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$63+ 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 12/11. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — SJU
nov. 25 — dic. 21
lun. 11/25
lun. 12/2
1 adult, Economy
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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 noviembre 20, 2024.

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 noviembre 20, 2024.

This Frontier deal was found by Cheapflights users on 11/19. 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.
mié. 12/43:52 pmBWI - SJU
Nonstop3h 48mFrontier
mar. 12/109:15 pmSJU - BWI
1 stop12h 55mFrontier
Deal found 11/19$131
This Kiwi.com deal was found by Cheapflights users on 11/18. 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. 12/163:52 pmBWI - SJU
Nonstop3h 48mMultiple Airlines
jue. 12/194:30 amSJU - BWI
Nonstop4h 07mMultiple Airlines
Deal found 11/18$132
This Booking.com deal was found by Cheapflights users on 11/19. 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.
mar. 12/109:15 amBWI - SJU
Nonstop3h 49mSpirit Airlines
sáb. 12/145:10 amSJU - BWI
1 stop7h 01mSpirit Airlines
Deal found 11/19$138
This Cheapflightsfares deal was found by Cheapflights users on 11/19. 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.
sáb. 12/75:40 pmPHL - SJU
1 stop26h 05mFrontier
sáb. 12/149:32 pmSJU - PHL
Nonstop4h 04mFrontier
Deal found 11/19$148
This Cheapflightsfares deal was found by Cheapflights users on 11/19. 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.
vie. 12/69:01 pmPHL - SJU
Nonstop3h 48mSpirit Airlines
lun. 12/93:05 amSJU - PHL
Nonstop4h 10mSpirit Airlines
Deal found 11/19$150
This Cheapflightsfares deal was found by Cheapflights users on 11/19. 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.
mié. 12/49:01 pmPHL - SJU
Nonstop3h 48mMultiple Airlines
jue. 12/129:32 pmSJU - PHL
Nonstop4h 04mMultiple Airlines
Deal found 11/19$151
This Priceline deal was found by Cheapflights users on 11/19. 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.
lun. 12/1612:14 pmIAD - SJU
1 stop10h 45mFrontier
mié. 12/183:54 amSJU - IAD
1 stop28h 26mFrontier
Deal found 11/19$184
This Delta deal was found by Cheapflights users on 11/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/116:00 amIAD - SJU
1 stop7h 14mDelta
lun. 12/167:10 amSJU - IAD
1 stop6h 45mDelta
Deal found 11/19$248
This Delta deal was found by Cheapflights users on 11/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/75:00 pmDCA - SJU
1 stop6h 59mDelta
mié. 12/112:28 pmSJU - DCA
1 stop9h 04mDelta
Deal found 11/20$248
This Delta deal was found by Cheapflights users on 11/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 11/266:59 amPHL - SJU
1 stop9h 14mDelta
vie. 11/298:00 amSJU - PHL
1 stop10h 07mDelta
Deal found 11/19$264
This eDestinos deal was found by Cheapflights users on 11/19. 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.
mié. 12/113:28 pmIAD - SJU
2 stops29h 21mMultiple Airlines
mar. 1/144:49 pmSJU - IAD
2 stops20h 23mMultiple Airlines
Deal found 11/19$268
This United Airlines deal was found by Cheapflights users on 11/18. 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.
mié. 12/1111:30 amDCA - SJU
1 stop8h 25mUnited Airlines
mar. 12/172:05 amSJU - DCA
1 stop8h 41mUnited Airlines
Deal found 11/18$294

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 2,629,791 searches. Data last updated noviembre 20, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

