HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean Islands

$109+ Cheap flights from Washington 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 1/17. Fares are subject to change and may not be available on all flights or dates of travel.
SEA — SJU
Dec 13 — Dec 201
Sat 12/13
Sat 12/20
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Washington 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.

Find flight deals from Washington to Caribbean Islands

Cheapest flights from Washington to Caribbean Islands
Explore the most affordable flight options available from Washington to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 13, 2025.

This Southwest deal was found by Cheapflights users on 11/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/86:55 pmPDX - SJU
2 stops11h 30mSouthwest
Fri 12/123:30 pmSJU - PDX
2 stops12h 50mSouthwest
Deal found 11/11$375
This Southwest deal was found by Cheapflights users on 11/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/108:00 amPDX - SJU
2 stops12h 35mSouthwest
Sat 12/135:40 amSJU - PDX
2 stops14h 50mSouthwest
Deal found 11/12$397
This American Airlines deal was found by Cheapflights users on 11/13. 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.
Fri 12/512:38 amSEA - MBJ
1 stop9h 42mAmerican Airlines
Sat 12/133:12 pmMBJ - SEA
1 stop11h 13mAmerican Airlines
Deal found 11/13$411
This American Airlines deal was found by Cheapflights users on 11/12. 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.
Sat 12/610:15 pmPDX - SJU
1 stop19h 50mAmerican Airlines
Mon 12/87:00 amSJU - PDX
1 stop18h 24mAmerican Airlines
Deal found 11/12$414
This Delta deal was found by Cheapflights users on 11/12. 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 12/87:30 pmPDX - SJU
2 stops14h 29mDelta
Thu 12/117:00 amSJU - PDX
2 stops14h 43mDelta
Deal found 11/12$419
This Delta deal was found by Cheapflights users on 11/12. 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.
Thu 11/2711:00 pmSEA - MBJ
1 stop10h 52mDelta
Sat 12/63:38 pmMBJ - SEA
1 stop11h 21mDelta
Deal found 11/12$421
This American Airlines deal was found by Cheapflights users on 11/12. 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.
Mon 12/155:18 amSEA - SJU
1 stop12h 07mAmerican Airlines
Sun 12/211:30 amSJU - SEA
1 stop11h 56mAmerican Airlines
Deal found 11/12$425
This Delta deal was found by Cheapflights users on 11/11. 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.
Sat 12/65:00 pmSEA - MBJ
2 stops16h 30mDelta
Sat 12/132:19 pmMBJ - SEA
1 stop12h 39mDelta
Deal found 11/11$426
This American Airlines deal was found by Cheapflights users on 11/12. 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.
Wed 12/310:08 pmSEA - SJU
1 stop15h 44mAmerican Airlines
Wed 12/102:36 pmSJU - SEA
2 stops13h 02mAmerican Airlines
Deal found 11/12$428
This Delta deal was found by Cheapflights users on 11/11. 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.
Fri 12/53:47 pmSEA - PUJ
1 stop17h 21mDelta
Wed 12/103:50 pmPUJ - SEA
1 stop12h 08mDelta
Deal found 11/11$430
This American Airlines deal was found by Cheapflights users on 11/11. 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 12/25:54 pmSEA - MBJ
2 stops13h 19mAmerican Airlines
Sun 12/72:30 pmMBJ - SEA
1 stop11h 55mAmerican Airlines
Deal found 11/11$431
This United Airlines deal was found by Cheapflights users on 11/11. 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.
Fri 12/125:00 amSEA - PUJ
1 stop9h 18mUnited Airlines
Tue 12/162:05 pmPUJ - SEA
2 stops14h 45mUnited Airlines
Deal found 11/11$434

Cheap flight deals from Washington to Caribbean Islands

Keep the following information in mind while searching for Washington to Caribbean Islands flight deals. Data was last updated November 13, 2025.

Round-trip from

$375
(Southwest)

One-way from

$109
(Kiwi.com)

Popular in

December

Cheapest in

October

Average price

$522
From Washington to Caribbean Islands
Search Deals
One-way flight from Washington to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($21 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Washington 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 November 13, 2025.
Use the filters below to find and compare flights from Washington to Caribbean Islands that are best for you.

