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Chesapeake

$100+ 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 6/18. Fares are subject to change and may not be available on all flights or dates of travel.
GSP — RIC
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
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 June 12, 2025.

Round-trip from

$157
(Southwest)

One-way from

$100
(Mytrip)

Popular in

December

Cheapest in

September

Average price

$436
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. 16% potential increase in price ($72 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 12, 2025.

This Southwest deal was found by Cheapflights users on 6/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/179:30 amGSP - ORF
1 stop5h 30mSouthwest
Tue 9/236:05 amORF - GSP
1 stop3h 45mSouthwest
Deal found 6/12$157
This American Airlines deal was found by Cheapflights users on 6/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/21:03 pmGSP - ORF
1 stop5h 40mAmerican Airlines
Thu 9/186:00 amORF - GSP
1 stop2h 57mAmerican Airlines
Deal found 6/12$229
This United Airlines deal was found by Cheapflights users on 6/10. 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.
Fri 9/196:02 amGSP - ORF
1 stop3h 22mUnited Airlines
Mon 9/2210:30 amORF - GSP
1 stop3h 46mUnited Airlines
Deal found 6/10$253
This Mytrip deal was found by Cheapflights users on 6/9. 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.
Wed 6/259:46 pmGSP - ORF
1 stop17h 33mMultiple Airlines
Sun 6/294:14 pmORF - GSP
1 stop23h 02mMultiple Airlines
Deal found 6/9$254
This Delta deal was found by Cheapflights users on 6/10. 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.
Sat 9/612:14 pmGSP - ORF
1 stop6h 26mDelta
Sun 9/75:30 amORF - GSP
1 stop3h 51mDelta
Deal found 6/10$261
This Mytrip deal was found by Cheapflights users on 6/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/310:06 pmGSP - ORF
1 stop11h 29mAllegiant Air
Sun 7/63:54 pmORF - GSP
1 stop23h 05mAllegiant Air
Deal found 6/12$293
This Mytrip deal was found by Cheapflights users on 6/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/42:50 pmGSP - ORF
3 stops17h 47mBreeze Airways
Sun 7/64:26 pmORF - GSP
2 stops16h 22mBreeze Airways
Deal found 6/12$792

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 June 12, 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

Wed 9/17

9:30 am-3:00 pm

1 stop5h 30m

Norfolk

Tue 9/23

6:05 am-9:50 am

1 stop3h 45m

$157

GreenvilleNorfolk

GSP - ORF

GSPORF

Greenville

Tue 9/2

1:03 pm-6:43 pm

1 stop5h 40m

Norfolk

Thu 9/18

6:00 am-8:57 am

1 stop2h 57m

$229

GreenvilleNorfolk

GSP - ORF

GSPORF

Greenville

Fri 9/19

6:02 am-9:24 am

1 stop3h 22m

Norfolk

Mon 9/22

10:30 am-2:16 pm

1 stop3h 46m

$253

GreenvilleNorfolk

GSP - ORF

GSPORF

Greenville

Wed 6/25

9:46 pm-3:19 pm

1 stop17h 33m

Norfolk

Sun 6/29

4:14 pm-3:16 pm

1 stop23h 02m

$254

GreenvilleNorfolk

GSP - ORF

GSPORF

Greenville

Sat 9/6

12:14 pm-6:40 pm

1 stop6h 26m

Norfolk

Sun 9/7

5:30 am-9:21 am

1 stop3h 51m

$261

GreenvilleNorfolk

GSP - ORF

GSPORF

Greenville

Thu 7/3

10:06 pm-9:35 am

1 stop11h 29m

Norfolk

Sun 7/6

3:54 pm-2:59 pm

1 stop23h 05m

$293

GreenvilleNorfolk

GSP - ORF

GSPORF

Greenville

Fri 7/4

2:50 pm-8:37 am

3 stops17h 47m

Norfolk

Sun 7/6

4:26 pm-8:48 am

2 stops16h 22m

$792

GreenvilleNorfolk

GSP - ORF

GSPORF

Greenville

Wed 6/18

9:46 pm-8:15 am

1 stop10h 29m

$100

GreenvilleNorfolk

GSP - ORF

GSPORF

Greenville

Thu 10/30

6:48 pm-11:43 pm

1 stop4h 55m

$115

GreenvilleNorfolk

GSP - ORF

GSPORF

Greenville

Mon 7/28

4:05 pm-4:25 pm

1 stop24h 20m

$140

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 12 results
1
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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 June 12, 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.

Rainfall in Chesapeake by month

Plan your trip to Chesapeake by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chesapeake ranges from 2.9 - 5.8 inches per month. July is typically the wettest month, when rainfall can reach 5.8 in. November is typically the driest time to visit Chesapeake when rainfall is around 2.9 in.

Temperature in Chesapeake by month

Plan your trip to Chesapeake by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chesapeake, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 78.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 42.8 F).

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 June 12, 2025.
Breeze Airways
8.1
Very good
178 reviews

Boarding

8.3

Comfort

8.2

Food

6.7

Overall

8.1

Entertainment

6.6

Crew

8.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Breeze Airways
8.1
Very good
178 reviews
Breeze Airways
8.1
Very good
178 reviews

Boarding

8.3

Comfort

8.2

Food

6.7

Overall

8.1

Entertainment

6.6

Crew

8.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Southwest
8.0
Very good
4,287 reviews
Breeze Airways
8.1
Very good
178 reviews

Boarding

8.3

Comfort

8.2

Food

6.7

Overall

8.1

Entertainment

6.6

Crew

8.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Delta
8.0
Very good
7,950 reviews
Breeze Airways
8.1
Very good
178 reviews

Boarding

8.3

Comfort

8.2

Food

6.7

Overall

8.1

Entertainment

6.6

Crew

8.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
United Airlines
7.4
Good
8,790 reviews
Breeze Airways
8.1
Very good
178 reviews

Boarding

8.3

Comfort

8.2

Food

6.7

Overall

8.1

Entertainment

6.6

Crew

8.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Allegiant Air
7.3
Good
725 reviews
Breeze Airways
8.1
Very good
178 reviews

Boarding

8.3

Comfort

8.2

Food

6.7

Overall

8.1

Entertainment

6.6

Crew

8.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

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 Allegiant Air. According to our data, you can fly for as low as $100. Users have also found prices from $115 and $199 on American Airlines 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

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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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$210Average$399FlexibilityNo cancel feeOn-time71%
DeltaCheapest$218Average$339FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$232Average$312FlexibilityNo cancel feeOn-time63%

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