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$115+ 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 6/27. Fares are subject to change and may not be available on all flights or dates of travel.
IAD — SJU
Jun 9 — Jun 161
Tue 6/9
Tue 6/16
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 May 10, 2026.

This Super.com deal was found by Cheapflights users on 5/9. 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 7/116:00 pm
IAD
-
SJU
1 stop6h 41m
Frontier
Tue 7/146:00 am
SJU
-
IAD
1 stop13h 58m
Frontier
Deal found 5/9$230
This Kiwi.com deal was found by Cheapflights users on 5/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/16:00 pm
IAD
-
SJU
1 stop6h 41m
Frontier
Wed 8/56:00 am
SJU
-
IAD
1 stop13h 58m
Frontier
Deal found 5/5$233
This Travelocity deal was found by Cheapflights users on 5/6. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1012:32 pm
IAD
-
SJU
1 stop12h 05m
Frontier
Wed 6/176:00 am
SJU
-
IAD
1 stop14h 02m
Frontier
Deal found 5/6$236
This Kiwi.com deal was found by Cheapflights users on 5/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/51:36 pm
IAD
-
SJU
1 stop9h 53m
Frontier
Wed 8/126:00 am
SJU
-
IAD
1 stop13h 58m
Frontier
Deal found 5/5$238
This Frontier deal was found by Cheapflights users on 5/5. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/107:30 pm
IAD
-
SJU
1 stop9h 32m
Frontier
Wed 8/123:06 am
SJU
-
IAD
1 stop9h 45m
Frontier
Deal found 5/5$240
This Super.com deal was found by Cheapflights users on 5/9. 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.
Wed 7/2912:28 pm
IAD
-
SJU
1 stop12h 13m
Frontier
Mon 8/36:00 am
SJU
-
IAD
1 stop13h 58m
Frontier
Deal found 5/9$242
This Trip.com deal was found by Cheapflights users on 5/5. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/812:28 pm
IAD
-
SJU
1 stop12h 13m
Frontier
Sat 7/116:00 am
SJU
-
IAD
1 stop13h 58m
Frontier
Deal found 5/5$243
This Super.com deal was found by Cheapflights users on 5/9. 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 7/256:00 pm
IAD
-
SJU
1 stop6h 41m
Frontier
Mon 7/273:06 am
SJU
-
IAD
1 stop9h 45m
Frontier
Deal found 5/9$244
This Kiwi.com deal was found by Cheapflights users on 5/7. 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 8/56:25 pm
IAD
-
SJU
1 stop21h 40m
Frontier
Mon 8/106:00 am
SJU
-
IAD
1 stop13h 58m
Frontier
Deal found 5/7$245
This Mytrip deal was found by Cheapflights users on 5/8. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:46 pm
IAD
-
SJU
1 stop28h 52m
Frontier
Tue 9/155:12 pm
SJU
-
IAD
1 stop27h 09m
Frontier
Deal found 5/8$248
This Kiwi.com deal was found by Cheapflights users on 5/6. 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 6/2412:32 pm
IAD
-
SJU
1 stop12h 05m
Frontier
Sat 6/276:00 am
SJU
-
IAD
1 stop14h 02m
Frontier
Deal found 5/6$253
This Super.com deal was found by Cheapflights users on 5/10. 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.
Sat 7/181:23 pm
IAD
-
SJU
1 stop12h 48m
Frontier
Sat 7/256:00 am
SJU
-
IAD
1 stop13h 58m
Frontier
Deal found 5/10$254

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 May 10, 2026.

