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Cheap flights from Chicago O'Hare Intl Airport to Kentucky from $76

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago O'Hare Intl Airport to Kentucky departing on 7/8. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Find the cheapest flights from Chicago O'Hare Intl Airport to Kentucky

Cheap round-trip flights

Enter your travel dates to find the best prices.
Contour Logo
11:20 am - 12:55 pm
ORD
-
OWB
1h 35mnonstop
Contour Logo
4:25 pm - 6:05 pm
OWB
-
ORD
1h 40mnonstop
$160Contour
Wed, Jul 8 - Tue, Jul 14
Contour Logo
11:20 am - 12:55 pm
ORD
-
OWB
1h 35mnonstop
Contour Logo
9:00 am - 10:40 am
OWB
-
ORD
1h 40mnonstop
$161Contour
Sun, Jul 5 - Sat, Jul 11
American Airlines Logo
6:56 am - 9:24 am
ORD
-
CVG
1h 28mnonstop
American Airlines Logo
8:27 pm - 9:14 pm
CVG
-
ORD
1h 47mnonstop
$175American Airlines
Tue, Aug 18 - Wed, Aug 19
American Airlines Logo
7:06 am - 9:35 am
ORD
-
CVG
1h 29mnonstop
American Airlines Logo
7:07 pm - 7:59 pm
CVG
-
ORD
1h 52mnonstop
$177American Airlines
Tue, Jul 7 - Tue, Jul 14
Multiple Airlines Logo
6:55 am - 11:14 am
ORD
-
CVG
27h 19m
1 stop
Multiple Airlines Logo
7:30 am - 12:25 pm
CVG
-
ORD
29h 55m
1 stop
$186Multiple Airlines
Wed, Aug 26 - Mon, Aug 31
Frontier Logo
6:55 am - 11:14 am
ORD
-
CVG
27h 19m
1 stop
Frontier Logo
12:54 pm - 8:03 am
CVG
-
ORD
20h 09m
1 stop
$191Frontier
Wed, Aug 26 - Mon, Aug 31
United Airlines Logo
11:22 am - 12:52 pm
ORD
-
PAH
1h 30mnonstop
United Airlines Logo
5:00 am - 6:28 am
PAH
-
ORD
1h 28mnonstop
$194United Airlines
Tue, Jul 14 - Fri, Jul 24
United Airlines Logo
4:38 pm - 7:12 pm
ORD
-
CVG
1h 34mnonstop
United Airlines Logo
5:25 am - 5:54 am
CVG
-
ORD
1h 29mnonstop
$195United Airlines
Sat, Aug 15 - Wed, Aug 19
Frontier Logo
6:55 am - 11:49 am
ORD
-
CVG
27h 54m
1 stop
Frontier Logo
12:54 pm - 8:03 am
CVG
-
ORD
20h 09m
1 stop
$208Frontier
Tue, Jun 30 - Fri, Jul 3
Multiple Airlines Logo
7:55 am - 9:32 pm
ORD
-
CVG
12h 37m
1 stop
Multiple Airlines Logo
12:12 pm - 8:03 am
CVG
-
ORD
20h 51m
1 stop
$210Multiple Airlines
Thu, Aug 20 - Sun, Aug 23

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Contour flights from Chicago O'Hare Intl Airport to Kentucky

Our best Contour deals on Chicago O'Hare Intl Airport to Kentucky flight tickets
Contour
Jul 8
ORD11:20 amChicago O'Hare Intl
1h 35m
OWB12:55 pmOwensboro Daviess County
Jul 14
OWB4:25 pmOwensboro Daviess County
1h 40m
ORD6:05 pmChicago O'Hare Intl
$160
Contour
Jul 5
ORD11:20 amChicago O'Hare Intl
1h 35m
OWB12:55 pmOwensboro Daviess County
Jul 11
OWB9:00 amOwensboro Daviess County
1h 40m
ORD10:40 amChicago O'Hare Intl
$161
Contour
Jul 8
ORD11:20 amChicago O'Hare Intl
1h 35m
OWB12:55 pmOwensboro Daviess County
Jul 14
OWB4:25 pmOwensboro Daviess County
1h 40m
ORD6:05 pmChicago O'Hare Intl
$162

