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$119+ Cheap flights from Washington 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 12/7. Fares are subject to change and may not be available on all flights or dates of travel.
SEA — SJU
Dec 10 — Dec 171
Wed 12/10
Wed 12/17
1 adult, Economy
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Cheap flight deals from Washington to Caribbean

Keep the following information in mind while searching for Washington to Caribbean flight deals. Data was last updated November 10, 2025.

Round-trip from

$375
(Southwest)

One-way from

$119
(Kiwi.com)

Popular in

December

Cheapest in

October

Average price

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

Cheapest flights from Washington to Caribbean
Explore the most affordable flight options available from Washington to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 10, 2025.

This Southwest deal was found by Cheapflights users on 11/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/96:55 pmPDX - SJU
2 stops11h 30mSouthwest
Thu 12/1111:20 amSJU - PDX
2 stops14h 05mSouthwest
Deal found 11/10$375
This Southwest deal was found by Cheapflights users on 11/10. 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 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
Wed 12/1711:20 amSJU - PDX
2 stops14h 05mSouthwest
Deal found 11/10$397
This American Airlines deal was found by Cheapflights users on 11/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/910:15 pmPDX - SJU
1 stop19h 54mAmerican Airlines
Thu 12/117:00 amSJU - PDX
2 stops14h 28mAmerican Airlines
Deal found 11/10$414
This United Airlines deal was found by Cheapflights users on 11/10. 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 12/105:00 amPDX - SJU
2 stops13h 22mUnited Airlines
Wed 12/173:46 pmSJU - PDX
1 stop11h 13mUnited Airlines
Deal found 11/10$419
This Delta deal was found by Cheapflights users on 11/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/62:50 pmSEA - MBJ
1 stop18h 40mDelta
Sat 12/133:38 pmMBJ - SEA
1 stop11h 20mDelta
Deal found 11/10$421
This Delta deal was found by Cheapflights users on 11/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/2310:15 pmSEA - PUJ
1 stop11h 11mDelta
Tue 12/95:04 pmPUJ - SEA
1 stop21h 15mDelta
Deal found 11/9$423
This American Airlines deal was found by Cheapflights users on 11/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/712:38 amSEA - MBJ
2 stops12h 11mAmerican Airlines
Mon 12/1512:21 pmMBJ - SEA
1 stop11h 16mAmerican Airlines
Deal found 11/8$426
This American Airlines deal was found by Cheapflights users on 11/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/27:19 amSEA - SJU
2 stops13h 25mAmerican Airlines
Wed 12/103:45 pmSJU - SEA
1 stop11h 53mAmerican Airlines
Deal found 11/10$428
This United Airlines deal was found by Cheapflights users on 11/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/611:50 pmSEA - SJU
1 stop10h 50mUnited Airlines
Fri 12/122:05 amSJU - SEA
1 stop13h 11mUnited Airlines
Deal found 11/8$430
This American Airlines deal was found by Cheapflights users on 11/9. 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 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 12/73:55 pmMBJ - SEA
1 stop10h 06mAmerican Airlines
Deal found 11/9$431
This eDestinos deal was found by Cheapflights users on 11/10. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/47:20 amSEA - SJU
3 stops37h 29mMultiple Airlines
Mon 12/87:10 amSJU - SEA
1 stop31h 30mMultiple Airlines
Deal found 11/10$431
This Kiwi.com deal was found by Cheapflights users on 11/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/59:45 amSEA - SJU
1 stop10h 50mMultiple Airlines
Tue 1/67:01 pmSJU - SEA
2 stops42h 33mMultiple Airlines
Deal found 11/10$432

Cheapflights Fare Finder

 
Customize your flight search to find flights from Washington 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 10, 2025.
Use the filters below to find and compare flights from Washington to Caribbean that are best for you.

Fly from

Washington

Fly to

Caribbean

Route

Depart

Return

Price

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sat 1/31

11:05 pm-12:55 pm

1 stop9h 50m

San Juan Luis Munoz Marin Intl

Mon 3/9

1:05 am-1:15 pm

2 stops15h 10m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Thu 1/29

5:23 am-11:59 pm

2 stops14h 36m

San Juan Luis Munoz Marin Intl

Wed 3/11

6:15 am-11:54 pm

2 stops20h 39m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Thu 1/29

7:00 am-9:00 pm

1 stop10h 00m

San Juan Luis Munoz Marin Intl

Mon 2/2

2:05 am-2:46 pm

2 stops16h 41m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sat 1/31

5:23 am-11:59 pm

2 stops14h 36m

San Juan Luis Munoz Marin Intl

Wed 3/11

6:15 am-7:11 pm

2 stops15h 56m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sun 2/1

7:37 pm-2:30 pm

2 stops14h 53m

San Juan Luis Munoz Marin Intl

Wed 3/11

6:15 am-8:47 pm

2 stops17h 32m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Mon 1/19

7:37 pm-1:05 pm

2 stops13h 28m

San Juan Luis Munoz Marin Intl

Wed 1/28

7:00 am-5:35 pm

2 stops14h 35m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Mon 2/2

7:00 am-11:59 pm

1 stop12h 59m

San Juan Luis Munoz Marin Intl

Wed 3/11

6:15 am-7:11 pm

2 stops15h 56m

$419

SeattleMontego Bay

SEA - MBJ

SEAMBJ

Seattle/Tacoma Intl

Fri 12/5

12:38 am-3:22 pm

1 stop11h 44m

Montego Bay Sangster Intl

Sat 12/13

4:15 pm-9:42 am

1 stop20h 27m

$421

SeattleMontego Bay

SEA - MBJ

SEAMBJ

Seattle/Tacoma Intl

Sat 12/6

11:50 pm-2:29 pm

1 stop11h 39m

Montego Bay Sangster Intl

Sat 12/13

3:20 pm-10:47 pm

1 stop10h 27m

$421

SeattleMontego Bay

SEA - MBJ

SEAMBJ

Seattle/Tacoma Intl

Sun 12/14

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

$421

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/9

Showing 1-10 of 60 results
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Best time to book a flight from Washington to Caribbean

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

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

Currently, April is the cheapest month in which you can book a flight from State of Washington to Caribbean (average of $159). Flying from State of Washington to Caribbean 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 CB?

Find hourly flight availability from Washington 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 10, 2025.

When flying from State of Washington to Caribbean, 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?

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

Travelers seeking maximum savings on their State of Washington to Caribbean 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. 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?

    Airlines like United Airlines, Delta, and American Airlines fly from State of Washington to Caribbean in about 9h 50m. The time it takes to get you to your destination can typically vary by up to 4h 46m. There are 3710 mi between State of Washington and Caribbean. 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 one-way?

    One-way options have recently been found by users for as low as $182 on American Airlines. Other airlines that offer cheap prices include Delta from $187 and Frontier from $187 one-way.

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

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

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

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

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

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

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

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Alternative routes for Washington to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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Top 10 airlines flying from Washington to Caribbean

Discover the top 10 airlines that operate flights from Washington 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 10, 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%

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