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Caribbean Islands

$93+ Cheap flights from Dulles Intl (IAD) to Caribbean Islands

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 8/31. Fares are subject to change and may not be available on all flights or dates of travel.
IAD — SJU
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheap flight deals from Dulles Intl to Caribbean Islands

Keep the following information in mind while searching for Dulles Intl to Caribbean Islands flight deals. Data was last updated August 14, 2025.

Round-trip from

$178
(CheapOair)

One-way from

$93
(Cheapflightsfares)

Popular in

December

Cheapest in

March

Average price

$328
From Washington, D.C. Dulles Intl to Caribbean Islands
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One-way flight from Washington, D.C. Dulles Intl to Caribbean Islands
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Highest demand for flights based on searches. 11% potential increase in price ($47 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Dulles Intl to Caribbean Islands

Cheapest flights from Dulles Intl to Caribbean Islands
Explore the most affordable flight options available from Dulles Intl to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 14, 2025.

This CheapOair deal was found by Cheapflights users on 8/12. 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 10/3011:09 amIAD - SJU
Nonstop3h 52mFrontier
Sun 11/25:25 amSJU - IAD
Nonstop3h 56mFrontier
Deal found 8/12$178
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 10/169:07 pmIAD - SJU
Nonstop3h 52mFrontier
Sun 10/194:26 pmSJU - IAD
Nonstop3h 56mFrontier
Deal found 8/12$181
This Frontier deal was found by Cheapflights users on 8/12. 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 10/129:07 pmIAD - SJU
Nonstop3h 52mFrontier
Thu 10/164:26 pmSJU - IAD
Nonstop3h 56mFrontier
Deal found 8/12$182
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 10/239:07 pmIAD - SJU
Nonstop3h 52mFrontier
Mon 10/273:14 pmSJU - IAD
1 stop8h 57mFrontier
Deal found 8/12$183
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 11/910:09 amIAD - SJU
Nonstop3h 52mFrontier
Thu 11/1310:07 amSJU - IAD
1 stop10h 36mFrontier
Deal found 8/12$184
This Frontier deal was found by Cheapflights users on 8/12. 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 10/269:07 pmIAD - SJU
Nonstop3h 52mFrontier
Thu 10/306:25 amSJU - IAD
Nonstop3h 56mFrontier
Deal found 8/12$186
This American Airlines deal was found by Cheapflights users on 8/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/298:09 amIAD - SJU
1 stop7h 46mAmerican Airlines
Tue 11/45:59 pmSJU - IAD
1 stop6h 08mAmerican Airlines
Deal found 8/12$190
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 8/1712:31 pmIAD - SJU
Nonstop3h 57mFrontier
Wed 8/203:59 amSJU - IAD
1 stop16h 49mFrontier
Deal found 8/12$192
This CheapOair deal was found by Cheapflights users on 8/12. 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 10/239:07 pmIAD - SJU
Nonstop3h 52mFrontier
Sun 10/269:19 pmSJU - IAD
1 stop23h 14mFrontier
Deal found 8/12$193
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 9/257:14 pmIAD - SJU
1 stop7h 20mFrontier
Thu 10/94:26 pmSJU - IAD
Nonstop3h 56mFrontier
Deal found 8/13$194
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 11/97:26 pmIAD - SJU
Nonstop3h 52mFrontier
Sun 11/1610:39 pmSJU - IAD
1 stop22h 12mFrontier
Deal found 8/13$196
This Kiwi.com deal was found by Cheapflights users on 8/12. 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.
Mon 8/259:33 pmIAD - PUJ
1 stop14h 12mMultiple Airlines
Thu 8/2812:40 pmPUJ - IAD
1 stop8h 08mMultiple Airlines
Deal found 8/12$309

Cheapflights Fare Finder

 
Customize your flight search to find flights from Dulles Intl to Caribbean Islands 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 August 14, 2025.
Use the filters below to find and compare flights from Washington, D.C. Dulles Intl Airport to Caribbean Islands that are best for you.

