$98+ Cheap flights from Illinois 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 12/7. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SDF
Dec 5 — Dec 121
Round-trip
1 adult, Economy
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Find cheap flights from Illinois 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
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Cheapest flights from Illinois to KentuckyExplore the most affordable flight options available from Illinois to Kentucky. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 5, 2026.
Explore the most affordable flight options available from Illinois to Kentucky. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 5, 2026.
This United Airlines deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 11/1412:14 pm -
Nonstop1h 27m
Sun 11/155:30 am -
Nonstop1h 29m
Deal found 10/31![United Airlines logo]()
$194
This United Airlines deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 12/79:20 pm -
Nonstop1h 34m
Thu 12/102:40 pm -
Nonstop1h 47m
Deal found 11/4![United Airlines logo]()
$196
This American Airlines deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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 12/188:29 am -
Nonstop1h 35m
Sat 1/96:10 am -
Nonstop1h 49m
Deal found 11/1![American Airlines logo]()
$197
This Southwest deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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.
Thu 12/38:15 am -
Nonstop1h 15m
Mon 12/77:35 pm -
Nonstop1h 15m
Deal found 11/4![Southwest logo]()
$197
This American Airlines deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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 12/166:59 pm -
Nonstop1h 38m
Wed 12/236:47 pm -
Nonstop2h 03m
Deal found 11/1![American Airlines logo]()
$198
This Delta deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 12/32:41 pm -
1 stop5h 36m
Mon 12/73:18 pm -
1 stop5h 57m
Deal found 11/4![Delta logo]()
$217
This Delta deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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 12/189:37 am -
1 stop4h 11m
Sat 1/97:30 am -
1 stop6h 47m
Deal found 11/3![Delta logo]()
$217
This Southwest deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2711:10 am -
2 stops10h 05m
Tue 12/17:35 pm -
Nonstop1h 15m
Deal found 11/1![Southwest logo]()
$218
This Southwest deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/46:15 pm -
Nonstop1h 20m
Mon 12/77:35 pm -
Nonstop1h 15m
Deal found 11/3![Southwest logo]()
$224
This United Airlines deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 11/1912:14 pm -
Nonstop1h 27m
Mon 11/235:30 am -
Nonstop1h 29m
Deal found 11/4![United Airlines logo]()
$234
This Southwest deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/148:15 am -
Nonstop1h 15m
Thu 12/174:05 pm -
1 stop5h 55m
Deal found 11/3![Southwest logo]()
$234
This United Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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 11/1912:14 pm -
Nonstop1h 27m
Sun 11/225:30 am -
Nonstop1h 29m
Deal found 11/3![United Airlines logo]()
$235
Best flights from Illinois to KentuckyDiscover carefully curated flight deals from Illinois to Kentucky that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 5, 2026.
Discover carefully curated flight deals from Illinois to Kentucky that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 5, 2026.
This United Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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 1/611:59 am -
Nonstop1h 29m
Mon 1/185:00 am -
Nonstop1h 29m
Deal found 11/3![United Airlines logo]()
$194
This Southwest deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/18:15 am -
Nonstop1h 15m
Tue 12/88:50 am -
Nonstop1h 15m
Deal found 11/1![Southwest logo]()
$197
This Delta deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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 11/272:44 pm -
1 stop5h 29m
Tue 12/18:05 am -
1 stop7h 44m
Deal found 11/1![Delta logo]()
$217
This KAYAK deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” 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 12/82:49 pm -
Nonstop1h 42m
Wed 12/910:13 am -
Nonstop1h 47m
Deal found 11/2![American Airlines logo]()
$287
This United Airlines deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 1/1611:59 am -
Nonstop1h 29m
Tue 1/195:00 am -
Nonstop1h 29m
Deal found 10/31![United Airlines logo]()
$194
This Southwest deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2712:50 pm -
Nonstop1h 15m
Tue 12/18:50 am -
Nonstop1h 15m
Deal found 11/1![Southwest logo]()
$197
This United Airlines deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 12/79:20 pm -
Nonstop1h 34m
Tue 12/82:40 pm -
Nonstop1h 47m
Deal found 11/4![United Airlines logo]()
$196
This Delta deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 12/46:16 pm -
1 stop4h 52m
Fri 12/1112:50 pm -
1 stop7h 55m
Deal found 11/4![Delta logo]()
$217
This Southwest deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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.
