Travelers have found it’s best to book a flight 30 days in advance to save up to 34% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 30 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Maryland to Caribbean 1-2 weeks in advance for as low as $224, or $277 for flights within the next 24 hours.
Flights from Maryland to Caribbean lean towards being more expensive in December. Prices are generally better when you fly from Maryland to Caribbean in October, with the cheapest ticket starting at $95.
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.
Fly from
Fly to
Budget
$89 - $295
Route
Depart
Return
Price
PhiladelphiaSan Juan Luis Munoz Marin Intl
PHL - SJU
PHLSJU
Philadelphia
Wed 6/5
1 stop12h 25m
San Juan Luis Munoz Marin Intl
Wed 6/5
1 stop11h 54m
PhiladelphiaSan Juan Luis Munoz Marin Intl
PHL - SJU
PHLSJU
Philadelphia
Wed 6/5
1 stop12h 45m
San Juan Luis Munoz Marin Intl
Wed 6/5
1 stop11h 54m
PhiladelphiaSan Juan Luis Munoz Marin Intl
PHL - SJU
PHLSJU
Philadelphia
Wed 6/5
1 stop12h 45m
San Juan Luis Munoz Marin Intl
Wed 6/12
1 stop11h 54m
PhiladelphiaSan Juan Luis Munoz Marin Intl
PHL - SJU
PHLSJU
Philadelphia
Wed 6/5
1 stop12h 45m
San Juan Luis Munoz Marin Intl
Thu 6/13
Nonstop3h 46m
PhiladelphiaSan Juan Luis Munoz Marin Intl
PHL - SJU
PHLSJU
Philadelphia
Wed 6/5
1 stop12h 45m
San Juan Luis Munoz Marin Intl
Wed 6/12
Nonstop3h 46m
Baltimore/WashingtonSan Juan Luis Munoz Marin Intl
BWI - SJU
BWISJU
Baltimore/Washington
Wed 6/19
Nonstop3h 49m
San Juan Luis Munoz Marin Intl
Wed 6/26
Nonstop4h 04m
Washington, D.C. Reagan-NationalSan Juan Luis Munoz Marin Intl
DCA - SJU
DCASJU
Washington, D.C. Reagan-National
Wed 6/5
1 stop8h 13m
San Juan Luis Munoz Marin Intl
Wed 6/12
1 stop7h 42m
Washington, D.C. Dulles IntlSan Juan Luis Munoz Marin Intl
IAD - SJU
IADSJU
Washington, D.C. Dulles Intl
Mon 7/15
1 stop7h 12m
San Juan Luis Munoz Marin Intl
Thu 7/18
1 stop10h 45m
Washington, D.C. Dulles IntlSan Juan Luis Munoz Marin Intl
IAD - SJU
IADSJU
Washington, D.C. Dulles Intl
Mon 6/24
Nonstop3h 54m
San Juan Luis Munoz Marin Intl
Tue 6/25
1 stop6h 19m
No data available for this route at this time. Please check back soon.
Entertainment
Boarding
Food
Crew
Comfort
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Entertainment
Boarding
Food
Crew
Comfort
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Entertainment
Boarding
Food
Crew
Comfort
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Entertainment
Boarding
Food
Crew
Comfort
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Entertainment
Boarding
Food
Crew
Comfort
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Entertainment
Boarding
Food
Crew
Comfort
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
1%of flight departures | Early morningMidnight to 6 am |
---|---|
69%of flight departures | Morning6 am to noon |
5%of flight departures | AfternoonNoon to 6 pm |
25%of flight departures | Evening6 pm to midnight |
Cheapflights makes it easy to find Maryland to Caribbean flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.
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