$118+ 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 9/28. Fares are subject to change and may not be available on all flights or dates of travel.
GSO — RIC
Sep 15 — Sep 221
Round-trip
1 adult, Economy
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Cheapest flights from Greensboro to ChesapeakeExplore 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 August 16, 2026.
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 August 16, 2026.
This American Airlines deal was found by Cheapflights users on 8/13. 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 9/127:06 pm -
1 stop3h 35m
Sat 9/197:25 pm -
1 stop3h 26m
Deal found 8/13![American Airlines logo]()
$271
This American Airlines deal was found by Cheapflights users on 8/12. 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.
Wed 9/236:20 am -
1 stop3h 14m
Sun 9/275:00 am -
1 stop3h 27m
Deal found 8/12![American Airlines logo]()
$280
This American Airlines deal was found by Cheapflights users on 8/13. 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.
Thu 9/176:20 am -
1 stop3h 14m
Sun 9/205:00 am -
1 stop3h 27m
Deal found 8/13![American Airlines logo]()
$289
This American Airlines deal was found by Cheapflights users on 8/13. 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 10/106:31 pm -
1 stop5h 26m
Fri 10/167:59 pm -
1 stop3h 54m
Deal found 8/13![American Airlines logo]()
$315
This American Airlines deal was found by Cheapflights users on 8/13. 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.
Fri 8/286:56 pm -
1 stop4h 12m
Sun 8/306:36 pm -
1 stop5h 21m
Deal found 8/13![American Airlines logo]()
$319
This Kiwi.com deal was found by Cheapflights users on 8/13. 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.
Mon 8/319:50 pm -
2 stops14h 35m
Thu 9/32:18 pm -
1 stop19h 41m
Deal found 8/13![Multiple Airlines logo]()
$326
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 8/284:42 pm -
1 stop16h 24m
Sun 8/305:06 pm -
1 stop22h 56m
Deal found 8/13![Multiple Airlines logo]()
$334
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 8/284:42 pm -
1 stop16h 24m
Thu 9/32:18 pm -
1 stop19h 41m
Deal found 8/13![Breeze Airways logo]()
$336
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 8/289:50 pm -
2 stops38h 35m
Thu 9/32:18 pm -
1 stop19h 41m
Deal found 8/13![Multiple Airlines logo]()
$337
This American Airlines deal was found by Cheapflights users on 8/13. 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.
Thu 8/206:56 pm -
1 stop4h 12m
Sat 8/2210:40 am -
1 stop6h 05m
Deal found 8/13![American Airlines logo]()
$339
This American Airlines deal was found by Cheapflights users on 8/15. 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.
Thu 8/205:24 pm -
1 stop5h 44m
Sun 8/234:31 pm -
1 stop5h 29m
Deal found 8/15![American Airlines logo]()
$349
Best flights from Greensboro to ChesapeakeDiscover carefully curated flight deals from Greensboro to Chesapeake that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 16, 2026.
Discover carefully curated flight deals from Greensboro to Chesapeake that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 16, 2026.
This American Airlines deal was found by Cheapflights users on 8/16. 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.
Thu 9/176:20 am -
1 stop3h 14m
Sun 9/205:00 am -
1 stop3h 27m
Deal found 8/16![American Airlines logo]()
$289
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/95:54 pm -
2 stops18h 08m
Mon 10/126:00 am -
1 stop6h 08m
Deal found 8/11![Multiple Airlines logo]()
$469
This United Airlines deal was found by Cheapflights users on 8/15. 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 9/96:00 am -
1 stop8h 15m
Sat 9/126:15 am -
1 stop7h 57m
Deal found 8/15![United Airlines logo]()
$571
This United Airlines deal was found by Cheapflights users on 8/13. 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 9/126:00 am -
1 stop17h 43m
Sat 9/196:15 am -
2 stops17h 44m
Deal found 8/13![United Airlines logo]()
$610
This United Airlines deal was found by Cheapflights users on 8/15. 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.
Thu 9/176:00 am -
1 stop17h 43m
Sun 9/206:15 am -
2 stops17h 44m
Deal found 8/15![United Airlines logo]()
$611
This United Airlines deal was found by Cheapflights users on 8/11. 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.
