$76+ Cheap flights from O'Hare Intl (ORD) to Kentucky
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 7/8. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SDF
Jul 14 — Jul 211
Round-trip
1 adult, Economy
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Find cheap flights from O'Hare Intl to Kentucky with Cheapflights
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Cheapest flights from O'Hare Intl to KentuckyExplore the most affordable flight options available from O'Hare Intl to Kentucky. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 14, 2026.
Explore the most affordable flight options available from O'Hare Intl to Kentucky. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 14, 2026.
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 7/77:06 am
ORD
- CVG
Nonstop1h 29m
American Airlines
Wed 7/82:06 pm
CVG
- ORD
Nonstop1h 37m
American Airlines
Deal found 6/12![American Airlines logo]()
$157
This Mytrip deal was found by Cheapflights users on 6/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1111:20 am
ORD
- OWB
Nonstop1h 35m
Contour
Sat 7/189:00 am
OWB
- ORD
Nonstop1h 40m
Contour
Deal found 6/11![Contour logo]()
$159
This Mytrip deal was found by Cheapflights users on 6/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1111:20 am
ORD
- OWB
Nonstop1h 35m
Contour
Sat 8/159:00 am
OWB
- ORD
Nonstop1h 40m
Contour
Deal found 6/11![Contour logo]()
$160
This Mytrip deal was found by Cheapflights users on 6/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2711:20 am
ORD
- OWB
Nonstop1h 35m
Contour
Wed 7/19:00 am
OWB
- ORD
Nonstop1h 40m
Contour
Deal found 6/11![Contour logo]()
$161
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 7/811:20 am
ORD
- OWB
Nonstop1h 35m
Contour
Tue 7/144:25 pm
OWB
- ORD
Nonstop1h 40m
Contour
Deal found 6/9![Contour logo]()
$162
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/72:07 pm
ORD
- CVG
1 stop4h 47m
Delta
Wed 7/811:03 am
CVG
- ORD
1 stop6h 20m
Delta
Deal found 6/13![Delta logo]()
$177
This United Airlines deal was found by Cheapflights users on 6/11. 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.
Tue 8/187:00 am
ORD
- SDF
Nonstop1h 42m
United Airlines
Tue 8/185:45 pm
SDF
- ORD
Nonstop1h 51m
United Airlines
Deal found 6/11![United Airlines logo]()
$177
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1011:20 am
ORD
- OWB
Nonstop1h 35m
Contour
Fri 7/179:00 am
OWB
- ORD
Nonstop1h 40m
Contour
Deal found 6/12![Contour logo]()
$177
This Contour deal was found by Cheapflights users on 6/11. 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 Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1111:20 am
ORD
- OWB
Nonstop1h 35m
Contour
Wed 8/129:00 am
OWB
- ORD
Nonstop1h 40m
Contour
Deal found 6/11![Contour logo]()
$178
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/266:55 am
ORD
- CVG
1 stop27h 19m
Multiple Airlines
Mon 8/317:30 am
CVG
- ORD
1 stop29h 55m
Multiple Airlines
Deal found 6/10![Multiple Airlines logo]()
$186
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/266:55 am
ORD
- CVG
1 stop27h 19m
Frontier
Mon 8/3112:54 pm
CVG
- ORD
1 stop20h 09m
Frontier
Deal found 6/9![Frontier logo]()
$191
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/211:22 am
ORD
- PAH
Nonstop1h 30m
United Airlines
Sun 7/55:00 am
PAH
- ORD
Nonstop1h 28m
United Airlines
Deal found 6/14![United Airlines logo]()
$194
Best flights from O'Hare Intl to KentuckyDiscover carefully curated flight deals from O'Hare Intl to Kentucky that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 14, 2026.
Discover carefully curated flight deals from O'Hare Intl to Kentucky that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 14, 2026.
