$87+ Cheap flights from Kentucky 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 7/13. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — RIC
Jul 17 — Jul 241
Round-trip
1 adult, Economy
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Cheapest flights from Kentucky to ChesapeakeExplore the most affordable flight options available from Kentucky to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 17, 2026.
Explore the most affordable flight options available from Kentucky to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 17, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/2012:53 pm
CVG
- ORF
1 stop22h 22m
Frontier
Mon 7/2712:10 pm
ORF
- CVG
1 stop23h 03m
Frontier
Deal found 6/17![Frontier logo]()
$170
This Kiwi.com deal was found by Cheapflights users on 6/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/2312:18 pm
CVG
- ORF
1 stop22h 57m
Frontier
Mon 7/2712:10 pm
ORF
- CVG
1 stop23h 03m
Frontier
Deal found 6/17![Frontier logo]()
$171
This Kiwi.com deal was found by Cheapflights users on 6/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1712:53 pm
CVG
- ORF
1 stop22h 28m
Frontier
Wed 7/2212:10 pm
ORF
- CVG
1 stop23h 03m
Frontier
Deal found 6/17![Frontier logo]()
$173
This Kiwi.com deal was found by Cheapflights users on 6/13. 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.
Thu 7/3012:18 pm
CVG
- ORF
1 stop22h 57m
Frontier
Tue 8/412:10 pm
ORF
- CVG
1 stop23h 38m
Frontier
Deal found 6/13![Frontier logo]()
$191
This Kiwi.com deal was found by Cheapflights users on 6/15. 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.
Sun 7/1912:18 pm
CVG
- ORF
1 stop22h 57m
Frontier
Sat 7/2512:16 pm
ORF
- CVG
1 stop22h 57m
Frontier
Deal found 6/15![Frontier logo]()
$198
This Kiwi.com deal was found by Cheapflights users on 6/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1812:53 pm
CVG
- ORF
1 stop22h 22m
Frontier
Sat 7/2512:16 pm
ORF
- CVG
1 stop22h 57m
Frontier
Deal found 6/16![Frontier logo]()
$202
This Kiwi.com deal was found by Cheapflights users on 6/14. 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.
Wed 9/2312:48 pm
CVG
- ORF
1 stop23h 14m
Frontier
Sun 9/2712:57 pm
ORF
- CVG
1 stop22h 46m
Frontier
Deal found 6/14![Frontier logo]()
$203
This Kiwi.com deal was found by Cheapflights users on 6/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/259:22 am
CVG
- ORF
1 stop13h 21m
Multiple Airlines
Mon 9/2812:57 pm
ORF
- CVG
1 stop22h 46m
Multiple Airlines
Deal found 6/17![Multiple Airlines logo]()
$208
This Kiwi.com deal was found by Cheapflights users on 6/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/312:54 pm
CVG
- ORF
1 stop22h 27m
Frontier
Thu 7/912:10 pm
ORF
- CVG
1 stop23h 38m
Frontier
Deal found 6/17![Frontier logo]()
$217
This Trip.com deal was found by Cheapflights users on 6/16. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2112:18 pm
CVG
- ORF
1 stop22h 57m
Frontier
Tue 7/289:34 pm
ORF
- CVG
1 stop15h 24m
Frontier
Deal found 6/16![Frontier logo]()
$219
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/65:14 am
BNA
- ORF
1 stop6h 31m
Delta
Tue 8/111:51 pm
ORF
- BNA
1 stop4h 29m
Delta
Deal found 6/12![Delta logo]()
$221
This Kiwi.com deal was found by Cheapflights users on 6/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/1312:53 pm
TYS
- ORF
2 stops46h 22m
Multiple Airlines
Mon 7/207:05 am
ORF
- TYS
1 stop14h 55m
Multiple Airlines
Deal found 6/16![Multiple Airlines logo]()
$222
Best flights from Kentucky to ChesapeakeDiscover carefully curated flight deals from Kentucky to Chesapeake that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 17, 2026.
