Chesapeake

$121+ 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 12/11. Fares are subject to change and may not be available on all flights or dates of travel.
GSP — RIC
nov. 28 — dic. 51
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Find 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 octubre 29, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
jue. 11/135:17 pmGSP - ORF
1 stop5h 41mMultiple Airlines
lun. 11/171:19 pmORF - GSP
1 stop6h 04mMultiple Airlines
Deal found 10/28$243
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
sáb. 11/229:34 pmGSP - ORF
2 stops15h 41mMultiple Airlines
lun. 11/2410:28 amORF - GSP
1 stop8h 55mMultiple Airlines
Deal found 10/27$296
This American Airlines deal was found by Cheapflights users on 10/27. 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.
sáb. 11/227:00 pmGSP - ORF
1 stop5h 15mAmerican Airlines
lun. 11/247:29 pmORF - GSP
1 stop3h 42mAmerican Airlines
Deal found 10/27$301
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/2010:07 amGSP - ORF
1 stop3h 59mDelta
lun. 11/245:15 amORF - GSP
1 stop3h 47mDelta
Deal found 10/29$305
This United Airlines deal was found by Cheapflights users on 10/27. 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.
mar. 12/96:00 amGSP - ORF
1 stop5h 58mUnited Airlines
mié. 12/106:00 amORF - GSP
1 stop5h 19mUnited Airlines
Deal found 10/27$317
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/205:17 pmGSP - ORF
1 stop5h 41mMultiple Airlines
lun. 11/2410:28 amORF - GSP
2 stops26h 58mMultiple Airlines
Deal found 10/29$327
This American Airlines deal was found by Cheapflights users on 10/27. 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. 12/184:00 pmGSP - ORF
1 stop3h 29mAmerican Airlines
sáb. 12/276:01 amORF - GSP
1 stop4h 06mAmerican Airlines
Deal found 10/27$337
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
jue. 12/182:06 pmGSP - ORF
1 stop8h 23mMultiple Airlines
sáb. 12/275:47 pmORF - GSP
2 stops27h 27mMultiple Airlines
Deal found 10/27$354
This Southwest deal was found by Cheapflights users on 10/27. 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.
lun. 11/108:00 pmGSP - ORF
1 stop3h 35mSouthwest
mar. 11/1110:05 amORF - GSP
1 stop6h 00mSouthwest
Deal found 10/27$419
This American Airlines deal was found by Cheapflights users on 10/27. 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. 11/57:38 amGSP - ORF
1 stop7h 05mAmerican Airlines
mar. 11/113:13 pmORF - GSP
1 stop7h 18mAmerican Airlines
Deal found 10/27$422

Cheap flight deals from Greenville to Chesapeake

Keep the following information in mind while searching for Greenville to Chesapeake flight deals. Data was last updated octubre 29, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$243
(Kiwi.com)

One-way from

$121
(Kiwi.com)

Popular in

December

Cheapest in

April

Average price

$404
Provider with most accurate pricing for Greenville-Norfolk flight deals.
Provider most trusted by Cheapflights users for Greenville-Norfolk flights.
From Greenville to Chesapeake
One-way flight from Greenville to Chesapeake
Highest demand for flights based on searches. 21% potential increase in price ($101 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($17 potential savings vs. average RT price).
Average for round-trip flights in October 2025

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 octubre 29, 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

jue. 11/13

5:17 pm-10:58 pm

1 stop5h 41m

Norfolk

lun. 11/17

1:19 pm-7:23 pm

1 stop6h 04m

$243

GreenvilleNorfolk

GSP - ORF

GSPORF

Greenville

sáb. 11/22

9:34 pm-1:15 pm

2 stops15h 41m

Norfolk

lun. 11/24

10:28 am-7:23 pm

1 stop8h 55m

$296

GreenvilleNorfolk

GSP - ORF

GSPORF

Greenville

sáb. 11/22

7:00 pm-12:15 am

1 stop5h 15m

Norfolk

lun. 11/24

7:29 pm-11:11 pm

1 stop3h 42m

$301

GreenvilleNorfolk

GSP - ORF

GSPORF

Greenville

jue. 11/20

10:07 am-2:06 pm

1 stop3h 59m

Norfolk

lun. 11/24

5:15 am-9:02 am

1 stop3h 47m

$305

GreenvilleNorfolk

GSP - ORF

GSPORF

Greenville

mar. 12/9

6:00 am-11:58 am

1 stop5h 58m

Norfolk

mié. 12/10

6:00 am-11:19 am

1 stop5h 19m

$317

GreenvilleNorfolk

GSP - ORF

GSPORF

Greenville

jue. 11/20

5:17 pm-10:58 pm

1 stop5h 41m

Norfolk

lun. 11/24

10:28 am-1:26 pm

2 stops26h 58m

$327

GreenvilleNorfolk

GSP - ORF

GSPORF

Greenville

jue. 12/18

4:00 pm-7:29 pm

1 stop3h 29m

Norfolk

sáb. 12/27

6:01 am-10:07 am

1 stop4h 06m

$337

GreenvilleNorfolk

GSP - ORF

GSPORF

Greenville

mar. 3/31

10:29 am-2:41 pm

1 stop4h 12m

Norfolk

sáb. 4/4

3:22 pm-10:00 pm

1 stop6h 38m

$402

GreenvilleNorfolk

GSP - ORF

GSPORF

Greenville

lun. 11/10

8:00 pm-11:35 pm

1 stop3h 35m

Norfolk

mar. 11/11

10:05 am-4:05 pm

1 stop6h 00m

$419

GreenvilleNorfolk

GSP - ORF

GSPORF

Greenville

lun. 11/10

10:00 am-1:58 pm

1 stop3h 58m

Norfolk

mar. 11/11

2:50 pm-7:10 pm

1 stop4h 20m

$419

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 14 results
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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 $230). 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 octubre 29, 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.

What is the cheapest day to fly from Greenville to Chesapeake?

Use this chart to determine the cheapest time to fly round-trip from Greenville to Chesapeake. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Greenville to Chesapeake flight should consider departing on Wednesday at noon when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

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 octubre 29, 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.

Overall

7.9

Boarding

8.2

Entertainment

7.9

Crew

8.5

Food

7.3

Comfort

7.9

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.

Overall

7.9

Boarding

8.2

Entertainment

7.9

Crew

8.5

Food

7.3

Comfort

7.9

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.

Overall

7.9

Boarding

8.2

Entertainment

7.9

Crew

8.5

Food

7.3

Comfort

7.9

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 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.

  • How long is the flight from Greenville to Chesapeake?

    There are many flights that can get you from Greenville to Chesapeake in 3h 59m. Fly via American Airlines, Delta, or United Airlines to get the fastest option. The distance between Greenville and Chesapeake is about 364 mi. This flight may include one or multiple stops.

  • 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 $230). 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 Greenville to Chesapeake

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

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 octubre 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$196Average$370FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$216Average$412FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$228Average$284FlexibilityNo cancel feeOn-time63%

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