BaltimoreSan Juan

BWI - SJU

BWISJU

Baltimore/Washington

mié. 12/4

3:52 pm-8:40 pm

Nonstop3h 48m

San Juan Luis Munoz Marin Intl

lun. 12/9

9:49 pm-9:10 am

1 stop12h 21m

$131

BaltimoreSan Juan

BWI - SJU

BWISJU

Baltimore/Washington

mié. 12/11

3:52 pm-8:40 pm

Nonstop3h 48m

San Juan Luis Munoz Marin Intl

jue. 12/12

3:20 am-10:34 am

1 stop8h 14m

$132

BaltimoreSan Juan

BWI - SJU

BWISJU

Baltimore/Washington

mar. 12/10

9:15 am-2:04 pm

Nonstop3h 49m

San Juan Luis Munoz Marin Intl

sáb. 12/14

5:10 am-11:11 am

1 stop7h 01m

$138

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

sáb. 12/7

5:40 pm-8:45 pm

1 stop26h 05m

San Juan Luis Munoz Marin Intl

sáb. 12/14

9:32 pm-12:36 am

Nonstop4h 04m

$148

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

vie. 12/6

9:01 pm-1:49 am

Nonstop3h 48m

San Juan Luis Munoz Marin Intl

lun. 12/9

3:05 am-6:15 am

Nonstop4h 10m

$150

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

mié. 12/4

9:01 pm-1:49 am

Nonstop3h 48m

San Juan Luis Munoz Marin Intl

mar. 12/10

6:00 am-9:04 am

Nonstop4h 04m

$151

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

jue. 1/30

6:57 pm-1:58 pm

1 stop18h 01m

San Juan Luis Munoz Marin Intl

dom. 2/2

9:49 pm-5:05 pm

1 stop20h 16m

$183

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

lun. 1/6

8:11 am-10:50 am

2 stops25h 39m

San Juan Luis Munoz Marin Intl

vie. 1/17

10:40 am-6:19 pm

1 stop8h 39m

$226

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

mié. 12/11

6:00 am-5:15 pm

1 stop10h 15m

San Juan Luis Munoz Marin Intl

sáb. 12/14

7:10 am-12:55 pm

1 stop6h 45m

$248

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

sáb. 12/7

5:00 pm-12:59 am

1 stop6h 59m

San Juan Luis Munoz Marin Intl

mié. 12/11

2:28 pm-10:32 pm

1 stop9h 04m

$248

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

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 $335). 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 noviembre 20, 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 noviembre 20, 2024.

The most flights from USMD to 0CB are scheduled on a Monday (3 on average). You will have fewer flight options on Saturday, 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 noviembre 20, 2024.
Southwest
8.1
Very good
5,014 reviews

Overall

8.1

Crew

8.7

Comfort

8.1

Boarding

8.2

Entertainment

7.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,014 reviews
Southwest
8.1
Very good
5,014 reviews

Overall

8.1

Crew

8.7

Comfort

8.1

Boarding

8.2

Entertainment

7.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,756 reviews
Southwest
8.1
Very good
5,014 reviews

Overall

8.1

Crew

8.7

Comfort

8.1

Boarding

8.2

Entertainment

7.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Air Transat
7.8
Good
389 reviews
Southwest
8.1
Very good
5,014 reviews

Overall

8.1

Crew

8.7

Comfort

8.1

Boarding

8.2

Entertainment

7.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Copa Airlines
7.8
Good
1,785 reviews
Southwest
8.1
Very good
5,014 reviews

Overall

8.1

Crew

8.7

Comfort

8.1

Boarding

8.2

Entertainment

7.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

LATAM Airlines
7.5
Good
1,934 reviews
Southwest
8.1
Very good
5,014 reviews

Overall

8.1

Crew

8.7

Comfort

8.1

Boarding

8.2

Entertainment

7.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

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?

    $63 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 Delta, with prices starting from $64 and $124, 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 $335). 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

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

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 2,629,791 searches. Data last updated noviembre 20, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$122Average$327FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$135Average$402FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$207Average$373FlexibilityNo cancel feeOn-time62%
Copa AirlinesCheapest$234Average$501FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$252Average$549FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$267Average$629FlexibilityNo cancel feeOn-time71%
DeltaCheapest$280Average$516FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$305Average$666FlexibilityNo cancel feeOn-time63%
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