Caribbean Islands

$66+ Cheap flights from Maryland to Caribbean Islands

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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — SJU
Jan 26 — Feb 21
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Cheap flight deals from Maryland to Caribbean Islands

Discover tips and strategies to find the most affordable flight options for your journey from Maryland (USMD) to Caribbean Islands (zzEPX). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 21, 2025.

Round-trip from

$128
(Kiwi.com)

One-way from

$66
(FlightHub)
From Maryland to Caribbean Islands
One-way flight from Maryland to Caribbean Islands

Find flight deals from Maryland to Caribbean Islands

Cheapest flights from Maryland to Caribbean Islands
Explore the most affordable flight options available from Maryland to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 1/20. 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.
Sat 2/85:47 pmBWI - SJU
1 stop7h 12mMultiple Airlines
Wed 2/126:25 pmSJU - BWI
Nonstop4h 09mMultiple Airlines
Deal found 1/20$127
This eDestinos deal was found by Cheapflights users on 1/21. 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.
Sat 2/225:36 pmBWI - SJU
1 stop6h 30mFrontier
Fri 2/283:54 amSJU - BWI
1 stop12h 21mFrontier
Deal found 1/21$129
This Cheapflightsfares deal was found by Cheapflights users on 1/21. 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 3/37:00 pmBWI - SJU
Nonstop3h 42mSpirit Airlines
Tue 3/41:30 amSJU - BWI
Nonstop4h 12mSpirit Airlines
Deal found 1/21$134
This Kiwi.com deal was found by Cheapflights users on 1/21. 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 2/2710:59 pmPHL - SJU
1 stop26h 55mMultiple Airlines
Wed 3/195:00 amSJU - PHL
Nonstop4h 10mMultiple Airlines
Deal found 1/21$155
This Cheapflightsfares deal was found by Cheapflights users on 1/21. 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 1/296:39 amPHL - SJU
1 stop17h 09mSpirit Airlines
Wed 2/199:34 pmSJU - PHL
1 stop13h 25mSpirit Airlines
Deal found 1/21$156
This FlightHub deal was found by Cheapflights users on 1/21. 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.
Thu 2/2710:59 pmPHL - SJU
1 stop26h 55mFrontier
Wed 3/58:30 pmSJU - PHL
Nonstop4h 02mFrontier
Deal found 1/21$157
This Booking.com deal was found by Cheapflights users on 1/20. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/216:03 pmIAD - SJU
1 stop7h 51mFrontier
Mon 2/248:43 pmSJU - IAD
1 stop21h 12mFrontier
Deal found 1/20$180
This United Airlines deal was found by Cheapflights users on 1/20. 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.
Mon 2/105:35 pmIAD - SJU
Nonstop3h 47mUnited Airlines
Thu 2/138:10 amSJU - IAD
Nonstop4h 00mUnited Airlines
Deal found 1/20$184
This United Airlines deal was found by Cheapflights users on 1/20. 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.
Mon 2/312:15 pmPHL - SJU
2 stops11h 21mUnited Airlines
Thu 2/62:05 amSJU - PHL
2 stops13h 19mUnited Airlines
Deal found 1/20$185
This United Airlines deal was found by Cheapflights users on 1/21. 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.
Mon 2/245:00 pmDCA - SJU
1 stop6h 36mUnited Airlines
Wed 2/262:05 amSJU - DCA
1 stop7h 20mUnited Airlines
Deal found 1/21$192
This American Airlines deal was found by Cheapflights users on 1/21. 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.
Mon 3/33:59 pmDCA - SJU
1 stop6h 56mAmerican Airlines
Tue 3/115:00 amSJU - DCA
1 stop6h 29mAmerican Airlines
Deal found 1/21$194
This American Airlines deal was found by Cheapflights users on 1/20. 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.
Sat 4/59:05 pmPHL - SJU
Nonstop3h 50mAmerican Airlines
Tue 4/85:30 amSJU - PHL
Nonstop4h 10mAmerican Airlines
Deal found 1/20$207

Find flights from Maryland to Caribbean Islands within your budget

Customize your flight search to find flights from Maryland to Caribbean Islands 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 January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

