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Caribbean Islands

$62+ Cheap flights from Maryland to Caribbean Islands

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 2/22. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — SJU
Mar 18 — Mar 251
Wed 3/18
Wed 3/25
1 adult, Economy
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Cheap flight deals from Maryland to Caribbean Islands

Cheapest flights from Maryland to Caribbean Islands
Explore the most affordable flight options available from Maryland to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 16, 2026.

This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/178:52 pm
PHL
-
SJU
Nonstop3h 45m
Multiple Airlines
Wed 2/182:54 am
SJU
-
PHL
Nonstop4h 12m
Multiple Airlines
Deal found 2/13$141
This eDestinos deal was found by Cheapflights users on 2/16. 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.
Mon 2/238:52 pm
PHL
-
SJU
Nonstop3h 45m
Spirit Airlines
Thu 2/262:59 am
SJU
-
PHL
Nonstop4h 12m
Spirit Airlines
Deal found 2/16$142
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/38:52 pm
PHL
-
SJU
Nonstop3h 45m
Multiple Airlines
Mon 3/91:59 am
SJU
-
PHL
Nonstop4h 12m
Multiple Airlines
Deal found 2/13$143
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/38:39 pm
PHL
-
SJU
Nonstop3h 45m
Frontier
Fri 3/62:59 am
SJU
-
PHL
Nonstop4h 12m
Frontier
Deal found 2/13$144
This Kiwi.com deal was found by Cheapflights users on 2/16. 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 3/210:22 am
PHL
-
SJU
Nonstop3h 45m
Multiple Airlines
Sun 3/81:59 am
SJU
-
PHL
Nonstop4h 12m
Multiple Airlines
Deal found 2/16$145
This Cheapflightsfares deal was found by Cheapflights users on 2/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/38:52 pm
PHL
-
SJU
Nonstop3h 45m
Spirit Airlines
Mon 3/161:39 am
SJU
-
PHL
Nonstop4h 04m
Spirit Airlines
Deal found 2/16$146
This Frontier deal was found by Cheapflights users on 2/15. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/18:39 pm
PHL
-
SJU
Nonstop3h 45m
Frontier
Mon 3/91:59 am
SJU
-
PHL
Nonstop4h 12m
Frontier
Deal found 2/15$147
This Orbitz deal was found by Cheapflights users on 2/15. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/228:39 pm
PHL
-
SJU
Nonstop3h 45m
Multiple Airlines
Wed 2/252:59 am
SJU
-
PHL
Nonstop4h 12m
Multiple Airlines
Deal found 2/15$148
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/248:52 pm
PHL
-
SJU
Nonstop3h 45m
Spirit Airlines
Mon 3/91:59 am
SJU
-
PHL
Nonstop4h 12m
Spirit Airlines
Deal found 2/13$149
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/268:39 pm
PHL
-
SJU
Nonstop3h 45m
Frontier
Mon 3/91:59 am
SJU
-
PHL
Nonstop4h 12m
Frontier
Deal found 2/12$150
This Cheapflightsfares deal was found by Cheapflights users on 2/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/226:39 pm
PHL
-
SJU
Nonstop3h 45m
Frontier
Thu 2/262:54 am
SJU
-
PHL
Nonstop4h 12m
Frontier
Deal found 2/16$151
This Frontier deal was found by Cheapflights users on 2/15. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/228:39 pm
PHL
-
SJU
Nonstop3h 45m
Frontier
Wed 2/252:54 am
SJU
-
PHL
Nonstop4h 12m
Frontier
Deal found 2/15$152

Find flight deals from Maryland to Caribbean Islands

Keep the following information in mind while searching for Maryland to Caribbean Islands flight deals. Data was last updated February 16, 2026.

Round-trip from

$141
(Frontier)

One-way from

$62
(Frontier)

Popular in

December

Cheapest in

July

Average price

$306
From Maryland to Caribbean Islands
Search Deals
One-way flight from Maryland to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($46 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Maryland 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 February 16, 2026.
Use the filters below to find and compare flights from Maryland to Caribbean Islands that are best for you.

