$49+ 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 4/28. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SDF
Feb 28 — Mar 71
1 adult, Economy
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Illinois to Kentucky
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 January 29, 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 January 29, 2026.
This Southwest deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” 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 2/255:55 pm
STL
- BNA
1 stop3h 20m
Southwest
Wed 3/48:50 am
BNA
- STL
Nonstop1h 25m
Southwest
Deal found 1/28![Southwest logo]()
$107
This Kiwi.com deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” 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 2/215:05 am
ORD
- CVG
1 stop17h 28m
Frontier
Mon 2/231:07 pm
CVG
- ORD
1 stop22h 44m
Frontier
Deal found 1/28![Frontier logo]()
$138
This Southwest deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” 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 2/178:20 am
STL
- BNA
Nonstop1h 15m
Southwest
Thu 2/193:30 pm
BNA
- STL
1 stop4h 30m
Southwest
Deal found 1/27![Southwest logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” 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 2/195:05 am
ORD
- CVG
1 stop11h 27m
Frontier
Mon 2/231:07 pm
CVG
- ORD
1 stop22h 44m
Frontier
Deal found 1/29![Frontier logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” 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 2/41:20 pm
MDW
- CVG
1 stop21h 35m
Frontier
Fri 2/61:22 pm
CVG
- MDW
1 stop20h 21m
Frontier
Deal found 1/27![Frontier logo]()
$147
This Frontier deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” 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 2/193:00 pm
MDW
- CVG
1 stop8h 59m
Frontier
Mon 2/231:07 pm
CVG
- MDW
1 stop10h 22m
Frontier
Deal found 1/28![Frontier logo]()
$148
This Kiwi.com deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” 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 2/186:02 pm
ORD
- CVG
1 stop22h 30m
Frontier
Sun 2/221:07 pm
CVG
- ORD
1 stop22h 44m
Frontier
Deal found 1/27![Frontier logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” 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 2/144:42 pm
ORD
- CVG
1 stop5h 51m
Frontier
Mon 2/161:07 pm
CVG
- ORD
1 stop28h 50m
Frontier
Deal found 1/27![Frontier logo]()
$154
This Southwest deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” 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 2/198:25 am
STL
- BNA
1 stop6h 05m
Southwest
Tue 2/2410:10 am
BNA
- STL
1 stop5h 40m
Southwest
Deal found 1/28![Southwest logo]()
$154
This Trip.com deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” 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 2/29:50 am
STL
- BNA
1 stop3h 58m
Southern / Mokulele
Fri 2/62:35 pm
BNA
- STL
1 stop4h 01m
Southern / Mokulele
Deal found 1/27![Southern / Mokulele logo]()
$155
This Trip.com deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” 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 3/29:50 am
STL
- BNA
1 stop3h 58m
Southern / Mokulele
Thu 3/52:35 pm
BNA
- STL
1 stop4h 01m
Southern / Mokulele
Deal found 1/28![Southern / Mokulele logo]()
$156
This United Airlines deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” 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 2/2410:50 am
ORD
- CVG
Nonstop1h 27m
United Airlines
Tue 3/34:15 pm
CVG
- ORD
Nonstop1h 35m
United Airlines
Deal found 1/27![United Airlines logo]()
$157
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 January 29, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $107 (Southwest) |
One-way from | $49 (Southwest) |
Popular in | June |
Cheapest in | August |
Average price | $319 |
Good round-trip deal | $108 or less |
Good one-way deal | $55 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 January 29, 2026.
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
St. LouisNashville
STL - BNA
STLBNA
Lambert-St Louis
Wed 2/25
2:35 pm-7:30 pm
1 stop4h 55m
Nashville Intl
Wed 3/4
8:50 am-10:15 am
Nonstop1h 25m
$107
St. LouisNashville
STL - BNA
STLBNA
Lambert-St Louis
Tue 2/17
8:20 am-9:35 am
Nonstop1h 15m
Nashville Intl
Thu 2/19
3:30 pm-8:00 pm
1 stop4h 30m
$144
ChicagoCincinnati
ORD - CVG
ORDCVG
Chicago O'Hare Intl
Thu 2/19
5:05 am-5:32 pm
1 stop11h 27m
Cincinnati Cinci./N. Kentucky
Mon 2/23
1:07 pm-10:39 pm
1 stop10h 32m
$148
St. LouisNashville
STL - BNA
STLBNA
Lambert-St Louis
Mon 4/20
1:45 pm-5:20 pm
1 stop3h 35m
Nashville Intl
Wed 4/22
6:50 am-11:30 am
1 stop4h 40m
$154
St. LouisNashville
STL - BNA
STLBNA
Lambert-St Louis
Thu 2/19
8:25 am-2:30 pm
1 stop6h 05m
Nashville Intl
Tue 2/24
10:10 am-3:50 pm
1 stop5h 40m
$154
ChicagoCincinnati
ORD - CVG
ORDCVG
Chicago O'Hare Intl
Wed 2/25
6:00 pm-8:18 pm
Nonstop1h 18m
Cincinnati Cinci./N. Kentucky
Wed 3/4
2:10 pm-2:45 pm
Nonstop1h 35m
$157
ChicagoCincinnati
ORD - CVG
ORDCVG
Chicago O'Hare Intl
Thu 3/26
3:05 pm-5:25 pm
Nonstop1h 20m
Cincinnati Cinci./N. Kentucky
Tue 3/31
6:51 pm-7:27 pm
Nonstop1h 36m
$164
ChicagoCincinnati
ORD - CVG
ORDCVG
Chicago O'Hare Intl
Tue 3/3
1:01 pm-3:28 pm
Nonstop1h 27m
Cincinnati Cinci./N. Kentucky
Sat 3/7
7:03 am-7:35 am
Nonstop1h 32m
$164
ChicagoCincinnati
ORD - CVG
ORDCVG
Chicago O'Hare Intl
Thu 3/5
4:28 pm-6:50 pm
Nonstop1h 22m
Cincinnati Cinci./N. Kentucky
Tue 3/10
7:03 am-7:35 am
Nonstop1h 32m
$164
ChicagoCincinnati
MDW - CVG
MDWCVG
Chicago Midway
Thu 3/5
7:15 pm-9:30 pm
Nonstop1h 15m
Cincinnati Cinci./N. Kentucky
Tue 3/10
7:35 pm-7:45 pm
Nonstop1h 10m
$164
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 $98). 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 January 29, 2026.
It’s optimal to fly from Illinois to Kentucky in the morning. By choosing this option you can save up to 19% 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 January 24, 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. Monday at noon 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 January 29, 2026.
The most flights from USIL to USKY are scheduled on a Monday (30 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (9 on average).
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 January 29, 2026.
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.
Comfort
8.0
Entertainment
7.5
Food
7.0
Boarding
8.1
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Entertainment
7.5
Food
7.0
Boarding
8.1
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Entertainment
7.5
Food
7.0
Boarding
8.1
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Entertainment
7.5
Food
7.0
Boarding
8.1
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Entertainment
7.5
Food
7.0
Boarding
8.1
Crew
8.6
Overall
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 January 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$148 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$124 | Average$404 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$127 | Average$313 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$136 | Average$294 | FlexibilityNo cancel fee | On-time71% |