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$68+ 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 3/18. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — BWI
feb. 25 — mar. 41
mar. 2/25
mar. 3/4
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 febrero 20, 2025.

Round-trip from

$116
(eDestinos)

One-way from

$68
(Kiwi.com)

Popular in

June

Cheapest in

February

Average price

$251

Good round-trip deal

$199 or less

Good one-way deal

$144 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. 9% potential increase in price ($31 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in February 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 febrero 20, 2025.

This Kiwi.com deal was found by Cheapflights users on 2/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 3/116:00 amSJU - PHL
1 stop10h 56mMultiple Airlines
mar. 3/255:05 pmPHL - SJU
Nonstop3h 51mMultiple Airlines
Deal found 2/19$116
This Kiwi.com deal was found by Cheapflights users on 2/20. 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.
jue. 4/39:30 pmSJU - PHL
Nonstop4h 10mFrontier
dom. 4/68:08 pmPHL - SJU
Nonstop3h 46mFrontier
Deal found 2/20$117
This Cheapflightsfares deal was found by Cheapflights users on 2/19. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 3/115:00 amSJU - PHL
Nonstop4h 10mSpirit Airlines
mar. 3/255:05 pmPHL - SJU
Nonstop3h 51mSpirit Airlines
Deal found 2/19$119
This Cheapflightsfares deal was found by Cheapflights users on 2/19. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 4/312:59 amSJU - BWI
Nonstop4h 11mSpirit Airlines
dom. 4/67:06 pmBWI - SJU
Nonstop3h 45mSpirit Airlines
Deal found 2/19$121
This Kiwi.com deal was found by Cheapflights users on 2/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 4/102:01 amSJU - BWI
Nonstop4h 03mMultiple Airlines
lun. 4/219:29 pmBWI - SJU
Nonstop3h 45mMultiple Airlines
Deal found 2/19$127
This Cheapflightsfares deal was found by Cheapflights users on 2/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 4/114:22 pmSJU - BWI
Nonstop4h 07mFrontier
lun. 4/219:29 pmBWI - SJU
Nonstop3h 45mFrontier
Deal found 2/20$135
This Frontier deal was found by Cheapflights users on 2/20. 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.
sáb. 5/103:56 amSJU - IAD
1 stop12h 40mFrontier
mar. 6/242:54 pmIAD - SJU
Nonstop3h 50mFrontier
Deal found 2/20$155
This American Airlines deal was found by Cheapflights users on 2/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 2/278:15 amSJU - IAD
1 stop16h 38mAmerican Airlines
sáb. 3/15:13 pmIAD - SJU
1 stop10h 56mAmerican Airlines
Deal found 2/20$169
This eDestinos deal was found by Cheapflights users on 2/19. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 3/113:47 pmPUJ - PHL
1 stop7h 09mSpirit Airlines
mar. 3/186:49 amPHL - PUJ
1 stop7h 53mSpirit Airlines
Deal found 2/19$207
This United Airlines deal was found by Cheapflights users on 2/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 4/21:05 amSJU - PHL
2 stops13h 13mUnited Airlines
dom. 4/66:15 amPHL - SJU
1 stop6h 19mUnited Airlines
Deal found 2/20$208
This JetBlue deal was found by Cheapflights users on 2/20. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 3/266:00 amSJU - DCA
1 stop6h 48mJetBlue
jue. 4/36:05 amDCA - SJU
1 stop8h 30mJetBlue
Deal found 2/20$219
This Delta deal was found by Cheapflights users on 2/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 3/11:40 pmSJU - PHL
1 stop10h 40mDelta
lun. 3/31:11 pmPHL - SJU
1 stop6h 55mDelta
Deal found 2/20$220

Find flights from Caribbean to Maryland within your budget

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 febrero 20, 2025.

