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Caribbean Islands

$85+ 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 1/17. Fares are subject to change and may not be available on all flights or dates of travel.
IAD — SJU
Dec 13 — Dec 201
Sat 12/13
Sat 12/20
1 adult, Economy
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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 November 13, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/12. 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 11/248:06 pmIAD - SJU
Nonstop3h 47mFrontier
Thu 12/46:30 amSJU - IAD
Nonstop4h 13mFrontier
Deal found 11/12$188
This Kiwi.com deal was found by Cheapflights users on 11/11. 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 12/1412:04 pmIAD - SJU
1 stop10h 46mFrontier
Sat 12/204:18 pmSJU - IAD
Nonstop4h 13mFrontier
Deal found 11/11$189
This Kiwi.com deal was found by Cheapflights users on 11/12. 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 12/117:18 pmIAD - SJU
2 stops14h 14mFrontier
Thu 12/183:21 pmSJU - IAD
1 stop22h 53mFrontier
Deal found 11/12$191
This Frontier deal was found by Cheapflights users on 11/12. 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.
Fri 11/288:06 pmIAD - SJU
Nonstop3h 47mFrontier
Sat 11/293:58 pmSJU - IAD
Nonstop4h 03mFrontier
Deal found 11/12$193
This Kiwi.com deal was found by Cheapflights users on 11/12. 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.
Sat 11/297:56 pmIAD - SJU
Nonstop3h 47mFrontier
Thu 12/116:30 amSJU - IAD
Nonstop4h 13mFrontier
Deal found 11/12$197
This Kiwi.com deal was found by Cheapflights users on 11/12. 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 12/1410:38 amIAD - SJU
Nonstop3h 54mFrontier
Mon 12/227:25 amSJU - IAD
1 stop11h 51mFrontier
Deal found 11/12$199
This Kiwi.com deal was found by Cheapflights users on 11/11. 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 11/288:06 pmIAD - SJU
Nonstop3h 47mFrontier
Sun 12/76:30 amSJU - IAD
Nonstop4h 13mFrontier
Deal found 11/11$200
This Kiwi.com deal was found by Cheapflights users on 11/12. 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 12/1410:38 amIAD - SJU
Nonstop3h 54mFrontier
Sun 12/214:18 pmSJU - IAD
Nonstop4h 13mFrontier
Deal found 11/12$201
This Kiwi.com deal was found by Cheapflights users on 11/11. 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 12/1412:04 pmIAD - SJU
1 stop6h 46mMultiple Airlines
Fri 12/193:54 amSJU - IAD
1 stop7h 15mMultiple Airlines
Deal found 11/11$202
This Kiwi.com deal was found by Cheapflights users on 11/12. 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 12/1110:38 amIAD - SJU
Nonstop3h 54mFrontier
Fri 12/197:30 amSJU - IAD
1 stop11h 46mFrontier
Deal found 11/12$203
This United Airlines deal was found by Cheapflights users on 11/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/136:00 amIAD - NAS
1 stop7h 48mUnited Airlines
Sat 12/201:05 pmNAS - IAD
Nonstop2h 43mUnited Airlines
Deal found 11/12$343
This United Airlines deal was found by Cheapflights users on 11/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/198:15 amIAD - AUA
Nonstop4h 25mUnited Airlines
Tue 11/255:35 pmAUA - IAD
Nonstop4h 35mUnited Airlines
Deal found 11/12$349

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 November 13, 2025.

Round-trip from

$188
(Kiwi.com)

One-way from

$85
(Kiwi.com)

Popular in

December

Cheapest in

July

Average price

$360
From Washington, D.C. Dulles Intl to Caribbean Islands
Search Deals
One-way flight from Washington, D.C. Dulles Intl to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($45 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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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 November 13, 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 1/25

