$63+ 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 2/18. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SDF
Jan 16 — Jan 231
1 adult, Economy
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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 December 17, 2025.
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 December 17, 2025.
This Trip.com deal was found by Cheapflights users on 12/16. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/299:50 amSTL - BNA
1 stop3h 58mSouthern / Mokulele
Mon 1/52:35 pmBNA - STL
1 stop4h 01mSouthern / Mokulele
Deal found 12/16![Southern / Mokulele logo]()
$150
This United Airlines deal was found by Cheapflights users on 12/17. 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.
Thu 12/257:52 pmORD - SDF
Nonstop1h 38mUnited Airlines
Thu 1/16:11 pmSDF - ORD
Nonstop1h 43mUnited Airlines
Deal found 12/17![United Airlines logo]()
$175
This Kiwi.com deal was found by Cheapflights users on 12/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/169:50 amSTL - BNA
1 stop3h 58mSouthern / Mokulele
Mon 12/222:35 pmBNA - STL
1 stop4h 01mSouthern / Mokulele
Deal found 12/15![Southern / Mokulele logo]()
$192
This Trip.com deal was found by Cheapflights users on 12/15. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/309:50 amSTL - BNA
1 stop3h 58mMultiple Airlines
Fri 1/27:02 pmBNA - STL
1 stop15h 00mMultiple Airlines
Deal found 12/15![Multiple Airlines logo]()
$201
This United Airlines deal was found by Cheapflights users on 12/15. 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.
Wed 12/249:09 pmORD - CVG
Nonstop1h 29mUnited Airlines
Thu 12/252:19 pmCVG - ORD
Nonstop1h 36mUnited Airlines
Deal found 12/15![United Airlines logo]()
$211
This United Airlines deal was found by Cheapflights users on 12/15. 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.
Wed 12/245:50 pmORD - BNA
Nonstop1h 41mUnited Airlines
Thu 1/18:00 amBNA - ORD
Nonstop1h 55mUnited Airlines
Deal found 12/15![United Airlines logo]()
$215
This American Airlines deal was found by Cheapflights users on 12/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/258:03 amORD - SDF
1 stop6h 09mAmerican Airlines
Thu 1/15:49 pmSDF - ORD
Nonstop1h 50mAmerican Airlines
Deal found 12/17![American Airlines logo]()
$215
This American Airlines deal was found by Cheapflights users on 12/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/318:37 pmORD - LEX
Nonstop1h 35mAmerican Airlines
Thu 1/18:04 amLEX - ORD
Nonstop1h 40mAmerican Airlines
Deal found 12/17![American Airlines logo]()
$215
This American Airlines deal was found by Cheapflights users on 12/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/241:35 pmORD - LEX
Nonstop1h 24mAmerican Airlines
Thu 1/18:04 amLEX - ORD
Nonstop1h 40mAmerican Airlines
Deal found 12/17![American Airlines logo]()
$217
This American Airlines deal was found by Cheapflights users on 12/15. 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.
Wed 12/314:53 pmORD - BNA
Nonstop1h 44mAmerican Airlines
Thu 1/15:30 amBNA - ORD
Nonstop1h 58mAmerican Airlines
Deal found 12/15![American Airlines logo]()
$222
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 12/299:50 amSTL - BNA
1 stop3h 58mMultiple Airlines
Mon 1/57:02 pmBNA - STL
2 stops27h 31mMultiple Airlines
Deal found 12/16![Multiple Airlines logo]()
$222
This American Airlines deal was found by Cheapflights users on 12/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/241:13 pmORD - BNA
Nonstop1h 46mAmerican Airlines
Thu 1/15:30 amBNA - ORD
Nonstop1h 58mAmerican Airlines
Deal found 12/16![American Airlines logo]()
$225
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 December 17, 2025.
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $133 (United Airlines) |
One-way from | $63 (Kiwi.com) |
Popular in | February |
Cheapest in | August |
Average price | $294 |
Good round-trip deal | $109 or less |
Good one-way deal | $128 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 December 17, 2025.
Use the filters below to find and compare flights from Illinois to Kentucky that are best for you.
