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Chesapeake

$159+ Cheap flights from Greenville (GSP) to Chesapeake, VA

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 3/16. Fares are subject to change and may not be available on all flights or dates of travel.
GSP — RIC
Jan 14 — Jan 211
Wed 1/14
Wed 1/21
1 adult, Economy
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Cheap flight deals from Greenville to Chesapeake

Cheapest flights from Greenville to Chesapeake
Explore the most affordable flight options available from Greenville to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 15, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/14. 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.
Sun 12/2111:33 amGSP - ORF
1 stop7h 12mMultiple Airlines
Tue 12/233:01 pmORF - GSP
1 stop24h 49mMultiple Airlines
Deal found 12/14$377
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/305:00 amGSP - ORF
1 stop3h 15mAmerican Airlines
Tue 1/66:00 amORF - GSP
1 stop4h 30mAmerican Airlines
Deal found 12/13$409
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/308:20 pmGSP - ORF
1 stop3h 15mSouthwest
Tue 1/610:20 amORF - GSP
2 stops9h 30mSouthwest
Deal found 12/13$429
This American Airlines deal was found by Cheapflights users on 12/14. 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 12/305:00 amGSP - ORF
1 stop3h 15mAmerican Airlines
Sat 1/34:15 pmORF - GSP
1 stop3h 09mAmerican Airlines
Deal found 12/14$439
This Kiwi.com deal was found by Cheapflights users on 12/14. 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 12/303:26 pmGSP - ORF
2 stops15h 59mMultiple Airlines
Sat 1/33:01 pmORF - GSP
1 stop19h 52mMultiple Airlines
Deal found 12/14$470
This United Airlines deal was found by Cheapflights users on 12/14. 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 12/306:23 amGSP - ORF
1 stop4h 36mUnited Airlines
Sat 1/36:00 amORF - GSP
1 stop5h 35mUnited Airlines
Deal found 12/14$508
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.
Sat 12/275:00 amGSP - ORF
1 stop3h 15mAmerican Airlines
Fri 1/26:07 pmORF - GSP
1 stop3h 36mAmerican Airlines
Deal found 12/15$537
This Southwest deal was found by Cheapflights users on 12/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2110:40 amGSP - ORF
2 stops12h 55mSouthwest
Tue 12/236:10 amORF - GSP
2 stops13h 30mSouthwest
Deal found 12/14$651
This United Airlines deal was found by Cheapflights users on 12/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/289:40 amGSP - ORF
1 stop24h 15mUnited Airlines
Thu 1/110:46 amORF - GSP
1 stop3h 29mUnited Airlines
Deal found 12/12$703

Find flight deals from Greenville to Chesapeake

Keep the following information in mind while searching for Greenville to Chesapeake flight deals. Data was last updated December 15, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$182
(Kiwi.com)

One-way from

$159
(Kiwi.com)

Popular in

March

Cheapest in

October

Average price

$487
Provider with most accurate pricing for Greenville-Norfolk flight deals.
Search Deals
Provider most trusted by Cheapflights users for Greenville-Norfolk flights.
Search Deals
From Greenville to Chesapeake
Search Deals
One-way flight from Greenville to Chesapeake
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($9 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($14 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 Greenville to Chesapeake 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 Greenville to Chesapeake that are best for you.

