HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Illinois

$53+ 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 6/3. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — ORD
May 6 — May 131
Tue 5/6
Tue 5/13
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 May 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$85
(Cheapflightsfares)

One-way from

$54
(Cheapflightsfares)

Popular in

March

Cheapest in

August

Average price

$231

Good round-trip deal

$141 or less

Good one-way deal

$73 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
Highest demand for flights based on searches. 5% potential increase in price ($14 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($3 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 May 1, 2025.

This Booking.com deal was found by Cheapflights users on 4/29. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/302:28 pmBNA - ORD
Nonstop1h 57mSpirit Airlines
Tue 6/39:08 pmORD - BNA
1 stop9h 36mSpirit Airlines
Deal found 4/29$84
This Cheapflightsfares deal was found by Cheapflights users on 4/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/263:07 pmBNA - ORD
Nonstop1h 49mFrontier
Sun 6/2912:35 pmORD - BNA
Nonstop1h 42mFrontier
Deal found 4/29$85
This CheapOair deal was found by Cheapflights users on 4/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/162:28 pmBNA - ORD
Nonstop1h 57mMultiple Airlines
Mon 5/192:36 pmORD - BNA
Nonstop1h 36mMultiple Airlines
Deal found 4/30$86
This Southwest deal was found by Cheapflights users on 4/30. 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 5/295:15 amBNA - MDW
Nonstop1h 35mSouthwest
Sun 6/110:45 pmMDW - BNA
Nonstop1h 30mSouthwest
Deal found 4/30$145
This American Airlines deal was found by Cheapflights users on 4/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/243:43 pmBNA - ORD
Nonstop1h 56mAmerican Airlines
Sun 5/2511:55 amORD - BNA
Nonstop1h 33mAmerican Airlines
Deal found 4/29$145
This FlightHub deal was found by Cheapflights users on 4/30. 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.
Wed 5/282:07 pmSDF - ORD
1 stop7h 01mSpirit Airlines
Wed 6/46:30 amORD - SDF
1 stop5h 42mSpirit Airlines
Deal found 4/30$147
This Southwest deal was found by Cheapflights users on 4/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/286:20 amBNA - ORD
1 stop5h 30mSouthwest
Thu 5/294:00 pmORD - BNA
Nonstop1h 40mSouthwest
Deal found 4/29$155
This Frontier deal was found by Cheapflights users on 5/1. 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 5/1511:50 amCVG - ORD
1 stop8h 26mFrontier
Sat 5/179:19 amORD - CVG
1 stop10h 33mFrontier
Deal found 5/1$171
This Delta deal was found by Cheapflights users on 4/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/304:43 pmBNA - MDW
1 stop4h 44mDelta
Sun 6/86:00 amMDW - BNA
1 stop3h 52mDelta
Deal found 4/30$177
This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/17:45 pmBNA - ORD
1 stop4h 13mDelta
Wed 6/47:10 amORD - BNA
1 stop6h 07mDelta
Deal found 4/29$177
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Sat 5/248:56 amSDF - ORD
Nonstop1h 36mAmerican Airlines
Sun 5/258:25 pmORD - SDF
Nonstop1h 36mAmerican Airlines
Deal found 4/30$179
This Frontier deal was found by Cheapflights users on 4/30. 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.
Fri 5/165:45 amCVG - MDW
1 stop7h 39mFrontier
Sun 5/184:00 pmMDW - CVG
1 stop7h 40mFrontier
Deal found 4/30$180

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 May 1, 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

