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Caribbean Islands

$77+ 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 1/24. Fares are subject to change and may not be available on all flights or dates of travel.
IAD — SJU
Jan 29 — Feb 51
Thu 1/29
Thu 2/5
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 December 30, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 12/29. 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.
Tue 12/308:15 pmIAD - SJU
Nonstop3h 54mFrontier
Fri 1/93:11 pmSJU - IAD
Nonstop4h 13mFrontier
Deal found 12/29$179
This Cheapflightsfares deal was found by Cheapflights users on 12/28. 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.
Tue 12/308:15 pmIAD - SJU
Nonstop3h 54mFrontier
Fri 1/163:11 pmSJU - IAD
Nonstop4h 08mFrontier
Deal found 12/28$195
This Frontier deal was found by Cheapflights users on 12/30. 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.
Tue 12/308:15 pmIAD - SJU
Nonstop3h 54mFrontier
Sat 1/102:57 pmSJU - IAD
Nonstop4h 13mFrontier
Deal found 12/30$212
This Cheapflightsfares deal was found by Cheapflights users on 12/30. 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.
Tue 12/308:15 pmIAD - SJU
Nonstop3h 54mFrontier
Thu 1/83:11 pmSJU - IAD
Nonstop4h 13mFrontier
Deal found 12/30$219
This United Airlines deal was found by Cheapflights users on 12/28. 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 12/2812:54 pmIAD - GCM
Nonstop3h 41mUnited Airlines
Wed 12/315:10 pmGCM - IAD
Nonstop3h 19mUnited Airlines
Deal found 12/28$314
This United Airlines deal was found by Cheapflights users on 12/29. 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.
Tue 12/3012:54 pmIAD - GCM
Nonstop3h 41mUnited Airlines
Wed 2/42:25 pmGCM - IAD
1 stop8h 53mUnited Airlines
Deal found 12/29$315
This Delta deal was found by Cheapflights users on 12/28. 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.
Wed 12/316:00 amIAD - GCM
1 stop6h 36mDelta
Sat 1/1012:45 pmGCM - IAD
1 stop10h 21mDelta
Deal found 12/28$328
This United Airlines deal was found by Cheapflights users on 12/28. 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 12/3112:54 pmIAD - GCM
Nonstop3h 41mUnited Airlines
Sat 1/105:30 pmGCM - IAD
Nonstop3h 19mUnited Airlines
Deal found 12/28$424
This Expedia deal was found by Cheapflights users on 12/29. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/315:10 pmIAD - PUJ
2 stops19h 50mAir Canada
Fri 1/94:55 pmPUJ - IAD
1 stop28h 59mAir Canada
Deal found 12/29$426
This United Airlines deal was found by Cheapflights users on 12/29. 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 12/2910:33 pmIAD - GCM
1 stop15h 12mUnited Airlines
Thu 1/15:10 pmGCM - IAD
Nonstop3h 19mUnited Airlines
Deal found 12/29$428
This United Airlines deal was found by Cheapflights users on 12/28. 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.
Tue 12/308:50 amIAD - NAS
Nonstop3h 00mUnited Airlines
Wed 12/314:25 pmNAS - IAD
1 stop6h 41mUnited Airlines
Deal found 12/28$428
This Air Canada deal was found by Cheapflights users on 12/28. 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.
Sun 12/2810:08 pmIAD - PUJ
2 stops14h 52mAir Canada
Sun 1/113:35 pmPUJ - IAD
1 stop30h 19mAir Canada
Deal found 12/28$431

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 December 30, 2025.

