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$93+ 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 12/30. Fares are subject to change and may not be available on all flights or dates of travel.
IAD — SJU
Jan 10 — Jan 171
Sat 1/10
Sat 1/17
1 adult, Economy
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Cheap 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 December 11, 2025.

This Priceline deal was found by Cheapflights users on 12/9. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/299:58 pmIAD - SJU
1 stop27h 52mFrontier
Fri 1/163:11 pmSJU - IAD
Nonstop4h 08mFrontier
Deal found 12/9$185
This Super.com deal was found by Cheapflights users on 12/10. 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 Super.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 12/10$211
This Frontier deal was found by Cheapflights users on 12/8. 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.
Mon 12/159:26 amIAD - SJU
1 stop13h 30mFrontier
Thu 1/85:45 amSJU - IAD
1 stop8h 16mFrontier
Deal found 12/8$213
This Super.com deal was found by Cheapflights users on 12/9. 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.
Mon 12/159:26 amIAD - SJU
1 stop13h 30mFrontier
Fri 12/194:18 pmSJU - IAD
Nonstop4h 13mFrontier
Deal found 12/9$218
This Frontier deal was found by Cheapflights users on 12/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/159:26 amIAD - SJU
1 stop13h 30mFrontier
Sat 12/204:18 pmSJU - IAD
Nonstop4h 13mFrontier
Deal found 12/10$219
This Priceline deal was found by Cheapflights users on 12/8. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/292:09 pmIAD - SJU
1 stop17h 30mFrontier
Wed 1/73:28 pmSJU - IAD
1 stop22h 33mFrontier
Deal found 12/8$231
This CheapOair deal was found by Cheapflights users on 12/10. 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.
Thu 12/1110:38 amIAD - SJU
Nonstop3h 54mFrontier
Sun 12/214:18 pmSJU - IAD
Nonstop4h 13mFrontier
Deal found 12/10$233
This Super.com deal was found by Cheapflights users on 12/10. 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 Super.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
Fri 12/194:18 pmSJU - IAD
Nonstop4h 13mFrontier
Deal found 12/10$234
This United Airlines deal was found by Cheapflights users on 12/9. 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.
Thu 12/186:30 amIAD - STT
1 stop8h 48mUnited Airlines
Sun 12/215:20 pmSTT - IAD
Nonstop4h 23mUnited Airlines
Deal found 12/9$294
This United Airlines deal was found by Cheapflights users on 12/9. 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.
Tue 12/168:15 amIAD - STT
Nonstop3h 57mUnited Airlines
Mon 12/225:20 pmSTT - IAD
Nonstop4h 23mUnited Airlines
Deal found 12/9$296
This United Airlines deal was found by Cheapflights users on 12/10. 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.
Wed 12/2412:54 pmIAD - GCM
Nonstop3h 41mUnited Airlines
Wed 12/315:10 pmGCM - IAD
Nonstop3h 19mUnited Airlines
Deal found 12/10$305
This United Airlines deal was found by Cheapflights users on 12/9. 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.
Tue 12/2312:54 pmIAD - GCM
Nonstop3h 41mUnited Airlines
Fri 12/265:10 pmGCM - IAD
Nonstop3h 19mUnited Airlines
Deal found 12/9$314

Find 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 December 11, 2025.

Round-trip from

$179
(WAYA)

One-way from

$93
(United Airlines)

Popular in

December

Cheapest in

July

Average price

$449

Good round-trip deal

$271 or less

Good one-way deal

$137 or less
From Washington, D.C. Dulles Intl to Caribbean
Search Deals
One-way flight from Washington, D.C. Dulles Intl to Caribbean
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Highest demand for flights based on searches. 11% potential increase in price ($42 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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Price to beat on a round-trip flight from Washington, D.C. Dulles Intl to Caribbean.
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Price to beat on a one-way flight from Washington, D.C. Dulles Intl to Caribbean.
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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 December 11, 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

