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$84+ Cheap flights from Caribbean 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 10/2. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — BWI
oct. 16 — oct. 231
jue. 10/16
jue. 10/23
1 adult, Economy
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Cheap flight deals from Caribbean to Maryland

Keep the following information in mind while searching for Caribbean to Maryland flight deals. Data was last updated septiembre 16, 2025.

Round-trip from

$138
(Frontier)

One-way from

$84
(Kiwi.com)

Popular in

March

Cheapest in

July

Average price

$298

Good round-trip deal

$215 or less

Good one-way deal

$163 or less
From Caribbean to Maryland
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One-way flight from Caribbean to Maryland
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Highest demand for flights based on searches. 1% potential increase in price ($4 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Caribbean to Maryland.
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Price to beat on a one-way flight from Caribbean to Maryland.
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Find flight deals from Caribbean to Maryland

Cheapest flights from Caribbean to Maryland
Explore the most affordable flight options available from Caribbean to Maryland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on septiembre 16, 2025.

This Frontier deal was found by Cheapflights users on 9/15. 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.
mié. 10/11:06 pmSJU - PHL
Nonstop3h 59mFrontier
mié. 10/88:43 pmPHL - SJU
Nonstop3h 46mFrontier
Deal found 9/15$138
This eDestinos deal was found by Cheapflights users on 9/14. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/2512:28 amSJU - PHL
Nonstop3h 59mFrontier
dom. 9/287:32 pmPHL - SJU
Nonstop3h 51mFrontier
Deal found 9/14$139
This eDestinos deal was found by Cheapflights users on 9/14. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 10/131:59 amSJU - PHL
Nonstop3h 58mFrontier
sáb. 10/258:43 pmPHL - SJU
Nonstop3h 46mFrontier
Deal found 9/14$140
This SmartFares deal was found by Cheapflights users on 9/14. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/11:06 pmSJU - PHL
Nonstop3h 59mFrontier
mar. 10/78:43 pmPHL - SJU
Nonstop3h 46mFrontier
Deal found 9/14$141
This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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.
jue. 10/912:11 pmSJU - PHL
Nonstop3h 58mFrontier
sáb. 10/188:43 pmPHL - SJU
Nonstop3h 46mFrontier
Deal found 9/13$142
This Cheapflightsfares deal was found by Cheapflights users on 9/16. 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.
jue. 11/62:11 amSJU - PHL
Nonstop3h 58mFrontier
lun. 11/106:15 amPHL - SJU
Nonstop3h 46mFrontier
Deal found 9/16$144
This Frontier deal was found by Cheapflights users on 9/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/161:59 amSJU - PHL
Nonstop3h 58mFrontier
lun. 10/207:15 amPHL - SJU
Nonstop3h 46mFrontier
Deal found 9/14$145
This Frontier deal was found by Cheapflights users on 9/15. 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.
mié. 10/112:28 amSJU - PHL
Nonstop3h 59mFrontier
mar. 10/148:43 pmPHL - SJU
Nonstop3h 46mFrontier
Deal found 9/15$149
This CheapOair deal was found by Cheapflights users on 9/15. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/161:59 amSJU - PHL
Nonstop3h 58mFrontier
dom. 10/198:56 pmPHL - SJU
Nonstop3h 46mFrontier
Deal found 9/15$150
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/167:05 amSJU - BWI
Nonstop4h 03mSpirit Airlines
dom. 10/198:42 pmBWI - SJU
Nonstop3h 54mSpirit Airlines
Deal found 9/15$169
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/211:59 amSJU - BWI
1 stop11h 26mSpirit Airlines
dom. 10/58:42 pmBWI - SJU
Nonstop3h 54mSpirit Airlines
Deal found 9/14$177
This Priceline deal was found by Cheapflights users on 9/13. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/311:59 amSJU - BWI
1 stop11h 26mSpirit Airlines
dom. 10/58:42 pmBWI - SJU
Nonstop3h 54mSpirit Airlines
Deal found 9/13$179

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean 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 septiembre 16, 2025.
Use the filters below to find and compare flights from Caribbean to Maryland that are best for you.

