Cheap flights from Virginia to Caribbean Islands from $111

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Virginia to Caribbean Islands departing on 6/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
7:27 pm - 8:04 am
IAD
-
SJU
12h 37m
1 stop
Frontier Logo
6:09 pm - 6:42 pm
SJU
-
IAD
24h 33m
1 stop
$218Frontier
Sat, May 30 - Sun, May 31
Frontier Logo
5:07 pm - 4:01 am
RDU
-
SJU
10h 54m
1 stop
Frontier Logo
9:00 am - 12:50 pm
SJU
-
RDU
3h 50mnonstop
$221Frontier
Sat, May 30 - Thu, Jun 4
Southwest Logo
2:50 pm - 11:05 pm
DCA
-
SJU
8h 15m
1 stop
Southwest Logo
6:00 am - 12:50 pm
SJU
-
DCA
6h 50m
1 stop
$266Southwest
Fri, Aug 7 - Fri, Aug 14
American Airlines Logo
5:00 am - 2:53 pm
DCA
-
SJU
9h 53m
1 stop
American Airlines Logo
1:38 pm - 12:37 am
SJU
-
DCA
10h 59m
1 stop
$267American Airlines
Sun, Aug 23 - Thu, Aug 27
American Airlines Logo
5:00 am - 2:38 pm
DCA
-
SJU
9h 38m
1 stop
American Airlines Logo
1:38 pm - 8:59 pm
SJU
-
DCA
7h 21m
1 stop
$271American Airlines
Wed, Aug 19 - Wed, Aug 26
JetBlue Logo
8:20 am - 12:19 pm
DCA
-
SJU
3h 59mnonstop
JetBlue Logo
6:07 pm - 9:59 pm
SJU
-
DCA
3h 52mnonstop
$272JetBlue
Mon, Aug 24 - Sat, Aug 29
JetBlue Logo
8:20 am - 12:19 pm
DCA
-
SJU
3h 59mnonstop
JetBlue Logo
6:07 pm - 9:59 pm
SJU
-
DCA
3h 52mnonstop
$277JetBlue
Mon, Aug 3 - Wed, Aug 12
Delta Logo
6:10 am - 12:55 pm
DCA
-
SJU
6h 45m
1 stop
Delta Logo
2:59 pm - 9:45 pm
SJU
-
DCA
6h 46m
1 stop
$296Delta
Sun, Aug 9 - Wed, Aug 12
Delta Logo
8:28 am - 3:02 pm
IAD
-
STT
6h 34m
1 stop
Delta Logo
4:13 pm - 12:33 am
STT
-
IAD
8h 20m
1 stop
$311Delta
Sat, Aug 22 - Sat, Aug 29
Southwest Logo
2:50 pm - 11:05 pm
DCA
-
SJU
8h 15m
1 stop
Southwest Logo
6:30 am - 3:50 pm
SJU
-
DCA
9h 20m
2 stops
$316Southwest
Fri, Aug 7 - Thu, Aug 13

Frontier flights from Virginia to Caribbean Islands

Our best Frontier deals on Virginia to Caribbean Islands flight tickets
Frontier
May 30
IAD7:27 pmWashington, D.C. Dulles Intl
12h 37m
1 stop
SJU8:04 amSan Juan Luis Munoz Marin Intl
May 31
SJU6:09 pmSan Juan Luis Munoz Marin Intl
24h 33m
1 stop
IAD6:42 pmWashington, D.C. Dulles Intl
$218
Frontier
May 30
RDU5:07 pmRaleigh-Durham
10h 54m
1 stop
SJU4:01 amSan Juan Luis Munoz Marin Intl
Jun 4
SJU9:00 amSan Juan Luis Munoz Marin Intl
3h 50m
RDU12:50 pmRaleigh-Durham
$221
Frontier
Aug 27
RDU12:56 pmRaleigh-Durham
3h 38m
SJU4:34 pmSan Juan Luis Munoz Marin Intl
Sep 3
SJU6:00 amSan Juan Luis Munoz Marin Intl
8h 04m
1 stop
RDU2:04 pmRaleigh-Durham
$222