Wed 1/14

8:27 am-1:17 pm

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Wed 1/14

5:50 pm-8:55 pm

Nonstop4h 05m

$211

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Mon 2/2

5:32 pm-10:22 pm

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Fri 2/6

8:10 am-11:15 am

Nonstop4h 05m

$242

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Mon 5/11

6:00 am-3:42 pm

1 stop9h 42m

San Juan Luis Munoz Marin Intl

Fri 5/15

7:20 am-11:21 am

Nonstop4h 01m

$247

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Wed 1/21

12:23 pm-11:57 pm

1 stop10h 34m

San Juan Luis Munoz Marin Intl

Wed 1/28

6:27 pm-12:24 am

1 stop6h 57m

$251

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Tue 1/20

6:00 am-1:06 pm

1 stop6h 06m

San Juan Luis Munoz Marin Intl

Thu 1/22

6:27 pm-12:24 am

1 stop6h 57m

$251

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Sat 5/2

1:00 pm-10:54 pm

1 stop9h 54m

San Juan Luis Munoz Marin Intl

Sat 5/9

6:15 am-1:59 pm

1 stop7h 44m

$269

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Tue 3/17

8:59 am-12:56 pm

Nonstop3h 57m

Saint Thomas Island Cyril E King

Thu 3/26

4:25 pm-11:19 pm

1 stop6h 54m

$285

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Sun 1/25

8:59 am-1:56 pm

Nonstop3h 57m

Saint Thomas Island Cyril E King

Fri 1/30

5:25 pm-11:18 pm

1 stop6h 53m

$285

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Sat 1/17

5:32 pm-10:22 pm

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Wed 1/21

5:50 pm-8:55 pm

Nonstop4h 05m

$288

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Sat 1/17

12:54 pm-4:35 pm

Nonstop3h 41m

George Town Owen Roberts Intl

Sat 1/24

5:30 pm-8:49 pm

Nonstop3h 19m

$296

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/8

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, June is the cheapest month in which you can book a flight from Washington, D.C. Dulles Intl Airport to Caribbean (average of $86). Flying from Washington, D.C. Dulles Intl Airport to Caribbean in April is currently the most expensive (average of $236). 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 December 11, 2025.

A simple way to save on the total cost of your ticket is to fly from Washington, D.C. Dulles Intl Airport to Caribbean at noon. If you’re flexible enough to do this you can expect to save up to 30% on your trip compared to booking a flight in the morning.

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

Use this chart to determine the cheapest time to fly round-trip from Dulles Intl to Caribbean. Price data was last updated on December 6, 2025.

Travelers seeking maximum savings on their Washington, D.C. Dulles Intl Airport to Caribbean 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

Explore weekly flight availability from Dulles Intl to Caribbean. 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 11, 2025.

The most flights from IAD to 0CB 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

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 December 11, 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.
Delta
7.9
Good
8,007 reviews

Boarding

8.1

Entertainment

7.9

Crew

8.5

Food

7.3

Comfort

7.9

Overall

7.9

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
8,007 reviews
Delta
7.9
Good
8,007 reviews

Boarding

8.1

Entertainment

7.9

Crew

8.5

Food

7.3

Comfort

7.9

Overall

7.9

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
1,558 reviews
Delta
7.9
Good
8,007 reviews

Boarding

8.1

Entertainment

7.9

Crew

8.5

Food

7.3

Comfort

7.9

Overall

7.9

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
9,093 reviews
Delta
7.9
Good
8,007 reviews

Boarding

8.1

Entertainment

7.9

Crew

8.5

Food

7.3

Comfort

7.9

Overall

7.9

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
11,048 reviews
Delta
7.9
Good
8,007 reviews

Boarding

8.1

Entertainment

7.9

Crew

8.5

Food

7.3

Comfort

7.9

Overall

7.9

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
3,085 reviews
Delta
7.9
Good
8,007 reviews

Boarding

8.1

Entertainment

7.9

Crew

8.5

Food

7.3

Comfort

7.9

Overall

7.9

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. 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 $211, 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 Frontier ($64), United Airlines ($108), and Delta ($112).

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

    The most popular flight routes from Washington, D.C. Dulles Intl Airport to Caribbean are Washington, D.C. Dulles Intl - San Juan Luis Munoz Marin Intl, Washington, D.C. Dulles Intl - Punta Cana and Washington, D.C. Dulles Intl - Oranjestad Reina Beatrix.

  • 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 (74%), United Airlines (74%) or Brussels Airlines (58%) 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 $731, our data shows the cheapest flight currently is $99. When looking at the most popular route, (Washington, D.C. Dulles Intl - San Juan Luis Munoz Marin Intl), you can expect to pay $140 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, June is the cheapest month in which you can book a flight from Washington, D.C. Dulles Intl Airport to Caribbean (average of $86). Flying from Washington, D.C. Dulles Intl Airport to Caribbean in April is currently the most expensive (average of $236). 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.
Dulles Intl to Cancún flights
Reagan-National to Miami flights
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Dulles Intl to Sky Harbor Intl flights
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Dulles Intl to Atlanta flights
Reagan-National to Luis Munoz Marin Intl flights
Dulles Intl to Hobby flights
Dulles Intl to Portland flights
Dulles Intl to Mexico City flights
Dulles Intl to Heathrow flights
Reagan-National to Seattle flights
Baltimore to Denver flights
Dulles Intl to Seattle flights
Baltimore to Tampa flights
Reagan-National to Atlanta flights
Dulles Intl to New Orleans flights
Reagan-National to O'Hare Intl flights
Dulles Intl to Denver flights
Dulles Intl to Haneda flights
Baltimore to O'Hare Intl flights
Baltimore to Sky Harbor Intl flights
Dulles Intl to San Francisco flights
Reagan-National to San Francisco flights
Reagan-National to Tampa flights
Dulles Intl to Charles de Gaulle flights

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 December 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$108Average$394FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$145Average$656FlexibilityNo cancel feeOn-time71%
DeltaCheapest$148Average$686FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$151Average$302FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$161Average$386FlexibilityNo cancel feeOn-time62%
AviancaCheapest$167Average$450FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$238Average$493FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$269Average$619FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$425Average$523FlexibilityNo cancel feeOn-time67%

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