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

1,637 flights are operational weekly from Kentucky to Chicago O'Hare Intl Airport as of April 2026. The most popular departure day for this route is Fri, with 15% of flights per week taking off on this day.

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

As of April 2026, there are 233 flights per day flying from Kentucky to Chicago O'Hare Intl Airport. The most common time of day flights depart is 7:00AM, with 45% of flights taking off at noon.

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

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

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 airlines fly to Chicago O'Hare Intl Airport?

American Airlines, United Airlines and Contour are the top three most popular airlines that fly to Chicago O'Hare Intl Airport from Kentucky according to our data. American Airlines is the first choice among our users, with 48% 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 many operators does momondo search for flights from Kentucky to Chicago O'Hare Intl Airport?

As of April 2026, there are 6 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.

$70 Cheap Flights from Kentucky to Chicago O'Hare Intl Airport in 2026

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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.

7:48 pm - 9:17 pm

SDF

ORD

26h 29m

1 stop

1:00 pm - 9:28 am

ORD

SDF

19h 28m

1 stop

$159Multiple Airlines

Fri, Apr 24 - Sun, May 3

7:48 pm - 9:17 pm

SDF

ORD

26h 29m

1 stop

3:44 pm - 6:58 pm

ORD

SDF

26h 14m

1 stop

$161Multiple Airlines

Fri, May 1 - Thu, May 7

9:31 am - 9:17 pm

LEX

ORD

12h 46m

1 stop

1:27 pm - 8:41 am

ORD

LEX

18h 14m

1 stop

$164Multiple Airlines

Thu, Apr 30 - Sat, May 2

7:05 am - 12:50 pm

CVG

ORD

6h 45m

1 stop

2:40 pm - 9:15 pm

ORD

CVG

5h 35m

1 stop

$177Southwest

Wed, May 6 - Wed, May 13

12:12 pm - 12:37 pm

CVG

ORD

25h 25m

2 stops

1:50 pm - 11:41 am

ORD

CVG

20h 51m

1 stop

$179Frontier

Tue, May 26 - Tue, Jun 2

3:32 pm - 11:54 pm

CVG

ORD

9h 22m

1 stop

5:50 am - 5:48 pm

ORD

CVG

10h 58m

1 stop

$180Frontier

Fri, Apr 24 - Sun, Apr 26

6:06 pm - 9:36 am

SDF

ORD

16h 30m

1 stop

5:05 am - 5:04 pm

ORD

SDF

10h 59m

1 stop

$192Spirit Airlines

Mon, Apr 27 - Fri, May 1

5:00 am - 6:43 am

PAH

ORD

1h 43mnonstop

12:07 pm - 1:35 pm

ORD

PAH

1h 28mnonstop

$194United Airlines

Sat, Apr 25 - Wed, Apr 29

6:06 pm - 10:23 am

SDF

ORD

17h 17m

2 stops

5:05 am - 5:04 pm

ORD

SDF

10h 59m

1 stop

$197Spirit Airlines

Mon, Apr 27 - Fri, May 1

5:00 am - 6:28 am

PAH

ORD

1h 28mnonstop

12:12 pm - 1:42 pm

ORD

PAH

1h 30mnonstop

$234United Airlines

Wed, Jul 15 - Sun, Jul 26

Frontier flights from Kentucky to Chicago O'Hare Intl Airport

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

Frontier

May 26

CVG12:12 pmCincinnati Cinci./N. Kentucky

25h 25m

2 stops

ORD12:37 pmChicago O'Hare Intl

Jun 2

ORD1:50 pmChicago O'Hare Intl

20h 51m

1 stop

CVG11:41 amCincinnati Cinci./N. Kentucky

$179

Frontier

Apr 24

CVG3:32 pmCincinnati Cinci./N. Kentucky

9h 22m

1 stop

ORD11:54 pmChicago O'Hare Intl

Apr 26

ORD5:50 amChicago O'Hare Intl

10h 58m

1 stop

CVG5:48 pmCincinnati Cinci./N. Kentucky

$180

Frontier

May 8

CVG12:46 pmCincinnati Cinci./N. Kentucky

8h 05m

1 stop

ORD7:51 pmChicago O'Hare Intl

May 9

ORD9:37 pmChicago O'Hare Intl

12h 07m

1 stop

CVG10:44 amCincinnati Cinci./N. Kentucky

$181

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

Apr 25

PAH5:00 amPaducah Barkley Regional

1h 43m

ORD6:43 amChicago O'Hare Intl

Apr 29

ORD12:07 pmChicago O'Hare Intl

1h 28m

PAH1:35 pmPaducah Barkley Regional

$194

United Airlines

May 5

CVG4:03 pmCincinnati Cinci./N. Kentucky

1h 42m

ORD4:45 pmChicago O'Hare Intl

May 6

ORD10:44 amChicago O'Hare Intl

1h 23m

CVG1:07 pmCincinnati Cinci./N. Kentucky

$227

United Airlines

Jul 15

PAH5:00 amPaducah Barkley Regional

1h 28m

ORD6:28 amChicago O'Hare Intl

Jul 26

ORD12:12 pmChicago O'Hare Intl

1h 30m

PAH1:42 pmPaducah Barkley Regional

$234

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

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Fri 4/24