Fly from

Washington

Fly to

Caribbean Islands

Route

Depart

Return

Price

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Wed 12/10

5:00 am-10:05 pm

2 stops13h 05m

San Juan Luis Munoz Marin Intl

Thu 12/18

11:55 am-12:20 am

2 stops16h 25m

$375

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Tue 2/3

6:45 am-12:35 am

2 stops13h 50m

San Juan Luis Munoz Marin Intl

Tue 2/10

5:40 am-3:45 pm

2 stops14h 05m

$375

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Wed 12/10

8:00 am-12:35 am

2 stops12h 35m

San Juan Luis Munoz Marin Intl

Wed 12/17

11:20 am-9:25 pm

2 stops14h 05m

$397

SeattleMontego Bay

SEA - MBJ

SEAMBJ

Seattle/Tacoma Intl

Wed 1/7

11:10 pm-12:51 pm

1 stop10h 41m

Montego Bay Sangster Intl

Tue 1/13

12:38 pm-10:50 pm

1 stop13h 12m

$411

SeattleMontego Bay

SEA - MBJ

SEAMBJ

Seattle/Tacoma Intl

Sun 1/4

11:59 pm-4:12 pm

2 stops13h 13m

Montego Bay Sangster Intl

Sun 1/11

2:48 pm-10:43 pm

1 stop10h 55m

$411

SeattleMontego Bay

SEA - MBJ

SEAMBJ

Seattle/Tacoma Intl

Fri 12/5

12:38 am-1:20 pm

1 stop9h 42m

Montego Bay Sangster Intl

Sat 12/13

3:12 pm-11:25 pm

1 stop11h 13m

$411

SeattleMontego Bay

SEA - MBJ

SEAMBJ

Seattle/Tacoma Intl

Mon 12/8

3:47 pm-1:04 pm

1 stop18h 17m

Montego Bay Sangster Intl

Sun 12/14

3:38 pm-11:58 pm

1 stop11h 20m

$411

SeattleMontego Bay

SEA - MBJ

SEAMBJ

Seattle/Tacoma Intl

Fri 12/12

11:50 pm-2:29 pm

1 stop11h 39m

Montego Bay Sangster Intl

Tue 12/16

2:48 pm-10:28 pm

1 stop10h 40m

$411

SeattleMontego Bay

SEA - MBJ

SEAMBJ

Seattle/Tacoma Intl

Wed 1/7

11:10 pm-12:51 pm

1 stop10h 41m

Montego Bay Sangster Intl

Wed 1/14

12:38 pm-10:50 pm

1 stop13h 12m

$411

SeattleMontego Bay

SEA - MBJ

SEAMBJ

Seattle/Tacoma Intl

Tue 3/3

4:05 pm-11:10 am

1 stop16h 05m

Montego Bay Sangster Intl

Thu 3/5

2:10 pm-9:55 pm

1 stop10h 45m

$411

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/12

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

Best time to book a flight from Washington to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Washington 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 to Caribbean Islands

What is the cheapest month to book a flight from State of Washington to Caribbean Islands?

Currently, April is the cheapest month in which you can book a flight from State of Washington to Caribbean Islands (average of $159). Flying from State of Washington to Caribbean Islands in July is currently the most expensive (average of $454). 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 WA to EPX?

Find hourly flight availability from Washington 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 November 13, 2025.

When flying from State of Washington to Caribbean Islands, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 11% versus a flight in the morning.

What is the cheapest day to fly from State of Washington to Caribbean Islands?

Use this chart to determine the cheapest time to fly round-trip from Washington to Caribbean Islands. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their State of Washington to Caribbean Islands flight should consider departing on Monday mornings when fares are most often at their lowest. Thursday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Related info for your journey

Find useful and relevant information for your journey from Washington 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 State of Washington to Caribbean Islands?

    Airlines like Southwest, Delta, and United Airlines fly from State of Washington to Caribbean Islands in about 10h 41m. The time it takes to get you to your destination can typically vary by up to 2h 32m. Airlines will cover a distance of 3191 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from State of Washington to Caribbean Islands one-way?

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $109. Delta flights start at $187 while deals on American Airlines start at $191 one-way.

  • Can I find deals for flights from Washington to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Washington to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Washington to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Washington to Caribbean Islands.

  • Can I find deals for business class flights from Washington to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Washington 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 State of Washington to Caribbean Islands?

    Currently, April is the cheapest month in which you can book a flight from State of Washington to Caribbean Islands (average of $159). Flying from State of Washington to Caribbean Islands in July is currently the most expensive (average of $454). 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 Washington to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Fort Lauderdale flights
John F Kennedy Intl to Miami flights
Newark to Fort Lauderdale flights
Los Angeles to John F Kennedy Intl flights
John F Kennedy Intl to Cancún flights
John F Kennedy Intl to Los Angeles flights
Newark to Cancún flights
LaGuardia to Fort Lauderdale flights
Newark to Miami flights
John F Kennedy Intl to Dallas/Fort Worth flights
John F Kennedy Intl to Orlando flights
Dallas/Fort Worth to John F Kennedy Intl flights
Dallas/Fort Worth to LaGuardia flights
LaGuardia to Miami flights
John F Kennedy Intl to West Palm Beach flights
LaGuardia to Dallas/Fort Worth flights
Los Angeles to Newark flights
O'Hare Intl to Cancún flights
Newark to Dallas/Fort Worth flights
San Francisco to John F Kennedy Intl flights
Dallas/Fort Worth to Newark flights
Newark to Los Angeles flights
John F Kennedy Intl to Las Vegas flights
John F Kennedy Intl to Mexico City flights
Seattle to Los Angeles flights
Newark to West Palm Beach flights
Atlanta to John F Kennedy Intl flights
O'Hare Intl to John F Kennedy Intl flights
Newark to Mexico City flights
Dallas/Fort Worth to Las Vegas flights
John F Kennedy Intl to San Francisco flights
Newark to Las Vegas flights
San Francisco to Newark flights
O'Hare Intl to Las Vegas flights
Los Angeles to Seattle flights
John F Kennedy Intl to Tampa flights
Los Angeles to LaGuardia flights
Hobby to LaGuardia flights
San Francisco to Las Vegas flights
Los Angeles to Honolulu flights
Fort Lauderdale to John F Kennedy Intl flights
Boston to Fort Lauderdale flights
Seattle to Las Vegas flights
Atlanta to LaGuardia flights
Newark to Orlando flights
LaGuardia to Cancún flights
John F Kennedy Intl to Atlanta flights
LaGuardia to Orlando flights
LaGuardia to Hobby flights
Los Angeles to Dallas/Fort Worth flights

Top 10 airlines flying from Washington to Caribbean Islands

Discover the top 10 airlines that operate flights from Washington 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 November 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$158Average$698FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$175Average$698FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$208Average$422FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$270Average$678FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$327Average$625FlexibilityNo cancel feeOn-time62%
Alaska AirlinesCheapest$340Average$669FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$352Average$716FlexibilityNo cancel feeOn-time71%
Sun Country AirCheapest$447Average$810FlexibilityNo cancel feeOn-time83%
SouthwestCheapest$470Average$739FlexibilityNo cancel feeOn-time63%
Air CanadaCheapest$632Average$914FlexibilityNo 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.