HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Maryland

$78+ 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 9/23. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — BWI
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Caribbean 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 to Maryland

Keep the following information in mind while searching for Caribbean to Maryland flight deals. Data was last updated July 31, 2025.

Round-trip from

$147
(SmartFares)

One-way from

$78
(American Airlines)

Popular in

August

Cheapest in

May

Average price

$258

Good round-trip deal

$207 or less

Good one-way deal

$124 or less
From Caribbean to Maryland
Search Deals
One-way flight from Caribbean to Maryland
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($17 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2025
Search Deals
Price to beat on a round-trip flight from Caribbean to Maryland.
Search Deals
Price to beat on a one-way flight from Caribbean to Maryland.
Search Deals

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 July 31, 2025.

This SmartFares deal was found by Cheapflights users on 7/31. 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.
Fri 8/1510:16 pmSJU - PHL
1 stop10h 36mSpirit Airlines
Sun 8/173:51 pmPHL - SJU
1 stop17h 14mSpirit Airlines
Deal found 7/31$147
This American Airlines deal was found by Cheapflights users on 7/31. 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.
Sat 10/115:30 amSJU - DCA
1 stop12h 29mAmerican Airlines
Wed 10/1512:54 pmDCA - SJU
1 stop11h 05mAmerican Airlines
Deal found 7/31$155
This CheapOair deal was found by Cheapflights users on 7/29. 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.
Thu 9/187:05 amSJU - BWI
Nonstop4h 00mSpirit Airlines
Sun 9/218:42 pmBWI - SJU
Nonstop4h 01mSpirit Airlines
Deal found 7/29$159
This Frontier deal was found by Cheapflights users on 7/30. 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 11/66:25 amSJU - IAD
Nonstop3h 56mFrontier
Sun 11/910:09 amIAD - SJU
Nonstop3h 52mFrontier
Deal found 7/30$176
This SmartFares deal was found by Cheapflights users on 7/31. 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.
Wed 9/2412:28 amSJU - PHL
Nonstop3h 59mFrontier
Sun 9/287:32 pmPHL - SJU
Nonstop3h 51mFrontier
Deal found 7/31$180
This United Airlines deal was found by Cheapflights users on 7/30. 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.
Fri 11/74:52 pmSJU - IAD
1 stop8h 07mUnited Airlines
Sun 11/95:32 pmIAD - SJU
Nonstop3h 50mUnited Airlines
Deal found 7/30$186
This CheapOair deal was found by Cheapflights users on 7/29. 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.
Thu 8/2812:59 amSJU - PHL
Nonstop4h 01mMultiple Airlines
Mon 9/112:54 pmPHL - SJU
Nonstop3h 48mMultiple Airlines
Deal found 7/29$192
This American Airlines deal was found by Cheapflights users on 7/30. 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 10/302:35 pmSJU - BWI
1 stop9h 24mAmerican Airlines
Tue 11/46:00 amBWI - SJU
1 stop13h 48mAmerican Airlines
Deal found 7/30$195
This American Airlines deal was found by Cheapflights users on 7/29. 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 10/304:45 pmSJU - IAD
1 stop17h 10mAmerican Airlines
Tue 11/47:55 amIAD - SJU
1 stop11h 53mAmerican Airlines
Deal found 7/29$195
This Mytrip deal was found by Cheapflights users on 7/31. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/27:05 amSJU - BWI
Nonstop4h 00mMultiple Airlines
Tue 10/711:19 amBWI - SJU
1 stop15h 15mMultiple Airlines
Deal found 7/31$206
This Trip.com deal was found by Cheapflights users on 7/30. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/236:05 pmSJU - DCA
Nonstop3h 50mJetBlue
Sat 9/278:25 amDCA - SJU
Nonstop3h 50mJetBlue
Deal found 7/30$208
This OneTravel deal was found by Cheapflights users on 7/31. 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 OneTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/611:17 amMBJ - BWI
Nonstop3h 24mSpirit Airlines
Sat 9/208:16 pmBWI - MBJ
1 stop15h 49mSpirit Airlines
Deal found 7/31$213

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 July 31, 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 JuanPhiladelphia

SJU - PHL

SJUPHL

San Juan Luis Munoz Marin Intl

Fri 8/15

10:16 pm-8:52 am

1 stop10h 36m

Philadelphia

Sun 8/17

3:51 pm-9:05 am

1 stop17h 14m

$147

San JuanWashington, D.C.

SJU - DCA

SJUDCA

San Juan Luis Munoz Marin Intl

Sat 10/11

5:30 am-5:59 pm

1 stop12h 29m

Washington, D.C. Reagan-National

Wed 10/15

12:54 pm-11:59 pm

1 stop11h 05m

$155

San JuanBaltimore

SJU - BWI

SJUBWI

San Juan Luis Munoz Marin Intl

Thu 9/18

7:05 am-11:05 am

Nonstop4h 00m

Baltimore/Washington

Sun 9/21

8:42 pm-12:43 am

Nonstop4h 01m

$159

San JuanWashington, D.C.

