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Caribbean Islands

$76+ 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 2/21. Fares are subject to change and may not be available on all flights or dates of travel.
IAD — SJU
Mar 14 — Mar 211
Sat 3/14
Sat 3/21
1 adult, Economy
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Cheap 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 February 12, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/9. 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 2/208:20 pm
IAD
-
SJU
Nonstop3h 45m
Multiple Airlines
Fri 2/276:27 pm
SJU
-
IAD
1 stop16h 07m
Multiple Airlines
Deal found 2/9$165
This Kiwi.com deal was found by Cheapflights users on 2/11. 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.
Sat 4/1112:28 pm
IAD
-
SJU
Nonstop3h 53m
Frontier
Wed 4/153:19 pm
SJU
-
IAD
1 stop16h 08m
Frontier
Deal found 2/11$166
This Travelocity deal was found by Cheapflights users on 2/10. 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.
Sat 2/218:20 pm
IAD
-
SJU
Nonstop3h 45m
Frontier
Sat 2/283:53 am
SJU
-
IAD
1 stop28h 27m
Frontier
Deal found 2/10$169
This CheapOair deal was found by Cheapflights users on 2/10. 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.
Sat 2/218:20 pm
IAD
-
SJU
Nonstop3h 45m
Frontier
Wed 2/255:25 pm
SJU
-
IAD
1 stop17h 00m
Frontier
Deal found 2/10$171
This Super.com deal was found by Cheapflights users on 2/9. 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.
Sat 2/218:20 pm
IAD
-
SJU
Nonstop3h 45m
Frontier
Fri 2/276:00 am
SJU
-
IAD
1 stop13h 07m
Frontier
Deal found 2/9$173
This Trip.com deal was found by Cheapflights users on 2/9. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/148:20 pm
IAD
-
SJU
Nonstop3h 45m
Frontier
Fri 2/204:17 pm
SJU
-
IAD
Nonstop4h 08m
Frontier
Deal found 2/9$175
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 2/238:20 pm
IAD
-
SJU
Nonstop3h 45m
Frontier
Sat 2/283:53 am
SJU
-
IAD
1 stop28h 27m
Frontier
Deal found 2/10$176
This Frontier deal was found by Cheapflights users on 2/9. 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 2/208:20 pm
IAD
-
SJU
Nonstop3h 45m
Frontier
Wed 2/253:53 am
SJU
-
IAD
1 stop6h 32m
Frontier
Deal found 2/9$178
This United Airlines deal was found by Cheapflights users on 2/9. 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.
Mon 3/168:59 am
IAD
-
STT
Nonstop3h 57m
United Airlines
Thu 3/194:25 pm
STT
-
IAD
1 stop6h 54m
United Airlines
Deal found 2/9$196
This American Airlines deal was found by Cheapflights users on 2/9. 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.
Thu 3/55:00 am
IAD
-
STT
1 stop9h 53m
American Airlines
Thu 3/194:42 pm
STT
-
IAD
1 stop16h 06m
American Airlines
Deal found 2/9$200
This United Airlines deal was found by Cheapflights users on 2/10. 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.
Sun 3/228:59 am
IAD
-
STT
Nonstop3h 57m
United Airlines
Wed 3/2512:02 pm
STT
-
IAD
Nonstop4h 23m
United Airlines
Deal found 2/10$201
This United Airlines deal was found by Cheapflights users on 2/10. 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.
Sun 3/228:59 am
IAD
-
STT
Nonstop3h 57m
United Airlines
Thu 3/262:35 pm
STT
-
IAD
1 stop9h 16m
United Airlines
Deal found 2/10$206

Find 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 February 12, 2026.

Round-trip from

$165
(Kiwi.com)

One-way from

$76
(Super.com)

Popular in

December

Cheapest in

July

Average price

$310
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. 12% potential increase in price ($46 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
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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 February 12, 2026.
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.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Wed 3/11

