$50+ Cheap flights from Kentucky to Illinois
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 9/11. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — ORD
Sep 14 — Sep 211
Round-trip
1 adult, Economy
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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 Kentucky to IllinoisExplore the most affordable flight options available from Kentucky to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 15, 2026.
Explore the most affordable flight options available from Kentucky to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 15, 2026.
This Southwest deal was found by Cheapflights users on 8/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/57:00 am -
Nonstop1h 15m
Sun 9/62:45 pm -
Nonstop1h 10m
Deal found 8/11![Southwest logo]()
$109
This Southwest deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/86:45 am -
Nonstop1h 10m
Thu 9/103:45 pm -
Nonstop1h 10m
Deal found 8/14![Southwest logo]()
$117
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1210:05 am -
2 stops6h 35m
Sat 9/1910:10 am -
1 stop4h 20m
Deal found 8/13![Southwest logo]()
$142
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/59:37 am -
1 stop4h 56m
Sun 9/66:00 am -
1 stop4h 02m
Deal found 8/12![Delta logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 8/11. 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.
Fri 10/29:30 am -
1 stop3h 51m
Mon 10/52:29 pm -
2 stops26h 16m
Deal found 8/11![Multiple Airlines logo]()
$162
This Southwest deal was found by Cheapflights users on 8/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/93:35 pm -
Nonstop1h 10m
Fri 9/115:40 pm -
Nonstop1h 10m
Deal found 8/12![Southwest logo]()
$164
This Southwest deal was found by Cheapflights users on 8/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/52:50 pm -
1 stop6h 45m
Sun 9/68:55 am -
1 stop4h 05m
Deal found 8/10![Southwest logo]()
$164
This Southwest deal was found by Cheapflights users on 8/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/52:50 pm -
1 stop6h 45m
Tue 9/812:45 pm -
Nonstop1h 10m
Deal found 8/10![Southwest logo]()
$166
This Southwest deal was found by Cheapflights users on 8/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/93:30 pm -
1 stop6h 20m
Fri 9/118:05 am -
Nonstop1h 20m
Deal found 8/10![Southwest logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 8/11. 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.
Mon 8/3112:26 pm -
1 stop20h 27m
Fri 9/41:59 pm -
1 stop20h 22m
Deal found 8/11![Frontier logo]()
$167
This United Airlines deal was found by Cheapflights users on 8/10. 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.
Sat 9/52:05 pm -
Nonstop1h 34m
Tue 9/82:30 pm -
Nonstop1h 30m
Deal found 8/10![United Airlines logo]()
$169
This Kiwi.com deal was found by Cheapflights users on 8/10. 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.
Sat 10/312:43 pm -
1 stop6h 40m
Sun 10/47:28 pm -
1 stop15h 10m
Deal found 8/10![Frontier logo]()
$172
Best flights from Kentucky to IllinoisDiscover carefully curated flight deals from Kentucky to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 15, 2026.
Discover carefully curated flight deals from Kentucky to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 15, 2026.
