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Chesapeake

$99+ 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 8/11. Fares are subject to change and may not be available on all flights or dates of travel.
GSP — RIC
jul. 23 — jul. 301
mié. 7/23
mié. 7/30
1 adult, Economy
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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 julio 18, 2025.

Round-trip from

$197
(Southwest)

One-way from

$99
(Delta)

Popular in

December

Cheapest in

September

Average price

$336
From Greenville to Chesapeake
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One-way flight from Greenville to Chesapeake
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Highest demand for flights based on searches. 17% potential increase in price ($74 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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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 julio 18, 2025.

This Southwest deal was found by Cheapflights users on 7/17. 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.
mar. 9/233:25 pmGSP - ORF
1 stop6h 15mSouthwest
jue. 9/255:30 pmORF - GSP
1 stop3h 30mSouthwest
Deal found 7/17$197
This Delta deal was found by Cheapflights users on 7/16. 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. 8/145:30 amGSP - ORF
1 stop5h 53mDelta
dom. 8/176:06 amORF - GSP
1 stop4h 18mDelta
Deal found 7/16$208
This United Airlines deal was found by Cheapflights users on 7/17. 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.
lun. 8/116:00 amGSP - ORF
1 stop3h 41mUnited Airlines
vie. 8/156:10 amORF - GSP
1 stop3h 42mUnited Airlines
Deal found 7/17$214
This American Airlines deal was found by Cheapflights users on 7/15. 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.
dom. 8/316:05 pmGSP - ORF
1 stop5h 54mAmerican Airlines
dom. 9/76:00 amORF - GSP
1 stop2h 57mAmerican Airlines
Deal found 7/15$258
This Mytrip deal was found by Cheapflights users on 7/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 7/2410:06 pmGSP - ORF
1 stop11h 29mMultiple Airlines
dom. 7/279:05 amORF - GSP
2 stops23h 43mMultiple Airlines
Deal found 7/14$387

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 julio 18, 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

mar. 9/23

3:25 pm-9:40 pm

1 stop6h 15m

Norfolk

jue. 9/25

5:30 pm-9:00 pm

1 stop3h 30m

$197

GreenvilleNorfolk

GSP - ORF

GSPORF

Greenville

jue. 8/14

5:30 am-11:23 am

1 stop5h 53m

Norfolk

dom. 8/17

6:06 am-10:24 am

1 stop4h 18m

$208

GreenvilleNorfolk

GSP - ORF

GSPORF

Greenville

lun. 8/11

6:00 am-9:41 am

1 stop3h 41m

Norfolk

vie. 8/15

6:10 am-9:52 am

1 stop3h 42m

$214

GreenvilleNorfolk

GSP - ORF

GSPORF

Greenville

dom. 8/31

6:05 pm-11:59 pm

1 stop5h 54m

Norfolk

dom. 9/7

6:00 am-8:57 am

1 stop2h 57m

$258

GreenvilleNorfolk

GSP - ORF

GSPORF

Greenville

jue. 7/24

10:06 pm-9:35 am

1 stop11h 29m

Norfolk

dom. 7/27

9:05 am-8:48 am

2 stops23h 43m

$387

GreenvilleNorfolk

GSP - ORF

GSPORF

Greenville

lun. 8/11

7:50 pm-12:22 am

1 stop4h 32m

$99

GreenvilleNorfolk

GSP - ORF

GSPORF

Greenville

jue. 7/31

10:06 pm-9:30 am

1 stop11h 24m

$104

GreenvilleNorfolk

GSP - ORF

GSPORF

Greenville

mar. 8/12

10:25 am-9:40 pm

2 stops11h 15m

$109

GreenvilleNorfolk

GSP - ORF

GSPORF

Greenville

dom. 8/3

10:06 pm-4:25 pm

2 stops18h 19m

$150

GreenvilleNorfolk

GSP - ORF

GSPORF

Greenville

lun. 8/11

12:45 pm-11:41 pm

2 stops10h 56m

$194

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/16

Showing 1-10 of 11 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, January is the cheapest month in which you can book a flight from Greenville to Chesapeake (average of $281). Flying from Greenville to Chesapeake in March is currently the most expensive (average of $351). 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 julio 18, 2025.

When flying from Greenville to Chesapeake, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 Thursday afternoons when fares are most often at their lowest. Friday evenings 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 julio 18, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and United 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.
Southwest
8.0
Very good
4,239 reviews

Overall

8.0

Entertainment

7.6

Food

7.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,239 reviews
Southwest
8.0
Very good
4,239 reviews

Overall

8.0

Entertainment

7.6

Food

7.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,959 reviews
Southwest
8.0
Very good
4,239 reviews

Overall

8.0

Entertainment

7.6

Food

7.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,864 reviews
Southwest
8.0
Very good
4,239 reviews

Overall

8.0

Entertainment

7.6

Food

7.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,239 reviews

Overall

8.0

Entertainment

7.6

Food

7.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Allegiant Air
7.2
Good
702 reviews
Southwest
8.0
Very good
4,239 reviews

Overall

8.0

Entertainment

7.6

Food

7.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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.

  • What are the cheapest airlines to fly from Greenville to Chesapeake one-way?

    For one-way options, check prices for Delta. According to our data, you can fly for as low as $99. Users have also found prices from $104 and $109 on Allegiant Air and Southwest, respectively.

  • 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, January is the cheapest month in which you can book a flight from Greenville to Chesapeake (average of $281). Flying from Greenville to Chesapeake in March is currently the most expensive (average of $351). 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.
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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 julio 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$210Average$411FlexibilityNo cancel feeOn-time71%
DeltaCheapest$218Average$344FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$232Average$312FlexibilityNo cancel feeOn-time63%

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