Fly from
Illinois
Fly to
Kentucky
Route
Depart
Return
Price
ChicagoLouisville
ORD - SDF
ORDSDF
Chicago O'Hare Intl
Tue 1/6
7:52 pm-10:30 pm
Nonstop1h 38m
Louisville Intl
Wed 1/7
5:35 am-6:19 am
Nonstop1h 44m
$133
ChicagoNashville
MDW - BNA
MDWBNA
Chicago Midway
Tue 2/17
5:25 am-7:00 am
Nonstop1h 35m
Nashville Intl
Sat 2/28
5:45 pm-7:25 pm
Nonstop1h 40m
$152
ChicagoLouisville
ORD - SDF
ORDSDF
Chicago O'Hare Intl
Tue 1/13
10:01 am-12:32 pm
Nonstop1h 31m
Louisville Intl
Thu 1/15
8:06 am-8:59 am
Nonstop1h 53m
$152
ChicagoNashville
ORD - BNA
ORDBNA
Chicago O'Hare Intl
Wed 1/14
7:40 am-9:30 am
Nonstop1h 50m
Nashville Intl
Thu 1/15
2:52 pm-4:49 pm
Nonstop1h 57m
$152
ChicagoNashville
ORD - BNA
ORDBNA
Chicago O'Hare Intl
Tue 1/13
7:50 pm-9:42 pm
Nonstop1h 52m
Nashville Intl
Sat 1/24
4:50 pm-6:47 pm
Nonstop1h 57m
$152
ChicagoLouisville
ORD - SDF
ORDSDF
Chicago O'Hare Intl
Tue 2/3
5:50 pm-8:28 pm
Nonstop1h 38m
Louisville Intl
Sat 2/7
11:10 am-11:53 am
Nonstop1h 43m
$152
St. LouisNashville
STL - BNA
STLBNA
Lambert-St Louis
Thu 1/29
9:50 am-1:48 pm
1 stop3h 58m
Nashville Intl
Mon 2/2
2:35 pm-6:36 pm
1 stop4h 01m
$155
ChicagoNashville
MDW - BNA
MDWBNA
Chicago Midway
Tue 1/13
1:28 pm-5:04 pm
1 stop3h 36m
Nashville Intl
Tue 1/20
6:30 am-11:59 am
1 stop5h 29m
$157
ChicagoLouisville
ORD - SDF
ORDSDF
Chicago O'Hare Intl
Tue 1/6
5:59 pm-11:55 pm
1 stop4h 56m
Louisville Intl
Wed 1/7
12:36 pm-4:45 pm
1 stop5h 09m
$157
ChicagoLouisville
ORD - SDF
ORDSDF
Chicago O'Hare Intl
Wed 1/14
8:50 am-4:16 pm
1 stop6h 26m
Louisville Intl
Wed 1/21
7:50 am-1:18 pm
1 stop6h 28m
$157
Showing 1-10 of 60 results
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.
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
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 $100). Flying from Illinois to Kentucky in January is currently the most expensive (average of $203). 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 December 17, 2025.
It’s optimal to fly from Illinois to Kentucky in the evening. By choosing this option you can save up to 38% 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 December 16, 2024.
Travelers seeking maximum savings on their Illinois to Kentucky flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Monday 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 December 17, 2025.
Peruse reviews from past customers who have flown with Southwest, Contour, and United 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.
Entertainment
7.5
Crew
8.6
Overall
7.9
Boarding
8.1
Food
7.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Entertainment
7.5
Crew
8.6
Overall
7.9
Boarding
8.1
Food
7.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Entertainment
7.5
Crew
8.6
Overall
7.9
Boarding
8.1
Food
7.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Entertainment
7.5
Crew
8.6
Overall
7.9
Boarding
8.1
Food
7.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Entertainment
7.5
Crew
8.6
Overall
7.9
Boarding
8.1
Food
7.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
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.
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 December 17, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$124 | Average$319 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$126 | Average$148 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$127 | Average$313 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$134 | Average$292 | FlexibilityNo cancel fee | On-time71% |