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U.S. Virgin Islands

$174+ 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 1/15. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — STT
nov. 29 — dic. 61
sáb. 11/29
sáb. 12/6
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 octubre 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$269
(Cheapflightsfares)

One-way from

$174
(American Airlines)

Popular in

April

Cheapest in

July

Average price

$541
Provider with most accurate pricing for Norfolk-Saint Thomas Island Cyril E King flight deals.
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Provider most trusted by Cheapflights users for Norfolk-Saint Thomas Island Cyril E King flights.
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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. 13% potential increase in price ($91 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($23 potential savings vs. average RT price).
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Average for round-trip flights in October 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 octubre 30, 2025.

This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/209:26 pmORF - STT
1 stop16h 04mSpirit Airlines
lun. 11/243:25 pmSTT - ORF
1 stop6h 06mSpirit Airlines
Deal found 10/29$269
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/289:26 pmORF - STT
1 stop16h 04mSpirit Airlines
vie. 12/51:01 pmSTT - ORF
1 stop7h 15mSpirit Airlines
Deal found 10/29$283
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 11/167:53 pmORF - STT
1 stop16h 07mSpirit Airlines
dom. 11/233:25 pmSTT - ORF
1 stop6h 06mSpirit Airlines
Deal found 10/29$287
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 11/126:00 amORF - STX
1 stop10h 52mAmerican Airlines
sáb. 11/155:13 pmSTX - ORF
1 stop16h 47mAmerican Airlines
Deal found 10/29$405
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/299:26 pmORF - STT
2 stops14h 29mSpirit Airlines
sáb. 12/61:01 pmSTT - ORF
1 stop7h 15mSpirit Airlines
Deal found 10/29$421
This American Airlines deal was found by Cheapflights users on 10/30. 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.
mié. 11/267:19 pmORF - STX
1 stop21h 33mAmerican Airlines
mar. 12/26:42 pmSTX - ORF
1 stop6h 33mAmerican Airlines
Deal found 10/30$467
This American Airlines deal was found by Cheapflights users on 10/30. 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.
mié. 11/267:19 pmORF - STX
1 stop21h 33mAmerican Airlines
mié. 12/36:35 pmSTX - ORF
2 stops15h 53mAmerican Airlines
Deal found 10/30$471
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/65:46 amORF - STX
2 stops11h 06mAmerican Airlines
dom. 11/94:02 pmSTX - ORF
1 stop9h 13mAmerican Airlines
Deal found 10/29$499
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 11/127:53 pmORF - STX
3 stops21h 22mMultiple Airlines
sáb. 11/155:41 pmSTX - ORF
2 stops27h 27mMultiple Airlines
Deal found 10/29$668
This Kiwi.com deal was found by Cheapflights users on 10/30. 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.
mar. 12/303:11 pmORF - STX
2 stops24h 08mMultiple Airlines
lun. 1/54:53 pmSTX - ORF
1 stop22h 13mMultiple Airlines
Deal found 10/30$709
This Kiwi.com deal was found by Cheapflights users on 10/30. 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.
dom. 12/283:01 pmORF - STX
1 stop23h 57mMultiple Airlines
lun. 1/56:35 pmSTX - ORF
2 stops44h 31mMultiple Airlines
Deal found 10/30$715

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 octubre 30, 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

