Caribbean

$117+ Cheap flights from Dulles Intl (IAD) 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 9/26. Fares are subject to change and may not be available on all flights or dates of travel.
IAD — SJU
Oct 17 — Oct 241
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Cheap flight deals from Dulles Intl to Caribbean

Keep the following information in mind while searching for Dulles Intl to Caribbean flight deals. Data was last updated September 17, 2025.

Round-trip from

$168

One-way from

$117
(Frontier)

Popular in

December

Cheapest in

July

Average price

$355

Good round-trip deal

$297 or less

Good one-way deal

$173 or less
From Washington, D.C. Dulles Intl to Caribbean
One-way flight from Washington, D.C. Dulles Intl to Caribbean
Highest demand for flights based on searches. 11% potential increase in price ($44 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($11 potential savings vs. average RT price).
Average for round-trip flights in September 2025
Price to beat on a round-trip flight from Washington, D.C. Dulles Intl to Caribbean.
Price to beat on a one-way flight from Washington, D.C. Dulles Intl to Caribbean.

Find flight deals from Dulles Intl to Caribbean

Cheapest flights from Dulles Intl to Caribbean
Explore the most affordable flight options available from Dulles Intl to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

This deal was found by Cheapflights users on 9/15. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/167:26 pmIAD - SJU
Nonstop3h 52mFrontier
Fri 11/214:08 pmSJU - IAD
Nonstop4h 03mFrontier
Deal found 9/15$168
This Kiwi.com deal was found by Cheapflights users on 9/17. 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
Thu 10/307:30 amSJU - IAD
1 stop13h 27mFrontier
Deal found 9/17$176
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 11/27:26 pmIAD - SJU
Nonstop3h 52mFrontier
Sun 11/93:45 pmSJU - IAD
Nonstop3h 56mFrontier
Deal found 9/15$181
This Frontier deal was found by Cheapflights users on 9/15. 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 10/199:07 pmIAD - SJU
Nonstop3h 52mFrontier
Sun 11/23:45 pmSJU - IAD
Nonstop3h 56mFrontier
Deal found 9/15$183
This Frontier deal was found by Cheapflights users on 9/15. 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 10/308:26 pmIAD - SJU
Nonstop3h 52mFrontier
Thu 11/63:45 pmSJU - IAD
Nonstop3h 56mFrontier
Deal found 9/15$184
This Cheapflightsfares deal was found by Cheapflights users on 9/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/269:07 pmIAD - SJU
Nonstop3h 52mFrontier
Sun 11/23:45 pmSJU - IAD
Nonstop3h 56mFrontier
Deal found 9/16$187
This CheapOair deal was found by Cheapflights users on 9/15. 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 10/264:26 pmSJU - IAD
Nonstop3h 56mFrontier
Deal found 9/15$189
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 9/16$191
This Frontier deal was found by Cheapflights users on 9/16. 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 12/1110:08 amIAD - SJU
Nonstop3h 54mFrontier
Wed 12/173:59 pmSJU - IAD
1 stop7h 20mFrontier
Deal found 9/16$192
This Frontier deal was found by Cheapflights users on 9/15. 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 10/56:10 amIAD - SJU
1 stop8h 01mFrontier
Thu 10/94:26 pmSJU - IAD
Nonstop3h 56mFrontier
Deal found 9/15$197
This Frontier deal was found by Cheapflights users on 9/16. 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
Wed 10/295:51 pmSJU - IAD
2 stops22h 43mFrontier
Deal found 9/16$201
This flugladen.de deal was found by Cheapflights users on 9/15. 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 flugladen.de is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/309:45 amIAD - CUR
1 stop28h 25mAir Canada
Thu 11/65:20 pmCUR - IAD
1 stop23h 31mAir Canada
Deal found 9/15$291

Cheapflights Fare Finder

 
Customize your flight search to find flights from Dulles Intl 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 September 17, 2025.
Use the filters below to find and compare flights from Washington, D.C. Dulles Intl Airport to Caribbean that are best for you.