This Mytrip deal was found by Cheapflights users on 6/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2711:20 am
ORD
- OWB
Nonstop1h 35m
Contour
Wed 7/19:00 am
OWB
- ORD
Nonstop1h 40m
Contour
Deal found 6/11![Contour logo]()
$161
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.
Tue 7/72:07 pm
ORD
- CVG
1 stop4h 47m
Delta
Wed 7/811:03 am
CVG
- ORD
1 stop6h 20m
Delta
Deal found 6/14![Delta logo]()
$177
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 7/1411:22 am
ORD
- PAH
Nonstop1h 30m
United Airlines
Fri 7/245:00 am
PAH
- ORD
Nonstop1h 28m
United Airlines
Deal found 6/12![United Airlines logo]()
$194
This American Airlines deal was found by Cheapflights users on 6/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/105:45 pm
ORD
- HTS
1 stop5h 10m
American Airlines
Thu 7/168:00 pm
HTS
- ORD
1 stop5h 01m
American Airlines
Deal found 6/11![American Airlines logo]()
$248
This Kiwi.com deal was found by Cheapflights users on 6/11. 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.
Sat 7/118:05 am
ORD
- OWB
2 stops34h 45m
Multiple Airlines
Sat 7/189:00 am
OWB
- ORD
Nonstop1h 40m
Multiple Airlines
Deal found 6/11![Multiple Airlines logo]()
$314
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 7/811:20 am
ORD
- OWB
Nonstop1h 35m
Contour
Tue 7/144:25 pm
OWB
- ORD
Nonstop1h 40m
Contour
Deal found 6/9![Contour logo]()
$162
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.
Thu 7/211:22 am
ORD
- PAH
Nonstop1h 30m
United Airlines
Sun 7/55:00 am
PAH
- ORD
Nonstop1h 28m
United Airlines
Deal found 6/13![United Airlines logo]()
$194
This Contour deal was found by Cheapflights users on 6/11. 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 Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1111:20 am
ORD
- OWB
Nonstop1h 35m
Contour
Wed 8/129:00 am
OWB
- ORD
Nonstop1h 40m
Contour
Deal found 6/11![Contour logo]()
$178
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/154:38 pm
ORD
- CVG
Nonstop1h 34m
United Airlines
Wed 8/195:25 am
CVG
- ORD
Nonstop1h 29m
United Airlines
Deal found 6/9![United Airlines logo]()
$195
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/61:59 pm
ORD
- CVG
1 stop4h 55m
Delta
Mon 8/102:23 pm
CVG
- ORD
1 stop5h 06m
Delta
Deal found 6/13![Delta logo]()
$215
This Contour 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 Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2511:20 am
ORD
- OWB
Nonstop1h 35m
Contour
Wed 8/269:00 am
OWB
- ORD
Nonstop1h 40m
Contour
Deal found 6/10![Contour logo]()
$178
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/15:10 am
ORD
- HTS
1 stop5h 45m
American Airlines
Thu 7/98:00 pm
HTS
- ORD
1 stop5h 01m
American Airlines
Deal found 6/9![American Airlines logo]()
$268
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/46:40 am
ORD
- BNA
1 stop4h 43m
Delta
Thu 8/62:10 pm
BNA
- ORD
1 stop4h 19m
Delta
Deal found 6/9![Delta logo]()
$245
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/183:40 pm
ORD
- BNA
Nonstop1h 52m
United Airlines
Thu 8/2011:18 am
BNA
- ORD
Nonstop2h 02m
United Airlines
Deal found 6/9![United Airlines logo]()
$225
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/136:30 am
ORD
- HTS
1 stop4h 26m
American Airlines
Sun 7/198:00 pm
HTS
- ORD
1 stop5h 01m
American Airlines
Deal found 6/13![American Airlines logo]()
$278
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 8/811:22 am
ORD
- PAH
Nonstop1h 30m
United Airlines
Mon 8/105:00 am
PAH
- ORD
Nonstop1h 28m
United Airlines
Deal found 6/13![United Airlines logo]()
$234
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1210:33 am
ORD
- BNA
1 stop4h 15m
Delta
Fri 8/142:10 pm
BNA
- ORD
1 stop6h 20m
Delta
Deal found 6/9![Delta logo]()
$268
This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/1311:20 am
ORD
- OWB
Nonstop1h 35m
Contour
Sun 7/199:00 am
OWB
- ORD
Nonstop1h 40m
Contour
Deal found 6/13![Contour logo]()
$248
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/95:07 am
ORD
- HTS
1 stop5h 49m
American Airlines
Sun 7/128:00 pm
HTS
- ORD
1 stop5h 01m
American Airlines
Deal found 6/9![American Airlines logo]()
$278
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/811:22 am
ORD
- PAH
Nonstop1h 30m
United Airlines
Sun 7/125:00 am
PAH
- ORD
Nonstop1h 28m
United Airlines
Deal found 6/9![United Airlines logo]()
$234
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.
