Cheap flights from Illinois to Kentucky from $57

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to Kentucky departing on 5/31. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
6:00 am - 5:33 pm
MDW
-
CVG
10h 33m
1 stop
Frontier Logo
6:53 pm - 7:31 pm
CVG
-
MDW
25h 38m
1 stop
$128Frontier
Thu, Apr 23 - Sun, Apr 26
Frontier Logo
6:08 pm - 5:33 pm
ORD
-
CVG
22h 25m
1 stop
Frontier Logo
6:53 pm - 11:32 am
CVG
-
ORD
17h 39m
1 stop
$138Frontier
Wed, Apr 22 - Sun, Apr 26
United Airlines Logo
1:00 pm - 3:25 pm
ORD
-
CVG
1h 25mnonstop
United Airlines Logo
9:12 pm - 9:53 pm
CVG
-
ORD
1h 41mnonstop
$141United Airlines
Thu, Apr 16 - Thu, Apr 16
American Airlines Logo
6:54 pm - 9:26 pm
ORD
-
SDF
1h 32mnonstop
American Airlines Logo
12:14 pm - 12:48 pm
SDF
-
ORD
1h 34mnonstop
$157American Airlines
Wed, Mar 25 - Thu, Mar 26
United Airlines Logo
5:55 pm - 8:13 pm
ORD
-
CVG
1h 18mnonstop
United Airlines Logo
7:45 pm - 8:18 pm
CVG
-
ORD
1h 33mnonstop
$157United Airlines
Tue, Mar 24 - Wed, Mar 25
Southern / Mokulele Logo
9:50 am - 1:48 pm
STL
-
BNA
3h 58m
1 stop
Southern / Mokulele Logo
2:35 pm - 6:36 pm
BNA
-
STL
4h 01m
1 stop
$157Southern / Mokulele
Tue, Mar 24 - Tue, Mar 31
Southwest Logo
1:20 pm - 3:30 pm
MDW
-
CVG
1h 10mnonstop
Southwest Logo
7:35 pm - 7:45 pm
CVG
-
MDW
1h 10mnonstop
$164Southwest
Tue, Mar 31 - Wed, Apr 1
Southwest Logo
7:15 pm - 9:30 pm
MDW
-
CVG
1h 15mnonstop
Southwest Logo
8:15 pm - 8:30 pm
CVG
-
MDW
1h 15mnonstop
$171Southwest
Thu, Mar 26 - Thu, Apr 2
Southern / Mokulele Logo
9:50 am - 1:48 pm
STL
-
BNA
3h 58m
1 stop
Southern / Mokulele Logo
2:35 pm - 6:36 pm
BNA
-
STL
4h 01m
1 stop
$171Southern / Mokulele
Fri, Mar 27 - Mon, Mar 30
American Airlines Logo
5:24 pm - 8:18 pm
ORD
-
TYS
1h 54mnonstop
American Airlines Logo
8:48 pm - 9:57 pm
TYS
-
ORD
2h 09mnonstop
$190American Airlines
Thu, Apr 9 - Mon, Apr 13

Spirit Airlines flights from Illinois to Kentucky

Our best Spirit Airlines deals on Illinois to Kentucky flight tickets
Spirit Airlines
Mar 2
ORD12:44 pmChicago O'Hare Intl
7h 13m
1 stop
BNA7:57 pmNashville Intl
Mar 4
BNA6:15 amNashville Intl
11h 31m
1 stop
ORD5:46 pmChicago O'Hare Intl
$204
Spirit Airlines
Mar 3
ORD12:44 pmChicago O'Hare Intl
7h 13m
1 stop
BNA7:57 pmNashville Intl
Mar 5
BNA9:25 amNashville Intl
8h 21m
1 stop
ORD5:46 pmChicago O'Hare Intl
$206
Spirit Airlines
Mar 9
ORD10:44 amChicago O'Hare Intl
9h 13m
1 stop
BNA7:57 pmNashville Intl
Mar 12
BNA7:44 amNashville Intl
9h 31m
1 stop
ORD5:15 pmChicago O'Hare Intl
$208

Southern / Mokulele flights from Illinois to Kentucky

Our best Southern / Mokulele deals on Illinois to Kentucky flight tickets
Southern / Mokulele
Feb 28
STL9:50 amLambert-St Louis
3h 58m
1 stop
BNA1:48 pmNashville Intl
Mar 2
BNA2:35 pmNashville Intl
4h 01m
1 stop
STL6:36 pmLambert-St Louis
$154
Southern / Mokulele
Mar 24
STL9:50 amLambert-St Louis
3h 58m
1 stop
BNA1:48 pmNashville Intl
Mar 31
BNA2:35 pmNashville Intl
4h 01m
1 stop
STL6:36 pmLambert-St Louis
$157
Southern / Mokulele
Mar 27
STL9:50 amLambert-St Louis
3h 58m
1 stop
BNA1:48 pmNashville Intl
Mar 30
BNA2:35 pmNashville Intl
4h 01m
1 stop
STL6:36 pmLambert-St Louis
$171

momondo Fare Finder

 
Customize your flight search to find flights from Illinois to Kentucky 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 28, 2026.
Use the filters below to find and compare flights from Illinois to Kentucky that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoCincinnati

