How many flights depart from Kentucky to Chicago O'Hare Intl Airport on average per day?

As of July 2026, there are 205 flights per day flying from Kentucky to Chicago O'Hare Intl Airport. The most common time of day flights depart is 5:00PM, with 43% of flights taking off at noon.

How many flights depart from Kentucky to Chicago O'Hare Intl Airport on average per week?

1,439 flights are operational weekly from Kentucky to Chicago O'Hare Intl Airport as of July 2026. The most popular departure day for this route is Tue, with 17% of flights per week taking off on this day.

What airlines fly to Chicago O'Hare Intl Airport?

United Airlines, American Airlines and Contour are the top three most popular airlines that fly to Chicago O'Hare Intl Airport from Kentucky according to our data. United Airlines is the first choice among our users, with 47% of people opting to fly with this airline when traveling to Chicago O'Hare Intl Airport. Keep in mind that there are 3 different airlines that fly to Chicago O'Hare Intl Airport on a routine basis, so you have a few additional options to choose from.

How long does it take to fly to Chicago O'Hare Intl Airport?

On average, it takes 1h 28m to fly from Kentucky to Chicago O'Hare Intl Airport if you fly out of Paducah (the most popular airport in Kentucky) and into Chicago O'Hare Intl Airport (the most popular airport in Chicago O'Hare Intl Airport). If you’re flying out of Louisville and into Chicago O'Hare Intl Airport, then the flight time is around 1h 36m.

What is the cheapest airline that flies from Kentucky to Chicago O'Hare Intl?

United Airlines, Delta, and American Airlines are the most popular carriers operating from Kentucky to Chicago O'Hare Intl

How many operators does momondo search for flights from Kentucky to Chicago O'Hare Intl Airport?

As of July 2026, there are 5 operators available to choose from for flights from Kentucky to Chicago O'Hare Intl Airport.

How old do you have to be to fly from Kentucky to Chicago O'Hare Intl Airport?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Kentucky to Chicago O'Hare Intl Airport.

What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

The travel and health documents required for your trip to Chicago O'Hare Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago O'Hare Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$79 Cheap Flights from Kentucky to Chicago O'Hare Intl Airport in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Kentucky to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

12:26 pm - 7:53 am

CVG

ORD

20h 27m

1 stop

1:59 pm - 11:21 am

ORD

CVG

20h 22m

1 stop

$180Frontier

Wed, Aug 26 - Sat, Aug 29

12:26 pm - 7:53 am

CVG

ORD

20h 27m

1 stop

8:05 am - 7:42 pm

ORD

CVG

10h 37m

2 stops

$183Multiple Airlines

Fri, Aug 21 - Mon, Aug 24

12:26 pm - 7:53 am

CVG

ORD

20h 27m

1 stop

1:59 pm - 11:21 am

ORD

CVG

20h 22m

1 stop

$184Frontier

Sun, Aug 30 - Mon, Aug 31

10:09 am - 12:50 pm

CVG

ORD

27h 41m

2 stops

7:45 am - 1:14 pm

ORD

CVG

28h 29m

1 stop

$186Multiple Airlines

Mon, Aug 31 - Fri, Sep 11

4:10 pm - 6:29 pm

CVG

ORD

3h 19m

1 stop

6:59 am - 1:42 pm

ORD

CVG

5h 43m

1 stop

$187Delta

Mon, Aug 24 - Sat, Aug 29

12:34 pm - 1:14 pm

CVG

ORD

1h 40mnonstop

10:00 pm - 12:27 am

ORD

CVG

1h 27mnonstop

$191American Airlines

Thu, Aug 13 - Sun, Aug 16

5:00 am - 6:28 am

PAH

ORD

1h 28mnonstop

12:02 pm - 1:32 pm

ORD

PAH

1h 30mnonstop

$194United Airlines

Fri, Sep 25 - Sun, Sep 27

7:10 am - 7:50 am

SDF

ORD

1h 40mnonstop

4:30 pm - 7:07 pm

ORD

SDF

1h 37mnonstop

$217United Airlines

Sat, Aug 15 - Tue, Aug 18

6:28 am - 7:15 am

SDF

ORD

1h 47mnonstop

7:15 am - 9:45 am

ORD

SDF

1h 30mnonstop

$222American Airlines

Fri, Aug 14 - Sat, Aug 15

7:55 am - 1:08 pm

SDF

ORD

6h 13m

1 stop

1:41 pm - 9:19 pm

ORD

SDF

6h 38m

1 stop

$237Delta

Thu, Aug 13 - Mon, Aug 17

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American Airlines flights from Kentucky to Chicago O'Hare Intl Airport

Our best American Airlines deals on Kentucky to Chicago O'Hare Intl Airport flight tickets

