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Caribbean Islands

$64+ 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 4/16. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — SJU
Apr 14 — Apr 211
Mon 4/14
Mon 4/21
1 adult, Economy
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Cheap flight deals from Maryland to Caribbean Islands

Keep the following information in mind while searching for Maryland to Caribbean Islands flight deals. Data was last updated April 9, 2025.

Round-trip from

$137
(Cheapflightsfares)

One-way from

$64
(eDestinos)

Popular in

December

Cheapest in

March

Average price

$387
From Maryland to Caribbean Islands
Search Deals
One-way flight from Maryland to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($44 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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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 April 9, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/7. 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 5/205:30 pmBWI - SJU
Nonstop3h 47mSpirit Airlines
Sat 5/311:39 pmSJU - BWI
Nonstop4h 01mSpirit Airlines
Deal found 4/7$137
This Cheapflightsfares deal was found by Cheapflights users on 4/8. 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 4/2811:37 amBWI - SJU
Nonstop3h 45mMultiple Airlines
Wed 4/3012:57 amSJU - BWI
Nonstop4h 03mMultiple Airlines
Deal found 4/8$147
This Cheapflightsfares deal was found by Cheapflights users on 4/7. 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 5/511:00 amBWI - SJU
Nonstop3h 47mFrontier
Mon 5/126:00 amSJU - BWI
Nonstop4h 00mFrontier
Deal found 4/7$155
This Booking.com deal was found by Cheapflights users on 4/7. 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.
Tue 4/84:58 pmPHL - SJU
1 stop15h 28mSpirit Airlines
Fri 4/115:00 amSJU - PHL
Nonstop4h 06mSpirit Airlines
Deal found 4/7$161
This Cheapflightsfares deal was found by Cheapflights users on 4/8. 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.
Sun 5/2512:10 pmIAD - SJU
Nonstop3h 52mFrontier
Tue 6/312:15 pmSJU - IAD
Nonstop3h 53mFrontier
Deal found 4/8$166
This Cheapflightsfares deal was found by Cheapflights users on 4/8. 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 4/88:08 pmPHL - SJU
Nonstop3h 46mFrontier
Thu 4/1012:59 amSJU - PHL
Nonstop4h 10mFrontier
Deal found 4/8$172
This Cheapflightsfares deal was found by Cheapflights users on 4/8. 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 4/88:08 pmPHL - SJU
Nonstop3h 46mMultiple Airlines
Fri 4/115:00 amSJU - PHL
Nonstop4h 06mMultiple Airlines
Deal found 4/8$180
This American Airlines deal was found by Cheapflights users on 4/7. 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.
Sun 5/48:25 pmPHL - SJU
Nonstop3h 44mAmerican Airlines
Fri 5/95:25 amSJU - PHL
Nonstop4h 05mAmerican Airlines
Deal found 4/7$210
This United Airlines deal was found by Cheapflights users on 4/8. 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 5/123:30 pmDCA - SJU
1 stop8h 24mUnited Airlines
Wed 5/211:05 amSJU - DCA
1 stop9h 22mUnited Airlines
Deal found 4/8$240
This United Airlines deal was found by Cheapflights users on 4/8. 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 5/58:40 amIAD - SJU
Nonstop3h 54mUnited Airlines
Fri 5/97:25 amSJU - IAD
Nonstop3h 59mUnited Airlines
Deal found 4/8$246
This JetBlue deal was found by Cheapflights users on 4/8. 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.
Tue 4/298:00 amDCA - SJU
Nonstop3h 46mJetBlue
Tue 5/66:02 pmSJU - DCA
Nonstop3h 57mJetBlue
Deal found 4/8$246
This American Airlines deal was found by Cheapflights users on 4/7. 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 4/285:00 amIAD - SJU
1 stop15h 28mAmerican Airlines
Fri 5/26:05 amSJU - IAD
1 stop16h 37mAmerican Airlines
Deal found 4/7$255

Cheapflights Fare Finder

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 April 9, 2025.
Use the filters below to find and compare flights from Maryland to Caribbean Islands that are best for you.