Discover carefully curated flight deals from Kentucky to Chesapeake that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 17, 2026.
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/65:14 am
BNA
- ORF
1 stop6h 31m
Delta
Tue 8/111:51 pm
ORF
- BNA
1 stop4h 29m
Delta
Deal found 6/12![Delta logo]()
$221
This Southwest deal was found by Cheapflights users on 6/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/84:30 pm
CVG
- ORF
1 stop6h 10m
Southwest
Tue 7/1412:25 pm
ORF
- CVG
2 stops9h 30m
Southwest
Deal found 6/15![Southwest logo]()
$236
This Booking.com 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/105:05 pm
BNA
- ORF
1 stop26h 34m
Frontier
Sun 7/129:34 pm
ORF
- BNA
1 stop13h 43m
Frontier
Deal found 6/12![Frontier logo]()
$252
This Kiwi.com deal was found by Cheapflights users on 6/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/145:00 pm
TYS
- ORF
2 stops25h 26m
Multiple Airlines
Mon 7/207:05 am
ORF
- TYS
1 stop14h 55m
Multiple Airlines
Deal found 6/17![Multiple Airlines logo]()
$282
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/66:30 pm
BNA
- ORF
1 stop4h 14m
United Airlines
Tue 8/116:15 am
ORF
- BNA
2 stops10h 42m
United Airlines
Deal found 6/12![United Airlines logo]()
$306
This American Airlines deal was found by Cheapflights users on 6/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/278:27 pm
TRI
- ORF
1 stop3h 39m
American Airlines
Mon 7/68:20 pm
ORF
- TRI
1 stop3h 18m
American Airlines
Deal found 6/17![American Airlines logo]()
$339
This Southwest deal was found by Cheapflights users on 6/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/117:25 am
BNA
- ORF
1 stop4h 05m
Southwest
Sun 9/136:20 am
ORF
- BNA
1 stop4h 35m
Southwest
Deal found 6/13![Southwest logo]()
$250
This Southwest deal was found by Cheapflights users on 6/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/1412:45 pm
TYS
- ORF
2 stops9h 55m
Southwest
Tue 7/214:30 pm
ORF
- TYS
1 stop4h 50m
Southwest
Deal found 6/16![Southwest logo]()
$270
This Delta deal was found by Cheapflights users on 6/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/167:49 pm
TYS
- ORF
1 stop3h 55m
Delta
Tue 7/216:20 am
ORF
- TYS
1 stop4h 50m
Delta
Deal found 6/14![Delta logo]()
$301
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/256:00 am
BNA
- ORF
1 stop7h 17m
United Airlines
Wed 8/266:00 am
ORF
- BNA
2 stops9h 17m
United Airlines
Deal found 6/12![United Airlines logo]()
$306
This Southwest deal was found by Cheapflights users on 6/17. 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.
Wed 7/1512:45 pm
TYS
- ORF
2 stops9h 55m
Southwest
Wed 7/226:05 am
ORF
- TYS
2 stops6h 00m
Southwest
Deal found 6/17![Southwest logo]()
$275
This United Airlines deal was found by Cheapflights users on 6/13. 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 8/16:30 pm
BNA
- ORF
1 stop4h 14m
United Airlines
Wed 8/56:15 am
ORF
- BNA
2 stops7h 14m
United Airlines
Deal found 6/13![United Airlines logo]()
$306
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/75:28 pm
SDF
- ORF
1 stop6h 04m
Delta
Wed 7/85:15 am
ORF
- SDF
1 stop3h 39m
Delta
Deal found 6/12![Delta logo]()
$319
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.
