HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Illinois

$63+ Cheap flights from Kentucky to Illinois

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 2/6. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — ORD
Jan 14 — Jan 211
Wed 1/14
Wed 1/21
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Kentucky to Illinois 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

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

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 Kentucky to Illinois

Cheapest flights from Kentucky to Illinois
Explore the most affordable flight options available from Kentucky to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 15, 2025.

This Trip.com deal was found by Cheapflights users on 12/14. 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 12/302:35 pmBNA - STL
1 stop4h 01mSouthern / Mokulele
Sat 1/39:50 amSTL - BNA
1 stop3h 58mSouthern / Mokulele
Deal found 12/14$154
This Kiwi.com deal was found by Cheapflights users on 12/14. 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 12/222:35 pmBNA - STL
1 stop4h 01mSouthern / Mokulele
Mon 12/299:50 amSTL - BNA
1 stop3h 58mSouthern / Mokulele
Deal found 12/14$171
This Orbitz 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/192:35 pmBNA - STL
1 stop4h 01mSouthern / Mokulele
Tue 12/239:50 amSTL - BNA
1 stop3h 58mSouthern / Mokulele
Deal found 12/15$172
This United Airlines deal was found by Cheapflights users on 12/13. 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 12/315:40 amSDF - ORD
Nonstop1h 44mUnited Airlines
Tue 1/610:45 amORD - SDF
Nonstop1h 39mUnited Airlines
Deal found 12/13$173
This Southwest deal was found by Cheapflights users on 12/13. 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 12/316:45 amSDF - MDW
Nonstop1h 15mSouthwest
Tue 1/67:55 pmMDW - SDF
Nonstop1h 15mSouthwest
Deal found 12/13$173
This United Airlines deal was found by Cheapflights users on 12/14. 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 12/315:40 amSDF - ORD
Nonstop1h 44mUnited Airlines
Thu 1/15:54 pmORD - SDF
Nonstop1h 38mUnited Airlines
Deal found 12/14$175
This Southern / Mokulele deal was found by Cheapflights users on 12/13. 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.
Mon 12/152:35 pmBNA - STL
1 stop4h 01mSouthern / Mokulele
Thu 12/189:50 amSTL - BNA
1 stop3h 58mSouthern / Mokulele
Deal found 12/13$193
This Southwest deal was found by Cheapflights users on 12/14. 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 12/258:10 amBNA - MDW
Nonstop1h 45mSouthwest
Wed 1/286:00 amMDW - BNA
Nonstop1h 35mSouthwest
Deal found 12/14$193
This United Airlines deal was found by Cheapflights users on 12/14. 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 12/259:50 amBNA - ORD
Nonstop2h 04mUnited Airlines
Wed 1/287:40 amORD - BNA
Nonstop1h 50mUnited Airlines
Deal found 12/14$193
This American Airlines deal was found by Cheapflights users on 12/13. 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 12/316:55 pmLEX - ORD
Nonstop1h 46mAmerican Airlines
Sat 1/241:25 pmORD - LEX
Nonstop1h 30mAmerican Airlines
Deal found 12/13$202
This Southwest deal was found by Cheapflights users on 12/14. 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 12/2510:20 amBNA - ORD
Nonstop1h 55mSouthwest
Wed 1/282:15 pmORD - BNA
1 stop6h 40mSouthwest
Deal found 12/14$203
This United Airlines deal was found by Cheapflights users on 12/13. 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 12/312:19 pmCVG - ORD
Nonstop1h 36mUnited Airlines
Thu 1/17:10 amORD - CVG
Nonstop1h 29mUnited Airlines
Deal found 12/13$211

Find flight deals from Kentucky to Illinois

Keep the following information in mind while searching for Kentucky to Illinois flight deals. Data was last updated December 15, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$138
(Kiwi.com)

One-way from

$63
(Kiwi.com)

Popular in

March

Cheapest in

November

Average price

$270

Good round-trip deal

$100 or less

Good one-way deal

$44 or less
Provider with most accurate pricing for Louisville Intl-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Louisville Intl-Chicago (CHI) flights.
Search Deals
From Kentucky to Illinois
Search Deals
One-way flight from Kentucky to Illinois
Search Deals
High demand for flights, 0% potential price rise
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Kentucky to Illinois.
Search Deals
Price to beat on a one-way flight from Kentucky to Illinois.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Kentucky to Illinois 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 15, 2025.
Use the filters below to find and compare flights from Kentucky to Illinois that are best for you.