Southwest flights from Virginia to Caribbean Islands

Our best Southwest deals on Virginia to Caribbean Islands flight tickets
Southwest
Aug 7
DCA2:50 pmWashington, D.C. Reagan-National
8h 15m
1 stop
SJU11:05 pmSan Juan Luis Munoz Marin Intl
Aug 14
SJU6:00 amSan Juan Luis Munoz Marin Intl
6h 50m
1 stop
DCA12:50 pmWashington, D.C. Reagan-National
$266
Southwest
Aug 7
DCA2:50 pmWashington, D.C. Reagan-National
8h 15m
1 stop
SJU11:05 pmSan Juan Luis Munoz Marin Intl
Aug 13
SJU6:30 amSan Juan Luis Munoz Marin Intl
9h 20m
2 stops
DCA3:50 pmWashington, D.C. Reagan-National
$316
Southwest
Aug 7
DCA2:50 pmWashington, D.C. Reagan-National
8h 15m
1 stop
SJU11:05 pmSan Juan Luis Munoz Marin Intl
Aug 11
SJU11:50 amSan Juan Luis Munoz Marin Intl
10h 10m
1 stop
DCA10:00 pmWashington, D.C. Reagan-National
$318

momondo Fare Finder

 
Customize your flight search to find flights from Virginia to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated May 9, 2026.
Use the filters below to find and compare flights from Virginia to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Sat 5/30

7:27 pm-8:04 am

1 stop12h 37m

San Juan Luis Munoz Marin Intl

Sun 5/31

6:09 pm-6:42 pm

1 stop24h 33m

$218

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

Sat 5/30

5:07 pm-4:01 am

1 stop10h 54m

San Juan Luis Munoz Marin Intl

Thu 6/4

9:00 am-12:50 pm

Nonstop3h 50m

$221

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Fri 8/7

2:50 pm-11:05 pm

1 stop8h 15m

San Juan Luis Munoz Marin Intl

Fri 8/14

6:00 am-12:50 pm

1 stop6h 50m

$266

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Sun 8/23

5:00 am-2:53 pm

1 stop9h 53m

San Juan Luis Munoz Marin Intl

Thu 8/27

1:38 pm-12:37 am

1 stop10h 59m

$267

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Wed 8/19

5:00 am-2:38 pm

1 stop9h 38m

San Juan Luis Munoz Marin Intl

Wed 8/26

1:38 pm-8:59 pm

1 stop7h 21m

$271
Quickest round-trip

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Mon 8/24

8:20 am-12:19 pm

Nonstop3h 59m

San Juan Luis Munoz Marin Intl

Sat 8/29

6:07 pm-9:59 pm

Nonstop3h 52m

$272

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Mon 8/3

8:20 am-12:19 pm

Nonstop3h 59m

San Juan Luis Munoz Marin Intl

Wed 8/12

6:07 pm-9:59 pm

Nonstop3h 52m

$277

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Sun 8/9

6:10 am-12:55 pm

1 stop6h 45m

San Juan Luis Munoz Marin Intl

Wed 8/12

2:59 pm-9:45 pm

1 stop6h 46m

$296

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Sat 8/22

8:28 am-3:02 pm

1 stop6h 34m

Saint Thomas Island Cyril E King

Sat 8/29

4:13 pm-12:33 am

1 stop8h 20m

$311

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Fri 8/7

2:50 pm-11:05 pm

1 stop8h 15m

San Juan Luis Munoz Marin Intl

Thu 8/13

6:30 am-3:50 pm

2 stops9h 20m

$316

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Caribbean Islands from

How to get the cheapest flight ticket from Virginia to Caribbean Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Caribbean Islands?

