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$83+ 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 12/11. Fares are subject to change and may not be available on all flights or dates of travel.
IAD — SJU
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
1 adult, Economy
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Cheap 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 November 6, 2025.

Round-trip from

$187
(Kiwi.com)

One-way from

$83
(Kiwi.com)

Popular in

December

Cheapest in

July

Average price

$356

Good round-trip deal

$308 or less

Good one-way deal

$77 or less
From Washington, D.C. Dulles Intl to Caribbean
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One-way flight from Washington, D.C. Dulles Intl to Caribbean
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Highest demand for flights based on searches. 10% potential increase in price ($38 potential increase over avg. RT price).
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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 November 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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Find 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 November 6, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/6. 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 11/246:55 amIAD - SJU
2 stops12h 32mMultiple Airlines
Tue 11/254:08 pmSJU - IAD
Nonstop4h 03mMultiple Airlines
Deal found 11/6$187
This Super.com deal was found by Cheapflights users on 11/6. 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.
Thu 12/1110:38 amIAD - SJU
Nonstop3h 54mFrontier
Sun 12/146:30 amSJU - IAD
Nonstop4h 13mFrontier
Deal found 11/6$189
This Kiwi.com deal was found by Cheapflights users on 11/6. 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.
Wed 11/198:40 amIAD - SJU
1 stop15h 26mFrontier
Sat 11/223:58 pmSJU - IAD
Nonstop4h 03mFrontier
Deal found 11/6$190
This Super.com deal was found by Cheapflights users on 11/5. 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 12/710:38 amIAD - SJU
Nonstop3h 54mFrontier
Thu 12/116:30 amSJU - IAD
Nonstop4h 13mFrontier
Deal found 11/5$199
This Kiwi.com deal was found by Cheapflights users on 11/6. 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 11/238:06 pmIAD - SJU
Nonstop3h 47mFrontier
Tue 11/259:30 pmSJU - IAD
1 stop15h 22mFrontier
Deal found 11/6$201
This Super.com deal was found by Cheapflights users on 11/5. 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 12/710:38 amIAD - SJU
Nonstop3h 54mFrontier
Sun 12/146:30 amSJU - IAD
Nonstop4h 13mFrontier
Deal found 11/5$203
This Kiwi.com deal was found by Cheapflights users on 11/6. 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 11/164:04 pmIAD - SJU
1 stop8h 28mFrontier
Sat 11/223:58 pmSJU - IAD
Nonstop4h 03mFrontier
Deal found 11/6$204
This Super.com deal was found by Cheapflights users on 11/6. 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.
Fri 11/288:06 pmIAD - SJU
Nonstop3h 47mFrontier
Sat 12/64:31 pmSJU - IAD
1 stop7h 34mFrontier
Deal found 11/6$208
This CheapOair deal was found by Cheapflights users on 11/5. 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 11/297:56 pmIAD - SJU
Nonstop3h 47mFrontier
Fri 12/53:55 amSJU - IAD
1 stop17h 29mFrontier
Deal found 11/5$210
This Kiwi.com deal was found by Cheapflights users on 11/6. 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 11/167:26 pmIAD - SJU
Nonstop3h 52mMultiple Airlines
Sat 11/2211:55 amSJU - IAD
2 stops13h 04mMultiple Airlines
Deal found 11/6$211
This Vliegwinkel deal was found by Cheapflights users on 11/6. 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.
Thu 11/139:45 amIAD - CUR
1 stop28h 25mAir Canada
Fri 11/214:10 pmCUR - IAD
1 stop29h 44mAir Canada
Deal found 11/6$277
This Vliegwinkel deal was found by Cheapflights users on 11/6. 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.
Sun 11/99:45 amIAD - CUR
1 stop28h 25mAir Canada
Mon 11/175:20 pmCUR - IAD
1 stop23h 26mAir Canada
Deal found 11/6$285

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 November 6, 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

