Caribbean Islands

$67+ 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 6/29. Fares are subject to change and may not be available on all flights or dates of travel.
IAD — SJU
Jun 27 — Jul 41
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Dulles Intl to Caribbean Islands with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 June 22, 2025.

Round-trip from

$190
(Kiwi.com)

One-way from

$67
(Priceline)

Popular in

December

Cheapest in

March

Average price

$365
From Washington, D.C. Dulles Intl to Caribbean Islands
One-way flight from Washington, D.C. Dulles Intl to Caribbean Islands
Highest demand for flights based on searches. 11% potential increase in price ($47 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 June 2025

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 June 22, 2025.

This Kiwi.com deal was found by Cheapflights users on 6/19. 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 9/68:06 pmIAD - SJU
1 stop6h 28mFrontier
Sat 9/133:21 pmSJU - IAD
1 stop8h 34mFrontier
Deal found 6/19$190
This Trip.com deal was found by Cheapflights users on 6/20. 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.
Mon 8/188:40 amIAD - SJU
Nonstop3h 54mMultiple Airlines
Thu 8/216:51 amSJU - IAD
Nonstop3h 56mMultiple Airlines
Deal found 6/20$199
This United Airlines deal was found by Cheapflights users on 6/21. 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 7/205:28 pmIAD - SJU
Nonstop3h 56mUnited Airlines
Thu 7/311:05 amSJU - IAD
1 stop6h 15mUnited Airlines
Deal found 6/21$272
This American Airlines deal was found by Cheapflights users on 6/22. 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.
Tue 7/89:03 amIAD - SJU
1 stop15h 24mAmerican Airlines
Wed 7/912:59 amSJU - IAD
1 stop10h 00mAmerican Airlines
Deal found 6/22$275
This Delta deal was found by Cheapflights users on 6/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/116:00 amIAD - SJU
1 stop10h 36mDelta
Wed 8/207:30 amSJU - IAD
1 stop11h 19mDelta
Deal found 6/20$280
This Frontier deal was found by Cheapflights users on 6/22. 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.
Wed 8/66:10 amIAD - PUJ
1 stop8h 00mFrontier
Wed 8/133:25 pmPUJ - IAD
1 stop8h 54mFrontier
Deal found 6/22$321
This Mytrip deal was found by Cheapflights users on 6/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/105:08 pmIAD - PUJ
1 stop20h 59mMultiple Airlines
Tue 10/142:25 pmPUJ - IAD
2 stops43h 13mMultiple Airlines
Deal found 6/20$362
This Air Canada deal was found by Cheapflights users on 6/20. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1710:20 amIAD - NAS
1 stop7h 10mAir Canada
Mon 9/226:30 pmNAS - IAD
1 stop17h 15mAir Canada
Deal found 6/20$365
This United Airlines deal was found by Cheapflights users on 6/20. 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 11/88:42 amIAD - NAS
Nonstop3h 08mUnited Airlines
Sat 11/151:05 pmNAS - IAD
Nonstop2h 53mUnited Airlines
Deal found 6/20$378
This FlightHub deal was found by Cheapflights users on 6/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/191:37 pmIAD - SDQ
1 stop21h 08mFrontier
Sat 8/26:41 pmSDQ - IAD
1 stop16h 48mFrontier
Deal found 6/20$380
This Vliegwinkel deal was found by Cheapflights users on 6/22. 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 Vliegwinkel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/87:00 amIAD - CUR
1 stop9h 35mAvianca
Thu 8/1411:05 amCUR - IAD
1 stop18h 30mAvianca
Deal found 6/22$390
This Mytrip deal was found by Cheapflights users on 6/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/1711:58 amIAD - STT
2 stops24h 32mMultiple Airlines
Thu 7/2410:43 amSTT - IAD
2 stops22h 40mMultiple Airlines
Deal found 6/22$392

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 June 22, 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

