Flights from Chicago O'Hare International Airport to Kentucky

Flight deals from Chicago O'Hare International Airport to Kentucky

Looking for cheap flights from Chicago O'Hare International Airport to Kentucky, or a last-minute trip? Find the cheapest prices on one-way and round-trip flights right here.

Louisville.$79 per passenger.Departing Thu, Apr 10, returning Tue, Apr 15.Round-trip flight with United.Outbound direct flight with United departing from Chicago O'Hare International on Thu, Apr 10, arriving in Louisville Muhammad Ali International.Inbound direct flight with United departing from Louisville Muhammad Ali International on Tue, Apr 15, arriving in Chicago O'Hare International.Price includes taxes and charges.From $79, select.

Lexington.$138 per passenger.Departing Tue, Apr 22, returning Tue, Apr 29.Round-trip flight with United.Outbound direct flight with United departing from Chicago O'Hare International on Tue, Apr 22, arriving in Lexington Blue Grass.Inbound direct flight with United departing from Lexington Blue Grass on Tue, Apr 29, arriving in Chicago O'Hare International.Price includes taxes and charges.From $138, select.

Owensboro.$145 per passenger.Departing Mon, Mar 31, returning Thu, Apr 3.Round-trip flight with Contour Airlines.Outbound direct flight with Contour Airlines departing from Chicago O'Hare International on Mon, Mar 31, arriving in Owensboro.Inbound direct flight with Contour Airlines departing from Owensboro on Thu, Apr 3, arriving in Chicago O'Hare International.Price includes taxes and charges.From $145, select.

Flying from Chicago O'Hare International Airport to Kentucky

Arm yourself with these facts on the fly.

Cheapest flight found	$79, Louisville
Cheapest month to fly	April
Average flight time	1 hr, 29 mins
Average flights per week	492
Most popular airline	Alaska Airlines

How to find cheap flights from Chicago O'Hare International Airport to Kentucky

We've compared the best online travel agents and flight providers on the internet to find the cheapest plane tickets from Chicago O'Hare International Airport to Kentucky. Other savvy travelers recently found round-trip flights from $79 and one-way tickets from $39. Ready to join them? Here are a few tips to help you do it the smart way.

Fly in April

The cheapest time to fly from Chicago O'Hare International Airport to Kentucky is currently April.

Fly on a Monday

From our data, we can see that Monday seems to be the cheapest time to fly from Chicago O'Hare International Airport to Kentucky.

Flex your dates for the best rates

If you’re flexible on your departure dates, you can use Skyscanner's whole month tool to find the cheapest day of the year to fly from Chicago O'Hare International Airport to anywhere you choose in Kentucky.

Watch as flight prices go up and down

With Price Alerts, we'll let you know when flight prices from Chicago O'Hare International Airport to your chosen airport in Kentucky go up or down so you can book when the time is just right.

Relax – these are fee-free plane tickets

With us, there are no added fees – the Chicago O'Hare International Airport to Kentucky flight price you see when you search with us is what you pay to the provider.

Frequently asked questions

Are there any direct flights from Chicago O'Hare International Airport to Kentucky?

Yes – direct flights currently operate from Chicago O'Hare International Airport to Louisville Muhammad Ali International Airport, Lexington Blue Grass Airport, and Owensboro Airport in Kentucky.

What is the average price of a flight from Chicago O'Hare International Airport to Kentucky?

We looked at all of the upcoming round-trip flights from Chicago O'Hare International Airport to Kentucky we could find over the next 12 months. It looks like $78 is the best price. This is good, compared to the average Kentucky ticket price of $219.

What is the cheapest month to fly from Chicago O'Hare International Airport to Kentucky?

The cheapest month to fly from Chicago O'Hare International Airport to Lexington Blue Grass Airport is currently April.
The cheapest month to fly from Chicago O'Hare International Airport to Owensboro Airport is currently March.
And the cheapest month to fly from Chicago O'Hare International Airport to Louisville Muhammad Ali International Airport is usually April.

On which upcoming date is it cheapest to fly from Chicago O'Hare International Airport to Kentucky?

After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago O'Hare International Airport to Kentucky on Thursday, April 10, 2025.

If I'm flying from Chicago O'Hare International Airport, where in Kentucky is cheapest to fly to?

If you're flying from Chicago O'Hare International, the cheapest city in Kentucky to fly into is Louisville. The cheapest airport serving Louisville at the moment is Louisville Muhammad Ali International.

How long is the flight from Chicago O'Hare International Airport to Kentucky?

The average flight time between Chicago O'Hare International Airport and Kentucky is 1 hour and 28 minutes.