Cheap flights from Virginia to Caribbean Islands from $96

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 9/25. 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

Frontier Logo
8:26 pm - 12:18 amIAD-SJU
3h 52mnonstop
Frontier Logo
3:45 pm - 6:41 pmSJU-IAD
3h 56mnonstop
$178Frontier
Find Deal
Thu, Oct 30 - Sun, Nov 2
Frontier Logo
9:07 pm - 12:59 amIAD-SJU
3h 52mnonstop
Frontier Logo
4:26 pm - 8:22 pmSJU-IAD
3h 56mnonstop
$179Frontier
Find Deal
Thu, Oct 16 - Thu, Oct 23
JetBlue Logo
8:25 am - 12:15 pmDCA-SJU
3h 50mnonstop
JetBlue Logo
6:05 pm - 9:55 pmSJU-DCA
3h 50mnonstop
$180JetBlue
Find Deal
Mon, Sep 29 - Thu, Oct 2
JetBlue Logo
8:30 am - 12:19 pmDCA-SJU
3h 49mnonstop
JetBlue Logo
6:05 pm - 9:57 pmSJU-DCA
3h 52mnonstop
$181JetBlue
Find Deal
Sat, Oct 4 - Sat, Oct 11
 Logo
3:40 pm - 9:56 amRDU-SJU
18h 16m1 stop
 Logo
9:26 pm - 6:51 pmSJU-RDU
21h 25m1 stop
Mon, Sep 29 - Mon, Oct 6
 Logo
9:49 pm - 1:58 amRDU-SJU
28h 09m1 stop
 Logo
6:22 am - 8:14 amSJU-RDU
25h 52m1 stop
Thu, Oct 2 - Wed, Oct 8
American Airlines Logo
6:49 am - 6:25 pmDCA-SJU
11h 36m1 stop
American Airlines Logo
1:35 pm - 11:59 pmSJU-DCA
10h 24m1 stop
$205American Airlines
Find Deal
Tue, Oct 21 - Fri, Oct 24
Delta Logo
6:05 am - 2:12 pmIAD-SJU
7h 07m1 stop
Delta Logo
1:57 pm - 12:18 amSJU-IAD
11h 21m1 stop
$225Delta
Find Deal
Mon, Nov 3 - Thu, Nov 13
Delta Logo
4:03 pm - 10:59 pmDCA-SJU
5h 56m1 stop
Delta Logo
1:46 pm - 11:41 pmSJU-DCA
10h 55m1 stop
$225Delta
Find Deal
Mon, Nov 3 - Fri, Nov 7
American Airlines Logo
8:09 am - 10:10 pmIAD-SJU
14h 01m1 stop
American Airlines Logo
7:45 am - 6:54 pmSJU-IAD
11h 09m1 stop
$230American Airlines
Find Deal
Tue, Oct 21 - Wed, Oct 29

Delta flights from Virginia to Caribbean Islands

Our best Delta deals on Virginia to Caribbean Islands flight tickets
Delta
Nov 3
IAD6:05 amWashington, D.C. Dulles Intl
7h 07m
1 stop
SJU2:12 pmSan Juan Luis Munoz Marin Intl
Nov 13
SJU1:57 pmSan Juan Luis Munoz Marin Intl
11h 21m
1 stop
IAD12:18 amWashington, D.C. Dulles Intl
Delta
Sep 15
IAD6:00 amWashington, D.C. Dulles Intl
10h 31m
1 stop
SJU4:31 pmSan Juan Luis Munoz Marin Intl
Sep 26
SJU7:30 amSan Juan Luis Munoz Marin Intl
10h 54m
1 stop
IAD6:24 pmWashington, D.C. Dulles Intl
Delta
Sep 16
IAD10:07 amWashington, D.C. Dulles Intl
6h 24m
1 stop
SJU4:31 pmSan Juan Luis Munoz Marin Intl
Sep 19
SJU2:15 pmSan Juan Luis Munoz Marin Intl
8h 51m
1 stop
IAD11:06 pmWashington, D.C. Dulles Intl

