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U.S. Virgin Islands

$175+ 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 2/27. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — STT
Jan 14 — Jan 211
Wed 1/14
Wed 1/21
1 adult, Economy
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Cheap 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 December 15, 2025.

This Delta deal was found by Cheapflights users on 12/13. 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.
Sun 12/215:23 amORF - STT
1 stop6h 15mDelta
Wed 12/313:06 pmSTT - ORF
1 stop7h 46mDelta
Deal found 12/13$451
This Kiwi.com deal was found by Cheapflights users on 12/13. 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.
Tue 12/233:01 pmORF - STT
1 stop19h 30mMultiple Airlines
Tue 12/303:23 pmSTT - ORF
2 stops20h 09mMultiple Airlines
Deal found 12/13$527
This Delta deal was found by Cheapflights users on 12/13. 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.
Wed 12/246:23 amORF - STT
1 stop9h 02mDelta
Fri 12/264:15 pmSTT - ORF
1 stop6h 37mDelta
Deal found 12/13$534
This United Airlines deal was found by Cheapflights users on 12/13. 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.
Tue 12/236:30 amORF - STT
1 stop8h 48mUnited Airlines
Thu 12/251:02 pmSTT - ORF
2 stops11h 17mUnited Airlines
Deal found 12/13$541
This Kiwi.com deal was found by Cheapflights users on 12/13. 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.
Tue 12/233:01 pmORF - STT
1 stop19h 30mSpirit Airlines
Mon 12/2912:31 pmSTT - ORF
1 stop26h 35mSpirit Airlines
Deal found 12/13$545
This American Airlines deal was found by Cheapflights users on 12/15. 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 12/245:00 amORF - STT
1 stop9h 32mAmerican Airlines
Sun 12/286:36 pmSTT - ORF
2 stops16h 06mAmerican Airlines
Deal found 12/15$551
This Kiwi.com deal was found by Cheapflights users on 12/13. 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.
Mon 12/227:40 pmORF - STT
1 stop17h 48mMultiple Airlines
Tue 12/303:23 pmSTT - ORF
2 stops20h 09mMultiple Airlines
Deal found 12/13$552
This Kiwi.com deal was found by Cheapflights users on 12/13. 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.
Wed 12/247:40 pmORF - STT
1 stop17h 48mMultiple Airlines
Tue 12/303:23 pmSTT - ORF
2 stops20h 09mMultiple Airlines
Deal found 12/13$553
This Kiwi.com deal was found by Cheapflights users on 12/13. 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.
Tue 12/233:01 pmORF - STT
1 stop19h 30mMultiple Airlines
Mon 12/293:23 pmSTT - ORF
2 stops41h 02mMultiple Airlines
Deal found 12/13$558
This Kiwi.com deal was found by Cheapflights users on 12/13. 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.
Mon 12/227:40 pmORF - STT
1 stop17h 48mSpirit Airlines
Mon 12/2912:31 pmSTT - ORF
1 stop26h 35mSpirit Airlines
Deal found 12/13$570
This Kiwi.com deal was found by Cheapflights users on 12/13. 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.
Wed 12/247:40 pmORF - STT
1 stop17h 48mSpirit Airlines
Mon 12/2912:31 pmSTT - ORF
1 stop26h 35mSpirit Airlines
Deal found 12/13$571
This Kiwi.com deal was found by Cheapflights users on 12/13. 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.
Mon 12/227:40 pmORF - STT
1 stop17h 48mMultiple Airlines
Mon 12/293:23 pmSTT - ORF
2 stops41h 02mMultiple Airlines
Deal found 12/13$583

Find 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 December 15, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$276
(Priceline)

One-way from

$175
(Cheapflightsfares)

Popular in

April

Cheapest in

July

Average price

$619
Provider with most accurate pricing for Norfolk-Saint Thomas Island Cyril E King flight deals.
Search Deals
Provider most trusted by Cheapflights users for Norfolk-Saint Thomas Island Cyril E King flights.
Search Deals
From Chesapeake to U.S. Virgin Islands
Search Deals
One-way flight from Chesapeake to U.S. Virgin Islands
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($94 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($29 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 15, 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

