Kentucky

$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 8/13. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SDF
Jul 22 — Jul 291
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Cheap flight deals from Illinois to Kentucky

Cheapest flights from Illinois to Kentucky
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 June 22, 2026.

This Southwest deal was found by Cheapflights users on 6/17. 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 7/810:15 am
STL
-
BNA
Nonstop1h 10m
Southwest
Tue 7/149:45 pm
BNA
-
STL
Nonstop1h 20m
Southwest
Deal found 6/17$109
This Southwest deal was found by Cheapflights users on 6/18. 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.
Tue 9/110:45 am
STL
-
BNA
2 stops5h 15m
Southwest
Wed 9/23:35 pm
BNA
-
STL
Nonstop1h 10m
Southwest
Deal found 6/18$124
This Cheapflightsfares deal was found by Cheapflights users on 6/17. 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 8/62:49 pm
MDW
-
TYS
Nonstop1h 30m
Allegiant Air
Sun 8/91:23 pm
TYS
-
MDW
Nonstop1h 36m
Allegiant Air
Deal found 6/17$139
This Cheapflightsfares deal was found by Cheapflights users on 6/19. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/92:48 pm
MDW
-
TYS
Nonstop1h 30m
Allegiant Air
Sun 7/121:22 pm
TYS
-
MDW
Nonstop1h 36m
Allegiant Air
Deal found 6/19$140
This Trip.com deal was found by Cheapflights users on 6/20. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/232:48 pm
MDW
-
TYS
Nonstop1h 30m
Allegiant Air
Sun 7/261:22 pm
TYS
-
MDW
Nonstop1h 36m
Allegiant Air
Deal found 6/20$142
This Cheapflightsfares deal was found by Cheapflights users on 6/17. 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.
Mon 10/512:56 pm
MDW
-
TYS
Nonstop1h 25m
Allegiant Air
Mon 10/1212:04 pm
TYS
-
MDW
Nonstop1h 32m
Allegiant Air
Deal found 6/17$143
This Cheapflightsfares deal was found by Cheapflights users on 6/19. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/162:48 pm
MDW
-
TYS
Nonstop1h 30m
Allegiant Air
Sun 7/191:22 pm
TYS
-
MDW
Nonstop1h 36m
Allegiant Air
Deal found 6/19$146
This Southwest deal was found by Cheapflights users on 6/17. 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.
Tue 9/17:15 am
STL
-
BNA
Nonstop1h 10m
Southwest
Sat 9/55:05 pm
BNA
-
STL
Nonstop1h 10m
Southwest
Deal found 6/17$152
This Cheapflightsfares deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/192:48 pm
MDW
-
TYS
Nonstop1h 30m
Allegiant Air
Thu 7/231:22 pm
TYS
-
MDW
Nonstop1h 36m
Allegiant Air
Deal found 6/22$155
This Southwest deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/87:50 am
STL
-
BNA
Nonstop1h 10m
Southwest
Mon 8/109:00 am
BNA
-
STL
Nonstop1h 10m
Southwest
Deal found 6/21$156
This Southwest deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/146:15 pm
MDW
-
CVG
Nonstop1h 15m
Southwest
Sat 7/189:15 am
CVG
-
MDW
Nonstop1h 05m
Southwest
Deal found 6/22$157
This United Airlines deal was found by Cheapflights users on 6/19. 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.
Wed 8/196:50 am
ORD
-
CVG
Nonstop1h 26m
United Airlines
Sat 8/222:05 pm
CVG
-
ORD
Nonstop1h 34m
United Airlines
Deal found 6/19$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 June 22, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$109
(Southwest)

One-way from

$49
(Kiwi.com)

Popular in

May

Cheapest in

August

Average price

$489

Good round-trip deal

$163 or less

Good one-way deal

$119 or less
Provider with most accurate pricing for Chicago (CHI)-Louisville Intl flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Louisville Intl flights.
From Illinois to Kentucky
One-way flight from Illinois to Kentucky
Highest demand for flights based on searches. 26% potential increase in price ($122 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($16 potential savings vs. average RT price).
Average for round-trip flights in June 2026
Price to beat on a round-trip flight from Illinois to Kentucky.
Price to beat on a one-way flight from Illinois to Kentucky.

