Cheap flights from Illinois to Kentucky from $40

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 10/19. 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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Cheap round-trip flights

Frontier Logo
12:31 pm - 2:14 pmORD-BNA
1h 43mnonstop
Frontier Logo
3:11 pm - 5:16 pmBNA-ORD
2h 05mnonstop
$76Frontier
Find Deal
Fri, Oct 3 - Mon, Oct 6
Frontier Logo
7:20 pm - 9:04 pmORD-BNA
1h 44mnonstop
Frontier Logo
9:59 pm - 11:44 pmBNA-ORD
1h 45mnonstop
$79Frontier
Find Deal
Fri, Oct 24 - Mon, Oct 27
Spirit Airlines Logo
4:01 pm - 5:41 pmORD-BNA
1h 40mnonstop
Spirit Airlines Logo
6:46 pm - 8:31 pmBNA-ORD
1h 45mnonstop
$85Spirit Airlines
Find Deal
Fri, Nov 14 - Sun, Nov 16
Southwest Logo
3:10 pm - 4:45 pmORD-BNA
1h 35mnonstop
Southwest Logo
10:55 am - 12:45 pmBNA-ORD
1h 50mnonstop
$97Southwest
Find Deal
Wed, Oct 22 - Wed, Oct 29
Southwest Logo
6:45 pm - 8:10 pmMDW-BNA
1h 25mnonstop
Southwest Logo
5:30 am - 7:05 amBNA-MDW
1h 35mnonstop
$97Southwest
Find Deal
Mon, Oct 20 - Mon, Oct 27
Spirit Airlines Logo
4:44 pm - 6:24 pmORD-BNA
1h 40mnonstop
Spirit Airlines Logo
2:01 pm - 3:49 pmBNA-ORD
1h 48mnonstop
$104Spirit Airlines
Find Deal
Fri, Oct 10 - Mon, Oct 13
American Airlines Logo
6:59 am - 9:23 amORD-SDF
1h 24mnonstop
American Airlines Logo
6:00 am - 6:40 amSDF-ORD
1h 40mnonstop
$137American Airlines
Find Deal
Thu, Oct 30 - Mon, Nov 3
United Airlines Logo
6:08 pm - 7:51 pmORD-BNA
1h 43mnonstop
United Airlines Logo
6:11 pm - 8:25 pmBNA-ORD
2h 14mnonstop
$137United Airlines
Find Deal
Mon, Oct 20 - Mon, Oct 27
American Airlines Logo
8:28 pm - 11:03 pmORD-SDF
1h 35mnonstop
American Airlines Logo
6:04 am - 6:44 amSDF-ORD
1h 40mnonstop
$138American Airlines
Find Deal
Wed, Oct 29 - Tue, Dec 2
United Airlines Logo
4:00 pm - 6:33 pmORD-SDF
1h 33mnonstop
United Airlines Logo
5:48 pm - 6:35 pmSDF-ORD
1h 47mnonstop
$154United Airlines
Find Deal
Wed, Oct 15 - Sat, Oct 18

Frontier flights from Illinois to Kentucky

Our best Frontier deals on Illinois to Kentucky flight tickets
Frontier
Oct 3
ORD12:31 pmChicago O'Hare Intl
1h 43m
BNA2:14 pmNashville Intl
Oct 6
BNA3:11 pmNashville Intl
2h 05m
ORD5:16 pmChicago O'Hare Intl
Frontier
Oct 24
ORD7:20 pmChicago O'Hare Intl
1h 44m
BNA9:04 pmNashville Intl
Oct 27
BNA9:59 pmNashville Intl
1h 45m
ORD11:44 pmChicago O'Hare Intl
Frontier
Oct 24
ORD7:20 pmChicago O'Hare Intl
1h 44m
BNA9:04 pmNashville Intl
Oct 27
BNA9:59 pmNashville Intl
1h 45m
ORD11:44 pmChicago O'Hare Intl

