$58 Find Cheap Flights from Maryland to Caribbean Islands

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Useful Info
Useful Info

Good to know

Low seasonSeptember
High seasonDecember
Cheapest flight$58
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly with an average 29% increase in price.
Flight from Baltimore 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 $136.

  • 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 $231. On the other hand, the most expensive day to fly is Saturday, where round-trip prices are $320 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 at night, when round-trip flights cost $264 on average. Morning departures are around 16% cheaper than evening flights, on average. The most expensive time of day to fly to Caribbean Islands is generally in the evening, which is peak travel time and where the average cost of a ticket is $349.

  • 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 $120 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 $120.

  • 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 $986 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 3 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 4h 58m, covering a distance of 1597 miles. The shortest route is Washington, D.C. Reagan-National Airport (DCA) to Nassau (NAS) with an average flight time of 2h 40m.

  • 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 Providenciales (8%), to Santo Domingo (7%) and to Castries (6%) are also popular.

Book cheap flights from Maryland to Caribbean Islands

Recent round-trip flight deals

5/27Tue
nonstopSpirit Airlines
3h 47mBWI-SJU
6/4Wed
nonstopSpirit Airlines
4h 01mSJU-BWI
$107
5/28Wed
nonstopSpirit Airlines
3h 47mBWI-SJU
5/29Thu
nonstopSpirit Airlines
4h 01mSJU-BWI
$116
5/25Sun
nonstopFrontier
3h 52mIAD-SJU
6/1Sun
nonstopFrontier
3h 53mSJU-IAD
$148
5/25Sun
nonstopFrontier
3h 52mIAD-SJU
5/29Thu
nonstopFrontier
3h 55mSJU-IAD
$153
5/30Fri
nonstop
3h 47mBWI-SJU
6/4Wed
nonstop
4h 01mSJU-BWI
$156
5/27Tue
nonstop
3h 47mBWI-SJU
6/16Mon
nonstop
3h 54mSJU-BWI
$159
5/30Fri
1 stopDelta
10h 39mDCA-SJU
6/6Fri
1 stopDelta
9h 33mSJU-DCA
$225
5/25Sun
1 stopUnited Airlines
7h 56mIAD-SJU
6/1Sun
nonstopUnited Airlines
3h 59mSJU-IAD
$247
5/13Tue
2 stopsUnited Airlines
13h 51mPHL-SJU
5/16Fri
1 stopUnited Airlines
8h 48mSJU-PHL
$269
5/24Sat
1 stopDelta
9h 27mIAD-SJU
5/29Thu
1 stopDelta
6h 45mSJU-IAD
$285

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Recent one-way flight deals

5/27Tue
nonstopSpirit Airlines
3h 47mBWI-SJU
$58
5/27Tue
nonstopSpirit Airlines
3h 47mBWI-SJU
$59
7/8Tue
nonstopFrontier
3h 57mIAD-SJU
$64
5/27Tue
nonstopFrontier
3h 52mIAD-SJU
$79
7/8Tue
1 stopDelta
6h 53mIAD-SJU
$113
7/29Tue
1 stopDelta
9h 37mDCA-SJU
$113
6/17Tue
1 stopUnited Airlines
8h 17mIAD-SJU
$123
5/28Wed
1 stopAmerican Airlines
6h 08mIAD-SJU
$138
5/24Sat
1 stopAmerican Airlines
12h 59mDCA-SJU
$143
6/22Sun
nonstopUnited Airlines
3h 56mIAD-SJU
$154

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Last minute flights from Maryland to Caribbean Islands

Last minute flight, train and bus deals

5/3Sat
multi-stopSpirit Airlines
14h 29mPHL-SJU
5/8Thu
multi-stopSpirit Airlines
12h 01mSJU-PHL
$175
5/1Thu
nonstopSpirit Airlines
3h 47mPHL-SJU
5/16Fri
nonstopSpirit Airlines
4h 09mSJU-PHL
$179
5/3Sat
nonstopFrontier
3h 53mPHL-SJU
5/8Thu
nonstopFrontier
4h 02mSJU-PHL
$211
5/3Sat
nonstopFrontier
3h 53mPHL-SJU
5/6Tue
nonstopFrontier
4h 01mSJU-PHL
$212
5/5Mon
multi-stop
14h 51mPHL-SJU
5/12Mon
nonstop
4h 01mSJU-PHL
$218
5/3Sat
multi-stop
14h 29mPHL-SJU
5/4Sun
nonstop
4h 02mSJU-PHL
$225
5/3Sat
multi-stopUnited Airlines
13h 10mPHL-SJU
5/10Sat
multi-stopUnited Airlines
13h 58mSJU-PHL
$269
5/3Sat
multi-stopDelta
7h 43mPHL-SJU
5/9Fri
multi-stopDelta
10h 55mSJU-PHL
$279
5/2Fri
multi-stopUnited Airlines
10h 44mPHL-SJU
5/5Mon
multi-stopUnited Airlines
8h 48mSJU-PHL
$292
5/5Mon
multi-stopDelta
9h 02mDCA-SJU
5/14Wed
multi-stopDelta
7h 10mSJU-DCA
$420

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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.

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