$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 6/30. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Maryland to Caribbean 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 Maryland to Caribbean
Keep the following information in mind while searching for Maryland to Caribbean flight deals. Data was last updated June 12, 2025.
Round-trip from | $160 (SmartFares) |
|---|---|
One-way from | $76 (Kiwi.com) |
Popular in | December |
Cheapest in | March |
Average price | $371 |
Good round-trip deal | $225 or less |
Good one-way deal | $113 or less |
Find flight deals from Maryland to Caribbean
Cheapest flights from Maryland to CaribbeanExplore 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 June 12, 2025.
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 June 12, 2025.
This SmartFares deal was found by Cheapflights users on 6/11. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Kiwi.com deal was found by Cheapflights users on 6/11. 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.
This Kiwi.com deal was found by Cheapflights users on 6/11. 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.
This Kiwi.com deal was found by Cheapflights users on 6/11. 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.
This FlightHub deal was found by Cheapflights users on 6/11. 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.
This Priceline deal was found by Cheapflights users on 6/11. 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.
This United Airlines deal was found by Cheapflights users on 6/10. 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.
This Cheapflightsfares deal was found by Cheapflights users on 6/10. 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.
This American Airlines deal was found by Cheapflights users on 6/11. 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.
This United Airlines deal was found by Cheapflights users on 6/12. 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.
This Southwest deal was found by Cheapflights users on 6/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Southwest deal was found by Cheapflights users on 6/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Cheapflights Fare Finder
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 June 12, 2025.
Use the filters below to find and compare flights from Maryland to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
BaltimoreSan Juan
BWI - SJU
BWISJU
Baltimore/Washington
Sat 7/12
6:48 am-10:29 am
Nonstop3h 41m
San Juan Luis Munoz Marin Intl
Mon 7/14
1:21 am-5:20 am
Nonstop3h 59m
BaltimoreSan Juan
BWI - SJU
BWISJU
Baltimore/Washington
Mon 8/18
7:15 am-2:18 pm
1 stop7h 03m
San Juan Luis Munoz Marin Intl
Wed 8/27
12:55 pm-4:53 pm
Nonstop3h 58m
PhiladelphiaSan Juan
PHL - SJU
PHLSJU
Philadelphia
Thu 8/21
3:45 pm-12:03 am
1 stop8h 18m
San Juan Luis Munoz Marin Intl
Sat 8/23
3:59 am-5:15 pm
1 stop13h 16m
PhiladelphiaSan Juan
PHL - SJU
PHLSJU
Philadelphia
Sun 6/29
6:20 am-7:19 pm
1 stop12h 59m
San Juan Luis Munoz Marin Intl
Sat 7/5
1:43 pm-9:09 am
1 stop19h 26m
Washington, D.C.San Juan
IAD - SJU
IADSJU
Washington, D.C. Dulles Intl
Mon 8/25
6:10 am-2:26 pm
1 stop8h 16m
San Juan Luis Munoz Marin Intl
Sat 8/30
3:21 pm-11:58 pm
1 stop8h 37m
BaltimoreSan Juan
BWI - SJU
BWISJU
Baltimore/Washington
Tue 9/2
2:53 pm-7:08 pm
1 stop28h 15m
San Juan Luis Munoz Marin Intl
Fri 9/5
8:03 am-7:09 pm
1 stop11h 06m
Washington, D.C.San Juan
DCA - SJU
DCASJU
Washington, D.C. Reagan-National
Tue 8/12
7:59 pm-5:30 am
1 stop9h 31m
San Juan Luis Munoz Marin Intl
Thu 8/14
1:05 am-8:22 am
1 stop7h 17m
PhiladelphiaSan Juan
PHL - SJU
PHLSJU
Philadelphia
Tue 7/8
6:20 am-7:19 pm
1 stop12h 59m
San Juan Luis Munoz Marin Intl
Tue 7/15
3:50 pm-11:30 pm
1 stop7h 40m
Washington, D.C.San Juan
IAD - SJU
IADSJU
Washington, D.C. Dulles Intl
Sun 6/22
5:28 pm-9:24 pm
Nonstop3h 56m
San Juan Luis Munoz Marin Intl
Tue 6/24
1:05 am-7:19 am
1 stop6h 14m
Washington, D.C.San Juan
DCA - SJU
DCASJU
Washington, D.C. Reagan-National
Mon 7/14
6:05 am-1:26 pm
1 stop7h 21m
San Juan Luis Munoz Marin Intl
Wed 7/23
7:00 am-6:14 pm
1 stop11h 14m
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.
Cheapflights Insights
Everything you need to know about your flight from Maryland to Caribbean
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 June is currently the most expensive (average of $339). 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 June 12, 2025.
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 June 12, 2025.
The most flights from USMD to 0CB are scheduled on a Monday (4 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (1 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 June 12, 2025.
Crew
Overall
Boarding
Comfort
Food
Entertainment
Reviews
John,May 2025
PVD - BNA
Crew
Overall
Boarding
Comfort
Food
Entertainment
Reviews
John,May 2025
PVD - BNA
Crew
Overall
Boarding
Comfort
Food
Entertainment
Reviews
John,May 2025
PVD - BNA
Crew
Overall
Boarding
Comfort
Food
Entertainment
Reviews
John,May 2025
PVD - BNA
Crew
Overall
Boarding
Comfort
Food
Entertainment
Reviews
John,May 2025
PVD - BNA
Crew
Overall
Boarding
Comfort
Food
Entertainment
Reviews
John,May 2025
PVD - BNA
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.
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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.
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 June 12, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$121 | Average$362 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$124 | Average$417 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$207 | Average$411 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$214 | Average$544 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$222 | Average$612 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$272 | Average$525 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$324 | Average$664 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$332 | Average$443 | FlexibilityNo cancel fee | On-time70% |