Fri 7/242:07 pm
ORD
- TYS
1 stop6h 31m
Delta
Sun 7/267:15 am
TYS
- ORD
1 stop6h 48m
Delta
Deal found 6/10![Delta logo]()
$269
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 7/1811:22 am
ORD
- PAH
Nonstop1h 30m
United Airlines
Mon 7/205:00 am
PAH
- ORD
Nonstop1h 28m
United Airlines
Deal found 6/13![United Airlines logo]()
$234
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 11/199:30 am
ORD
- TYS
1 stop4h 35m
Delta
Wed 11/255:30 am
TYS
- ORD
1 stop5h 37m
Delta
Deal found 6/14![Delta logo]()
$269
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/255:07 am
ORD
- TRI
1 stop4h 15m
American Airlines
Sat 8/17:54 am
TRI
- ORD
Nonstop2h 11m
American Airlines
Deal found 6/10![American Airlines logo]()
$296
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.
Wed 7/111:22 am
ORD
- PAH
Nonstop1h 30m
United Airlines
Wed 7/85:00 am
PAH
- ORD
Nonstop1h 28m
United Airlines
Deal found 6/10![United Airlines logo]()
$234
This Contour 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 Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/511:15 am
ORD
- BNA
1 stop4h 55m
Contour
Fri 8/78:00 am
BNA
- ORD
1 stop3h 30m
Contour
Deal found 6/13![Contour logo]()
$285
This KAYAK deal was found by Cheapflights users on 6/11. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/117:00 am
ORD
- OWB
2 stops35h 50m
Multiple Airlines
Sat 8/159:00 am
OWB
- ORD
Nonstop1h 40m
Multiple Airlines
Deal found 6/11![Multiple Airlines logo]()
$419
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/65:30 am
ORD
- LEX
1 stop5h 41m
Delta
Mon 8/106:00 am
LEX
- ORD
1 stop5h 13m
Delta
Deal found 6/13![Delta logo]()
$269
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/108:58 pm
ORD
- OWB
3 stops45h 52m
Multiple Airlines
Fri 7/179:00 am
OWB
- ORD
Nonstop1h 40m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$420
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/58:59 pm
ORD
- TRI
Nonstop1h 50m
American Airlines
Mon 8/107:40 am
TRI
- ORD
Nonstop2h 15m
American Airlines
Deal found 6/13![American Airlines logo]()
$323
Last-minute flights from O'Hare Intl to KentuckyDiscover last-minute flight deals from O'Hare Intl to Kentucky. Data last updated June 14, 2026 and is based on user searches.
Discover last-minute flight deals from O'Hare Intl to Kentucky. Data last updated June 14, 2026 and is based on user searches.
