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 49% 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 flights depart from Kentucky to Chicago O'Hare Intl Airport on average per week?

1,270 flights are operational weekly from Kentucky to Chicago O'Hare Intl Airport as of February 2026. The most popular departure day for this route is Fri, with 17% of flights per week taking off on this day.

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.

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

As of February 2026, there are 181 flights per day flying from Kentucky to Chicago O'Hare Intl Airport. The most common time of day flights depart is 2:00PM, with 47% of flights taking off in the afternoon.

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

United Airlines, Southwest, and Delta 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 February 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.

$65 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.

6:00 am - 6:40 am

SDF

ORD

1h 40mnonstop

8:05 am - 10:46 am

ORD

SDF

1h 41mnonstop

$175American Airlines

Thu, Apr 30 - Sat, May 2

7:20 am - 8:00 am

SDF

ORD

1h 40mnonstop

2:10 pm - 4:41 pm

ORD

SDF

1h 31mnonstop

$176United Airlines

Wed, Apr 1 - Wed, Apr 8

12:20 pm - 10:44 pm

CVG

ORD

11h 24m

1 stop

5:25 am - 9:22 am

ORD

CVG

26h 57m

1 stop

$179Frontier

Thu, Apr 9 - Mon, Apr 13

10:00 am - 8:17 pm

CVG

ORD

11h 17m

2 stops

7:10 am - 11:19 am

ORD

CVG

3h 09m

1 stop

$182Delta

Tue, Mar 24 - Tue, Mar 31

12:19 pm - 10:39 pm

CVG

ORD

11h 20m

1 stop

4:34 pm - 9:22 am

ORD

CVG

15h 48m

2 stops

$183Frontier

Fri, Apr 10 - Mon, Apr 13

2:50 pm - 6:53 pm

CVG

ORD

5h 03m

1 stop

5:30 am - 10:37 am

ORD

CVG

4h 07m

1 stop

$184Delta

Wed, Mar 18 - Mon, Mar 23

7:46 pm - 10:44 am

CVG

ORD

15h 58m

1 stop

5:09 pm - 6:36 pm

ORD

CVG

24h 27m

2 stops

$185Multiple Airlines

Mon, May 4 - Thu, May 7

3:32 pm - 11:22 am

CVG

ORD

20h 50m

1 stop

5:09 pm - 6:36 pm

ORD

CVG

24h 27m

2 stops

$188Multiple Airlines

Mon, Apr 20 - Thu, Apr 23

6:15 am - 5:46 pm

BNA

ORD

11h 31m

1 stop

9:30 am - 7:46 pm

ORD

BNA

10h 16m

1 stop

$192Spirit Airlines

Thu, Mar 5 - Mon, Mar 16

9:25 am - 7:47 pm

BNA

ORD

10h 22m

1 stop

12:44 pm - 7:57 pm

ORD

BNA

7h 13m

1 stop

$194Spirit Airlines

Wed, Mar 4 - Mon, Mar 9

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

Apr 13

SDF7:01 pmLouisville Intl

1h 48m

ORD7:49 pmChicago O'Hare Intl

Apr 20

ORD9:16 pmChicago O'Hare Intl

1h 32m

SDF11:48 pmLouisville Intl

$158

American Airlines

Apr 30

SDF6:00 amLouisville Intl

1h 40m

ORD6:40 amChicago O'Hare Intl

May 2

ORD8:05 amChicago O'Hare Intl

1h 41m

SDF10:46 amLouisville Intl

$175

American Airlines

Mar 19

SDF7:30 amLouisville Intl

1h 42m

ORD8:12 amChicago O'Hare Intl

Mar 22

ORD8:50 pmChicago O'Hare Intl

1h 30m

SDF11:20 pmLouisville Intl

$184

Delta flights from Kentucky to Chicago O'Hare Intl Airport

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

Delta

Apr 13

SDF7:54 pmLouisville Intl

5h 05m

1 stop

ORD11:59 pmChicago O'Hare Intl

Apr 20

ORD1:36 pmChicago O'Hare Intl

9h 23m

2 stops

SDF11:59 pmLouisville Intl

$182

Delta

Mar 18

CVG2:50 pmCincinnati Cinci./N. Kentucky

5h 03m

1 stop

ORD6:53 pmChicago O'Hare Intl

Mar 23

ORD5:30 amChicago O'Hare Intl

4h 07m

1 stop

CVG10:37 amCincinnati Cinci./N. Kentucky

$184

Delta

Mar 24

CVG10:00 amCincinnati Cinci./N. Kentucky

11h 17m

2 stops

ORD8:17 pmChicago O'Hare Intl

Mar 31

ORD8:55 amChicago O'Hare Intl

10h 15m

2 stops

CVG8:10 pmCincinnati Cinci./N. Kentucky

$187

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

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Thu 4/30

6:00 am-6:40 am

Nonstop1h 40m

Chicago O'Hare Intl

