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U.S. Virgin Islands

$127+ 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
juil. 1 — juil. 81
mar. 7/1
mar. 7/8
1 adult, Economy
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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 juin 26, 2025.

Round-trip from

$253
(FlightHub)

One-way from

$127
(CheapOair)

Popular in

April

Cheapest in

July

Average price

$561
From Chesapeake to U.S. Virgin Islands
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One-way flight from Chesapeake to U.S. Virgin Islands
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Highest demand for flights based on searches. 19% potential increase in price ($129 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($27 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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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 juin 26, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 6/26. 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.
lun. 7/285:50 amORF - STT
1 stop9h 20mSpirit Airlines
jeu. 7/311:25 pmSTT - ORF
1 stop9h 10mSpirit Airlines
Deal found 6/26$252
This Booking.com deal was found by Cheapflights users on 6/26. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 8/215:30 amORF - STX
1 stop5h 51mSpirit Airlines
mar. 8/2612:57 pmSTX - ORF
1 stop9h 52mSpirit Airlines
Deal found 6/26$304
This American Airlines deal was found by Cheapflights users on 6/25. 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.
mar. 10/146:52 pmORF - STX
2 stops20h 08mAmerican Airlines
mer. 10/221:50 pmSTX - ORF
2 stops18h 55mAmerican Airlines
Deal found 6/25$409
This Mytrip deal was found by Cheapflights users on 6/26. 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.
ven. 7/2510:25 amORF - STT
3 stops28h 45mMultiple Airlines
lun. 7/2810:43 amSTT - ORF
2 stops11h 52mMultiple Airlines
Deal found 6/26$426
This American Airlines deal was found by Cheapflights users on 6/26. 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.
mar. 11/116:00 amORF - STT
1 stop6h 45mAmerican Airlines
mar. 11/186:15 pmSTT - ORF
2 stops16h 07mAmerican Airlines
Deal found 6/26$451
This Mytrip deal was found by Cheapflights users on 6/24. 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.
sam. 6/2811:44 amORF - STX
2 stops22h 46mMultiple Airlines
lun. 6/304:48 pmSTX - ORF
2 stops19h 18mMultiple Airlines
Deal found 6/24$711
This United Airlines deal was found by Cheapflights users on 6/25. 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.
dim. 10/126:00 amORF - STX
2 stops9h 40mUnited Airlines
sam. 10/2510:34 amSTX - ORF
2 stops12h 58mUnited Airlines
Deal found 6/25$1,024
This United Airlines deal was found by Cheapflights users on 6/25. 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.
jeu. 7/178:10 pmORF - STT
2 stops19h 33mUnited Airlines
dim. 7/204:45 pmSTT - ORF
1 stop6h 59mUnited Airlines
Deal found 6/25$1,083

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 juin 26, 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

lun. 7/28

5:50 am-3:10 pm

1 stop9h 20m

Saint Thomas Island Cyril E King

jeu. 7/31

4:05 pm-10:35 pm

1 stop6h 30m

$253

NorfolkChristiansted

ORF - STX

ORFSTX

Norfolk

jeu. 8/21

5:30 am-11:21 am

1 stop5h 51m

Christiansted Henry Rohlsen

mar. 8/26

12:57 pm-10:49 pm

1 stop9h 52m

$304

NorfolkChristiansted

ORF - STX

ORFSTX

Norfolk

mar. 10/14

6:52 pm-3:00 pm

2 stops20h 08m

Christiansted Henry Rohlsen

mer. 10/22

1:50 pm-8:45 am

2 stops18h 55m

$409

NorfolkSaint Thomas Island

ORF - STT

ORFSTT

Norfolk

ven. 7/25

10:25 am-3:10 pm

3 stops28h 45m

Saint Thomas Island Cyril E King

lun. 7/28

10:43 am-10:35 pm

2 stops11h 52m

$426

NorfolkSaint Thomas Island

ORF - STT

ORFSTT

Norfolk

mar. 11/11

6:00 am-1:45 pm

1 stop6h 45m

Saint Thomas Island Cyril E King

mar. 11/18

6:15 pm-9:22 am

2 stops16h 07m

$451

NorfolkChristiansted

ORF - STX

ORFSTX

Norfolk

lun. 9/1

6:00 am-9:39 am

2 stops27h 39m

Christiansted Henry Rohlsen

mar. 9/2

4:10 pm-9:24 am

3 stops17h 14m

$817

NorfolkChristiansted

ORF - STX

ORFSTX

Norfolk

dim. 10/12

6:00 am-3:40 pm

2 stops9h 40m

Christiansted Henry Rohlsen

sam. 10/25

10:34 am-11:32 pm

2 stops12h 58m

$1,024

NorfolkSaint Thomas Island

ORF - STT

ORFSTT

Norfolk

jeu. 7/17

8:10 pm-3:43 pm

2 stops19h 33m

Saint Thomas Island Cyril E King

dim. 7/20

4:45 pm-11:44 pm

1 stop6h 59m

$1,083

NorfolkSaint Thomas Island

ORF - STT

ORFSTT

Norfolk

mar. 7/15

5:50 am-12:30 pm

1 stop6h 40m

$127

NorfolkChristiansted

ORF - STX

ORFSTX

Norfolk

lun. 9/15

6:00 am-4:18 pm

1 stop10h 18m

$153

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/24

Showing 1-10 of 15 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 $648). 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 juin 26, 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 juin 26, 2025.
Peruse reviews from past customers who have flown with United Airlines, American Airlines, and Spirit Airlines from Chesapeake to the U.S. Virgin Islands to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,838 reviews

Entertainment

7.0

Crew

8.1

Comfort

7.3

Food

6.6

Overall

7.4

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
United Airlines
7.4
Good
8,838 reviews
United Airlines
7.4
Good
8,838 reviews

Entertainment

7.0

Crew

8.1

Comfort

7.3

Food

6.6

Overall

7.4

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,838 reviews

Entertainment

7.0

Crew

8.1

Comfort

7.3

Food

6.6

Overall

7.4

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
Spirit Airlines
6.3
Okay
8,088 reviews
United Airlines
7.4
Good
8,838 reviews

Entertainment

7.0

Crew

8.1

Comfort

7.3

Food

6.6

Overall

7.4

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

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 $127. American Airlines flights start at $203 while deals on United Airlines start at $224 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 $648). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chesapeake to U.S. Virgin Islands

See prices for flight routes from nearby airports that may be better suited for you.
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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 juin 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$162Average$303FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$217Average$563FlexibilityNo cancel feeOn-time71%
DeltaCheapest$283Average$463FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$284Average$588FlexibilityNo cancel feeOn-time69%

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