$624+ Cheap flights from Staunton (SHD) to Caribbean Islands
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/29. Fares are subject to change and may not be available on all flights or dates of travel.
SHD — SJU
Jan 14 — Jan 211
1 adult, Economy
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Cheapest flights from Staunton to Caribbean IslandsExplore the most affordable flight options available from Staunton to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 15, 2025.
Explore the most affordable flight options available from Staunton to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 15, 2025.
This Kiwi.com deal was found by Cheapflights users on 12/14. 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 12/296:30 amSHD - SJU
1 stop7h 17mMultiple Airlines
Thu 1/13:55 amSJU - SHD
2 stops15h 10mMultiple Airlines
Deal found 12/14![Multiple Airlines logo]()
$624
Find flight deals from Staunton to Caribbean Islands
Keep the following information in mind while searching for Staunton to Caribbean Islands flight deals. Data was last updated December 15, 2025.
Round-trip from | $624 (Kiwi.com) |
|---|
Cheapflights Fare Finder
Customize your flight search to find flights from Staunton 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 December 15, 2025.
Use the filters below to find and compare flights from Staunton to Caribbean Islands that are best for you.
Fly from
Staunton
Fly to
Caribbean Islands
Route
Depart
Return
Price
StauntonSan Juan
SHD - SJU
SHDSJU
Staunton Shenandoah Valley
Mon 12/29
6:30 am-2:47 pm
1 stop7h 17m
San Juan Luis Munoz Marin Intl
Thu 1/1
3:55 am-6:05 pm
2 stops15h 10m
$624
Best time to book a flight from Staunton to Caribbean Islands
Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands 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 Islands
What is the cheapest month to book a flight from Staunton to Caribbean Islands?
Currently, January is the cheapest month in which you can book a flight from Staunton to Caribbean Islands (average of $217). Flying from Staunton to Caribbean Islands in December is currently the most expensive (average of $438). 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.