$61+ 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 5/15. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SDF
may. 29 — jun. 51
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from O'Hare Intl to Kentucky with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from O'Hare Intl to Kentucky
Cheapest
Best
Last-minute
One-way
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 abril 29, 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 abril 29, 2026.
This Mytrip deal was found by Cheapflights users on 4/27. 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.
mié. 5/2711:20 am
ORD
- OWB
Nonstop1h 35m
Contour
sáb. 5/309:00 am
OWB
- ORD
Nonstop1h 40m
Contour
Deal found 4/27![Contour logo]()
$124
This Mytrip deal was found by Cheapflights users on 4/27. 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.
mar. 5/1211:20 am
ORD
- OWB
Nonstop1h 35m
Contour
sáb. 5/162:35 pm
OWB
- ORD
Nonstop1h 40m
Contour
Deal found 4/27![Contour logo]()
$125
This Mytrip deal was found by Cheapflights users on 4/24. 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.
sáb. 7/1811:20 am
ORD
- OWB
Nonstop1h 35m
Contour
mar. 7/214:25 pm
OWB
- ORD
Nonstop1h 40m
Contour
Deal found 4/24![Contour logo]()
$140
This Mytrip deal was found by Cheapflights users on 4/26. 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.
mar. 5/2611:20 am
ORD
- OWB
Nonstop1h 35m
Contour
mar. 5/263:30 pm
OWB
- ORD
Nonstop1h 40m
Contour
Deal found 4/26![Contour logo]()
$171
This Booking.com deal was found by Cheapflights users on 4/27. 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.
dom. 6/711:20 am
ORD
- OWB
Nonstop1h 35m
Contour
mié. 6/109:00 am
OWB
- ORD
Nonstop1h 40m
Contour
Deal found 4/27![Contour logo]()
$181
This American Airlines deal was found by Cheapflights users on 4/29. 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.
jue. 5/219:30 pm
ORD
- CVG
Nonstop1h 28m
American Airlines
sáb. 5/234:36 pm
CVG
- ORD
Nonstop1h 41m
American Airlines
Deal found 4/29![American Airlines logo]()
$191
This American Airlines deal was found by Cheapflights users on 4/28. 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.
jue. 5/2111:03 am
ORD
- CVG
Nonstop1h 34m
American Airlines
lun. 5/2512:06 pm
CVG
- ORD
Nonstop1h 31m
American Airlines
Deal found 4/28![American Airlines logo]()
$192
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
sáb. 5/236:55 am
ORD
- CVG
1 stop27h 09m
Frontier
sáb. 5/3012:46 pm
CVG
- ORD
1 stop7h 55m
Frontier
Deal found 4/27![Frontier logo]()
$193
This United Airlines deal was found by Cheapflights users on 4/28. 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.
mié. 5/1312:07 pm
ORD
- PAH
Nonstop1h 28m
United Airlines
dom. 5/175:00 am
PAH
- ORD
Nonstop1h 41m
United Airlines
Deal found 4/28![United Airlines logo]()
$194
This Delta deal was found by Cheapflights users on 4/27. 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.
mié. 5/209:25 am
ORD
- CVG
1 stop4h 49m
Delta
sáb. 5/235:44 pm
CVG
- ORD
1 stop5h 02m
Delta
Deal found 4/27![Delta logo]()
$194
This Kiwi.com deal was found by Cheapflights users on 4/25. 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.
vie. 6/196:55 am
ORD
- CVG
1 stop27h 52m
Frontier
mar. 6/2312:24 pm
CVG
- ORD
1 stop8h 29m
Frontier
Deal found 4/25![Frontier logo]()
$196
This Kiwi.com deal was found by Cheapflights users on 4/28. 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.
mar. 5/266:55 am
ORD
- CVG
2 stops26h 11m
Frontier
mar. 6/212:12 pm
CVG
- ORD
1 stop8h 17m
Frontier
Deal found 4/28![Frontier logo]()
$197
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 abril 29, 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 abril 29, 2026.
