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$521+ Cheap flights from Salisbury, MD (SBY) to Caribbean

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 9/2. Fares are subject to change and may not be available on all flights or dates of travel.
SBY — SJU
Aug 25 — Sep 11
Mon 8/25
Mon 9/1
1 adult, Economy
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Cheap flight deals from Salisbury to Caribbean

Keep the following information in mind while searching for Salisbury to Caribbean flight deals. Data was last updated August 20, 2025.

Round-trip from

$521
(American Airlines)
From Salisbury-Ocean City to Caribbean
Search Deals

Find flight deals from Salisbury to Caribbean

Cheapest flights from Salisbury to Caribbean
Explore the most affordable flight options available from Salisbury to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 20, 2025.

This American Airlines deal was found by Cheapflights users on 8/18. 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 9/27:06 pmSBY - SJU
2 stops23h 08mAmerican Airlines
Sat 9/67:05 pmSJU - SBY
2 stops21h 45mAmerican Airlines
Deal found 8/18$521
This American Airlines deal was found by Cheapflights users on 8/19. 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 12/205:56 pmSBY - FPO
1 stop18h 04mAmerican Airlines
Wed 12/3112:45 pmFPO - SBY
1 stop22h 03mAmerican Airlines
Deal found 8/19$712
This American Airlines deal was found by Cheapflights users on 8/19. 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 12/175:59 pmSBY - FPO
1 stop18h 01mAmerican Airlines
Tue 12/3012:45 pmFPO - SBY
1 stop9h 14mAmerican Airlines
Deal found 8/19$713
This American Airlines deal was found by Cheapflights users on 8/19. 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 12/175:59 pmSBY - FPO
1 stop18h 01mAmerican Airlines
Sun 12/286:59 pmFPO - SBY
2 stops27h 02mAmerican Airlines
Deal found 8/19$718
This American Airlines deal was found by Cheapflights users on 8/19. 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 12/235:56 pmSBY - FPO
2 stops46h 29mAmerican Airlines
Wed 12/316:59 pmFPO - SBY
2 stops21h 14mAmerican Airlines
Deal found 8/19$743
This American Airlines deal was found by Cheapflights users on 8/19. 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 12/225:00 amSBY - FPO
1 stop7h 00mAmerican Airlines
Wed 12/316:59 pmFPO - SBY
2 stops39h 49mAmerican Airlines
Deal found 8/19$773
This American Airlines deal was found by Cheapflights users on 8/19. 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 12/225:00 amSBY - FPO
1 stop7h 00mAmerican Airlines
Sun 12/281:05 pmFPO - SBY
2 stops30h 41mAmerican Airlines
Deal found 8/19$778
This American Airlines deal was found by Cheapflights users on 8/19. 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 12/1712:11 pmSBY - FPO
2 stops22h 54mAmerican Airlines
Thu 1/112:45 pmFPO - SBY
1 stop22h 03mAmerican Airlines
Deal found 8/19$788
This American Airlines deal was found by Cheapflights users on 8/19. 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 12/185:00 amSBY - FPO
1 stop7h 00mAmerican Airlines
Wed 12/316:59 pmFPO - SBY
2 stops39h 49mAmerican Airlines
Deal found 8/19$813
This American Airlines deal was found by Cheapflights users on 8/19. 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 12/185:00 amSBY - FPO
1 stop7h 00mAmerican Airlines
Sun 12/286:59 pmFPO - SBY
2 stops27h 02mAmerican Airlines
Deal found 8/19$818
This American Airlines deal was found by Cheapflights users on 8/19. 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 12/215:00 amSBY - FPO
1 stop7h 00mAmerican Airlines
Tue 12/3012:45 pmFPO - SBY
2 stops9h 16mAmerican Airlines
Deal found 8/19$843

Cheapflights Fare Finder

 
Customize your flight search to find flights from Salisbury 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 August 20, 2025.
Use the filters below to find and compare flights from Salisbury to Caribbean that are best for you.

