$77+ Cheap flights from O'Hare Intl (ORD) to Kentucky
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/11. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SDF
Oct 13 — Oct 201
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 September 13, 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 September 13, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 10/17:28 pm -
1 stop15h 10m
Tue 10/612:43 pm -
1 stop6h 40m
Deal found 9/10![Frontier logo]()
$121
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Thu 10/297:50 pm -
1 stop17h 04m
Tue 11/312:43 pm -
1 stop6h 33m
Deal found 9/11![Frontier logo]()
$139
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Mon 10/267:44 pm -
1 stop14h 59m
Mon 11/22:59 pm -
1 stop22h 52m
Deal found 9/10![Frontier logo]()
$144
This Mytrip deal was found by Cheapflights users on 9/11. 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.
Sun 9/2711:30 am -
Nonstop1h 30m
Thu 10/19:00 am -
Nonstop1h 50m
Deal found 9/11![Contour logo]()
$162
This Booking.com deal was found by Cheapflights users on 9/8. 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 9/2311:30 am -
Nonstop1h 30m
Sun 9/279:00 am -
Nonstop1h 50m
Deal found 9/8![Contour logo]()
$163
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Thu 10/227:44 pm -
1 stop14h 54m
Mon 10/2612:43 pm -
1 stop25h 08m
Deal found 9/11![Frontier logo]()
$164
This SmartFares deal was found by Cheapflights users on 9/10. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/311:30 am -
Nonstop1h 30m
Sat 10/109:00 am -
Nonstop1h 50m
Deal found 9/10![Contour logo]()
$165
This Mytrip deal was found by Cheapflights users on 9/8. 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.
Thu 9/2411:30 am -
Nonstop1h 30m
Sun 9/279:00 am -
Nonstop1h 50m
Deal found 9/8![Contour logo]()
$167
This Priceline deal was found by Cheapflights users on 9/8. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/293:50 pm -
1 stop6h 51m
Wed 9/3012:43 pm -
1 stop6h 40m
Deal found 9/8![Frontier logo]()
$178
This Contour deal was found by Cheapflights users on 9/10. 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.
Fri 9/2511:30 am -
Nonstop1h 30m
Tue 9/299:00 am -
Nonstop1h 50m
Deal found 9/10![Contour logo]()
$178
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Sun 10/257:44 pm -
1 stop14h 54m
Sun 11/15:18 pm -
1 stop16h 59m
Deal found 9/10![Frontier logo]()
$179
This Priceline deal was found by Cheapflights users on 9/10. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/206:00 am -
1 stop4h 38m
Wed 10/2112:43 pm -
1 stop6h 48m
Deal found 9/10![Frontier logo]()
$180
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 September 13, 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 September 13, 2026.
This Mytrip deal was found by Cheapflights users on 9/11. 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.
Sun 9/2711:30 am -
Nonstop1h 30m
Thu 10/19:00 am -
Nonstop1h 50m
Deal found 9/11![Contour logo]()
$162
This United Airlines deal was found by Cheapflights users on 9/8. 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 9/2311:50 am -
Nonstop1h 30m
Sun 9/275:00 am -
Nonstop1h 28m
Deal found 9/8![United Airlines logo]()
$194
This Delta deal was found by Cheapflights users on 9/10. 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.
Mon 10/53:55 pm -
1 stop6h 48m
Wed 10/72:36 pm -
1 stop6h 54m
Deal found 9/10![Delta logo]()
$217
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Fri 11/63:49 pm -
Nonstop1h 35m
Sun 11/811:26 am -
Nonstop1h 48m
Deal found 9/10![American Airlines logo]()
$279
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Thu 10/811:30 am -
Nonstop1h 30m
Mon 10/121:55 pm -
2 stops29h 12m
Deal found 9/9![Multiple Airlines logo]()
$316
This Booking.com deal was found by Cheapflights users on 9/9. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/811:30 am -
Nonstop1h 30m
Mon 10/129:00 am -
Nonstop1h 50m
Deal found 9/9![Contour logo]()
$163
This United Airlines deal was found by Cheapflights users on 9/12. 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 10/2912:14 pm -
Nonstop1h 27m
Mon 11/25:30 am -
Nonstop1h 29m
Deal found 9/12![United Airlines logo]()
$194
This Contour deal was found by Cheapflights users on 9/10. 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.
Fri 9/2511:30 am -
Nonstop1h 30m
Tue 9/299:00 am -
Nonstop1h 50m
Deal found 9/10![Contour logo]()
$178
This United Airlines deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/212:02 pm -
Nonstop1h 30m
Sun 10/45:00 am -
Nonstop1h 28m
Deal found 9/11![United Airlines logo]()
$194
This United Airlines deal was found by Cheapflights users on 9/8. 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.
