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Illinois

$46+ 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 9/15. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — ORD
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
1 adult, Economy
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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 July 3, 2025.

Round-trip from

$85
(Frontier)

One-way from

$46
(Frontier)

Popular in

March

Cheapest in

April

Average price

$255

Good round-trip deal

$142 or less

Good one-way deal

$159 or less
From Kentucky to Illinois
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One-way flight from Kentucky to Illinois
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High demand for flights, 1% potential price rise
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Cheapest flight prices on average. 1% potential price decrease ($3 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Kentucky to Illinois.
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Price to beat on a one-way flight from Kentucky to Illinois.
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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 July 3, 2025.

This Frontier deal was found by Cheapflights users on 7/3. 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 7/313:07 pmBNA - ORD
Nonstop2h 04mFrontier
Sun 8/312:35 pmORD - BNA
Nonstop1h 39mFrontier
Deal found 7/3$85
This FlightHub deal was found by Cheapflights users on 7/2. 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.
Thu 7/174:46 pmBNA - ORD
1 stop7h 07mSpirit Airlines
Mon 7/214:37 pmORD - BNA
Nonstop1h 29mSpirit Airlines
Deal found 7/2$87
This Mytrip deal was found by Cheapflights users on 7/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/73:07 pmBNA - ORD
Nonstop2h 04mMultiple Airlines
Mon 8/1110:00 amORD - BNA
1 stop8h 57mMultiple Airlines
Deal found 7/1$89
This United Airlines deal was found by Cheapflights users on 7/3. 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.
Mon 8/46:08 pmSDF - ORD
Nonstop1h 42mUnited Airlines
Tue 8/510:55 amORD - SDF
Nonstop1h 29mUnited Airlines
Deal found 7/3$97
This Southwest deal was found by Cheapflights users on 7/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/71:15 pmSDF - MDW
Nonstop1h 15mSouthwest
Mon 8/118:35 pmMDW - SDF
Nonstop1h 15mSouthwest
Deal found 7/1$97
This Southwest deal was found by Cheapflights users on 7/2. 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 8/148:20 amBNA - MDW
Nonstop1h 40mSouthwest
Mon 8/185:40 amMDW - BNA
Nonstop1h 25mSouthwest
Deal found 7/2$97
This American Airlines deal was found by Cheapflights users on 7/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/76:08 pmSDF - ORD
Nonstop1h 40mAmerican Airlines
Mon 8/116:49 amORD - SDF
Nonstop1h 24mAmerican Airlines
Deal found 7/1$98
This Booking.com deal was found by Cheapflights users on 7/1. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/151:31 pmTYS - MDW
Nonstop1h 33mAllegiant Air
Mon 8/182:54 pmMDW - TYS
Nonstop1h 28mAllegiant Air
Deal found 7/1$112
This Southwest deal was found by Cheapflights users on 7/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/145:30 amSDF - ORD
1 stop7h 20mSouthwest
Wed 10/151:50 pmORD - SDF
1 stop6h 50mSouthwest
Deal found 7/1$117
This American Airlines deal was found by Cheapflights users on 7/2. 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 8/27:18 pmBNA - ORD
Nonstop1h 54mAmerican Airlines
Mon 8/46:51 amORD - BNA
Nonstop1h 27mAmerican Airlines
Deal found 7/2$118
This United Airlines deal was found by Cheapflights users on 7/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/294:57 pmBNA - ORD
Nonstop1h 58mUnited Airlines
Tue 8/512:45 pmORD - BNA
Nonstop1h 41mUnited Airlines
Deal found 7/1$121
This Southwest deal was found by Cheapflights users on 7/3. 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 8/149:05 amBNA - ORD
1 stop8h 50mSouthwest
Mon 8/186:00 amORD - BNA
2 stops7h 50mSouthwest
Deal found 7/3$122

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 July 3, 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

Thu 7/31

3:07 pm-5:11 pm

Nonstop2h 04m

Chicago O'Hare Intl

Sun 8/3

12:35 pm-2:14 pm

Nonstop1h 39m

$85

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

Thu 7/17

4:46 pm-11:53 pm

1 stop7h 07m

Chicago O'Hare Intl

Mon 7/21

4:37 pm-6:06 pm

Nonstop1h 29m

$87

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

Thu 8/7

3:07 pm-5:11 pm

Nonstop2h 04m

Chicago O'Hare Intl

Mon 8/11

10:00 am-6:57 pm

1 stop8h 57m

$89

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Mon 8/4

6:08 pm-6:50 pm

Nonstop1h 42m

Chicago O'Hare Intl

Tue 8/5

10:55 am-1:24 pm

Nonstop1h 29m

$97

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Thu 8/7

7:10 pm-7:30 pm

Nonstop1h 20m

Chicago Midway

Mon 8/11

10:00 am-12:20 pm

Nonstop1h 20m

$97

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Thu 8/14

8:20 am-10:00 am

Nonstop1h 40m

Chicago Midway

Mon 8/18

5:40 am-7:05 am

Nonstop1h 25m

$97

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Thu 8/7

6:08 pm-6:48 pm

Nonstop1h 40m

Chicago O'Hare Intl

Mon 8/11

6:49 am-9:13 am

Nonstop1h 24m

$98

KnoxvilleChicago

TYS - MDW

TYSMDW

Knoxville McGhee Tyson

Fri 8/15

1:31 pm-2:04 pm

Nonstop1h 33m

Chicago Midway

Mon 8/18

2:54 pm-5:22 pm

Nonstop1h 28m

$112

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

Sat 8/2

7:18 pm-9:12 pm

Nonstop1h 54m

Chicago O'Hare Intl

Mon 8/4

6:51 am-8:18 am

Nonstop1h 27m

$118

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

Tue 7/29

4:57 pm-6:55 pm

Nonstop1h 58m

Chicago O'Hare Intl

Tue 8/5

12:45 pm-2:26 pm

Nonstop1h 41m

$121

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

Showing 1-10 of 60 results
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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 July 3, 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 July 3, 2025.

The most flights from USKY to USIL are scheduled on a Thursday (42 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (7 on average).

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 July 3, 2025.
Read through reviews of airlines operating flights from Kentucky to Illinois, such as Southwest, Delta, and United Airlines. 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
4,266 reviews

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,266 reviews
Southwest
8.0
Very good
4,266 reviews

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,982 reviews
Southwest
8.0
Very good
4,266 reviews

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,861 reviews
Southwest
8.0
Very good
4,266 reviews

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Allegiant Air
7.3
Good
708 reviews
Southwest
8.0
Very good
4,266 reviews

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,266 reviews

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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 $46 on Frontier. Other airlines that offer cheap prices include Spirit Airlines from $47 and United Airlines from $49 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

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Alternative routes for Kentucky to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
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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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$102Average$312FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$110Average$285FlexibilityNo cancel feeOn-time71%
ContourCheapest$113Average$143FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$157Average$275FlexibilityNo cancel feeOn-time63%

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