$50+ Cheap flights from Illinois to Kentucky
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/19. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SDF
Sep 4 — Sep 111
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 August 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 August 5, 2026.
This Southwest deal was found by Cheapflights users on 8/4. 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 9/35:40 pm -
Nonstop1h 10m
Sun 9/68:10 am -
Nonstop1h 15m
Deal found 8/4![Southwest logo]()
$134
This Southwest deal was found by Cheapflights users on 8/1. 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.
Sat 8/2911:25 am -
1 stop5h 05m
Sat 9/57:00 am -
Nonstop1h 15m
Deal found 8/1![Southwest logo]()
$143
This Southwest deal was found by Cheapflights users on 8/3. 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 9/35:40 pm -
Nonstop1h 10m
Thu 9/109:05 am -
Nonstop1h 10m
Deal found 8/3![Southwest logo]()
$151
This CheapOair deal was found by Cheapflights users on 8/4. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/215:19 pm -
1 stop23h 26m
Wed 9/235:40 pm -
1 stop24h 14m
Deal found 8/4![Frontier logo]()
$152
This Trip.com deal was found by Cheapflights users on 8/4. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/162:00 pm -
1 stop4h 03m
Fri 9/188:32 pm -
1 stop22h 45m
Deal found 8/4![Multiple Airlines logo]()
$156
This Southwest deal was found by Cheapflights users on 8/4. 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.
Sat 9/58:00 am -
Nonstop1h 25m
Sun 9/67:30 pm -
Nonstop1h 10m
Deal found 8/4![Southwest logo]()
$157
This United Airlines deal was found by Cheapflights users on 8/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/59:00 am -
Nonstop1h 26m
Sun 9/66:26 pm -
Nonstop1h 34m
Deal found 8/5![United Airlines logo]()
$157
This American Airlines deal was found by Cheapflights users on 8/3. 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.
Sat 9/56:55 pm -
Nonstop1h 23m
Sun 9/66:00 am -
Nonstop1h 36m
Deal found 8/3![American Airlines logo]()
$158
This Kissandfly.com deal was found by Cheapflights users on 8/4. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/32:00 pm -
1 stop4h 03m
Thu 9/109:30 am -
1 stop3h 51m
Deal found 8/4![Southern / Mokulele logo]()
$159
This Southwest deal was found by Cheapflights users on 8/4. 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.
Sat 8/2911:25 am -
1 stop5h 05m
Tue 9/18:55 pm -
Nonstop1h 15m
Deal found 8/4![Southwest logo]()
$160
This Delta deal was found by Cheapflights users on 8/4. 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 12/1010:00 am -
1 stop6h 09m
Sat 12/1210:54 am -
1 stop5h 38m
Deal found 8/4![Delta logo]()
$161
This Mytrip deal was found by Cheapflights users on 8/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/132:49 pm -
Nonstop1h 30m
Sun 8/161:23 pm -
Nonstop1h 36m
Deal found 8/1![Allegiant Air logo]()
$164
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 August 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 August 5, 2026.
This Southwest deal was found by Cheapflights users on 8/1. 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.
Sat 8/296:50 am -
2 stops5h 45m
Sat 9/57:00 am -
Nonstop1h 15m
Deal found 8/1![Southwest logo]()
$149
This United Airlines deal was found by Cheapflights users on 8/3. 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.
Sat 9/59:00 am -
Nonstop1h 26m
Sun 9/66:26 pm -
Nonstop1h 34m
Deal found 8/3![United Airlines logo]()
$157
This Delta deal was found by Cheapflights users on 8/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/111:00 am -
1 stop6h 20m
Thu 9/312:30 pm -
1 stop3h 47m
Deal found 8/5![Delta logo]()
$161
This Southern / Mokulele deal was found by Cheapflights users on 8/1. 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 Southern / Mokulele is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/249:50 am -
1 stop3h 58m
Mon 12/282:35 pm -
1 stop4h 01m
Deal found 8/1![Southern / Mokulele logo]()
$172
This American Airlines deal was found by Cheapflights users on 8/5. 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.
