$52+ 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 5/28. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SDF
Apr 19 — Apr 261
Round-trip
1 adult, Economy
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Find cheap flights from Illinois to Kentucky with Cheapflights
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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 March 20, 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 March 20, 2026.
This Southwest deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 4/72:30 pm
STL
- BNA
Nonstop1h 10m
Southwest
Tue 4/78:40 pm
BNA
- STL
Nonstop1h 20m
Southwest
Deal found 3/16![Southwest logo]()
$117
This Southwest deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” 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 4/98:45 pm
STL
- BNA
Nonstop1h 10m
Southwest
Mon 4/139:55 pm
BNA
- STL
Nonstop1h 20m
Southwest
Deal found 3/18![Southwest logo]()
$137
This SmartFares deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/29:50 am
STL
- BNA
1 stop3h 58m
Southern / Mokulele
Sun 5/32:35 pm
BNA
- STL
1 stop4h 01m
Southern / Mokulele
Deal found 3/20![Southern / Mokulele logo]()
$151
This Southwest deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 4/138:45 pm
STL
- BNA
Nonstop1h 10m
Southwest
Tue 4/1412:40 pm
BNA
- STL
2 stops5h 15m
Southwest
Deal found 3/16![Southwest logo]()
$152
This Trip.com deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” 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 4/179:50 am
STL
- BNA
1 stop3h 58m
Southern / Mokulele
Mon 4/202:35 pm
BNA
- STL
1 stop4h 01m
Southern / Mokulele
Deal found 3/17![Southern / Mokulele logo]()
$153
This Trip.com deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” 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.
Thu 4/99:50 am
STL
- BNA
1 stop3h 58m
Southern / Mokulele
Mon 4/132:35 pm
BNA
- STL
1 stop4h 01m
Southern / Mokulele
Deal found 3/18![Southern / Mokulele logo]()
$155
This Kiwi.com deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” 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 4/151:27 pm
ORD
- TYS
1 stop30h 15m
Multiple Airlines
Wed 4/224:25 pm
TYS
- ORD
1 stop8h 59m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$197
This Kiwi.com deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 4/136:10 pm
ORD
- CVG
2 stops28h 10m
Multiple Airlines
Mon 4/207:46 pm
CVG
- ORD
1 stop14h 54m
Multiple Airlines
Deal found 3/16![Multiple Airlines logo]()
$208
This Southwest deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” 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 4/182:15 pm
MDW
- CVG
1 stop5h 30m
Southwest
Mon 4/204:00 pm
CVG
- MDW
1 stop7h 20m
Southwest
Deal found 3/17![Southwest logo]()
$211
This United Airlines deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” 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 4/96:59 am
ORD
- CVG
Nonstop1h 24m
United Airlines
Mon 4/136:15 pm
CVG
- ORD
Nonstop1h 36m
United Airlines
Deal found 3/15![United Airlines logo]()
$211
This Southwest deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 4/67:15 pm
MDW
- CVG
Nonstop1h 15m
Southwest
Tue 4/77:05 am
CVG
- MDW
2 stops9h 40m
Southwest
Deal found 3/16![Southwest logo]()
$212
This CheapOair deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” 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 4/176:04 pm
ORD
- BNA
1 stop22h 54m
Frontier
Mon 4/202:00 pm
BNA
- ORD
1 stop10h 59m
Frontier
Deal found 3/18![Frontier logo]()
$212
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 March 20, 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 March 20, 2026.
