$67 Find Cheap Flights from Virginia 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 22% 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$67
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 Saint Thomas Island

FAQs for booking flights from Virginia to Caribbean Islands

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

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

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

    Based on KAYAK data, the cheapest day to fly to Caribbean Islands 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 Islands?

    The cheapest time of day to fly to Caribbean Islands 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 Islands 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 Islands?

    The cheapest ticket to Caribbean Islands 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 Islands?

    The cheapest month for flights from Virginia to Caribbean Islands 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 Islands?

    To get a below average price on the flight from Virginia to Caribbean Islands, 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 Islands?

    An average nonstop flight from Virginia to Caribbean Islands takes 5h 40m, covering a distance of 1569 miles. The shortest route is Washington, D.C. Reagan-National Airport (DCA) to Nassau (NAS) with an average flight time of 2h 50m.

  • What are the most popular destinations in Caribbean Islands?

    Based on KAYAK flight searches, the most popular destination is Punta Cana (21% of total searches to Caribbean Islands). The next most popular destinations are Montego Bay (14%) and Oranjestad (13%). Searches for flights to Saint Thomas Island (9%), to Nassau (7%) and to Simpson Bay (5%) are also popular.

Book cheap flights from Virginia to Caribbean Islands

Recent round-trip flight deals

9/23Tue
nonstopJetBlue
3h 45mDCA-SJU
9/23Tue
nonstopJetBlue
3h 51mSJU-DCA
$131
9/21Sun
nonstopUnited Airlines
3h 55mIAD-SJU
9/25Thu
nonstopUnited Airlines
3h 57mSJU-IAD
$136
9/19Fri
1 stopSouthwest
7h 50mDCA-SJU
9/23Tue
1 stopSouthwest
6h 15mSJU-DCA
$145
7/28Mon
1 stopSouthwest
6h 30mDCA-SJU
8/1Fri
1 stopSouthwest
9h 25mSJU-DCA
$150
9/23Tue
1 stopAmerican Airlines
6h 06mDCA-SJU
9/23Tue
1 stopAmerican Airlines
6h 18mSJU-DCA
$160
10/21Tue
1 stopAmerican Airlines
7h 46mIAD-SJU
10/29Wed
1 stopAmerican Airlines
16h 09mSJU-IAD
$165
8/9Sat
1 stopFrontier
28h 36mRDU-SJU
8/13Wed
nonstopFrontier
3h 36mSJU-RDU
$194
8/4Mon
1 stopSpirit Airlines
11h 59mRDU-SJU
8/7Thu
1 stopSpirit Airlines
10h 01mSJU-RDU
$195
8/23Sat
nonstopFrontier
3h 57mIAD-SJU
8/31Sun
nonstopFrontier
3h 56mSJU-IAD
$197
8/4Mon
1 stopSpirit Airlines
11h 59mRDU-SJU
8/7Thu
1 stopSpirit Airlines
10h 01mSJU-RDU
$198

Search by stops

Search by airline

Search by price

Recent one-way flight deals

8/3Sun
1 stopFrontier
28h 05mIAD-STT
$67
9/21Sun
nonstopUnited Airlines
3h 55mIAD-SJU
$68
9/2Tue
nonstopJetBlue
3h 58mDCA-SJU
$68
9/3Wed
nonstopJetBlue
3h 45mDCA-SJU
$70
10/7Tue
1 stopAmerican Airlines
7h 53mIAD-SJU
$73
8/17Sun
1 stopSouthwest
8h 20mDCA-SJU
$73
10/8Wed
1 stopAmerican Airlines
7h 46mIAD-SJU
$74
7/17Thu
1 stopSouthwest
11h 30mDCA-SJU
$78
8/11Mon
1 stopSpirit Airlines
11h 59mRDU-SJU
$89
8/11Mon
2 stopsSpirit Airlines
16h 25mRDU-SJU
$110

Search by stops

Search by airline

Search by price

Last minute flights from Virginia to Caribbean Islands

Last minute flight, train and bus deals

7/14Mon
multi-stopAmerican Airlines
11h 55mDCA-SJU
7/15Tue
multi-stopAmerican Airlines
12h 35mSJU-DCA
$170
7/15Tue
nonstopJetBlue
3h 59mDCA-SJU
7/23Wed
nonstopJetBlue
3h 54mSJU-DCA
$171
7/13Sun
multi-stopSouthwest
8h 25mDCA-SJU
7/16Wed
multi-stopSouthwest
6h 15mSJU-DCA
$180
7/12Sat
multi-stopSouthwest
7h 55mDCA-SJU
7/14Mon
multi-stopSouthwest
10h 15mSJU-DCA
$205
7/12Sat
multi-stopDelta
7h 08mDCA-SJU
7/17Thu
multi-stopDelta
11h 14mSJU-DCA
$215
7/15Tue
multi-stopFrontier
17h 33mRDU-SJU
7/17Thu
multi-stopFrontier
21h 17mSJU-RDU
$217
7/12Sat
nonstopUnited Airlines
3h 56mIAD-SJU
7/24Thu
nonstopUnited Airlines
3h 59mSJU-IAD
$228
7/11Fri
multi-stopFrontier
12h 15mIAD-SJU
7/18Fri
multi-stopFrontier
25h 13mSJU-IAD
$230
7/12Sat
nonstopUnited Airlines
3h 56mIAD-SJU
7/17Thu
multi-stopUnited Airlines
8h 34mSJU-IAD
$238
7/14Mon
multi-stopDelta
7h 21mDCA-SJU
7/18Fri
multi-stopDelta
11h 14mSJU-DCA
$255

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 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.
First Class flights to Caribbean Islandsfrom $349
Business Class flights to Caribbean Islandsfrom $328
Prem Econ Class flights to Caribbean Islandsfrom $78
Economy Class flights to Caribbean Islandsfrom $51

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