Round-trip from

$230
(Super.com)

One-way from

$115
(Super.com)

Popular in

March

Cheapest in

October

Average price

$350

Good round-trip deal

$407 or less

Good one-way deal

$175 or less
From Washington, D.C. Dulles Intl to Caribbean
Search Deals
One-way flight from Washington, D.C. Dulles Intl to Caribbean
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($14 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals
Price to beat on a round-trip flight from Washington, D.C. Dulles Intl to Caribbean.
Search Deals
Price to beat on a one-way flight from Washington, D.C. Dulles Intl to Caribbean.
Search Deals

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 May 10, 2026.
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

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Sat 9/5

9:00 am-12:58 pm

Nonstop3h 58m

Saint Thomas Island Cyril E King

Sat 9/12

2:10 pm-10:59 pm

1 stop8h 49m

$339
Quickest round-trip

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Wed 9/16

9:00 am-12:54 pm

Nonstop3h 54m

San Juan Luis Munoz Marin Intl

Wed 9/30

4:55 pm-8:47 pm

Nonstop3h 52m

$373

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Mon 6/1

5:24 pm-9:24 pm

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

Wed 6/3

1:00 am-7:22 am

1 stop6h 22m

$375

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Wed 8/5

6:00 am-12:55 pm

1 stop6h 55m

San Juan Luis Munoz Marin Intl

Wed 8/12

2:59 pm-12:33 am

1 stop9h 34m

$376

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Thu 8/20

6:30 am-3:42 pm

1 stop9h 12m

San Juan Luis Munoz Marin Intl

Mon 8/24

4:55 pm-8:47 pm

Nonstop3h 52m

$378

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Wed 5/27

6:00 am-1:20 pm

1 stop7h 20m

San Juan Luis Munoz Marin Intl

Fri 5/29

7:30 am-4:36 pm

1 stop9h 06m

$436

Washington, D.C.Nassau

IAD - NAS

IADNAS

Washington, D.C. Dulles Intl

Sun 5/31

6:20 am-3:56 pm

1 stop9h 36m

Nassau Intl

Fri 6/5

2:35 pm-9:00 pm

1 stop6h 25m

$440

Washington, D.C.Nassau

IAD - NAS

IADNAS

Washington, D.C. Dulles Intl

Mon 8/10

6:33 am-1:29 pm

1 stop6h 56m

Nassau Intl

Thu 8/13

12:35 pm-10:59 pm

1 stop10h 24m

$440

Washington, D.C.Nassau

IAD - NAS

IADNAS

Washington, D.C. Dulles Intl

Thu 6/4

6:33 am-1:33 pm

1 stop7h 00m

Nassau Intl

Thu 6/11

2:35 pm-9:00 pm

1 stop6h 25m

$440

Washington, D.C.Willemstad

IAD - CUR

IADCUR

Washington, D.C. Dulles Intl

Tue 6/9

6:25 am-2:36 pm

1 stop8h 11m

Willemstad Hato Int.

Wed 6/17

3:39 pm-4:21 am

1 stop12h 42m

$447

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/10

Showing 1-10 of 60 resultsSorted by cheapest first
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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

How far ahead should I book a flight from Washington, D.C. Dulles Intl Airport to Caribbean?

To ensure you get the cheapest price possible for a flight from Washington, D.C. Dulles Intl Airport to Caribbean, you should look to book at least 32 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Washington, D.C. Dulles Intl Airport to Caribbean?

Currently, October is the cheapest month in which you can book a flight from Washington, D.C. Dulles Intl Airport to Caribbean (average of $102). Flying from Washington, D.C. Dulles Intl Airport to Caribbean in August is currently the most expensive (average of $957). 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 May 10, 2026.

A simple way to save on the total cost of your ticket is to fly from Washington, D.C. Dulles Intl Airport to Caribbean in the afternoon. If you’re flexible enough to do this you can expect to save up to 42% on your trip compared to booking a flight at noon.

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 May 9, 2026.

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 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

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 May 10, 2026.