Frontier flights from Virginia to Caribbean Islands

Our best Frontier deals on Virginia to Caribbean Islands flight tickets
Frontier
Oct 30
IAD8:26 pmWashington, D.C. Dulles Intl
3h 52m
SJU12:18 amSan Juan Luis Munoz Marin Intl
Nov 2
SJU3:45 pmSan Juan Luis Munoz Marin Intl
3h 56m
IAD6:41 pmWashington, D.C. Dulles Intl
Frontier
Oct 16
IAD9:07 pmWashington, D.C. Dulles Intl
3h 52m
SJU12:59 amSan Juan Luis Munoz Marin Intl
Oct 23
SJU4:26 pmSan Juan Luis Munoz Marin Intl
3h 56m
IAD8:22 pmWashington, D.C. Dulles Intl
Frontier
Nov 2
IAD7:26 pmWashington, D.C. Dulles Intl
3h 52m
SJU12:18 amSan Juan Luis Munoz Marin Intl
Nov 9
SJU3:45 pmSan Juan Luis Munoz Marin Intl
3h 56m
IAD6:41 pmWashington, D.C. Dulles Intl

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 September 2, 2025.
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

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Thu 10/30

8:26 pm-12:18 am

Nonstop3h 52m

San Juan Luis Munoz Marin Intl

Sun 11/2

3:45 pm-6:41 pm

Nonstop3h 56m

$178

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Thu 10/16

9:07 pm-12:59 am

Nonstop3h 52m

San Juan Luis Munoz Marin Intl

Thu 10/23

4:26 pm-8:22 pm

Nonstop3h 56m

$179

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Mon 9/29

8:25 am-12:15 pm

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Thu 10/2

6:05 pm-9:55 pm

Nonstop3h 50m

$180

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Sat 10/4

8:30 am-12:19 pm

Nonstop3h 49m

San Juan Luis Munoz Marin Intl

Sat 10/11

6:05 pm-9:57 pm

Nonstop3h 52m

$181

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

Mon 9/29

3:40 pm-9:56 am

1 stop18h 16m

San Juan Luis Munoz Marin Intl

Mon 10/6

9:26 pm-6:51 pm

1 stop21h 25m

$202

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

Thu 10/2

9:49 pm-1:58 am

1 stop28h 09m

San Juan Luis Munoz Marin Intl

Wed 10/8

6:22 am-8:14 am

1 stop25h 52m

$204

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Tue 10/21

6:49 am-6:25 pm

1 stop11h 36m

San Juan Luis Munoz Marin Intl

Fri 10/24

1:35 pm-11:59 pm

1 stop10h 24m

$205

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Mon 11/3

6:05 am-2:12 pm

1 stop7h 07m

San Juan Luis Munoz Marin Intl

Thu 11/13

1:57 pm-12:18 am

1 stop11h 21m

$225

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Mon 11/3

4:03 pm-10:59 pm

1 stop5h 56m

San Juan Luis Munoz Marin Intl

Fri 11/7

1:46 pm-11:41 pm

1 stop10h 55m

$225

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Tue 10/21

8:09 am-10:10 pm

1 stop14h 01m

San Juan Luis Munoz Marin Intl

Wed 10/29

7:45 am-6:54 pm

1 stop11h 09m

$230

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 September is, on average, the cheapest month to fly to Caribbean Islands from Virginia, with most prices found around $323. The month of January is another great option to travel to Caribbean Islands, with average flight prices from Virginia averaging around $365.

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 Tuesday. Travelers who choose to depart for Caribbean Islands on a Tuesday will often find tickets for as low as $351. If your travel schedule is flexible, try to avoid departing on a Thursday because tickets tend to average around $450. 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 in the evening. momondo users have found flights departing from Virginia to Caribbean Islands in the evening for as low as $286. 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 at noon because they tend to be around $452. 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 $426 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 $355 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

3h 18m

Direct flights

Every day

Airports in Caribbean Islands

1 airport
The fastest flight from Virginia to Caribbean Islands takes 3h 18m
Direct flights go from Virginia to Caribbean Islands every day.
There is 1 airport near Caribbean Islands: San Juan Luis Munoz Marin Intl (SJU)
  • 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
FrontierPriceFrom $85Free CancellationRating
5.8
3,198 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $108Free CancellationRating
6.3
8,010 reviews
Search Spirit Airlines flights
JetBluePriceFrom $204Free CancellationRating
7.2
2,918 reviews
Search JetBlue flights
United AirlinesPriceFrom $208Free CancellationRating
7.4
8,937 reviews
Search United Airlines flights
DeltaPriceFrom $233Free CancellationRating
7.9
7,973 reviews
Search Delta flights
American AirlinesPriceFrom $254Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $256Free CancellationRating
8.0
4,237 reviews
Search Southwest 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.

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1 adult
Sun 9/7
Sun 9/14

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Popular cities in Caribbean Islands

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