How does KAYAK find such low prices on flights from Kentucky to Chicago?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Kentucky to Chicago. Visit our flight page for the latest deals!>/a>

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Kentucky to Chicago?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Kentucky is likely to change within 7 days, so travelers know whether to wait or book now. Visit our flight page for the latest deals!>/a>

What is the Hacker Fare option on flights from Kentucky to Chicago?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Kentucky with another airline. Visit our flight page for the latest deals!>/a>

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Kentucky to Chicago?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Kentucky up to 3 days before/after your preferred dates. You can then pick the flights that suit you best. Visit our flight page for the latest deals!>/a>

$46 CHEAP FLIGHTS from Kentucky to Chicago

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

...and more

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41,299,237 searches in the past 7 days on KAYAK

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Cheapest round-trip

$73

Overall average: $192

Frontier

Thu 11/6Sun 11/9

BNA - ORD • Non-stop

Cheapest one-way

$46

Typical prices: $100-$247

United Airlines

Sat 2/14

SDF - ORD • Non-stop

Start a new search

KAYAK searches 100s of sites at once to find you the best travel deals.

We hope you love your trip to Chicago!

Flight Deals

Cheap Flights from Kentucky to Chicago

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Kentucky to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Kentucky to Chicago

Thu, Nov 6 - Sun, Nov 9

8:49 pm - 10:37 pmBNA-ORD

1h 48mnonstop

6:10 pm - 7:58 pmORD-BNA

1h 48mnonstop

$73Frontier

Find Deal

Thu, Nov 6 - Sun, Nov 9

8:49 pm - 10:37 pmBNA-ORD

1h 48mnonstop

6:10 pm - 7:58 pmORD-BNA

1h 48mnonstop

$77Frontier

Find Deal

Mon, Nov 10 - Wed, Nov 12

8:51 am - 10:42 amBNA-ORD

1h 51mnonstop

3:26 pm - 11:15 pmORD-BNA

7h 49m1 stop

$92Multiple Airlines

Find Deal

Thu, Nov 6 - Mon, Nov 10

5:30 am - 7:10 amBNA-MDW

1h 40mnonstop

6:20 am - 7:50 amMDW-BNA

1h 30mnonstop

$97Southwest

Find Deal

Tue, Nov 11 - Tue, Nov 11

12:10 pm - 2:00 pmBNA-ORD

1h 50mnonstop

9:05 pm - 10:49 pmORD-BNA

1h 44mnonstop

$97United Airlines

Find Deal

Tue, Nov 11 - Tue, Nov 11

1:10 pm - 4:35 pmBNA-MDW

3h 25m1 stop

6:15 pm - 7:50 pmMDW-BNA

1h 35mnonstop

$103Southwest

Find Deal

Mon, Oct 27 - Mon, Oct 27

2:01 pm - 3:49 pmBNA-ORD

1h 48mnonstop

7:25 pm - 9:09 pmORD-BNA

1h 44mnonstop

$104Multiple Airlines

Find Deal

Thu, Oct 30 - Mon, Nov 3

9:02 pm - 10:49 pmBNA-ORD

1h 47mnonstop

6:48 am - 5:30 pmORD-BNA

10h 42m1 stop

$112Spirit Airlines

Find Deal

Tue, Dec 16 - Thu, Dec 18

9:00 am - 9:40 amSDF-ORD

1h 40mnonstop

7:25 am - 10:03 amORD-SDF

1h 38mnonstop

$127United Airlines

Find Deal

Thu, Oct 30 - Mon, Nov 3

9:02 pm - 10:49 pmBNA-ORD

1h 47mnonstop

2:31 pm - 3:52 pmORD-BNA

25h 21m3 stops

$145Spirit Airlines

Find Deal

Useful Info

Low season	January
High season	October
Cheapest flight	$46

Best time to beat the crowds with an average 11% drop in price.

Most popular time to fly with an average 3% increase in price.

Flight from Louisville to Chicago O'Hare Airport

How does KAYAK find such low prices on flights from Kentucky to Chicago?
KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Kentucky to Chicago.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Kentucky to Chicago?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Kentucky is likely to change within 7 days, so travelers know whether to wait or book now.
What is the Hacker Fare option on flights from Kentucky to Chicago?
Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Kentucky with another airline.
What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Kentucky to Chicago?
Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Kentucky up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Merrillville

Saint Joseph

Hammond

Portage

Lansing

Valparaiso

Munster

Chesterton

Schererville

Porter

Monticello

Saint John

Griffith

Everything you need to know for your flight to Chicago

Cabin class

Complete your trip

Direct Flights

Flights to other cities

Origins

Other airports

Return flight deals

Cabin class types available on flights to Kentucky

First Class flights to Chicagofrom $531

Business Class flights to Chicagofrom $745

Prem Econ Class flights to Chicagofrom $1,238

Economy Class flights to Chicagofrom $133

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.

$46 Find Cheap Flights from Kentucky to Chicago

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

Everything you should know

Cheap Flights from Kentucky to Chicago

Recent round-trip flight deals from Kentucky to Chicago

Recent one-way flight deals from Kentucky to Chicago

Recent last minute flight deals from Kentucky to Chicago

Recent direct flight deals from Kentucky to Chicago

Good to know

FAQs for booking flights from Kentucky to Chicago

How does KAYAK find such low prices on flights from Kentucky to Chicago?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Kentucky to Chicago.

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Kentucky to Chicago?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Kentucky is likely to change within 7 days, so travelers know whether to wait or book now.

What is the Hacker Fare option on flights from Kentucky to Chicago?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Kentucky with another airline.

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Kentucky to Chicago?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Kentucky up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near Chicago?

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Kentucky

Complete your trip to Chicago with a hotel stay or car rental

Find direct flights for Chicago

Flights to other popular destinations

Flights from domestic origins to Chicago

Choose which airport to fly into in Chicago

Find deals for your return flight