Thu 12/36:00 am -
1 stop6h 00m
Mon 12/77:35 pm -
Nonstop1h 15m
Deal found 11/1![Southwest logo]()
$207
This United Airlines deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 12/79:20 pm -
Nonstop1h 34m
Thu 12/102:40 pm -
Nonstop1h 47m
Deal found 11/4![United Airlines logo]()
$196
This Delta deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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 12/163:59 pm -
1 stop6h 06m
Wed 12/2311:27 am -
1 stop6h 26m
Deal found 11/1![Delta logo]()
$217
This Southwest deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/46:40 pm -
Nonstop1h 25m
Fri 1/85:45 am -
2 stops10h 05m
Deal found 10/31![Southwest logo]()
$212
This United Airlines deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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 11/2711:04 am -
Nonstop1h 31m
Tue 12/110:25 am -
Nonstop1h 45m
Deal found 11/1![United Airlines logo]()
$197
This Delta deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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.
Sat 11/216:20 am -
1 stop4h 40m
Mon 11/235:40 pm -
1 stop3h 37m
Deal found 10/31![Delta logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 12/181:11 pm -
2 stops19h 29m
Sun 12/2010:42 am -
1 stop6h 21m
Deal found 10/31![Multiple Airlines logo]()
$557
This Southwest deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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.
Thu 12/2411:25 am -
2 stops8h 15m
Fri 1/18:50 am -
Nonstop1h 15m
Deal found 11/1![Southwest logo]()
$212
This Delta deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 12/187:05 am -
1 stop6h 43m
Sat 1/93:59 pm -
1 stop7h 21m
Deal found 10/31![Delta logo]()
$217
This Delta deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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 12/115:30 pm -
1 stop4h 32m
Mon 12/143:18 pm -
1 stop3h 43m
Deal found 11/3![Delta logo]()
$217
This Southwest deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/46:15 pm -
Nonstop1h 20m
Fri 12/114:40 pm -
Nonstop1h 20m
Deal found 11/4![Southwest logo]()
$224
This American Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” 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 3/238:00 am -
1 stop4h 48m
Sun 3/285:17 am -
Nonstop1h 43m
Deal found 11/5![American Airlines logo]()
$339
This United Airlines deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 11/1912:14 pm -
Nonstop1h 27m
Mon 11/235:30 am -
Nonstop1h 29m
Deal found 11/4![United Airlines logo]()
$234
This Delta deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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 12/189:37 am -
1 stop4h 11m
Sat 1/97:30 am -
1 stop6h 47m
Deal found 11/3![Delta logo]()
$217
This United Airlines deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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 11/1912:14 pm -
Nonstop1h 27m
Thu 11/265:30 am -
Nonstop1h 29m
Deal found 11/1![United Airlines logo]()
$234
This American Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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 11/185:37 pm -
1 stop5h 11m
Sun 11/227:09 pm -
1 stop5h 55m
Deal found 11/3![American Airlines logo]()
$343
This Delta deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 12/41:41 pm -
1 stop6h 36m
Fri 12/1110:13 am -
1 stop7h 03m
Deal found 11/4![Delta logo]()
$217
This United Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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 11/1812:14 pm -
Nonstop1h 27m
Sun 11/225:30 am -
Nonstop1h 29m
Deal found 11/3![United Airlines logo]()
$234
This United Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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 11/1912:14 pm -
Nonstop1h 27m
Sun 11/225:30 am -
Nonstop1h 29m
Deal found 11/3![United Airlines logo]()
$235
This Delta deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 12/2210:30 am -
1 stop6h 04m
Thu 12/312:20 pm -
1 stop6h 43m
Deal found 10/31![Delta logo]()
$248
This United Airlines deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 2/19:20 pm -
Nonstop1h 36m
Thu 2/42:37 pm -
Nonstop1h 46m
Deal found 10/31![United Airlines logo]()
$236
This United Airlines deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 12/299:23 pm -
Nonstop1h 36m
Wed 12/302:13 pm -
Nonstop1h 46m
Deal found 11/4![United Airlines logo]()
$236
Last-minute flights from Illinois to KentuckyDiscover last-minute flight deals from Illinois to Kentucky. Data last updated November 5, 2026 and is based on user searches.