Thu 9/312:54 pm -
Nonstop1h 22m
Thu 9/1010:30 am -
Nonstop1h 40m
Deal found 8/5![American Airlines logo]()
$205
This Frontier deal was found by Cheapflights users on 8/5. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/39:20 am -
1 stop6h 35m
Thu 9/105:16 pm -
1 stop8h 07m
Deal found 8/5![Frontier logo]()
$211
This Kiwi.com deal was found by Cheapflights users on 8/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1612:30 pm -
1 stop3h 40m
Fri 9/185:40 pm -
2 stops24h 43m
Deal found 8/5![Multiple Airlines logo]()
$298
This Southwest deal was found by Cheapflights users on 8/3. 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 9/35:40 pm -
Nonstop1h 10m
Thu 9/109:05 am -
Nonstop1h 10m
Deal found 8/3![Southwest logo]()
$151
This Delta deal was found by Cheapflights users on 8/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1010:00 am -
1 stop6h 09m
Sat 12/1210:54 am -
1 stop5h 38m
Deal found 8/2![Delta logo]()
$161
This Southwest deal was found by Cheapflights users on 8/3. 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.
Sat 10/107:15 pm -
Nonstop1h 10m
Mon 10/196:30 am -
Nonstop1h 15m
Deal found 8/3![Southwest logo]()
$151
This Southern / Mokulele deal was found by Cheapflights users on 8/4. 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 Southern / Mokulele is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/22:00 pm -
1 stop4h 03m
Tue 9/89:30 am -
1 stop3h 51m
Deal found 8/4![Southern / Mokulele logo]()
$172
This Southwest deal was found by Cheapflights users on 8/2. 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.
Wed 9/22:45 pm -
Nonstop1h 10m
Tue 9/86:45 am -
Nonstop1h 10m
Deal found 8/2![Southwest logo]()
$151
This Delta deal was found by Cheapflights users on 8/3. 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.
Sat 9/56:59 am -
1 stop5h 43m
Sun 9/66:10 am -
1 stop5h 32m
Deal found 8/3![Delta logo]()
$177
This Southwest deal was found by Cheapflights users on 8/3. 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 8/315:10 am -
1 stop5h 20m
Mon 9/76:45 am -
Nonstop1h 10m
Deal found 8/3![Southwest logo]()
$161
This United Airlines deal was found by Cheapflights users on 8/1. 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.
Sat 10/108:40 am -
Nonstop1h 50m
Mon 10/126:00 am -
Nonstop2h 00m
Deal found 8/1![United Airlines logo]()
$235
This Southwest deal was found by Cheapflights users on 8/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/210:15 am -
Nonstop1h 10m
Wed 9/98:05 am -
1 stop4h 50m
Deal found 8/5![Southwest logo]()
$161
This United Airlines deal was found by Cheapflights users on 8/1. 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 10/86:55 am -
Nonstop1h 45m
Mon 10/125:00 pm -
Nonstop2h 00m
Deal found 8/1![United Airlines logo]()
$235
This American Airlines deal was found by Cheapflights users on 8/1. 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.
Thu 9/108:10 am -
Nonstop1h 32m
Sun 9/136:01 pm -
Nonstop1h 58m
Deal found 8/1![American Airlines logo]()
$259
This Southwest deal was found by Cheapflights users on 8/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/16:30 am -
1 stop4h 00m
Thu 9/36:00 pm -
Nonstop1h 10m
Deal found 8/5![Southwest logo]()
$161
This Expedia deal was found by Cheapflights users on 8/5. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/209:20 am -
1 stop6h 35m
Fri 8/217:15 am -
1 stop16h 53m
Deal found 8/5![Frontier logo]()
$284
This United Airlines deal was found by Cheapflights users on 8/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/229:30 pm -
Nonstop1h 33m
Fri 9/2510:50 am -
Nonstop1h 34m
Deal found 8/5![United Airlines logo]()
$239
This American Airlines deal was found by Cheapflights users on 8/5. 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.