This Southwest deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 4/72:30 pm
STL
- BNA
Nonstop1h 10m
Southwest
Tue 4/78:40 pm
BNA
- STL
Nonstop1h 20m
Southwest
Deal found 3/16![Southwest logo]()
$117
This Southern / Mokulele deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 8/279:50 am
STL
- BNA
1 stop3h 58m
Southern / Mokulele
Sun 8/302:35 pm
BNA
- STL
1 stop4h 01m
Southern / Mokulele
Deal found 3/16![Southern / Mokulele logo]()
$172
This American Airlines deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” 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 4/251:23 pm
ORD
- LEX
Nonstop1h 34m
American Airlines
Tue 4/287:00 am
LEX
- ORD
Nonstop1h 55m
American Airlines
Deal found 3/15![American Airlines logo]()
$229
This Delta deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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 5/197:00 am
ORD
- CVG
1 stop5h 27m
Delta
Thu 5/218:10 am
CVG
- ORD
1 stop5h 51m
Delta
Deal found 3/19![Delta logo]()
$235
This United Airlines deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” 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 5/112:05 pm
ORD
- TYS
Nonstop1h 49m
United Airlines
Thu 5/216:30 am
TYS
- ORD
Nonstop1h 59m
United Airlines
Deal found 3/15![United Airlines logo]()
$249
This Southwest deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” 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 4/292:30 pm
STL
- BNA
Nonstop1h 10m
Southwest
Wed 5/68:40 pm
BNA
- STL
Nonstop1h 20m
Southwest
Deal found 3/15![Southwest logo]()
$137
This Southwest deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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 4/98:45 pm
STL
- BNA
Nonstop1h 10m
Southwest
Mon 4/139:55 pm
BNA
- STL
Nonstop1h 20m
Southwest
Deal found 3/19![Southwest logo]()
$137
This Southern / Mokulele deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” 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.
Sat 5/99:50 am
STL
- BNA
1 stop3h 58m
Southern / Mokulele
Tue 5/122:35 pm
BNA
- STL
1 stop4h 01m
Southern / Mokulele
Deal found 3/18![Southern / Mokulele logo]()
$172
This Southwest deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” 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 4/202:10 pm
STL
- BNA
Nonstop1h 10m
Southwest
Wed 4/2212:40 pm
BNA
- STL
2 stops5h 15m
Southwest
Deal found 3/15![Southwest logo]()
$152
This United Airlines deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” 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 4/176:55 am
ORD
- LEX
Nonstop1h 25m
United Airlines
Mon 4/279:00 pm
LEX
- ORD
Nonstop1h 47m
United Airlines
Deal found 3/18![United Airlines logo]()
$249
This Delta deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” 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 5/11:36 pm
ORD
- CVG
2 stops9h 35m
Delta
Tue 5/51:36 pm
CVG
- ORD
2 stops8h 04m
Delta
Deal found 3/17![Delta logo]()
$259
This United Airlines deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” 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 6/205:51 pm
ORD
- LEX
Nonstop1h 37m
United Airlines
Thu 7/27:44 pm
LEX
- ORD
Nonstop1h 51m
United Airlines
Deal found 3/18![United Airlines logo]()
$249
This Southwest deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” 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 4/295:00 pm
MDW
- CVG
1 stop4h 55m
Southwest
Wed 5/65:50 pm
CVG
- MDW
1 stop5h 25m
Southwest
Deal found 3/15![Southwest logo]()
$211
This United Airlines deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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 6/197:49 pm
ORD
- LEX
Nonstop1h 41m
United Airlines
Sun 6/219:00 am
LEX
- ORD
Nonstop1h 45m
United Airlines
Deal found 3/19![United Airlines logo]()
$249
This Delta deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” 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 5/65:15 am
ORD
- TYS
1 stop5h 02m
Delta
Thu 5/711:44 am
TYS
- ORD
1 stop5h 45m
Delta
Deal found 3/17![Delta logo]()
$279
This KAYAK deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” 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 4/135:06 pm
ORD
- BNA
Nonstop1h 47m
American Airlines
Thu 4/165:14 am
BNA
- ORD
1 stop7h 22m
American Airlines
Deal found 3/15![American Airlines logo]()
$310
This Southwest deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” 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 5/17:00 pm