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/57:00 am -
Nonstop1h 15m
Sun 9/62:45 pm -
Nonstop1h 10m
Deal found 8/13![Southwest logo]()
$109
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/59:37 am -
1 stop4h 56m
Sun 9/66:00 am -
1 stop4h 02m
Deal found 8/12![Delta logo]()
$157
This United Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/235:30 am -
Nonstop1h 29m
Mon 10/266:50 am -
Nonstop1h 30m
Deal found 8/14![United Airlines logo]()
$181
This KAYAK deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/218:00 am -
1 stop3h 40m
Thu 9/2412:30 pm -
1 stop3h 40m
Deal found 8/11![Contour logo]()
$247
This American Airlines deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2311:14 am -
Nonstop1h 45m
Tue 10/274:45 pm -
1 stop5h 17m
Deal found 8/11![American Airlines logo]()
$269
This Southwest deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/305:30 pm -
1 stop5h 55m
Thu 10/17:05 am -
1 stop5h 40m
Deal found 8/14![Southwest logo]()
$177
This United Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/1411:00 am -
Nonstop1h 42m
Mon 9/149:20 pm -
Nonstop1h 36m
Deal found 8/13![United Airlines logo]()
$183
This Southwest deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/305:30 pm -
1 stop5h 55m
Mon 10/57:05 am -
1 stop5h 40m
Deal found 8/14![Southwest logo]()
$177
This Delta deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/121:01 pm -
1 stop5h 02m
Sat 11/1410:32 am -
1 stop5h 22m
Deal found 8/11![Delta logo]()
$203
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/58:20 pm -
Nonstop1h 15m
Thu 10/87:45 am -
Nonstop1h 10m
Deal found 8/13![Southwest logo]()
$181
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2711:06 am -
1 stop6h 13m
Thu 10/299:29 am -
1 stop3h 24m
Deal found 8/13![Delta logo]()
$203
This United Airlines deal was found by Cheapflights users on 8/12. 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 9/412:29 pm -
Nonstop1h 34m
Mon 9/79:00 am -
Nonstop1h 26m
Deal found 8/12![United Airlines logo]()
$206
This Southwest deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/238:20 pm -
Nonstop1h 15m
Mon 10/267:45 am -
Nonstop1h 10m
Deal found 8/14![Southwest logo]()
$181
This Contour deal was found by Cheapflights users on 8/10. 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.
Sun 9/68:00 am -
1 stop3h 40m
Mon 9/712:30 pm -
1 stop3h 40m
Deal found 8/10![Contour logo]()
$247
This United Airlines deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/237:10 am -
Nonstop1h 40m
Fri 9/254:30 pm -
Nonstop1h 41m
Deal found 8/12![United Airlines logo]()
$208
This Delta deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/42:23 pm -
1 stop5h 06m
Sat 9/56:59 am -
1 stop5h 43m
Deal found 8/11![Delta logo]()
$214
This Southwest deal was found by Cheapflights users on 8/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/95:30 pm -
1 stop3h 40m
Fri 9/112:35 pm -
2 stops6h 50m
Deal found 8/12![Southwest logo]()
$182
This American Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/186:06 pm -
1 stop5h 25m
Tue 9/224:45 pm -
1 stop5h 05m
Deal found 8/14![American Airlines logo]()
$279
This United Airlines deal was found by Cheapflights users on 8/12. 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 9/1011:18 am -
Nonstop2h 02m
Thu 9/107:45 pm -
Nonstop1h 52m
Deal found 8/12![United Airlines logo]()
$219
This Southwest deal was found by Cheapflights users on 8/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/194:55 pm -
Nonstop1h 10m
Sat 9/268:00 am -
Nonstop1h 25m
Deal found 8/10![Southwest logo]()
$182
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/510:11 am -
1 stop6h 48m
Sun 9/66:05 am -
1 stop3h 57m
Deal found 8/13![Delta logo]()
$226
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/288:35 am -
Nonstop1h 15m
Mon 11/27:45 am -
Nonstop1h 20m
Deal found 8/13![Southwest logo]()
$183
This American Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/286:59 pm -
Nonstop2h 00m
Sun 8/306:49 am -
1 stop5h 06m
Deal found 8/13![American Airlines logo]()
$299
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/235:55 pm -
1 stop7h 04m
Fri 9/256:40 am -
1 stop7h 18m
Deal found 8/12![Delta logo]()
$228
This United Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/64:15 pm -
Nonstop1h 37m
Wed 9/96:59 am -
Nonstop1h 26m
Deal found 8/13![United Airlines logo]()
$235
This KAYAK deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/214:55 pm -
1 stop7h 19m
Thu 9/2411:00 pm -
Nonstop1h 34m
Deal found 8/11![American Airlines logo]()
$306
This Southwest deal was found by Cheapflights users on 8/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/55:45 am -
1 stop5h 15m
Mon 10/57:30 pm -
Nonstop1h 05m
Deal found 8/11![Southwest logo]()
$191
This Delta deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/710:34 am -
1 stop6h 43m
Fri 9/111:55 pm -
1 stop6h 21m
Deal found 8/11![Delta logo]()
$232
This United Airlines deal was found by Cheapflights users on 8/11. 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 9/46:00 am -
Nonstop1h 58m
Sat 9/512:26 pm -
Nonstop1h 42m
Deal found 8/11![United Airlines logo]()
$239
This Southwest deal was found by Cheapflights users on 8/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/27:05 am -
2 stops9h 20m
Sat 9/57:50 am -
Nonstop1h 20m
Deal found 8/11![Southwest logo]()
$197
Last-minute flights from Kentucky to IllinoisDiscover last-minute flight deals from Kentucky to Illinois. Data last updated August 15, 2026 and is based on user searches.
