$59+ 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 9/22. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — ORD
Sep 25 — Oct 21
Round-trip
1 adult, Economy
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Find cheap flights from Kentucky to Illinois 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 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 26, 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 26, 2026.
This Southwest deal was found by Cheapflights users on 8/24. 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.
Thu 9/176:45 am -
Nonstop1h 10m
Mon 9/215:40 pm -
Nonstop1h 10m
Deal found 8/24![Southwest logo]()
$117
This Expedia deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1710:52 am -
1 stop5h 32m
Mon 9/215:19 pm -
1 stop23h 26m
Deal found 8/22![Frontier logo]()
$118
This Frontier deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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.
Sat 9/123:14 pm -
1 stop20h 53m
Mon 9/145:19 pm -
1 stop23h 26m
Deal found 8/21![Frontier logo]()
$119
This Southwest deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 10/38:55 am -
1 stop7h 10m
Sat 10/107:15 pm -
Nonstop1h 10m
Deal found 8/21![Southwest logo]()
$133
This Southwest deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” 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 10/26:40 pm -
Nonstop1h 15m
Mon 10/55:50 pm -
Nonstop1h 10m
Deal found 8/23![Southwest logo]()
$134
This Southwest deal was found by Cheapflights users on 8/24. 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.
Thu 9/245:40 am -
1 stop4h 50m
Tue 9/298:25 am -
1 stop5h 25m
Deal found 8/24![Southwest logo]()
$137
This Trip.com deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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.
Sat 9/123:14 pm -
1 stop20h 53m
Mon 9/142:00 pm -
1 stop4h 03m
Deal found 8/21![Multiple Airlines logo]()
$142
This CheapOair deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” 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.
Fri 10/21:49 pm -
1 stop21h 43m
Mon 10/55:19 pm -
1 stop15h 29m
Deal found 8/23![Frontier logo]()
$145
This Delta deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” 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 9/145:15 am -
1 stop3h 45m
Tue 9/157:05 am -
1 stop6h 13m
Deal found 8/23![Delta logo]()
$147
This Southwest deal was found by Cheapflights users on 8/24. 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.
Sat 10/35:50 pm -
Nonstop1h 10m
Mon 10/57:30 pm -
Nonstop1h 05m
Deal found 8/24![Southwest logo]()
$157
This United Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/295:30 am -
Nonstop1h 29m
Wed 9/306:55 am -
Nonstop1h 25m
Deal found 8/21![United Airlines logo]()
$157
This Expedia deal was found by Cheapflights users on 8/25. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/225:11 pm -
1 stop7h 32m
Mon 10/261:12 pm -
1 stop6h 22m
Deal found 8/25![Frontier logo]()
$158
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 26, 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 26, 2026.
This Southwest deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 9/127:00 am -
Nonstop1h 15m
Mon 9/145:40 pm -
Nonstop1h 10m
Deal found 8/21![Southwest logo]()
$117
This Delta deal was found by Cheapflights users on 8/24. 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.
Fri 1/18:10 am -
1 stop5h 05m
Tue 1/511:51 am -
1 stop4h 48m
Deal found 8/24![Delta logo]()
$154
This United Airlines deal was found by Cheapflights users on 8/24. 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.
Wed 9/309:00 am -
Nonstop1h 36m
Mon 10/56:55 am -
Nonstop1h 25m
Deal found 8/24![United Airlines logo]()
$157
This CheapOair deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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.
Fri 10/161:04 pm -
1 stop6h 11m
Sun 10/182:00 pm -
1 stop4h 03m
Deal found 8/21![Multiple Airlines logo]()
$164
This Southern / Mokulele deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southern / Mokulele is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/119:30 am -
1 stop3h 51m
Mon 9/142:00 pm -
1 stop4h 03m
Deal found 8/23![Southern / Mokulele logo]()
$172
This KAYAK deal was found by Cheapflights users on 8/25. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/168:00 am -
1 stop3h 40m
Thu 9/1712:30 pm -
1 stop3h 40m
Deal found 8/25![Contour logo]()
$247
This Southwest deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” 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 9/1710:00 am -
1 stop5h 20m
Mon 9/215:40 pm -
Nonstop1h 10m
Deal found 8/22![Southwest logo]()
$127
This American Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/3110:55 am -
1 stop6h 13m
Sun 11/15:19 am -
1 stop4h 11m
Deal found 8/21![American Airlines logo]()
$279
This Southwest deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 10/38:55 am -
1 stop7h 10m
Sat 10/107:15 pm -
Nonstop1h 10m
Deal found 8/21![Southwest logo]()
$133
This United Airlines deal was found by Cheapflights users on 8/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/159:56 am -
Nonstop1h 33m
Wed 9/169:25 pm -
Nonstop1h 33m
Deal found 8/25![United Airlines logo]()
$157
This CheapOair deal was found by Cheapflights users on 8/25. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/189:30 am -
1 stop3h 51m
Sun 12/202:00 pm -
1 stop4h 03m
Deal found 8/25![Southern / Mokulele logo]()
$172
This Southern / Mokulele deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southern / Mokulele is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/189:30 am -
1 stop3h 51m
Sat 12/199:50 am -
1 stop5h 13m
Deal found 8/22![Southern / Mokulele logo]()
$172
This Southwest deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 9/297:15 pm -
Nonstop1h 10m
Thu 10/17:45 am -
Nonstop1h 10m
Deal found 8/21![Southwest logo]()
$157
This Southwest deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” 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 9/124:55 pm -
Nonstop1h 10m
Mon 9/148:05 am -
Nonstop1h 20m
Deal found 8/22![Southwest logo]()
$157
This Southwest deal was found by Cheapflights users on 8/24. 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.