This Mytrip deal was found by Cheapflights users on 6/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2711:20 am
ORD
- OWB
Nonstop1h 35m
Contour
Wed 7/19:00 am
OWB
- ORD
Nonstop1h 40m
Contour
Deal found 6/11![Contour logo]()
$161
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/306:55 am
ORD
- CVG
1 stop27h 54m
Frontier
Fri 7/312:54 pm
CVG
- ORD
1 stop20h 09m
Frontier
Deal found 6/9![Frontier logo]()
$208
This Booking.com 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/312:20 pm
ORD
- BNA
1 stop3h 50m
Contour
Sun 7/58:00 am
BNA
- ORD
1 stop3h 30m
Contour
Deal found 6/10![Contour logo]()
$221
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 7/77:06 am
ORD
- CVG
Nonstop1h 29m
American Airlines
Wed 7/82:06 pm
CVG
- ORD
Nonstop1h 37m
American Airlines
Deal found 6/12![American Airlines logo]()
$157
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.
Tue 7/72:07 pm
ORD
- CVG
1 stop4h 47m
Delta
Wed 7/811:03 am
CVG
- ORD
1 stop6h 20m
Delta
Deal found 6/14![Delta logo]()
$177
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 7/811:20 am
ORD
- OWB
Nonstop1h 35m
Contour
Tue 7/144:25 pm
OWB
- ORD
Nonstop1h 40m
Contour
Deal found 6/9![Contour logo]()
$162
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1011:20 am
ORD
- OWB
Nonstop1h 35m
Contour
Fri 7/179:00 am
OWB
- ORD
Nonstop1h 40m
Contour
Deal found 6/12![Contour logo]()
$177
This Mytrip deal was found by Cheapflights users on 6/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1111:20 am
ORD
- OWB
Nonstop1h 35m
Contour
Sat 7/189:00 am
OWB
- ORD
Nonstop1h 40m
Contour
Deal found 6/11![Contour logo]()
$159
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.
Tue 7/1411:22 am
ORD
- PAH
Nonstop1h 30m
United Airlines
Fri 7/245:00 am
PAH
- ORD
Nonstop1h 28m
United Airlines
Deal found 6/10![United Airlines logo]()
$194
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 7/1410:00 pm
ORD
- CVG
Nonstop1h 30m
American Airlines
Sat 7/188:58 am
CVG
- ORD
Nonstop1h 37m
American Airlines
Deal found 6/12![American Airlines logo]()
$215
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/299:57 pm
ORD
- BNA
1 stop13h 35m
Frontier
Wed 8/512:25 pm
BNA
- ORD
1 stop8h 27m
Frontier
Deal found 6/13![Frontier logo]()
$220
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/3012:20 pm
ORD
- BNA
1 stop3h 50m
Multiple Airlines
Thu 8/68:27 pm
BNA
- ORD
1 stop15h 48m
Multiple Airlines
Deal found 6/10![Multiple Airlines logo]()
$222
One-way flights from O'Hare Intl to KentuckySearch for one-way flight options from O'Hare Intl to Kentucky. Find affordable one-way fares based on user searches. Data last updated June 14, 2026.
Search for one-way flight options from O'Hare Intl to Kentucky. Find affordable one-way fares based on user searches. Data last updated June 14, 2026.
This Booking.com 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/811:20 am
ORD
- OWB
Nonstop1h 35m
Contour
Deal found 6/10![Contour logo]()
$76
This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/1411:20 am
ORD
- OWB
Nonstop1h 35m
Contour
Deal found 6/13![Contour logo]()
$77
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.
Wed 7/810:35 am
ORD
- CVG
Nonstop1h 25m
United Airlines
Deal found 6/12![United Airlines logo]()
$79
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/2911:20 am
ORD
- OWB
Nonstop1h 35m
Contour
Deal found 6/13![Contour logo]()
$86
This United Airlines deal was found by Cheapflights users on 6/11. 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.
Tue 9/86:55 am
ORD
- SDF
Nonstop1h 42m
United Airlines
Deal found 6/11![United Airlines logo]()
$89
This 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2711:20 am
ORD
- OWB
Nonstop1h 35m
Contour
Deal found 6/9![Contour logo]()
$89
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/710:00 pm
ORD
- CVG
Nonstop1h 30m
American Airlines
Deal found 6/9![American Airlines logo]()
$90
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/47:05 am
ORD
- CVG
1 stop27h 43m
Frontier
Deal found 6/12![Frontier logo]()
$95
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.