SJU - IAD

SJUIAD

San Juan Luis Munoz Marin Intl

Thu 11/6

6:25 am-9:21 am

Nonstop3h 56m

Washington, D.C. Dulles Intl

Sun 11/9

10:09 am-3:01 pm

Nonstop3h 52m

$176

San JuanPhiladelphia

SJU - PHL

SJUPHL

San Juan Luis Munoz Marin Intl

Wed 9/24

12:28 am-4:27 am

Nonstop3h 59m

Philadelphia

Sun 9/28

7:32 pm-11:23 pm

Nonstop3h 51m

$180

San JuanWashington, D.C.

SJU - IAD

SJUIAD

San Juan Luis Munoz Marin Intl

Fri 11/7

4:52 pm-11:59 pm

1 stop8h 07m

Washington, D.C. Dulles Intl

Sun 11/9

5:32 pm-10:22 pm

Nonstop3h 50m

$186

San JuanPhiladelphia

SJU - PHL

SJUPHL

San Juan Luis Munoz Marin Intl

Thu 8/28

12:59 am-5:00 am

Nonstop4h 01m

Philadelphia

Mon 9/1

12:54 pm-4:42 pm

Nonstop3h 48m

$192

San JuanBaltimore

SJU - BWI

SJUBWI

San Juan Luis Munoz Marin Intl

Thu 10/30

11:56 am-6:28 pm

1 stop6h 32m

Baltimore/Washington

Tue 11/4

6:00 am-8:48 pm

1 stop13h 48m

$195

San JuanWashington, D.C.

SJU - IAD

SJUIAD

San Juan Luis Munoz Marin Intl

Thu 10/30

4:45 pm-9:55 am

1 stop17h 10m

Washington, D.C. Dulles Intl

Tue 11/4

7:55 am-8:48 pm

1 stop11h 53m

$195

San JuanBaltimore

SJU - BWI

SJUBWI

San Juan Luis Munoz Marin Intl

Thu 10/2

7:05 am-11:05 am

Nonstop4h 00m

Baltimore/Washington

Tue 10/7

11:19 am-2:34 am

1 stop15h 15m

$206

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

Showing 1-10 of 60 results
1
2
3
...
6

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 July 31, 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 July 31, 2025.

The most flights from 0CB to USMD are scheduled on a Monday (4 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (1 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 July 31, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and Copa 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
4,246 reviews

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,981 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Copa Airlines
7.5
Good
1,493 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,900 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

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 $78 on American Airlines. Other airlines that offer cheap prices include Spirit Airlines from $83 and Frontier from $95 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

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

Alternative routes for Caribbean to Maryland

See prices for flight routes from nearby airports that may be better suited for you.
Newark to Fort Lauderdale flights
Dallas/Fort Worth to LaGuardia flights
John F Kennedy Intl to Los Angeles flights
Los Angeles to John F Kennedy Intl flights
John F Kennedy Intl to Las Vegas flights
Los Angeles to Newark flights
Dallas/Fort Worth to O'Hare Intl flights
Los Angeles to Las Vegas flights
Newark to O'Hare Intl flights
Newark to Los Angeles flights
LaGuardia to O'Hare Intl flights
LaGuardia to Fort Lauderdale flights
John F Kennedy Intl to Orlando flights
John F Kennedy Intl to Miami flights
Dallas/Fort Worth to Seattle flights
Dallas/Fort Worth to Las Vegas flights
Heathrow to John F Kennedy Intl flights
San Francisco to John F Kennedy Intl flights
Newark to Orlando flights
John F Kennedy Intl to O'Hare Intl flights
O'Hare Intl to LaGuardia flights
John F Kennedy Intl to Seattle flights
John F Kennedy Intl to San Francisco flights
Newark to Miami flights
O'Hare Intl to John F Kennedy Intl flights
Heathrow to Newark flights
O'Hare Intl to Newark flights
Los Angeles to Honolulu flights
LaGuardia to Miami flights
Los Angeles to Seattle flights
LaGuardia to Dallas/Fort Worth flights
Charles de Gaulle to John F Kennedy Intl flights
Charles de Gaulle to Newark flights
Atlanta to John F Kennedy Intl flights
Newark to Seattle flights
Fort Lauderdale to Newark flights
O'Hare Intl to Dallas/Fort Worth flights
Los Angeles to O'Hare Intl flights
Dallas/Fort Worth to Los Angeles flights
Newark to San Francisco flights
Luis Munoz Marin Intl to Orlando flights
Los Angeles to Dallas/Fort Worth flights
Dallas/Fort Worth to Newark flights
John F Kennedy Intl to Fort Lauderdale flights
John F Kennedy Intl to Atlanta flights
LaGuardia to Orlando flights
Tel Aviv to John F Kennedy Intl flights
Dallas/Fort Worth to Denver flights
Los Angeles to LaGuardia flights
San Francisco to Newark flights

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 July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$110Average$311FlexibilityNo cancel feeOn-time65%
FrontierCheapest$113Average$321FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$190Average$480FlexibilityNo cancel feeOn-time71%
DeltaCheapest$231Average$494FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$305Average$558FlexibilityNo cancel feeOn-time63%

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.