Sat 5/2

8:05 am-10:46 am

Nonstop1h 41m

$175

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Wed 4/1

7:20 am-8:00 am

Nonstop1h 40m

Chicago O'Hare Intl

Wed 4/8

2:10 pm-4:41 pm

Nonstop1h 31m

$176

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Thu 4/9

12:20 pm-10:44 pm

1 stop11h 24m

Chicago O'Hare Intl

Mon 4/13

5:25 am-9:22 am

1 stop26h 57m

$179

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Tue 3/24

10:00 am-8:17 pm

2 stops11h 17m

Chicago O'Hare Intl

Tue 3/31

7:10 am-11:19 am

1 stop3h 09m

$182

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Fri 4/10

12:19 pm-10:39 pm

1 stop11h 20m

Chicago O'Hare Intl

Mon 4/13

4:34 pm-9:22 am

2 stops15h 48m

$183

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Wed 3/18

2:50 pm-6:53 pm

1 stop5h 03m

Chicago O'Hare Intl

Mon 3/23

5:30 am-10:37 am

1 stop4h 07m

$184

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Mon 5/4

7:46 pm-10:44 am

1 stop15h 58m

Chicago O'Hare Intl

Thu 5/7

5:09 pm-6:36 pm

2 stops24h 27m

$185

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Mon 4/20

3:32 pm-11:22 am

1 stop20h 50m

Chicago O'Hare Intl

Thu 4/23

5:09 pm-6:36 pm

2 stops24h 27m

$188

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

Thu 3/5

6:15 am-5:46 pm

1 stop11h 31m

Chicago O'Hare Intl

Mon 3/16

9:30 am-7:46 pm

1 stop10h 16m

$192

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

Wed 3/4

9:25 am-7:47 pm

1 stop10h 22m

Chicago O'Hare Intl

Mon 3/9

12:44 pm-7:57 pm

1 stop7h 13m

$194

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

Airlines

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 $228.

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 Thursday when prices can be found for as low as $585. 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 $844.

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 $533 when looking at flights departing in the morning. Try not to purchase tickets at noon because they tend to be around $1,033. 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 $293 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 $141 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 15% 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	$220
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 $220. 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

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 February 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) (18.97% of total bookings). The next most popular plane models are Canadair (Bombardier) Regional Jet CRJ-550 (16.70%), Embraer 175 (12.07%), and Boeing 737 MAX 8 (8.53%).

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
United Airlines	PriceFrom $97	Free Cancellation	Rating 7.4 9,353 reviews	Search United Airlines flights
American Airlines	PriceFrom $97	Free Cancellation	Rating 7.2 11,360 reviews	Search American Airlines flights
Contour	PriceFrom $108	Free Cancellation	Rating 7.6 42 reviews	Search Contour flights

Lake Geneva

Schaumburg

South Haven

Rockford

Merrillville

Gurnee

Rosemont

Naperville

New Buffalo

Kenosha

Orland Park

Oak Brook

Joliet

Racine

Janesville

Hammond

Aurora

Tinley Park

Elgin

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 $65

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 4/13. 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

Delta flights from Kentucky to Chicago O'Hare Intl Airport

Our best Delta 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

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?

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

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List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

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