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 May 10, 2026.
Read reviews from past customers who have flown Delta,Copa Airlines, andUnited 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
8,452 reviews

Boarding

8.1

Crew

8.5

Food

7.2

Overall

7.9

Entertainment

7.8

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional
Delta
7.9
Good
8,452 reviews
Delta
7.9
Good
8,452 reviews

Boarding

8.1

Crew

8.5

Food

7.2

Overall

7.9

Entertainment

7.8

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional
Copa Airlines
7.5
Good
1,584 reviews
Delta
7.9
Good
8,452 reviews

Boarding

8.1

Crew

8.5

Food

7.2

Overall

7.9

Entertainment

7.8

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional
United Airlines
7.4
Good
9,697 reviews
Delta
7.9
Good
8,452 reviews

Boarding

8.1

Crew

8.5

Food

7.2

Overall

7.9

Entertainment

7.8

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional
American Airlines
7.1
Good
11,671 reviews
Delta
7.9
Good
8,452 reviews

Boarding

8.1

Crew

8.5

Food

7.2

Overall

7.9

Entertainment

7.8

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional
Frontier
5.6
Fair
2,955 reviews
Delta
7.9
Good
8,452 reviews

Boarding

8.1

Crew

8.5

Food

7.2

Overall

7.9

Entertainment

7.8

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional

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 $339, United Airlines can have you in Caribbean from Washington, D.C. Dulles Intl Airport in 3h 58m. The distance between Washington, D.C. Dulles Intl Airport and Caribbean is about 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 one-way?

    The cheapest airlines for a one-way flight from Washington, D.C. Dulles Intl Airport to Caribbean are Frontier ($59), 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 United Airlines (92%), Air Canada (88%) or Brussels Airlines (83%) 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 $792, our data shows the cheapest flight currently is $138. When looking at the most popular route, (Washington, D.C. Dulles Intl - San Juan Luis Munoz Marin Intl), you can expect to pay $258 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, October is the cheapest month in which you can book a flight from Washington, D.C. Dulles Intl Airport to Caribbean (average of $102). Flying from Washington, D.C. Dulles Intl Airport to Caribbean in August is currently the most expensive (average of $957). 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 Seattle flights
Dulles Intl to Dallas/Fort Worth flights
Reagan-National to Seattle flights
Baltimore to Dallas/Fort Worth flights
Dulles Intl to Las Vegas flights
Baltimore to Hobby flights
Baltimore to Los Angeles flights
Baltimore to Orlando flights
Baltimore to Atlanta flights
Reagan-National to Miami flights
Baltimore to Miami flights
Reagan-National to Los Angeles flights
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Baltimore to Seattle flights
Baltimore to Fort Lauderdale flights
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Reagan-National to O'Hare Intl flights
Dulles Intl to Cancún flights
Reagan-National to Orlando flights
Reagan-National to Las Vegas flights
Dulles Intl to Los Angeles flights
Baltimore to Las Vegas flights
Baltimore to O'Hare Intl flights
Dulles Intl to Fort Lauderdale flights
Dulles Intl to Hobby flights
Baltimore to Boston flights
Dulles Intl to O'Hare Intl flights
Reagan-National to Dallas/Fort Worth flights
Dulles Intl to Heathrow flights
Dulles Intl to San Francisco flights
Baltimore to Denver flights
Dulles Intl to Boston flights
Dulles Intl to Atlanta flights
Baltimore to Cancún flights
Reagan-National to Boston flights
Baltimore to George Bush Intcntl flights
Baltimore to San Francisco flights
Baltimore to Heathrow flights
Dulles Intl to Tampa flights
Reagan-National to Hobby flights
Reagan-National to San Francisco flights
Dulles Intl to Midway flights
Dulles Intl to San Salvador flights
Dulles Intl to New Orleans flights
Dulles Intl to Luis Munoz Marin Intl flights
Baltimore to Luis Munoz Marin Intl flights
Dulles Intl to Charles de Gaulle flights
Baltimore to Tampa flights
Dulles Intl to San Diego 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 May 10, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$92Average$461FlexibilityNo cancel feeOn-time62%
DeltaCheapest$136Average$577FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$151Average$249FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$161Average$558FlexibilityNo cancel feeOn-time62%
AviancaCheapest$162Average$384FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$189Average$425FlexibilityNo cancel feeOn-time67%
American AirlinesCheapest$225Average$587FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$238Average$576FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$253Average$619FlexibilityNo cancel feeOn-time69%

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