Fly from

Caribbean

Fly to

Maryland

Route

Depart

Return

Price

San JuanPhiladelphia

SJU - PHL

SJUPHL

San Juan Luis Munoz Marin Intl

mar. 3/11

6:00 am-4:56 pm

1 stop10h 56m

Philadelphia

mar. 3/25

5:05 pm-8:56 pm

Nonstop3h 51m

$116

San JuanPhiladelphia

SJU - PHL

SJUPHL

San Juan Luis Munoz Marin Intl

jue. 4/3

9:30 pm-1:40 am

Nonstop4h 10m

Philadelphia

dom. 4/6

8:08 pm-11:54 pm

Nonstop3h 46m

$117

San JuanPhiladelphia

SJU - PHL

SJUPHL

San Juan Luis Munoz Marin Intl

mar. 3/11

5:00 am-9:10 am

Nonstop4h 10m

Philadelphia

mar. 3/25

5:05 pm-8:56 pm

Nonstop3h 51m

$119

San JuanBaltimore

SJU - BWI

SJUBWI

San Juan Luis Munoz Marin Intl

jue. 4/3

3:12 pm-7:22 pm

Nonstop4h 10m

Baltimore/Washington

dom. 4/6

10:20 am-2:07 pm

Nonstop3h 47m

$121

San JuanBaltimore

SJU - BWI

SJUBWI

San Juan Luis Munoz Marin Intl

jue. 4/10

2:01 am-6:04 am

Nonstop4h 03m

Baltimore/Washington

lun. 4/21

9:29 pm-1:14 am

Nonstop3h 45m

$127

San JuanBaltimore

SJU - BWI

SJUBWI

San Juan Luis Munoz Marin Intl

vie. 4/11

4:22 pm-8:29 pm

Nonstop4h 07m

Baltimore/Washington

lun. 4/21

9:29 pm-1:14 am

Nonstop3h 45m

$135

San JuanWashington, D.C.

SJU - IAD

SJUIAD

San Juan Luis Munoz Marin Intl

sáb. 5/10

3:56 am-4:36 pm

1 stop12h 40m

Washington, D.C. Dulles Intl

mar. 6/24

2:54 pm-6:44 pm

Nonstop3h 50m

$155

San JuanWashington, D.C.

SJU - IAD

SJUIAD

San Juan Luis Munoz Marin Intl

jue. 3/6

7:05 am-4:22 pm

1 stop10h 17m

Washington, D.C. Dulles Intl

mar. 3/11

6:27 am-2:34 pm

1 stop8h 07m

$169

Punta CanaPhiladelphia

PUJ - PHL

PUJPHL

Punta Cana

mar. 3/11

3:47 pm-10:56 pm

1 stop7h 09m

Philadelphia

mar. 3/18

6:49 am-2:42 pm

1 stop7h 53m

$207

San JuanPhiladelphia

SJU - PHL

SJUPHL

San Juan Luis Munoz Marin Intl

mié. 4/2

1:05 am-2:18 pm

2 stops13h 13m

Philadelphia

dom. 4/6

6:15 am-12:34 pm

1 stop6h 19m

$208

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

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.

Travel insights for flights from Caribbean to Maryland

Get recent, data-driven insights about flights from Caribbean to Maryland including ideal travel times, pricing trends, and more.

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 febrero 20, 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.

Weekly flight availability from Caribbean to Maryland

Explore weekly flight availability from Caribbean 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 febrero 20, 2025.

The most flights from 0CB to USMD are scheduled on a Monday (3 on average). You will have fewer flight options on Friday, which is when the least amount of flights are scheduled (2 on average).

Rainfall in Maryland by month

Plan your trip to Maryland by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Maryland ranges from 2.9 - 4.1 inches per month. July is typically the wettest month, when rainfall can reach 4.1 in. February is typically the driest time to visit Maryland when rainfall is around 2.9 in.

Temperature in Maryland by month

Plan your trip to Maryland by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Maryland, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 77.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 33.8 F).

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 febrero 20, 2025.
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Alaska Airlines
8.0
Very good
9,692 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Copa Airlines
7.6
Good
1,510 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,766 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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.

  • 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 $68 on Spirit Airlines. Other airlines that offer cheap prices include Frontier from $73 and JetBlue from $110 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

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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 6 airlines flying from Caribbean to Maryland

Discover the top 6 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 febrero 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$120Average$294FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$132Average$337FlexibilityNo cancel feeOn-time65%
DeltaCheapest$272Average$504FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$280Average$530FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$305Average$528FlexibilityNo cancel feeOn-time63%
Copa AirlinesCheapest$395Average$397FlexibilityNo cancel feeOn-time70%
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