Fly from

Caribbean

Fly to

Maryland

Route

Depart

Return

Price

San JuanBaltimore

SJU - BWI

SJUBWI

San Juan Luis Munoz Marin Intl

mié. 10/1

6:44 am-3:32 pm

1 stop8h 48m

Baltimore/Washington

dom. 10/5

8:42 pm-12:36 am

Nonstop3h 54m

$179

San JuanBaltimore

SJU - BWI

SJUBWI

San Juan Luis Munoz Marin Intl

jue. 10/16

5:18 pm-10:50 am

1 stop17h 32m

Baltimore/Washington

dom. 10/19

6:10 am-2:59 pm

1 stop8h 49m

$232

San JuanBaltimore

SJU - BWI

SJUBWI

San Juan Luis Munoz Marin Intl

lun. 10/13

2:49 am-12:40 pm

1 stop9h 51m

Baltimore/Washington

sáb. 10/18

4:20 pm-12:54 am

1 stop8h 34m

$232

San JuanWashington, D.C.

SJU - DCA

SJUDCA

San Juan Luis Munoz Marin Intl

vie. 10/17

6:04 am-3:02 pm

1 stop8h 58m

Washington, D.C. Reagan-National

lun. 10/20

8:30 am-12:15 pm

Nonstop3h 45m

$260

San JuanWashington, D.C.

SJU - DCA

SJUDCA

San Juan Luis Munoz Marin Intl

jue. 10/9

1:25 pm-10:56 pm

1 stop9h 31m

Washington, D.C. Reagan-National

mar. 10/14

8:30 am-12:15 pm

Nonstop3h 45m

$261

San JuanWashington, D.C.

SJU - DCA

SJUDCA

San Juan Luis Munoz Marin Intl

vie. 10/24

6:05 pm-9:57 pm

Nonstop3h 52m

Washington, D.C. Reagan-National

lun. 10/27

4:55 pm-2:48 am

1 stop9h 53m

$261

San JuanWashington, D.C.

SJU - DCA

SJUDCA

San Juan Luis Munoz Marin Intl

jue. 10/23

6:07 pm-9:59 pm

Nonstop3h 52m

Washington, D.C. Reagan-National

lun. 10/27

4:55 pm-2:48 am

1 stop9h 53m

$261

Montego BayBaltimore

MBJ - BWI

MBJBWI

Montego Bay Sangster Intl

vie. 10/24

10:55 am-3:20 pm

Nonstop3h 25m

Baltimore/Washington

sáb. 10/25

7:00 pm-11:00 am

1 stop17h 00m

$262

San JuanWashington, D.C.

SJU - IAD

SJUIAD

San Juan Luis Munoz Marin Intl

vie. 11/7

8:30 am-11:35 am

Nonstop4h 05m

Washington, D.C. Dulles Intl

dom. 11/9

8:27 am-1:17 pm

Nonstop3h 50m

$266

San JuanWashington, D.C.

SJU - IAD

SJUIAD

San Juan Luis Munoz Marin Intl

vie. 12/5

8:30 am-11:35 am

Nonstop4h 05m

Washington, D.C. Dulles Intl

lun. 12/8

5:32 pm-10:22 pm

Nonstop3h 50m

$266

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

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

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

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

Currently, August is the cheapest month in which you can book a flight from Caribbean to Maryland (average of $241). Flying from Caribbean 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 CB to MD?

Find hourly flight availability from Caribbean 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 septiembre 16, 2025.

When flying from Caribbean to Maryland, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 septiembre 16, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and American Airlines from Caribbean to Maryland by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,242 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

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
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

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
7,957 reviews
Southwest
8.0
Very good
4,242 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

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
4,242 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

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
8,019 reviews
Southwest
8.0
Very good
4,242 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

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
Frontier
5.8
Fair
3,174 reviews
Southwest
8.0
Very good
4,242 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

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 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 to Maryland?

    Airlines like Spirit Airlines, JetBlue, and United Airlines fly from Caribbean to Maryland in about 4h 05m. The time it takes to get you to your destination can typically vary by up to 4h 53m. Caribbean and Maryland are separated by a distance of 1573 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    One-way options have recently been found by users for as low as $115 on Frontier. Other airlines that offer cheap prices include Spirit Airlines from $117 and JetBlue from $118 one-way.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Caribbean 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 to Maryland?

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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Caribbean 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 to Maryland

Discover the top 5 airlines that operate flights from Caribbean 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 septiembre 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$111Average$310FlexibilityNo cancel feeOn-time65%
FrontierCheapest$113Average$291FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$190Average$488FlexibilityNo cancel feeOn-time71%
DeltaCheapest$218Average$466FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$297Average$563FlexibilityNo cancel feeOn-time63%

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