Cheap flights from Kentucky to Illinois from $67

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 2/26. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
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.
Allegiant Air Logo
1:22 pm - 1:57 pm
TYS
-
MDW
1h 35mnonstop
Allegiant Air Logo
2:47 pm - 5:13 pm
MDW
-
TYS
1h 26mnonstop
$132Allegiant Air
Thu, May 21 - Thu, May 28
Allegiant Air Logo
1:22 pm - 1:57 pm
TYS
-
MDW
1h 35mnonstop
Allegiant Air Logo
2:47 pm - 5:13 pm
MDW
-
TYS
1h 26mnonstop
$138Allegiant Air
Thu, May 21 - Sun, May 31
United Airlines Logo
9:00 am - 9:44 am
SDF
-
ORD
1h 44mnonstop
United Airlines Logo
5:50 pm - 8:14 pm
ORD
-
SDF
1h 24mnonstop
$177United Airlines
Tue, Mar 17 - Tue, Mar 24
Southwest Logo
8:55 am - 9:15 am
SDF
-
MDW
1h 20mnonstop
Southwest Logo
6:15 pm - 8:30 pm
MDW
-
SDF
1h 15mnonstop
$177Southwest
Tue, Mar 10 - Wed, Mar 11
American Airlines Logo
6:33 am - 7:15 am
SDF
-
ORD
1h 42mnonstop
American Airlines Logo
2:52 pm - 5:18 pm
ORD
-
SDF
1h 26mnonstop
$184American Airlines
Sat, Mar 14 - Tue, Mar 17
Southwest Logo
7:05 pm - 7:25 pm
SDF
-
MDW
1h 20mnonstop
Southwest Logo
3:35 pm - 11:30 pm
MDW
-
SDF
6h 55m
1 stop
$187Southwest
Tue, Mar 10 - Wed, Mar 11
Frontier Logo
1:07 pm - 10:39 pm
CVG
-
ORD
10h 32m
1 stop
Frontier Logo
5:01 am - 6:45 pm
ORD
-
CVG
12h 44m
1 stop
$187Frontier
Thu, Mar 5 - Sun, Mar 8
American Airlines Logo
10:27 am - 11:02 am
LEX
-
ORD
1h 35mnonstop
American Airlines Logo
1:58 pm - 4:21 pm
ORD
-
LEX
1h 23mnonstop
$189American Airlines
Sun, Mar 22 - Sat, Mar 28
United Airlines Logo
10:49 am - 11:53 am
TYS
-
ORD
2h 04mnonstop
United Airlines Logo
7:45 pm - 10:29 pm
ORD
-
TYS
1h 44mnonstop
$189United Airlines
Thu, Apr 16 - Sun, Apr 19
Frontier Logo
5:20 pm - 9:15 am
CVG
-
ORD
16h 55m
1 stop
Frontier Logo
6:57 am - 3:52 pm
ORD
-
CVG
7h 55m
1 stop
$192Frontier
Wed, Apr 22 - Fri, Apr 24

Delta flights from Kentucky to Illinois

Our best Delta deals on Kentucky to Illinois flight tickets
Delta
Mar 4
CVG8:05 amCincinnati Cinci./N. Kentucky
11h 35m
2 stops
MDW6:40 pmChicago Midway
Mar 9
MDW9:35 amChicago Midway
2h 56m
1 stop
CVG1:31 pmCincinnati Cinci./N. Kentucky
$189
Delta
Mar 5
CVG6:04 pmCincinnati Cinci./N. Kentucky
4h 26m
1 stop
ORD9:30 pmChicago O'Hare Intl
Mar 9
ORD7:10 amChicago O'Hare Intl
5h 21m
1 stop
CVG1:31 pmCincinnati Cinci./N. Kentucky
$191
Delta
Mar 7
CVG6:00 amCincinnati Cinci./N. Kentucky
4h 41m
1 stop
ORD9:41 amChicago O'Hare Intl
Mar 10
ORD7:10 amChicago O'Hare Intl
5h 21m
1 stop
CVG1:31 pmCincinnati Cinci./N. Kentucky
$194