Discover last-minute flight deals from Illinois to Kentucky. Data last updated November 5, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 11/1412:14 pm -
Nonstop1h 27m
Sun 11/155:30 am -
Nonstop1h 29m
Deal found 10/31![United Airlines logo]()
$194
This United Airlines deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 11/1912:14 pm -
Nonstop1h 27m
Mon 11/235:30 am -
Nonstop1h 29m
Deal found 11/4![United Airlines logo]()
$234
This United Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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 11/1912:14 pm -
Nonstop1h 27m
Sun 11/225:30 am -
Nonstop1h 29m
Deal found 11/3![United Airlines logo]()
$235
This Southwest deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2711:10 am -
2 stops10h 05m
Tue 12/17:35 pm -
Nonstop1h 15m
Deal found 11/1![Southwest logo]()
$218
This Southwest deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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.
Thu 12/38:15 am -
Nonstop1h 15m
Mon 12/77:35 pm -
Nonstop1h 15m
Deal found 11/4![Southwest logo]()
$197
This Delta deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 12/32:41 pm -
1 stop5h 36m
Mon 12/73:18 pm -
1 stop5h 57m
Deal found 11/4![Delta logo]()
$217
This Southwest deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/46:15 pm -
Nonstop1h 20m
Mon 12/77:35 pm -
Nonstop1h 15m
Deal found 11/3![Southwest logo]()
$224
This United Airlines deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 12/79:20 pm -
Nonstop1h 34m
Thu 12/102:40 pm -
Nonstop1h 47m
Deal found 11/4![United Airlines logo]()
$196
This Southwest deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/148:15 am -
Nonstop1h 15m
Thu 12/174:05 pm -
1 stop5h 55m
Deal found 11/3![Southwest logo]()
$234
This American Airlines deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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 12/166:59 pm -
Nonstop1h 38m
Wed 12/236:47 pm -
Nonstop2h 03m
Deal found 11/1![American Airlines logo]()
$198
This American Airlines deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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 12/188:29 am -
Nonstop1h 35m
Sat 1/96:10 am -
Nonstop1h 49m
Deal found 11/1![American Airlines logo]()
$197
This Delta deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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 12/189:37 am -
1 stop4h 11m
Sat 1/97:30 am -
1 stop6h 47m
Deal found 11/3![Delta logo]()
$217
One-way flights from Illinois to KentuckySearch for one-way flight options from Illinois to Kentucky. Find affordable one-way fares based on user searches. Data last updated November 5, 2026.
Search for one-way flight options from Illinois to Kentucky. Find affordable one-way fares based on user searches. Data last updated November 5, 2026.
This United Airlines deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 12/79:20 pm -
Nonstop1h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![United Airlines logo]()
$98
This American Airlines deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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 2/1010:01 am -
Nonstop1h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/1![American Airlines logo]()
$99
This Southwest deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/78:15 am -
Nonstop1h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![Southwest logo]()
$99
This Delta deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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 2/109:50 am -
1 stop6h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![Delta logo]()
$109
This Delta deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 2/105:45 pm -
1 stop5h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![Delta logo]()
$109
This Southwest deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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.
Thu 12/241:15 pm -
2 stops8h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![Southwest logo]()
$114
This Southwest deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1812:50 pm -
2 stops9h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/31![Southwest logo]()
$120
This Kiwi.com deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 12/98:30 am -
2 stops30h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![Multiple Airlines logo]()
$127
This Kiwi.com deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 12/910:40 am -
2 stops28h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![Multiple Airlines logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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 12/28:15 am -
2 stops30h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/1![Multiple Airlines logo]()
$135
This Kiwi.com deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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 12/66:07 am -
1 stop28h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![Multiple Airlines logo]()
$141
This Kiwi.com deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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 12/210:21 am -
2 stops28h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/1![Multiple Airlines logo]()
$141
Find flight deals from Illinois to Kentucky
Keep the following information in mind while searching for Illinois to Kentucky flight deals. Data was last updated November 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $194 (United Airlines) |
One-way from | $98 (United Airlines) |
Popular in | September |
Cheapest in | November |
Average price | $315 |
Good round-trip deal | $281 or less |
Good one-way deal | $149 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Illinois 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 November 5, 2026.
