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Cheap flights from Kentucky to Illinois from $59

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Kentucky to Illinois departing on 6/3. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Kentucky to Illinois

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
6:25 am - 7:45 am
BNA
-
STL
1h 20mnonstop
Southwest Logo
11:35 am - 12:45 pm
STL
-
BNA
1h 10mnonstop
$117Southwest
Tue, Jun 2 - Tue, Jun 2
Southwest Logo
11:05 am - 3:10 pm
BNA
-
STL
4h 05m
1 stop
Southwest Logo
6:40 pm - 7:50 pm
STL
-
BNA
1h 10mnonstop
$127Southwest
Tue, Jun 2 - Tue, Jun 2
Multiple Airlines Logo
2:35 pm - 6:36 pm
BNA
-
STL
4h 01m
1 stop
Multiple Airlines Logo
8:08 pm - 11:24 am
STL
-
BNA
15h 16m
1 stop
$177Multiple Airlines
Thu, Jun 4 - Tue, Jun 9
American Airlines Logo
10:02 am - 10:31 am
CVG
-
ORD
1h 29mnonstop
American Airlines Logo
10:00 pm - 12:25 am
ORD
-
CVG
1h 25mnonstop
$191American Airlines
Sat, Jun 6 - Mon, Jun 8
Multiple Airlines Logo
12:54 pm - 8:03 am
CVG
-
ORD
20h 09m
1 stop
Multiple Airlines Logo
1:50 pm - 12:07 pm
ORD
-
CVG
21h 17m
2 stops
$192Multiple Airlines
Wed, Jul 1 - Wed, Jul 15
Contour Logo
8:00 am - 11:30 am
BNA
-
ORD
3h 30m
1 stop
Contour Logo
12:20 pm - 4:10 pm
ORD
-
BNA
3h 50m
1 stop
$207Contour
Fri, Jun 26 - Sun, Jun 28
Contour Logo
8:00 am - 11:30 am
BNA
-
ORD
3h 30m
1 stop
Contour Logo
12:20 pm - 4:10 pm
ORD
-
BNA
3h 50m
1 stop
$208Contour
Wed, Jun 24 - Thu, Jul 2
American Airlines Logo
7:49 am - 8:58 am
TRI
-
ORD
2h 09mnonstop
American Airlines Logo
9:02 pm - 11:52 pm
ORD
-
TRI
1h 50mnonstop
$229American Airlines
Thu, Jun 4 - Thu, Jun 11
United Airlines Logo
6:00 am - 6:59 am
TYS
-
ORD
1h 59mnonstop
United Airlines Logo
6:07 pm - 8:56 pm
ORD
-
TYS
1h 49mnonstop
$249United Airlines
Fri, Jun 12 - Sat, Jun 13
United Airlines Logo
6:00 am - 6:59 am
TYS
-
ORD
1h 59mnonstop
United Airlines Logo
7:45 pm - 10:34 pm
ORD
-
TYS
1h 49mnonstop
$260United Airlines
Sun, Jun 7 - Thu, Jun 25

American Airlines flights from Kentucky to Illinois

Our best American Airlines deals on Kentucky to Illinois flight tickets
American Airlines
Jun 6
CVG10:02 amCincinnati Cinci./N. Kentucky
1h 29m
ORD10:31 amChicago O'Hare Intl
Jun 8
ORD10:00 pmChicago O'Hare Intl
1h 25m
CVG12:25 amCincinnati Cinci./N. Kentucky
$191
American Airlines
Oct 12
CVG8:55 pmCincinnati Cinci./N. Kentucky
1h 30m
ORD9:25 pmChicago O'Hare Intl
Oct 14
ORD10:00 pmChicago O'Hare Intl
1h 24m
CVG12:24 amCincinnati Cinci./N. Kentucky
$196
American Airlines
Jun 9
CVG7:42 amCincinnati Cinci./N. Kentucky
5h 38m
1 stop
ORD12:20 pmChicago O'Hare Intl
Jun 16
ORD6:58 pmChicago O'Hare Intl
1h 32m
CVG9:30 pmCincinnati Cinci./N. Kentucky
$222

Delta flights from Kentucky to Illinois

Our best Delta deals on Kentucky to Illinois flight tickets
Delta
Jun 4
BNA7:46 pmNashville Intl
4h 13m
1 stop
STL11:59 pmLambert-St Louis
Jun 10
STL7:08 amLambert-St Louis
6h 09m
1 stop
BNA1:17 pmNashville Intl
$184
Delta
Jun 9
CVG4:00 pmCincinnati Cinci./N. Kentucky
5h 31m
1 stop
ORD8:31 pmChicago O'Hare Intl
Jun 16
ORD7:01 amChicago O'Hare Intl
5h 34m
1 stop
CVG1:35 pmCincinnati Cinci./N. Kentucky
$197
Delta
Jun 2
CVG6:00 pmCincinnati Cinci./N. Kentucky
3h 14m
1 stop
ORD8:14 pmChicago O'Hare Intl
Jun 8
ORD2:07 pmChicago O'Hare Intl
4h 51m
1 stop
CVG7:58 pmCincinnati Cinci./N. Kentucky
$204

momondo 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, momondo users made 832,500 searches. Data last updated May 16, 2026.
Use the filters below to find and compare flights from Kentucky to Illinois that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

