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Virginia

$108+ Cheap flights from Caribbean to Virginia

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/4. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — RIC
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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Find flight deals from Caribbean to Virginia

Cheapest flights from Caribbean to Virginia
Explore the most affordable flight options available from Caribbean to Virginia. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 29, 2025.

This Frontier deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/204:18 pmSJU - IAD
Nonstop4h 13mFrontier
Sun 1/48:26 pmIAD - SJU
Nonstop3h 54mFrontier
Deal found 10/28$138
This Kiwi.com deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/63:45 pmSJU - IAD
Nonstop3h 56mFrontier
Sun 11/97:26 pmIAD - SJU
Nonstop3h 52mFrontier
Deal found 10/27$157
This Frontier deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/234:07 pmSJU - IAD
Nonstop4h 13mFrontier
Wed 12/317:01 pmIAD - SJU
2 stops12h 38mFrontier
Deal found 10/29$159
This Frontier deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/213:54 amSJU - IAD
1 stop10h 20mFrontier
Sat 1/38:26 pmIAD - SJU
Nonstop3h 54mFrontier
Deal found 10/29$163
This Frontier deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/133:45 pmSJU - IAD
Nonstop3h 56mFrontier
Sun 11/164:04 pmIAD - SJU
1 stop8h 28mFrontier
Deal found 10/28$169
This deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/214:08 pmSJU - IAD
Nonstop4h 03mFrontier
Sun 11/238:06 pmIAD - SJU
Nonstop3h 47mFrontier
Deal found 10/28$172
This Delta deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/43:10 pmSJU - DCA
1 stop8h 58mDelta
Mon 12/86:59 amDCA - SJU
1 stop6h 15mDelta
Deal found 10/29$175
This Frontier deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/213:54 amSJU - IAD
1 stop10h 20mFrontier
Thu 1/15:35 amIAD - SJU
1 stop8h 26mFrontier
Deal found 10/29$176
This JetBlue deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/46:51 pmSJU - DCA
Nonstop3h 57mJetBlue
Mon 12/88:00 amDCA - SJU
Nonstop3h 51mJetBlue
Deal found 10/28$216
This Delta deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/57:00 amSJU - ORF
1 stop8h 09mDelta
Mon 12/85:15 amORF - SJU
1 stop7h 59mDelta
Deal found 10/27$225
This Kiwi.com deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2110:22 pmSJU - ORF
1 stop23h 09mMultiple Airlines
Wed 11/269:26 pmORF - SJU
1 stop22h 46mMultiple Airlines
Deal found 10/28$227
This American Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/43:41 pmSJU - DCA
1 stop9h 03mAmerican Airlines
Mon 12/810:06 amDCA - SJU
1 stop11h 03mAmerican Airlines
Deal found 10/28$235

Cheap flight deals from Caribbean to Virginia

Keep the following information in mind while searching for Caribbean to Virginia flight deals. Data was last updated October 29, 2025.

Round-trip from

$138
(Frontier)

One-way from

$108
(Expedia)

Popular in

August

Cheapest in

February

Average price

$335
From Caribbean to Virginia
Search Deals
One-way flight from Caribbean to Virginia
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($43 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean to Virginia 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, Cheapflights users made 2,558,603 searches. Data last updated October 29, 2025.
Use the filters below to find and compare flights from Caribbean to Virginia that are best for you.

Fly from

Caribbean

Fly to

Virginia

Route

Depart

Return

Price

San JuanWashington, D.C.

SJU - IAD

SJUIAD

San Juan Luis Munoz Marin Intl

Thu 12/4

3:32 pm-12:12 am

1 stop9h 40m

Washington, D.C. Dulles Intl

Mon 12/8

7:01 am-2:14 pm

1 stop6h 13m

$185

San JuanWashington, D.C.

SJU - IAD

SJUIAD

San Juan Luis Munoz Marin Intl

Sun 12/21

3:54 am-1:14 pm

1 stop10h 20m

Washington, D.C. Dulles Intl

Wed 12/31

7:01 pm-8:39 am

2 stops12h 38m

$223

San JuanWashington, D.C.

SJU - IAD

SJUIAD

San Juan Luis Munoz Marin Intl

Thu 12/25

6:30 am-12:13 pm

1 stop6h 43m

Washington, D.C. Dulles Intl

Thu 1/1

6:00 am-2:33 pm

1 stop7h 33m

$242

San JuanWashington, D.C.

SJU - IAD

SJUIAD

San Juan Luis Munoz Marin Intl

Thu 12/4

3:32 pm-12:12 am

1 stop9h 40m

Washington, D.C. Dulles Intl

Sun 12/7

12:30 pm-11:20 pm

1 stop9h 50m

$250

San JuanRaleigh

SJU - RDU

SJURDU

San Juan Luis Munoz Marin Intl

Sat 12/27

9:58 pm-8:28 am

1 stop11h 30m

Raleigh-Durham

Wed 12/31

1:05 pm-8:39 am

2 stops18h 34m

$251

San JuanWashington, D.C.