Sun 11/19:30 pm -
Nonstop1h 35m
Thu 11/52:25 pm -
Nonstop1h 50m
Deal found 9/8![United Airlines logo]()
$196
This American Airlines deal was found by Cheapflights users on 9/8. 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 12/59:05 pm -
Nonstop1h 46m
Sun 12/66:00 am -
Nonstop2h 11m
Deal found 9/8![American Airlines logo]()
$279
This Delta deal was found by Cheapflights users on 9/9. 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.
Thu 10/296:30 am -
1 stop6h 10m
Sat 10/317:09 am -
1 stop6h 04m
Deal found 9/9![Delta logo]()
$299
This American Airlines deal was found by Cheapflights users on 9/8. 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 10/229:08 pm -
Nonstop1h 49m
Sun 10/256:03 am -
Nonstop2h 08m
Deal found 9/8![American Airlines logo]()
$279
This United Airlines deal was found by Cheapflights users on 9/11. 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.
Mon 10/269:30 pm -
Nonstop1h 35m
Thu 10/292:25 pm -
Nonstop1h 50m
Deal found 9/11![United Airlines logo]()
$236
This Delta deal was found by Cheapflights users on 9/9. 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 9/306:40 am -
1 stop4h 04m
Sat 10/310:29 am -
1 stop3h 29m
Deal found 9/9![Delta logo]()
$299
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Fri 9/256:20 am -
2 stops13h 00m
Tue 9/299:00 am -
Nonstop1h 50m
Deal found 9/10![Multiple Airlines logo]()
$341
This American Airlines deal was found by Cheapflights users on 9/9. 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.
Fri 10/28:10 am -
Nonstop1h 32m
Sun 10/45:00 am -
1 stop6h 45m
Deal found 9/9![American Airlines logo]()
$289
This Contour deal was found by Cheapflights users on 9/12. 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 Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2012:30 pm -
1 stop3h 40m
Sun 11/228:00 am -
1 stop3h 40m
Deal found 9/12![Contour logo]()
$295
This Delta deal was found by Cheapflights users on 9/8. 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 11/66:30 am -
1 stop4h 18m
Sun 11/87:45 am -
1 stop3h 44m
Deal found 9/8![Delta logo]()
$299
This United Airlines deal was found by Cheapflights users on 9/10. 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.
Thu 10/156:55 am -
Nonstop1h 25m
Mon 10/194:10 pm -
Nonstop1h 38m
Deal found 9/10![United Airlines logo]()
$255
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Sun 9/2711:30 am -
Nonstop1h 30m
Thu 10/11:55 pm -
2 stops34h 50m
Deal found 9/11![Multiple Airlines logo]()
$347
This American Airlines deal was found by Cheapflights users on 9/8. 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 10/29:05 pm -
Nonstop1h 51m
Mon 10/58:26 pm -
1 stop4h 42m
Deal found 9/8![American Airlines logo]()
$289
This Contour deal was found by Cheapflights users on 9/12. 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 Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/612:30 pm -
1 stop3h 40m
Sun 11/88:00 am -
1 stop3h 40m
Deal found 9/12![Contour logo]()
$295
This Delta deal was found by Cheapflights users on 9/9. 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.
Fri 12/45:30 am -
1 stop6h 29m
Sun 12/61:46 pm -
1 stop4h 16m
Deal found 9/9![Delta logo]()
$299
This United Airlines deal was found by Cheapflights users on 9/12. 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.
Fri 10/96:55 am -
Nonstop1h 25m
Mon 10/1211:52 am -
Nonstop1h 37m
Deal found 9/12![United Airlines logo]()
$255
This Contour deal was found by Cheapflights users on 9/12. 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 Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/512:30 pm -
1 stop3h 40m
Sun 11/88:00 am -
1 stop3h 40m
Deal found 9/12![Contour logo]()
$295
This Delta deal was found by Cheapflights users on 9/9. 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.
Thu 11/125:30 am -
1 stop6h 32m
Sat 11/141:54 pm -
1 stop4h 11m
Deal found 9/9![Delta logo]()
$299
This American Airlines deal was found by Cheapflights users on 9/9. 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.
Fri 12/49:05 pm -
Nonstop1h 46m
Sun 12/64:07 pm -
1 stop7h 25m
Deal found 9/9![American Airlines logo]()
$304
This United Airlines deal was found by Cheapflights users on 9/8. 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 10/16:55 am -
Nonstop1h 39m
Mon 10/55:15 am -
Nonstop1h 41m
Deal found 9/8![United Airlines logo]()
$268
This Contour deal was found by Cheapflights users on 9/8. 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.