Fly from

Maryland

Fly to

Caribbean Islands

Route

Depart

Return

Price

BaltimoreSan Juan

BWI - SJU

BWISJU

Baltimore/Washington

Tue 5/20

5:30 pm-9:17 pm

Nonstop3h 47m

San Juan Luis Munoz Marin Intl

Sat 5/31

1:39 pm-5:40 pm

Nonstop4h 01m

$137

BaltimoreSan Juan

BWI - SJU

BWISJU

Baltimore/Washington

Mon 4/28

6:20 am-10:04 am

Nonstop3h 44m

San Juan Luis Munoz Marin Intl

Fri 5/2

6:00 am-10:00 am

Nonstop4h 00m

$147

BaltimoreSan Juan

BWI - SJU

BWISJU

Baltimore/Washington

Mon 5/5

11:00 am-2:47 pm

Nonstop3h 47m

San Juan Luis Munoz Marin Intl

Mon 5/12

6:00 am-10:00 am

Nonstop4h 00m

$155

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Sun 5/25

12:10 pm-4:02 pm

Nonstop3h 52m

San Juan Luis Munoz Marin Intl

Tue 6/3

12:15 pm-4:08 pm

Nonstop3h 53m

$166

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

Sat 4/26

4:28 pm-8:26 am

1 stop15h 58m

San Juan Luis Munoz Marin Intl

Sat 5/3

9:30 pm-8:10 am

1 stop10h 40m

$206

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

Sun 5/4

8:25 pm-12:09 am

Nonstop3h 44m

San Juan Luis Munoz Marin Intl

Fri 5/9

5:25 am-9:30 am

Nonstop4h 05m

$210

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Mon 5/12

3:30 pm-11:54 pm

1 stop8h 24m

San Juan Luis Munoz Marin Intl

Wed 5/21

1:05 am-10:27 am

1 stop9h 22m

$240

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

Sun 4/27

4:28 pm-8:26 am

1 stop15h 58m

San Juan Luis Munoz Marin Intl

Sun 5/4

9:58 pm-1:59 am

Nonstop4h 01m

$242

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Tue 4/29

8:00 am-11:46 am

Nonstop3h 46m

San Juan Luis Munoz Marin Intl

Tue 5/6

6:02 pm-9:59 pm

Nonstop3h 57m

$246

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Mon 5/5

8:40 am-12:34 pm

Nonstop3h 54m

San Juan Luis Munoz Marin Intl

Fri 5/9

7:25 am-11:24 am

Nonstop3h 59m

$246

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/8

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.

Cheapflights Insights

Everything you need to know about your flight from Maryland to Caribbean Islands

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 December is currently the most expensive (average of $336). 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 April 9, 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 April 9, 2025.

The most flights from USMD to zzEPX are scheduled on a Wednesday (5 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (1 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 April 9, 2025.
Read reviews from past customers who have flown Southwest, Delta and Copa Airlines from Maryland to Caribbean Islands. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,281 reviews

Overall

8.0

Comfort

8.0

Food

7.1

Crew

8.6

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,281 reviews
Southwest
8.0
Very good
4,281 reviews

Overall

8.0

Comfort

8.0

Food

7.1

Crew

8.6

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,906 reviews
Southwest
8.0
Very good
4,281 reviews

Overall

8.0

Comfort

8.0

Food

7.1

Crew

8.6

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Copa Airlines
7.6
Good
1,406 reviews
Southwest
8.0
Very good
4,281 reviews

Overall

8.0

Comfort

8.0

Food

7.1

Crew

8.6

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Avelo Airlines
7.5
Good
Southwest
8.0
Very good
4,281 reviews

Overall

8.0

Comfort

8.0

Food

7.1

Crew

8.6

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,633 reviews
Southwest
8.0
Very good
4,281 reviews

Overall

8.0

Comfort

8.0

Food

7.1

Crew

8.6

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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 $64. However, be on the lookout for offers from Frontier and JetBlue, 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 December is currently the most expensive (average of $336). 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.
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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 April 9, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$117Average$341FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$124Average$423FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$167Average$368FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$199Average$551FlexibilityNo cancel feeOn-time69%
DeltaCheapest$275Average$527FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$282Average$612FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$324Average$669FlexibilityNo cancel feeOn-time63%
Copa AirlinesCheapest$332Average$460FlexibilityNo cancel feeOn-time70%

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