Sat 10/175:00 am -
1 stop4h 23m
Tue 10/204:42 pm -
Nonstop2h 02m
Deal found 8/5![American Airlines logo]()
$269
This Delta deal was found by Cheapflights users on 8/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/265:30 am -
1 stop6h 08m
Wed 9/309:30 am -
1 stop7h 07m
Deal found 8/5![Delta logo]()
$255
This Southwest deal was found by Cheapflights users on 8/3. 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.
Sat 9/52:25 pm -
1 stop3h 30m
Sun 9/66:00 pm -
1 stop5h 45m
Deal found 8/3![Southwest logo]()
$177
This American Airlines deal was found by Cheapflights users on 8/5. 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.
Fri 9/252:57 pm -
Nonstop1h 34m
Sat 9/267:18 pm -
1 stop5h 43m
Deal found 8/5![American Airlines logo]()
$269
This United Airlines deal was found by Cheapflights users on 8/3. 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.
Fri 9/43:40 pm -
Nonstop1h 52m
Sun 9/611:16 am -
Nonstop1h 57m
Deal found 8/3![United Airlines logo]()
$254
This Delta deal was found by Cheapflights users on 8/4. 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 10/215:29 pm -
1 stop5h 09m
Sat 10/246:10 am -
1 stop6h 49m
Deal found 8/4![Delta logo]()
$255
This Delta deal was found by Cheapflights users on 8/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/85:10 pm -
1 stop5h 08m
Sat 9/128:00 am -
1 stop6h 29m
Deal found 8/2![Delta logo]()
$255
This United Airlines deal was found by Cheapflights users on 8/3. 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.
Tue 9/110:29 am -
Nonstop1h 48m
Sun 9/67:00 am -
Nonstop1h 56m
Deal found 8/3![United Airlines logo]()
$259
This Southwest deal was found by Cheapflights users on 8/1. 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 9/155:55 pm -
Nonstop1h 20m
Wed 9/167:15 pm -
Nonstop1h 10m
Deal found 8/1![Southwest logo]()
$205
Last-minute flights from Illinois to KentuckyDiscover last-minute flight deals from Illinois to Kentucky. Data last updated August 5, 2026 and is based on user searches.
Discover last-minute flight deals from Illinois to Kentucky. Data last updated August 5, 2026 and is based on user searches.
This Mytrip deal was found by Cheapflights users on 8/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/132:49 pm -
Nonstop1h 30m
Sun 8/161:23 pm -
Nonstop1h 36m
Deal found 8/1![Allegiant Air logo]()
$164
This Southwest deal was found by Cheapflights users on 8/1. 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.
Sat 8/2911:25 am -
1 stop5h 05m
Sat 9/57:00 am -
Nonstop1h 15m
Deal found 8/1![Southwest logo]()
$143
This Southwest deal was found by Cheapflights users on 8/4. 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.
Sat 8/2911:25 am -
1 stop5h 05m
Tue 9/18:55 pm -
Nonstop1h 15m
Deal found 8/4![Southwest logo]()
$160
This Southwest deal was found by Cheapflights users on 8/4. 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 9/35:40 pm -
Nonstop1h 10m
Sun 9/68:10 am -
Nonstop1h 15m
Deal found 8/4![Southwest logo]()
$134
This Southwest deal was found by Cheapflights users on 8/3. 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 9/35:40 pm -
Nonstop1h 10m
Thu 9/109:05 am -
Nonstop1h 10m
Deal found 8/3![Southwest logo]()
$151
This Kissandfly.com deal was found by Cheapflights users on 8/4. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/32:00 pm -
1 stop4h 03m
Thu 9/109:30 am -
1 stop3h 51m
Deal found 8/4![Southern / Mokulele logo]()
$159
This Southwest deal was found by Cheapflights users on 8/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/35:40 pm -
Nonstop1h 10m
Wed 9/912:00 pm -
1 stop5h 55m
Deal found 8/5![Southwest logo]()
$161
This Southwest deal was found by Cheapflights users on 8/4. 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.
Sat 9/58:00 am -
Nonstop1h 25m
Sun 9/67:30 pm -
Nonstop1h 10m
Deal found 8/4![Southwest logo]()
$157
This United Airlines deal was found by Cheapflights users on 8/4. 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.