Discover last-minute flight deals from Kentucky to Illinois. Data last updated August 15, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/11. 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.
Mon 8/3112:26 pm -
1 stop20h 27m
Fri 9/41:59 pm -
1 stop20h 22m
Deal found 8/11![Frontier logo]()
$167
This Southwest deal was found by Cheapflights users on 8/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/57:00 am -
Nonstop1h 15m
Sun 9/62:45 pm -
Nonstop1h 10m
Deal found 8/11![Southwest logo]()
$109
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/59:37 am -
1 stop4h 56m
Sun 9/66:00 am -
1 stop4h 02m
Deal found 8/12![Delta logo]()
$157
This Southwest deal was found by Cheapflights users on 8/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/52:50 pm -
1 stop6h 45m
Sun 9/68:55 am -
1 stop4h 05m
Deal found 8/10![Southwest logo]()
$164
This Southwest deal was found by Cheapflights users on 8/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/52:50 pm -
1 stop6h 45m
Tue 9/812:45 pm -
Nonstop1h 10m
Deal found 8/10![Southwest logo]()
$166
This United Airlines deal was found by Cheapflights users on 8/10. 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.
Sat 9/52:05 pm -
Nonstop1h 34m
Tue 9/82:30 pm -
Nonstop1h 30m
Deal found 8/10![United Airlines logo]()
$169
This CheapOair deal was found by Cheapflights users on 8/12. 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 9/58:30 pm -
1 stop18h 06m
Sat 9/126:30 am -
1 stop8h 41m
Deal found 8/12![Frontier logo]()
$172
This Southwest deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/86:45 am -
Nonstop1h 10m
Thu 9/103:45 pm -
Nonstop1h 10m
Deal found 8/14![Southwest logo]()
$117
This Southwest deal was found by Cheapflights users on 8/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/93:35 pm -
Nonstop1h 10m
Fri 9/115:40 pm -
Nonstop1h 10m
Deal found 8/12![Southwest logo]()
$164
This Southwest deal was found by Cheapflights users on 8/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/93:30 pm -
1 stop6h 20m
Fri 9/118:05 am -
Nonstop1h 20m
Deal found 8/10![Southwest logo]()
$167
This Trip.com deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/119:27 am -
1 stop7h 07m
Fri 9/188:10 pm -
1 stop18h 08m
Deal found 8/14![Frontier logo]()
$155
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1210:05 am -
2 stops6h 35m
Sat 9/1910:10 am -
1 stop4h 20m
Deal found 8/13![Southwest logo]()
$142
One-way flights from Kentucky to IllinoisSearch for one-way flight options from Kentucky to Illinois. Find affordable one-way fares based on user searches. Data last updated August 15, 2026.
Search for one-way flight options from Kentucky to Illinois. Find affordable one-way fares based on user searches. Data last updated August 15, 2026.
This Southwest deal was found by Cheapflights users on 8/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/116:45 am -
Nonstop1h 10m
Deal found 8/12![Southwest logo]()
$50
This Frontier deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/109:43 am -
1 stop8h 11m
Deal found 8/14![Frontier logo]()
$59
This Kiwi.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1212:43 pm -
1 stop23h 49m
Deal found 8/13![Frontier logo]()
$63
This Trip.com deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/2612:04 pm -
Nonstop1h 32m
Deal found 8/14![Allegiant Air logo]()
$64
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 8/3112:26 pm -
1 stop20h 27m
Deal found 8/10![Frontier logo]()
$65
This Southwest deal was found by Cheapflights users on 8/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/117:00 pm -
Nonstop1h 10m
Deal found 8/12![Southwest logo]()
$66
This Kiwi.com deal was found by Cheapflights users on 8/11. 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.
