U.S. Virgin Islands

$129+ Cheap flights from Chesapeake, VA to the U.S. Virgin Islands

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 7/15. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — STT
Jun 17 — Jun 241
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Cheap flight deals from Chesapeake to U.S. Virgin Islands

Keep the following information in mind while searching for Chesapeake to U.S. Virgin Islands flight deals. Data was last updated June 12, 2025.

Round-trip from

$262
(Cheapflightsfares)

One-way from

$129
(Cheapflightsfares)

Popular in

April

Cheapest in

August

Average price

$561
From Chesapeake to U.S. Virgin Islands
One-way flight from Chesapeake to U.S. Virgin Islands
Highest demand for flights based on searches. 18% potential increase in price ($124 potential increase over avg. RT price).
Cheapest flight prices on average. 5% potential price decrease ($27 potential savings vs. average RT price).
Average for round-trip flights in June 2025

Find flight deals from Chesapeake to U.S. Virgin Islands

Cheapest flights from Chesapeake to U.S. Virgin Islands
Explore the most affordable flight options available from Chesapeake to U.S. Virgin Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 6/11. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/95:50 amORF - STT
1 stop6h 40mSpirit Airlines
Wed 7/164:05 pmSTT - ORF
1 stop6h 30mSpirit Airlines
Deal found 6/11$262
This Mytrip deal was found by Cheapflights users on 6/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/209:05 amORF - STX
1 stop6h 57mMultiple Airlines
Wed 7/235:09 pmSTX - ORF
1 stop15h 06mMultiple Airlines
Deal found 6/11$298
This Mytrip deal was found by Cheapflights users on 6/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/145:50 amORF - STT
1 stop6h 40mMultiple Airlines
Sat 7/1910:43 amSTT - ORF
1 stop21h 32mMultiple Airlines
Deal found 6/11$298
This FlightHub deal was found by Cheapflights users on 6/9. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/87:32 pmORF - STX
1 stop20h 30mSpirit Airlines
Sat 7/124:35 pmSTX - ORF
1 stop23h 50mSpirit Airlines
Deal found 6/9$359
This FlightHub deal was found by Cheapflights users on 6/11. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/102:03 pmORF - STT
2 stops26h 26mFrontier
Fri 8/155:14 pmSTT - ORF
2 stops44h 04mFrontier
Deal found 6/11$366
This American Airlines deal was found by Cheapflights users on 6/11. 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.
Wed 7/308:18 pmORF - STX
2 stops20h 08mAmerican Airlines
Mon 8/45:35 pmSTX - ORF
2 stops17h 30mAmerican Airlines
Deal found 6/11$448
This American Airlines deal was found by Cheapflights users on 6/12. 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.
Tue 11/116:54 amORF - STT
1 stop6h 06mAmerican Airlines
Tue 11/186:15 pmSTT - ORF
2 stops16h 07mAmerican Airlines
Deal found 6/12$451
This United Airlines deal was found by Cheapflights users on 6/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/46:00 amORF - STT
1 stop6h 11mUnited Airlines
Thu 12/111:05 pmSTT - ORF
2 stops11h 26mUnited Airlines
Deal found 6/10$486
This United Airlines deal was found by Cheapflights users on 6/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/66:00 amORF - STX
2 stops12h 00mUnited Airlines
Tue 7/154:10 pmSTX - ORF
2 stops30h 17mUnited Airlines
Deal found 6/11$1,109

Cheapflights Fare Finder

Customize your flight search to find flights from Chesapeake to U.S. Virgin 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, Cheapflights users made 2,558,603 searches. Data last updated June 12, 2025.
Use the filters below to find and compare flights from Chesapeake to the U.S. Virgin Islands that are best for you.