This Mytrip deal was found by Cheapflights users on 4/28. 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.
mié. 5/2711:20 am
ORD
- OWB
Nonstop1h 35m
Contour
sáb. 5/309:00 am
OWB
- ORD
Nonstop1h 40m
Contour
Deal found 4/28![Contour logo]()
$125
This United Airlines deal was found by Cheapflights users on 4/28. 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.
sáb. 7/2512:12 pm
ORD
- PAH
Nonstop1h 30m
United Airlines
dom. 7/265:00 am
PAH
- ORD
Nonstop1h 28m
United Airlines
Deal found 4/28![United Airlines logo]()
$194
This Delta deal was found by Cheapflights users on 4/26. 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.
mié. 5/276:24 am
ORD
- CVG
2 stops6h 03m
Delta
lun. 6/12:07 pm
CVG
- ORD
1 stop4h 58m
Delta
Deal found 4/26![Delta logo]()
$199
This American Airlines deal was found by Cheapflights users on 4/25. 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.
jue. 6/119:23 pm
ORD
- TRI
Nonstop1h 50m
American Airlines
mar. 6/167:59 am
TRI
- ORD
Nonstop2h 09m
American Airlines
Deal found 4/25![American Airlines logo]()
$229
This Kiwi.com deal was found by Cheapflights users on 4/25. 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.
lun. 5/1111:20 am
ORD
- OWB
Nonstop1h 35m
Multiple Airlines
vie. 5/152:15 pm
OWB
- ORD
2 stops28h 29m
Multiple Airlines
Deal found 4/25![Multiple Airlines logo]()
$239
This Southwest deal was found by Cheapflights users on 4/24. 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.
mar. 5/262:40 pm
ORD
- BNA
Nonstop1h 40m
Southwest
mié. 5/2711:00 am
BNA
- ORD
Nonstop1h 50m
Southwest
Deal found 4/24![Southwest logo]()
$251
This Mytrip deal was found by Cheapflights users on 4/24. 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.
sáb. 7/1811:20 am
ORD
- OWB
Nonstop1h 35m
Contour
mar. 7/214:25 pm
OWB
- ORD
Nonstop1h 40m
Contour
Deal found 4/24![Contour logo]()
$140
This United Airlines deal was found by Cheapflights users on 4/28. 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.
vie. 7/2412:12 pm
ORD
- PAH
Nonstop1h 30m
United Airlines
dom. 7/265:00 am
PAH
- ORD
Nonstop1h 28m
United Airlines
Deal found 4/28![United Airlines logo]()
$194
This Delta deal was found by Cheapflights users on 4/24. 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.
mié. 6/178:52 am
ORD
- CVG
1 stop5h 25m
Delta
vie. 6/264:04 pm
CVG
- ORD
1 stop3h 25m
Delta
Deal found 4/24![Delta logo]()
$249
This United Airlines deal was found by Cheapflights users on 4/24. 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.
mar. 6/1612:46 pm
ORD
- CVG
Nonstop1h 30m
United Airlines
mié. 6/242:06 pm
CVG
- ORD
Nonstop1h 34m
United Airlines
Deal found 4/24![United Airlines logo]()
$227
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
dom. 6/711:20 am
ORD
- OWB
Nonstop1h 35m
Multiple Airlines
mié. 6/102:15 pm
OWB
- ORD
2 stops22h 28m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$251
This Booking.com deal was found by Cheapflights users on 4/25. 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.
sáb. 5/211:20 am
ORD
- OWB
Nonstop1h 35m
Contour
mié. 5/69:00 am
OWB
- ORD
Nonstop1h 40m
Contour
Deal found 4/25![Contour logo]()
$231
This American Airlines deal was found by Cheapflights users on 4/24. 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.
mié. 5/277:58 am
ORD
- LEX
1 stop7h 07m
American Airlines
lun. 6/15:19 am
LEX
- ORD
Nonstop1h 36m
American Airlines
Deal found 4/24![American Airlines logo]()
$259
This Delta deal was found by Cheapflights users on 4/27. 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.
jue. 8/69:45 am
ORD
- TRI
1 stop4h 43m
Delta
dom. 8/97:53 pm
TRI
- ORD
1 stop5h 00m
Delta
Deal found 4/27![Delta logo]()
$249
This United Airlines deal was found by Cheapflights users on 4/24. 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.
