HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Illinois

$38+ Cheap flights from Kentucky to Illinois

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/5. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — ORD
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
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

Keep the following information in mind while searching for Kentucky to Illinois flight deals. Data was last updated February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$38
(Frontier)

Popular in

March

Cheapest in

August

Average price

$258

Good round-trip deal

$121 or less

Good one-way deal

$186 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
Highest demand for flights based on searches. 6% potential increase in price ($18 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 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

Find 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 February 20, 2025.

This FlightHub deal was found by Cheapflights users on 2/19. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/112:09 pmBNA - ORD
Nonstop1h 53mFrontier
Mon 4/143:22 pmORD - BNA
Nonstop1h 38mFrontier
Deal found 2/19$51
This Priceline deal was found by Cheapflights users on 2/18. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/259:50 pmBNA - ORD
1 stop9h 44mMultiple Airlines
Wed 3/263:22 pmORD - BNA
Nonstop1h 39mMultiple Airlines
Deal found 2/18$57
This Frontier deal was found by Cheapflights users on 2/19. 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 4/26:00 pmBNA - MDW
1 stop6h 21mFrontier
Wed 4/96:45 amMDW - BNA
1 stop6h 22mFrontier
Deal found 2/19$110
This Mytrip deal was found by Cheapflights users on 2/18. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/29:50 pmBNA - ORD
1 stop9h 44mSpirit Airlines
Wed 4/99:09 amORD - BNA
1 stop6h 56mSpirit Airlines
Deal found 2/18$116
This American Airlines deal was found by Cheapflights users on 2/20. 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.
Mon 4/148:57 pmSDF - ORD
Nonstop1h 33mAmerican Airlines
Mon 4/218:25 pmORD - SDF
Nonstop1h 35mAmerican Airlines
Deal found 2/20$117
This Southwest deal was found by Cheapflights users on 2/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/141:05 pmSDF - MDW
Nonstop1h 15mSouthwest
Thu 4/172:05 pmMDW - SDF
Nonstop1h 10mSouthwest
Deal found 2/20$117
This Southwest deal was found by Cheapflights users on 2/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/135:10 amBNA - MDW
Nonstop1h 40mSouthwest
Mon 3/179:45 pmMDW - BNA
Nonstop1h 30mSouthwest
Deal found 2/20$117
This American Airlines deal was found by Cheapflights users on 2/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/55:30 amBNA - ORD
Nonstop1h 45mAmerican Airlines
Wed 3/123:18 pmORD - BNA
Nonstop1h 29mAmerican Airlines
Deal found 2/19$117
This United Airlines deal was found by Cheapflights users on 2/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1110:15 amSDF - ORD
Nonstop1h 48mUnited Airlines
Wed 3/128:00 pmORD - SDF
Nonstop1h 31mUnited Airlines
Deal found 2/20$118
This Trip.com deal was found by Cheapflights users on 2/20. 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.
Wed 4/24:51 pmCVG - STL
1 stop7h 55mFrontier
Mon 4/285:41 pmSTL - CVG
1 stop6h 31mFrontier
Deal found 2/20$123
This Southwest deal was found by Cheapflights users on 2/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/118:55 amSDF - ORD
1 stop5h 10mSouthwest
Wed 3/127:30 amORD - SDF
1 stop6h 20mSouthwest
Deal found 2/20$137
This Booking.com deal was found by Cheapflights users on 2/19. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/187:10 amCVG - MDW
1 stop9h 03mFrontier
Wed 3/193:14 pmMDW - CVG
1 stop15h 09mFrontier
Deal found 2/19$140

Find flights from Kentucky to Illinois within your budget

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 February 20, 2025.

