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$81+ Cheap flights from Caribbean Islands to Maryland

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 10/26. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — BWI
Oct 22 — Oct 291
Wed 10/22
Wed 10/29
1 adult, Economy
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Cheap flight deals from Caribbean Islands to Maryland

Keep the following information in mind while searching for Caribbean Islands to Maryland flight deals. Data was last updated September 22, 2025.

Round-trip from

$139
(eDestinos)

One-way from

$81
(eDestinos)
From Caribbean Islands to Maryland
Search Deals
One-way flight from Caribbean Islands to Maryland
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Find flight deals from Caribbean Islands to Maryland

Cheapest flights from Caribbean Islands to Maryland
Explore the most affordable flight options available from Caribbean Islands to Maryland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 22, 2025.

This Frontier deal was found by Cheapflights users on 9/22. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/212:06 pmSJU - PHL
Nonstop3h 59mFrontier
Sun 10/57:10 amPHL - SJU
Nonstop3h 51mFrontier
Deal found 9/22$139
This eDestinos deal was found by Cheapflights users on 9/21. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/61:59 amSJU - PHL
Nonstop3h 58mFrontier
Sun 10/128:56 pmPHL - SJU
Nonstop3h 46mFrontier
Deal found 9/21$141
This Kiwi.com deal was found by Cheapflights users on 9/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/11:06 pmSJU - PHL
Nonstop3h 59mFrontier
Sat 10/47:32 pmPHL - SJU
Nonstop3h 51mFrontier
Deal found 9/21$143
This Frontier deal was found by Cheapflights users on 9/20. 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.
Wed 10/11:06 pmSJU - PHL
Nonstop3h 59mFrontier
Wed 10/88:30 amPHL - SJU
Nonstop3h 46mFrontier
Deal found 9/20$144
This Kiwi.com deal was found by Cheapflights users on 9/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/912:08 pmSJU - PHL
Nonstop4h 06mMultiple Airlines
Sun 10/198:56 pmPHL - SJU
Nonstop3h 46mMultiple Airlines
Deal found 9/21$147
This eDestinos deal was found by Cheapflights users on 9/20. 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.
Fri 10/241:59 amSJU - PHL
Nonstop3h 58mFrontier
Sat 10/258:43 pmPHL - SJU
Nonstop3h 46mFrontier
Deal found 9/20$148
This Kiwi.com deal was found by Cheapflights users on 9/20. 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.
Fri 9/2612:28 amSJU - PHL
Nonstop3h 59mMultiple Airlines
Sun 9/287:15 amPHL - SJU
Nonstop3h 50mMultiple Airlines
Deal found 9/20$149
This eDestinos deal was found by Cheapflights users on 9/20. 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.
Sat 11/11:59 amSJU - PHL
Nonstop3h 58mFrontier
Sat 11/87:55 pmPHL - SJU
Nonstop3h 46mFrontier
Deal found 9/20$151
This eDestinos deal was found by Cheapflights users on 9/20. 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.
Thu 10/91:59 amSJU - PHL
Nonstop3h 58mFrontier
Fri 10/248:43 pmPHL - SJU
Nonstop3h 46mFrontier
Deal found 9/20$153
This eDestinos deal was found by Cheapflights users on 9/21. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/311:59 amSJU - BWI
1 stop11h 26mSpirit Airlines
Sun 10/58:42 pmBWI - SJU
Nonstop3h 54mSpirit Airlines
Deal found 9/21$154
This Frontier deal was found by Cheapflights users on 9/22. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/221:59 amSJU - PHL
Nonstop3h 58mFrontier
Sat 10/258:43 pmPHL - SJU
Nonstop3h 46mFrontier
Deal found 9/22$154
This eDestinos deal was found by Cheapflights users on 9/20. 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 10/61:59 amSJU - PHL
Nonstop3h 58mFrontier
Sat 10/188:43 pmPHL - SJU
Nonstop3h 46mFrontier
Deal found 9/20$155

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean Islands to Maryland 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 September 22, 2025.
Use the filters below to find and compare flights from Caribbean Islands to Maryland that are best for you.

Fly from

Caribbean Islands

Fly to

Maryland

Route

Depart

Return

Price

San JuanWashington, D.C.

SJU - DCA

SJUDCA

San Juan Luis Munoz Marin Intl

Thu 10/23

6:07 pm-9:59 pm

Nonstop3h 52m

Washington, D.C. Reagan-National

Mon 10/27

8:00 am-11:51 am

Nonstop3h 51m

$236

San JuanWashington, D.C.

SJU - DCA

SJUDCA

San Juan Luis Munoz Marin Intl

Wed 11/5

2:06 pm-11:02 pm

1 stop9h 56m

Washington, D.C. Reagan-National

Mon 11/10

6:00 am-5:26 pm

1 stop10h 26m

$245

San JuanWashington, D.C.