American Airlines

Aug 13

CVG12:34 pmCincinnati Cinci./N. Kentucky

1h 40m

ORD1:14 pmChicago O'Hare Intl

Aug 16

ORD10:00 pmChicago O'Hare Intl

1h 27m

CVG12:27 amCincinnati Cinci./N. Kentucky

$191

American Airlines

Aug 18

CVG3:44 pmCincinnati Cinci./N. Kentucky

1h 36m

ORD4:20 pmChicago O'Hare Intl

Aug 20

ORD4:30 pmChicago O'Hare Intl

1h 29m

CVG6:59 pmCincinnati Cinci./N. Kentucky

$195

American Airlines

Aug 13

CVG8:27 pmCincinnati Cinci./N. Kentucky

1h 47m

ORD9:14 pmChicago O'Hare Intl

Aug 17

ORD4:30 pmChicago O'Hare Intl

1h 29m

CVG6:59 pmCincinnati Cinci./N. Kentucky

$196

United Airlines flights from Kentucky to Chicago O'Hare Intl Airport

Our best United Airlines deals on Kentucky to Chicago O'Hare Intl Airport flight tickets

United Airlines

Sep 25

PAH5:00 amPaducah Barkley Regional

1h 28m

ORD6:28 amChicago O'Hare Intl

Sep 27

ORD12:02 pmChicago O'Hare Intl

1h 30m

PAH1:32 pmPaducah Barkley Regional

$194

United Airlines

Aug 15

SDF7:10 amLouisville Intl

1h 40m

ORD7:50 amChicago O'Hare Intl

Aug 18

ORD4:30 pmChicago O'Hare Intl

1h 37m

SDF7:07 pmLouisville Intl

$217

United Airlines

Aug 24

CVG5:25 amCincinnati Cinci./N. Kentucky

1h 29m

ORD5:54 amChicago O'Hare Intl

Aug 27

ORD12:50 pmChicago O'Hare Intl

1h 31m

CVG3:21 pmCincinnati Cinci./N. Kentucky

$223

momondo Fare Finder

Use the filters below to find and compare flights from Kentucky to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Wed 8/26

12:26 pm-7:53 am

1 stop20h 27m

Chicago O'Hare Intl

Sat 8/29

1:59 pm-11:21 am

1 stop20h 22m

$180

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Fri 8/21

12:26 pm-7:53 am

1 stop20h 27m

Chicago O'Hare Intl

Mon 8/24

8:05 am-7:42 pm

2 stops10h 37m

$183

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Sun 8/30

12:26 pm-7:53 am

1 stop20h 27m

Chicago O'Hare Intl

Mon 8/31

1:59 pm-11:21 am

1 stop20h 22m

$184

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Mon 8/31

10:09 am-12:50 pm

2 stops27h 41m

Chicago O'Hare Intl

Fri 9/11

7:45 am-1:14 pm

1 stop28h 29m

$186

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Mon 8/24

4:10 pm-6:29 pm

1 stop3h 19m

Chicago O'Hare Intl

Sat 8/29

6:59 am-1:42 pm

1 stop5h 43m

$187

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Thu 8/13

12:34 pm-1:14 pm

Nonstop1h 40m

Chicago O'Hare Intl

Sun 8/16

10:00 pm-12:27 am

Nonstop1h 27m

$191

Quickest round-trip

PaducahChicago

PAH - ORD

PAHORD

Paducah Barkley Regional

Fri 9/25

5:00 am-6:28 am

Nonstop1h 28m

Chicago O'Hare Intl

Sun 9/27

12:02 pm-1:32 pm

Nonstop1h 30m

$194

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Sat 8/15

7:10 am-7:50 am

Nonstop1h 40m

Chicago O'Hare Intl

Tue 8/18

4:30 pm-7:07 pm

Nonstop1h 37m

$217

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Fri 8/14

6:28 am-7:15 am

Nonstop1h 47m

Chicago O'Hare Intl

Sat 8/15

7:15 am-9:45 am

Nonstop1h 30m

$222

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Thu 8/13

7:55 am-1:08 pm

1 stop6h 13m

Chicago O'Hare Intl

Mon 8/17

1:41 pm-9:19 pm

1 stop6h 38m

$237

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Kentucky to Chicago O'Hare Intl Airport

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

Prices

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Other information

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of September is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Kentucky averaging around $241.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Friday when prices can be found for as low as $545. This is often the case because there is less demand to fly during this day of the week. On the other hand, Monday is the most expensive day to depart from Kentucky because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $736.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Kentucky in the morning is the least expensive time of day to depart. momondo users have found prices as low as $534 when looking at flights departing in the morning. Try not to purchase tickets at noon because they tend to be around $1,030. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Kentucky to Chicago O'Hare Intl flight route?

Fly from Owensboro Daviess County to Chicago O'Hare Intl for the best Kentucky - Chicago O'Hare Intl flight prices

How far in advance should I book a flight from Kentucky to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Kentucky when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $320 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Kentucky for as low as $114 on momondo.