Thu 9/106:00 am -
1 stop8h 15m
Wed 9/166:15 am -
2 stops17h 44m
Deal found 8/11![United Airlines logo]()
$612
Last-minute flights from Greensboro to ChesapeakeDiscover last-minute flight deals from Greensboro to Chesapeake. Data last updated August 16, 2026 and is based on user searches.
Discover last-minute flight deals from Greensboro to Chesapeake. Data last updated August 16, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 8/13. 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 8/155:35 pm -
1 stop5h 33m
Mon 8/1710:40 am -
1 stop4h 11m
Deal found 8/13![American Airlines logo]()
$358
This American Airlines deal was found by Cheapflights users on 8/13. 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.
Thu 8/206:56 pm -
1 stop4h 12m
Sat 8/2210:40 am -
1 stop6h 05m
Deal found 8/13![American Airlines logo]()
$339
This American Airlines deal was found by Cheapflights users on 8/15. 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.
Thu 8/205:24 pm -
1 stop5h 44m
Sun 8/234:31 pm -
1 stop5h 29m
Deal found 8/15![American Airlines logo]()
$349
This American Airlines deal was found by Cheapflights users on 8/13. 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.
Fri 8/286:56 pm -
1 stop4h 12m
Sun 8/306:36 pm -
1 stop5h 21m
Deal found 8/13![American Airlines logo]()
$319
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 8/284:42 pm -
1 stop16h 24m
Sun 8/305:06 pm -
1 stop22h 56m
Deal found 8/13![Multiple Airlines logo]()
$334
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 8/284:42 pm -
1 stop16h 24m
Thu 9/32:18 pm -
1 stop19h 41m
Deal found 8/13![Breeze Airways logo]()
$336
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 8/289:50 pm -
2 stops38h 35m
Thu 9/32:18 pm -
1 stop19h 41m
Deal found 8/13![Multiple Airlines logo]()
$337
This Kiwi.com deal was found by Cheapflights users on 8/13. 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.
Mon 8/319:50 pm -
2 stops14h 35m
Thu 9/32:18 pm -
1 stop19h 41m
Deal found 8/13![Multiple Airlines logo]()
$326
This American Airlines deal was found by Cheapflights users on 8/13. 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 9/127:06 pm -
1 stop3h 35m
Sat 9/197:25 pm -
1 stop3h 26m
Deal found 8/13![American Airlines logo]()
$271
This American Airlines deal was found by Cheapflights users on 8/12. 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.
Thu 9/176:20 am -
1 stop3h 14m
Sun 9/205:00 am -
1 stop3h 27m
Deal found 8/12![American Airlines logo]()
$289
This American Airlines deal was found by Cheapflights users on 8/12. 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.
Wed 9/236:20 am -
1 stop3h 14m
Sun 9/275:00 am -
1 stop3h 27m
Deal found 8/12![American Airlines logo]()
$280
One-way flights from Greensboro to ChesapeakeSearch for one-way flight options from Greensboro to Chesapeake. Find affordable one-way fares based on user searches. Data last updated August 16, 2026.
Search for one-way flight options from Greensboro to Chesapeake. Find affordable one-way fares based on user searches. Data last updated August 16, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/14. 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 9/285:54 pm -
1 stop24h 54m
Deal found 8/14![Multiple Airlines logo]()
$118
This Kiwi.com deal was found by Cheapflights users on 8/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/44:00 pm -
1 stop17h 06m
Deal found 8/15![Breeze Airways logo]()
$173
This Kiwi.com deal was found by Cheapflights users on 8/14. 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 9/285:54 pm -
3 stops23h 49m
Deal found 8/14![Breeze Airways logo]()
$187
This Kiwi.com deal was found by Cheapflights users on 8/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/410:39 am -
2 stops25h 46m
Deal found 8/15![Multiple Airlines logo]()
$233
This Kiwi.com deal was found by Cheapflights users on 8/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/219:50 pm -
1 stop18h 21m
Deal found 8/15![Multiple Airlines logo]()
$316
This United Airlines deal was found by Cheapflights users on 8/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/286:00 am -
2 stops17h 48m
Deal found 8/14![United Airlines logo]()
$460
This United Airlines deal was found by Cheapflights users on 8/15. 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.
