$62 Find Cheap Flights from Maryland to Caribbean Islands

1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 20% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Useful Info

Good to know

Low seasonSeptember
High seasonDecember
Cheapest flight$62
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly with an average 28% 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 $142.

  • 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 $243. On the other hand, the most expensive day to fly is Thursday, where round-trip prices are $321 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 3% 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 $328.

  • 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 $159 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 $159.

  • 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 July, when the average cost of round-trip tickets is $780 and $744 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 4h 57m, covering a distance of 1590 miles. The shortest route is Baltimore (BWI) 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 (21% of total searches to Caribbean Islands). The next most popular destinations are Saint Thomas Island (11%) and Santo Domingo (9%). Searches for flights to Nassau (9%), to Simpson Bay (7%) and to Providenciales (6%) are also popular.

Book cheap flights from Maryland to Caribbean Islands

Recent round-trip flight deals

10/2Thu
1 stopFrontier
7h 46mBWI-SJU
10/6Mon
1 stopFrontier
7h 46mSJU-BWI
$130
9/25Thu
1 stopFrontier
7h 37mIAD-SJU
9/28Sun
1 stopFrontier
18h 23mSJU-IAD
$135
8/18Mon
1 stop
7h 03mBWI-SJU
8/21Thu
nonstop
3h 52mSJU-BWI
$142
8/1Fri
1 stop
6h 58mBWI-SJU
8/5Tue
nonstop
3h 59mSJU-BWI
$145
7/16Wed
nonstopSpirit Airlines
3h 40mBWI-SJU
7/18Fri
nonstopSpirit Airlines
3h 59mSJU-BWI
$158
7/15Tue
nonstopSpirit Airlines
3h 41mBWI-SJU
7/18Fri
nonstopSpirit Airlines
3h 59mSJU-BWI
$160
9/22Mon
2 stopsUnited Airlines
11h 11mIAD-SJU
9/28Sun
nonstopUnited Airlines
3h 57mSJU-IAD
$161
10/23Thu
1 stopUnited Airlines
8h 14mIAD-SJU
10/27Mon
1 stopUnited Airlines
8h 45mSJU-IAD
$165
7/29Tue
1 stopSouthwest
9h 00mDCA-SJU
8/7Thu
1 stopSouthwest
6h 10mSJU-DCA
$165
7/12Sat
1 stopSouthwest
6h 10mDCA-SJU
7/15Tue
1 stopSouthwest
9h 15mSJU-DCA
$185

Search by stops

Search by airline

Search by price

Recent one-way flight deals

7/26Sat
1 stopFrontier
6h 58mBWI-SJU
$62
7/25Fri
1 stopFrontier
11h 05mIAD-SJU
$65
8/17Sun
nonstopUnited Airlines
3h 56mIAD-SJU
$78
7/16Wed
nonstopSpirit Airlines
3h 40mBWI-SJU
$78
8/18Mon
nonstopJetBlue
3h 58mDCA-SJU
$78
7/14Mon
nonstopSpirit Airlines
3h 41mBWI-SJU
$80
9/1Mon
1 stopUnited Airlines
7h 25mIAD-SJU
$83
8/16Sat
1 stopAmerican Airlines
14h 41mBWI-SJU
$83
7/15Tue
1 stopAmerican Airlines
17h 17mIAD-SJU
$88
8/12Tue
nonstopJetBlue
3h 58mDCA-SJU
$119

Search by stops

Search by airline

Search by price

Last minute flights from Maryland to Caribbean Islands

Last minute flight, train and bus deals

7/7Mon
multi-stopFrontier
20h 33mIAD-SJU
7/11Fri
multi-stopFrontier
25h 13mSJU-IAD
$175
7/7Mon
multi-stopFrontier
20h 33mIAD-SJU
7/15Tue
nonstopFrontier
3h 56mSJU-IAD
$181
7/4Fri
multi-stopUnited Airlines
8h 15mIAD-SJU
8/5Tue
multi-stopUnited Airlines
6h 15mSJU-IAD
$195
7/4Fri
multi-stopUnited Airlines
9h 54mDCA-SJU
8/5Tue
multi-stopUnited Airlines
7h 17mSJU-DCA
$195
7/7Mon
nonstopSpirit Airlines
3h 42mBWI-SJU
7/14Mon
nonstopSpirit Airlines
3h 59mSJU-BWI
$196
7/4Fri
nonstopAmerican Airlines
4h 00mPHL-SJU
7/11Fri
nonstopAmerican Airlines
4h 00mSJU-PHL
$198
7/3Thu
nonstopAmerican Airlines
4h 00mPHL-SJU
7/9Wed
nonstopAmerican Airlines
4h 00mSJU-PHL
$199
7/7Mon
multi-stop
22h 54mBWI-SJU
7/22Tue
nonstop
3h 59mSJU-BWI
$202
7/7Mon
nonstop
3h 42mBWI-SJU
7/24Thu
multi-stop
9h 17mSJU-BWI
$215
7/7Mon
nonstopSpirit Airlines
3h 42mBWI-SJU
7/14Mon
multi-stopSpirit Airlines
12h 05mSJU-BWI
$223

Search by stops

Search by airline

Search by price

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.

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.