mié. 6/1710:44 am
ORD
- CVG
Nonstop1h 25m
United Airlines
mar. 6/235:55 pm
CVG
- ORD
Nonstop1h 38m
United Airlines
Deal found 4/24![United Airlines logo]()
$227
This Mytrip deal was found by Cheapflights users on 4/29. 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.
dom. 5/1011:20 am
ORD
- OWB
Nonstop1h 35m
Contour
mar. 5/122:35 pm
OWB
- ORD
Nonstop1h 40m
Contour
Deal found 4/29![Contour logo]()
$235
This Kiwi.com deal was found by Cheapflights users on 4/28. 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.
mar. 5/2612:33 am
ORD
- OWB
2 stops18h 17m
Multiple Airlines
sáb. 5/309:00 am
OWB
- ORD
Nonstop1h 40m
Multiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$261
This American Airlines deal was found by Cheapflights users on 4/24. 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.
mar. 6/169:23 pm
ORD
- TRI
Nonstop1h 50m
American Airlines
sáb. 6/205:15 am
TRI
- ORD
1 stop4h 47m
American Airlines
Deal found 4/24![American Airlines logo]()
$264
This Southwest deal was found by Cheapflights users on 4/28. 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.
mar. 5/262:40 pm
ORD
- BNA
Nonstop1h 40m
Southwest
vie. 5/294:05 pm
BNA
- ORD
1 stop5h 50m
Southwest
Deal found 4/28![Southwest logo]()
$297
This Delta deal was found by Cheapflights users on 4/24. 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.
mar. 6/168:03 am
ORD
- TRI
1 stop6h 24m
Delta
sáb. 6/204:36 pm
TRI
- ORD
1 stop5h 23m
Delta
Deal found 4/24![Delta logo]()
$249
This United Airlines deal was found by Cheapflights users on 4/26. 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.
vie. 6/192:15 pm
ORD
- TRI
Nonstop1h 51m
United Airlines
dom. 6/216:00 am
TRI
- ORD
Nonstop2h 02m
United Airlines
Deal found 4/26![United Airlines logo]()
$229
This Booking.com deal was found by Cheapflights users on 4/27. 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.
lun. 5/411:20 am
ORD
- OWB
Nonstop1h 35m
Contour
sáb. 5/92:35 pm
OWB
- ORD
Nonstop1h 40m
Contour
Deal found 4/27![Contour logo]()
$235
This American Airlines deal was found by Cheapflights users on 4/29. 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.
mar. 5/266:55 am
ORD
- LEX
1 stop4h 43m
American Airlines
mar. 6/24:35 pm
LEX
- ORD
1 stop6h 02m
American Airlines
Deal found 4/29![American Airlines logo]()
$269
This United Airlines deal was found by Cheapflights users on 4/28. 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.
jue. 7/27:25 am
ORD
- TRI
Nonstop1h 53m
United Airlines
dom. 7/56:00 am
TRI
- ORD
Nonstop2h 02m
United Airlines
Deal found 4/28![United Airlines logo]()
$229
This Delta deal was found by Cheapflights users on 4/28. 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.
mié. 5/275:30 am
ORD
- BNA
1 stop4h 47m
Delta
mié. 5/276:43 pm
BNA
- ORD
1 stop5h 16m
Delta
Deal found 4/28![Delta logo]()
$257
This Southwest deal was found by Cheapflights users on 4/25. 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.
jue. 5/284:15 pm
ORD
- BNA
1 stop7h 00m
Southwest
dom. 5/3111:00 am
BNA
- ORD
Nonstop1h 50m
Southwest
Deal found 4/25![Southwest logo]()
$311
This Booking.com deal was found by Cheapflights users on 4/25. 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.
lun. 5/1111:20 am
ORD
- OWB
Nonstop1h 35m
Contour
vie. 5/159:00 am
OWB
- ORD
Nonstop1h 40m
Contour
Deal found 4/25![Contour logo]()
$241
This American Airlines deal was found by Cheapflights users on 4/28. 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.