Mon 11/912:48 pm -
1 stop24h 14m
Deal found 8/11![Frontier logo]()
$66
This Kiwi.com deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1112:43 pm -
1 stop24h 08m
Deal found 8/14![Frontier logo]()
$68
This Southwest deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/196:10 am -
1 stop4h 40m
Deal found 8/14![Southwest logo]()
$69
This Frontier deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/165:07 pm -
1 stop6h 06m
Deal found 8/14![Frontier logo]()
$71
This Kiwi.com deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1312:48 pm -
1 stop24h 14m
Deal found 8/12![Frontier logo]()
$71
This Kiwi.com deal was found by Cheapflights users on 8/10. 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.
Tue 11/1011:10 am -
2 stops46h 30m
Deal found 8/10![Frontier logo]()
$73
Find flight deals from Kentucky to Illinois
Keep the following information in mind while searching for Kentucky to Illinois flight deals. Data was last updated August 15, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $109 (Southwest) |
One-way from | $50 (Southwest) |
Popular in | January |
Cheapest in | December |
Average price | $375 |
Good round-trip deal | $164 or less |
Good one-way deal | $182 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Kentucky to Illinois 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 August 15, 2026.
Use the filters below to find and compare flights from Kentucky to Illinois that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
NashvilleSt. Louis
BNA Nashville Intl - STL Lambert-St Louis
BNASTL
Nashville Intl
Sat 9/5
7:00 am-8:15 am
Nonstop1h 15m
Lambert-St Louis
Sun 9/6
2:45 pm-3:55 pm
Nonstop1h 10m
$109
NashvilleSt. Louis
BNA Nashville Intl - STL Lambert-St Louis
BNASTL
Nashville Intl
Sat 9/5
9:37 am-2:33 pm
1 stop4h 56m
Lambert-St Louis
Sun 9/6
6:00 am-10:02 am
1 stop4h 02m
$157
CincinnatiChicago
CVG Cincinnati Cinci./N. Kentucky - MDW Chicago Midway
CVGMDW
Cincinnati Cinci./N. Kentucky
Wed 9/30
5:30 pm-10:25 pm
1 stop5h 55m
Chicago Midway
Thu 10/1
7:05 am-1:45 pm
1 stop5h 40m
$177
CincinnatiChicago
CVG Cincinnati Cinci./N. Kentucky - MDW Chicago Midway
CVGMDW
Cincinnati Cinci./N. Kentucky
Wed 9/30
5:30 pm-10:25 pm
1 stop5h 55m
Chicago Midway
Mon 10/5
7:05 am-1:45 pm
1 stop5h 40m
$177
CincinnatiChicago
CVG Cincinnati Cinci./N. Kentucky - ORD Chicago O'Hare Intl
CVGORD
Cincinnati Cinci./N. Kentucky
Fri 10/23
5:30 am-5:59 am
Nonstop1h 29m
Chicago O'Hare Intl
Mon 10/26
6:50 am-9:20 am
Nonstop1h 30m
$181
CincinnatiChicago
CVG Cincinnati Cinci./N. Kentucky - MDW Chicago Midway
CVGMDW
Cincinnati Cinci./N. Kentucky
Mon 10/5
8:20 pm-8:35 pm
Nonstop1h 15m
Chicago Midway
Thu 10/8
7:45 am-9:55 am
Nonstop1h 10m
$181
CincinnatiChicago
CVG Cincinnati Cinci./N. Kentucky - MDW Chicago Midway
CVGMDW
Cincinnati Cinci./N. Kentucky
Fri 10/23
8:20 pm-8:35 pm
Nonstop1h 15m
Chicago Midway
Mon 10/26
7:45 am-9:55 am
Nonstop1h 10m
$181
CincinnatiChicago
CVG Cincinnati Cinci./N. Kentucky - MDW Chicago Midway
CVGMDW
Cincinnati Cinci./N. Kentucky
Wed 9/9
5:30 pm-8:10 pm
1 stop3h 40m
Chicago Midway
Fri 9/11
2:35 pm-10:25 pm
2 stops6h 50m
$182
CincinnatiChicago
CVG Cincinnati Cinci./N. Kentucky - MDW Chicago Midway
CVGMDW
Cincinnati Cinci./N. Kentucky
Sat 9/19
4:55 pm-5:05 pm
Nonstop1h 10m
Chicago Midway
Sat 9/26
8:00 am-10:25 am
Nonstop1h 25m
$182
LouisvilleChicago
SDF Louisville Intl - ORD Chicago O'Hare Intl
SDFORD
Louisville Intl
Mon 9/14
11:00 am-11:42 am
Nonstop1h 42m
Chicago O'Hare Intl
Mon 9/14
9:20 pm-11:56 pm
Nonstop1h 36m
$183
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Kentucky to Illinois
Have a flexible travel schedule? Discover the best time to fly to Illinois from Kentucky with our price prediction graph.
BNA-STL
CVG-ORD
CVG-MDW
TYS-MDW
BNA-ORD
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Kentucky to Illinois
