip from District of Columbia to Caribbean. Price data was last updated on January 3, 2026.

Travelers seeking maximum savings on their District of Columbia 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 District of Columbia to Caribbean

Explore weekly flight availability from District of Columbia 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 enero 8, 2026.

The most flights from USDC to 0CB are scheduled on a Monday (5 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (5 on average).

Related info for your journey

Find useful and relevant information for your journey from District of Columbia 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 District of Columbia to Caribbean?

    For as low as $197, United Airlines can have you in Caribbean from District of Columbia in 3h 46m. District of Columbia and Caribbean are separated by a distance of 1557 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from District of Columbia to Caribbean one-way?

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $59. Users have also found prices from $60 and $67 on Frontier and JetBlue, respectively.

  • Can I find deals for flights from District of Columbia to Caribbean that include hotel bookings?

    Yes. In addition to deals on District of Columbia to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from District of Columbia to Caribbean?

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

  • Can I find deals for business class flights from District of Columbia to Caribbean?

    Yes. Cheapflights offers flight deals from District of Columbia 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 District of Columbia to Caribbean?

    Currently, January is the cheapest month in which you can book a flight from District of Columbia to Caribbean (average of $73). Flying from District of Columbia 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for District of Columbia to Caribbean

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

Top 10 airlines flying from District of Columbia to Caribbean

Discover the top 10 airlines that operate flights from District of Columbia 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 enero 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$97Average$405FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$103Average$344FlexibilityNo cancel feeOn-time65%
DeltaCheapest$142Average$597FlexibilityNo cancel feeOn-timeN/A
AviancaCheapest$167Average$453FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$168Average$495FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$199Average$596FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$219Average$618FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$220Average$614FlexibilityNo cancel feeOn-time63%
Copa AirlinesCheapest$238Average$483FlexibilityNo cancel feeOn-time70%
Air CanadaCheapest$390Average$506FlexibilityNo cancel feeOn-time67%

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