Sun 10/1112:30 pm -
1 stop3h 40m
Sun 10/188:00 am -
1 stop3h 40m
Deal found 9/8![Contour logo]()
$295
Last-minute flights from O'Hare Intl to KentuckyDiscover last-minute flight deals from O'Hare Intl to Kentucky. Data last updated September 13, 2026 and is based on user searches.
Discover last-minute flight deals from O'Hare Intl to Kentucky. Data last updated September 13, 2026 and is based on user searches.
This Booking.com deal was found by Cheapflights users on 9/8. 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 9/2311:30 am -
Nonstop1h 30m
Sun 9/279:00 am -
Nonstop1h 50m
Deal found 9/8![Contour logo]()
$163
This Mytrip deal was found by Cheapflights users on 9/8. 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.
Thu 9/2411:30 am -
Nonstop1h 30m
Sun 9/279:00 am -
Nonstop1h 50m
Deal found 9/8![Contour logo]()
$167
This Contour deal was found by Cheapflights users on 9/10. 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.
Fri 9/2511:30 am -
Nonstop1h 30m
Tue 9/299:00 am -
Nonstop1h 50m
Deal found 9/10![Contour logo]()
$178
This Mytrip deal was found by Cheapflights users on 9/11. 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.
Sun 9/2711:30 am -
Nonstop1h 30m
Thu 10/19:00 am -
Nonstop1h 50m
Deal found 9/11![Contour logo]()
$162
This Priceline deal was found by Cheapflights users on 9/8. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/293:50 pm -
1 stop6h 51m
Wed 9/3012:43 pm -
1 stop6h 40m
Deal found 9/8![Frontier logo]()
$178
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 10/17:28 pm -
1 stop15h 10m
Tue 10/612:43 pm -
1 stop6h 40m
Deal found 9/10![Frontier logo]()
$121
This SmartFares deal was found by Cheapflights users on 9/10. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/311:30 am -
Nonstop1h 30m
Sat 10/109:00 am -
Nonstop1h 50m
Deal found 9/10![Contour logo]()
$165
This Priceline deal was found by Cheapflights users on 9/10. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/206:00 am -
1 stop4h 38m
Wed 10/2112:43 pm -
1 stop6h 48m
Deal found 9/10![Frontier logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Thu 10/227:44 pm -
1 stop14h 54m
Mon 10/2612:43 pm -
1 stop25h 08m
Deal found 9/11![Frontier logo]()
$164
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Sun 10/257:44 pm -
1 stop14h 54m
Sun 11/15:18 pm -
1 stop16h 59m
Deal found 9/10![Frontier logo]()
$179
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Mon 10/267:44 pm -
1 stop14h 59m
Mon 11/22:59 pm -
1 stop22h 52m
Deal found 9/10![Frontier logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Thu 10/297:50 pm -
1 stop17h 04m
Tue 11/312:43 pm -
1 stop6h 33m
Deal found 9/11![Frontier logo]()
$139
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 September 13, 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 September 13, 2026.
This Booking.com deal was found by Cheapflights users on 9/8. 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.
Sun 10/1111:30 am -
Nonstop1h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Contour logo]()
$77
This Super.com deal was found by Cheapflights users on 9/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/216:00 am -
1 stop4h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Frontier logo]()
$90
This Super.com deal was found by Cheapflights users on 9/10. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:00 am -
1 stop4h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Frontier logo]()
$92
This Priceline deal was found by Cheapflights users on 9/9. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/88:10 am -
1 stop6h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Frontier logo]()
$93
This Super.com deal was found by Cheapflights users on 9/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/77:28 pm -
1 stop11h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Frontier logo]()
$96
This Super.com deal was found by Cheapflights users on 9/10. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/63:50 pm -
1 stop6h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Frontier logo]()
$99
This United Airlines deal was found by Cheapflights users on 9/9. 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 9/309:25 pm -
Nonstop1h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![United Airlines logo]()
$99
This Frontier deal was found by Cheapflights users on 9/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/98:10 am -
1 stop6h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Frontier logo]()
$100
This Trip.com deal was found by Cheapflights users on 9/11. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/510:26 am -
1 stop24h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Frontier logo]()
$103
This CheapOair deal was found by Cheapflights users on 9/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/36:30 am -
1 stop8h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![Frontier logo]()
$105
This Booking.com deal was found by Cheapflights users on 9/10. 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 9/3012:30 pm -
1 stop3h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Contour logo]()
$105