MDW
- CVG
Nonstop1h 10m
Southwest
Tue 5/57:35 pm
CVG
- MDW
Nonstop1h 15m
Southwest
Deal found 3/17![Southwest logo]()
$229
This Delta deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” 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 4/211:36 pm
ORD
- SDF
2 stops9h 23m
Delta
Sat 4/251:00 pm
SDF
- ORD
1 stop6h 48m
Delta
Deal found 3/17![Delta logo]()
$289
This United Airlines deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 5/276:07 pm
ORD
- TYS
Nonstop1h 49m
United Airlines
Sun 5/316:30 am
TYS
- ORD
Nonstop1h 59m
United Airlines
Deal found 3/16![United Airlines logo]()
$264
This American Airlines deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/12:02 pm
MLI
- BNA
2 stops7h 21m
American Airlines
Sat 4/45:10 am
BNA
- MLI
1 stop7h 01m
American Airlines
Deal found 3/20![American Airlines logo]()
$344
This Southwest deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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 5/197:50 am
MDW
- CVG
2 stops8h 15m
Southwest
Thu 5/216:50 pm
CVG
- MDW
1 stop5h 40m
Southwest
Deal found 3/19![Southwest logo]()
$240
This United Airlines deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” 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 4/211:00 pm
ORD
- CVG
Nonstop1h 25m
United Airlines
Sat 4/252:08 pm
CVG
- ORD
Nonstop1h 36m
United Airlines
Deal found 3/15![United Airlines logo]()
$271
This Delta deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” 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 4/181:29 pm
ORD
- TYS
1 stop6h 51m
Delta
Sun 4/195:40 am
TYS
- ORD
1 stop3h 57m
Delta
Deal found 3/17![Delta logo]()
$299
This Delta deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” 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 5/279:49 am
ORD
- LEX
1 stop6h 24m
Delta
Mon 6/18:20 pm
LEX
- ORD
1 stop4h 39m
Delta
Deal found 3/15![Delta logo]()
$299
This Southwest deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” 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 4/181:55 pm
ORD
- TYS
1 stop3h 35m
Southwest
Wed 4/227:05 am
TYS
- ORD
1 stop6h 45m
Southwest
Deal found 3/15![Southwest logo]()
$249
This United Airlines deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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 4/186:45 am
ORD
- SDF
Nonstop1h 27m
United Airlines
Mon 4/2010:00 am
SDF
- ORD
Nonstop1h 38m
United Airlines
Deal found 3/19![United Airlines logo]()
$274
This Delta deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 7/111:10 am
ORD
- LEX
1 stop5h 00m
Delta
Fri 7/107:45 pm
LEX
- ORD
1 stop5h 10m
Delta
Deal found 3/16![Delta logo]()
$299
This United Airlines deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” 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 6/54:32 pm
ORD
- LEX
Nonstop1h 37m
United Airlines
Sun 6/77:44 pm
LEX
- ORD
Nonstop1h 51m
United Airlines
Deal found 3/17![United Airlines logo]()
$277
This Southwest deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 4/149:10 am
MDW
- TYS
2 stops9h 30m
Southwest
Tue 4/2112:50 pm
TYS
- MDW
1 stop5h 40m
Southwest
Deal found 3/16![Southwest logo]()
$254
This Delta deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 8/2010:35 am
MDW
- TYS
1 stop6h 42m
Delta
Sun 8/237:30 am
TYS
- MDW
1 stop6h 00m
Delta
Deal found 3/16![Delta logo]()
$299
Last-minute flights from Illinois to KentuckyDiscover last-minute flight deals from Illinois to Kentucky. Data last updated March 20, 2026 and is based on user searches.
Discover last-minute flight deals from Illinois to Kentucky. Data last updated March 20, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 4/67:15 pm
MDW
- CVG
Nonstop1h 15m
Southwest
Tue 4/77:05 am
CVG
- MDW
2 stops9h 40m
Southwest
Deal found 3/16![Southwest logo]()
$212
This Southwest deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 4/72:30 pm
STL
- BNA
Nonstop1h 10m
Southwest
Tue 4/78:40 pm
BNA
- STL
Nonstop1h 20m
Southwest
Deal found 3/16![Southwest logo]()
$117
This Southwest deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” 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 4/98:45 pm
STL
- BNA
Nonstop1h 10m
Southwest
Mon 4/136:35 am
BNA
- STL
Nonstop1h 20m
Southwest
Deal found 3/18![Southwest logo]()
$137
This Trip.com deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” 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.
