Caribbean

$76+ Cheap flights from Maryland to Caribbean

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 1/21. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — SJU
déc. 27 — janv. 31
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Cheap flight deals from Maryland to Caribbean

Discover tips and strategies to find the most affordable flight options for your journey from Maryland (USMD) to Caribbean (0CB). 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 décembre 22, 2024.

Round-trip from

$126
(Kiwi.com)

One-way from

$76
(Cheapflightsfares)
From Maryland to Caribbean
One-way flight from Maryland to Caribbean

Find flight deals from Maryland to Caribbean

Cheapest flights from Maryland to Caribbean
Explore the most affordable flight options available from Maryland to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on décembre 22, 2024.

This Cheapflightsfares deal was found by Cheapflights users on 12/21. 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.
mar. 12/3112:20 pmBWI - SJU
1 stop12h 05mSpirit Airlines
mar. 3/44:03 pmSJU - BWI
1 stop16h 30mSpirit Airlines
Deal found 12/21$179
This Mytrip deal was found by Cheapflights users on 12/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/3111:34 amIAD - SJU
1 stop11h 21mFrontier
mar. 3/46:35 amSJU - IAD
1 stop12h 31mFrontier
Deal found 12/21$181
This Cheapflightsfares deal was found by Cheapflights users on 12/21. 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.
mar. 12/318:15 pmPHL - SJU
1 stop29h 34mFrontier
mer. 1/1512:12 pmSJU - PHL
1 stop24h 40mFrontier
Deal found 12/21$215
This Kiwi.com deal was found by Cheapflights users on 12/21. 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.
mar. 12/3112:20 pmBWI - SJU
1 stop12h 05mMultiple Airlines
lun. 3/33:49 amSJU - BWI
1 stop13h 21mMultiple Airlines
Deal found 12/21$234
This Frontier deal was found by Cheapflights users on 12/21. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/3110:07 amBWI - SJU
Nonstop3h 48mFrontier
lun. 3/33:49 amSJU - BWI
1 stop13h 21mFrontier
Deal found 12/21$259
This United Airlines deal was found by Cheapflights users on 12/21. 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.
mar. 12/315:35 pmIAD - SJU
Nonstop3h 47mUnited Airlines
mar. 3/45:50 pmSJU - IAD
Nonstop4h 00mUnited Airlines
Deal found 12/21$283
This Kiwi.com deal was found by Cheapflights users on 12/20. 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.
lun. 12/309:11 pmPHL - SJU
Nonstop3h 38mMultiple Airlines
jeu. 1/99:32 pmSJU - PHL
Nonstop4h 04mMultiple Airlines
Deal found 12/20$288
This American Airlines deal was found by Cheapflights users on 12/21. 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.
mar. 12/314:00 pmDCA - SJU
1 stop7h 26mAmerican Airlines
mar. 3/46:00 amSJU - DCA
1 stop8h 59mAmerican Airlines
Deal found 12/21$291
This United Airlines deal was found by Cheapflights users on 12/21. 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.
mar. 12/3110:30 amDCA - SJU
1 stop9h 25mUnited Airlines
lun. 3/32:05 amSJU - DCA
1 stop7h 20mUnited Airlines
Deal found 12/21$292
This FlightHub deal was found by Cheapflights users on 12/21. 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.
dim. 12/299:25 pmPHL - SJU
Nonstop3h 48mSpirit Airlines
mar. 1/143:29 pmSJU - PHL
1 stop7h 00mSpirit Airlines
Deal found 12/21$303
This Kiwi.com deal was found by Cheapflights users on 12/21. 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.
dim. 12/298:02 pmPHL - PUJ
1 stop19h 45mMultiple Airlines
mar. 12/314:50 pmPUJ - PHL
1 stop8h 15mMultiple Airlines
Deal found 12/21$345
This United Airlines deal was found by Cheapflights users on 12/21. 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.
mar. 12/315:16 pmBWI - SJU
2 stops11h 56mUnited Airlines
lun. 3/32:05 amSJU - BWI
2 stops12h 48mUnited Airlines
Deal found 12/21$361

Find flights from Maryland to Caribbean within your budget

Customize your flight search to find flights from Maryland to Caribbean 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 décembre 22, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

