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Chesapeake

$123+ Cheap flights from Greensboro (GSO) 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 1/16. Fares are subject to change and may not be available on all flights or dates of travel.
GSO — RIC
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Greensboro to Chesapeake

Cheapest flights from Greensboro to Chesapeake
Explore the most affordable flight options available from Greensboro to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:00 amGSO - ORF
1 stop4h 59mUnited Airlines
Sun 1/46:20 amORF - GSO
1 stop3h 31mUnited Airlines
Deal found 12/15$287
This United Airlines deal was found by Cheapflights users on 12/17. 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.
Thu 12/181:43 pmGSO - ORF
1 stop3h 57mUnited Airlines
Sat 12/206:00 amORF - GSO
1 stop7h 14mUnited Airlines
Deal found 12/17$289
This American Airlines deal was found by Cheapflights users on 12/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/175:35 pmGSO - ORF
1 stop5h 40mAmerican Airlines
Thu 12/185:28 pmORF - GSO
1 stop5h 28mAmerican Airlines
Deal found 12/16$744
This United Airlines deal was found by Cheapflights users on 12/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/172:55 pmGSO - ORF
2 stops8h 39mUnited Airlines
Thu 12/186:20 amORF - GSO
1 stop3h 31mUnited Airlines
Deal found 12/16$951

Find flight deals from Greensboro to Chesapeake

Keep the following information in mind while searching for Greensboro to Chesapeake flight deals. Data was last updated December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$249
(United Airlines)

One-way from

$123
(Kiwi.com)

Popular in

March

Cheapest in

February

Average price

$317
Provider with most accurate pricing for Greensboro/H. Point-Norfolk flight deals.
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Provider most trusted by Cheapflights users for Greensboro/H. Point-Norfolk flights.
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From Greensboro/H. Point to Chesapeake
Search Deals
One-way flight from Greensboro/H. Point to Chesapeake
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($38 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease ($24 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Greensboro 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 18, 2025.
Use the filters below to find and compare flights from Greensboro to Chesapeake that are best for you.

Fly from

Greensboro

Fly to

Chesapeake

Route

Depart

Return

Price

GreensboroNorfolk

GSO - ORF

GSOORF

Greensboro/H. Point

Thu 1/1

6:00 am-10:59 am

1 stop4h 59m

Norfolk

Sun 1/4

6:20 am-9:51 am

1 stop3h 31m

$249

GreensboroNorfolk

GSO - ORF

GSOORF

Greensboro/H. Point

Fri 1/23

8:00 am-2:25 pm

1 stop6h 25m

Norfolk

Sat 1/24

6:30 am-11:05 am

1 stop4h 35m

$299

GreensboroNorfolk

GSO - ORF

GSOORF

Greensboro/H. Point

Sun 2/15

7:40 pm-11:33 pm

1 stop3h 53m

Norfolk

Sun 2/22

6:00 am-10:54 am

1 stop4h 54m

$299

GreensboroNorfolk

GSO - ORF

GSOORF

Greensboro/H. Point

Thu 1/1

6:00 am-10:59 am

1 stop4h 59m

Norfolk

Mon 1/5

6:20 am-9:51 am

1 stop3h 31m

$309

GreensboroNorfolk

GSO - ORF

GSOORF

Greensboro/H. Point

Wed 12/31

6:00 am-10:59 am

1 stop4h 59m

Norfolk

Sat 1/3

6:20 am-9:51 am

1 stop3h 31m

$329

GreensboroNorfolk

GSO - ORF

GSOORF

Greensboro/H. Point

Wed 12/31

6:30 am-11:41 pm

2 stops17h 11m

Norfolk

Sun 1/4

6:20 am-9:51 am

1 stop3h 31m

$441

GreensboroNorfolk

GSO - ORF

GSOORF

Greensboro/H. Point

Fri 1/16

10:01 pm-9:50 pm

1 stop23h 49m

$123

GreensboroNorfolk

GSO - ORF

GSOORF

Greensboro/H. Point

Wed 12/31

7:05 am-11:57 am

1 stop4h 52m

$275

GreensboroNorfolk

GSO - ORF

GSOORF

Greensboro/H. Point

Wed 12/31

5:26 pm-2:12 pm

2 stops20h 46m

$363

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Best time to book a flight from Greensboro to Chesapeake

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

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

Currently, September is the cheapest month in which you can book a flight from Greensboro to Chesapeake (average of $196). Flying from Greensboro to Chesapeake in November is currently the most expensive (average of $267). 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 GSO to C6E?

Find hourly flight availability from Greensboro 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 18, 2025.

One of the essential ways to save on airfare from Greensboro to Chesapeake is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the morning could potentially save you up to 46% 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 18, 2025.
Peruse reviews from past customers who have flown with American Airlines from Greensboro to Chesapeake 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.
American Airlines
7.2
Good
11,054 reviews

Boarding

7.5

Overall

7.2

Comfort

7.2

Crew

8.0

Entertainment

6.9

Food

6.5

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit
American Airlines
7.2
Good
11,054 reviews
American Airlines
7.2
Good
11,054 reviews

Boarding

7.5

Overall

7.2

Comfort

7.2

Crew

8.0

Entertainment

6.9

Food

6.5

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit

Related info for your journey

Find useful and relevant information for your journey from Greensboro 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 Greensboro to Chesapeake?

    Located just 8.4 mi from the city center, Greensboro/H. Point is the airport most travelers will use when flying to Chesapeake from Greensboro. Booking flights from Greensboro/H. Point (GSO) to Chesapeake should be relatively easy as there are 0 daily outbound flights to Chesapeake from 1 airline.

  • How long is the flight from Greensboro to Chesapeake?

    There are many flights that can get you from Greensboro to Chesapeake in 4h 59m. Fly via United Airlines to get the fastest option. The distance from Greensboro to Chesapeake is about 214 mi.

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Greensboro to Chesapeake (average of $196). Flying from Greensboro to Chesapeake in November is currently the most expensive (average of $267). 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 airline flying from Greensboro to Chesapeake

Discover the top airline that operate flights from Greensboro 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 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$208Average$283FlexibilityNo cancel feeOn-time71%

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