Fly from

Salisbury

Fly to

Caribbean

Route

Depart

Return

Price

SalisburySan Juan

SBY - SJU

SBYSJU

Salisbury-Ocean City

Tue 9/2

7:06 pm-6:14 pm

2 stops23h 08m

San Juan Luis Munoz Marin Intl

Sat 9/6

7:05 pm-4:50 pm

2 stops21h 45m

$521

SalisburyFreeport

SBY - FPO

SBYFPO

Salisbury-Ocean City

Sat 12/20

5:56 pm-12:00 pm

1 stop18h 04m

Freeport Grand Bahama Intl

Wed 12/31

12:45 pm-10:48 am

1 stop22h 03m

$712

SalisburyFreeport

SBY - FPO

SBYFPO

Salisbury-Ocean City

Wed 12/17

12:11 pm-11:05 am

2 stops22h 54m

Freeport Grand Bahama Intl

Wed 12/31

12:45 pm-7:46 pm

1 stop7h 01m

$713

SalisburyFreeport

SBY - FPO

SBYFPO

Salisbury-Ocean City

Tue 12/23

5:56 pm-4:25 pm

2 stops46h 29m

Freeport Grand Bahama Intl

Mon 12/29

6:59 pm-9:59 pm

2 stops27h 00m

$713

SalisburyFreeport

SBY - FPO

SBYFPO

Salisbury-Ocean City

Wed 12/17

5:59 pm-12:00 pm

1 stop18h 01m

Freeport Grand Bahama Intl

Tue 12/30

12:45 pm-9:59 pm

1 stop9h 14m

$713

SalisburyFreeport

SBY - FPO

SBYFPO

Salisbury-Ocean City

Tue 12/23

5:56 pm-4:25 pm

2 stops46h 29m

Freeport Grand Bahama Intl

Wed 12/31

12:45 pm-7:46 pm

1 stop7h 01m

$713

SalisburyFreeport

SBY - FPO

SBYFPO

Salisbury-Ocean City

Wed 12/17

5:59 pm-12:00 pm

1 stop18h 01m

Freeport Grand Bahama Intl

Mon 12/29

12:45 pm-10:48 am

1 stop22h 03m

$713

SalisburyFreeport

SBY - FPO

SBYFPO

Salisbury-Ocean City

Tue 12/23

5:56 pm-4:25 pm

2 stops46h 29m

Freeport Grand Bahama Intl

Tue 12/30

12:45 pm-10:48 am

1 stop22h 03m

$713

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/18

Best time to book a flight from Salisbury to Caribbean

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

What is the cheapest month to book a flight from Salisbury, Maryland to Caribbean?

Currently, September is the cheapest month in which you can book a flight from Salisbury, Maryland to Caribbean (average of $254). Flying from Salisbury, Maryland to Caribbean in June is currently the most expensive (average of $339). 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 SBY to CB?

Find hourly flight availability from Salisbury 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 August 20, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Salisbury, Maryland to Caribbean as you normally would.

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 August 20, 2025.
Read through reviews of airlines operating flights from Salisbury to Caribbean, such as American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
10,000 reviews

Crew

8.0

Food

6.5

Comfort

7.2

Entertainment

6.9

Overall

7.2

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Crew

8.0

Food

6.5

Comfort

7.2

Entertainment

6.9

Overall

7.2

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.

Related info for your journey

Find useful and relevant information for your journey from Salisbury 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 Salisbury to Caribbean?

    Salisbury-Ocean City (SBY) is the airport you will fly out of if you book a flight from Salisbury to Caribbean. It is only a 5.0 mi journey to Salisbury-Ocean City (SBY) from Salisbury’s city center.

  • How long is the flight from Salisbury, Maryland to Caribbean?

    There are many flights that can get you from Salisbury, Maryland to Caribbean in 23h 08m. Fly via American Airlines to get the fastest option. Airlines will cover a distance of 1488 mi.

  • What are the most popular routes from Salisbury, Maryland to Caribbean?

    The most popular flight routes from Salisbury, Maryland to Caribbean are Salisbury-Ocean City - George Town Owen Roberts Intl, Salisbury-Ocean City - San Juan Luis Munoz Marin Intl and Salisbury-Ocean City - Bridgetown Grantley Adams Intl.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Salisbury 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 Salisbury, Maryland to Caribbean?

    Currently, September is the cheapest month in which you can book a flight from Salisbury, Maryland to Caribbean (average of $254). Flying from Salisbury, Maryland to Caribbean in June is currently the most expensive (average of $339). 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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Top airline flying from Salisbury to Caribbean

Discover the top airline that operate flights from Salisbury 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 August 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$307Average$520FlexibilityNo cancel feeOn-time71%

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