7:48 pm-9:17 pm

1 stop26h 29m

Chicago O'Hare Intl

Sun 5/3

1:00 pm-9:28 am

1 stop19h 28m

$159

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Fri 5/1

7:48 pm-9:17 pm

1 stop26h 29m

Chicago O'Hare Intl

Thu 5/7

3:44 pm-6:58 pm

1 stop26h 14m

$161

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Thu 4/30

9:31 am-9:17 pm

1 stop12h 46m

Chicago O'Hare Intl

Sat 5/2

1:27 pm-8:41 am

1 stop18h 14m

$164

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Wed 5/6

7:05 am-12:50 pm

1 stop6h 45m

Chicago O'Hare Intl

Wed 5/13

2:40 pm-9:15 pm

1 stop5h 35m

$177

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Tue 5/26

12:12 pm-12:37 pm

2 stops25h 25m

Chicago O'Hare Intl

Tue 6/2

1:50 pm-11:41 am

1 stop20h 51m

$179

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Fri 4/24

3:32 pm-11:54 pm

1 stop9h 22m

Chicago O'Hare Intl

Sun 4/26

5:50 am-5:48 pm

1 stop10h 58m

$180

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Mon 4/27

6:06 pm-9:36 am

1 stop16h 30m

Chicago O'Hare Intl

Fri 5/1

5:05 am-5:04 pm

1 stop10h 59m

$192

PaducahChicago

PAH - ORD

PAHORD

Paducah Barkley Regional

Sat 4/25

5:00 am-6:43 am

Nonstop1h 43m

Chicago O'Hare Intl

Wed 4/29

12:07 pm-1:35 pm

Nonstop1h 28m

$194

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Mon 4/27

6:06 pm-10:23 am

2 stops17h 17m

Chicago O'Hare Intl

Fri 5/1

5:05 am-5:04 pm

1 stop10h 59m

$197

Quickest round-trip

PaducahChicago

PAH - ORD

PAHORD

Paducah Barkley Regional

Wed 7/15

5:00 am-6:28 am

Nonstop1h 28m

Chicago O'Hare Intl

Sun 7/26

12:12 pm-1:42 pm

Nonstop1h 30m

$234

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 $221.

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 $568. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday 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 $747.

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 $524 when looking at flights departing in the morning. Try not to purchase tickets at noon because they tend to be around $995. 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 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 $292 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 $95 on momondo.

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

There are 4 cabin classes available to choose from on Kentucky to Chicago O'Hare Intl 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 17% 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	$233
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 $233. The best round-trip flight deal from Kentucky to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $104.

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 April 2026, there are 6 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 Embraer 175 (Enhanced Winglets) (16.89% of total bookings). The next most popular plane models are Canadair (Bombardier) Regional Jet CRJ-550 (16.65%), Embraer 175 (13.49%), and Embraer 170 (9.02%).

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 11,571 reviews	Search American Airlines flights
Contour	PriceFrom $104	Free Cancellation	Rating 7.6 42 reviews	Search Contour flights
United Airlines	PriceFrom $114	Free Cancellation	Rating 7.4 9,579 reviews	Search United Airlines flights

Lake Geneva

Schaumburg

South Haven

Rockford

Merrillville

Gurnee

Rosemont

Naperville

New Buffalo

Orland Park

Oak Brook

Kenosha

Joliet

Aurora

Janesville

Racine

Hammond

Elgin

Tinley Park

Evanston

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 $70

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 4/30. 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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Frontier flights from Kentucky to Chicago O'Hare Intl Airport

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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 to Chicago O'Hare Intl Airport?

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

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

Best Price Found

Fastest flight time

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

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Why use momondo?

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