$65 Find Cheap Flights from Virginia to Caribbean

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Useful Info

Good to know

Low seasonSeptember
High seasonDecember
Cheapest flight$65
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 Washington Dulles Airport to San Juan

FAQs for booking flights from Virginia to Caribbean

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

    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 Virginia to Caribbean.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Virginia to Caribbean 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 Virginia to Caribbean?

    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 Virginia to Caribbean 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 Virginia to Caribbean?

    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 Virginia to Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest day to fly to Caribbean?

    Based on KAYAK data, the cheapest day to fly to Caribbean is Tuesday where round-trip tickets can be as cheap as $351. On the other hand, the most expensive day to fly is Thursday, where round-trip prices are $450 on average.

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

    The cheapest time of day to fly to Caribbean is generally at night, when round-trip flights cost $286 on average. On average, there is no price difference when choosing to fly in the morning or the evening on this flight route. The most expensive time of day to fly to Caribbean is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $452.

  • What is the cheapest flight to Caribbean?

    The cheapest ticket to Caribbean from Virginia found in the last 72 hours was to San Juan Luis Munoz Marin Intl Airport, at $449 round-trip. The most popular route is Norfolk (ORF) 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 $449.

  • What is the cheapest month to fly from Virginia to Caribbean?

    The cheapest month for flights from Virginia to Caribbean is January, when tickets cost $505 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $843 and $677 respectively.

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

    To get a below average price on the flight from Virginia to Caribbean, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 18 weeks before departure.

  • How long is the flight to Caribbean?

    An average nonstop flight from Virginia to Caribbean takes 5h 38m, covering a distance of 1538 miles. The shortest route is Washington, D.C. Reagan-National Airport (DCA) to Nassau (NAS) with an average flight time of 2h 45m.

  • What are the most popular destinations in Caribbean?

    Based on KAYAK flight searches, the most popular destination is Punta Cana (18% of total searches to Caribbean). The next most popular destinations are Oranjestad (15%) and Montego Bay (13%). Searches for flights to Saint Thomas Island (10%), to Nassau (8%) and to Providenciales (6%) are also popular.

Book cheap flights from Virginia to Caribbean

Recent round-trip flight deals

7/17Thu
1 stopFrontier
27h 58mIAD-STT
7/21Mon
1 stopFrontier
18h 42mSTT-IAD
$126
9/18Thu
1 stopFrontier
7h 46mRDU-SJU
9/21Sun
1 stopFrontier
22h 40mSJU-RDU
$141
10/23Thu
nonstopUnited Airlines
3h 55mIAD-SJU
10/27Mon
nonstopUnited Airlines
4h 05mSJU-IAD
$156
8/25Mon
nonstopUnited Airlines
3h 55mIAD-SJU
8/29Fri
1 stopUnited Airlines
8h 36mSJU-IAD
$161
8/6Wed
nonstopJetBlue
3h 58mDCA-SJU
8/11Mon
nonstopJetBlue
3h 54mSJU-DCA
$166
7/15Tue
1 stopSouthwest
6h 10mDCA-SJU
7/24Thu
1 stopSouthwest
12h 30mSJU-DCA
$170
7/21Mon
1 stopAmerican Airlines
6h 00mDCA-SJU
7/30Wed
1 stopAmerican Airlines
6h 34mSJU-DCA
$171
7/14Mon
1 stopAmerican Airlines
10h 35mDCA-SJU
7/17Thu
1 stopAmerican Airlines
8h 44mSJU-DCA
$175
7/17Thu
nonstopJetBlue
3h 59mDCA-SJU
7/20Sun
nonstopJetBlue
3h 54mSJU-DCA
$186
7/17Thu
1 stopSouthwest
11h 30mDCA-SJU
7/24Thu
1 stopSouthwest
12h 30mSJU-DCA
$230

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Recent one-way flight deals

7/25Fri
1 stopFrontier
11h 05mIAD-SJU
$65
8/17Sun
1 stopFrontier
27h 58mIAD-STT
$67
9/1Mon
nonstopUnited Airlines
3h 55mIAD-SJU
$78
8/18Mon
nonstopJetBlue
3h 58mDCA-SJU
$78
9/1Mon
1 stopUnited Airlines
7h 25mIAD-SJU
$83
8/13Wed
1 stopSouthwest
9h 55mDCA-SJU
$83
8/17Sun
1 stopAmerican Airlines
16h 22mIAD-SJU
$85
7/15Tue
1 stopAmerican Airlines
17h 17mIAD-SJU
$88
7/12Sat
1 stopSouthwest
6h 10mDCA-SJU
$98
8/12Tue
nonstopJetBlue
3h 58mDCA-SJU
$124

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Last minute flights from Virginia to Caribbean

Last minute flight, train and bus deals

7/5Sat
multi-stopFrontier
28h 34mIAD-SJU
7/9Wed
multi-stopFrontier
22h 54mSJU-IAD
$169
7/8Tue
multi-stopUnited Airlines
9h 33mDCA-SJU
7/10Thu
multi-stopUnited Airlines
9h 17mSJU-DCA
$182
7/4Fri
multi-stopAmerican Airlines
16h 58mIAD-SJU
7/9Wed
multi-stopAmerican Airlines
16h 31mSJU-IAD
$200
7/7Mon
multi-stop
8h 29mRDU-SJU
7/10Thu
multi-stop
10h 01mSJU-RDU
$207
7/5Sat
multi-stopAmerican Airlines
11h 55mDCA-SJU
7/8Tue
multi-stopAmerican Airlines
6h 19mSJU-DCA
$225
7/5Sat
multi-stopSouthwest
8h 30mDCA-SJU
7/7Mon
multi-stopSouthwest
12h 30mSJU-DCA
$265
7/7Mon
nonstop
3h 31mRDU-SJU
7/10Thu
multi-stop
10h 01mSJU-RDU
$285
7/4Fri
multi-stopDelta
6h 58mDCA-SJU
7/11Fri
multi-stopDelta
10h 01mSJU-DCA
$295
7/7Mon
multi-stopSouthwest
11h 30mDCA-SJU
7/11Fri
multi-stopSouthwest
12h 30mSJU-DCA
$305
7/5Sat
multi-stopDelta
10h 21mDCA-SJU
7/11Fri
multi-stopDelta
10h 01mSJU-DCA
$340

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Everything you need to know for your flight to Caribbean

Cabin class types available on flights to Virginia

Cabin classes available on flights to Virginia. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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