BaltimoreSan Juan

BWI - SJU

BWISJU

Baltimore/Washington

Sat 3/1

4:10 pm-12:47 am

1 stop7h 37m

San Juan Luis Munoz Marin Intl

Wed 3/5

4:12 pm-7:22 pm

Nonstop4h 10m

$128

BaltimoreSan Juan

BWI - SJU

BWISJU

Baltimore/Washington

Sat 2/22

5:36 pm-1:06 am

1 stop6h 30m

San Juan Luis Munoz Marin Intl

Fri 2/28

3:54 am-3:15 pm

1 stop12h 21m

$129

BaltimoreSan Juan

BWI - SJU

BWISJU

Baltimore/Washington

Mon 2/24

7:00 pm-11:42 pm

Nonstop3h 42m

San Juan Luis Munoz Marin Intl

Thu 2/27

6:25 pm-9:34 pm

Nonstop4h 09m

$134

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

Thu 2/27

10:59 pm-2:54 am

1 stop26h 55m

San Juan Luis Munoz Marin Intl

Thu 4/3

5:00 am-9:10 am

Nonstop4h 10m

$155

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

Tue 2/11

5:20 am-9:49 am

1 stop27h 29m

San Juan Luis Munoz Marin Intl

Fri 2/14

3:54 am-12:02 pm

1 stop9h 08m

$156

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

Fri 2/7

4:22 pm-9:14 pm

Nonstop3h 52m

San Juan Luis Munoz Marin Intl

Wed 2/19

9:34 pm-9:59 am

1 stop13h 25m

$162

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Fri 2/21

6:03 pm-2:54 am

1 stop7h 51m

San Juan Luis Munoz Marin Intl

Mon 2/24

8:43 pm-4:55 pm

1 stop21h 12m

$180

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Mon 2/10

5:35 pm-10:22 pm

Nonstop3h 47m

San Juan Luis Munoz Marin Intl

Thu 2/13

8:10 am-11:10 am

Nonstop4h 00m

$184

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

Mon 2/3

12:15 pm-12:36 am

2 stops11h 21m

San Juan Luis Munoz Marin Intl

Thu 2/6

2:05 am-2:24 pm

2 stops13h 19m

$185

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Sat 3/1

5:00 pm-12:36 am

1 stop6h 36m

San Juan Luis Munoz Marin Intl

Tue 3/4

2:05 am-9:54 am

1 stop8h 49m

$192

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

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

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

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

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

Currently, September is the cheapest month in which you can book a flight from Maryland to Caribbean Islands (average of $254). Flying from Maryland to Caribbean Islands in March is currently the most expensive (average of $378). 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 MD to EPX?

Find hourly flight availability from Maryland to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 21, 2025.

When flying from Maryland to Caribbean Islands, 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 Maryland to Caribbean Islands

Explore weekly flight availability from Maryland to Caribbean Islands. 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 January 21, 2025.

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

Rainfall in Caribbean Islands by month

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

In terms of precipitation, rainfall in Caribbean Islands ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

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

If weather is an important factor for your trip to Caribbean Islands, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Caribbean Islands. Reviews last updated January 21, 2025.
Read reviews from past customers who have flown Spirit Airlines, United Airlines and Frontier from Maryland to Caribbean Islands. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
4,662 reviews

Crew

8.7

Overall

8.1

Food

7.2

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.1
Very good
4,662 reviews
8.1
Very good
4,662 reviews

Crew

8.7

Overall

8.1

Food

7.2

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.0
Very good
9,706 reviews
8.1
Very good
4,662 reviews

Crew

8.7

Overall

8.1

Food

7.2

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.0
Very good
8,521 reviews
8.1
Very good
4,662 reviews

Crew

8.7

Overall

8.1

Food

7.2

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.7
Good
1,662 reviews
8.1
Very good
4,662 reviews

Crew

8.7

Overall

8.1

Food

7.2

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.4
Good
3,201 reviews
8.1
Very good
4,662 reviews

Crew

8.7

Overall

8.1

Food

7.2

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Maryland to Caribbean Islands. 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 Maryland to Caribbean Islands one-way?

    The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $66. However, be on the lookout for offers from Frontier and United Airlines, as they are both options that can get you from Maryland to Caribbean Islands for a low price.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Maryland to Caribbean Islands 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 Maryland to Caribbean Islands?

    Currently, September is the cheapest month in which you can book a flight from Maryland to Caribbean Islands (average of $254). Flying from Maryland to Caribbean Islands in March is currently the most expensive (average of $378). 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 Maryland to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.

Top 8 airlines flying from Maryland to Caribbean Islands

Discover the top 8 airlines that operate flights from Maryland to Caribbean Islands. 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 January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$116Average$336FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$134Average$386FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$162Average$365FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$261Average$576FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$275Average$656FlexibilityNo cancel feeOn-time71%
DeltaCheapest$281Average$552FlexibilityNo cancel feeOn-timeN/A
Copa AirlinesCheapest$311Average$508FlexibilityNo cancel feeOn-time70%
SouthwestCheapest$311Average$677FlexibilityNo cancel feeOn-time63%
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