USKY-USIL
BNA-STL
CVG-ORD
CVG-MDW
TYS-MDW
What is the cheapest month to book a flight from Kentucky to Illinois?
Currently, October is the cheapest month in which you can book a flight from Kentucky to Illinois (average of $236). Flying from Kentucky to Illinois in June is currently the most expensive (average of $367). 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 KY to IL?
Find hourly flight availability from Kentucky to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 15, 2026.
A simple way to save on the total cost of your ticket is to fly from Kentucky to Illinois in the morning. If you’re flexible enough to do this you can expect to save up to 34% on your trip compared to booking a flight in the evening.
Weekly flight availability from Kentucky to Illinois
Explore weekly flight availability from Kentucky to Illinois. 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 August 15, 2026.
The most flights from USKY to USIL are scheduled on a Wednesday (40 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 Kentucky to Illinois?
Airfare is below average for this route at the moment.
Kentucky to Illinois flights typically cost between $279 and $543 in September.The cheapest round-trip price found within the last 5 days was $183 on United Airlines (Sep 12-Sep 14).
How far ahead should I book a flight from Kentucky to Illinois?
The best time to book flights from Kentucky to Illinois is 73 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 Kentucky to Illinois?
Use this chart to determine the cheapest time to fly round-trip from Kentucky to Illinois. Price data was last updated on August 8, 2026.
Travelers seeking maximum savings on their Kentucky to Illinois flight should consider departing on Saturday at noon when fares are most often at their lowest. Tuesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Illinois
Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated August 15, 2026.
Read through reviews of airlines operating flights from Kentucky to Illinois, such as Southwest,Contour, andUnited Airlines. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.0
Overall
8.0
Comfort
8.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Overall
8.0
Comfort
8.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Overall
8.0
Comfort
8.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Overall
8.0
Comfort
8.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Overall
8.0
Comfort
8.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Related info for your journey
Find useful and relevant information for your journey from Kentucky to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Kentucky to Illinois
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Illinois by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Kentucky to Illinois by cabin class
Find flights from Kentucky to Illinois, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Kentucky and Illinois flights
Browse other Kentucky and Illinois flight options. Last updated on August 15, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Illinois
Find the right flight back to Kentucky after your stay in Illinois
Kentucky to Illinois flights
Consider these flights traveling from Kentucky to Illinois.
Top 4 airlines flying from Kentucky to Illinois
Discover the top 4 airlines that operate flights from Kentucky to Illinois. 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 August 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$97 | Average$297 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$104 | Average$170 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$117 | Average$295 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$152 | Average$289 | FlexibilityNo cancel fee | On-time71% |