Fly from

Chesapeake

Fly to

U.S. Virgin Islands

Route

Depart

Return

Price

NorfolkSaint Thomas Island

ORF - STT

ORFSTT

Norfolk

Wed 7/9

5:50 am-12:30 pm

1 stop6h 40m

Saint Thomas Island Cyril E King

Wed 7/16

4:05 pm-10:35 pm

1 stop6h 30m

$262

NorfolkChristiansted

ORF - STX

ORFSTX

Norfolk

Sun 7/20

9:05 am-4:02 pm

1 stop6h 57m

Christiansted Henry Rohlsen

Wed 7/23

5:09 pm-8:15 am

1 stop15h 06m

$298

NorfolkSaint Thomas Island

ORF - STT

ORFSTT

Norfolk

Mon 7/14

5:50 am-12:30 pm

1 stop6h 40m

Saint Thomas Island Cyril E King

Sat 7/19

10:43 am-8:15 am

1 stop21h 32m

$298

NorfolkChristiansted

ORF - STX

ORFSTX

Norfolk

Tue 7/8

7:32 pm-4:02 pm

1 stop20h 30m

Christiansted Henry Rohlsen

Sat 7/12

4:35 pm-4:25 pm

1 stop23h 50m

$359

NorfolkSaint Thomas Island

ORF - STT

ORFSTT

Norfolk

Sun 8/10

2:03 pm-4:29 pm

2 stops26h 26m

Saint Thomas Island Cyril E King

Fri 8/15

5:14 pm-1:18 pm

2 stops44h 04m

$366

NorfolkChristiansted

ORF - STX

ORFSTX

Norfolk

Wed 7/30

8:18 pm-4:26 pm

2 stops20h 08m

Christiansted Henry Rohlsen

Mon 8/4

5:35 pm-11:05 am

2 stops17h 30m

$448

NorfolkSaint Thomas Island

ORF - STT

ORFSTT

Norfolk

Tue 11/11

6:54 am-2:00 pm

1 stop6h 06m

Saint Thomas Island Cyril E King

Tue 11/18

6:15 pm-9:22 am

2 stops16h 07m

$451

NorfolkSaint Thomas Island

ORF - STT

ORFSTT

Norfolk

Thu 12/4

6:00 am-1:11 pm

1 stop6h 11m

Saint Thomas Island Cyril E King

Thu 12/11

1:05 pm-11:31 pm

2 stops11h 26m

$486

NorfolkChristiansted

ORF - STX

ORFSTX

Norfolk

Sun 7/6

6:00 am-6:00 pm

2 stops12h 00m

Christiansted Henry Rohlsen

Tue 7/15

4:10 pm-10:27 pm

2 stops30h 17m

$1,109

NorfolkSaint Thomas Island

ORF - STT

ORFSTT

Norfolk

Tue 7/15

5:50 am-12:30 pm

1 stop6h 40m

$129

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

Showing 1-10 of 13 results
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Best time to book a flight from Chesapeake to U.S. Virgin Islands

Have a flexible travel schedule? Discover the best time to fly to U.S. Virgin Islands from Chesapeake 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 Chesapeake to the U.S. Virgin Islands

What is the cheapest month to book a flight from Chesapeake to U.S. Virgin Islands?

Currently, September is the cheapest month in which you can book a flight from Chesapeake to U.S. Virgin Islands (average of $433). Flying from Chesapeake to U.S. Virgin Islands in June is currently the most expensive (average of $650). 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 C6E to VI?

Find hourly flight availability from Chesapeake to U.S. Virgin Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 12, 2025.

When flying from Chesapeake to U.S. Virgin Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing U.S. Virgin Islands

Get insights into the airlines that provide service to U.S. Virgin Islands. 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 U.S. Virgin Islands. Reviews last updated June 12, 2025.
Get a feel of what it's like to fly with Delta, United Airlines and American Airlines from Chesapeake to U.S. Virgin Islands by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.0
Very good

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
8.0
Very good
8.0
Very good

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
8.0
Very good

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
8.0
Very good

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
8.0
Very good

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
8.0
Very good

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from Chesapeake to U.S. Virgin Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What are the cheapest airlines to fly from Chesapeake to U.S. Virgin Islands one-way?

    To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $129. Delta flights start at $224 while deals on American Airlines start at $228 one-way.

  • Can I find deals for flights from Chesapeake to U.S. Virgin Islands that include hotel bookings?

    Yes. In addition to deals on Chesapeake to U.S. Virgin Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chesapeake to U.S. Virgin Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chesapeake to U.S. Virgin Islands.

  • Can I find deals for business class flights from Chesapeake to U.S. Virgin Islands?

    Yes. Cheapflights offers flight deals from Chesapeake to U.S. Virgin Islands 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 Chesapeake to U.S. Virgin Islands?

    Currently, September is the cheapest month in which you can book a flight from Chesapeake to U.S. Virgin Islands (average of $433). Flying from Chesapeake to U.S. Virgin Islands in June is currently the most expensive (average of $650). 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

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Alternative routes for Chesapeake to U.S. Virgin Islands

See prices for flight routes from nearby airports that may be better suited for you.

Top 4 airlines flying from Chesapeake to U.S. Virgin Islands

Discover the top 4 airlines that operate flights from Chesapeake to U.S. Virgin Islands. 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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$162Average$304FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$224Average$564FlexibilityNo cancel feeOn-time71%
DeltaCheapest$283Average$466FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$284Average$588FlexibilityNo cancel feeOn-time69%

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