What cabin class options are available on Kentucky to Chicago O'Hare Intl Airport flights?

There are 4 cabin classes available to choose from on Kentucky to Chicago O'Hare Intl Airport 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 Chicago O'Hare Intl Airport flights?

You could potentially save up to 56% on your flight if you consider stops on a Kentucky to Chicago O'Hare Intl Airport flight.

Cheap Kentucky to Chicago O'Hare Intl Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Kentucky to Chicago O'Hare Intl Airport

Best Price Found	$263
Fastest flight time	1h 28m
Direct flights	Every day

The best one-way flight to Chicago O'Hare Intl Airport from Kentucky in the past 72 hours is $263. The best round-trip flight deal from Kentucky to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $163.

The fastest flight from Kentucky to Chicago O'Hare Intl Airport takes 1h 28m

Direct flights go from Kentucky to Chicago O'Hare Intl Airport every day.

Search flight deals

Frequently asked questions about flying from Kentucky to Chicago O'Hare Intl Airport

When did momondo last update prices for flights from Kentucky to Chicago O'Hare Intl Airport?
Prices for flights from Kentucky to Chicago O'Hare Intl Airport refresh daily.
How many operators does momondo search for flights from Kentucky to Chicago O'Hare Intl Airport?
As of July 2026, there are 5 operators available to choose from for flights from Kentucky to Chicago O'Hare Intl Airport.
How old do you have to be to fly from Kentucky to Chicago O'Hare Intl Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Kentucky to Chicago O'Hare Intl Airport.
What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?
The travel and health documents required for your trip to Chicago O'Hare Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago O'Hare Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Kentucky to Chicago O'Hare Intl Airport?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Kentucky to Chicago O'Hare Intl Airport is Canadair (Bombardier) Regional Jet CRJ-550 (22.89% of total bookings). The next most popular plane models are Embraer 175 (Enhanced Winglets) (20.19%), Canadair (Bombardier) Regional Jet 700 (12.19%), and Embraer 175 (11.67%).

Best airlines flying from Kentucky to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Kentucky to Chicago O'Hare Intl Airport with momondo

Airline	Rating	Free Cancellation	Price
American Airlines	PriceFrom $97	Free Cancellation	Rating 7.1 11,833 reviews	Search American Airlines flights
Contour	PriceFrom $104	Free Cancellation	Rating 7.7 42 reviews	Search Contour flights
United Airlines	PriceFrom $117	Free Cancellation	Rating 7.4 10,026 reviews	Search United Airlines flights

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Schaumburg

South Haven

Merrillville

Rockford

Gurnee

Rosemont

Orland Park

Oak Brook

Naperville

Joliet

New Buffalo

Kenosha

Hammond

Aurora

Racine

Janesville

Elgin

Evanston

South Holland

Why use momondo?

Why should I use momondo to find a flight deal from Kentucky to Chicago?

It is quick and easy to find Kentucky to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

Can I find flights from Kentucky to Chicago with flexible booking policies on momondo?

Flights from Kentucky to Chicago 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 Chicago?

momondo provides multiple filters to help you find the best flight to Chicago from Kentucky. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Kentucky to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from Kentucky. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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Cheap flights from Kentucky to Chicago from $79

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 Chicago departing on 9/8. 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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American Airlines flights from Kentucky to Chicago O'Hare Intl Airport

Our best American Airlines deals on Kentucky to Chicago O'Hare Intl Airport flight tickets

United Airlines flights from Kentucky to Chicago O'Hare Intl Airport

Our best United Airlines deals on Kentucky to Chicago O'Hare Intl Airport flight tickets

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Use the filters below to find and compare flights from Kentucky to Chicago O'Hare Intl Airport that are best for you.

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How to get the cheapest flight ticket from Kentucky to Chicago O'Hare Intl Airport

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

What is the cheapest Kentucky to Chicago O'Hare Intl flight route?

How far in advance should I book a flight from Kentucky to Chicago O'Hare Intl Airport?

What cabin class options are available on Kentucky to Chicago O'Hare Intl Airport flights?

Can stopping save me money on Kentucky to Chicago O'Hare Intl Airport flights?

What is the cheapest airline that flies from Kentucky to Chicago O'Hare Intl?

What airlines fly to Chicago O'Hare Intl Airport?

How many flights depart from Kentucky to Chicago O'Hare Intl Airport on average per day?

How many flights depart from Kentucky to Chicago O'Hare Intl Airport on average per week?

How long does it take to fly to Chicago O'Hare Intl Airport?

Cheap Kentucky to Chicago O'Hare Intl Airport flight deals and tips

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Direct flights

Frequently asked questions about flying from Kentucky to Chicago O'Hare Intl Airport

Best airlines flying from Kentucky to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Kentucky to Chicago O'Hare Intl Airport with momondo

Traveling to a place near Chicago?

Why use momondo?

An easier way to manage your Chicago O'Hare Intl Airport trip

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