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

Fri 5/30

2:28 pm-4:25 pm

Nonstop1h 57m

Chicago O'Hare Intl

Tue 6/3

9:08 pm-6:44 am

1 stop9h 36m

$84

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

Thu 6/26

3:07 pm-4:56 pm

Nonstop1h 49m

Chicago O'Hare Intl

Mon 6/30

10:30 am-12:14 pm

Nonstop1h 44m

$85

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

Fri 5/16

2:28 pm-4:25 pm

Nonstop1h 57m

Chicago O'Hare Intl

Mon 5/19

2:36 pm-4:12 pm

Nonstop1h 36m

$86

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Thu 5/29

5:15 am-6:50 am

Nonstop1h 35m

Chicago Midway

Sun 6/1

6:55 am-8:25 am

Nonstop1h 30m

$145

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

Sat 5/24

3:43 pm-5:39 pm

Nonstop1h 56m

Chicago O'Hare Intl

Sun 5/25

11:55 am-1:28 pm

Nonstop1h 33m

$145

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Wed 5/28

2:07 pm-8:08 pm

1 stop7h 01m

Chicago O'Hare Intl

Wed 6/4

6:30 am-1:12 pm

1 stop5h 42m

$147

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

Wed 5/28

6:20 am-11:50 am

1 stop5h 30m

Chicago O'Hare Intl

Thu 5/29

4:00 pm-5:40 pm

Nonstop1h 40m

$155

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Thu 5/15

11:50 am-7:16 pm

1 stop8h 26m

Chicago O'Hare Intl

Sat 5/17

9:19 am-8:52 pm

1 stop10h 33m

$171

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Fri 5/30

3:01 pm-9:27 pm

1 stop6h 26m

Chicago Midway

Fri 6/6

6:31 pm-10:56 pm

1 stop4h 25m

$177

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

Sun 6/1

7:45 pm-11:58 pm

1 stop4h 13m

Chicago O'Hare Intl

Wed 6/4

7:10 am-1:17 pm

1 stop6h 07m

$177

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

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, 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 May 1, 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 May 1, 2025.

The most flights from USKY to USIL are scheduled on a Wednesday (42 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (10 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 May 1, 2025.
See what other customers who have flown with Southwest, Delta and United Airlines 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
8.0
Very good
4,294 reviews

Entertainment

7.6

Comfort

8.0

Boarding

8.2

Overall

8.0

Crew

8.6

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,294 reviews
Southwest
8.0
Very good
4,294 reviews

Entertainment

7.6

Comfort

8.0

Boarding

8.2

Overall

8.0

Crew

8.6

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,934 reviews
Southwest
8.0
Very good
4,294 reviews

Entertainment

7.6

Comfort

8.0

Boarding

8.2

Overall

8.0

Crew

8.6

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
United Airlines
7.4
Good
8,696 reviews
Southwest
8.0
Very good
4,294 reviews

Entertainment

7.6

Comfort

8.0

Boarding

8.2

Overall

8.0

Crew

8.6

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Allegiant Air
7.3
Good
734 reviews
Southwest
8.0
Very good
4,294 reviews

Entertainment

7.6

Comfort

8.0

Boarding

8.2

Overall

8.0

Crew

8.6

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,294 reviews

Entertainment

7.6

Comfort

8.0

Boarding

8.2

Overall

8.0

Crew

8.6

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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 $54 on Spirit Airlines. Other airlines that offer cheap prices include Allegiant Air from $58 and Frontier 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.
Los Angeles to John F Kennedy Intl flights
Newark to Fort Lauderdale flights
LaGuardia to Fort Lauderdale flights
John F Kennedy Intl to Los Angeles flights
Newark to Miami flights
Newark to Orlando flights
John F Kennedy Intl to Miami flights
Newark to Las Vegas flights
Dallas/Fort Worth to O'Hare Intl flights
Dallas/Fort Worth to LaGuardia flights
LaGuardia to Miami flights
Los Angeles to Seattle flights
LaGuardia to O'Hare Intl flights
Dallas/Fort Worth to Seattle flights
Seattle to Los Angeles flights
San Francisco to John F Kennedy Intl flights
O'Hare Intl to LaGuardia flights
John F Kennedy Intl to San Francisco flights
O'Hare Intl to Dallas/Fort Worth flights
LaGuardia to Dallas/Fort Worth flights
Dallas/Fort Worth to Los Angeles flights
John F Kennedy Intl to Las Vegas flights
Dallas/Fort Worth to John F Kennedy Intl flights
John F Kennedy Intl to Orlando flights
John F Kennedy Intl to Seattle flights
Los Angeles to Dallas/Fort Worth flights
Newark to Seattle flights
John F Kennedy Intl to Dallas/Fort Worth flights
LaGuardia to Orlando flights
John F Kennedy Intl to Fort Lauderdale flights
Los Angeles to Newark flights
Newark to Dallas/Fort Worth flights
Newark to San Francisco flights
John F Kennedy Intl to O'Hare Intl flights
LaGuardia to Atlanta flights
Dallas/Fort Worth to Newark flights
Los Angeles to LaGuardia flights
O'Hare Intl to John F Kennedy Intl flights
Seattle to Dallas/Fort Worth flights
John F Kennedy Intl to Atlanta flights
San Francisco to Newark flights
Dallas/Fort Worth to Las Vegas flights
Los Angeles to Honolulu flights
Newark to Los Angeles flights
John F Kennedy Intl to Hobby flights
Newark to O'Hare Intl flights
Ontario to John F Kennedy Intl flights
San Francisco to Seattle flights
LaGuardia to Los Angeles flights
San Francisco to Los Angeles 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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$106Average$333FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$112Average$277FlexibilityNo cancel feeOn-time71%
ContourCheapest$116Average$141FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$135Average$365FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$172Average$275FlexibilityNo 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.