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$287+ Cheap flights from Salisbury, MD (SBY) 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 7/10. Fares are subject to change and may not be available on all flights or dates of travel.
SBY — SJU
Jul 25 — Aug 11
Sat 7/25
Sat 8/1
1 adult, Economy
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Cheap 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 June 25, 2026.

This American Airlines deal was found by Cheapflights users on 6/21. 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 8/256:41 am
SBY
-
SJU
2 stops15h 14m
American Airlines
Tue 9/17:03 am
SJU
-
SBY
1 stop15h 55m
American Airlines
Deal found 6/21$322
This Kiwi.com deal was found by Cheapflights users on 6/22. 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.
Wed 8/128:06 pm
SBY
-
SJU
1 stop20h 05m
Multiple Airlines
Sun 8/163:10 am
SJU
-
SBY
1 stop16h 44m
Multiple Airlines
Deal found 6/22$387
This American Airlines deal was found by Cheapflights users on 6/21. 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 8/286:41 am
SBY
-
SJU
2 stops17h 18m
American Airlines
Mon 8/317:30 am
SJU
-
SBY
1 stop13h 47m
American Airlines
Deal found 6/21$402
This American Airlines deal was found by Cheapflights users on 6/23. 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 8/1512:35 pm
SBY
-
GCM
1 stop23h 55m
American Airlines
Sat 8/224:00 pm
GCM
-
SBY
1 stop27h 50m
American Airlines
Deal found 6/23$477
This American Airlines deal was found by Cheapflights users on 6/22. 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 8/136:41 am
SBY
-
SJU
2 stops15h 14m
American Airlines
Mon 8/177:30 am
SJU
-
SBY
1 stop13h 47m
American Airlines
Deal found 6/22$566
This American Airlines deal was found by Cheapflights users on 6/23. 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 8/149:45 am
SBY
-
GCM
1 stop26h 45m
American Airlines
Sat 8/224:00 pm
GCM
-
SBY
1 stop27h 50m
American Airlines
Deal found 6/23$576
This American Airlines deal was found by Cheapflights users on 6/22. 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 8/126:41 am
SBY
-
SJU
2 stops15h 14m
American Airlines
Mon 8/1710:33 am
SJU
-
SBY
2 stops12h 25m
American Airlines
Deal found 6/22$849
This American Airlines deal was found by Cheapflights users on 6/23. 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 8/86:41 am
SBY
-
BGI
2 stops16h 13m
American Airlines
Sat 8/155:14 pm
BGI
-
SBY
2 stops17h 51m
American Airlines
Deal found 6/23$877
This American Airlines deal was found by Cheapflights users on 6/24. 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 12/267:55 am
SBY
-
SJU
1 stop14h 54m
American Airlines
Sat 1/26:25 am
SJU
-
SBY
1 stop15h 09m
American Airlines
Deal found 6/24$1,366

Find flight deals from Salisbury to Caribbean

Keep the following information in mind while searching for Salisbury to Caribbean flight deals. Data was last updated June 25, 2026.

Round-trip from

$322
(American Airlines)

One-way from

$287
(Kiwi.com)
From Salisbury-Ocean City to Caribbean
Search Deals
One-way flight from Salisbury-Ocean City to Caribbean
Search Deals

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 June 25, 2026.
Use the filters below to find and compare flights from Salisbury to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

SalisburySan Juan

SBY - SJU

SBYSJU

Salisbury-Ocean City

Tue 8/25

6:41 am-11:59 pm

2 stops17h 18m

San Juan Luis Munoz Marin Intl

Tue 9/1

6:00 am-10:58 pm

2 stops16h 58m

$322

SalisburySan Juan

SBY - SJU

SBYSJU

Salisbury-Ocean City

Wed 8/12

8:06 pm-4:11 pm

1 stop20h 05m

San Juan Luis Munoz Marin Intl

Sun 8/16

3:10 am-7:54 pm

1 stop16h 44m

$387

SalisburySan Juan

SBY - SJU

SBYSJU

Salisbury-Ocean City

Fri 8/28

6:41 am-11:59 pm

2 stops17h 18m

San Juan Luis Munoz Marin Intl

Mon 8/31

7:30 am-9:17 pm

1 stop13h 47m

$402

SalisburyGeorge Town

SBY - GCM

SBYGCM

Salisbury-Ocean City

Fri 8/14

4:40 pm-10:55 am

2 stops19h 15m

George Town Owen Roberts Intl

Sat 8/22

4:00 pm-8:50 pm

1 stop27h 50m

$477

SalisburyGeorge Town

SBY - GCM

SBYGCM

Salisbury-Ocean City

Sat 8/15

4:40 pm-1:10 pm

2 stops21h 30m

George Town Owen Roberts Intl

Sat 8/22

4:00 pm-8:50 pm

1 stop27h 50m

$477

SalisburySan Juan

SBY - SJU

SBYSJU

Salisbury-Ocean City

Thu 8/13

6:41 am-9:55 pm

2 stops15h 14m

San Juan Luis Munoz Marin Intl

Mon 8/17

7:30 am-9:17 pm

1 stop13h 47m

$566
Quickest round-trip

SalisburySan Juan

SBY - SJU

SBYSJU

Salisbury-Ocean City

Wed 8/12

6:41 am-9:55 pm

2 stops15h 14m

San Juan Luis Munoz Marin Intl

Mon 8/17

10:33 am-10:58 pm

2 stops12h 25m

$849

SalisburyBridgetown

SBY - BGI

SBYBGI

Salisbury-Ocean City

Sat 8/8

6:41 am-10:54 pm

2 stops16h 13m

Bridgetown Grantley Adams Intl

Sat 8/15

5:14 pm-11:05 am

2 stops17h 51m

$877
Cheapest one-way
Quickest one-way

SalisburySan Juan

SBY - SJU

SBYSJU

Salisbury-Ocean City

Fri 7/10

8:34 pm-7:57 am

1 stop11h 23m

$287

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/25

Sorted by cheapest first

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
No data available for this route at this time. Please check back soon.

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 June 25, 2026.
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
7.1
Good
11,757 reviews

Entertainment

6.8

Food

6.4

Overall

7.1

Boarding

7.5

Comfort

7.2

Crew

7.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DFW - BDL

They keep changing the gate, delaying the hours and then finally canceled it. No accomodation, no food, nothing!
American Airlines
7.1
Good
11,757 reviews
American Airlines
7.1
Good
11,757 reviews

Entertainment

6.8

Food

6.4

Overall

7.1

Boarding

7.5

Comfort

7.2

Crew

7.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DFW - BDL

They keep changing the gate, delaying the hours and then finally canceled it. No accomodation, no food, nothing!

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 17h 18m. 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.

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 June 25, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$338Average$631FlexibilityNo cancel feeOn-time71%

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