Sat 9/54:38 pm -
Nonstop1h 33m
Sun 9/69:00 am -
Nonstop1h 33m
Deal found 8/4![United Airlines logo]()
$157
This American Airlines deal was found by Cheapflights users on 8/3. 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.
Sat 9/56:55 pm -
Nonstop1h 23m
Sun 9/66:00 am -
Nonstop1h 36m
Deal found 8/3![American Airlines logo]()
$158
This Trip.com deal was found by Cheapflights users on 8/4. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/162:00 pm -
1 stop4h 03m
Fri 9/188:32 pm -
1 stop22h 45m
Deal found 8/4![Multiple Airlines logo]()
$156
This CheapOair deal was found by Cheapflights users on 8/4. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/215:19 pm -
1 stop23h 26m
Wed 9/235:40 pm -
1 stop24h 14m
Deal found 8/4![Frontier logo]()
$152
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 August 5, 2026.
Search for one-way flight options from Illinois to Kentucky. Find affordable one-way fares based on user searches. Data last updated August 5, 2026.
This CheapOair deal was found by Cheapflights users on 8/3. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/191:26 pm -
Nonstop1h 25m
Deal found 8/3![Allegiant Air logo]()
$50
This Southwest deal was found by Cheapflights users on 8/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/113:45 pm -
Nonstop1h 10m
Deal found 8/5![Southwest logo]()
$59
This Southwest deal was found by Cheapflights users on 8/4. 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.
Tue 9/2210:15 am -
Nonstop1h 10m
Deal found 8/4![Southwest logo]()
$76
This Booking.com deal was found by Cheapflights users on 8/1. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/295:02 pm -
1 stop17h 15m
Deal found 8/1![Frontier logo]()
$77
This Super.com deal was found by Cheapflights users on 8/4. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/132:49 pm -
Nonstop1h 30m
Deal found 8/4![Allegiant Air logo]()
$78
This Southwest deal was found by Cheapflights users on 8/4. 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 9/118:05 am -
Nonstop1h 20m
Deal found 8/4![Southwest logo]()
$79
This American Airlines deal was found by Cheapflights users on 8/3. 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.
Fri 9/119:30 pm -
Nonstop1h 22m
Deal found 8/3![American Airlines logo]()
$79
This Delta deal was found by Cheapflights users on 8/4. 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.
Sat 9/55:23 pm -
1 stop5h 40m
Deal found 8/4![Delta logo]()
$79
This Trip.com deal was found by Cheapflights users on 8/4. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/172:00 pm -
1 stop4h 03m
Deal found 8/4![Southern / Mokulele logo]()
$80
This Delta deal was found by Cheapflights users on 8/4. 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.
Tue 9/16:00 am -
1 stop5h 23m
Deal found 8/4![Delta logo]()
$81
This CheapOair deal was found by Cheapflights users on 8/3. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/198:34 pm -
1 stop13h 38m
Deal found 8/3![Frontier logo]()
$82
This CheapOair deal was found by Cheapflights users on 8/3. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/232:26 pm -
Nonstop1h 25m
Deal found 8/3![Allegiant Air logo]()
$82
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 August 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $134 (Southwest) |
One-way from | $50 (CheapOair) |
Popular in | May |
Cheapest in | December |
Average price | $315 |
Good round-trip deal | $194 or less |
Good one-way deal | $141 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 2,558,603 searches. Data last updated August 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
St. LouisNashville
STL Lambert-St Louis - BNA Nashville Intl
STLBNA
Lambert-St Louis
Sat 8/29
6:50 am-12:35 pm
2 stops5h 45m
Nashville Intl
Sat 9/5
7:00 am-8:15 am
Nonstop1h 15m
$149
Quickest round-trip
St. LouisNashville
STL Lambert-St Louis - BNA Nashville Intl
STLBNA
Lambert-St Louis