Sat 1/24

5:30 pm-3:05 pm

2 stops20h 35m

Saint Thomas Island Cyril E King

Fri 1/30

3:57 pm-9:50 pm

1 stop6h 53m

$276

NorfolkSaint Thomas Island

ORF - STT

ORFSTT

Norfolk

Mon 2/2

6:45 am-2:52 pm

1 stop7h 07m

Saint Thomas Island Cyril E King

Fri 2/6

3:57 pm-9:50 pm

1 stop6h 53m

$284

NorfolkChristiansted

ORF - STX

ORFSTX

Norfolk

Thu 2/19

7:31 pm-3:40 pm

1 stop19h 09m

Christiansted Henry Rohlsen

Mon 2/23

4:37 pm-6:26 pm

1 stop26h 49m

$293

NorfolkSaint Thomas Island

ORF - STT

ORFSTT

Norfolk

Fri 2/20

6:45 am-2:31 pm

1 stop6h 46m

Saint Thomas Island Cyril E King

Sun 2/22

3:36 pm-9:50 pm

1 stop7h 14m

$303

NorfolkSaint Thomas Island

ORF - STT

ORFSTT

Norfolk

Thu 1/29

7:33 pm-4:37 pm

1 stop20h 04m

Saint Thomas Island Cyril E King

Mon 2/2

5:42 pm-6:38 pm

1 stop25h 56m

$330

NorfolkChristiansted

ORF - STX

ORFSTX

Norfolk

Tue 3/17

6:10 am-4:22 pm

1 stop10h 12m

Christiansted Henry Rohlsen

Tue 3/24

3:41 pm-8:23 am

1 stop16h 42m

$335

NorfolkChristiansted

ORF - STX

ORFSTX

Norfolk

Sun 3/22

6:10 am-1:18 pm

1 stop7h 08m

Christiansted Henry Rohlsen

Wed 3/25

3:38 pm-8:23 am

1 stop16h 45m

$335

NorfolkChristiansted

ORF - STX

ORFSTX

Norfolk

Wed 2/18

6:15 am-2:16 pm

1 stop7h 01m

Christiansted Henry Rohlsen

Wed 2/25

4:33 pm-11:02 pm

1 stop7h 29m

$337

NorfolkChristiansted

ORF - STX

ORFSTX

Norfolk

Sun 3/1

7:07 pm-3:43 pm

2 stops19h 36m

Christiansted Henry Rohlsen

Wed 3/4

5:42 pm-9:54 am

2 stops17h 12m

$339

NorfolkChristiansted

ORF - STX

ORFSTX

Norfolk

Mon 1/12

6:10 am-5:05 pm

1 stop9h 55m

Christiansted Henry Rohlsen

Mon 1/19

8:30 am-10:59 pm

1 stop15h 29m

$339

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

Showing 1-10 of 25 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 $147). 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 December 15, 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 December 15, 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
8,008 reviews

Overall

7.9

Comfort

7.9

Boarding

8.1

Entertainment

7.9

Food

7.3

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,008 reviews
Delta
7.9
Good
8,008 reviews

Overall

7.9

Comfort

7.9

Boarding

8.1

Entertainment

7.9

Food

7.3

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,092 reviews
Delta
7.9
Good
8,008 reviews

Overall

7.9

Comfort

7.9

Boarding

8.1

Entertainment

7.9

Food

7.3

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,051 reviews
Delta
7.9
Good
8,008 reviews

Overall

7.9

Comfort

7.9

Boarding

8.1

Entertainment

7.9

Food

7.3

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Spirit Airlines
6.3
Okay
8,186 reviews
Delta
7.9
Good
8,008 reviews

Overall

7.9

Comfort

7.9

Boarding

8.1

Entertainment

7.9

Food

7.3

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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 $284, Spirit Airlines can have you in U.S. Virgin Islands from Chesapeake in 7h 07m. Chesapeake and U.S. Virgin Islands are separated by a distance of 1451 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 Delta, which is currently one of the cheapest options available, starting at $194. United Airlines flights start at $194 while deals on American Airlines start at $214 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 $147). 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 December 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$152Average$290FlexibilityNo cancel feeOn-time65%
DeltaCheapest$303Average$495FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$355Average$577FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$371Average$605FlexibilityNo cancel feeOn-time69%

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