jue. 11/20

9:26 pm-2:30 pm

1 stop16h 04m

Saint Thomas Island Cyril E King

lun. 11/24

3:25 pm-8:31 pm

1 stop6h 06m

$269

NorfolkSaint Thomas Island

ORF - STT

ORFSTT

Norfolk

vie. 11/28

9:26 pm-2:30 pm

1 stop16h 04m

Saint Thomas Island Cyril E King

vie. 12/5

1:01 pm-7:16 pm

1 stop7h 15m

$283

NorfolkSaint Thomas Island

ORF - STT

ORFSTT

Norfolk

jue. 2/19

8:09 pm-12:28 pm

1 stop15h 19m

Saint Thomas Island Cyril E King

mar. 2/24

1:33 pm-7:14 pm

1 stop6h 41m

$339

NorfolkChristiansted

ORF - STX

ORFSTX

Norfolk

mié. 11/12

6:00 am-5:52 pm

1 stop10h 52m

Christiansted Henry Rohlsen

sáb. 11/15

5:13 pm-9:00 am

1 stop16h 47m

$405

NorfolkSaint Thomas Island

ORF - STT

ORFSTT

Norfolk

jue. 2/5

8:09 pm-12:28 pm

1 stop15h 19m

Saint Thomas Island Cyril E King

dom. 2/15

1:33 pm-7:14 pm

1 stop6h 41m

$420

NorfolkSaint Thomas Island

ORF - STT

ORFSTT

Norfolk

mar. 3/10

6:30 am-1:55 pm

1 stop7h 25m

Saint Thomas Island Cyril E King

mié. 3/11

2:00 pm-9:25 pm

1 stop7h 25m

$451

NorfolkSaint Thomas Island

ORF - STT

ORFSTT

Norfolk

jue. 2/19

5:50 am-5:30 pm

2 stops10h 40m

Saint Thomas Island Cyril E King

mar. 2/24

6:36 pm-10:07 am

2 stops16h 31m

$451

NorfolkChristiansted

ORF - STX

ORFSTX

Norfolk

lun. 1/5

8:01 am-10:48 pm

2 stops13h 47m

Christiansted Henry Rohlsen

jue. 1/8

6:09 pm-10:37 am

2 stops17h 28m

$486

NorfolkChristiansted

ORF - STX

ORFSTX

Norfolk

mié. 11/26

7:19 pm-5:52 pm

1 stop21h 33m

Christiansted Henry Rohlsen

mié. 12/3

6:35 pm-11:59 pm

1 stop6h 24m

$534

NorfolkChristiansted

ORF - STX

ORFSTX

Norfolk

mié. 11/26

7:19 pm-5:52 pm

1 stop21h 33m

Christiansted Henry Rohlsen

mar. 12/2

6:42 pm-12:15 am

1 stop6h 33m

$534

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 26 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, February is the cheapest month in which you can book a flight from Chesapeake to U.S. Virgin Islands (average of $149). Flying from Chesapeake to U.S. Virgin Islands in June is currently the most expensive (average of $369). 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 octubre 30, 2025.

It’s optimal to fly from Chesapeake to U.S. Virgin Islands in the evening. By choosing this option you can save up to 52% on the cost of your flight, compared to a flight at noon.

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 octubre 30, 2025.
Peruse reviews from past customers who have flown with Delta, United Airlines, and American 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.
Delta
7.9
Good
7,998 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,998 reviews
Delta
7.9
Good
7,998 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
United Airlines
7.4
Good
8,998 reviews
Delta
7.9
Good
7,998 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,035 reviews
Delta
7.9
Good
7,998 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Spirit Airlines
6.3
Okay
8,116 reviews
Delta
7.9
Good
7,998 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

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.

  • How long is the flight from Chesapeake to U.S. Virgin Islands?

    For as low as $405, Spirit Airlines can have you in U.S. Virgin Islands from Chesapeake in 10h 52m. Chesapeake and U.S. Virgin Islands are separated by a distance of 1496 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 American Airlines, which is currently one of the cheapest options available, starting at $174. Spirit Airlines flights start at $182 while deals on Delta 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, February is the cheapest month in which you can book a flight from Chesapeake to U.S. Virgin Islands (average of $149). Flying from Chesapeake to U.S. Virgin Islands in June is currently the most expensive (average of $369). 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.
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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 octubre 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$162Average$281FlexibilityNo cancel feeOn-time65%
DeltaCheapest$303Average$502FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$350Average$569FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$357Average$582FlexibilityNo cancel feeOn-time69%

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