Fri 8/212:52 pm -
2 stops23h 25m
Deal found 8/15![United Airlines logo]()
$569
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 August 16, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $271 (American Airlines) |
One-way from | $118 (Kiwi.com) |
Popular in | June |
Cheapest in | February |
Average price | $248 |
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 August 16, 2026.
Use the filters below to find and compare flights from Greensboro to Chesapeake that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
GreensboroNorfolk
GSO Greensboro/H. Point - ORF Norfolk
GSOORF
Greensboro/H. Point
Thu 9/17
6:20 am-9:34 am
1 stop3h 14m
Norfolk
Sun 9/20
5:00 am-8:27 am
1 stop3h 27m
$289
GreensboroNorfolk
GSO Greensboro/H. Point - ORF Norfolk
GSOORF
Greensboro/H. Point
Fri 10/9
5:54 pm-12:02 pm
2 stops18h 08m
Norfolk
Mon 10/12
6:00 am-12:08 pm
1 stop6h 08m
$469
GreensboroNorfolk
GSO Greensboro/H. Point - ORF Norfolk
GSOORF
Greensboro/H. Point
Wed 9/9
6:00 am-2:15 pm
1 stop8h 15m
Norfolk
Sat 9/12
6:15 am-2:12 pm
1 stop7h 57m
$571
GreensboroNorfolk
GSO Greensboro/H. Point - ORF Norfolk
GSOORF
Greensboro/H. Point
Sat 9/12
6:00 am-11:43 pm
1 stop17h 43m
Norfolk
Sat 9/19
6:15 am-11:59 pm
2 stops17h 44m
$610
GreensboroNorfolk
GSO Greensboro/H. Point - ORF Norfolk
GSOORF
Greensboro/H. Point
Thu 9/17
6:00 am-11:43 pm
1 stop17h 43m
Norfolk
Sun 9/20
6:15 am-11:59 pm
2 stops17h 44m
$611
GreensboroNorfolk
GSO Greensboro/H. Point - ORF Norfolk
GSOORF
Greensboro/H. Point
Thu 9/10
6:00 am-2:15 pm
1 stop8h 15m
Norfolk
Wed 9/16
6:15 am-11:59 pm
2 stops17h 44m
$612
Cheapest one-way
Quickest one-way
GreensboroNorfolk
GSO Greensboro/H. Point - ORF Norfolk
GSOORF
Greensboro/H. Point
Fri 9/4
4:00 pm-9:06 am
1 stop17h 06m
$173
GreensboroNorfolk
GSO Greensboro/H. Point - ORF Norfolk
GSOORF
Greensboro/H. Point
Mon 9/28
5:54 pm-5:43 pm
3 stops23h 49m
$187
GreensboroNorfolk
GSO Greensboro/H. Point - ORF Norfolk
GSOORF
Greensboro/H. Point
Fri 9/4
10:39 am-12:25 pm
2 stops25h 46m
$233
GreensboroNorfolk
GSO Greensboro/H. Point - ORF Norfolk
GSOORF
Greensboro/H. Point
Fri 8/21
9:50 pm-4:11 pm
1 stop18h 21m
$316
Showing 1-10 of 12 resultsSorted by cheapest first
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.
GSO-ORF
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
GSO-C6E
GSO-ORF
No data available for this route at this time. Please check back soon.
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 August 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.
Comfort
7.2
Food
6.4
Boarding
7.5
Overall
7.1
Entertainment
6.8
Crew
7.9
Reviews
1 / 20
2.0
MediocreSusie,Jan 2026
CLT - TPA
Comfort
7.2
Food
6.4
Boarding
7.5
Overall
7.1
Entertainment
6.8
Crew
7.9
Reviews
1 / 20
2.0
MediocreSusie,Jan 2026
CLT - TPA
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.
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Alternative routes for Greensboro to Chesapeake
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Complete your trip
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Greensboro and Chesapeake flights
Browse other Greensboro and Chesapeake flight options. Last updated on August 16, 2026.
Other flights from Greensboro
Browse through other flights departing from Greensboro. Flights are based on user searches made on Cheapflights and were last updated on August 16, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Greensboro to Chesapeake flights
Consider these flights traveling from Greensboro to Chesapeake.
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 August 16, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$218 | Average$278 | FlexibilityNo cancel fee | On-time71% |