Fly from

Kentucky

Fly to

Illinois

Route

Depart

Return

Price

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Wed 1/7

1:36 pm-9:12 am

1 stop20h 36m

Chicago O'Hare Intl

Sun 1/11

8:00 am-12:42 am

1 stop15h 42m

$150

NashvilleSt. Louis

BNA - STL

BNASTL

Nashville Intl

Mon 1/12

2:35 pm-6:36 pm

1 stop4h 01m

Lambert-St Louis

Fri 1/23

9:50 am-1:48 pm

1 stop3h 58m

$152

NashvilleSt. Louis

BNA - STL

BNASTL

Nashville Intl

Thu 1/22

9:25 am-11:33 pm

1 stop14h 08m

Lambert-St Louis

Mon 1/26

5:42 pm-8:29 am

1 stop14h 47m

$154

NashvilleSt. Louis

BNA - STL

BNASTL

Nashville Intl

Thu 1/22

9:25 am-10:23 am

1 stop24h 58m

Lambert-St Louis

Sun 1/25

5:42 pm-8:29 am

1 stop14h 47m

$154

NashvilleSt. Louis

BNA - STL

BNASTL

Nashville Intl

Fri 1/30

9:25 am-11:33 pm

1 stop14h 08m

Lambert-St Louis

Tue 2/3

5:42 pm-8:29 am

1 stop14h 47m

$155

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Wed 1/14

8:29 am-9:13 am

Nonstop1h 44m

Chicago O'Hare Intl

Wed 1/21

5:50 pm-8:28 pm

Nonstop1h 38m

$171

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Thu 1/8

6:45 am-7:10 am

Nonstop1h 25m

Chicago Midway

Mon 1/12

10:00 am-12:15 pm

Nonstop1h 15m

$171

NashvilleSt. Louis

BNA - STL

BNASTL

Nashville Intl

Sun 1/11

2:35 pm-6:36 pm

1 stop4h 01m

Lambert-St Louis

Sat 1/24

9:50 am-1:48 pm

1 stop3h 58m

$171

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Sat 1/17

11:10 am-11:53 am

Nonstop1h 43m

Chicago O'Hare Intl

Mon 1/19

7:52 pm-10:30 pm

Nonstop1h 38m

$171

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Wed 1/21

6:45 am-7:10 am

Nonstop1h 25m

Chicago Midway

Thu 1/22

10:00 am-12:15 pm

Nonstop1h 15m

$171

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/14

Showing 1-10 of 60 results
1
2
3
...
6

Best time to book a flight from Kentucky to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Kentucky 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 Kentucky to Illinois

What is the cheapest month to book a flight from Kentucky to Illinois?

Currently, September is the cheapest month in which you can book a flight from Kentucky to Illinois (average of $77). Flying from Kentucky to Illinois in July is currently the most expensive (average of $139). 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 KY to IL?

Find hourly flight availability from Kentucky to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 15, 2025.

A simple way to save on the total cost of your ticket is to fly from Kentucky to Illinois in the afternoon. If you’re flexible enough to do this you can expect to save up to 8% on your trip compared to booking a flight at noon.

What is the cheapest day to fly from Kentucky to Illinois?

Use this chart to determine the cheapest time to fly round-trip from Kentucky to Illinois. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Kentucky to Illinois flight should consider departing on Monday at noon when fares are most often at their lowest. Saturday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

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

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated December 15, 2025.
Read through reviews of airlines operating flights from Kentucky to Illinois, such as Southwest, Contour, and United Airlines. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,249 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

7.9

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
7.9
Good
4,249 reviews
Southwest
7.9
Good
4,249 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

7.9

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Contour
7.6
Good
43 reviews
Southwest
7.9
Good
4,249 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

7.9

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,092 reviews
Southwest
7.9
Good
4,249 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

7.9

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,049 reviews
Southwest
7.9
Good
4,249 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

7.9

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

Find useful and relevant information for your journey from Kentucky to Illinois. 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 Kentucky to Illinois?

    Departing from Kentucky to Illinois will take you 1h 25m. The distance between Kentucky and Illinois is about 271 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    One-way options have recently been found by users for as low as $38 on Southwest. Other airlines that offer cheap prices include United Airlines from $48 and American Airlines from $48 one-way.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Kentucky to Illinois 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 Kentucky to Illinois?

    Currently, September is the cheapest month in which you can book a flight from Kentucky to Illinois (average of $77). Flying from Kentucky to Illinois in July is currently the most expensive (average of $139). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Kentucky to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Miami flights
Newark to Fort Lauderdale flights
Newark to Miami flights
LaGuardia to Miami flights
LaGuardia to Fort Lauderdale flights
John F Kennedy Intl to Fort Lauderdale flights
John F Kennedy Intl to Los Angeles flights
John F Kennedy Intl to Las Vegas flights
Los Angeles to John F Kennedy Intl flights
Dallas/Fort Worth to John F Kennedy Intl flights
John F Kennedy Intl to Orlando flights
Newark to West Palm Beach flights
Dallas/Fort Worth to LaGuardia flights
Newark to Orlando flights
Los Angeles to Newark flights
Dallas/Fort Worth to Newark flights
Newark to Las Vegas flights
Newark to Los Angeles flights
John F Kennedy Intl to Dallas/Fort Worth flights
O'Hare Intl to Las Vegas flights
Seattle to Dallas/Fort Worth flights
Dallas/Fort Worth to Las Vegas flights
Seattle to Los Angeles flights
Boston to Fort Lauderdale flights
O'Hare Intl to John F Kennedy Intl flights
Minneapolis to Sky Harbor Intl flights
John F Kennedy Intl to West Palm Beach flights
Los Angeles to Seattle flights
Seattle to Las Vegas flights
San Francisco to John F Kennedy Intl flights
Newark to Dallas/Fort Worth flights
Atlanta to John F Kennedy Intl flights
Los Angeles to Honolulu flights
O'Hare Intl to Orlando flights
Boston to Miami flights
O'Hare Intl to Dallas/Fort Worth flights
Dulles Intl to Miami flights
LaGuardia to Dallas/Fort Worth flights
John F Kennedy Intl to Tampa flights
LaGuardia to Orlando flights
San Francisco to Las Vegas flights
John F Kennedy Intl to San Francisco flights
Dallas/Fort Worth to Los Angeles flights
O'Hare Intl to Sky Harbor Intl flights
O'Hare Intl to Los Angeles flights
LaGuardia to West Palm Beach flights
Baltimore to Fort Lauderdale flights
Atlanta to LaGuardia flights
Dulles Intl to Orlando flights
Dallas/Fort Worth to Orlando flights

Top 4 airlines flying from Kentucky to Illinois

Discover the top 4 airlines that operate flights from Kentucky to Illinois. 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 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$97Average$275FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$97Average$260FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$114Average$275FlexibilityNo cancel feeOn-time69%
ContourCheapest$116Average$154FlexibilityNo cancel feeOn-timeN/A

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.