HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chesapeake

$100+ 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 4/24. Fares are subject to change and may not be available on all flights or dates of travel.
GSO — RIC
Mar 18 — Mar 251
Wed 3/18
Wed 3/25
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Greensboro to Chesapeake with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 February 16, 2026.

This American Airlines deal was found by Cheapflights users on 2/13. 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.
Sat 3/145:28 am
GSO
-
ORF
1 stop2h 55m
American Airlines
Sat 3/216:15 pm
ORF
-
GSO
1 stop3h 52m
American Airlines
Deal found 2/13$239
This United Airlines deal was found by Cheapflights users on 2/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/207:40 pm
GSO
-
ORF
1 stop3h 53m
United Airlines
Sun 2/226:00 am
ORF
-
GSO
1 stop4h 54m
United Airlines
Deal found 2/13$269
This United Airlines deal was found by Cheapflights users on 2/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/196:00 am
GSO
-
ORF
1 stop5h 45m
United Airlines
Sat 2/216:00 am
ORF
-
GSO
1 stop4h 55m
United Airlines
Deal found 2/13$279
This American Airlines deal was found by Cheapflights users on 2/15. 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.
Wed 3/115:28 am
GSO
-
ORF
1 stop2h 55m
American Airlines
Thu 4/26:15 am
ORF
-
GSO
1 stop3h 41m
American Airlines
Deal found 2/15$299
This United Airlines deal was found by Cheapflights users on 2/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/288:00 am
GSO
-
ORF
1 stop6h 22m
United Airlines
Wed 3/46:00 am
ORF
-
GSO
1 stop4h 54m
United Airlines
Deal found 2/13$309
This Kiwi.com deal was found by Cheapflights users on 2/14. 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.
Mon 3/910:01 pm
GSO
-
ORF
2 stops20h 25m
Multiple Airlines
Fri 3/136:45 am
ORF
-
GSO
1 stop9h 17m
Multiple Airlines
Deal found 2/14$310
This United Airlines deal was found by Cheapflights users on 2/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/27:40 pm
GSO
-
ORF
1 stop3h 53m
United Airlines
Sun 3/86:10 am
ORF
-
GSO
1 stop8h 03m
United Airlines
Deal found 2/13$388
This United Airlines deal was found by Cheapflights users on 2/11. 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 2/277:40 pm
GSO
-
ORF
1 stop3h 53m
United Airlines
Sun 3/86:00 am
ORF
-
GSO
1 stop4h 54m
United Airlines
Deal found 2/11$394
This American Airlines deal was found by Cheapflights users on 2/14. 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.
Mon 3/95:28 am
GSO
-
ORF
1 stop2h 55m
American Airlines
Fri 3/136:15 am
ORF
-
GSO
1 stop3h 41m
American Airlines
Deal found 2/14$419
This American Airlines deal was found by Cheapflights users on 2/12. 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.
Fri 3/136:00 am
GSO
-
ORF
1 stop4h 04m
American Airlines
Sun 3/155:00 am
ORF
-
GSO
1 stop3h 44m
American Airlines
Deal found 2/12$454
This Kiwi.com deal was found by Cheapflights users on 2/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/2010:01 pm
GSO
-
ORF
1 stop13h 34m
Multiple Airlines
Sun 2/229:30 pm
ORF
-
GSO
2 stops23h 51m
Multiple Airlines
Deal found 2/13$464
This United Airlines deal was found by Cheapflights users on 2/11. 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.
Sat 2/288:00 am
GSO
-
ORF
1 stop6h 22m
United Airlines
Tue 3/37:05 pm
ORF
-
GSO
2 stops19h 07m
United Airlines
Deal found 2/11$490

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 February 16, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$239
(American Airlines)

One-way from

$100
(Kiwi.com)

Popular in

March

Cheapest in

February

Average price

$238
Provider with most accurate pricing for Greensboro/H. Point-Norfolk flight deals.
Search Deals
Provider most trusted by Cheapflights users for Greensboro/H. Point-Norfolk flights.
Search Deals
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. 14% potential increase in price ($51 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 10% potential price decrease ($28 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

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 February 16, 2026.
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