Fly from

Kentucky

Fly to

Illinois

Route

Depart

Return

Price

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

Fri 4/11

2:09 pm-4:02 pm

Nonstop1h 53m

Chicago O'Hare Intl

Mon 4/14

3:22 pm-5:00 pm

Nonstop1h 38m

$51

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

Tue 3/25

9:50 pm-7:34 am

1 stop9h 44m

Chicago O'Hare Intl

Wed 3/26

3:22 pm-5:01 pm

Nonstop1h 39m

$57

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Wed 4/2

6:00 pm-12:21 am

1 stop6h 21m

Chicago Midway

Wed 4/9

6:45 am-1:07 pm

1 stop6h 22m

$110

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

Wed 4/2

9:50 pm-7:34 am

1 stop9h 44m

Chicago O'Hare Intl

Wed 4/9

6:30 am-4:05 pm

1 stop9h 35m

$116

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Mon 4/14

8:57 pm-9:30 pm

Nonstop1h 33m

Chicago O'Hare Intl

Mon 4/21

8:25 pm-11:00 pm

Nonstop1h 35m

$117

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Mon 4/14

1:05 pm-1:20 pm

Nonstop1h 15m

Chicago Midway

Mon 4/21

9:10 am-11:20 am

Nonstop1h 10m

$117

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Thu 3/13

5:10 am-6:50 am

Nonstop1h 40m

Chicago Midway

Mon 3/17

9:45 pm-11:15 pm

Nonstop1h 30m

$117

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

Wed 3/5

5:30 am-7:15 am

Nonstop1h 45m

Chicago O'Hare Intl

Wed 3/12

3:18 pm-4:47 pm

Nonstop1h 29m

$117

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Tue 3/11

10:15 am-11:03 am

Nonstop1h 48m

Chicago O'Hare Intl

Wed 3/12

8:00 pm-10:31 pm

Nonstop1h 31m

$118

CincinnatiSt. Louis

CVG - STL

CVGSTL

Cincinnati Cinci./N. Kentucky

Wed 4/2

4:51 pm-11:46 pm

1 stop7h 55m

Lambert-St Louis

Mon 4/28

5:41 pm-1:12 am

1 stop6h 31m

$123

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

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.

Travel insights for flights from Kentucky to Illinois

Get recent, data-driven insights about flights from Kentucky to Illinois including ideal travel times, pricing trends, and more.

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

Currently, August is the cheapest month in which you can book a flight from Kentucky to Illinois (average of $245). Flying from Kentucky to Illinois in March is currently the most expensive (average of $321). 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 February 20, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Kentucky to Illinois as you normally would.

Weekly flight availability from Kentucky to Illinois

Explore weekly flight availability from Kentucky to Illinois. 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 February 20, 2025.

The most flights from USKY to USIL are scheduled on a Wednesday (31 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (16 on average).

Rainfall in Illinois by month

Plan your trip to Illinois by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Illinois ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Illinois when rainfall is around 1.7 in.

Temperature in Illinois by month

Plan your trip to Illinois by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Illinois, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 February 20, 2025.
See what other customers who have flown with Southwest, Delta and JetBlue from Kentucky to Illinois have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Food

7.1

Comfort

8.1

Overall

8.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Food

7.1

Comfort

8.1

Overall

8.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Food

7.1

Comfort

8.1

Overall

8.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

JetBlue
7.4
Good
3,070 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Food

7.1

Comfort

8.1

Overall

8.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,766 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Food

7.1

Comfort

8.1

Overall

8.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Allegiant Air
7.3
Good
765 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Food

7.1

Comfort

8.1

Overall

8.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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.

  • 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 $55 on Frontier. Other airlines that offer cheap prices include Spirit Airlines from $57 and United Airlines from $59 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, August is the cheapest month in which you can book a flight from Kentucky to Illinois (average of $245). Flying from Kentucky to Illinois in March is currently the most expensive (average of $321). 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 Fort Lauderdale flights
LaGuardia to Miami flights
John F Kennedy Intl to Fort Lauderdale flights
John F Kennedy Intl to Los Angeles flights
Newark to Orlando flights
Los Angeles to John F Kennedy Intl flights
John F Kennedy Intl to Las Vegas flights
Newark to Los Angeles flights
John F Kennedy Intl to Orlando flights
Los Angeles to Newark flights
John F Kennedy Intl to West Palm Beach flights
LaGuardia to Dallas/Fort Worth flights
John F Kennedy Intl to Dallas/Fort Worth flights
O'Hare Intl to Fort Lauderdale flights
O'Hare Intl to Las Vegas flights
John F Kennedy Intl to O'Hare Intl flights
Dallas/Fort Worth to LaGuardia flights
LaGuardia to Orlando flights
Dallas/Fort Worth to Seattle flights
San Francisco to John F Kennedy Intl flights
Dallas/Fort Worth to Las Vegas flights
Newark to Las Vegas flights
Newark to Tampa flights
Boston to Fort Lauderdale flights
Seattle to Los Angeles flights
Newark to Dallas/Fort Worth flights
Dallas/Fort Worth to Orlando flights
O'Hare Intl to John F Kennedy Intl flights
O'Hare Intl to Miami flights
Seattle to Sky Harbor Intl flights
O'Hare Intl to Sky Harbor Intl flights
Dallas/Fort Worth to John F Kennedy Intl flights
John F Kennedy Intl to San Francisco flights
LaGuardia to Tampa flights
John F Kennedy Intl to Sky Harbor Intl flights
John F Kennedy Intl to Tampa flights
Reagan-National to Miami flights
Minneapolis to Sky Harbor Intl flights
Dulles Intl to Orlando flights
Seattle to Las Vegas flights
Minneapolis to Las Vegas flights
Los Angeles to Seattle flights
John F Kennedy Intl to Atlanta flights
Dallas/Fort Worth to Newark flights
San Francisco to Newark flights
Dulles Intl to Dallas/Fort Worth flights
Boston to Miami flights

Top 5 airlines flying from Kentucky to Illinois

Discover the top 5 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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$113Average$326FlexibilityNo cancel feeOn-time69%
ContourCheapest$113Average$143FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$117Average$284FlexibilityNo cancel feeOn-time71%
DeltaCheapest$135Average$357FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$178Average$277FlexibilityNo cancel feeOn-time63%
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.