Cheap flights from Virginia to Caribbean Islands from $102

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 4/26. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.

Find the cheapest flights from Virginia to Caribbean Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
1:36 pm - 8:49 pm
IAD
-
SJU
7h 13m
1 stop
Frontier Logo
3:23 pm - 12:36 am
SJU
-
IAD
9h 13m
1 stop
$185Frontier
Sat, Apr 11 - Fri, Apr 17
Frontier Logo
12:55 pm - 8:00 pm
IAD
-
SJU
7h 05m
1 stop
Frontier Logo
3:23 pm - 12:36 am
SJU
-
IAD
9h 13m
1 stop
$186Frontier
Mon, Apr 13 - Fri, Apr 17
Multiple Airlines Logo
7:46 pm - 11:49 am
RDU
-
SJU
16h 03m
1 stop
Multiple Airlines Logo
6:00 am - 9:35 pm
SJU
-
RDU
15h 35m
1 stop
$219Multiple Airlines
Fri, Apr 10 - Sun, Apr 19
Multiple Airlines Logo
5:47 pm - 12:29 am
RDU
-
SJU
6h 42m
1 stop
Multiple Airlines Logo
6:00 am - 5:08 pm
SJU
-
RDU
11h 08m
1 stop
$225Multiple Airlines
Fri, May 1 - Mon, May 4
United Airlines Logo
8:15 am - 12:20 pm
IAD
-
STT
4h 05mnonstop
United Airlines Logo
4:45 pm - 8:58 pm
STT
-
IAD
4h 13mnonstop
$261United Airlines
Wed, Apr 15 - Wed, Apr 22
United Airlines Logo
8:15 am - 12:20 pm
IAD
-
STT
4h 05mnonstop
United Airlines Logo
2:10 pm - 12:32 am
STT
-
IAD
10h 22m
1 stop
$266United Airlines
Mon, Apr 20 - Thu, Apr 23
American Airlines Logo
8:11 pm - 10:47 am
IAD
-
STT
14h 36m
1 stop
American Airlines Logo
1:15 pm - 11:59 pm
STT
-
IAD
10h 44m
1 stop
$275American Airlines
Wed, May 6 - Wed, May 13
Delta Logo
6:00 am - 1:52 pm
IAD
-
STT
7h 52m
1 stop
Delta Logo
3:02 pm - 12:10 am
STT
-
IAD
9h 08m
1 stop
$291Delta
Mon, Aug 31 - Wed, Sep 2
Delta Logo
5:00 pm - 11:59 pm
DCA
-
SJU
6h 59m
1 stop
Delta Logo
2:03 pm - 10:50 pm
SJU
-
DCA
8h 47m
1 stop
$342Delta
Sat, May 2 - Tue, May 5
American Airlines Logo
1:06 pm - 3:40 pm
IAD
-
AUA
26h 34m
1 stop
American Airlines Logo
4:40 pm - 12:13 am
AUA
-
IAD
7h 33m
1 stop
$371American Airlines
Wed, May 27 - Mon, Jun 1

Frontier flights from Virginia to Caribbean Islands

Our best Frontier deals on Virginia to Caribbean Islands flight tickets
Frontier
Apr 11
IAD1:36 pmWashington, D.C. Dulles Intl
7h 13m
1 stop
SJU8:49 pmSan Juan Luis Munoz Marin Intl
Apr 17
SJU3:23 pmSan Juan Luis Munoz Marin Intl
9h 13m
1 stop
IAD12:36 amWashington, D.C. Dulles Intl
$185
Frontier
Apr 13
IAD12:55 pmWashington, D.C. Dulles Intl
7h 05m
1 stop
SJU8:00 pmSan Juan Luis Munoz Marin Intl
Apr 17
SJU3:23 pmSan Juan Luis Munoz Marin Intl
9h 13m
1 stop
IAD12:36 amWashington, D.C. Dulles Intl
$186
Frontier
May 5
IAD6:37 pmWashington, D.C. Dulles Intl
7h 31m
1 stop
SJU2:08 amSan Juan Luis Munoz Marin Intl
May 11
SJU3:03 amSan Juan Luis Munoz Marin Intl
14h 49m
1 stop
IAD5:52 pmWashington, D.C. Dulles Intl
$188

JetBlue flights from Virginia to Caribbean Islands

Our best JetBlue deals on Virginia to Caribbean Islands flight tickets
JetBlue
Apr 19
DCA8:00 amWashington, D.C. Reagan-National
3h 43m
SJU11:43 amSan Juan Luis Munoz Marin Intl
Apr 22
SJU6:00 pmSan Juan Luis Munoz Marin Intl
3h 56m
DCA9:56 pmWashington, D.C. Reagan-National
$320
JetBlue
May 4
DCA8:00 amWashington, D.C. Reagan-National
3h 45m
SJU11:45 amSan Juan Luis Munoz Marin Intl
May 9
SJU6:00 pmSan Juan Luis Munoz Marin Intl
3h 54m
DCA9:54 pmWashington, D.C. Reagan-National
$328
JetBlue
Apr 20
DCA8:00 amWashington, D.C. Reagan-National
3h 43m
SJU11:43 amSan Juan Luis Munoz Marin Intl
Apr 29
SJU6:00 pmSan Juan Luis Munoz Marin Intl
3h 55m
DCA9:55 pmWashington, D.C. Reagan-National
$329