Tue 9/299:05 am -
Nonstop1h 05m
Wed 9/305:55 pm -
Nonstop1h 20m
Deal found 8/24![Southwest logo]()
$157
This Delta deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” 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 10/310:32 am -
1 stop3h 26m
Tue 10/610:44 am -
1 stop5h 05m
Deal found 8/22![Delta logo]()
$237
This United Airlines deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” 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 10/36:16 pm -
Nonstop1h 49m
Tue 10/65:50 pm -
Nonstop1h 41m
Deal found 8/22![United Airlines logo]()
$217
This Delta deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 9/232:47 pm -
1 stop6h 43m
Thu 10/11:55 pm -
1 stop6h 21m
Deal found 8/21![Delta logo]()
$237
This United Airlines deal was found by Cheapflights users on 8/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/89:04 am -
Nonstop1h 41m
Thu 10/156:55 am -
Nonstop1h 39m
Deal found 8/25![United Airlines logo]()
$217
This Southwest deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” 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 10/17:20 pm -
1 stop5h 35m
Sat 10/38:15 am -
Nonstop1h 10m
Deal found 8/22![Southwest logo]()
$167
This Delta deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” 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 11/128:05 am -
1 stop5h 15m
Sat 11/145:30 am -
1 stop4h 02m
Deal found 8/22![Delta logo]()
$237
This United Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 9/1611:00 am -
Nonstop1h 42m
Tue 9/295:50 pm -
Nonstop1h 41m
Deal found 8/21![United Airlines logo]()
$237
This Delta deal was found by Cheapflights users on 8/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/141:59 pm -
1 stop6h 12m
Sat 10/171:55 pm -
1 stop6h 18m
Deal found 8/25![Delta logo]()
$237
This Southwest deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” 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 9/177:00 pm -
Nonstop1h 10m
Mon 9/218:05 am -
Nonstop1h 20m
Deal found 8/23![Southwest logo]()
$181
This Delta deal was found by Cheapflights users on 8/24. 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.
Thu 11/123:14 pm -
1 stop3h 50m
Sat 11/145:29 pm -
1 stop4h 17m
Deal found 8/24![Delta logo]()
$237
This United Airlines deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” 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 10/712:39 pm -
Nonstop2h 00m
Wed 10/148:40 am -
Nonstop1h 50m
Deal found 8/22![United Airlines logo]()
$237
This Southwest deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” 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 9/217:00 pm -
Nonstop1h 10m
Mon 9/288:05 am -
Nonstop1h 20m
Deal found 8/22![Southwest logo]()
$181
This United Airlines deal was found by Cheapflights users on 8/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/285:00 pm -
Nonstop2h 00m
Wed 9/303:45 pm -
Nonstop1h 52m
Deal found 8/25![United Airlines logo]()
$237
This Delta deal was found by Cheapflights users on 8/24. 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.
Wed 2/1011:45 am -
1 stop5h 52m
Mon 2/151:35 pm -
1 stop5h 01m
Deal found 8/24![Delta logo]()
$240
This United Airlines deal was found by Cheapflights users on 8/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/306:01 am -
Nonstop1h 59m
Thu 12/313:42 pm -
Nonstop1h 55m
Deal found 8/25![United Airlines logo]()
$237
Last-minute flights from Kentucky to IllinoisDiscover last-minute flight deals from Kentucky to Illinois. Data last updated August 26, 2026 and is based on user searches.
Discover last-minute flight deals from Kentucky to Illinois. Data last updated August 26, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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.
