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Cheap flights from Kentucky to Chicago from $87

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Kentucky to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
12:43 pm - 11:32 amCVG  Cincinnati Cinci./N. Kentucky-ORD Chicago O'Hare Intl
23h 49m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
7:44 pm - 7:50 amORD  Chicago O'Hare Intl-CVG Cincinnati Cinci./N. Kentucky
11h 06m1 stop Atlanta Hartsfield-Jackson
$163Frontier
Mon, Oct 12 - Wed, Oct 14
Frontier Logo
12:43 pm - 6:23 pmCVG  Cincinnati Cinci./N. Kentucky-ORD Chicago O'Hare Intl
6h 40m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
3:50 pm - 11:41 pmORD  Chicago O'Hare Intl-CVG Cincinnati Cinci./N. Kentucky
6h 51m1 stop Orlando
$178Frontier
Tue, Sep 29 - Wed, Sep 30
United Airlines Logo
5:00 am - 6:28 amPAH  Paducah Barkley Regional-ORD Chicago O'Hare Intl
1h 28mnonstop
United Airlines Logo
11:50 am - 1:20 pmORD  Chicago O'Hare Intl-PAH Paducah Barkley Regional
1h 30mnonstop
$194United Airlines
Thu, Sep 17 - Mon, Sep 21
United Airlines Logo
5:00 am - 6:52 amPAH  Paducah Barkley Regional-ORD Chicago O'Hare Intl
1h 52mnonstop
United Airlines Logo
12:00 pm - 1:38 pmORD  Chicago O'Hare Intl-PAH Paducah Barkley Regional
1h 38mnonstop
$194United Airlines
Wed, Jan 13 - Wed, Jan 20
American Airlines Logo
2:47 pm - 3:30 pmSDF  Louisville Intl-ORD Chicago O'Hare Intl
1h 43mnonstop
American Airlines Logo
6:59 am - 9:32 amORD  Chicago O'Hare Intl-SDF Louisville Intl
1h 33mnonstop
$217American Airlines
Thu, Oct 1 - Tue, Oct 6
American Airlines Logo
2:47 pm - 3:30 pmSDF  Louisville Intl-ORD Chicago O'Hare Intl
1h 43mnonstop
American Airlines Logo
7:59 pm - 10:33 pmORD  Chicago O'Hare Intl-SDF Louisville Intl
1h 34mnonstop
$217American Airlines
Thu, Oct 1 - Thu, Oct 1
Contour Logo
8:00 am - 11:40 amBNA  Nashville Intl-ORD Chicago O'Hare Intl
3h 40m1 stop Quincy Regional
Contour Logo
12:30 pm - 4:10 pmORD  Chicago O'Hare Intl-BNA Nashville Intl
3h 40m1 stop Quincy Regional
$218Contour
Fri, Oct 16 - Sun, Oct 18
Multiple Airlines Logo
8:00 am - 11:40 amBNA  Nashville Intl-ORD Chicago O'Hare Intl
3h 40m1 stop Quincy Regional
Multiple Airlines Logo
6:30 am - 2:19 pmORD  Chicago O'Hare Intl-BNA Nashville Intl
7h 49m1 stop Denver Intl
$218Multiple Airlines
Thu, Oct 8 - Sat, Oct 24
Multiple Airlines Logo
6:36 pm - 12:29 amBNA  Nashville Intl-ORD Chicago O'Hare Intl
5h 53m1 stop Dallas/Fort Worth
Multiple Airlines Logo
12:30 pm - 4:10 pmORD  Chicago O'Hare Intl-BNA Nashville Intl
3h 40m1 stop Quincy Regional
$218Multiple Airlines
Sat, Oct 10 - Sun, Nov 1
Contour Logo
8:00 am - 11:40 amBNA  Nashville Intl-ORD Chicago O'Hare Intl
3h 40m1 stop Quincy Regional
Contour Logo
12:30 pm - 4:10 pmORD  Chicago O'Hare Intl-BNA Nashville Intl
3h 40m1 stop Quincy Regional
$219Contour
Thu, Sep 17 - Sun, Sep 20

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Contour flights from Kentucky to Chicago O'Hare Intl Airport

Our best Contour deals on Kentucky to Chicago O'Hare Intl Airport flight tickets
Contour
Sep 17
BNA8:00 amNashville Intl
3h 40m
1 stop
ORD11:40 amChicago O'Hare Intl
Sep 20
ORD12:30 pmChicago O'Hare Intl
3h 40m
1 stop
BNA4:10 pmNashville Intl
$219
Contour
Sep 13
BNA8:00 amNashville Intl
3h 40m
1 stop
ORD11:40 amChicago O'Hare Intl
Sep 16
ORD12:30 pmChicago O'Hare Intl
3h 40m
1 stop
BNA4:10 pmNashville Intl
$220
Contour
Sep 17
BNA8:00 amNashville Intl
3h 40m
1 stop
ORD11:40 amChicago O'Hare Intl
Sep 21
ORD12:30 pmChicago O'Hare Intl
3h 40m
1 stop
BNA4:10 pmNashville Intl
$221

