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Cheap flights from Illinois to Kentucky from $49

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 5/12. 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 Illinois to Kentucky

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
7:35 am - 8:45 am
STL
-
BNA
1h 10mnonstop
Southwest Logo
8:40 pm - 10:00 pm
BNA
-
STL
1h 20mnonstop
$97Southwest
Wed, May 20 - Wed, May 20
Southwest Logo
5:35 am - 11:15 am
STL
-
BNA
5h 40m
1 stop
Southwest Logo
8:40 pm - 10:00 pm
BNA
-
STL
1h 20mnonstop
$107Southwest
Wed, May 20 - Wed, May 20
Frontier Logo
6:00 am - 6:36 pm
MDW
-
CVG
11h 36m
1 stop
Frontier Logo
7:46 pm - 11:09 am
CVG
-
MDW
16h 23m
1 stop
$130Frontier
Sat, May 2 - Mon, May 4
Frontier Logo
6:00 am - 6:36 pm
MDW
-
CVG
11h 36m
1 stop
Frontier Logo
7:46 pm - 11:09 am
CVG
-
MDW
16h 23m
1 stop
$135Frontier
Sat, May 2 - Mon, May 4
Multiple Airlines Logo
9:16 am - 6:36 pm
ORD
-
CVG
8h 20m
1 stop
Multiple Airlines Logo
7:46 pm - 7:55 am
CVG
-
ORD
13h 09m
1 stop
$137Multiple Airlines
Sat, May 2 - Mon, May 4
Multiple Airlines Logo
9:16 am - 6:36 pm
ORD
-
CVG
8h 20m
1 stop
Multiple Airlines Logo
7:46 pm - 7:55 am
CVG
-
ORD
13h 09m
1 stop
$140Multiple Airlines
Sat, May 2 - Mon, May 4
American Airlines Logo
7:30 pm - 10:02 pm
ORD
-
CVG
1h 32mnonstop
American Airlines Logo
2:07 pm - 2:46 pm
CVG
-
ORD
1h 39mnonstop
$158American Airlines
Wed, May 27 - Wed, Jun 3
American Airlines Logo
8:46 pm - 10:58 am
ORD
-
LEX
13h 12m
1 stop
American Airlines Logo
1:14 pm - 1:59 pm
LEX
-
ORD
1h 45mnonstop
$247American Airlines
Sat, May 16 - Sun, May 17
United Airlines Logo
6:45 am - 9:16 am
ORD
-
LEX
1h 31mnonstop
United Airlines Logo
5:45 pm - 6:31 pm
LEX
-
ORD
1h 46mnonstop
$249United Airlines
Thu, Jun 4 - Sat, Jun 6
United Airlines Logo
7:55 pm - 10:27 pm
ORD
-
LEX
1h 32mnonstop
United Airlines Logo
7:50 pm - 8:40 pm
LEX
-
ORD
1h 50mnonstop
$264United Airlines
Fri, May 1 - Sun, May 3

Spirit Airlines flights from Illinois to Kentucky

Our best Spirit Airlines deals on Illinois to Kentucky flight tickets
Spirit Airlines
May 1
ORD11:28 amChicago O'Hare Intl
21h 07m
2 stops
BNA8:35 amNashville Intl
May 5
BNA6:00 amNashville Intl
17h 15m
1 stop
ORD11:15 pmChicago O'Hare Intl
$215
Spirit Airlines
Apr 30
ORD11:28 amChicago O'Hare Intl
21h 07m
2 stops
BNA8:35 amNashville Intl
May 2
BNA3:27 pmNashville Intl
8h 57m
1 stop
ORD12:24 amChicago O'Hare Intl
$217
Spirit Airlines
Apr 24
ORD5:05 amChicago O'Hare Intl
10h 59m
1 stop
SDF5:04 pmLouisville Intl
May 1
SDF6:06 pmLouisville Intl
16h 30m
1 stop
ORD9:36 amChicago O'Hare Intl
$218

