HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Maryland

$68+ 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 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
Tue 2/25
Tue 3/4
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Caribbean Islands to Maryland with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 February 20, 2025.

Round-trip from

$116
(eDestinos)

One-way from

$68
(Kiwi.com)
From Caribbean Islands to Maryland
Search Deals
One-way flight from Caribbean Islands to Maryland
Search Deals

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 February 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.
Tue 3/116:00 amSJU - PHL
1 stop10h 56mMultiple Airlines
Tue 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.
Thu 4/39:30 pmSJU - PHL
Nonstop4h 10mFrontier
Sun 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.
Tue 3/115:00 amSJU - PHL
Nonstop4h 10mSpirit Airlines
Tue 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.
Thu 4/312:59 amSJU - BWI
Nonstop4h 11mSpirit Airlines
Sun 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.
Thu 4/102:01 amSJU - BWI
Nonstop4h 03mMultiple Airlines
Mon 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.
Fri 4/114:22 pmSJU - BWI
Nonstop4h 07mFrontier
Mon 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.
Sat 5/103:56 amSJU - IAD
1 stop12h 40mFrontier
Tue 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.
Thu 2/278:15 amSJU - IAD
1 stop16h 38mAmerican Airlines
Sat 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.
Tue 3/113:47 pmPUJ - PHL
1 stop7h 09mSpirit Airlines
Tue 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.
Wed 4/21:05 amSJU - PHL
2 stops13h 13mUnited Airlines
Sun 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.
Wed 3/266:00 amSJU - DCA
1 stop6h 48mJetBlue
Thu 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.
Sat 3/11:40 pmSJU - PHL
1 stop10h 40mDelta
Mon 3/31:11 pmPHL - SJU
1 stop6h 55mDelta
Deal found 2/20$220

Find flights from Caribbean Islands to Maryland within your budget

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 February 20, 2025.

Fly from

Caribbean Islands

Fly to

Maryland

Route

Depart

Return

Price

San JuanPhiladelphia

SJU - PHL

SJUPHL

San Juan Luis Munoz Marin Intl

Tue 3/11

6:00 am-4:56 pm

1 stop10h 56m

Philadelphia

Tue 3/25

5:05 pm-8:56 pm

Nonstop3h 51m

$116

San JuanPhiladelphia

SJU - PHL

SJUPHL

San Juan Luis Munoz Marin Intl

Thu 4/3

9:30 pm-1:40 am

Nonstop4h 10m

Philadelphia

Sun 4/6

8:08 pm-11:54 pm

Nonstop3h 46m

$117

San JuanPhiladelphia

SJU - PHL

SJUPHL

San Juan Luis Munoz Marin Intl

Tue 3/11

5:00 am-9:10 am

Nonstop4h 10m

Philadelphia

Tue 3/25

5:05 pm-8:56 pm

Nonstop3h 51m

$119

San JuanBaltimore

SJU - BWI

SJUBWI

San Juan Luis Munoz Marin Intl

Thu 4/3

3:12 pm-7:22 pm

Nonstop4h 10m

Baltimore/Washington

Sun 4/6

10:20 am-2:07 pm

Nonstop3h 47m

$121

San JuanBaltimore

SJU - BWI

SJUBWI

San Juan Luis Munoz Marin Intl

Thu 4/10

2:01 am-6:04 am

Nonstop4h 03m

Baltimore/Washington

Mon 4/21

9:29 pm-1:14 am

Nonstop3h 45m

$127

San JuanBaltimore

SJU - BWI

SJUBWI

San Juan Luis Munoz Marin Intl

Fri 4/11

4:22 pm-8:29 pm

Nonstop4h 07m

Baltimore/Washington

Mon 4/21

9:29 pm-1:14 am

Nonstop3h 45m

$135

San JuanWashington, D.C.