Sun 8/168:08 pm
LEX
- ORF
1 stop3h 33m
American Airlines
Sun 8/231:45 pm
ORF
- LEX
1 stop3h 43m
American Airlines
Deal found 6/12![American Airlines logo]()
$367
This Southwest deal was found by Cheapflights users on 6/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/296:40 am
CVG
- ORF
2 stops8h 40m
Southwest
Sat 9/512:25 pm
ORF
- CVG
2 stops6h 25m
Southwest
Deal found 6/14![Southwest logo]()
$281
This Delta deal was found by Cheapflights users on 6/16. 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.
Tue 9/296:00 pm
LEX
- ORF
1 stop5h 33m
Delta
Mon 10/55:30 am
ORF
- LEX
1 stop6h 11m
Delta
Deal found 6/16![Delta logo]()
$327
This United Airlines deal was found by Cheapflights users on 6/13. 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.
Tue 8/117:00 am
TYS
- ORF
2 stops7h 15m
United Airlines
Tue 8/181:00 pm
ORF
- TYS
1 stop7h 53m
United Airlines
Deal found 6/13![United Airlines logo]()
$340
This Southwest deal was found by Cheapflights users on 6/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/205:30 am
CVG
- ORF
2 stops10h 20m
Southwest
Wed 7/2210:05 am
ORF
- CVG
1 stop3h 15m
Southwest
Deal found 6/13![Southwest logo]()
$294
This American Airlines deal was found by Cheapflights users on 6/14. 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.
Sun 7/128:26 pm
TRI
- ORF
1 stop3h 19m
American Airlines
Sat 7/188:20 pm
ORF
- TRI
1 stop3h 18m
American Airlines
Deal found 6/14![American Airlines logo]()
$403
This Delta deal was found by Cheapflights users on 6/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/310:49 am
LEX
- ORF
1 stop5h 23m
Delta
Mon 7/66:05 am
ORF
- LEX
1 stop4h 04m
Delta
Deal found 6/14![Delta logo]()
$337
This United Airlines deal was found by Cheapflights users on 6/13. 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.
Tue 8/117:00 am
TYS
- ORF
1 stop7h 17m
United Airlines
Wed 8/126:15 am
ORF
- TYS
2 stops10h 43m
United Airlines
Deal found 6/13![United Airlines logo]()
$340
This Southwest deal was found by Cheapflights users on 6/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/122:15 pm
BNA
- ORF
2 stops5h 40m
Southwest
Sat 9/196:25 am
ORF
- BNA
2 stops5h 40m
Southwest
Deal found 6/13![Southwest logo]()
$299
This Delta deal was found by Cheapflights users on 6/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/175:48 pm
CVG
- ORF
1 stop6h 57m
Delta
Mon 7/202:41 pm
ORF
- CVG
1 stop6h 13m
Delta
Deal found 6/15![Delta logo]()
$347
This United Airlines deal was found by Cheapflights users on 6/15. 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.
Sat 12/127:33 pm
LEX
- ORF
1 stop5h 19m
United Airlines
Wed 12/166:00 am
ORF
- LEX
1 stop7h 13m
United Airlines
Deal found 6/15![United Airlines logo]()
$357
This Southwest deal was found by Cheapflights users on 6/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/85:35 am
SDF
- ORF
1 stop6h 25m
Southwest
Wed 7/154:30 pm
ORF
- SDF
1 stop6h 45m
Southwest
Deal found 6/16![Southwest logo]()
$303
This Delta deal was found by Cheapflights users on 6/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/186:00 am
SDF
- ORF
1 stop3h 50m
Delta
Mon 9/213:00 pm
ORF
- SDF
1 stop6h 39m
Delta
Deal found 6/17![Delta logo]()
$356
This United Airlines deal was found by Cheapflights users on 6/13. 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.
Tue 9/17:00 am
LEX
- ORF
1 stop7h 17m
United Airlines
Sat 9/55:02 pm
ORF
- LEX
1 stop6h 53m
United Airlines
Deal found 6/13![United Airlines logo]()
$357
This Southwest deal was found by Cheapflights users on 6/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/145:35 am
SDF
- ORF
2 stops9h 25m
Southwest
Tue 7/2112:25 pm
ORF
- SDF
2 stops9h 20m
Southwest
Deal found 6/14![Southwest logo]()
$313
This United Airlines deal was found by Cheapflights users on 6/15. 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.