Southwest flights from Illinois to Kentucky

Our best Southwest deals on Illinois to Kentucky flight tickets
Southwest
Oct 22
ORD3:10 pmChicago O'Hare Intl
1h 35m
BNA4:45 pmNashville Intl
Oct 29
BNA10:55 amNashville Intl
1h 50m
ORD12:45 pmChicago O'Hare Intl
Southwest
Oct 20
MDW6:45 pmChicago Midway
1h 25m
BNA8:10 pmNashville Intl
Oct 22
BNA1:50 pmNashville Intl
3h 15m
1 stop
MDW5:05 pmChicago Midway
Southwest
Oct 20
MDW9:30 pmChicago Midway
1h 25m
BNA10:55 pmNashville Intl
Oct 27
BNA12:30 pmNashville Intl
5h 25m
1 stop
MDW5:55 pmChicago Midway

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 September 23, 2025.
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

ChicagoNashville

ORD - BNA

ORDBNA

Chicago O'Hare Intl

Fri 10/3

12:31 pm-2:14 pm

Nonstop1h 43m

Nashville Intl

Mon 10/6

3:11 pm-5:16 pm

Nonstop2h 05m

$76

ChicagoNashville

ORD - BNA

ORDBNA

Chicago O'Hare Intl

Fri 10/24

7:20 pm-9:04 pm

Nonstop1h 44m

Nashville Intl

Mon 10/27

9:59 pm-11:44 pm

Nonstop1h 45m

$79

ChicagoNashville

ORD - BNA

ORDBNA

Chicago O'Hare Intl

Fri 11/14

4:01 pm-5:41 pm

Nonstop1h 40m

Nashville Intl

Sun 11/16

6:46 pm-8:31 pm

Nonstop1h 45m

$85

ChicagoNashville

ORD - BNA

ORDBNA

Chicago O'Hare Intl

Wed 10/22

3:10 pm-4:45 pm

Nonstop1h 35m

Nashville Intl

Wed 10/29

10:55 am-12:45 pm

Nonstop1h 50m

$97

ChicagoNashville

MDW - BNA

MDWBNA

Chicago Midway

Mon 10/20

6:45 pm-8:10 pm

Nonstop1h 25m

Nashville Intl

Mon 10/27

5:30 am-7:05 am

Nonstop1h 35m

$97

ChicagoNashville

ORD - BNA

ORDBNA

Chicago O'Hare Intl

Fri 10/10

4:44 pm-6:24 pm

Nonstop1h 40m

Nashville Intl

Mon 10/13

2:01 pm-3:49 pm

Nonstop1h 48m

$104

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Thu 10/30

6:59 am-9:23 am

Nonstop1h 24m

Louisville Intl

Mon 11/3

6:00 am-6:40 am

Nonstop1h 40m

$137

ChicagoNashville

ORD - BNA

ORDBNA

Chicago O'Hare Intl

Mon 10/20

6:08 pm-7:51 pm

Nonstop1h 43m

Nashville Intl

Mon 10/27

6:11 pm-8:25 pm

Nonstop2h 14m

$137

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Wed 10/29

8:28 pm-11:03 pm

Nonstop1h 35m

Louisville Intl

Tue 12/2

6:04 am-6:44 am

Nonstop1h 40m

$138

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Wed 10/15

4:00 pm-6:33 pm

Nonstop1h 33m

Louisville Intl

Sat 10/18

5:48 pm-6:35 pm

Nonstop1h 47m

$154

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 May is your next best option. Flight prices from Illinois to Kentucky during May average around $227.

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 $534. 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 afternoon. momondo users have found flights departing from Illinois to Kentucky in the afternoon for as low as $278. 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 morning when prices are around $316.

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 $329 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 $186 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

$75

Fastest flight time

1h 05m

Direct flights

Every day

Airports in Kentucky

3 airports
The best one-way flight to Kentucky from Illinois in the past 72 hours is $75. The best round-trip flight deal from Illinois to Kentucky found on momondo in the last 72 hours is $129.
The fastest flight from Illinois to Kentucky takes 1h 05m
Direct flights go from Illinois to Kentucky every day.
There are 3 airports near Kentucky: Nashville Intl (BNA), Louisville Intl (SDF), 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 $106Free CancellationRating
7.2
36 reviews
Search Contour flights
American AirlinesPriceFrom $121Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $124Free CancellationRating
8.0
4,244 reviews
Search Southwest flights
United AirlinesPriceFrom $137Free CancellationRating
7.4
8,926 reviews
Search United 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
Thu 10/23
Thu 10/30

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