Round-trip from

$174
(Kiwi.com)

One-way from

$77
(Frontier)

Popular in

December

Cheapest in

July

Average price

$440
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. 10% potential increase in price ($37 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in December 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 December 30, 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

Tue 2/3

6:00 am-5:17 pm

1 stop10h 17m

San Juan Luis Munoz Marin Intl

Sat 2/7

1:07 pm-8:20 pm

1 stop8h 13m

$216

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Tue 1/20

6:00 am-4:10 pm

1 stop9h 10m

Saint Thomas Island Cyril E King

Thu 1/22

1:52 pm-8:45 pm

1 stop7h 53m

$219

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Wed 1/28

6:03 am-4:36 pm

1 stop9h 33m

San Juan Luis Munoz Marin Intl

Wed 2/4

2:45 pm-9:13 pm

1 stop7h 28m

$221

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Wed 2/18

12:24 pm-11:56 pm

1 stop10h 32m

San Juan Luis Munoz Marin Intl

Wed 2/25

2:12 pm-8:45 pm

1 stop7h 33m

$233

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Tue 2/10

7:15 am-4:20 pm

1 stop8h 05m

Saint Thomas Island Cyril E King

Sat 2/14

4:15 pm-12:21 am

1 stop9h 06m

$241

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Tue 4/14

8:34 am-12:34 pm

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

Tue 4/21

7:20 am-11:21 am

Nonstop4h 01m

$242

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Wed 4/8

6:01 am-4:18 pm

1 stop10h 17m

San Juan Luis Munoz Marin Intl

Tue 4/14

6:15 am-2:05 pm

1 stop7h 50m

$251

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Mon 3/2

12:24 pm-11:56 pm

1 stop10h 32m

San Juan Luis Munoz Marin Intl

Wed 3/11

5:30 pm-12:31 am

1 stop7h 01m

$251

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Thu 2/26

12:24 pm-11:56 pm

1 stop10h 32m

San Juan Luis Munoz Marin Intl

Wed 3/4

6:37 pm-12:21 am

1 stop6h 44m

$251

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Mon 2/23

12:24 pm-11:59 pm

1 stop10h 35m

San Juan Luis Munoz Marin Intl

Tue 3/3

6:15 am-2:45 pm

1 stop9h 30m

$251

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/28

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 April is currently the most expensive (average of $231). 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 December 30, 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 in the evening.

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 December 27, 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 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 December 30, 2025.

The most flights from IAD to zzEPX are scheduled on a Monday (6 on average). You will have fewer flight options on Wednesday, 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 December 30, 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
8,014 reviews

Comfort

7.9

Crew

8.5

Overall

7.9

Entertainment

7.9

Food

7.2

Boarding

8.1

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
8,014 reviews
Delta
7.9
Good
8,014 reviews

Comfort

7.9

Crew

8.5

Overall

7.9

Entertainment

7.9

Food

7.2

Boarding

8.1

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
8,014 reviews

Comfort

7.9

Crew

8.5

Overall

7.9

Entertainment

7.9

Food

7.2

Boarding

8.1

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
9,123 reviews
Delta
7.9
Good
8,014 reviews

Comfort

7.9

Crew

8.5

Overall

7.9

Entertainment

7.9

Food

7.2

Boarding

8.1

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
11,074 reviews
Delta
7.9
Good
8,014 reviews

Comfort

7.9

Crew

8.5

Overall

7.9

Entertainment

7.9

Food

7.2

Boarding

8.1

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
3,066 reviews
Delta
7.9
Good
8,014 reviews

Comfort

7.9

Crew

8.5

Overall

7.9

Entertainment

7.9

Food

7.2

Boarding

8.1

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 9h 33m. The time it takes to get you to your destination can typically vary by up to 9h 30m. 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 Frontier. According to our data, you can fly for as low as $64. Users have also found prices from $109 and $124 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 - Saint Thomas Island Cyril E King 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 (72%), United Airlines (72%), Brussels Airlines( 58%).

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

    On average you can expect to pay $647 for a flight from Washington, D.C. Dulles Intl Airport to Caribbean Islands. The cheapest flight overall is $70 while the most popular route, (Washington, D.C. Dulles Intl - San Juan Luis Munoz Marin Intl) is currently priced at $134.

  • 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 April is currently the most expensive (average of $231). 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 December 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$100Average$408FlexibilityNo cancel feeOn-time62%
DeltaCheapest$148Average$686FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$151Average$300FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$161Average$579FlexibilityNo cancel feeOn-time62%
AviancaCheapest$167Average$453FlexibilityNo cancel feeOn-time71%
American AirlinesCheapest$219Average$652FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$238Average$492FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$269Average$615FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$425Average$508FlexibilityNo cancel feeOn-time67%

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