Fly from

Dulles Intl

Fly to

Caribbean Islands

Route

Depart

Return

Price

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Sun 11/9

5:32 pm-10:22 pm

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Thu 11/13

8:10 am-3:55 pm

1 stop8h 45m

$211

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Tue 11/11

6:10 am-2:15 pm

1 stop7h 05m

San Juan Luis Munoz Marin Intl

Thu 11/20

1:50 pm-12:07 am

1 stop11h 17m

$215

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Mon 11/10

3:00 pm-11:17 pm

1 stop7h 17m

San Juan Luis Munoz Marin Intl

Thu 11/13

3:30 pm-9:13 pm

1 stop6h 43m

$215

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Wed 11/12

6:10 am-2:15 pm

1 stop7h 05m

San Juan Luis Munoz Marin Intl

Thu 11/20

7:30 am-4:36 pm

1 stop10h 06m

$215

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Tue 11/11

12:35 pm-11:17 pm

1 stop9h 42m

San Juan Luis Munoz Marin Intl

Fri 11/14

7:30 am-4:36 pm

1 stop10h 06m

$215

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Tue 11/11

6:10 am-2:15 pm

1 stop7h 05m

San Juan Luis Munoz Marin Intl

Wed 11/19

3:25 pm-11:00 pm

1 stop8h 35m

$215

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Wed 11/12

3:00 pm-11:17 pm

1 stop7h 17m

San Juan Luis Munoz Marin Intl

Wed 11/19

3:25 pm-11:00 pm

1 stop8h 35m

$215

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Tue 11/4

10:11 am-5:33 pm

1 stop6h 22m

San Juan Luis Munoz Marin Intl

Thu 11/13

1:50 pm-12:07 am

1 stop11h 17m

$215

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Wed 11/12

3:00 pm-11:17 pm

1 stop7h 17m

San Juan Luis Munoz Marin Intl

Fri 11/14

7:30 am-4:36 pm

1 stop10h 06m

$215

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Tue 11/4

10:11 am-5:33 pm

1 stop6h 22m

San Juan Luis Munoz Marin Intl

Wed 11/12

3:25 pm-11:00 pm

1 stop8h 35m

$215

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/13

Showing 1-10 of 60 results
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Best time to book a flight from Dulles Intl to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Dulles Intl 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. Dulles Intl Airport to Caribbean Islands

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

Currently, September is the cheapest month in which you can book a flight from Washington, D.C. Dulles Intl Airport to Caribbean Islands (average of $254). Flying from Washington, D.C. Dulles Intl Airport to Caribbean Islands in June is currently the most expensive (average of $339). 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 IAD to EPX?

Find hourly flight availability from Dulles Intl to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 14, 2025.

When flying from Washington, D.C. Dulles Intl Airport to Caribbean Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated August 14, 2025.
Peruse reviews from past customers who have flown with Delta, Copa Airlines, and United Airlines from Washington, D.C. Dulles Intl Airport to Caribbean Islands to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,980 reviews

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,980 reviews
Delta
8.0
Very good
7,980 reviews

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Copa Airlines
7.5
Good
1,509 reviews
Delta
8.0
Very good
7,980 reviews

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,916 reviews
Delta
8.0
Very good
7,980 reviews

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,980 reviews

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Frontier
5.8
Fair
3,217 reviews
Delta
8.0
Very good
7,980 reviews

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from Dulles Intl to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $93. Users have also found prices from $120 and $123 on Copa Airlines and American Airlines, respectively.

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

    When deciding which route to take from Washington, D.C. Dulles Intl Airport to Caribbean Islands consider Washington, D.C. Dulles Intl - San Juan Luis Munoz Marin Intl, Washington, D.C. Dulles Intl - Punta Cana or Washington, D.C. Dulles Intl - Montego Bay Sangster Intl as they are the most popular.

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

    Before booking your flight to Caribbean Islands from Washington, D.C. Dulles Intl Airport, check out the most reliable airlines to get you to your destination on time: Air Canada (69%), United Airlines (69%), Brussels Airlines( 50%).

  • What are the cheapest flights from Washington, D.C. Dulles Intl Airport to Caribbean Islands?

    On average you can expect to pay $515 for a flight from Washington, D.C. Dulles Intl Airport to Caribbean Islands. The cheapest flight overall is $75 while the most popular route, (Washington, D.C. Dulles Intl - San Juan Luis Munoz Marin Intl) is currently priced at $158.

  • Can I find deals for flights from Dulles Intl to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Dulles Intl to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Dulles Intl to Caribbean Islands?

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

  • Can I find deals for business class flights from Dulles Intl to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Dulles Intl to Caribbean Islands 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. Dulles Intl Airport to Caribbean Islands?

    Currently, September is the cheapest month in which you can book a flight from Washington, D.C. Dulles Intl Airport to Caribbean Islands (average of $254). Flying from Washington, D.C. Dulles Intl Airport to Caribbean Islands in June is currently the most expensive (average of $339). 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

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Alternative routes for Dulles Intl to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Top 9 airlines flying from Dulles Intl to Caribbean Islands

Discover the top 9 airlines that operate flights from Dulles Intl to Caribbean Islands. 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 August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$114Average$372FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$135Average$316FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$180Average$419FlexibilityNo cancel feeOn-time62%
DeltaCheapest$206Average$671FlexibilityNo cancel feeOn-timeN/A
AviancaCheapest$220Average$456FlexibilityNo cancel feeOn-time71%
American AirlinesCheapest$224Average$674FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$281Average$629FlexibilityNo cancel feeOn-time69%
Copa AirlinesCheapest$331Average$485FlexibilityNo cancel feeOn-time70%
Air CanadaCheapest$450Average$520FlexibilityNo cancel feeOn-time67%

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