Mon 9/76:09 pm
ORD
- CVG
Nonstop1h 34m
United Airlines
Deal found 6/12![United Airlines logo]()
$98
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/88:52 am
ORD
- CVG
1 stop5h 24m
Delta
Deal found 6/9![Delta logo]()
$99
This Delta deal was found by Cheapflights users on 6/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/88:55 am
ORD
- SDF
1 stop3h 44m
Delta
Deal found 6/11![Delta logo]()
$99
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.
Wed 8/58:05 am
ORD
- LEX
1 stop29h 10m
Multiple Airlines
Deal found 6/13![Multiple Airlines logo]()
$100
Find flight deals from O'Hare Intl to Kentucky
Keep the following information in mind while searching for O'Hare Intl to Kentucky flight deals. Data was last updated June 14, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $157 (American Airlines) |
One-way from | $76 (Booking.com) |
Popular in | May |
Cheapest in | August |
Average price | $489 |
Good round-trip deal | $194 or less |
Good one-way deal | $100 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from O'Hare Intl to Kentucky 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 14, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Kentucky that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoOwensboro
ORD - OWB
ORDOWB
Chicago O'Hare Intl
Sat 6/27
11:20 am-12:55 pm
Nonstop1h 35m
Owensboro Daviess County
Wed 7/1
9:00 am-10:40 am
Nonstop1h 40m
$161
ChicagoOwensboro
ORD - OWB
ORDOWB
Chicago O'Hare Intl
Wed 7/8
11:20 am-12:55 pm
Nonstop1h 35m
Owensboro Daviess County
Tue 7/14
4:25 pm-6:05 pm
Nonstop1h 40m
$162
ChicagoCincinnati
ORD - CVG
ORDCVG
Chicago O'Hare Intl
Tue 7/7
2:07 pm-7:54 pm
1 stop4h 47m
Cincinnati Cinci./N. Kentucky
Wed 7/8
11:03 am-4:23 pm
1 stop6h 20m
$177
ChicagoOwensboro
ORD - OWB
ORDOWB
Chicago O'Hare Intl
Tue 8/11
11:20 am-12:55 pm
Nonstop1h 35m
Owensboro Daviess County
Wed 8/12
9:00 am-10:40 am
Nonstop1h 40m
$178
ChicagoOwensboro
ORD - OWB
ORDOWB
Chicago O'Hare Intl
Tue 8/25
11:20 am-12:55 pm
Nonstop1h 35m
Owensboro Daviess County
Wed 8/26
9:00 am-10:40 am
Nonstop1h 40m
$178
Quickest round-trip
ChicagoPaducah
ORD - PAH
ORDPAH
Chicago O'Hare Intl
Tue 7/14
11:22 am-12:52 pm
Nonstop1h 30m
Paducah Barkley Regional
Fri 7/24
5:00 am-6:28 am
Nonstop1h 28m
$194
ChicagoPaducah
ORD - PAH
ORDPAH
Chicago O'Hare Intl
Thu 7/2
11:22 am-12:52 pm
Nonstop1h 30m
Paducah Barkley Regional
Sun 7/5
5:00 am-6:28 am
Nonstop1h 28m
$194
ChicagoCincinnati
ORD - CVG
ORDCVG
Chicago O'Hare Intl
Sat 8/15
4:38 pm-7:12 pm
Nonstop1h 34m
Cincinnati Cinci./N. Kentucky
Wed 8/19
5:25 am-5:54 am
Nonstop1h 29m
$195
ChicagoCincinnati
ORD - CVG
ORDCVG
Chicago O'Hare Intl
Thu 8/6
1:59 pm-7:54 pm
1 stop4h 55m
Cincinnati Cinci./N. Kentucky
Mon 8/10
2:23 pm-6:29 pm
1 stop5h 06m
$215
ChicagoNashville
ORD - BNA
ORDBNA
Chicago O'Hare Intl
Tue 8/18
3:40 pm-5:32 pm
Nonstop1h 52m
Nashville Intl
Thu 8/20
11:18 am-1:20 pm
Nonstop2h 02m
$225
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from O'Hare Intl to Kentucky
Have a flexible travel schedule? Discover the best time to fly to Kentucky from O'Hare Intl with our price prediction graph.