Use the filters below to find and compare flights from Illinois 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
Mon 12/7
9:20 pm-10:54 pm
Nonstop1h 34m
Owensboro Daviess County
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$98
ChicagoLouisville
ORD Chicago O'Hare Intl - SDF Louisville Intl
ORDSDF
Chicago O'Hare Intl
Wed 2/10
6:54 am-9:26 am
Nonstop1h 32m
Louisville Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$99
Quickest round-trip
ChicagoLouisville
MDW Chicago Midway - SDF Louisville Intl
MDWSDF
Chicago Midway
Wed 12/9
1:20 pm-3:35 pm
Nonstop1h 15m
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 12/9
3:45 pm-6:17 pm
Nonstop1h 32m
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
Fri 12/25
2:40 pm-5:20 pm
Nonstop1h 40m
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 2/10
9:50 am-5:02 pm
1 stop6h 12m
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 12/7
5:33 pm-11:02 pm
1 stop4h 29m
Louisville Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$109
ChicagoLouisville
MDW Chicago Midway - SDF Louisville Intl
MDWSDF
Chicago Midway
Tue 1/5
7:05 am-3:15 pm
1 stop7h 10m
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 12/25
7:00 am-11:50 am
1 stop3h 50m
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
Tue 1/5
1:45 pm-9:32 pm
1 stop6h 47m
Louisville Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$109
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Illinois to Kentucky
Have a flexible travel schedule? Discover the best time to fly to Kentucky from Illinois with our price prediction graph.
ORD-PAH
ORD-OWB
MDW-SDF
ORD-SDF
ORD-LEX
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 Illinois to Kentucky
USIL-USKY
ORD-PAH
ORD-OWB
MDW-SDF
ORD-SDF
What is the cheapest month to book a flight from Illinois to Kentucky?
Currently, December is the cheapest month in which you can book a flight from Illinois to Kentucky (average of $289). Flying from Illinois to Kentucky in June is currently the most expensive (average of $478). 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 IL to KY?
Find hourly flight availability from Illinois 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 November 5, 2026.
It’s optimal to fly from Illinois to Kentucky in the morning. By choosing this option you can save up to 28% on the cost of your flight, compared to a flight in the evening.
Weekly flight availability from Illinois to Kentucky
Explore weekly flight availability from Illinois 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 November 5, 2026.
The most flights from USIL to USKY are scheduled on a Monday (39 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (22 on average).
How much does it cost to fly round-trip from Illinois to Kentucky?
Airfare is below average for this route at the moment.
Illinois to Kentucky flights typically cost between $248 and $479 in December.The cheapest round-trip price found within the last 5 days was $197 on American Airlines (Dec 18-Jan 9).
How far ahead should I book a flight from Illinois to Kentucky?
The best time to book flights from Illinois 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 Illinois to Kentucky?
Use this chart to determine the cheapest time to fly round-trip from Illinois to Kentucky. Price data was last updated on October 31, 2026.
Travelers seeking maximum savings on their Illinois 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 November 5, 2026.
Peruse reviews from past customers who have flown with Southwest,Contour, andUnited Airlines from Illinois to Kentucky to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Comfort
8.0
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Comfort
8.0
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Comfort
8.0
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Comfort
8.0
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Related info for your journey
Find useful and relevant information for your journey from Illinois 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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Alternative routes for Illinois 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 Illinois to Kentucky by cabin class
Find flights from Illinois to Kentucky, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Illinois and Kentucky flights
Browse other Illinois and Kentucky flight options. Last updated on November 5, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Kentucky
Find the right flight back to Illinois after your stay in Kentucky
Illinois to Kentucky flights
Consider these flights traveling from Illinois to Kentucky.
Top 4 airlines flying from Illinois to Kentucky
Discover the top 4 airlines that operate flights from Illinois 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 November 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$89 | Average$159 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$156 | Average$374 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$191 | Average$411 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$197 | Average$350 | FlexibilityNo cancel fee | On-time71% |