Thu 4/99:50 am
STL
- BNA
1 stop3h 58m
Southern / Mokulele
Mon 4/132:35 pm
BNA
- STL
1 stop4h 01m
Southern / Mokulele
Deal found 3/18![Southern / Mokulele logo]()
$155
This United Airlines deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” 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 4/96:59 am
ORD
- CVG
Nonstop1h 24m
United Airlines
Mon 4/136:15 pm
CVG
- ORD
Nonstop1h 36m
United Airlines
Deal found 3/15![United Airlines logo]()
$211
This Southwest deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 4/138:45 pm
STL
- BNA
Nonstop1h 10m
Southwest
Tue 4/1412:40 pm
BNA
- STL
2 stops5h 15m
Southwest
Deal found 3/16![Southwest logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 4/136:10 pm
ORD
- CVG
2 stops28h 10m
Multiple Airlines
Mon 4/207:46 pm
CVG
- ORD
1 stop14h 54m
Multiple Airlines
Deal found 3/16![Multiple Airlines logo]()
$208
This Kiwi.com deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” 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 4/151:27 pm
ORD
- TYS
1 stop30h 15m
Multiple Airlines
Wed 4/224:25 pm
TYS
- ORD
1 stop8h 59m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$197
This Trip.com deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” 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 4/179:50 am
STL
- BNA
1 stop3h 58m
Southern / Mokulele
Mon 4/202:35 pm
BNA
- STL
1 stop4h 01m
Southern / Mokulele
Deal found 3/17![Southern / Mokulele logo]()
$153
This CheapOair deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” 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 4/178:39 am
STL
- BNA
1 stop10h 02m
Multiple Airlines
Mon 4/202:35 pm
BNA
- STL
1 stop4h 01m
Multiple Airlines
Deal found 3/20![Multiple Airlines logo]()
$164
This CheapOair deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” 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 4/176:04 pm
ORD
- BNA
1 stop22h 54m
Frontier
Mon 4/202:00 pm
BNA
- ORD
1 stop10h 59m
Frontier
Deal found 3/18![Frontier logo]()
$212
This Southwest deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” 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 4/182:15 pm
MDW
- CVG
1 stop5h 30m
Southwest
Mon 4/204:00 pm
CVG
- MDW
1 stop7h 20m
Southwest
Deal found 3/17![Southwest logo]()
$211
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 March 20, 2026.
Search for one-way flight options from Illinois to Kentucky. Find affordable one-way fares based on user searches. Data last updated March 20, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/282:47 pm
MDW
- TYS
Nonstop1h 26m
Allegiant Air
Deal found 3/17![Allegiant Air logo]()
$52
This Southwest deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” 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 4/2211:35 am
STL
- BNA
Nonstop1h 10m
Southwest
Deal found 3/17![Southwest logo]()
$59
This Kiwi.com deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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.
Thu 6/112:46 pm
MDW
- TYS
Nonstop1h 28m
Allegiant Air
Deal found 3/19![Allegiant Air logo]()
$63
This Cheapflightsfares deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/212:47 pm
MDW
- TYS
Nonstop1h 26m
Allegiant Air
Deal found 3/16![Allegiant Air logo]()
$67
This Southwest deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” 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 4/168:45 pm
STL
- BNA
Nonstop1h 10m
Southwest
Deal found 3/17![Southwest logo]()
$69
This Frontier deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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.
Wed 5/203:55 pm
ORD
- CVG
1 stop6h 45m
Frontier
Deal found 3/19![Frontier logo]()
$70
This Kiwi.com deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” 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 4/152:15 pm
MDW
- CVG
1 stop26h 18m
Frontier
Deal found 3/18![Frontier logo]()
$72
This Kiwi.com deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” 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 5/25:50 am
ORD
- CVG
1 stop11h 46m
Frontier
Deal found 3/20![Frontier logo]()
$72
This Kiwi.com deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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.
