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Cheap flights from Illinois to Kentucky from $54

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 7/16. 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.
Allegiant Air Logo
2:46 pm - 5:14 pm
MDW
-
TYS
1h 28mnonstop
Allegiant Air Logo
1:22 pm - 1:58 pm
TYS
-
MDW
1h 36mnonstop
$133Allegiant Air
Sun, Jun 28 - Sun, Jul 12
Allegiant Air Logo
2:49 pm - 5:19 pm
MDW
-
TYS
1h 30mnonstop
Allegiant Air Logo
1:23 pm - 1:59 pm
TYS
-
MDW
1h 36mnonstop
$136Allegiant Air
Sun, Aug 9 - Sun, Aug 16
Southwest Logo
1:45 pm - 2:55 pm
STL
-
BNA
1h 10mnonstop
Southwest Logo
6:25 am - 7:45 am
BNA
-
STL
1h 20mnonstop
$137Southwest
Tue, Jun 23 - Tue, Jun 30
Southwest Logo
10:15 am - 11:25 am
STL
-
BNA
1h 10mnonstop
Southwest Logo
3:10 pm - 8:30 pm
BNA
-
STL
5h 20m
1 stop
$147Southwest
Tue, Jun 23 - Tue, Jun 30
American Airlines Logo
10:00 pm - 12:30 am
ORD
-
CVG
1h 30mnonstop
American Airlines Logo
1:31 pm - 2:08 pm
CVG
-
ORD
1h 37mnonstop
$157American Airlines
Wed, Jul 8 - Wed, Jul 15
American Airlines Logo
10:00 pm - 12:30 am
ORD
-
CVG
1h 30mnonstop
American Airlines Logo
7:07 pm - 7:59 pm
CVG
-
ORD
1h 52mnonstop
$158American Airlines
Wed, Jul 8 - Wed, Jul 15
United Airlines Logo
6:50 am - 9:16 am
ORD
-
CVG
1h 26mnonstop
United Airlines Logo
2:05 pm - 2:39 pm
CVG
-
ORD
1h 34mnonstop
$174United Airlines
Wed, Aug 19 - Sat, Aug 22
United Airlines Logo
6:50 am - 9:16 am
ORD
-
CVG
1h 26mnonstop
United Airlines Logo
2:05 pm - 2:39 pm
CVG
-
ORD
1h 34mnonstop
$186United Airlines
Wed, Aug 19 - Sat, Aug 22
Contour Logo
12:20 pm - 4:10 pm
ORD
-
BNA
3h 50m
1 stop
Contour Logo
8:00 am - 11:30 am
BNA
-
ORD
3h 30m
1 stop
$228Contour
Thu, Jul 2 - Sun, Jul 5
Contour Logo
12:20 pm - 4:10 pm
ORD
-
BNA
3h 50m
1 stop
Contour Logo
8:00 am - 11:30 am
BNA
-
ORD
3h 30m
1 stop
$229Contour
Thu, Jul 30 - Sun, Aug 2

Contour flights from Illinois to Kentucky

Our best Contour deals on Illinois to Kentucky flight tickets
Contour
Jul 2
ORD12:20 pmChicago O'Hare Intl
3h 50m
1 stop
BNA4:10 pmNashville Intl
Jul 5
BNA8:00 amNashville Intl
3h 30m
1 stop
ORD11:30 amChicago O'Hare Intl
$228
Contour
Jul 30
ORD12:20 pmChicago O'Hare Intl
3h 50m
1 stop
BNA4:10 pmNashville Intl
Aug 2
BNA8:00 amNashville Intl
3h 30m
1 stop
ORD11:30 amChicago O'Hare Intl
$229
Contour
Jun 11
ORD12:20 pmChicago O'Hare Intl
3h 50m
1 stop
BNA4:10 pmNashville Intl
Jun 12
BNA8:00 amNashville Intl
3h 30m
1 stop
ORD11:30 amChicago O'Hare Intl
$231