NashvilleSt. Louis

BNA - STL

BNASTL

Nashville Intl

Tue 6/2

6:25 am-7:45 am

Nonstop1h 20m

Lambert-St Louis

Tue 6/2

11:35 am-12:45 pm

Nonstop1h 10m

$117

NashvilleSt. Louis

BNA - STL

BNASTL

Nashville Intl

Tue 6/2

11:05 am-3:10 pm

1 stop4h 05m

Lambert-St Louis

Tue 6/2

6:40 pm-7:50 pm

Nonstop1h 10m

$127

NashvilleSt. Louis

BNA - STL

BNASTL

Nashville Intl

Thu 6/4

2:35 pm-6:36 pm

1 stop4h 01m

Lambert-St Louis

Tue 6/9

8:08 pm-11:24 am

1 stop15h 16m

$177

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Sat 6/6

10:02 am-10:31 am

Nonstop1h 29m

Chicago O'Hare Intl

Mon 6/8

10:00 pm-12:25 am

Nonstop1h 25m

$191

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Wed 7/1

12:54 pm-8:03 am

1 stop20h 09m

Chicago O'Hare Intl

Wed 7/15

1:50 pm-12:07 pm

2 stops21h 17m

$192

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

Fri 6/26

8:00 am-11:30 am

1 stop3h 30m

Chicago O'Hare Intl

Sun 6/28

12:20 pm-4:10 pm

1 stop3h 50m

$207

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

Wed 6/24

8:00 am-11:30 am

1 stop3h 30m

Chicago O'Hare Intl

Thu 7/2

12:20 pm-4:10 pm

1 stop3h 50m

$208

BlountvilleChicago

TRI - ORD

TRIORD

Blountville Tri Cities TN/VA

Thu 6/4

7:49 am-8:58 am

Nonstop2h 09m

Chicago O'Hare Intl

Thu 6/11

9:02 pm-11:52 pm

Nonstop1h 50m

$229

KnoxvilleChicago

TYS - ORD

TYSORD

Knoxville McGhee Tyson

Fri 6/12

6:00 am-6:59 am

Nonstop1h 59m

Chicago O'Hare Intl

Sat 6/13

6:07 pm-8:56 pm

Nonstop1h 49m

$249

KnoxvilleChicago

TYS - ORD

TYSORD

Knoxville McGhee Tyson

Sun 6/7

6:00 am-6:59 am

Nonstop1h 59m

Chicago O'Hare Intl

Thu 6/25

7:45 pm-10:34 pm

Nonstop1h 49m

$260

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Illinois from

How to get the cheapest flight ticket from Kentucky to Illinois

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Illinois?

The cheapest month to fly to Illinois from Kentucky is in April. Flight prices, which tend to average around $58, are often lower during this time because this is during the off-season. If you aren’t able to travel to Illinois during the month of April, then flying in January is also cheap. Prices for this month can be found on momondo for an average of $67.

What is the cheapest day to depart on your flight to Illinois?

The cheapest day to depart from Kentucky to Illinois is on a Friday when prices can be found for as low as $488. Flights from Kentucky to Illinois on a Sunday will generally be more expensive and average around $636. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Illinois?

Our most recent data shows that the best time of day to fly to Illinois is in the morning. Flights from Kentucky to Illinois during this time can be as low as $493. Flights at noon are often more expensive with an average ticket price of $858.

What is the cheapest Kentucky to Illinois flight route?

Fly from Owensboro Daviess County to Chicago O'Hare Intl for the best Kentucky - Illinois flight prices

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

You are more likely to see cheaper flights to Illinois from Kentucky when booking weeks ahead of your departure date. In general, you can expect to find flights to Illinois for around $295 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Illinois from Kentucky for as low as $95 on momondo.

Can stopping save me money on Kentucky to Illinois flights?

You could potentially save up to 30% on your flight if you consider stops on a Kentucky to Illinois flight.

Cheap Kentucky to Illinois flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Kentucky to Illinois

Best Price Found

$58

Fastest flight time

1h 05m

Direct flights

Every day

Airports in Illinois

98 airports
The best one-way flight to Illinois from Kentucky in the past 72 hours is $58. The best round-trip flight deal from Kentucky to Illinois found on momondo in the last 72 hours is $126.
The fastest flight from Kentucky to Illinois takes 1h 05m
Direct flights go from Kentucky to Illinois every day.
There are 98 airports in Illinois. From Kentucky there are direct flights to Chicago Midway (MDW), Lambert-St Louis (STL).
Search flight deals

Frequently asked questions about flying from Kentucky to Illinois

  • When did momondo last update prices for flights from Kentucky to Illinois?

    Prices for flights from Kentucky to Illinois are refreshed on a daily basis.

  • How many operators does momondo search for flights from Kentucky to Illinois?

  • How old do you have to be to fly from Kentucky to Illinois?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Kentucky to Illinois.

  • What documentation or ID do you need to fly to Illinois?

    The required travel and health documents for your Illinois trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Illinois. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Kentucky to Illinois?

Best airlines flying from Kentucky to Illinois

Compare and see reviews for airlines that fly from Kentucky to Illinois with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $77Free CancellationRating
8.0
4,292 reviews
Search Southwest flights
American AirlinesPriceFrom $97Free CancellationRating
7.1
11,655 reviews
Search American Airlines flights
ContourPriceFrom $108Free CancellationRating
7.7
41 reviews
Search Contour flights
United AirlinesPriceFrom $117Free CancellationRating
7.4
9,730 reviews
Search United Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Kentucky to Illinois?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Kentucky to Illinois for you.

Can I find flights from Kentucky to Illinois with flexible booking policies on momondo?

Flights from Kentucky to Illinois with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Kentucky to Illinois?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Kentucky to Illinois.

I’m not ready to book a flight from Kentucky to Illinois right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Kentucky to Illinois flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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Mon 6/15
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