Cheap flights from Kentucky to Illinois from $33

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 10/24. 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

Allegiant Air Logo
6:24 pm - 7:00 pmTYS-MDW
1h 36mnonstop
Allegiant Air Logo
7:50 pm - 10:21 pmMDW-TYS
1h 31mnonstop
$58Allegiant Air
Find Deal
Fri, Sep 5 - Mon, Sep 8
Spirit Airlines Logo
3:25 pm - 5:25 pmBNA-ORD
2h 00mnonstop
Spirit Airlines Logo
12:05 pm - 1:35 pmORD-BNA
1h 30mnonstop
$59Spirit Airlines
Find Deal
Fri, Oct 17 - Sun, Oct 19
Frontier Logo
3:21 pm - 5:26 pmBNA-ORD
2h 05mnonstop
Frontier Logo
12:53 pm - 2:36 pmORD-BNA
1h 43mnonstop
$77Frontier
Find Deal
Mon, Sep 8 - Thu, Sep 11
Frontier Logo
9:54 pm - 11:55 pmBNA-ORD
2h 01mnonstop
Frontier Logo
7:18 pm - 9:09 pmORD-BNA
1h 51mnonstop
$78Frontier
Find Deal
Thu, Aug 21 - Mon, Aug 25
American Airlines Logo
6:44 am - 7:30 amSDF-ORD
1h 46mnonstop
American Airlines Logo
4:55 pm - 7:24 pmORD-SDF
1h 29mnonstop
$97American Airlines
Find Deal
Tue, Sep 2 - Thu, Sep 4
American Airlines Logo
9:15 am - 11:01 amBNA-ORD
1h 46mnonstop
American Airlines Logo
6:40 pm - 8:17 pmORD-BNA
1h 37mnonstop
$97American Airlines
Find Deal
Sat, Sep 6 - Mon, Sep 8
Southwest Logo
6:35 am - 6:50 amSDF-MDW
1h 15mnonstop
Southwest Logo
8:35 pm - 10:50 pmMDW-SDF
1h 15mnonstop
$97Southwest
Find Deal
Sat, Aug 30 - Mon, Sep 8
Southwest Logo
8:20 am - 10:00 amBNA-MDW
1h 40mnonstop
Southwest Logo
7:55 am - 9:25 amMDW-BNA
1h 30mnonstop
$97Southwest
Find Deal
Thu, Aug 21 - Mon, Aug 25
United Airlines Logo
7:20 am - 7:58 amSDF-ORD
1h 38mnonstop
United Airlines Logo
7:26 am - 10:02 amORD-SDF
1h 36mnonstop
$111United Airlines
Find Deal
Wed, Sep 17 - Wed, Sep 24
United Airlines Logo
8:45 am - 9:23 amSDF-ORD
1h 38mnonstop
United Airlines Logo
7:25 am - 10:01 amORD-SDF
1h 36mnonstop
$117United Airlines
Find Deal
Mon, Oct 13 - Thu, Oct 16

United Airlines flights from Kentucky to Illinois

Our best United Airlines deals on Kentucky to Illinois flight tickets
United Airlines
Sep 17
SDF7:20 amLouisville Intl
1h 38m
ORD7:58 amChicago O'Hare Intl
Sep 24
ORD7:26 amChicago O'Hare Intl
1h 36m
SDF10:02 amLouisville Intl
United Airlines
Oct 13
SDF8:45 amLouisville Intl
1h 38m
ORD9:23 amChicago O'Hare Intl
Oct 16
ORD7:25 amChicago O'Hare Intl
1h 36m
SDF10:01 amLouisville Intl
United Airlines
Aug 23
SDF9:05 amLouisville Intl
1h 38m
ORD9:43 amChicago O'Hare Intl
Aug 23
ORD5:55 pmChicago O'Hare Intl
1h 33m
SDF8:28 pmLouisville Intl