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 17
PAH5:00 amPaducah Barkley Regional
1h 28m
ORD6:28 amChicago O'Hare Intl
Sep 21
ORD11:50 amChicago O'Hare Intl
1h 30m
PAH1:20 pmPaducah Barkley Regional
$194
United Airlines
Sep 24
SDF10:25 amLouisville Intl
1h 40m
ORD11:05 amChicago O'Hare Intl
Sep 28
ORD6:55 amChicago O'Hare Intl
1h 39m
SDF9:34 amLouisville Intl
$217
United Airlines
Oct 2
SDF7:00 amLouisville Intl
1h 40m
ORD7:40 amChicago O'Hare Intl
Oct 7
ORD6:55 amChicago O'Hare Intl
1h 39m
SDF9:34 amLouisville Intl
$226

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 Cincinnati Cinci./N. Kentucky - ORD Chicago O'Hare Intl

CVGORD

Cincinnati Cinci./N. Kentucky

Mon 10/12

12:43 pm-11:32 am

1 stop23h 49m

Chicago O'Hare Intl

Wed 10/14

7:44 pm-7:50 am

1 stop11h 06m

$163

CincinnatiChicago

CVG Cincinnati Cinci./N. Kentucky - ORD Chicago O'Hare Intl

CVGORD

Cincinnati Cinci./N. Kentucky

Tue 9/29

12:43 pm-6:23 pm

1 stop6h 40m

Chicago O'Hare Intl

Wed 9/30

3:50 pm-11:41 pm

1 stop6h 51m

$178
Quickest round-trip

PaducahChicago

PAH Paducah Barkley Regional - ORD Chicago O'Hare Intl

PAHORD

Paducah Barkley Regional

Thu 9/17

5:00 am-6:28 am

Nonstop1h 28m

Chicago O'Hare Intl

Mon 9/21

11:50 am-1:20 pm

Nonstop1h 30m

$194

PaducahChicago

PAH Paducah Barkley Regional - ORD Chicago O'Hare Intl

PAHORD

Paducah Barkley Regional

Wed 1/13

5:00 am-6:52 am

Nonstop1h 52m

Chicago O'Hare Intl

Wed 1/20

12:00 pm-1:38 pm

Nonstop1h 38m

$194

LouisvilleChicago

SDF Louisville Intl - ORD Chicago O'Hare Intl

SDFORD

Louisville Intl

Thu 10/1

2:47 pm-3:30 pm

Nonstop1h 43m

Chicago O'Hare Intl

Tue 10/6

6:59 am-9:32 am

Nonstop1h 33m

$217

LouisvilleChicago

SDF Louisville Intl - ORD Chicago O'Hare Intl

SDFORD

Louisville Intl

Thu 10/1

2:47 pm-3:30 pm

Nonstop1h 43m

Chicago O'Hare Intl

Thu 10/1

7:59 pm-10:33 pm

Nonstop1h 34m

$217

NashvilleChicago

BNA Nashville Intl - ORD Chicago O'Hare Intl

BNAORD

Nashville Intl

Fri 10/16

8:00 am-11:40 am

1 stop3h 40m

Chicago O'Hare Intl

Sun 10/18

12:30 pm-4:10 pm

1 stop3h 40m

$218

NashvilleChicago

BNA Nashville Intl - ORD Chicago O'Hare Intl

BNAORD

Nashville Intl

Thu 10/8

8:00 am-11:40 am

1 stop3h 40m

Chicago O'Hare Intl

Sat 10/24

6:30 am-2:19 pm

1 stop7h 49m

$218

NashvilleChicago

BNA Nashville Intl - ORD Chicago O'Hare Intl

BNAORD

Nashville Intl

Sat 10/10

6:36 pm-12:29 am

1 stop5h 53m

Chicago O'Hare Intl

Sun 11/1

12:30 pm-4:10 pm

1 stop3h 40m

$218

NashvilleChicago

BNA Nashville Intl - ORD Chicago O'Hare Intl

BNAORD

Nashville Intl

Thu 9/17

8:00 am-11:40 am

1 stop3h 40m

Chicago O'Hare Intl

Sun 9/20

12:30 pm-4:10 pm

1 stop3h 40m

$219

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

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

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

The month of November is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Kentucky averaging around $260.

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 $521. 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 $717.

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 $527 when looking at flights departing in the morning. Try not to purchase tickets at noon because they tend to be around $1,042. 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 $328 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 $97 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 35% 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

$87

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 $87. 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?

  • 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?

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
ContourPriceFrom $104Free CancellationRating
7.5
43 reviews
Search Contour flights
United AirlinesPriceFrom $157Free CancellationRating
7.4
10,160 reviews
Search United Airlines flights
American AirlinesPriceFrom $171Free CancellationRating
7.1
12,035 reviews
Search American Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Schaumburg
Merrillville
Rockford
South Haven
Rosemont
Gurnee
Oak Brook
Orland Park
Joliet
Naperville
New Buffalo
Kenosha
Hammond
Aurora
Racine
Janesville
Elgin
Evanston
Skokie

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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