mar. 6/238:52 pm
ORD
- LEX
1 stop10h 58m
American Airlines
mié. 6/2411:12 am
LEX
- ORD
Nonstop1h 43m
American Airlines
Deal found 4/28![American Airlines logo]()
$269
This United Airlines deal was found by Cheapflights users on 4/29. 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.
mar. 6/97:25 am
ORD
- TRI
Nonstop1h 53m
United Airlines
dom. 6/146:00 am
TRI
- ORD
Nonstop2h 02m
United Airlines
Deal found 4/29![United Airlines logo]()
$229
This Delta deal was found by Cheapflights users on 4/27. 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.
jue. 5/149:49 am
ORD
- TRI
1 stop4h 11m
Delta
lun. 5/187:41 pm
TRI
- ORD
1 stop5h 18m
Delta
Deal found 4/27![Delta logo]()
$264
Last-minute flights from O'Hare Intl to KentuckyDiscover last-minute flight deals from O'Hare Intl to Kentucky. Data last updated abril 29, 2026 and is based on user searches.
Discover last-minute flight deals from O'Hare Intl to Kentucky. Data last updated abril 29, 2026 and is based on user searches.
This Mytrip deal was found by Cheapflights users on 4/27. 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.
mar. 5/1211:20 am
ORD
- OWB
Nonstop1h 35m
Contour
sáb. 5/162:35 pm
OWB
- ORD
Nonstop1h 40m
Contour
Deal found 4/27![Contour logo]()
$125
This Frontier deal was found by Cheapflights users on 4/28. 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.
mar. 5/129:37 pm
ORD
- CVG
1 stop13h 23m
Frontier
vie. 5/152:12 pm
CVG
- ORD
1 stop10h 47m
Frontier
Deal found 4/28![Frontier logo]()
$201
This United Airlines deal was found by Cheapflights users on 4/28. 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.
mié. 5/1312:07 pm
ORD
- PAH
Nonstop1h 28m
United Airlines
dom. 5/175:00 am
PAH
- ORD
Nonstop1h 41m
United Airlines
Deal found 4/28![United Airlines logo]()
$194
This Delta deal was found by Cheapflights users on 4/27. 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.
mié. 5/209:25 am
ORD
- CVG
1 stop4h 49m
Delta
sáb. 5/235:44 pm
CVG
- ORD
1 stop5h 02m
Delta
Deal found 4/27![Delta logo]()
$194
This American Airlines deal was found by Cheapflights users on 4/29. 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.
jue. 5/219:30 pm
ORD
- CVG
Nonstop1h 28m
American Airlines
sáb. 5/234:36 pm
CVG
- ORD
Nonstop1h 41m
American Airlines
Deal found 4/29![American Airlines logo]()
$191
This American Airlines deal was found by Cheapflights users on 4/28. 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.
jue. 5/2111:03 am
ORD
- CVG
Nonstop1h 34m
American Airlines
lun. 5/2512:06 pm
CVG
- ORD
Nonstop1h 31m
American Airlines
Deal found 4/28![American Airlines logo]()
$192
This Kiwi.com deal was found by Cheapflights users on 4/28. 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.
jue. 5/216:55 am
ORD
- CVG
1 stop27h 46m
Frontier
lun. 5/257:49 pm
CVG
- ORD
1 stop13h 06m
Frontier
Deal found 4/28![Frontier logo]()
$200
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
sáb. 5/236:55 am
ORD
- CVG
1 stop27h 09m
Frontier
sáb. 5/3012:46 pm
CVG
- ORD
1 stop7h 55m
Frontier
Deal found 4/27![Frontier logo]()
$193
This Mytrip deal was found by Cheapflights users on 4/26. 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.
mar. 5/2611:20 am
ORD
- OWB
Nonstop1h 35m
Contour
mar. 5/263:30 pm
OWB
- ORD
Nonstop1h 40m
Contour
Deal found 4/26![Contour logo]()
$171
This Kiwi.com deal was found by Cheapflights users on 4/28. 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.