Southwest flights from Illinois to Kentucky

Our best Southwest deals on Illinois to Kentucky flight tickets
Southwest
May 20
STL11:35 amLambert-St Louis
1h 10m
BNA12:45 pmNashville Intl
May 20
BNA8:40 pmNashville Intl
1h 20m
STL10:00 pmLambert-St Louis
$97
Southwest
May 20
STL11:35 amLambert-St Louis
1h 10m
BNA12:45 pmNashville Intl
May 20
BNA4:00 pmNashville Intl
3h 50m
1 stop
STL7:50 pmLambert-St Louis
$107
Southwest
May 20
STL7:35 amLambert-St Louis
1h 10m
BNA8:45 amNashville Intl
May 20
BNA12:40 pmNashville Intl
5h 15m
2 stops
STL5:55 pmLambert-St Louis
$112

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 April 13, 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

Cheapest round-trip
Quickest round-trip

St. LouisNashville

STL - BNA

STLBNA

Lambert-St Louis

Wed 5/20

7:35 am-8:45 am

Nonstop1h 10m

Nashville Intl

Wed 5/20

8:40 pm-10:00 pm

Nonstop1h 20m

$97

St. LouisNashville

STL - BNA

STLBNA

Lambert-St Louis

Wed 5/20

5:35 am-11:15 am

1 stop5h 40m

Nashville Intl

Wed 5/20

8:40 pm-10:00 pm

Nonstop1h 20m

$107

ChicagoCincinnati

MDW - CVG

MDWCVG

Chicago Midway

Sat 5/2

6:00 am-6:36 pm

1 stop11h 36m

Cincinnati Cinci./N. Kentucky

Mon 5/4

7:46 pm-11:09 am

1 stop16h 23m

$130

ChicagoCincinnati

MDW - CVG

MDWCVG

Chicago Midway

Sat 5/2

6:00 am-6:36 pm

1 stop11h 36m

Cincinnati Cinci./N. Kentucky

Mon 5/4

7:46 pm-11:09 am

1 stop16h 23m

$135

ChicagoCincinnati

ORD - CVG

ORDCVG

Chicago O'Hare Intl

Sat 5/2

9:16 am-6:36 pm

1 stop8h 20m

Cincinnati Cinci./N. Kentucky

Mon 5/4

7:46 pm-7:55 am

1 stop13h 09m

$137

ChicagoCincinnati

ORD - CVG

ORDCVG

Chicago O'Hare Intl

Sat 5/2

9:16 am-6:36 pm

1 stop8h 20m

Cincinnati Cinci./N. Kentucky

Mon 5/4

7:46 pm-7:55 am

1 stop13h 09m

$140

ChicagoCincinnati

ORD - CVG

ORDCVG

Chicago O'Hare Intl

Wed 5/27

7:30 pm-10:02 pm

Nonstop1h 32m

Cincinnati Cinci./N. Kentucky

Wed 6/3

2:07 pm-2:46 pm

Nonstop1h 39m

$158

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Sat 5/16

8:46 pm-10:58 am

1 stop13h 12m

Lexington Blue Grass

Sun 5/17

1:14 pm-1:59 pm

Nonstop1h 45m

$247

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Thu 6/4

6:45 am-9:16 am

Nonstop1h 31m

Lexington Blue Grass

Sat 6/6

5:45 pm-6:31 pm

Nonstop1h 46m

$249

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Fri 5/1

7:55 pm-10:27 pm

Nonstop1h 32m

Lexington Blue Grass

Sun 5/3

7:50 pm-8:40 pm

Nonstop1h 50m

$264

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 $250. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around $467. 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 $295. 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 evening when prices are around $359.

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 $338 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 $135 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

$59

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 $59. The best round-trip flight deal from Illinois to Kentucky found on momondo in the last 72 hours is $168.
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), Louisville Intl (SDF), Cincinnati Cinci./N. Kentucky (CVG).
Search flight deals

Frequently asked questions about flying from Illinois to Kentucky

  • 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 $104Free CancellationRating
7.6
42 reviews
Search Contour flights
SouthwestPriceFrom $124Free CancellationRating
8.0
4,329 reviews
Search Southwest flights
United AirlinesPriceFrom $133Free CancellationRating
7.4
9,582 reviews
Search United Airlines flights
American AirlinesPriceFrom $136Free CancellationRating
7.1
11,570 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

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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1 adult
Wed 5/13
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