12:40 pm-8:57 pm

1 stop7h 17m

San Juan Luis Munoz Marin Intl

Thu 1/29

6:27 pm-12:24 am

1 stop6h 57m

$195

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Mon 11/24

6:00 am-5:26 pm

1 stop10h 26m

San Juan Luis Munoz Marin Intl

Tue 12/9

1:55 pm-9:29 pm

1 stop8h 34m

$282

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Sun 1/25

8:27 am-1:17 pm

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Thu 1/29

2:15 pm-9:13 pm

1 stop7h 58m

$295

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Wed 1/21

5:32 pm-10:22 pm

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Fri 1/30

8:10 am-11:15 am

Nonstop4h 05m

$353

Washington, D.C.Nassau

IAD - NAS

IADNAS

Washington, D.C. Dulles Intl

Wed 12/17

6:00 am-1:33 pm

1 stop7h 33m

Nassau Intl

Sat 12/20

4:05 pm-12:15 am

1 stop8h 10m

$353

Washington, D.C.Nassau

IAD - NAS

IADNAS

Washington, D.C. Dulles Intl

Fri 12/12

6:00 am-1:48 pm

1 stop7h 48m

Nassau Intl

Tue 12/16

12:55 pm-9:25 pm

1 stop8h 30m

$353

Washington, D.C.Nassau

IAD - NAS

IADNAS

Washington, D.C. Dulles Intl

Thu 12/11

6:00 am-1:48 pm

1 stop7h 48m

Nassau Intl

Thu 12/18

4:25 pm-11:06 pm

1 stop6h 41m

$353

Washington, D.C.Oranjestad

IAD - AUA

IADAUA

Washington, D.C. Dulles Intl

Sun 12/7

6:00 am-3:00 pm

1 stop8h 00m

Oranjestad Reina Beatrix

Thu 12/11

5:35 pm-9:10 pm

Nonstop4h 35m

$354

Washington, D.C.Oranjestad

IAD - AUA

IADAUA

Washington, D.C. Dulles Intl

Tue 12/16

6:00 am-4:25 pm

1 stop9h 25m

Oranjestad Reina Beatrix

Mon 12/22

5:50 pm-9:20 pm

Nonstop4h 30m

$354

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Wed 1/21

5:32 pm-10:22 pm

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Sat 1/24

8:10 am-11:15 am

Nonstop4h 05m

$355

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/11

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, June is the cheapest month in which you can book a flight from Washington, D.C. Dulles Intl Airport to Caribbean Islands (average of $86). Flying from Washington, D.C. Dulles Intl Airport to Caribbean Islands in September is currently the most expensive (average of $272). 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 November 13, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 30% on flights from Washington, D.C. Dulles Intl Airport to Caribbean Islands by exploring options for tickets at noon.

What is the cheapest day to fly from Washington, D.C. Dulles Intl Airport to Caribbean Islands?

Use this chart to determine the cheapest time to fly round-trip from Dulles Intl to Caribbean Islands. Price data was last updated on November 2, 2025.

Travelers seeking maximum savings on their Washington, D.C. Dulles Intl Airport to Caribbean Islands flight should consider departing on Wednesday at noon when fares are most often at their lowest. Friday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Washington, D.C. Dulles Intl Airport to Caribbean Islands

Explore weekly flight availability from Dulles Intl to Caribbean Islands. 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 November 13, 2025.

The most flights from IAD to zzEPX are scheduled on a Thursday (6 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (5 on average).

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 November 13, 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
7.9
Good
8,008 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.9

Boarding

8.1

Food

7.3

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,008 reviews
Delta
7.9
Good
8,008 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.9

Boarding

8.1

Food

7.3

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Copa Airlines
7.6
Good
1,565 reviews
Delta
7.9
Good
8,008 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.9

Boarding

8.1

Food

7.3

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,017 reviews
Delta
7.9
Good
8,008 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.9

Boarding

8.1

Food

7.3

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,050 reviews
Delta
7.9
Good
8,008 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.9

Boarding

8.1

Food

7.3

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Frontier
5.8
Fair
3,111 reviews
Delta
7.9
Good
8,008 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.9

Boarding

8.1

Food

7.3

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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.

  • How long is the flight from Washington, D.C. Dulles Intl Airport to Caribbean Islands?

    Airlines like Delta, United Airlines, and Copa Airlines fly from Washington, D.C. Dulles Intl Airport to Caribbean Islands in about 3h 50m. The time it takes to get you to your destination can typically vary by up to 5h 26m. Airlines will cover a distance of 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 Islands one-way?

    For one-way options, check prices for Delta. According to our data, you can fly for as low as $93. Users have also found prices from $118 and $140 on United 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 - Oranjestad Reina Beatrix 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 (61%), United Airlines (61%), Frontier( 57%).

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

    On average you can expect to pay $295 for a flight from Washington, D.C. Dulles Intl Airport to Caribbean Islands. The cheapest flight overall is $69 while the most popular route, (Washington, D.C. Dulles Intl - San Juan Luis Munoz Marin Intl) is currently priced at $180.

  • 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, June is the cheapest month in which you can book a flight from Washington, D.C. Dulles Intl Airport to Caribbean Islands (average of $86). Flying from Washington, D.C. Dulles Intl Airport to Caribbean Islands in September is currently the most expensive (average of $272). 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.

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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 November 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$114Average$394FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$145Average$633FlexibilityNo cancel feeOn-time71%
Spirit AirlinesCheapest$153Average$302FlexibilityNo cancel feeOn-time65%
DeltaCheapest$158Average$679FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$161Average$386FlexibilityNo cancel feeOn-time62%
AviancaCheapest$167Average$430FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$273Average$623FlexibilityNo cancel feeOn-time69%
Copa AirlinesCheapest$360Average$475FlexibilityNo cancel feeOn-time70%
Air CanadaCheapest$450Average$508FlexibilityNo cancel feeOn-time67%

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