ORD-CVG
ORD-OWB
ORD-SDF
ORD-PAH
ORD-HTS
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 Chicago O'Hare Intl Airport to Kentucky
ORD-USKY
ORD-CVG
ORD-OWB
ORD-SDF
ORD-PAH
What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Kentucky?
Currently, July is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Kentucky (average of $69). Flying from Chicago O'Hare Intl Airport to Kentucky in May is currently the most expensive (average of $206). 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 ORD to KY?
Find hourly flight availability from O'Hare Intl to Kentucky. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 14, 2026.
It’s optimal to fly from Chicago O'Hare Intl Airport to Kentucky in the morning. By choosing this option you can save up to 38% on the cost of your flight, compared to a flight at noon.
Weekly flight availability from Chicago O'Hare Intl Airport to Kentucky
Explore weekly flight availability from O'Hare Intl to Kentucky. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated June 14, 2026.
The most flights from ORD to USKY are scheduled on a Friday (36 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (29 on average).
How much does it cost to fly round-trip from Chicago O'Hare Intl Airport to Kentucky?
How far ahead should I book a flight from Chicago O'Hare Intl Airport to Kentucky?
The best time to book flights from Chicago O'Hare Intl Airport to Kentucky is 81 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
What is the cheapest day to fly from Chicago O'Hare Intl Airport to Kentucky?
Use this chart to determine the cheapest time to fly round-trip from O'Hare Intl to Kentucky. Price data was last updated on June 13, 2026.
Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to Kentucky flight should consider departing on Sunday mornings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Kentucky
Get insights into the airlines that provide service to Kentucky. 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 Kentucky. Reviews last updated June 14, 2026.
See what other customers who have flown with Contour,United Airlines, andAmerican Airlines from Chicago O'Hare Intl Airport to Kentucky have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
7.7
Crew
8.0
Overall
7.7
Entertainment
6.2
Comfort
7.4
Food
6.9
Reviews
1 / 2
10.0
ExcellentAnonymous,Oct 2025
CLT - PAH
Boarding
7.7
Crew
8.0
Overall
7.7
Entertainment
6.2
Comfort
7.4
Food
6.9
Reviews
1 / 2
10.0
ExcellentAnonymous,Oct 2025
CLT - PAH
Boarding
7.7
Crew
8.0
Overall
7.7
Entertainment
6.2
Comfort
7.4
Food
6.9
Reviews
1 / 2
10.0
ExcellentAnonymous,Oct 2025
CLT - PAH
Boarding
7.7
Crew
8.0
Overall
7.7
Entertainment
6.2
Comfort
7.4
Food
6.9
Reviews
1 / 2
10.0
ExcellentAnonymous,Oct 2025
CLT - PAH
Related info for your journey
Find useful and relevant information for your journey from O'Hare Intl to Kentucky. 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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O'Hare Intl and Kentucky flights
Browse other O'Hare Intl and Kentucky flight options. Last updated on June 14, 2026.
Popular flight searches
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O'Hare Intl to Kentucky flights
Consider these flights traveling from O'Hare Intl to Kentucky.
Top 3 airlines flying from O'Hare Intl to Kentucky
Discover the top 3 airlines that operate flights from O'Hare Intl to Kentucky. 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 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$104 | Average$148 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$134 | Average$390 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$136 | Average$312 | FlexibilityNo cancel fee | On-time71% |