The month of October is, on average, the cheapest month to fly to Caribbean Islands from Virginia, with most prices found around $116. The month of September is another great option to travel to Caribbean Islands, with average flight prices from Virginia averaging around $148.

What is the cheapest day to depart on your flight to Caribbean Islands?

The cheapest day to depart from Virginia to Caribbean Islands is on a Monday. Travelers who choose to depart for Caribbean Islands on a Monday will often find tickets for as low as $295. If your travel schedule is flexible, try to avoid departing on a Friday because tickets tend to average around $617. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean Islands.

What is the cheapest time of day to depart on your flight to Caribbean Islands?

According to our data, the cheapest time of day to fly to Caribbean Islands is at noon. momondo users have found flights departing from Virginia to Caribbean Islands at noon for as low as $375. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets in the morning because they tend to be around $1,161. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Virginia to Caribbean Islands flight route?

Fly from Richmond Byrd Intl to San Juan Luis Munoz Marin Intl for the best Virginia - Caribbean Islands flight prices

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

You are more likely to see cheaper flights to Caribbean Islands from Virginia when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $404 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from Virginia for as low as $328 on momondo.

Can stopping save me money on Virginia to Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between Virginia to Caribbean Islands.

Cheap Virginia to Caribbean Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Virginia to Caribbean Islands

Fastest flight time

2h 44m

Direct flights

Every day

Airports in Caribbean Islands

99 airports
The fastest flight from Virginia to Caribbean Islands takes 2h 44m
Direct flights go from Virginia to Caribbean Islands every day.
There are 99 airports in Caribbean Islands. From Virginia there are direct flights to Providenciales (PLS), San Juan Luis Munoz Marin Intl (SJU).

Frequently asked questions about flying from Virginia to Caribbean Islands

  • When did momondo last update prices for flights from Virginia to Caribbean Islands?

    Prices for flights from Virginia to Caribbean Islands are refreshed on a daily basis.

  • How many operators does momondo search for flights from Virginia to Caribbean Islands?

  • How old do you have to be to fly from Virginia to Caribbean Islands?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Virginia to Caribbean Islands.

  • What documentation or ID do you need to fly to Caribbean Islands?

    The travel and health documents you'll need for your trip to Caribbean Islands may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Caribbean Islands. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Virginia to Caribbean Islands?

Best airlines flying from Virginia to Caribbean Islands

Compare and see reviews for airlines that fly from Virginia to Caribbean Islands with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $94Free CancellationRating
6.3
8,637 reviews
Search Spirit Airlines flights
FrontierPriceFrom $96Free CancellationRating
5.6
2,960 reviews
Search Frontier flights
DeltaPriceFrom $112Free CancellationRating
7.9
8,457 reviews
Search Delta flights
JetBluePriceFrom $177Free CancellationRating
7.1
2,979 reviews
Search JetBlue flights
SouthwestPriceFrom $205Free CancellationRating
7.9
4,303 reviews
Search Southwest flights
American AirlinesPriceFrom $212Free CancellationRating
7.1
11,670 reviews
Search American Airlines flights
United AirlinesPriceFrom $225Free CancellationRating
7.4
9,694 reviews
Search United Airlines flights
Alaska AirlinesPriceFrom $646Free CancellationRating
7.9
12,349 reviews
Search Alaska Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Virginia to Caribbean Islands?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Caribbean Islands from Virginia.

Can I find flights from Virginia to Caribbean Islands with flexible booking policies on momondo?

Flights from Virginia to Caribbean Islands with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Virginia to Caribbean Islands?

momondo helps you find the best flight between Virginia and Caribbean Islands by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Virginia to Caribbean Islands right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Caribbean Islands, momondo offers a useful price alert feature which will track prices for flights to Caribbean Islands from Virginia and alert you when they change.

An easier way to manage your Caribbean Islands trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

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1 adult
Mon 6/8
Mon 6/15

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Popular cities in Caribbean Islands

Popular flights according to clicks in the last 7 days on momondo