SJU - DCA

SJUDCA

San Juan Luis Munoz Marin Intl

Thu 11/13

6:51 pm-9:48 pm

Nonstop3h 57m

Washington, D.C. Reagan-National

Sun 11/16

8:00 am-12:50 pm

Nonstop3h 50m

$256

San JuanWashington, D.C.

SJU - DCA

SJUDCA

San Juan Luis Munoz Marin Intl

Wed 1/21

6:45 pm-9:46 pm

Nonstop4h 01m

Washington, D.C. Reagan-National

Sun 1/25

3:30 pm-1:22 am

1 stop8h 52m

$258

San JuanWashington, D.C.

SJU - IAD

SJUIAD

San Juan Luis Munoz Marin Intl

Wed 11/12

3:20 pm-11:03 pm

1 stop8h 43m

Washington, D.C. Dulles Intl

Mon 11/17

3:35 pm-11:13 pm

1 stop6h 38m

$265

San JuanWashington, D.C.

SJU - IAD

SJUIAD

San Juan Luis Munoz Marin Intl

Thu 11/6

1:46 pm-11:20 pm

1 stop10h 34m

Washington, D.C. Dulles Intl

Mon 11/10

6:00 am-5:26 pm

1 stop10h 26m

$265

San JuanNorfolk

SJU - ORF

SJUORF

San Juan Luis Munoz Marin Intl

Thu 11/13

3:37 pm-12:24 pm

2 stops21h 47m

Norfolk

Mon 11/24

8:02 pm-11:44 pm

1 stop26h 42m

$269

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 60 results
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Best time to book a flight from Caribbean to Virginia

Have a flexible travel schedule? Discover the best time to fly to Virginia from Caribbean with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Caribbean to Virginia

What is the cheapest month to book a flight from Caribbean to Virginia?

Currently, February is the cheapest month in which you can book a flight from Caribbean to Virginia (average of $125). Flying from Caribbean to Virginia in November is currently the most expensive (average of $242). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CB to VA?

Find hourly flight availability from Caribbean to Virginia. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 29, 2025.

It’s typically best to fly out from Caribbean to Virginia in the evening. Doing so could potentially save you 20% on the flight price compared to flying in the afternoon, which is usually more expensive.

What is the cheapest day to fly from Caribbean to Virginia?

Use this chart to determine the cheapest time to fly round-trip from Caribbean to Virginia. Price data was last updated on October 27, 2024.

Travelers seeking maximum savings on their Caribbean to Virginia flight should consider departing on Thursday at noon when fares are most often at their lowest. Sunday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Virginia

Get insights into the airlines that provide service to Virginia. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Virginia. Reviews last updated October 29, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and American Airlines from Caribbean to Virginia to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,240 reviews

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Overall

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,240 reviews
Southwest
8.0
Very good
4,240 reviews

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Overall

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
7,994 reviews
Southwest
8.0
Very good
4,240 reviews

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Overall

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,032 reviews
Southwest
8.0
Very good
4,240 reviews

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Overall

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
JetBlue
7.2
Good
2,907 reviews
Southwest
8.0
Very good
4,240 reviews

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Overall

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,114 reviews
Southwest
8.0
Very good
4,240 reviews

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Overall

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Caribbean to Virginia. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Caribbean to Virginia?

    A quick flight from Caribbean to Virginia can take about 3h 57m. Delta provides one of the quickest options available for as low as $256. Airlines will cover a distance of 1557 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Caribbean to Virginia one-way?

    To fly one-way, consider booking your trip with JetBlue, which is currently one of the cheapest options available, starting at $108. United Airlines flights start at $108 while deals on Delta start at $113 one-way.

  • Can I find deals for flights from Caribbean to Virginia that include hotel bookings?

    Yes. In addition to deals on Caribbean to Virginia flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Caribbean to Virginia?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Caribbean to Virginia.

  • Can I find deals for business class flights from Caribbean to Virginia?

    Yes. Cheapflights offers flight deals from Caribbean to Virginia by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Caribbean to Virginia?

    Currently, February is the cheapest month in which you can book a flight from Caribbean to Virginia (average of $125). Flying from Caribbean to Virginia in November is currently the most expensive (average of $242). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Caribbean to Virginia

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Caribbean to Virginia

Discover the top 6 airlines that operate flights from Caribbean to Virginia. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$144Average$274FlexibilityNo cancel feeOn-time65%
DeltaCheapest$147Average$401FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$173Average$495FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$205Average$384FlexibilityNo cancel feeOn-time63%
JetBlueCheapest$264Average$427FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$285Average$429FlexibilityNo cancel feeOn-time69%

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