BaltimoreSan Juan

BWI - SJU

BWISJU

Baltimore/Washington

lun. 1/27

8:10 pm-12:57 am

Nonstop3h 47m

San Juan Luis Munoz Marin Intl

jeu. 1/30

6:55 pm-7:51 am

1 stop13h 56m

$126

BaltimoreSan Juan

BWI - SJU

BWISJU

Baltimore/Washington

jeu. 1/23

9:20 pm-1:58 pm

1 stop15h 38m

San Juan Luis Munoz Marin Intl

mar. 1/28

9:15 pm-9:10 am

1 stop12h 55m

$128

BaltimoreSan Juan

BWI - SJU

BWISJU

Baltimore/Washington

lun. 1/27

8:10 pm-12:57 am

Nonstop3h 47m

San Juan Luis Munoz Marin Intl

jeu. 1/30

4:50 pm-8:03 pm

Nonstop4h 13m

$133

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

jeu. 1/9

6:05 am-12:35 am

1 stop17h 30m

San Juan Luis Munoz Marin Intl

sam. 1/18

7:12 pm-10:58 am

1 stop16h 46m

$152

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

mer. 2/12

8:13 am-11:22 pm

1 stop14h 09m

San Juan Luis Munoz Marin Intl

mer. 2/26

11:42 am-2:52 pm

Nonstop4h 10m

$153

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

sam. 1/11

10:15 pm-2:21 am

1 stop27h 06m

San Juan Luis Munoz Marin Intl

sam. 1/18

12:13 pm-3:27 pm

Nonstop4h 14m

$157

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

dim. 2/23

7:31 pm-2:54 am

1 stop6h 23m

San Juan Luis Munoz Marin Intl

mer. 2/26

9:30 pm-5:03 pm

1 stop20h 33m

$182

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

mar. 1/21

8:00 am-12:40 pm

Nonstop3h 40m

San Juan Luis Munoz Marin Intl

ven. 1/24

6:10 pm-9:16 pm

Nonstop4h 06m

$230

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

lun. 1/13

5:35 pm-10:22 pm

Nonstop3h 47m

San Juan Luis Munoz Marin Intl

jeu. 1/16

2:10 pm-10:20 pm

1 stop9h 10m

$235

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

mar. 2/4

1:50 pm-9:59 pm

1 stop7h 09m

San Juan Luis Munoz Marin Intl

mer. 2/12

6:00 am-4:55 pm

1 stop11h 55m

$237

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/21

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

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

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

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

Currently, September is the cheapest month in which you can book a flight from Maryland to Caribbean (average of $254). Flying from Maryland to Caribbean in March is currently the most expensive (average of $380). 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 CB?

Find hourly flight availability from Maryland to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated décembre 22, 2024.

When flying from Maryland to Caribbean, 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

Explore weekly flight availability from Maryland to Caribbean. 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 décembre 22, 2024.

The most flights from USMD to 0CB are scheduled on a Saturday (6 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (2 on average).

Rainfall in Caribbean by month

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

In terms of precipitation, rainfall in Caribbean 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 when rainfall is around 2.2 in.

Temperature in Caribbean by month

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

If weather is an important factor for your trip to Caribbean, 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

Get insights into the airlines that provide service to Caribbean. 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. Reviews last updated décembre 22, 2024.
8.1
Very good
4,804 reviews

Crew

8.7

Boarding

8.2

Comfort

8.1

Overall

8.1

Entertainment

7.7

Food

7.2

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
4,804 reviews
8.1
Very good
4,804 reviews

Crew

8.7

Boarding

8.2

Comfort

8.1

Overall

8.1

Entertainment

7.7

Food

7.2

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
8,594 reviews
8.1
Very good
4,804 reviews

Crew

8.7

Boarding

8.2

Comfort

8.1

Overall

8.1

Entertainment

7.7

Food

7.2

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
9,537 reviews
8.1
Very good
4,804 reviews

Crew

8.7

Boarding

8.2

Comfort

8.1

Overall

8.1

Entertainment

7.7

Food

7.2

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
1,713 reviews
8.1
Very good
4,804 reviews

Crew

8.7

Boarding

8.2

Comfort

8.1

Overall

8.1

Entertainment

7.7

Food

7.2

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.

7.5
Good
1,868 reviews
8.1
Very good
4,804 reviews

Crew

8.7

Boarding

8.2

Comfort

8.1

Overall

8.1

Entertainment

7.7

Food

7.2

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. 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 one-way?

    $76 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Spirit Airlines and Southwest, with prices starting from $78 and $87, respectively.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Maryland to Caribbean 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?

    Currently, September is the cheapest month in which you can book a flight from Maryland to Caribbean (average of $254). Flying from Maryland to Caribbean in March is currently the most expensive (average of $380). 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 Maryland to Caribbean

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

Top 8 airlines flying from Maryland to Caribbean

Discover the top 8 airlines that operate flights from Maryland to Caribbean. 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 décembre 22, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$109Average$316FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$134Average$375FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$176Average$378FlexibilityNo cancel feeOn-time62%
Copa AirlinesCheapest$234Average$511FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$261Average$575FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$267Average$640FlexibilityNo cancel feeOn-time71%
DeltaCheapest$281Average$538FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$305Average$677FlexibilityNo cancel feeOn-time63%
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