Sat 9/123:14 pm -
1 stop20h 53m
Mon 9/145:19 pm -
1 stop23h 26m
Deal found 8/21![Frontier logo]()
$119
This Trip.com deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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.
Sat 9/123:14 pm -
1 stop20h 53m
Mon 9/142:00 pm -
1 stop4h 03m
Deal found 8/21![Multiple Airlines logo]()
$142
This Delta deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” 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 9/145:15 am -
1 stop3h 45m
Tue 9/157:05 am -
1 stop6h 13m
Deal found 8/23![Delta logo]()
$147
This CheapOair deal was found by Cheapflights users on 8/24. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/153:14 pm -
1 stop28h 03m
Thu 9/172:00 pm -
1 stop4h 03m
Deal found 8/24![Multiple Airlines logo]()
$153
This Southwest deal was found by Cheapflights users on 8/24. 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.
Thu 9/176:45 am -
Nonstop1h 10m
Mon 9/215:40 pm -
Nonstop1h 10m
Deal found 8/24![Southwest logo]()
$117
This Expedia deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1710:52 am -
1 stop5h 32m
Mon 9/215:19 pm -
1 stop23h 26m
Deal found 8/22![Frontier logo]()
$118
This Southwest deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 9/189:00 am -
Nonstop1h 10m
Fri 9/255:40 pm -
Nonstop1h 10m
Deal found 8/21![Southwest logo]()
$151
This CheapOair deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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.
Fri 9/188:32 pm -
1 stop22h 45m
Fri 9/255:19 pm -
1 stop15h 29m
Deal found 8/21![Frontier logo]()
$152
This Southwest deal was found by Cheapflights users on 8/24. 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.
Thu 9/245:40 am -
1 stop4h 50m
Tue 9/298:25 am -
1 stop5h 25m
Deal found 8/24![Southwest logo]()
$137
This Southwest deal was found by Cheapflights users on 8/25. 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.
Tue 9/297:15 pm -
Nonstop1h 10m
Thu 10/17:45 am -
Nonstop1h 10m
Deal found 8/25![Southwest logo]()
$157
This United Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/295:30 am -
Nonstop1h 29m
Wed 9/306:55 am -
Nonstop1h 25m
Deal found 8/21![United Airlines logo]()
$157
This Frontier deal was found by Cheapflights users on 8/25. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/295:16 pm -
1 stop8h 07m
Thu 10/18:55 pm -
1 stop8h 52m
Deal found 8/25![Frontier logo]()
$158
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 26, 2026.
Search for one-way flight options from Kentucky to Illinois. Find affordable one-way fares based on user searches. Data last updated August 26, 2026.
This Southwest deal was found by Cheapflights users on 8/25. 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.
Tue 9/225:50 pm -
Nonstop1h 10m
Deal found 8/25![Southwest logo]()
$59
This Frontier deal was found by Cheapflights users on 8/25. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/219:55 pm -
1 stop13h 37m
Deal found 8/25![Frontier logo]()
$65
This CheapOair deal was found by Cheapflights users on 8/25. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/243:14 pm -
1 stop28h 03m
Deal found 8/25![Frontier logo]()
$66
This Booking.com deal was found by Cheapflights users on 8/24. 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.
Fri 9/259:27 am -
1 stop7h 07m
Deal found 8/24![Frontier logo]()
$71
This Kiwi.com deal was found by Cheapflights users on 8/25. 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.
Tue 9/155:40 pm -
2 stops19h 30m
Deal found 8/25![Frontier logo]()
$73
This Southwest deal was found by Cheapflights users on 8/25. 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.
Sat 10/248:55 am -
1 stop7h 10m
Deal found 8/25![Southwest logo]()
$74
This Kiwi.com deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” 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 10/231:04 pm -
Nonstop1h 32m
Deal found 8/22![Allegiant Air logo]()
$75
This Southwest deal was found by Cheapflights users on 8/24. 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.