Fly from

Dulles Intl

Fly to

Caribbean

Route

Depart

Return

Price

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Mon 11/10

5:32 pm-10:22 pm

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Thu 11/13

5:50 pm-8:55 pm

Nonstop4h 05m

$266

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Wed 10/29

5:32 pm-9:22 pm

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Fri 10/31

4:50 pm-8:55 pm

Nonstop4h 05m

$296

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Sat 11/1

5:32 pm-9:22 pm

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Fri 11/7

8:10 am-5:30 pm

1 stop10h 20m

$301

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Mon 12/8

5:32 pm-10:22 pm

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Mon 12/15

5:50 pm-8:55 pm

Nonstop4h 05m

$302

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Wed 10/1

10:45 am-8:38 pm

1 stop9h 53m

San Juan Luis Munoz Marin Intl

Tue 10/7

3:56 pm-12:21 am

1 stop8h 25m

$312

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Mon 12/15

5:32 pm-10:22 pm

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Mon 12/22

2:15 pm-9:15 pm

1 stop8h 00m

$337

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Sat 12/13

5:32 pm-10:22 pm

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Sat 12/20

8:30 am-11:35 am

Nonstop4h 05m

$339

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Wed 12/10

6:00 am-2:40 pm

1 stop7h 40m

San Juan Luis Munoz Marin Intl

Tue 12/16

8:10 am-5:30 pm

1 stop10h 20m

$341

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Sat 10/25

6:01 am-3:42 pm

1 stop9h 41m

San Juan Luis Munoz Marin Intl

Tue 10/28

7:10 am-5:30 pm

1 stop10h 20m

$341

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Sat 10/4

5:12 pm-11:57 pm

1 stop6h 45m

San Juan Luis Munoz Marin Intl

Sat 10/11

4:55 pm-8:52 pm

Nonstop3h 57m

$344

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

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

Have a flexible travel schedule? Discover the best time to fly to Caribbean 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

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

Currently, September is the cheapest month in which you can book a flight from Washington, D.C. Dulles Intl Airport to Caribbean (average of $254). Flying from Washington, D.C. Dulles Intl Airport to Caribbean 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 CB?

Find hourly flight availability from Dulles Intl 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 September 17, 2025.

When flying from Washington, D.C. Dulles Intl Airport to Caribbean, 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

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 September 17, 2025.
Read reviews from past customers who have flown Delta, Copa Airlines, and United Airlines from Washington, D.C. Dulles Intl Airport to Caribbean. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.0
Very good

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

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!
8.0
Very good
8.0
Very good

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

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!
8.0
Very good

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

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!
8.0
Very good

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

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!
8.0
Very good

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

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!
8.0
Very good

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

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. 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. Dulles Intl Airport to Caribbean?

    For as low as $266, United Airlines can have you in Caribbean from Washington, D.C. Dulles Intl Airport in 3h 50m. The distance between Washington, D.C. Dulles Intl Airport and Caribbean is about 1573 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    The cheapest airlines for a one-way flight from Washington, D.C. Dulles Intl Airport to Caribbean are United Airlines ($118), Delta ($123), and Air Canada ($124).

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

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

    No one likes to see their flight delayed. When booking a flight from Washington, D.C. Dulles Intl Airport to Caribbean consider choosing Air Canada (75%), United Airlines (75%) or Brussels Airlines (70%) as they are the most reliable in getting you off to your destination on time.

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

    While on average a flight from Washington, D.C. Dulles Intl Airport to Caribbean is generally $625, our data shows the cheapest flight currently is $77. When looking at the most popular route, (Washington, D.C. Dulles Intl - San Juan Luis Munoz Marin Intl), you can expect to pay $148 for that flight.

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

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

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

    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.

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

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

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

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

Top 9 airlines flying from Dulles Intl to Caribbean

Discover the top 9 airlines that operate flights from Dulles Intl 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$115Average$374FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$135Average$316FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$145Average$667FlexibilityNo cancel feeOn-time71%
DeltaCheapest$164Average$672FlexibilityNo cancel feeOn-timeN/A
AviancaCheapest$167Average$438FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$168Average$390FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$277Average$623FlexibilityNo cancel feeOn-time69%
Copa AirlinesCheapest$355Average$497FlexibilityNo cancel feeOn-time70%
Air CanadaCheapest$450Average$508FlexibilityNo cancel feeOn-time67%

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