HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Maryland

$64+ 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 3/31. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — BWI
Jan 30 — Feb 61
Fri 1/30
Fri 2/6
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

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 December 31, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 12/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/304:07 pmSJU - IAD
Nonstop4h 13mFrontier
Mon 1/58:26 pmIAD - SJU
Nonstop3h 54mFrontier
Deal found 12/29$160
This Cheapflightsfares deal was found by Cheapflights users on 12/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/304:07 pmSJU - IAD
Nonstop4h 13mFrontier
Sat 1/38:26 pmIAD - SJU
Nonstop3h 54mFrontier
Deal found 12/29$214
This Cheapflightsfares deal was found by Cheapflights users on 12/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/294:18 pmSJU - IAD
Nonstop4h 13mFrontier
Sat 1/38:26 pmIAD - SJU
Nonstop3h 54mFrontier
Deal found 12/29$240
This Cheapflightsfares deal was found by Cheapflights users on 12/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/308:47 pmSJU - BWI
Nonstop4h 15mFrontier
Tue 1/612:09 pmBWI - SJU
Nonstop3h 48mFrontier
Deal found 12/29$241
This Kiwi.com deal was found by Cheapflights users on 12/28. 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 12/301:59 amSJU - PHL
Nonstop4h 01mMultiple Airlines
Tue 1/68:17 pmPHL - SJU
Nonstop3h 42mMultiple Airlines
Deal found 12/28$256
This FlightHub deal was found by Cheapflights users on 12/29. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/301:59 amSJU - PHL
Nonstop4h 01mMultiple Airlines
Mon 1/57:42 pmPHL - SJU
Nonstop4h 00mMultiple Airlines
Deal found 12/29$262
This Frontier deal was found by Cheapflights users on 12/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/308:47 pmSJU - BWI
Nonstop4h 15mFrontier
Mon 1/510:00 pmBWI - SJU
1 stop12h 16mFrontier
Deal found 12/29$266
This Kiwi.com deal was found by Cheapflights users on 12/28. 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 12/301:59 amSJU - PHL
Nonstop4h 01mMultiple Airlines
Wed 1/712:25 pmPHL - SJU
1 stop6h 59mMultiple Airlines
Deal found 12/28$270
This Super.com deal was found by Cheapflights users on 12/28. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/301:59 amSJU - PHL
Nonstop4h 01mSpirit Airlines
Tue 1/65:17 amPHL - SJU
1 stop12h 56mSpirit Airlines
Deal found 12/28$275
This Cheapflightsfares deal was found by Cheapflights users on 12/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:15 amSJU - BWI
Nonstop4h 14mFrontier
Tue 1/612:09 pmBWI - SJU
Nonstop3h 48mFrontier
Deal found 12/29$276
This Priceline deal was found by Cheapflights users on 12/29. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/301:59 amSJU - PHL
Nonstop4h 05mFrontier
Wed 1/79:00 amPHL - SJU
Nonstop3h 47mFrontier
Deal found 12/29$276
This eDestinos deal was found by Cheapflights users on 12/29. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:15 amSJU - BWI
Nonstop4h 04mSpirit Airlines
Mon 1/511:14 amBWI - SJU
Nonstop3h 46mSpirit Airlines
Deal found 12/29$281

Find 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 December 31, 2025.

Round-trip from

$115
(Frontier)

One-way from

$64
(Trip.com)
From Caribbean Islands to Maryland
Search Deals
One-way flight from Caribbean Islands to Maryland
Search Deals

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 December 31, 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 - IAD

SJUIAD

San Juan Luis Munoz Marin Intl

Sat 1/17

7:34 pm-8:04 am

1 stop13h 30m

Washington, D.C. Dulles Intl

Mon 1/19

7:14 pm-11:59 pm

Nonstop3h 45m

$127

San JuanWashington, D.C.