Mon 1/19

7:15 am-2:30 pm

1 stop6h 15m

San Juan Luis Munoz Marin Intl

Fri 1/23

6:15 am-11:44 am

1 stop6h 29m

$225

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Thu 12/11

5:32 pm-10:22 pm

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Thu 12/18

5:50 pm-8:55 pm

Nonstop4h 05m

$226

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Mon 11/17

6:00 am-4:36 pm

1 stop9h 36m

San Juan Luis Munoz Marin Intl

Fri 11/21

4:52 pm-11:59 pm

1 stop8h 07m

$316

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Tue 1/27

6:00 am-2:40 pm

1 stop7h 40m

San Juan Luis Munoz Marin Intl

Fri 1/30

8:10 am-11:15 am

Nonstop4h 05m

$348

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Fri 11/14

6:00 am-2:40 pm

1 stop7h 40m

San Juan Luis Munoz Marin Intl

Wed 11/19

8:10 am-5:30 pm

1 stop10h 20m

$351

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Sun 11/9

10:05 am-5:26 pm

1 stop6h 21m

San Juan Luis Munoz Marin Intl

Mon 11/17

1:57 pm-9:32 pm

1 stop8h 35m

$354

Washington, D.C.Nassau

IAD - NAS

IADNAS

Washington, D.C. Dulles Intl

Tue 3/3

1:18 am-10:29 am

1 stop9h 11m

Nassau Intl

Wed 3/11

12:30 pm-12:32 am

1 stop12h 02m

$383

Washington, D.C.Nassau

IAD - NAS

IADNAS

Washington, D.C. Dulles Intl

Tue 1/27

1:12 am-10:28 am

1 stop9h 16m

Nassau Intl

Sat 1/31

11:35 am-3:13 am

1 stop15h 38m

$383

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Sun 1/25

5:32 pm-10:22 pm

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Tue 2/3

2:15 pm-9:13 pm

1 stop7h 58m

$385

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Tue 1/27

8:27 am-1:17 pm

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Thu 1/29

8:35 am-4:00 pm

1 stop8h 25m

$385

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/6

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 $87). Flying from Washington, D.C. Dulles Intl Airport to Caribbean 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 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 November 6, 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 November 2, 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 November 6, 2025.

The most flights from IAD to 0CB 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

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 November 6, 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
8,001 reviews

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

7.9

Boarding

8.2

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
8,001 reviews
Delta
7.9
Good
8,001 reviews

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

7.9

Boarding

8.2

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
1,561 reviews
Delta
7.9
Good
8,001 reviews

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

7.9

Boarding

8.2

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
9,003 reviews
Delta
7.9
Good
8,001 reviews

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

7.9

Boarding

8.2

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
11,040 reviews
Delta
7.9
Good
8,001 reviews

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

7.9

Boarding

8.2

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
3,116 reviews
Delta
7.9
Good
8,001 reviews

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

7.9

Boarding

8.2

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 $226, Delta 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 ($83), United Airlines ($108), and Delta ($113).

  • 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 (61%), United Airlines (61%) or Frontier (57%) 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 $295, our data shows the cheapest flight currently is $69. When looking at the most popular route, (Washington, D.C. Dulles Intl - San Juan Luis Munoz Marin Intl), you can expect to pay $174 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 $87). Flying from Washington, D.C. Dulles Intl Airport to Caribbean 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.

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 Dallas/Fort Worth flights
Dulles Intl to Miami flights
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Baltimore to Orlando flights
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Dulles Intl to Tampa flights
Reagan-National to Hobby flights
Dulles Intl to Denver flights
Dulles Intl to Sky Harbor Intl flights
Reagan-National to San Francisco flights
Dulles Intl to Atlanta flights
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Baltimore to Denver flights
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Baltimore to Tampa flights
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Dulles Intl to Boston flights
Reagan-National to Fort Lauderdale flights
Reagan-National to Seattle flights
Dulles Intl to John F Kennedy Intl flights
Baltimore to San Francisco flights
Reagan-National to Boston 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 November 6, 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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