Fri 9/256:00 pm -
Nonstop1h 10m
Deal found 8/24![Southwest logo]()
$76
This Super.com deal was found by Cheapflights users on 8/26. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2812:43 pm -
1 stop6h 40m
Deal found 8/26![Frontier logo]()
$78
This Southwest deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” 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 10/228:30 am -
Nonstop1h 15m
Deal found 8/23![Southwest logo]()
$79
This United Airlines deal was found by Cheapflights users on 8/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1711:17 am -
Nonstop1h 35m
Deal found 8/25![United Airlines logo]()
$79
This CheapOair deal was found by Cheapflights users on 8/25. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1712:43 pm -
1 stop6h 03m
Deal found 8/25![Frontier logo]()
$80
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 26, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $117 (Southwest) |
One-way from | $59 (Southwest) |
Popular in | January |
Cheapest in | December |
Average price | $376 |
Good round-trip deal | $196 or less |
Good one-way deal | $179 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 7,457,451 searches. Data last updated August 26, 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
NashvilleSt. Louis
BNA Nashville Intl - STL Lambert-St Louis
BNASTL
Nashville Intl
Sat 9/12
7:00 am-8:15 am
Nonstop1h 15m
Lambert-St Louis
Mon 9/14
5:40 pm-6:50 pm
Nonstop1h 10m
$117
NashvilleSt. Louis
BNA Nashville Intl - STL Lambert-St Louis
BNASTL
Nashville Intl
Thu 9/17
10:00 am-3:20 pm
1 stop5h 20m
Lambert-St Louis
Mon 9/21
5:40 pm-6:50 pm
Nonstop1h 10m
$127
NashvilleSt. Louis
BNA Nashville Intl - STL Lambert-St Louis
BNASTL
Nashville Intl
Sat 10/3
8:55 am-4:05 pm
1 stop7h 10m
Lambert-St Louis
Sat 10/10
7:15 pm-8:25 pm
Nonstop1h 10m
$133
NashvilleSt. Louis
BNA Nashville Intl - STL Lambert-St Louis
BNASTL
Nashville Intl
Fri 1/1
8:10 am-1:15 pm
1 stop5h 05m
Lambert-St Louis
Tue 1/5
11:51 am-4:39 pm
1 stop4h 48m
$154
CincinnatiChicago
CVG Cincinnati Cinci./N. Kentucky - ORD Chicago O'Hare Intl
CVGORD
Cincinnati Cinci./N. Kentucky
Wed 9/30
9:00 am-9:36 am
Nonstop1h 36m
Chicago O'Hare Intl
Mon 10/5
6:55 am-9:20 am
Nonstop1h 25m
$157
CincinnatiChicago
CVG Cincinnati Cinci./N. Kentucky - ORD Chicago O'Hare Intl
CVGORD
Cincinnati Cinci./N. Kentucky
Tue 9/15
9:56 am-10:29 am
Nonstop1h 33m
Chicago O'Hare Intl
Wed 9/16
9:25 pm-11:58 pm
Nonstop1h 33m
$157
Quickest round-trip
CincinnatiChicago
CVG Cincinnati Cinci./N. Kentucky - MDW Chicago Midway
CVGMDW
Cincinnati Cinci./N. Kentucky
Tue 9/29
7:15 pm-7:25 pm
Nonstop1h 10m
Chicago Midway
Thu 10/1
7:45 am-9:55 am
Nonstop1h 10m
$157
CincinnatiChicago
CVG Cincinnati Cinci./N. Kentucky - MDW Chicago Midway
CVGMDW
Cincinnati Cinci./N. Kentucky
Sat 9/12
4:55 pm-5:05 pm
Nonstop1h 10m
Chicago Midway
Mon 9/14
8:05 am-10:25 am
Nonstop1h 20m
$157
CincinnatiChicago
CVG Cincinnati Cinci./N. Kentucky - MDW Chicago Midway
CVGMDW
Cincinnati Cinci./N. Kentucky
Tue 9/29
9:05 am-9:10 am
Nonstop1h 05m
Chicago Midway
Wed 9/30
5:55 pm-8:15 pm
Nonstop1h 20m
$157
NashvilleSt. Louis
BNA Nashville Intl - STL Lambert-St Louis
BNASTL
Nashville Intl
Fri 10/16
1:04 pm-7:15 pm
1 stop6h 11m
Lambert-St Louis
Sun 10/18
2:00 pm-6:03 pm
1 stop4h 03m
$164
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
TYS-MDW
CVG-ORD
CVG-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
TYS-MDW
CVG-ORD
CVG-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 26, 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 35% 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 26, 2026.
The most flights from USKY to USIL are scheduled on a Monday (38 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (15 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 $278 and $438 in October.The cheapest round-trip price found within the last 5 days was $217 on American Airlines (Oct 22-Oct 24).
How far ahead should I book a flight from Kentucky to Illinois?
The best time to book flights from Kentucky to Illinois is 53 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 22, 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 26, 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.
Entertainment
7.5
Overall
8.0
Comfort
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Overall
8.0
Comfort
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Overall
8.0
Comfort
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Overall
8.0
Comfort
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Overall
8.0
Comfort
8.0
Boarding
8.1
Food
7.0
Crew
8.6
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 26, 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 7,457,451 searches. Data last updated August 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$97 | Average$315 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$104 | Average$170 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$157 | Average$315 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$171 | Average$293 | FlexibilityNo cancel fee | On-time71% |