SJU - IAD

SJUIAD

San Juan Luis Munoz Marin Intl

Thu 1/15

6:55 am-2:15 pm

1 stop8h 20m

Washington, D.C. Dulles Intl

Mon 1/19

7:14 pm-11:59 pm

Nonstop3h 45m

$127

San JuanPhiladelphia

SJU - PHL

SJUPHL

San Juan Luis Munoz Marin Intl

Fri 2/20

2:59 am-6:11 am

Nonstop4h 12m

Philadelphia

Sat 2/28

8:52 pm-1:37 am

Nonstop3h 45m

$151

San JuanPhiladelphia

SJU - PHL

SJUPHL

San Juan Luis Munoz Marin Intl

Tue 2/10

2:59 am-6:11 am

Nonstop4h 12m

Philadelphia

Sun 2/15

8:52 pm-1:37 am

Nonstop3h 45m

$151

San JuanPhiladelphia

SJU - PHL

SJUPHL

San Juan Luis Munoz Marin Intl

Tue 2/24

2:59 am-6:11 am

Nonstop4h 12m

Philadelphia

Wed 3/4

8:52 pm-1:37 am

Nonstop3h 45m

$151

San JuanPhiladelphia

SJU - PHL

SJUPHL

San Juan Luis Munoz Marin Intl

Thu 1/22

8:00 am-5:52 pm

1 stop10h 52m

Philadelphia

Mon 1/26

9:52 am-6:58 pm

1 stop8h 06m

$169

San JuanBaltimore

SJU - BWI

SJUBWI

San Juan Luis Munoz Marin Intl

Tue 2/17

3:53 am-8:00 am

1 stop29h 07m

Baltimore/Washington

Wed 2/25

8:25 pm-9:54 am

1 stop12h 29m

$172

San JuanBaltimore

SJU - BWI

SJUBWI

San Juan Luis Munoz Marin Intl

Wed 2/18

5:25 pm-8:00 am

1 stop15h 35m

Baltimore/Washington

Sat 2/21

7:07 pm-12:54 am

1 stop28h 47m

$173

San JuanBaltimore

SJU - BWI

SJUBWI

San Juan Luis Munoz Marin Intl

Thu 2/12

7:54 pm-7:49 am

1 stop12h 55m

Baltimore/Washington

Tue 2/17

7:54 pm-9:54 am

1 stop13h 00m

$180

San JuanBaltimore

SJU - BWI

SJUBWI

San Juan Luis Munoz Marin Intl

Wed 4/8

4:06 pm-12:24 am

1 stop8h 18m

Baltimore/Washington

Mon 4/13

5:37 pm-12:45 am

1 stop7h 08m

$180

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/29

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.

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, April is the cheapest month in which you can book a flight from Caribbean Islands to Maryland (average of $71). Flying from Caribbean Islands to Maryland in November is currently the most expensive (average of $156). 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 December 31, 2025.

A simple way to save on the total cost of your ticket is to fly from Caribbean Islands to Maryland in the evening. If you’re flexible enough to do this you can expect to save up to 62% on your trip compared to booking a flight at noon.

What is the cheapest day to fly from Caribbean Islands to Maryland?

Use this chart to determine the cheapest time to fly round-trip from Caribbean Islands to Maryland. Price data was last updated on December 27, 2025.

Travelers seeking maximum savings on their Caribbean Islands to Maryland flight should consider departing on Tuesday at noon when fares are most often at their lowest. Wednesday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

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 December 31, 2025.

The most flights from zzEPX to USMD are scheduled on a Monday (5 on average). You will have fewer flight options on Wednesday, 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 December 31, 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
4,251 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,251 reviews
Southwest
8.0
Very good
4,251 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,013 reviews
Southwest
8.0
Very good
4,251 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,124 reviews
Southwest
8.0
Very good
4,251 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,075 reviews
Southwest
8.0
Very good
4,251 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Spirit Airlines
6.3
Okay
8,243 reviews
Southwest
8.0
Very good
4,251 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 4h 02m. 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 Frontier, with whom users have recently found tickets for as low as $57. However, be on the lookout for offers from Spirit Airlines and American 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, April is the cheapest month in which you can book a flight from Caribbean Islands to Maryland (average of $71). Flying from Caribbean Islands to Maryland in November is currently the most expensive (average of $156). 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
John F Kennedy Intl to Fort Lauderdale flights
LaGuardia to Miami flights
Newark to Miami flights
LaGuardia to Fort Lauderdale flights
Newark to West Palm Beach flights
John F Kennedy Intl to Las Vegas flights
John F Kennedy Intl to Los Angeles flights
Newark to Las Vegas flights
John F Kennedy Intl to West Palm Beach flights
Los Angeles to John F Kennedy Intl flights
John F Kennedy Intl to Orlando flights
O'Hare Intl to Las Vegas flights
Newark to Orlando flights
Minneapolis to Sky Harbor Intl flights
Dallas/Fort Worth to Las Vegas flights
Dallas/Fort Worth to John F Kennedy Intl flights
Seattle to Los Angeles flights
LaGuardia to Orlando flights
Dallas/Fort Worth to LaGuardia flights
Boston to Fort Lauderdale flights
Baltimore to Fort Lauderdale flights
O'Hare Intl to Dallas/Fort Worth flights
Detroit to Fort Lauderdale flights
John F Kennedy Intl to Dallas/Fort Worth flights
Boston to Orlando flights
Boston to Miami flights
Philadelphia to Fort Lauderdale flights
Reagan-National to Miami flights
LaGuardia to West Palm Beach flights
Los Angeles to Honolulu flights
Dulles Intl to Miami flights
San Francisco to John F Kennedy Intl flights
Seattle to Las Vegas flights
San Francisco to Las Vegas flights
Detroit to Orlando flights
LaGuardia to Tampa flights
Los Angeles to Seattle flights
John F Kennedy Intl to Sky Harbor Intl flights
O'Hare Intl to Sky Harbor Intl flights
LaGuardia to Dallas/Fort Worth flights
Dulles Intl to Orlando flights
Dallas/Fort Worth to Denver flights
Philadelphia to Miami flights
Fort Lauderdale to John F Kennedy Intl flights
Newark to Los Angeles flights
Dulles Intl to Las Vegas flights
Los Angeles to Newark flights
Newark to Tampa 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 December 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$111Average$233FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$121Average$307FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$128Average$250FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$165Average$490FlexibilityNo cancel feeOn-time71%
DeltaCheapest$321Average$474FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$346Average$533FlexibilityNo 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.