Sat 3/14

5:28 am-8:23 am

1 stop2h 55m

Norfolk

Sat 3/21

6:15 pm-10:07 pm

1 stop3h 52m

$239

GreensboroNorfolk

GSO - ORF

GSOORF

Greensboro/H. Point

Wed 4/15

1:27 pm-9:08 pm

1 stop7h 41m

Norfolk

Wed 4/22

9:45 am-4:53 pm

1 stop7h 08m

$299

GreensboroNorfolk

GSO - ORF

GSOORF

Greensboro/H. Point

Wed 3/11

5:28 am-8:23 am

1 stop2h 55m

Norfolk

Thu 4/2

6:15 am-9:56 am

1 stop3h 41m

$299

GreensboroNorfolk

GSO - ORF

GSOORF

Greensboro/H. Point

Sat 2/28

8:00 am-2:22 pm

1 stop6h 22m

Norfolk

Tue 3/3

6:00 am-10:54 am

1 stop4h 54m

$309

GreensboroNorfolk

GSO - ORF

GSOORF

Greensboro/H. Point

Fri 2/27

7:40 pm-11:33 pm

1 stop3h 53m

Norfolk

Tue 3/3

6:00 am-10:54 am

1 stop4h 54m

$309

GreensboroNorfolk

GSO - ORF

GSOORF

Greensboro/H. Point

Sat 2/28

8:00 am-2:22 pm

1 stop6h 22m

Norfolk

Wed 3/4

6:00 am-10:54 am

1 stop4h 54m

$309

GreensboroNorfolk

GSO - ORF

GSOORF

Greensboro/H. Point

Mon 3/9

10:01 pm-6:26 pm

2 stops20h 25m

Norfolk

Fri 3/13

6:45 am-4:02 pm

1 stop9h 17m

$310

GreensboroNorfolk

GSO - ORF

GSOORF

Greensboro/H. Point

Fri 2/27

7:40 pm-11:33 pm

1 stop3h 53m

Norfolk

Sun 3/8

6:00 am-10:54 am

1 stop4h 54m

$394

GreensboroNorfolk

GSO - ORF

GSOORF

Greensboro/H. Point

Mon 3/9

5:28 am-8:23 am

1 stop2h 55m

Norfolk

Fri 3/13

6:15 am-9:56 am

1 stop3h 41m

$419

GreensboroNorfolk

GSO - ORF

GSOORF

Greensboro/H. Point

Fri 3/13

6:00 am-10:04 am

1 stop4h 04m

Norfolk

Sun 3/15

5:00 am-8:44 am

1 stop3h 44m

$454

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/15

Showing 1-10 of 14 results
1
2

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.

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 February 16, 2026.
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
11,294 reviews

Comfort

7.2

Overall

7.2

Food

6.4

Crew

8.0

Entertainment

6.9

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
American Airlines
7.2
Good
11,294 reviews
American Airlines
7.2
Good
11,294 reviews

Comfort

7.2

Overall

7.2

Food

6.4

Crew

8.0

Entertainment

6.9

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.

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 2h 55m. Fly via American Airlines or United Airlines to get the fastest option. The distance from Greensboro to Chesapeake is about 214 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Greensboro to Chesapeake

See prices for flight routes from nearby airports that may be better suited for you.
Charlotte to Dulles Intl flights
Raleigh to Reagan-National flights
Charlotte to Reagan-National flights
Raleigh to Dulles Intl flights
Greensboro to Reagan-National flights
Knoxville to Reagan-National flights
Asheville to Reagan-National flights
Knoxville to Dulles Intl flights
Greensboro to Dulles Intl flights
Myrtle Beach to Dulles Intl flights
Asheville to Dulles Intl flights
Myrtle Beach to Reagan-National flights
Norfolk to Dulles Intl flights
Wilmington to Dulles Intl flights
Wilmington to Reagan-National flights
Charlotte to Raleigh flights
Charlotte to Norfolk flights
Charlotte to Charlottesville flights
Charlotte to Richmond flights
Blountville to Dulles Intl flights
Blountville to Reagan-National flights
Norfolk to Reagan-National flights
Knoxville to Norfolk flights
Charlotte to Beckley flights
Norfolk to Raleigh flights
Asheville to Raleigh flights
Knoxville to Charlottesville flights
Knoxville to Richmond flights
Raleigh to Norfolk flights
Charlotte to Greensboro flights
Asheville to Norfolk flights
Myrtle Beach to Richmond flights
Knoxville to Raleigh flights
Fayetteville to Dulles Intl flights
Charlotte to Roanoke flights
Asheville to Richmond flights
Myrtle Beach to Norfolk flights
Fayetteville to Reagan-National flights
Greensboro to Richmond flights
Raleigh to Greensboro flights
Greensboro to Norfolk flights
Wilmington to Raleigh flights
Wilmington to Norfolk flights
Raleigh to Richmond flights
Norfolk to Greensboro flights
New Bern to Dulles Intl flights
Knoxville to Greensboro flights
Blountville to Richmond flights
Jacksonville to Dulles Intl flights
Raleigh to Blountville flights

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 February 16, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$218Average$303FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.