Thu 9/3
5:40 pm-6:50 pm
Nonstop1h 10m
Nashville Intl
Thu 9/10
9:05 am-10:15 am
Nonstop1h 10m
$151
St. LouisNashville
STL Lambert-St Louis - BNA Nashville Intl
STLBNA
Lambert-St Louis
Sat 10/10
7:15 pm-8:25 pm
Nonstop1h 10m
Nashville Intl
Mon 10/19
6:30 am-7:45 am
Nonstop1h 15m
$151
St. LouisNashville
STL Lambert-St Louis - BNA Nashville Intl
STLBNA
Lambert-St Louis
Wed 9/2
2:45 pm-3:55 pm
Nonstop1h 10m
Nashville Intl
Tue 9/8
6:45 am-7:55 am
Nonstop1h 10m
$151
ChicagoCincinnati
ORD Chicago O'Hare Intl - CVG Cincinnati Cinci./N. Kentucky
ORDCVG
Chicago O'Hare Intl
Sat 9/5
9:00 am-11:26 am
Nonstop1h 26m
Cincinnati Cinci./N. Kentucky
Sun 9/6
6:26 pm-7:00 pm
Nonstop1h 34m
$157
St. LouisNashville
STL Lambert-St Louis - BNA Nashville Intl
STLBNA
Lambert-St Louis
Tue 9/1
11:00 am-5:20 pm
1 stop6h 20m
Nashville Intl
Thu 9/3
12:30 pm-4:17 pm
1 stop3h 47m
$161
St. LouisNashville
STL Lambert-St Louis - BNA Nashville Intl
STLBNA
Lambert-St Louis
Thu 12/10
10:00 am-4:09 pm
1 stop6h 09m
Nashville Intl
Sat 12/12
10:54 am-4:32 pm
1 stop5h 38m
$161
St. LouisNashville
STL Lambert-St Louis - BNA Nashville Intl
STLBNA
Lambert-St Louis
Mon 8/31
5:10 am-10:30 am
1 stop5h 20m
Nashville Intl
Mon 9/7
6:45 am-7:55 am
Nonstop1h 10m
$161
St. LouisNashville
STL Lambert-St Louis - BNA Nashville Intl
STLBNA
Lambert-St Louis
Wed 9/2
10:15 am-11:25 am
Nonstop1h 10m
Nashville Intl
Wed 9/9
8:05 am-12:55 pm
1 stop4h 50m
$161
St. LouisNashville
STL Lambert-St Louis - BNA Nashville Intl
STLBNA
Lambert-St Louis
Tue 9/1
6:30 am-10:30 am
1 stop4h 00m
Nashville Intl
Thu 9/3
6:00 pm-7:10 pm
Nonstop1h 10m
$161
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.
MDW-TYS
STL-BNA
MDW-CVG
ORD-CVG
ORD-BNA
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Illinois to Kentucky
USIL-USKY
MDW-TYS
STL-BNA
MDW-CVG
ORD-CVG
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 $257). 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 August 5, 2026.
It’s optimal to fly from Illinois to Kentucky in the morning. By choosing this option you can save up to 31% 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 August 5, 2026.
The most flights from USIL to USKY are scheduled on a Tuesday (36 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (11 on average).
How much does it cost to fly round-trip from Illinois to Kentucky?
Airfare is typical for this route at the moment.
Illinois to Kentucky flights typically cost between $151 and $388 in September.The cheapest round-trip price found within the last 5 days was $217 on United Airlines (Sep 5-Sep 6).
How far ahead should I book a flight from Illinois to Kentucky?
The best time to book flights from Illinois to Kentucky is 82 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 August 1, 2026.
Travelers seeking maximum savings on their Illinois to Kentucky flight should consider departing on Sunday mornings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
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 August 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.
Boarding
8.1
Food
7.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Boarding
8.1
Food
7.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Boarding
8.1
Food
7.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Boarding
8.1
Food
7.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Boarding
8.1
Food
7.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
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 August 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 2,558,603 searches. Data last updated August 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$104 | Average$153 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$129 | Average$360 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$137 | Average$351 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$139 | Average$319 | FlexibilityNo cancel fee | On-time71% |