$68 Find Cheap Flights from Maryland to Caribbean Islands

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Useful Info

Good to know

Low seasonSeptember
High seasonDecember
Cheapest flight$68
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly with an average 27% increase in price.
Flight from Washington Dulles Airport to San Juan

FAQs for booking flights from Maryland to Caribbean Islands

  • How does KAYAK find such low prices on flights from Maryland to Caribbean Islands?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Maryland to Caribbean Islands.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Maryland to Caribbean Islands?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Maryland to Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Maryland to Caribbean Islands?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Maryland to Caribbean Islands with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Maryland to Caribbean Islands?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Maryland to Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which is the cheapest airport to fly into in Caribbean Islands?

    Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Caribbean Islands is San Juan Luis Munoz Marin Intl Airport (SJU), with an average flight price of $164.

  • What is the cheapest day to fly to Caribbean Islands?

    Based on KAYAK data, the cheapest day to fly to Caribbean Islands is Monday where round-trip tickets can be as cheap as $244. On the other hand, the most expensive day to fly is Thursday, where round-trip prices are $326 on average.

  • What is the cheapest time of day to fly to Caribbean Islands?

    The cheapest time of day to fly to Caribbean Islands is generally in the morning, when round-trip flights cost $291 on average. Morning departures are around 4% cheaper than evening flights, on average. The most expensive time of day to fly to Caribbean Islands is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $324.

  • What is the cheapest flight to Caribbean Islands?

    The cheapest ticket to Caribbean Islands from Maryland found in the last 72 hours was to San Juan Luis Munoz Marin Intl Airport, at $158 round-trip. The most popular route is Baltimore (BWI) to San Juan Luis Munoz Marin Intl Airport (SJU) and the cheapest round-trip airline ticket found on this route in the last 72 hours was $158.

  • What is the cheapest month to fly from Maryland to Caribbean Islands?

    The cheapest month for flights from Maryland to Caribbean Islands is September, when tickets cost $433 (return) on average. On the other hand, the most expensive months are December and August, when the average cost of round-trip tickets is $751 and $691 respectively.

  • How far in advance should I book a flight from Maryland to Caribbean Islands?

    To get a below average price on the flight from Maryland to Caribbean Islands, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 16 weeks before departure.

  • How long is the flight to Caribbean Islands?

    An average nonstop flight from Maryland to Caribbean Islands takes 5h 01m, covering a distance of 1609 miles. The shortest route is Baltimore (BWI) to Nassau (NAS) with an average flight time of 2h 45m.

  • What are the most popular destinations in Caribbean Islands?

    Based on KAYAK flight searches, the most popular destination is Oranjestad (19% of total searches to Caribbean Islands). The next most popular destinations are Saint Thomas Island (12%) and Nassau (10%). Searches for flights to Santo Domingo (9%), to Simpson Bay (8%) and to Providenciales (7%) are also popular.

Book cheap flights from Maryland to Caribbean Islands

Recent round-trip flight deals

8/12Tue
nonstopFrontier
3h 57mIAD-SJU
8/21Thu
nonstopFrontier
3h 56mSJU-IAD
$135
8/12Tue
nonstopFrontier
3h 57mIAD-SJU
8/21Thu
nonstopFrontier
3h 56mSJU-IAD
$138
10/21Tue
1 stopAmerican Airlines
14h 02mIAD-SJU
10/27Mon
1 stopAmerican Airlines
16h 41mSJU-IAD
$145
10/21Tue
1 stopAmerican Airlines
14h 36mBWI-SJU
10/29Wed
1 stopAmerican Airlines
17h 15mSJU-BWI
$145
9/18Thu
1 stopSouthwest
10h 55mDCA-SJU
9/22Mon
2 stopsSouthwest
7h 50mSJU-DCA
$145
9/30Tue
nonstopUnited Airlines
3h 55mIAD-SJU
10/3Fri
nonstopUnited Airlines
3h 57mSJU-IAD
$146
7/28Mon
1 stopSouthwest
11h 30mDCA-SJU
7/30Wed
1 stopSouthwest
8h 00mSJU-DCA
$155
9/18Thu
nonstopSpirit Airlines
4h 01mBWI-SJU
9/21Sun
nonstopSpirit Airlines
4h 00mSJU-BWI
$158
8/4Mon
nonstopSpirit Airlines
3h 41mBWI-SJU
8/6Wed
nonstopSpirit Airlines
3h 59mSJU-BWI
$160
11/12Wed
nonstopUnited Airlines
3h 50mIAD-SJU
11/19Wed
nonstopUnited Airlines
4h 05mSJU-IAD
$166

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Recent one-way flight deals

9/21Sun
nonstopUnited Airlines
3h 55mIAD-SJU
$68
10/7Tue
nonstopUnited Airlines
3h 55mIAD-SJU
$73
9/16Tue
1 stopAmerican Airlines
11h 55mBWI-SJU
$73
10/25Sat
1 stopAmerican Airlines
10h 11mDCA-SJU
$73
8/12Tue
nonstopSpirit Airlines
3h 41mBWI-SJU
$76
8/31Sun
nonstopSpirit Airlines
3h 44mBWI-SJU
$78
7/26Sat
1 stopSouthwest
6h 10mDCA-SJU
$88
8/11Mon
1 stopFrontier
22h 54mBWI-SJU
$96
8/17Sun
nonstopFrontier
3h 57mIAD-SJU
$97
9/18Thu
1 stopSouthwest
6h 50mPHL-SJU
$104

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Last minute flights from Maryland to Caribbean Islands

Last minute flight, train and bus deals

7/22Tue
nonstopFrontier
3h 54mPHL-SJU
7/29Tue
nonstopFrontier
4h 01mSJU-PHL
$158
7/22Tue
nonstopFrontier
3h 57mIAD-SJU
7/31Thu
nonstopFrontier
3h 56mSJU-IAD
$161
7/22Tue
multi-stop
6h 30mPHL-SJU
8/5Tue
nonstop
4h 01mSJU-PHL
$194
7/22Tue
multi-stop
6h 30mPHL-SJU
8/2Sat
nonstop
4h 01mSJU-PHL
$201
7/22Tue
multi-stopSpirit Airlines
6h 30mPHL-SJU
9/3Wed
nonstopSpirit Airlines
3h 54mSJU-PHL
$203
7/22Tue
multi-stopSouthwest
7h 40mPHL-SJU
7/26Sat
multi-stopSouthwest
8h 55mSJU-PHL
$207
7/22Tue
multi-stopSpirit Airlines
9h 30mPHL-SJU
8/7Thu
nonstopSpirit Airlines
4h 10mSJU-PHL
$210
7/22Tue
multi-stopAmerican Airlines
16h 17mBWI-SJU
7/29Tue
multi-stopAmerican Airlines
12h 18mSJU-BWI
$243
7/22Tue
multi-stopAmerican Airlines
9h 13mDCA-SJU
7/30Wed
multi-stopAmerican Airlines
6h 34mSJU-DCA
$243
7/20Sun
multi-stopSouthwest
8h 20mDCA-SJU
7/23Wed
multi-stopSouthwest
8h 00mSJU-DCA
$245

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Everything you need to know for your flight to Caribbean Islands

Cabin class types available on flights to Maryland

Cabin classes available on flights to Maryland. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
First Class flights to Caribbean Islandsfrom $102
Business Class flights to Caribbean Islandsfrom $447
Prem Econ Class flights to Caribbean Islandsfrom $128
Economy Class flights to Caribbean Islandsfrom $61

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