Sat 8/227:00 am
TYS
- ORF
1 stop7h 17m
United Airlines
Sat 8/2910:41 am
ORF
- TYS
2 stops10h 12m
United Airlines
Deal found 6/15![United Airlines logo]()
$364
This Delta deal was found by Cheapflights users on 6/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/317:59 pm
LEX
- ORF
1 stop4h 46m
Delta
Sun 8/27:59 pm
ORF
- LEX
1 stop3h 56m
Delta
Deal found 6/15![Delta logo]()
$367
Last-minute flights from Kentucky to ChesapeakeDiscover last-minute flight deals from Kentucky to Chesapeake. Data last updated June 17, 2026 and is based on user searches.
Discover last-minute flight deals from Kentucky to Chesapeake. Data last updated June 17, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 6/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/176:15 am
BNA
- ORF
1 stop4h 14m
Delta
Tue 6/231:57 pm
ORF
- BNA
1 stop4h 52m
Delta
Deal found 6/15![Delta logo]()
$221
This Kiwi.com deal was found by Cheapflights users on 6/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/312:54 pm
CVG
- ORF
1 stop22h 27m
Frontier
Thu 7/912:10 pm
ORF
- CVG
1 stop23h 38m
Frontier
Deal found 6/17![Frontier logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 6/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/1312:53 pm
TYS
- ORF
2 stops46h 22m
Multiple Airlines
Mon 7/207:05 am
ORF
- TYS
1 stop14h 55m
Multiple Airlines
Deal found 6/16![Multiple Airlines logo]()
$222
This Kiwi.com deal was found by Cheapflights users on 6/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1712:53 pm
CVG
- ORF
1 stop22h 28m
Frontier
Wed 7/2212:10 pm
ORF
- CVG
1 stop23h 03m
Frontier
Deal found 6/17![Frontier logo]()
$173
This Kiwi.com deal was found by Cheapflights users on 6/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1812:53 pm
CVG
- ORF
1 stop22h 22m
Frontier
Sat 7/2512:16 pm
ORF
- CVG
1 stop22h 57m
Frontier
Deal found 6/16![Frontier logo]()
$202
This Kiwi.com deal was found by Cheapflights users on 6/15. 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.
Sun 7/1912:18 pm
CVG
- ORF
1 stop22h 57m
Frontier
Sat 7/2512:16 pm
ORF
- CVG
1 stop22h 57m
Frontier
Deal found 6/15![Frontier logo]()
$198
This Kiwi.com deal was found by Cheapflights users on 6/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/2012:53 pm
CVG
- ORF
1 stop22h 22m
Frontier
Mon 7/2712:10 pm
ORF
- CVG
1 stop23h 03m
Frontier
Deal found 6/17![Frontier logo]()
$170
This Trip.com deal was found by Cheapflights users on 6/16. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2112:18 pm
CVG
- ORF
1 stop22h 57m
Frontier
Tue 7/289:34 pm
ORF
- CVG
1 stop15h 24m
Frontier
Deal found 6/16![Frontier logo]()
$219
This Southwest deal was found by Cheapflights users on 6/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/216:50 am
BNA
- ORF
1 stop6h 35m
Southwest
Tue 7/283:00 pm
ORF
- BNA
2 stops6h 55m
Southwest
Deal found 6/14![Southwest logo]()
$226
This Kiwi.com deal was found by Cheapflights users on 6/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/2312:18 pm
CVG
- ORF
1 stop22h 57m
Frontier
Mon 7/2712:10 pm
ORF
- CVG
1 stop23h 03m
Frontier
Deal found 6/17![Frontier logo]()
$171
This Kiwi.com deal was found by Cheapflights users on 6/13. 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.