mar. 5/266:55 am
ORD
- CVG
2 stops26h 11m
Frontier
mar. 6/212:12 pm
CVG
- ORD
1 stop8h 17m
Frontier
Deal found 4/28![Frontier logo]()
$197
This Mytrip deal was found by Cheapflights users on 4/27. 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.
mié. 5/2711:20 am
ORD
- OWB
Nonstop1h 35m
Contour
sáb. 5/309:00 am
OWB
- ORD
Nonstop1h 40m
Contour
Deal found 4/27![Contour logo]()
$124
This Delta deal was found by Cheapflights users on 4/26. 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.
mié. 5/276:24 am
ORD
- CVG
2 stops6h 03m
Delta
lun. 6/12:07 pm
CVG
- ORD
1 stop4h 58m
Delta
Deal found 4/26![Delta logo]()
$199
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 abril 29, 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 abril 29, 2026.
This Booking.com deal was found by Cheapflights users on 4/28. 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.
vie. 5/1511:20 am
ORD
- OWB
Nonstop1h 35m
Contour
Deal found 4/28![Contour logo]()
$61
This Contour deal was found by Cheapflights users on 4/27. 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.
jue. 5/1411:20 am
ORD
- OWB
Nonstop1h 35m
Contour
Deal found 4/27![Contour logo]()
$69
This Kiwi.com deal was found by Cheapflights users on 4/28. 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.
mar. 5/266:55 am
ORD
- CVG
1 stop27h 46m
Frontier
Deal found 4/28![Frontier logo]()
$76
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
mar. 5/268:05 am
ORD
- SDF
1 stop26h 29m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$77
This American Airlines deal was found by Cheapflights users on 4/25. 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.
mar. 5/194:40 pm
ORD
- CVG
Nonstop1h 28m
American Airlines
Deal found 4/25![American Airlines logo]()
$79
This Kiwi.com deal was found by Cheapflights users on 4/25. 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.
sáb. 5/161:59 pm
ORD
- CVG
1 stop20h 05m
Frontier
Deal found 4/25![Frontier logo]()
$82
This Kiwi.com deal was found by Cheapflights users on 4/28. 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.
lun. 5/256:55 am
ORD
- CVG
1 stop27h 09m
Frontier
Deal found 4/28![Frontier logo]()
$84
This Delta deal was found by Cheapflights users on 4/27. 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.
mar. 6/236:35 am
ORD
- CVG
1 stop5h 02m
Delta
Deal found 4/27![Delta logo]()
$89
This Booking.com deal was found by Cheapflights users on 4/24. 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.
lun. 5/2511:20 am
ORD
- OWB
Nonstop1h 35m
Contour
Deal found 4/24![Contour logo]()
$89
This Priceline deal was found by Cheapflights users on 4/27. 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.
jue. 5/1410:22 am
ORD
- CVG
1 stop9h 12m
Frontier
Deal found 4/27![Frontier logo]()
$90
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
jue. 6/256:55 am
ORD
- CVG
1 stop27h 54m
Frontier
Deal found 4/27![Frontier logo]()
$93
This Delta deal was found by Cheapflights users on 4/28. 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.