Fly from

Maryland

Fly to

Caribbean Islands

Route

Depart

Return

Price

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Mon 3/23

8:59 am-12:56 pm

Nonstop3h 57m

Saint Thomas Island Cyril E King

Wed 3/25

12:02 pm-4:25 pm

Nonstop4h 23m

$201

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Mon 3/16

8:59 am-12:56 pm

Nonstop3h 57m

Saint Thomas Island Cyril E King

Wed 3/25

12:02 pm-4:25 pm

Nonstop4h 23m

$201

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Sun 5/3

8:15 am-12:20 pm

Nonstop4h 05m

Saint Thomas Island Cyril E King

Wed 5/6

2:10 pm-11:25 pm

1 stop9h 15m

$206

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Sat 5/2

6:00 am-1:08 pm

1 stop7h 08m

Saint Thomas Island Cyril E King

Wed 5/6

1:22 pm-11:59 pm

1 stop10h 37m

$210

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Wed 5/6

6:00 am-1:08 pm

1 stop7h 08m

Saint Thomas Island Cyril E King

Tue 5/12

1:22 pm-10:49 pm

1 stop9h 27m

$210

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Mon 3/9

6:01 am-2:45 pm

1 stop8h 44m

Saint Thomas Island Cyril E King

Mon 3/16

12:49 pm-8:46 pm

1 stop7h 57m

$220

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Fri 3/6

6:15 am-4:18 pm

1 stop9h 03m

Saint Thomas Island Cyril E King

Tue 3/10

12:02 pm-4:25 pm

Nonstop4h 23m

$227

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Fri 3/6

6:15 am-4:18 pm

1 stop9h 03m

Saint Thomas Island Cyril E King

Wed 3/11

12:02 pm-4:25 pm

Nonstop4h 23m

$227

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Mon 3/2

8:59 am-1:56 pm

Nonstop3h 57m

Saint Thomas Island Cyril E King

Wed 3/4

1:02 pm-4:25 pm

Nonstop4h 23m

$243

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Tue 3/3

6:00 am-4:22 pm

1 stop9h 22m

Saint Thomas Island Cyril E King

Fri 3/6

4:15 pm-12:21 am

1 stop9h 06m

$252

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/15

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

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

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

Currently, May is the cheapest month in which you can book a flight from Maryland to Caribbean Islands (average of $115). Flying from Maryland to Caribbean Islands in December is currently the most expensive (average of $206). 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 MD to EPX?

Find hourly flight availability from Maryland to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 16, 2026.

Unlike in the morning, when flights are generally more expensive, you can save up to 50% on flights from Maryland to Caribbean Islands by exploring options for tickets in the afternoon.

What is the cheapest day to fly from Maryland to Caribbean Islands?

Use this chart to determine the cheapest time to fly round-trip from Maryland to Caribbean Islands. Price data was last updated on February 7, 2026.

Travelers seeking maximum savings on their Maryland to Caribbean Islands flight should consider departing on Monday afternoons when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Maryland to Caribbean Islands

Explore weekly flight availability from Maryland to Caribbean Islands. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated February 16, 2026.

The most flights from USMD to zzEPX are scheduled on a Saturday (5 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (1 on average).

Related info for your journey

Find useful and relevant information for your journey from Maryland to Caribbean Islands. 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 Maryland to Caribbean Islands?

    For as low as $201, United Airlines can have you in Caribbean Islands from Maryland in 3h 57m. The distance from Maryland to Caribbean Islands is about 1608 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Maryland to Caribbean Islands one-way?

    The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $57. However, be on the lookout for offers from Frontier and American Airlines, as they are both options that can get you from Maryland to Caribbean Islands for a low price.

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

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

  • How can I find direct flights from Maryland to Caribbean Islands?

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

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

    Yes. Cheapflights offers flight deals from Maryland to Caribbean Islands 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 Maryland to Caribbean Islands?

    Currently, May is the cheapest month in which you can book a flight from Maryland to Caribbean Islands (average of $115). Flying from Maryland to Caribbean Islands in December is currently the most expensive (average of $206). 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 Maryland to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Top 8 airlines flying from Maryland to Caribbean Islands

Discover the top 8 airlines that operate flights from Maryland to Caribbean Islands. 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 February 16, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$120Average$364FlexibilityNo cancel feeOn-time65%
FrontierCheapest$133Average$389FlexibilityNo cancel feeOn-time62%
DeltaCheapest$138Average$547FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$156Average$512FlexibilityNo cancel feeOn-time62%
Copa AirlinesCheapest$183Average$504FlexibilityNo cancel feeOn-time70%
SouthwestCheapest$191Average$640FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$225Average$589FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$235Average$553FlexibilityNo cancel feeOn-time69%

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