8:59 am-12:56 pm

Nonstop3h 57m

Saint Thomas Island Cyril E King

Wed 3/18

2:05 pm-11:59 pm

1 stop9h 54m

$196

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Thu 4/9

8:15 am-12:20 pm

Nonstop4h 05m

Saint Thomas Island Cyril E King

Tue 4/14

2:10 pm-12:15 am

1 stop10h 05m

$196

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Sun 3/22

8:59 am-12:56 pm

Nonstop3h 57m

Saint Thomas Island Cyril E King

Thu 3/26

12:02 pm-4:25 pm

Nonstop4h 23m

$201

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Mon 3/16

8:59 am-12:56 pm

Nonstop3h 57m

Saint Thomas Island Cyril E King

Wed 3/25

12:02 pm-4:25 pm

Nonstop4h 23m

$201

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Thu 3/5

6:15 am-4:18 pm

1 stop9h 03m

Saint Thomas Island Cyril E King

Wed 3/11

12:02 pm-4:25 pm

Nonstop4h 23m

$206

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Wed 4/8

8:15 am-12:20 pm

Nonstop4h 05m

Saint Thomas Island Cyril E King

Tue 4/14

2:10 pm-12:15 am

1 stop10h 05m

$206

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Wed 3/11

8:59 am-12:56 pm

Nonstop3h 57m

Saint Thomas Island Cyril E King

Tue 3/17

4:25 pm-11:19 pm

1 stop6h 54m

$206

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Mon 3/2

8:59 am-1:56 pm

Nonstop3h 57m

Saint Thomas Island Cyril E King

Fri 3/6

1:02 pm-4:25 pm

Nonstop4h 23m

$222

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Sun 5/10

8:34 am-12:34 pm

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

Thu 5/14

4:55 pm-8:56 pm

Nonstop4h 01m

$243

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Sun 4/26

6:00 am-1:14 pm

1 stop7h 14m

San Juan Luis Munoz Marin Intl

Thu 4/30

7:30 am-2:04 pm

1 stop6h 34m

$252

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/9

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, January is the cheapest month in which you can book a flight from Washington, D.C. Dulles Intl Airport to Caribbean Islands (average of $73). Flying from Washington, D.C. Dulles Intl Airport to Caribbean Islands in September is currently the most expensive (average of $268). 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 February 12, 2026.

Unlike in the morning, when flights are generally more expensive, you can save up to 24% on flights from Washington, D.C. Dulles Intl Airport to Caribbean Islands by exploring options for tickets in the afternoon.

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 February 7, 2026.

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 at noon 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 February 12, 2026.

The most flights from IAD to zzEPX 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).

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 February 12, 2026.
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
8,182 reviews

Comfort

7.9

Entertainment

7.8

Food

7.2

Overall

7.9

Boarding

8.1

Crew

8.5

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
8,182 reviews
Delta
7.9
Good
8,182 reviews

Comfort

7.9

Entertainment

7.8

Food

7.2

Overall

7.9

Boarding

8.1

Crew

8.5

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
7.5
Good
1,557 reviews
Delta
7.9
Good
8,182 reviews

Comfort

7.9

Entertainment

7.8

Food

7.2

Overall

7.9

Boarding

8.1

Crew

8.5

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
9,282 reviews
Delta
7.9
Good
8,182 reviews

Comfort

7.9

Entertainment

7.8

Food

7.2

Overall

7.9

Boarding

8.1

Crew

8.5

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
11,272 reviews
Delta
7.9
Good
8,182 reviews

Comfort

7.9

Entertainment

7.8

Food

7.2

Overall

7.9

Boarding

8.1

Crew

8.5

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
5.7
Fair
3,052 reviews
Delta
7.9
Good
8,182 reviews

Comfort

7.9

Entertainment

7.8

Food

7.2

Overall

7.9

Boarding

8.1

Crew

8.5

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 United Airlines, Delta, and Copa Airlines fly from Washington, D.C. Dulles Intl Airport to Caribbean Islands in about 3h 57m. The time it takes to get you to your destination can typically vary by up to 5h 50m. Airlines will cover a distance of 1608 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 Frontier. According to our data, you can fly for as low as $54. Users have also found prices from $108 and $112 on United Airlines and Delta, 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: Frontier (78%), Air Canada (74%), United Airlines( 74%).

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

    On average you can expect to pay $562 for a flight from Washington, D.C. Dulles Intl Airport to Caribbean Islands. The cheapest flight overall is $45 while the most popular route, (Washington, D.C. Dulles Intl - San Juan Luis Munoz Marin Intl) is currently priced at $184.

  • 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, January is the cheapest month in which you can book a flight from Washington, D.C. Dulles Intl Airport to Caribbean Islands (average of $73). Flying from Washington, D.C. Dulles Intl Airport to Caribbean Islands in September is currently the most expensive (average of $268). 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 February 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$89Average$419FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$123Average$289FlexibilityNo cancel feeOn-time65%
DeltaCheapest$124Average$588FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$161Average$585FlexibilityNo cancel feeOn-time62%
AviancaCheapest$162Average$382FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$189Average$468FlexibilityNo cancel feeOn-time67%
American AirlinesCheapest$190Average$581FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$210Average$470FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$246Average$621FlexibilityNo cancel feeOn-time69%

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