SJU - IAD

SJUIAD

San Juan Luis Munoz Marin Intl

Sat 5/10

3:56 am-4:36 pm

1 stop12h 40m

Washington, D.C. Dulles Intl

Tue 6/24

2:54 pm-6:44 pm

Nonstop3h 50m

$155

San JuanWashington, D.C.

SJU - IAD

SJUIAD

San Juan Luis Munoz Marin Intl

Thu 3/6

7:05 am-4:22 pm

1 stop10h 17m

Washington, D.C. Dulles Intl

Tue 3/11

6:27 am-2:34 pm

1 stop8h 07m

$169

Punta CanaPhiladelphia

PUJ - PHL

PUJPHL

Punta Cana

Tue 3/11

3:47 pm-10:56 pm

1 stop7h 09m

Philadelphia

Tue 3/18

6:49 am-2:42 pm

1 stop7h 53m

$207

San JuanPhiladelphia

SJU - PHL

SJUPHL

San Juan Luis Munoz Marin Intl

Wed 4/2

1:05 am-2:18 pm

2 stops13h 13m

Philadelphia

Sun 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
1
2
3
...
6

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.

Travel insights for flights from Caribbean Islands to Maryland

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

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 February 20, 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 February 20, 2025.

The most flights from zzEPX 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 February 20, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta and Alaska Airlines from Caribbean Islands to Maryland to help guide your decision. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Overall

8.1

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

Food

7.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Overall

8.1

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
8,219 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Overall

8.1

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
9,697 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Overall

8.1

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

Food

7.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Overall

8.1

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
8,765 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Overall

8.1

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 Islands 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 Islands to Maryland one-way?

    The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $68. However, be on the lookout for offers from Frontier and JetBlue, 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Caribbean Islands to Maryland

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Miami flights
Newark to Fort Lauderdale flights
Newark to Miami flights
LaGuardia to Fort Lauderdale flights
LaGuardia to Miami flights
John F Kennedy Intl to Fort Lauderdale flights
John F Kennedy Intl to Los Angeles flights
Newark to Orlando flights
Los Angeles to John F Kennedy Intl flights
John F Kennedy Intl to Las Vegas flights
Newark to Los Angeles flights
John F Kennedy Intl to Orlando flights
Los Angeles to Newark flights
John F Kennedy Intl to West Palm Beach flights
LaGuardia to Dallas/Fort Worth flights
John F Kennedy Intl to Dallas/Fort Worth flights
O'Hare Intl to Fort Lauderdale flights
O'Hare Intl to Las Vegas flights
John F Kennedy Intl to O'Hare Intl flights
Dallas/Fort Worth to LaGuardia flights
LaGuardia to Orlando flights
Dallas/Fort Worth to Seattle flights
San Francisco to John F Kennedy Intl flights
Dallas/Fort Worth to Las Vegas flights
Newark to Las Vegas flights
Newark to Tampa flights
Boston to Fort Lauderdale flights
Seattle to Los Angeles flights
Newark to Dallas/Fort Worth flights
Dallas/Fort Worth to Orlando flights
O'Hare Intl to John F Kennedy Intl flights
O'Hare Intl to Miami flights
Seattle to Sky Harbor Intl flights
O'Hare Intl to Sky Harbor Intl flights
Dallas/Fort Worth to John F Kennedy Intl flights
John F Kennedy Intl to San Francisco flights
LaGuardia to Tampa flights
John F Kennedy Intl to Sky Harbor Intl flights
John F Kennedy Intl to Tampa flights
Reagan-National to Miami flights
Minneapolis to Sky Harbor Intl flights
Dulles Intl to Orlando flights
Seattle to Las Vegas flights
Minneapolis to Las Vegas flights
Los Angeles to Seattle flights
John F Kennedy Intl to Atlanta flights
Dallas/Fort Worth to Newark flights
San Francisco to Newark flights
Dulles Intl to Dallas/Fort Worth flights
Boston to Miami flights

Top 6 airlines flying from Caribbean Islands to Maryland

Discover the top 6 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 February 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%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.