Thu 4/2311:28 am
ORD
- CVG
1 stop5h 05m
Multiple Airlines
Deal found 3/19![Multiple Airlines logo]()
$73
This Kiwi.com deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 5/136:00 am
MDW
- CVG
1 stop28h 04m
Frontier
Deal found 3/16![Frontier logo]()
$75
This Kiwi.com deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” 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 4/156:08 pm
ORD
- CVG
1 stop22h 25m
Frontier
Deal found 3/17![Frontier logo]()
$75
This Kiwi.com deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 5/136:55 am
ORD
- CVG
1 stop27h 09m
Frontier
Deal found 3/16![Frontier logo]()
$76
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 March 20, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $117 (Southwest) |
One-way from | $52 (Cheapflightsfares) |
Popular in | June |
Cheapest in | August |
Average price | $452 |
Good round-trip deal | $144 or less |
Good one-way deal | $59 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 March 20, 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 - BNA
STLBNA
Lambert-St Louis
Tue 4/7
2:30 pm-3:40 pm
Nonstop1h 10m
Nashville Intl
Tue 4/7
8:40 pm-10:00 pm
Nonstop1h 20m
$117
St. LouisNashville
STL - BNA
STLBNA
Lambert-St Louis
Wed 4/29
2:30 pm-3:40 pm
Nonstop1h 10m
Nashville Intl
Wed 5/6
8:40 pm-10:00 pm
Nonstop1h 20m
$137
St. LouisNashville
STL - BNA
STLBNA
Lambert-St Louis
Thu 4/9
8:45 pm-9:55 pm
Nonstop1h 10m
Nashville Intl
Mon 4/13
9:55 pm-11:15 pm
Nonstop1h 20m
$137
St. LouisNashville
STL - BNA
STLBNA
Lambert-St Louis
Mon 4/20
2:10 pm-3:20 pm
Nonstop1h 10m
Nashville Intl
Wed 4/22
12:40 pm-5:55 pm
2 stops5h 15m
$152
St. LouisNashville
STL - BNA
STLBNA
Lambert-St Louis
Thu 8/27
9:50 am-1:48 pm
1 stop3h 58m
Nashville Intl
Sun 8/30
2:35 pm-6:36 pm
1 stop4h 01m
$172
St. LouisNashville
STL - BNA
STLBNA
Lambert-St Louis
Sat 5/9
9:50 am-1:48 pm
1 stop3h 58m
Nashville Intl
Tue 5/12
2:35 pm-6:36 pm
1 stop4h 01m
$172
ChicagoCincinnati
MDW - CVG
MDWCVG
Chicago Midway
Wed 4/29
5:00 pm-10:55 pm
1 stop4h 55m
Cincinnati Cinci./N. Kentucky
Wed 5/6
5:50 pm-10:15 pm
1 stop5h 25m
$211
ChicagoLexington
ORD - LEX
ORDLEX
Chicago O'Hare Intl
Sat 4/25
1:23 pm-3:57 pm
Nonstop1h 34m
Lexington Blue Grass
Tue 4/28
7:00 am-7:55 am
Nonstop1h 55m
$229
Quickest round-trip
ChicagoCincinnati
MDW - CVG
MDWCVG
Chicago Midway
Fri 5/1
7:00 pm-9:10 pm
Nonstop1h 10m
Cincinnati Cinci./N. Kentucky
Tue 5/5
7:35 pm-7:50 pm
Nonstop1h 15m
$229
ChicagoCincinnati
ORD - CVG
ORDCVG
Chicago O'Hare Intl
Tue 5/19
7:00 am-1:27 pm
1 stop5h 27m
Cincinnati Cinci./N. Kentucky
Thu 5/21
8:10 am-1:01 pm
1 stop5h 51m
$235
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
ORD-CVG
MDW-CVG
ORD-LEX
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Illinois to Kentucky
USIL-USKY
MDW-TYS
STL-BNA
ORD-CVG
MDW-CVG
What is the cheapest month to book a flight from Illinois to Kentucky?
Currently, July is the cheapest month in which you can book a flight from Illinois to Kentucky (average of $82). Flying from Illinois to Kentucky in June is currently the most expensive (average of $177). 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 March 20, 2026.
It’s optimal to fly from Illinois to Kentucky in the morning. By choosing this option you can save up to 28% on the cost of your flight, compared to a flight at noon.
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 March 14, 2026.
Travelers seeking maximum savings on their Illinois to Kentucky flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Tuesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
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 March 20, 2026.
The most flights from USIL to USKY are scheduled on a Wednesday (35 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (28 on average).
How much does it cost to fly round-trip from Illinois to Kentucky?
Reviews of airlines servicing Kentucky
Get insights into the airlines that provide service to Kentucky. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Kentucky. Reviews last updated March 20, 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.
Overall
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
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 March 20, 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 March 20, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$148 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$124 | Average$255 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$127 | Average$319 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$136 | Average$293 | FlexibilityNo cancel fee | On-time71% |