mar. 5/2611:09 am
ORD
- CVG
2 stops9h 14m
Delta
Deal found 4/28![Delta logo]()
$94
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 abril 29, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $124 (Mytrip) |
One-way from | $61 (Booking.com) |
Popular in | March |
Cheapest in | August |
Average price | $407 |
Good round-trip deal | $176 or less |
Good one-way deal | $59 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 abril 29, 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
mié. 5/27
11:20 am-12:55 pm
Nonstop1h 35m
Owensboro Daviess County
sáb. 5/30
9:00 am-10:40 am
Nonstop1h 40m
$125
ChicagoOwensboro
ORD - OWB
ORDOWB
Chicago O'Hare Intl
sáb. 7/18
11:20 am-12:55 pm
Nonstop1h 35m
Owensboro Daviess County
mar. 7/21
4:25 pm-6:05 pm
Nonstop1h 40m
$140
Quickest round-trip
ChicagoPaducah
ORD - PAH
ORDPAH
Chicago O'Hare Intl
sáb. 7/25
12:12 pm-1:42 pm
Nonstop1h 30m
Paducah Barkley Regional
dom. 7/26
5:00 am-6:28 am
Nonstop1h 28m
$194
ChicagoPaducah
ORD - PAH
ORDPAH
Chicago O'Hare Intl
vie. 7/24
12:12 pm-1:42 pm
Nonstop1h 30m
Paducah Barkley Regional
dom. 7/26
5:00 am-6:28 am
Nonstop1h 28m
$194
ChicagoCincinnati
ORD - CVG
ORDCVG
Chicago O'Hare Intl
mié. 5/27
6:24 am-1:27 pm
2 stops6h 03m
Cincinnati Cinci./N. Kentucky
lun. 6/1
2:07 pm-6:05 pm
1 stop4h 58m
$199
ChicagoCincinnati
ORD - CVG
ORDCVG
Chicago O'Hare Intl
mar. 6/16
12:46 pm-3:16 pm
Nonstop1h 30m
Cincinnati Cinci./N. Kentucky
mié. 6/24
2:06 pm-2:40 pm
Nonstop1h 34m
$227
ChicagoCincinnati
ORD - CVG
ORDCVG
Chicago O'Hare Intl
mié. 6/17
10:44 am-1:09 pm
Nonstop1h 25m
Cincinnati Cinci./N. Kentucky
mar. 6/23
5:55 pm-6:33 pm
Nonstop1h 38m
$227
ChicagoBlountville
ORD - TRI
ORDTRI
Chicago O'Hare Intl
jue. 6/11
9:23 pm-12:13 am
Nonstop1h 50m
Blountville Tri Cities TN/VA
mar. 6/16
7:59 am-9:08 am
Nonstop2h 09m
$229
ChicagoBlountville
ORD - TRI
ORDTRI
Chicago O'Hare Intl
vie. 6/19
2:15 pm-5:06 pm
Nonstop1h 51m
Blountville Tri Cities TN/VA
dom. 6/21
6:00 am-7:02 am
Nonstop2h 02m
$229
ChicagoBlountville
ORD - TRI
ORDTRI
Chicago O'Hare Intl
jue. 7/2
7:25 am-10:18 am
Nonstop1h 53m
Blountville Tri Cities TN/VA
dom. 7/5
6:00 am-7:02 am
Nonstop2h 02m
$229
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-PAH
ORD-CVG
ORD-TRI
ORD-BNA
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-PAH
ORD-CVG
ORD-TRI
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 80 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 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 November is currently the most expensive (average of $174). 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 abril 29, 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 40% on the cost of your flight, compared to a flight at noon.
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 April 25, 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.
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 abril 29, 2026.
The most flights from ORD to USKY are scheduled on a Wednesday (43 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (11 on average).
How much does it cost to fly round-trip from Chicago O'Hare Intl Airport to Kentucky?
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 abril 29, 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
7.6
Overall
7.6
Food
6.8
Crew
7.9
Comfort
7.3
Entertainment
6.1
Reviews
1 / 2
10.0
ExcellentAnonymous,Oct 2025
CLT - PAH
Boarding
7.6
Overall
7.6
Food
6.8
Crew
7.9
Comfort
7.3
Entertainment
6.1
Reviews
1 / 2
10.0
ExcellentAnonymous,Oct 2025
CLT - PAH
Boarding
7.6
Overall
7.6
Food
6.8
Crew
7.9
Comfort
7.3
Entertainment
6.1
Reviews
1 / 2
10.0
ExcellentAnonymous,Oct 2025
CLT - PAH
Boarding
7.6
Overall
7.6
Food
6.8
Crew
7.9
Comfort
7.3
Entertainment
6.1
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top destinations
Alternative routes for O'Hare Intl to Kentucky
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Kentucky by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from O'Hare Intl to Kentucky by cabin class
Find flights from O'Hare Intl to Kentucky, based on your preferred cabin class, be it economy, premium economy, business, or first class.
O'Hare Intl and Kentucky flights
Browse other O'Hare Intl and Kentucky flight options. Last updated on abril 29, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 abril 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$104 | Average$148 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$133 | Average$358 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$136 | Average$296 | FlexibilityNo cancel fee | On-time71% |