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 June 22, 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

Price

Cheapest round-trip

St. LouisNashville

STL - BNA

STLBNA

Lambert-St Louis

Wed 7/8

10:15 am-11:25 am

Nonstop1h 10m

Nashville Intl

Tue 7/14

9:45 pm-11:05 pm

Nonstop1h 20m

$109

St. LouisNashville

STL - BNA

STLBNA

Lambert-St Louis

Tue 9/1

12:50 pm-4:05 pm

1 stop3h 15m

Nashville Intl

Wed 9/2

12:45 pm-1:55 pm

Nonstop1h 10m

$119
Quickest round-trip

St. LouisNashville

STL - BNA

STLBNA

Lambert-St Louis

Sat 8/8

7:50 am-9:00 am

Nonstop1h 10m

Nashville Intl

Mon 8/10

9:00 am-10:10 am

Nonstop1h 10m

$156

St. LouisCincinnati

STL - CVG

STLCVG

Lambert-St Louis

Thu 7/16

6:34 pm-11:48 am

1 stop16h 14m

Cincinnati Cinci./N. Kentucky

Thu 7/23

12:18 pm-5:37 pm

1 stop6h 19m

$163

St. LouisCincinnati

STL - CVG

STLCVG

Lambert-St Louis

Tue 7/21

6:34 pm-11:48 am

1 stop16h 14m

Cincinnati Cinci./N. Kentucky

Sun 7/26

12:18 pm-8:57 am

1 stop21h 39m

$166

St. LouisCincinnati

STL - CVG

STLCVG

Lambert-St Louis

Tue 7/21

6:34 pm-11:48 am

1 stop16h 14m

Cincinnati Cinci./N. Kentucky

Tue 7/28

12:18 pm-8:57 am

1 stop21h 39m

$166

St. LouisCincinnati

STL - CVG

STLCVG

Lambert-St Louis

Tue 7/14

6:34 pm-11:48 am

1 stop16h 14m

Cincinnati Cinci./N. Kentucky

Thu 7/16

12:18 pm-5:37 pm

1 stop6h 19m

$166

ChicagoCincinnati

ORD - CVG

ORDCVG

Chicago O'Hare Intl

Sat 8/15

5:18 pm-10:40 pm

1 stop4h 22m

Cincinnati Cinci./N. Kentucky

Tue 8/18

10:53 am-4:17 pm

1 stop6h 24m

$177

ChicagoCincinnati

ORD - CVG

ORDCVG

Chicago O'Hare Intl

Wed 7/8

7:05 am-1:35 pm

1 stop5h 30m

Cincinnati Cinci./N. Kentucky

Tue 7/14

2:15 pm-6:29 pm

1 stop5h 14m

$177

ChicagoCincinnati

MDW - CVG

MDWCVG

Chicago Midway

Tue 7/21

5:30 pm-11:10 pm

1 stop4h 40m

Cincinnati Cinci./N. Kentucky

Tue 7/28

7:00 am-1:35 pm

2 stops7h 35m

$182

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/21

Showing 1-10 of 60 resultsSorted by cheapest first
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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, July is the cheapest month in which you can book a flight from Illinois to Kentucky (average of $69). Flying from Illinois to Kentucky in May is currently the most expensive (average of $206). 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 June 22, 2026.

It’s optimal to fly from Illinois to Kentucky in the morning. By choosing this option you can save up to 30% 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 June 22, 2026.

The most flights from USIL to USKY are scheduled on a Monday (35 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (21 on average).

How much does it cost to fly round-trip from Illinois to Kentucky?

How far ahead should I book a flight from Illinois to Kentucky?

The best time to book flights from Illinois to Kentucky is 69 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 June 20, 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. Tuesday evenings 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 June 22, 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

7.9

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Overall

7.9

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Overall

7.9

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Overall

7.9

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Overall

7.9

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

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.
  • How long is the flight from Illinois to Kentucky?

    There are many flights that can get you from Illinois to Kentucky in 1h 10m. Fly via Southwest, Allegiant Air, or Frontier to get the fastest option. The distance between Illinois and Kentucky is about 272 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Illinois to Kentucky one-way?

    $38 is the cheapest one-way deal found within the past few days, from Southwest. You may also be able to find cheap deals on United Airlines and Contour, with prices starting from $45 and $51, respectively.

  • Can I find deals for flights from Illinois to Kentucky that include hotel bookings?

    Yes. In addition to deals on Illinois to Kentucky flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Illinois to Kentucky?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Illinois to Kentucky.

  • Can I find deals for business class flights from Illinois to Kentucky?

    Yes. Cheapflights offers flight deals from Illinois to Kentucky by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • 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 $69). Flying from Illinois to Kentucky in May is currently the most expensive (average of $206). 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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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 June 22, 2026.
AirlineCheapestAverageFlexibilityOn-time
ContourCheapest$104Average$148FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$124Average$295FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$136Average$312FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$137Average$394FlexibilityNo cancel feeOn-time69%

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