Sat 9/6

8:06 pm-2:34 am

1 stop6h 28m

San Juan Luis Munoz Marin Intl

Sat 9/13

3:21 pm-11:55 pm

1 stop8h 34m

$190

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Mon 8/18

8:40 am-12:34 pm

Nonstop3h 54m

San Juan Luis Munoz Marin Intl

Thu 8/21

6:51 am-10:47 am

Nonstop3h 56m

$199

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Sun 7/20

5:28 pm-9:24 pm

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

Thu 7/31

1:05 am-7:20 am

1 stop6h 15m

$272

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Tue 7/8

9:03 am-12:27 am

1 stop15h 24m

San Juan Luis Munoz Marin Intl

Wed 7/9

12:59 am-10:59 am

1 stop10h 00m

$275

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Mon 8/11

6:00 am-4:36 pm

1 stop10h 36m

San Juan Luis Munoz Marin Intl

Wed 8/20

7:30 am-6:49 pm

1 stop11h 19m

$280

Washington, D.C.Punta Cana

IAD - PUJ

IADPUJ

Washington, D.C. Dulles Intl

Wed 8/6

6:10 am-2:10 pm

1 stop8h 00m

Punta Cana

Wed 8/13

3:25 pm-12:19 am

1 stop8h 54m

$321

Washington, D.C.Nassau

IAD - NAS

IADNAS

Washington, D.C. Dulles Intl

Wed 9/17

10:20 am-5:30 pm

1 stop7h 10m

Nassau Intl

Mon 9/22

6:30 pm-11:45 am

1 stop17h 15m

$365

Washington, D.C.Santo Domingo

IAD - SDQ

IADSDQ

Washington, D.C. Dulles Intl

Sat 7/19

1:37 pm-10:45 am

1 stop21h 08m

Santo Domingo Las Americas

Sat 8/2

6:41 pm-11:29 am

1 stop16h 48m

$380

Washington, D.C.Punta Cana

IAD - PUJ

IADPUJ

Washington, D.C. Dulles Intl

Sat 8/9

5:59 pm-4:55 pm

2 stops22h 56m

Punta Cana

Fri 8/15

1:01 pm-9:13 pm

1 stop8h 12m

$389

Washington, D.C.Willemstad

IAD - CUR

IADCUR

Washington, D.C. Dulles Intl

Fri 8/8

7:00 am-4:35 pm

1 stop9h 35m

Willemstad Hato Int.

Thu 8/14

11:05 am-5:35 am

1 stop18h 30m

$390

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/20

Showing 1-10 of 60 results
1
2
3
...
6

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 June 22, 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.

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 June 22, 2025.

The most flights from IAD to zzEPX are scheduled on a Sunday (6 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 on average).

Rainfall in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean Islands ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean Islands, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 June 22, 2025.
To help decide which airline to fly from Washington, D.C. to Caribbean Islands, see what other customers have to say about Southwest, Delta and Copa Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Crew

8.6

Overall

8.0

Entertainment

7.6

Boarding

8.2

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Crew

8.6

Overall

8.0

Entertainment

7.6

Boarding

8.2

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
8.0
Very good

Crew

8.6

Overall

8.0

Entertainment

7.6

Boarding

8.2

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Crew

8.6

Overall

8.0

Entertainment

7.6

Boarding

8.2

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Crew

8.6

Overall

8.0

Entertainment

7.6

Boarding

8.2

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Avelo Airlines
7.4
Good

Crew

8.6

Overall

8.0

Entertainment

7.6

Boarding

8.2

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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 $67. Users have also found prices from $103 and $113 on United Airlines and American Airlines, respectively.

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

  • 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 (92%), United Airlines (92%), Brussels Airlines( 91%).

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

    On average you can expect to pay $514 for a flight from Washington, D.C. Dulles Intl Airport to Caribbean Islands. The cheapest flight overall is $79 while the most popular route, (Washington, D.C. Dulles Intl - San Juan Luis Munoz Marin Intl) is currently priced at $199.

  • 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Dulles Intl to Caribbean Islands

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

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 June 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$100Average$361FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$123Average$311FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$203Average$386FlexibilityNo cancel feeOn-time62%
DeltaCheapest$206Average$596FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$224Average$678FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$295Average$612FlexibilityNo cancel feeOn-time69%
AviancaCheapest$332Average$498FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$347Average$483FlexibilityNo cancel feeOn-time70%
Air CanadaCheapest$450Average$508FlexibilityNo cancel feeOn-time67%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.