MDW - CVG

MDWCVG

Chicago Midway

Thu 4/23

6:00 am-5:33 pm

1 stop10h 33m

Cincinnati Cinci./N. Kentucky

Sun 4/26

6:53 pm-7:31 pm

1 stop25h 38m

$128

ChicagoCincinnati

ORD - CVG

ORDCVG

Chicago O'Hare Intl

Wed 4/22

6:08 pm-5:33 pm

1 stop22h 25m

Cincinnati Cinci./N. Kentucky

Sun 4/26

6:53 pm-11:32 am

1 stop17h 39m

$138

ChicagoCincinnati

ORD - CVG

ORDCVG

Chicago O'Hare Intl

Thu 4/16

1:00 pm-3:25 pm

Nonstop1h 25m

Cincinnati Cinci./N. Kentucky

Thu 4/16

9:12 pm-9:53 pm

Nonstop1h 41m

$141

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Wed 3/25

6:54 pm-9:26 pm

Nonstop1h 32m

Louisville Intl

Thu 3/26

12:14 pm-12:48 pm

Nonstop1h 34m

$157

ChicagoCincinnati

ORD - CVG

ORDCVG

Chicago O'Hare Intl

Tue 3/24

5:55 pm-8:13 pm

Nonstop1h 18m

Cincinnati Cinci./N. Kentucky

Wed 3/25

7:45 pm-8:18 pm

Nonstop1h 33m

$157

St. LouisNashville

STL - BNA

STLBNA

Lambert-St Louis

Tue 3/24

9:50 am-1:48 pm

1 stop3h 58m

Nashville Intl

Tue 3/31

2:35 pm-6:36 pm

1 stop4h 01m

$157

ChicagoCincinnati

MDW - CVG

MDWCVG

Chicago Midway

Tue 3/31

1:20 pm-3:30 pm

Nonstop1h 10m

Cincinnati Cinci./N. Kentucky

Wed 4/1

7:35 pm-7:45 pm

Nonstop1h 10m

$164

ChicagoCincinnati

MDW - CVG

MDWCVG

Chicago Midway

Thu 3/26

7:15 pm-9:30 pm

Nonstop1h 15m

Cincinnati Cinci./N. Kentucky

Thu 4/2

8:15 pm-8:30 pm

Nonstop1h 15m

$171

St. LouisNashville

STL - BNA

STLBNA

Lambert-St Louis

Fri 3/27

9:50 am-1:48 pm

1 stop3h 58m

Nashville Intl

Mon 3/30

2:35 pm-6:36 pm

1 stop4h 01m

$171

ChicagoKnoxville

ORD - TYS

ORDTYS

Chicago O'Hare Intl

Thu 4/9

5:24 pm-8:18 pm

Nonstop1h 54m

Knoxville McGhee Tyson

Mon 4/13

8:48 pm-9:57 pm

Nonstop2h 09m

$190

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 Kentucky from

How to get the cheapest flight ticket from Illinois to Kentucky

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 Kentucky?

If you’re not able to fly to Kentucky in August, then September is your next best option. Flight prices from Illinois to Kentucky during September average around $225.

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

Our data shows that Saturday is the least expensive day to fly to Kentucky. Tickets to fly out on this day can be as low as $249. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around $459. These prices are subject to change though, so be sure to set up a Price Alert for flights to Kentucky.

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

According to our data, the cheapest time of day to fly to Kentucky is in the morning. momondo users have found flights departing from Illinois to Kentucky in the morning for as low as $291. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In contrast, the most expensive time of day to depart to Kentucky is in the afternoon when prices are around $344.

What is the cheapest Illinois to Kentucky flight route?

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

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

You are more likely to see cheaper flights to Kentucky from Illinois when booking weeks ahead of your departure date. In general, you can expect to find flights to Kentucky for around $322 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Kentucky from Illinois for as low as $124 on momondo.

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

There are 4 cabin classes available to choose from on Illinois to Kentucky 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 Illinois to Kentucky flights?

No. A direct flight is the cheapest option for a flight between Illinois to Kentucky.

Cheap Illinois to Kentucky flight deals and tips

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

Best Price Found

$61

Fastest flight time

1h 05m

Direct flights

Every day

Airports in Kentucky

43 airports
The best one-way flight to Kentucky from Illinois in the past 72 hours is $61. The best round-trip flight deal from Illinois to Kentucky found on momondo in the last 72 hours is $144.
The fastest flight from Illinois to Kentucky takes 1h 05m
Direct flights go from Illinois to Kentucky every day.
There are 43 airports in Kentucky. From Illinois there are direct flights to Nashville Intl (BNA), Cincinnati Cinci./N. Kentucky (CVG).
  • When did momondo last update prices for flights from Illinois to Kentucky?

    Prices for flights from Illinois to Kentucky were last updated today.

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

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Illinois to Kentucky.

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

    The travel and health documents you'll need for your trip to Kentucky may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Kentucky. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

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

Best airlines flying from Illinois to Kentucky

Compare and see reviews for airlines that fly from Illinois to Kentucky with momondo
Airline
Rating
Free Cancellation
Price
ContourPriceFrom $108Free CancellationRating
7.6
42 reviews
Search Contour flights
SouthwestPriceFrom $124Free CancellationRating
8.0
4,303 reviews
Search Southwest flights
United AirlinesPriceFrom $127Free CancellationRating
7.4
9,362 reviews
Search United Airlines flights
American AirlinesPriceFrom $139Free CancellationRating
7.1
11,367 reviews
Search American Airlines flights

Why use momondo?

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

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 Illinois to Kentucky for you.

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

All flight searches from Illinois to Kentucky on momondo can be filtered to show those which offer flexible booking policies.

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

Once all potential Illinois to Kentucky flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Price alerts on flights to Kentucky from Illinois are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Kentucky trip

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1 adult
Mon 3/30
Mon 4/6

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Popular cities in Kentucky

Popular flights according to clicks in the last 7 days on momondo