This Frontier deal was found by Cheapflights users on 9/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/109:51 am -
1 stop13h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Frontier logo]()
$106
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 September 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $121 (Kiwi.com) |
One-way from | $77 (Booking.com) |
Popular in | May |
Cheapest in | November |
Average price | $401 |
Good round-trip deal | $154 or less |
Good one-way deal | $134 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 7,457,451 searches. Data last updated September 13, 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 Chicago O'Hare Intl - OWB Owensboro Daviess County
ORDOWB
Chicago O'Hare Intl
Sun 10/11
11:30 am-1:00 pm
Nonstop1h 30m
Owensboro Daviess County
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$77
ChicagoLouisville
ORD Chicago O'Hare Intl - SDF Louisville Intl
ORDSDF
Chicago O'Hare Intl
Mon 10/12
9:25 pm-11:59 pm
Nonstop1h 34m
Louisville Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$99
ChicagoLouisville
ORD Chicago O'Hare Intl - SDF Louisville Intl
ORDSDF
Chicago O'Hare Intl
Wed 10/7
5:50 pm-8:31 pm
Nonstop1h 41m
Louisville Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$99
ChicagoLouisville
ORD Chicago O'Hare Intl - SDF Louisville Intl
ORDSDF
Chicago O'Hare Intl
Thu 10/15
9:25 pm-11:59 pm
Nonstop1h 34m
Louisville Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$99
ChicagoLouisville
ORD Chicago O'Hare Intl - SDF Louisville Intl
ORDSDF
Chicago O'Hare Intl
Mon 10/5
5:50 pm-11:43 pm
1 stop4h 53m
Louisville Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$109
ChicagoLouisville
ORD Chicago O'Hare Intl - SDF Louisville Intl
ORDSDF
Chicago O'Hare Intl
Mon 11/9
6:15 pm-12:10 am
1 stop4h 55m
Louisville Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$109
ChicagoLouisville
ORD Chicago O'Hare Intl - SDF Louisville Intl
ORDSDF
Chicago O'Hare Intl
Wed 10/7
5:27 am-12:54 pm
1 stop6h 27m
Louisville Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$109
ChicagoLouisville
ORD Chicago O'Hare Intl - SDF Louisville Intl
ORDSDF
Chicago O'Hare Intl
Fri 10/2
5:50 pm-8:31 pm
Nonstop1h 41m
Louisville Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$117
ChicagoLouisville
ORD Chicago O'Hare Intl - SDF Louisville Intl
ORDSDF
Chicago O'Hare Intl
Wed 12/9
3:59 pm-11:05 pm
1 stop6h 06m
Louisville Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$119
ChicagoNashville
ORD Chicago O'Hare Intl - BNA Nashville Intl
ORDBNA
Chicago O'Hare Intl
Fri 10/23
12:30 pm-4:10 pm
1 stop3h 40m
Nashville Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$120
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-OWB
ORD-CVG
ORD-SDF
ORD-BNA
ORD-TRI
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-OWB
ORD-CVG
ORD-SDF
ORD-BNA
What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Kentucky?
Currently, December is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Kentucky (average of $262). Flying from Chicago O'Hare Intl Airport to Kentucky in July is currently the most expensive (average of $452). 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 September 13, 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 34% on the cost of your flight, compared to a flight in the evening.
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 September 13, 2026.
The most flights from ORD to USKY are scheduled on a Friday (37 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (17 on average).
How much does it cost to fly round-trip from Chicago O'Hare Intl Airport to Kentucky?
Airfare is below average for this route at the moment.
Chicago O'Hare Intl Airport to Kentucky flights typically cost between $280 and $486 in October.The cheapest round-trip price found within the last 5 days was $197 on United Airlines (Oct 24-Oct 31).
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 34 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 September 12, 2026.
Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to Kentucky flight should consider departing on Wednesday afternoons 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 September 13, 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.
Crew
7.8
Food
6.8
Overall
7.5
Comfort
7.3
Entertainment
6.1
Boarding
7.5
Reviews
1 / 2
10.0
ExcellentAnonymous,Oct 2025
CLT - PAH
Crew
7.8
Food
6.8
Overall
7.5
Comfort
7.3
Entertainment
6.1
Boarding
7.5
Reviews
1 / 2
10.0
ExcellentAnonymous,Oct 2025
CLT - PAH
Crew
7.8
Food
6.8
Overall
7.5
Comfort
7.3
Entertainment
6.1
Boarding
7.5
Reviews
1 / 2
10.0
ExcellentAnonymous,Oct 2025
CLT - PAH
Crew
7.8
Food
6.8
Overall
7.5
Comfort
7.3
Entertainment
6.1
Boarding
7.5
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 September 13, 2026.
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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 7,457,451 searches. Data last updated September 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$89 | Average$158 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$143 | Average$377 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$189 | Average$348 | FlexibilityNo cancel fee | On-time71% |