Sat 7/2512:53 pm
CVG
- ORF
1 stop22h 22m
Frontier
Tue 7/289:34 pm
ORF
- CVG
1 stop15h 24m
Frontier
Deal found 6/13![Frontier logo]()
$226
This Kiwi.com deal was found by Cheapflights users on 6/14. 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.
Thu 7/3012:18 pm
CVG
- ORF
1 stop22h 57m
Frontier
Tue 8/412:10 pm
ORF
- CVG
1 stop23h 38m
Frontier
Deal found 6/14![Frontier logo]()
$191
One-way flights from Kentucky to ChesapeakeSearch for one-way flight options from Kentucky to Chesapeake. Find affordable one-way fares based on user searches. Data last updated June 17, 2026.
Search for one-way flight options from Kentucky to Chesapeake. Find affordable one-way fares based on user searches. Data last updated June 17, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/1312:53 pm
CVG
- ORF
1 stop22h 22m
Frontier
Deal found 6/17![Frontier logo]()
$87
This Kiwi.com deal was found by Cheapflights users on 6/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/2012:53 pm
CVG
- ORF
1 stop22h 22m
Frontier
Deal found 6/17![Frontier logo]()
$89
This Kiwi.com deal was found by Cheapflights users on 6/15. 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.
Sat 7/1812:53 pm
CVG
- ORF
1 stop22h 22m
Frontier
Deal found 6/15![Frontier logo]()
$99
This Frontier deal was found by Cheapflights users on 6/17. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1511:10 am
BNA
- ORF
1 stop5h 05m
Frontier
Deal found 6/17![Frontier logo]()
$105
This United Airlines deal was found by Cheapflights users on 6/16. 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.
Thu 8/136:42 pm
BNA
- ORF
1 stop4h 01m
United Airlines
Deal found 6/16![United Airlines logo]()
$106
This Delta deal was found by Cheapflights users on 6/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/98:33 am
BNA
- ORF
1 stop6h 17m
Delta
Deal found 6/14![Delta logo]()
$111
This Kiwi.com deal was found by Cheapflights users on 6/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/101:18 pm
BNA
- ORF
1 stop18h 08m
Multiple Airlines
Deal found 6/16![Multiple Airlines logo]()
$112
This Southwest deal was found by Cheapflights users on 6/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/203:35 pm
BNA
- ORF
2 stops6h 30m
Southwest
Deal found 6/13![Southwest logo]()
$116
This Kiwi.com deal was found by Cheapflights users on 6/15. 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.
Sun 8/96:00 am
BNA
- ORF
1 stop28h 19m
Multiple Airlines
Deal found 6/15![Multiple Airlines logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 6/14. 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 8/38:48 pm
SDF
- ORF
2 stops20h 44m
Multiple Airlines
Deal found 6/14![Multiple Airlines logo]()
$118
This Super.com deal was found by Cheapflights users on 6/16. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/1611:17 am
BNA
- ORF
1 stop8h 22m
Frontier
Deal found 6/16![Frontier logo]()
$119
This Super.com deal was found by Cheapflights users on 6/16. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2111:12 am
BNA
- ORF
1 stop8h 27m
Frontier
Deal found 6/16![Frontier logo]()
$120
Find flight deals from Kentucky to Chesapeake
Keep the following information in mind while searching for Kentucky to Chesapeake flight deals. Data was last updated June 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $170 (Kiwi.com) |
One-way from | $87 (Kiwi.com) |
Popular in | January |
Cheapest in | November |
Average price | $466 |
Cheapflights Fare Finder
Customize your flight search to find flights from Kentucky 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 17, 2026.