SJU - IAD

SJUIAD

San Juan Luis Munoz Marin Intl

Thu 11/6

7:15 am-4:57 pm

1 stop10h 42m

Washington, D.C. Dulles Intl

Mon 11/10

7:01 am-5:26 pm

1 stop9h 25m

$245

San JuanWashington, D.C.

SJU - DCA

SJUDCA

San Juan Luis Munoz Marin Intl

Thu 10/16

6:07 pm-9:59 pm

Nonstop3h 52m

Washington, D.C. Reagan-National

Tue 10/21

10:51 am-8:18 pm

1 stop9h 27m

$246

San JuanWashington, D.C.

SJU - DCA

SJUDCA

San Juan Luis Munoz Marin Intl

Fri 10/10

6:04 am-3:02 pm

1 stop8h 58m

Washington, D.C. Reagan-National

Tue 10/14

8:30 am-12:15 pm

Nonstop3h 45m

$263

San JuanPhiladelphia

SJU - PHL

SJUPHL

San Juan Luis Munoz Marin Intl

Thu 10/16

1:05 am-9:46 am

2 stops8h 41m

Philadelphia

Tue 10/21

6:30 am-2:44 pm

1 stop8h 14m

$265

San JuanPhiladelphia

SJU - PHL

SJUPHL

San Juan Luis Munoz Marin Intl

Wed 10/22

3:56 pm-12:45 am

1 stop8h 49m

Philadelphia

Wed 10/29

10:05 am-8:00 pm

1 stop9h 55m

$265

San JuanPhiladelphia

SJU - PHL

SJUPHL

San Juan Luis Munoz Marin Intl

Thu 10/16

7:15 am-5:13 pm

1 stop9h 58m

Philadelphia

Tue 10/28

6:50 am-4:33 pm

1 stop9h 43m

$265

San JuanPhiladelphia

SJU - PHL

SJUPHL

San Juan Luis Munoz Marin Intl

Thu 10/16

7:15 am-5:13 pm

1 stop9h 58m

Philadelphia

Wed 10/29

6:50 am-4:33 pm

1 stop9h 43m

$265

San JuanWashington, D.C.

SJU - DCA

SJUDCA

San Juan Luis Munoz Marin Intl

Sat 10/11

6:05 pm-9:57 pm

Nonstop3h 52m

Washington, D.C. Reagan-National

Tue 10/14

8:30 am-12:15 pm

Nonstop3h 45m

$266

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/19

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

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

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

Currently, August is the cheapest month in which you can book a flight from Caribbean Islands to Maryland (average of $241). Flying from Caribbean Islands to Maryland in March is currently the most expensive (average of $290). 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 EPX to MD?

Find hourly flight availability from Caribbean Islands to Maryland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 22, 2025.

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

Weekly flight availability from Caribbean Islands to Maryland

Explore weekly flight availability from Caribbean Islands to Maryland. 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 September 22, 2025.

The most flights from zzEPX to USMD are scheduled on a Thursday (3 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 on average).

Reviews of airlines servicing Maryland

Get insights into the airlines that provide service to Maryland. 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 Maryland. Reviews last updated September 22, 2025.
Read through reviews of airlines operating flights from Caribbean Islands to Maryland, such as Southwest, Delta, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,244 reviews

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,244 reviews
Southwest
8.0
Very good
4,244 reviews

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,974 reviews
Southwest
8.0
Very good
4,244 reviews

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,926 reviews
Southwest
8.0
Very good
4,244 reviews

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,244 reviews

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,031 reviews
Southwest
8.0
Very good
4,244 reviews

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

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

    Departing from Caribbean Islands to Maryland will take you 3h 52m. Caribbean Islands and Maryland are separated by a distance of 1557 mi. This flight may include one or multiple stops.

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

    The cheapest airline one-way is JetBlue, with whom users have recently found tickets for as low as $118. However, be on the lookout for offers from Delta and United Airlines, as they are both options that can get you from Caribbean Islands to Maryland for a low price.

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Caribbean Islands to Maryland (average of $241). Flying from Caribbean Islands to Maryland in March is currently the most expensive (average of $290). 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 Caribbean Islands to Maryland

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Caribbean Islands to Maryland

Discover the top 5 airlines that operate flights from Caribbean Islands to Maryland. 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 September 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$111Average$314FlexibilityNo cancel feeOn-time65%
FrontierCheapest$113Average$290FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$190Average$487FlexibilityNo cancel feeOn-time71%
DeltaCheapest$218Average$466FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$335Average$563FlexibilityNo cancel feeOn-time63%

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