Southwest flights from Illinois to Kentucky

Our best Southwest deals on Illinois to Kentucky flight tickets
Southwest
Jun 23
STL1:45 pmLambert-St Louis
1h 10m
BNA2:55 pmNashville Intl
Jun 30
BNA6:25 amNashville Intl
1h 20m
STL7:45 amLambert-St Louis
$137
Southwest
Jun 23
STL10:15 amLambert-St Louis
1h 10m
BNA11:25 amNashville Intl
Jun 30
BNA3:10 pmNashville Intl
5h 20m
1 stop
STL8:30 pmLambert-St Louis
$147
Southwest
Sep 5
STL2:35 pmLambert-St Louis
1h 10m
BNA3:45 pmNashville Intl
Sep 7
BNA6:25 amNashville Intl
1h 10m
STL7:35 amLambert-St Louis
$191

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 May 31, 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

ChicagoKnoxville

MDW - TYS

MDWTYS

Chicago Midway

Sun 6/28

2:46 pm-5:14 pm

Nonstop1h 28m

Knoxville McGhee Tyson

Sun 7/12

1:22 pm-1:58 pm

Nonstop1h 36m

$133

ChicagoKnoxville

MDW - TYS

MDWTYS

Chicago Midway

Sun 8/9

2:49 pm-5:19 pm

Nonstop1h 30m

Knoxville McGhee Tyson

Sun 8/16

1:23 pm-1:59 pm

Nonstop1h 36m

$136
Quickest round-trip

St. LouisNashville

STL - BNA

STLBNA

Lambert-St Louis

Tue 6/23

1:45 pm-2:55 pm

Nonstop1h 10m

Nashville Intl

Tue 6/30

6:25 am-7:45 am

Nonstop1h 20m

$137

St. LouisNashville

STL - BNA

STLBNA

Lambert-St Louis

Tue 6/23

10:15 am-11:25 am

Nonstop1h 10m

Nashville Intl

Tue 6/30

3:10 pm-8:30 pm

1 stop5h 20m

$147

ChicagoCincinnati

ORD - CVG

ORDCVG

Chicago O'Hare Intl

Wed 7/8

10:00 pm-12:30 am

Nonstop1h 30m

Cincinnati Cinci./N. Kentucky

Wed 7/15

1:31 pm-2:08 pm

Nonstop1h 37m

$157

ChicagoCincinnati

ORD - CVG

ORDCVG

Chicago O'Hare Intl

Wed 7/8

10:00 pm-12:30 am

Nonstop1h 30m

Cincinnati Cinci./N. Kentucky

Wed 7/15

7:07 pm-7:59 pm

Nonstop1h 52m

$158

ChicagoCincinnati

ORD - CVG

ORDCVG

Chicago O'Hare Intl

Wed 8/19

6:50 am-9:16 am

Nonstop1h 26m

Cincinnati Cinci./N. Kentucky

Sat 8/22

2:05 pm-2:39 pm

Nonstop1h 34m

$174

ChicagoCincinnati

ORD - CVG

ORDCVG

Chicago O'Hare Intl

Wed 8/19

6:50 am-9:16 am

Nonstop1h 26m

Cincinnati Cinci./N. Kentucky

Sat 8/22

2:05 pm-2:39 pm

Nonstop1h 34m

$186

ChicagoNashville

ORD - BNA

ORDBNA

Chicago O'Hare Intl

Thu 7/2

12:20 pm-4:10 pm

1 stop3h 50m

Nashville Intl

Sun 7/5

8:00 am-11:30 am

1 stop3h 30m

$228

ChicagoNashville

ORD - BNA

ORDBNA

Chicago O'Hare Intl

Thu 7/30

12:20 pm-4:10 pm

1 stop3h 50m

Nashville Intl

Sun 8/2

8:00 am-11:30 am

1 stop3h 30m

$229

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 July, then October is your next best option. Flight prices from Illinois to Kentucky during October average around $77.

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 $236. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around $499. 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 $332. 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 $433.

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 from Illinois 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 $347 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 $214 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

$100

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 $100. The best round-trip flight deal from Illinois to Kentucky found on momondo in the last 72 hours is $184.
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 Louisville Intl (SDF), Nashville Intl (BNA), 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
7.7
41 reviews
Search Contour flights
SouthwestPriceFrom $124Free CancellationRating
8.0
4,257 reviews
Search Southwest flights
United AirlinesPriceFrom $134Free CancellationRating
7.4
9,769 reviews
Search United Airlines flights
American AirlinesPriceFrom $136Free CancellationRating
7.1
11,644 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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