Use the filters below to find and compare flights from Kentucky to Chesapeake that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
NashvilleNorfolk
BNA - ORF
BNAORF
Nashville Intl
Thu 8/6
5:14 am-12:45 pm
1 stop6h 31m
Norfolk
Tue 8/11
1:51 pm-5:20 pm
1 stop4h 29m
$221
CincinnatiNorfolk
CVG - ORF
CVGORF
Cincinnati Cinci./N. Kentucky
Wed 7/8
4:30 pm-10:40 pm
1 stop6h 10m
Norfolk
Tue 7/14
12:25 pm-9:55 pm
2 stops9h 30m
$236
NashvilleNorfolk
BNA - ORF
BNAORF
Nashville Intl
Fri 9/11
7:25 am-12:30 pm
1 stop4h 05m
Norfolk
Sun 9/13
6:20 am-9:55 am
1 stop4h 35m
$250
NashvilleNorfolk
BNA - ORF
BNAORF
Nashville Intl
Fri 7/10
5:05 pm-8:39 pm
1 stop26h 34m
Norfolk
Sun 7/12
9:34 pm-10:17 am
1 stop13h 43m
$252
KnoxvilleNorfolk
TYS - ORF
TYSORF
Knoxville McGhee Tyson
Tue 7/14
12:45 pm-10:40 pm
2 stops9h 55m
Norfolk
Tue 7/21
4:30 pm-9:20 pm
1 stop4h 50m
$270
KnoxvilleNorfolk
TYS - ORF
TYSORF
Knoxville McGhee Tyson
Wed 7/15
12:45 pm-10:40 pm
2 stops9h 55m
Norfolk
Wed 7/22
6:05 am-12:05 pm
2 stops6h 00m
$275
CincinnatiNorfolk
CVG - ORF
CVGORF
Cincinnati Cinci./N. Kentucky
Sat 8/29
6:40 am-3:20 pm
2 stops8h 40m
Norfolk
Sat 9/5
12:25 pm-6:50 pm
2 stops6h 25m
$281
KnoxvilleNorfolk
TYS - ORF
TYSORF
Knoxville McGhee Tyson
Tue 7/14
5:00 pm-6:26 pm
2 stops25h 26m
Norfolk
Mon 7/20
7:05 am-10:00 pm
1 stop14h 55m
$282
CincinnatiNorfolk
CVG - ORF
CVGORF
Cincinnati Cinci./N. Kentucky
Mon 7/20
5:30 am-3:50 pm
2 stops10h 20m
Norfolk
Wed 7/22
10:05 am-1:20 pm
1 stop3h 15m
$294
NashvilleNorfolk
BNA - ORF
BNAORF
Nashville Intl
Sat 9/12
2:15 pm-8:55 pm
2 stops5h 40m
Norfolk
Sat 9/19
6:25 am-11:05 am
2 stops5h 40m
$299
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Kentucky to Chesapeake
Have a flexible travel schedule? Discover the best time to fly to Chesapeake from Kentucky with our price prediction graph.
CVG-ORF
BNA-ORF
TYS-ORF
SDF-ORF
TRI-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 Kentucky to Chesapeake
USKY-C6E
CVG-ORF
BNA-ORF
TYS-ORF
SDF-ORF
How much does it cost to fly round-trip from Kentucky to Chesapeake?
Related info for your journey
Find useful and relevant information for your journey from Kentucky 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 Kentucky to Chesapeake
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Chesapeake by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Kentucky to Chesapeake by cabin class
Find flights from Kentucky to Chesapeake, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Kentucky and Chesapeake flights
Browse other Kentucky and Chesapeake flight options. Last updated on June 17, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Chesapeake
Find the right flight back to Kentucky after your stay in Chesapeake
Kentucky to Chesapeake flights
Consider these flights traveling from Kentucky to Chesapeake.
Top 4 airlines flying from Kentucky to Chesapeake
Discover the top 4 airlines that operate flights from Kentucky 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 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$158 | Average$426 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$196 | Average$382 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$233 | Average$420 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$278 | Average$348 | FlexibilityNo cancel fee | On-time69% |