Fly from

Greenville

Fly to

Chesapeake

Route

Depart

Return

Price

GreenvilleNorfolk

GSP - ORF

GSPORF

Greenville

Thu 2/26

12:53 pm-2:01 pm

1 stop25h 08m

Norfolk

Sun 3/1

10:22 am-4:15 pm

1 stop5h 53m

$231

GreenvilleNorfolk

GSP - ORF

GSPORF

Greenville

Fri 1/16

9:48 am-6:38 pm

1 stop8h 50m

Norfolk

Sun 1/18

7:33 pm-8:58 am

1 stop13h 25m

$233

GreenvilleNorfolk

GSP - ORF

GSPORF

Greenville

Thu 2/26

2:12 pm-10:26 pm

1 stop8h 14m

Norfolk

Sat 2/28

8:34 pm-4:23 pm

1 stop19h 49m

$248

GreenvilleNorfolk

GSP - ORF

GSPORF

Greenville

Fri 2/6

9:48 am-10:51 pm

2 stops13h 03m

Norfolk

Sun 2/8

7:33 pm-8:58 am

1 stop13h 25m

$256

GreenvilleNorfolk

GSP - ORF

GSPORF

Greenville

Fri 2/27

4:07 pm-10:51 pm

1 stop6h 44m

Norfolk

Sun 3/1

7:31 pm-5:59 pm

1 stop22h 28m

$260

GreenvilleNorfolk

GSP - ORF

GSPORF

Greenville

Thu 2/26

8:30 am-2:25 pm

1 stop5h 55m

Norfolk

Sat 2/28

11:15 am-8:50 pm

2 stops9h 35m

$286

GreenvilleNorfolk

GSP - ORF

GSPORF

Greenville

Tue 1/27

3:05 pm-8:37 pm

1 stop5h 32m

Norfolk

Thu 1/29

5:20 am-9:19 am

1 stop3h 59m

$292

GreenvilleNorfolk

GSP - ORF

GSPORF

Greenville

Fri 2/27

6:00 am-9:59 am

1 stop3h 59m

Norfolk

Sat 2/28

1:44 pm-6:46 pm

1 stop5h 02m

$292

GreenvilleNorfolk

GSP - ORF

GSPORF

Greenville

Mon 3/16

6:05 pm-7:31 pm

1 stop25h 26m

$159

GreenvilleNorfolk

GSP - ORF

GSPORF

Greenville

Thu 1/1

5:39 am-9:47 am

1 stop4h 08m

$160

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/13

Showing 1-10 of 12 results
1
2

Best time to book a flight from Greenville to Chesapeake

Have a flexible travel schedule? Discover the best time to fly to Chesapeake from Greenville 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 Greenville to Chesapeake

What is the cheapest month to book a flight from Greenville to Chesapeake?

Currently, September is the cheapest month in which you can book a flight from Greenville to Chesapeake (average of $176). Flying from Greenville to Chesapeake 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 GSP to C6E?

Find hourly flight availability from Greenville to Chesapeake. 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.

One of the essential ways to save on airfare from Greenville to Chesapeake is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the afternoon could potentially save you up to 32% on airfare.

Reviews of airlines servicing Chesapeake

Get insights into the airlines that provide service to Chesapeake. 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 Chesapeake. Reviews last updated December 15, 2025.
Get a feel of what it's like to fly with Delta and American Airlines from Greenville to Chesapeake by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,007 reviews

Food

7.3

Comfort

7.9

Boarding

8.1

Overall

7.9

Entertainment

7.9

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
8,007 reviews
Delta
7.9
Good
8,007 reviews

Food

7.3

Comfort

7.9

Boarding

8.1

Overall

7.9

Entertainment

7.9

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
11,052 reviews
Delta
7.9
Good
8,007 reviews

Food

7.3

Comfort

7.9

Boarding

8.1

Overall

7.9

Entertainment

7.9

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 Greenville to Chesapeake. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Greenville to Chesapeake?

    If you book a flight to Chesapeake from Greenville, you will be flying from Greenville, which is the city’s only airport. Greenville (GSP) is located 10.4 mi from the center of Greenville. There are 0 flights from Greenville to Chesapeake per day from 3 different airlines.

  • Can I find deals for flights from Greenville to Chesapeake that include hotel bookings?

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

  • How can I find direct flights from Greenville to Chesapeake?

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

  • Can I find deals for business class flights from Greenville to Chesapeake?

    Yes. Cheapflights offers flight deals from Greenville to Chesapeake 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 Greenville to Chesapeake?

    Currently, September is the cheapest month in which you can book a flight from Greenville to Chesapeake (average of $176). Flying from Greenville to Chesapeake 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

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Top 3 airlines flying from Greenville to Chesapeake

Discover the top 3 airlines that operate flights from Greenville to Chesapeake. 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
DeltaCheapest$196Average$367FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$210Average$410FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$228Average$284FlexibilityNo cancel feeOn-time63%

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