Spirit Airlines flights from Kentucky to Illinois

Our best Spirit Airlines deals on Kentucky to Illinois flight tickets
Spirit Airlines
Oct 17
BNA3:25 pmNashville Intl
2h 00m
ORD5:25 pmChicago O'Hare Intl
Oct 19
ORD12:05 pmChicago O'Hare Intl
1h 30m
BNA1:35 pmNashville Intl
Spirit Airlines
Nov 7
BNA6:46 pmNashville Intl
1h 45m
ORD8:31 pmChicago O'Hare Intl
Nov 10
ORD4:01 pmChicago O'Hare Intl
1h 40m
BNA5:41 pmNashville Intl
Spirit Airlines
Oct 17
BNA3:25 pmNashville Intl
2h 00m
ORD5:25 pmChicago O'Hare Intl
Oct 19
ORD12:05 pmChicago O'Hare Intl
1h 30m
BNA1:35 pmNashville Intl

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 August 2, 2025.
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

Fri 9/5

6:24 pm-7:00 pm

Nonstop1h 36m

Chicago Midway

Mon 9/8

7:50 pm-10:21 pm

Nonstop1h 31m

$58

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

Fri 10/17

3:25 pm-5:25 pm

Nonstop2h 00m

Chicago O'Hare Intl

Sun 10/19

12:05 pm-1:35 pm

Nonstop1h 30m

$59

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

Mon 9/8

3:21 pm-5:26 pm

Nonstop2h 05m

Chicago O'Hare Intl

Thu 9/11

12:53 pm-2:36 pm

Nonstop1h 43m

$77

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

Thu 8/21

9:54 pm-11:55 pm

Nonstop2h 01m

Chicago O'Hare Intl

Mon 8/25

7:18 pm-9:09 pm

Nonstop1h 51m

$78

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Tue 9/2

6:44 am-7:30 am

Nonstop1h 46m

Chicago O'Hare Intl

Thu 9/4

4:55 pm-7:24 pm

Nonstop1h 29m

$97

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

Sat 9/6

9:15 am-11:01 am

Nonstop1h 46m

Chicago O'Hare Intl

Mon 9/8

6:40 pm-8:17 pm

Nonstop1h 37m

$97

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Sat 8/30

6:35 am-6:50 am

Nonstop1h 15m

Chicago Midway

Mon 9/8

8:35 pm-10:50 pm

Nonstop1h 15m

$97

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Thu 8/21

8:20 am-10:00 am

Nonstop1h 40m

Chicago Midway

Mon 8/25

7:55 am-9:25 am

Nonstop1h 30m

$97

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Wed 9/17

7:20 am-7:58 am

Nonstop1h 38m

Chicago O'Hare Intl

Wed 9/24

7:26 am-10:02 am

Nonstop1h 36m

$111

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Mon 10/13

8:45 am-9:23 am

Nonstop1h 38m

Chicago O'Hare Intl

Thu 10/16

7:25 am-10:01 am

Nonstop1h 36m

$117

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 April. Flight prices, which tend to average around $207, 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 April, then flying in August is also cheap. Prices for this month can be found on momondo for an average of $232.

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 $486. Flights from Kentucky to Illinois on a Sunday will generally be more expensive and average around $711. 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 $522. Flights in the afternoon are often more expensive with an average ticket price of $867.

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 $281 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 $168 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?

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

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

$33

Fastest flight time

1h 05m

Direct flights

Every day

Airports in Illinois

2 airports
The best one-way flight to Illinois from Kentucky in the past 72 hours is $33. The best round-trip flight deal from Kentucky to Illinois found on momondo in the last 72 hours is $58.
The fastest flight from Kentucky to Illinois takes 1h 05m
Direct flights go from Kentucky to Illinois every day.
There are 2 airports near Illinois: Chicago O'Hare Intl (ORD), 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
American AirlinesPriceFrom $97Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $97Free CancellationRating
8.0
4,246 reviews
Search Southwest flights
United AirlinesPriceFrom $106Free CancellationRating
7.4
8,904 reviews
Search United Airlines flights
ContourPriceFrom $113Free CancellationRating
7.1
32 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
Thu 8/7
Thu 8/14

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