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Caribbean

$483+ Cheap flights from Staunton (SHD) 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 3/14. Fares are subject to change and may not be available on all flights or dates of travel.
SHD — SJU
Mar 15 — Mar 221
Sun 3/15
Sun 3/22
1 adult, Economy
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Cheap flight deals from Staunton to Caribbean

Cheapest flights from Staunton to Caribbean
Explore the most affordable flight options available from Staunton to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 13, 2026.

This American Airlines deal was found by Cheapflights users on 2/12. 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.
Fri 2/275:00 am
SHD
-
SJU
1 stop15h 49m
American Airlines
Tue 3/38:40 am
SJU
-
SHD
2 stops13h 29m
American Airlines
Deal found 2/12$607
This American Airlines deal was found by Cheapflights users on 2/12. 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 2/215:00 am
SHD
-
SJU
1 stop15h 49m
American Airlines
Sun 2/226:33 am
SJU
-
SHD
1 stop15h 36m
American Airlines
Deal found 2/12$749
This American Airlines deal was found by Cheapflights users on 2/10. 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.
Thu 3/55:00 am
SHD
-
SJU
1 stop15h 49m
American Airlines
Sat 3/71:30 am
SJU
-
SHD
2 stops19h 39m
American Airlines
Deal found 2/10$771
This American Airlines deal was found by Cheapflights users on 2/13. 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.
Mon 3/165:00 am
SHD
-
SJU
1 stop10h 28m
American Airlines
Fri 3/207:40 am
SJU
-
SHD
1 stop28h 44m
American Airlines
Deal found 2/13$832
This American Airlines deal was found by Cheapflights users on 2/10. 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.
Mon 3/165:00 am
SHD
-
SJU
1 stop5h 40m
American Airlines
Sat 3/215:28 am
SJU
-
SHD
1 stop16h 09m
American Airlines
Deal found 2/10$844
This American Airlines deal was found by Cheapflights users on 2/12. 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 2/145:00 am
SHD
-
SJU
1 stop15h 49m
American Airlines
Fri 2/206:33 am
SJU
-
SHD
1 stop14h 51m
American Airlines
Deal found 2/12$887

Find flight deals from Staunton to Caribbean

Keep the following information in mind while searching for Staunton to Caribbean flight deals. Data was last updated February 13, 2026.

Round-trip from

$607
(American Airlines)

One-way from

$483
(American Airlines)
From Staunton Shenandoah Valley to Caribbean
Search Deals
One-way flight from Staunton Shenandoah Valley to Caribbean
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Staunton 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 February 13, 2026.
Use the filters below to find and compare flights from Staunton to Caribbean that are best for you.

Fly from

Staunton

Fly to

Caribbean

Route

Depart

Return

Price

StauntonSan Juan

SHD - SJU

SHDSJU

Staunton Shenandoah Valley

Fri 2/27

5:00 am-9:49 pm

1 stop15h 49m

San Juan Luis Munoz Marin Intl

Tue 3/3

8:40 am-9:09 pm

2 stops13h 29m

$607

StauntonSan Juan

SHD - SJU

SHDSJU

Staunton Shenandoah Valley

Thu 3/5

5:00 am-9:49 pm

1 stop15h 49m

San Juan Luis Munoz Marin Intl

Sat 3/7

1:30 am-8:09 pm

2 stops19h 39m

$771

StauntonSan Juan

SHD - SJU

SHDSJU

Staunton Shenandoah Valley

Mon 3/16

5:00 am-3:28 pm

1 stop10h 28m

San Juan Luis Munoz Marin Intl

Fri 3/20

7:40 am-12:24 pm

1 stop28h 44m

$832

StauntonSan Juan

SHD - SJU

SHDSJU

Staunton Shenandoah Valley

Sat 3/14

5:00 am-10:40 am

1 stop5h 40m

$483

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/12

Best time to book a flight from Staunton to Caribbean

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

What is the cheapest month to book a flight from Staunton to Caribbean?

Currently, December is the cheapest month in which you can book a flight from Staunton to Caribbean (average of $222). Flying from Staunton to Caribbean in July is currently the most expensive (average of $422). 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.

Related info for your journey

Find useful and relevant information for your journey from Staunton to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Staunton to Caribbean?

    Staunton Shenandoah Valley (SHD) is the airport you will fly out of if you book a flight from Staunton to Caribbean. It is only a 12.1 mi journey to Shenandoah Valley (SHD) from Staunton’s city center.

  • How long is the flight from Staunton to Caribbean?

    For as low as $607, American Airlines can have you in Caribbean from Staunton in 15h 49m. There are 1573 mi between Staunton and Caribbean.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Staunton 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 Staunton to Caribbean?

    Currently, December is the cheapest month in which you can book a flight from Staunton to Caribbean (average of $222). Flying from Staunton to Caribbean in July is currently the most expensive (average of $422). 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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