United Airlines flights from Kentucky to Illinois

Our best United Airlines deals on Kentucky to Illinois flight tickets
United Airlines
Mar 17
SDF9:00 amLouisville Intl
1h 44m
ORD9:44 amChicago O'Hare Intl
Mar 24
ORD5:50 pmChicago O'Hare Intl
1h 24m
SDF8:14 pmLouisville Intl
$177
United Airlines
Apr 16
TYS10:49 amKnoxville McGhee Tyson
2h 04m
ORD11:53 amChicago O'Hare Intl
Apr 19
ORD7:45 pmChicago O'Hare Intl
1h 44m
TYS10:29 pmKnoxville McGhee Tyson
$189
United Airlines
Apr 2
SDF9:07 amLouisville Intl
1h 40m
ORD9:47 amChicago O'Hare Intl
Apr 6
ORD7:54 pmChicago O'Hare Intl
1h 36m
SDF10:30 pmLouisville Intl
$191

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 February 13, 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

KnoxvilleChicago

TYS - MDW

TYSMDW

Knoxville McGhee Tyson

Thu 5/21

1:22 pm-1:57 pm

Nonstop1h 35m

Chicago Midway

Thu 5/28

2:47 pm-5:13 pm

Nonstop1h 26m

$132

KnoxvilleChicago

TYS - MDW

TYSMDW

Knoxville McGhee Tyson

Thu 5/21

1:22 pm-1:57 pm

Nonstop1h 35m

Chicago Midway

Sun 5/31

2:47 pm-5:13 pm

Nonstop1h 26m

$138

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Tue 3/17

9:00 am-9:44 am

Nonstop1h 44m

Chicago O'Hare Intl

Tue 3/24

5:50 pm-8:14 pm

Nonstop1h 24m

$177

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Tue 3/10

8:55 am-9:15 am

Nonstop1h 20m

Chicago Midway

Wed 3/11

6:15 pm-8:30 pm

Nonstop1h 15m

$177

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Sat 3/14

6:33 am-7:15 am

Nonstop1h 42m

Chicago O'Hare Intl

Tue 3/17

2:52 pm-5:18 pm

Nonstop1h 26m

$184

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Tue 3/10

7:05 pm-7:25 pm

Nonstop1h 20m

Chicago Midway

Wed 3/11

3:35 pm-11:30 pm

1 stop6h 55m

$187

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Thu 3/5

1:07 pm-10:39 pm

1 stop10h 32m

Chicago O'Hare Intl

Sun 3/8

5:01 am-6:45 pm

1 stop12h 44m

$187

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Sun 3/22

10:27 am-11:02 am

Nonstop1h 35m

Chicago O'Hare Intl

Sat 3/28

1:58 pm-4:21 pm

Nonstop1h 23m

$189

KnoxvilleChicago

TYS - ORD

TYSORD

Knoxville McGhee Tyson

Thu 4/16

10:49 am-11:53 am

Nonstop2h 04m

Chicago O'Hare Intl

Sun 4/19

7:45 pm-10:29 pm

Nonstop1h 44m

$189

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Wed 4/22

5:20 pm-9:15 am

1 stop16h 55m

Chicago O'Hare Intl

Fri 4/24

6:57 am-3:52 pm

1 stop7h 55m

$192

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 November. Flight prices, which tend to average around $196, 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 November, then flying in April is also cheap. Prices for this month can be found on momondo for an average of $204.

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

The cheapest day to depart from Kentucky to Illinois is on a Thursday when prices can be found for as low as $491. Flights from Kentucky to Illinois on a Sunday will generally be more expensive and average around $728. 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 $496. Flights at noon are often more expensive with an average ticket price of $887.

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 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 $293 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 $141 on momondo.

What cabin class options are available on Kentucky to Illinois flights?

There are 4 cabin classes available to choose from on Kentucky to Illinois flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Kentucky to Illinois flights?

You could potentially save up to 15% 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

$190

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 $190. The best round-trip flight deal from Kentucky to Illinois found on momondo in the last 72 hours is $106.
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).
  • 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
United AirlinesPriceFrom $97Free CancellationRating
7.4
9,285 reviews
Search United Airlines flights
American AirlinesPriceFrom $97Free CancellationRating
7.2
11,277 reviews
Search American Airlines flights
SouthwestPriceFrom $97Free CancellationRating
8.0
4,283 reviews
Search Southwest flights
ContourPriceFrom $108Free CancellationRating
7.6
42 reviews
Search Contour 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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1 adult
Sun 3/15
Sun 3/22

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