$57+ Cheap flights from Caribbean Islands to Maryland
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 11/26. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Caribbean Islands to Maryland with Cheapflights
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Cheapest flights from Caribbean Islands to MarylandExplore the most affordable flight options available from Caribbean Islands to Maryland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 13, 2025.
Explore the most affordable flight options available from Caribbean Islands to Maryland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 13, 2025.
This eDestinos deal was found by Cheapflights users on 11/12. 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 eDestinos 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 11/12. 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 Kiwi.com 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 11/13. 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 CheapOair deal was found by Cheapflights users on 11/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Super.com deal was found by Cheapflights users on 11/13. 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 Super.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 11/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This eDestinos deal was found by Cheapflights users on 11/12. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This eDestinos deal was found by Cheapflights users on 11/13. 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.
This Kiwi.com deal was found by Cheapflights users on 11/11. 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 Cheapflightsfares deal was found by Cheapflights users on 11/10. 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 Frontier deal was found by Cheapflights users on 11/11. 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 Frontier 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 11/11. 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.
Cheap flight deals from Caribbean Islands to Maryland
Keep the following information in mind while searching for Caribbean Islands to Maryland flight deals. Data was last updated November 13, 2025.
Round-trip from | $149 (eDestinos) |
|---|---|
One-way from | $57 (Kiwi.com) |
Cheapflights Fare Finder
Use the filters below to find and compare flights from Caribbean Islands to Maryland that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
San JuanWashington, D.C.
SJU - IAD
SJUIAD
San Juan Luis Munoz Marin Intl
Thu 1/22
6:27 pm-12:24 am
1 stop6h 57m
Washington, D.C. Dulles Intl
Mon 1/26
6:00 am-2:30 pm
1 stop7h 30m
San JuanPhiladelphia
SJU - PHL
SJUPHL
San Juan Luis Munoz Marin Intl
Thu 12/4
2:05 am-2:07 pm
2 stops13h 02m
Philadelphia
Mon 12/8
10:15 am-10:22 pm
2 stops11h 07m
San JuanWashington, D.C.
SJU - DCA
SJUDCA
San Juan Luis Munoz Marin Intl
Thu 12/18
7:00 am-12:42 pm
1 stop6h 42m
Washington, D.C. Reagan-National
Wed 12/31
5:00 pm-2:27 am
1 stop8h 27m
San JuanPhiladelphia
SJU - PHL
SJUPHL
San Juan Luis Munoz Marin Intl
Thu 1/15
2:15 pm-12:23 am
1 stop11h 08m
Philadelphia
Sun 1/18
12:11 pm-11:44 pm
1 stop10h 33m
San JuanPhiladelphia
SJU - PHL
SJUPHL
San Juan Luis Munoz Marin Intl
Thu 1/22
6:27 pm-12:23 am
1 stop6h 56m
Philadelphia
Sun 1/25
2:30 pm-11:44 pm
1 stop8h 14m
San JuanPhiladelphia
SJU - PHL
SJUPHL
San Juan Luis Munoz Marin Intl
Wed 1/21
2:15 pm-12:23 am
1 stop11h 08m
Philadelphia
Mon 1/26
5:40 am-2:30 pm
1 stop7h 50m
San JuanPhiladelphia
SJU - PHL
SJUPHL
San Juan Luis Munoz Marin Intl
Fri 1/16
6:27 pm-12:23 am
1 stop6h 56m
Philadelphia
Sun 1/25
12:16 pm-11:44 pm
1 stop10h 28m
Punta CanaPhiladelphia
PUJ - PHL
PUJPHL
Punta Cana
Sat 12/13
6:08 pm-9:17 am
1 stop16h 09m
Philadelphia
Sat 1/3
5:01 am-3:09 pm
1 stop9h 08m
San JuanWashington, D.C.
SJU - DCA
SJUDCA
San Juan Luis Munoz Marin Intl
Fri 12/5
6:40 pm-9:37 pm
Nonstop3h 57m
Washington, D.C. Reagan-National
Mon 12/8
12:30 pm-11:54 pm
1 stop10h 24m
San JuanWashington, D.C.
SJU - IAD
SJUIAD
San Juan Luis Munoz Marin Intl
Thu 12/25
8:10 am-4:24 pm
1 stop9h 14m
Washington, D.C. Dulles Intl
Tue 1/6
8:27 am-1:17 pm
Nonstop3h 50m
Best time to book a flight from Caribbean Islands to Maryland
Have a flexible travel schedule? Discover the best time to fly to Maryland from Caribbean Islands with our price prediction graph.
Cheapflights Insights
Everything you need to know about your flight from Caribbean Islands to Maryland
What is the cheapest month to book a flight from Caribbean Islands to Maryland?
Currently, December is the cheapest month in which you can book a flight from Caribbean Islands to Maryland (average of $65). Flying from Caribbean Islands to Maryland in August is currently the most expensive (average of $128). 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 EPX to MD?
Find hourly flight availability from Caribbean Islands to Maryland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 13, 2025.
A simple way to save on the total cost of your ticket is to fly from Caribbean Islands to Maryland in the evening. If you’re flexible enough to do this you can expect to save up to 37% on your trip compared to booking a flight at noon.
What is the cheapest day to fly from Caribbean Islands to Maryland?
Use this chart to determine the cheapest time to fly round-trip from Caribbean Islands to Maryland. Price data was last updated on December 16, 2024.
Travelers seeking maximum savings on their Caribbean Islands to Maryland flight should consider departing on Saturday evenings when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Maryland
Get insights into the airlines that provide service to Maryland. 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 Maryland. Reviews last updated November 13, 2025.
Read through reviews of airlines operating flights from Caribbean Islands to Maryland, such as Southwest, Delta, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Crew
Overall
Food
Entertainment
Boarding
Comfort
Reviews
Mike,Aug 2025
OKC - AUS
Crew
Overall
Food
Entertainment
Boarding
Comfort
Reviews
Mike,Aug 2025
OKC - AUS
Crew
Overall
Food
Entertainment
Boarding
Comfort
Reviews
Mike,Aug 2025
OKC - AUS
Crew
Overall
Food
Entertainment
Boarding
Comfort
Reviews
Mike,Aug 2025
OKC - AUS
Crew
Overall
Food
Entertainment
Boarding
Comfort
Reviews
Mike,Aug 2025
OKC - AUS
Crew
Overall
Food
Entertainment
Boarding
Comfort
Reviews
Mike,Aug 2025
OKC - AUS
Related info for your journey
Find useful and relevant information for your journey from Caribbean Islands to Maryland. 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 Caribbean Islands to Maryland
See prices for flight routes from nearby airports that may be better suited for you.
Top 5 airlines flying from Caribbean Islands to Maryland
Discover the top 5 airlines that operate flights from Caribbean Islands to Maryland. 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 November 13, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$111 | Average$331 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$112 | Average$291 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$165 | Average$487 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$321 | Average$513 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$328 | Average$589 | FlexibilityNo cancel fee | On-time63% |