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 March 24, 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 4/11

1:36 pm-8:49 pm

1 stop7h 13m

San Juan Luis Munoz Marin Intl

Fri 4/17

3:23 pm-12:36 am

1 stop9h 13m

$185

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Mon 4/13

12:55 pm-8:00 pm

1 stop7h 05m

San Juan Luis Munoz Marin Intl

Fri 4/17

3:23 pm-12:36 am

1 stop9h 13m

$186

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

Fri 4/10

7:46 pm-11:49 am

1 stop16h 03m

San Juan Luis Munoz Marin Intl

Sun 4/19

6:00 am-9:35 pm

1 stop15h 35m

$219

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

Fri 5/1

5:47 pm-12:29 am

1 stop6h 42m

San Juan Luis Munoz Marin Intl

Mon 5/4

6:00 am-5:08 pm

1 stop11h 08m

$225
Quickest round-trip

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Wed 4/15

8:15 am-12:20 pm

Nonstop4h 05m

Saint Thomas Island Cyril E King

Wed 4/22

4:45 pm-8:58 pm

Nonstop4h 13m

$261

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Mon 4/20

8:15 am-12:20 pm

Nonstop4h 05m

Saint Thomas Island Cyril E King

Thu 4/23

2:10 pm-12:32 am

1 stop10h 22m

$266

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Wed 5/6

8:11 pm-10:47 am

1 stop14h 36m

Saint Thomas Island Cyril E King

Wed 5/13

1:15 pm-11:59 pm

1 stop10h 44m

$275

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Mon 8/31

6:00 am-1:52 pm

1 stop7h 52m

Saint Thomas Island Cyril E King

Wed 9/2

3:02 pm-12:10 am

1 stop9h 08m

$291

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Sat 5/2

5:00 pm-11:59 pm

1 stop6h 59m

San Juan Luis Munoz Marin Intl

Tue 5/5

2:03 pm-10:50 pm

1 stop8h 47m

$342

Washington, D.C.Oranjestad

IAD - AUA

IADAUA

Washington, D.C. Dulles Intl

Wed 5/27

1:06 pm-3:40 pm

1 stop26h 34m

Oranjestad Reina Beatrix

Mon 6/1

4:40 pm-12:13 am

1 stop7h 33m

$371

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 September is, on average, the cheapest month to fly to Caribbean Islands from Virginia, with most prices found around $295. The month of October is another great option to travel to Caribbean Islands, with average flight prices from Virginia averaging around $315.

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 Friday. Travelers who choose to depart for Caribbean Islands on a Friday will often find tickets for as low as $233. If your travel schedule is flexible, try to avoid departing on a Saturday because tickets tend to average around $414. 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 $340. 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 $1,627. 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 Norfolk to San Juan Luis Munoz Marin Intl for the best Virginia - Caribbean Islands flight prices

How far in advance should I book a flight 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 $416 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 $314 on momondo.

What cabin class options are available on Virginia to Caribbean Islands flights?

There is only 1 cabin class available to choose from on Virginia to Caribbean Islands flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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 47m

Direct flights

Every day

Airports in Caribbean Islands

99 airports
The fastest flight from Virginia to Caribbean Islands takes 2h 47m
Direct flights go from Virginia to Caribbean Islands every day.
There are 99 airports in Caribbean Islands. From Virginia there are direct flights to Nassau Intl (NAS).
  • 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
8,534 reviews
Search Spirit Airlines flights
FrontierPriceFrom $110Free CancellationRating
5.7
3,018 reviews
Search Frontier flights
DeltaPriceFrom $128Free CancellationRating
7.9
8,321 reviews
Search Delta flights
JetBluePriceFrom $163Free CancellationRating
7.2
2,904 reviews
Search JetBlue flights
SouthwestPriceFrom $205Free CancellationRating
8.0
4,331 reviews
Search Southwest flights
American AirlinesPriceFrom $212Free CancellationRating
7.1
11,491 reviews
Search American Airlines flights
United AirlinesPriceFrom $225Free CancellationRating
7.4
9,469 reviews
Search United Airlines flights
Alaska AirlinesPriceFrom $646Free CancellationRating
7.9
12,101 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

Daily price changes in your inbox - only with Price Alerts.
1 adult
Thu 4/23
Thu 4/30

Find better results for your trip to Caribbean Islands

Popular cities in Caribbean Islands

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