Delta flights from Chicago O'Hare Intl Airport to Kentucky

Our best Delta deals on Chicago O'Hare Intl Airport to Kentucky flight tickets
Delta
Jul 7
ORD5:18 pmChicago O'Hare Intl
4h 26m
1 stop
CVG10:44 pmCincinnati Cinci./N. Kentucky
Jul 8
CVG8:14 amCincinnati Cinci./N. Kentucky
5h 49m
1 stop
ORD1:03 pmChicago O'Hare Intl
$197
Delta
Aug 17
ORD1:41 pmChicago O'Hare Intl
5h 13m
1 stop
CVG7:54 pmCincinnati Cinci./N. Kentucky
Aug 18
CVG10:53 amCincinnati Cinci./N. Kentucky
6h 24m
1 stop
ORD4:17 pmChicago O'Hare Intl
$213
Delta
Nov 10
ORD11:30 amChicago O'Hare Intl
5h 10m
1 stop
SDF5:40 pmLouisville Intl
Nov 12
SDF7:20 amLouisville Intl
6h 17m
1 stop
ORD12:37 pmChicago O'Hare Intl
$216

momondo Fare Finder

 
Customize your flight search to find flights from Chicago O'Hare Intl Airport to Kentucky that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated June 10, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Kentucky that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoOwensboro

ORD - OWB

ORDOWB

Chicago O'Hare Intl

Wed 7/8

11:20 am-12:55 pm

Nonstop1h 35m

Owensboro Daviess County

Tue 7/14

4:25 pm-6:05 pm

Nonstop1h 40m

$160

ChicagoOwensboro

ORD - OWB

ORDOWB

Chicago O'Hare Intl

Sun 7/5

11:20 am-12:55 pm

Nonstop1h 35m

Owensboro Daviess County

Sat 7/11

9:00 am-10:40 am

Nonstop1h 40m

$161

ChicagoCincinnati

ORD - CVG

ORDCVG

Chicago O'Hare Intl

Tue 8/18

6:56 am-9:24 am

Nonstop1h 28m

Cincinnati Cinci./N. Kentucky

Wed 8/19

8:27 pm-9:14 pm

Nonstop1h 47m

$175

ChicagoCincinnati

ORD - CVG

ORDCVG

Chicago O'Hare Intl

Tue 7/7

7:06 am-9:35 am

Nonstop1h 29m

Cincinnati Cinci./N. Kentucky

Tue 7/14

7:07 pm-7:59 pm

Nonstop1h 52m

$177

ChicagoCincinnati

ORD - CVG

ORDCVG

Chicago O'Hare Intl

Wed 8/26

6:55 am-11:14 am

1 stop27h 19m

Cincinnati Cinci./N. Kentucky

Mon 8/31

7:30 am-12:25 pm

1 stop29h 55m

$186

ChicagoCincinnati

ORD - CVG

ORDCVG

Chicago O'Hare Intl

Wed 8/26

6:55 am-11:14 am

1 stop27h 19m

Cincinnati Cinci./N. Kentucky

Mon 8/31

12:54 pm-8:03 am

1 stop20h 09m

$191
Quickest round-trip

ChicagoPaducah

ORD - PAH

ORDPAH

Chicago O'Hare Intl

Tue 7/14

11:22 am-12:52 pm

Nonstop1h 30m

Paducah Barkley Regional

Fri 7/24

5:00 am-6:28 am

Nonstop1h 28m

$194

ChicagoCincinnati

ORD - CVG

ORDCVG

Chicago O'Hare Intl

Sat 8/15

4:38 pm-7:12 pm

Nonstop1h 34m

Cincinnati Cinci./N. Kentucky

Wed 8/19

5:25 am-5:54 am

Nonstop1h 29m

$195

ChicagoCincinnati

ORD - CVG

ORDCVG

Chicago O'Hare Intl

Tue 6/30

6:55 am-11:49 am

1 stop27h 54m

Cincinnati Cinci./N. Kentucky

Fri 7/3

12:54 pm-8:03 am

1 stop20h 09m

$208

ChicagoCincinnati

ORD - CVG

ORDCVG

Chicago O'Hare Intl

Thu 8/20

7:55 am-9:32 pm

1 stop12h 37m

Cincinnati Cinci./N. Kentucky

Sun 8/23

12:12 pm-8:03 am

1 stop20h 51m

$210

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 Kentucky from

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

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 Kentucky?

If you’re not able to fly to Kentucky in July, then October is your next best option. Flight prices from Chicago O'Hare Intl Airport to Kentucky during October average around $77.

What is the cheapest day to depart on your flight to Kentucky?

Our data shows that Saturday is the least expensive day to fly to Kentucky. Tickets to fly out on this day can be as low as $234. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around $499. These prices are subject to change though, so be sure to set up a Price Alert for flights to Kentucky.

What is the cheapest time of day to depart on your flight to Kentucky?

According to our data, the cheapest time of day to fly to Kentucky is in the morning. momondo users have found flights departing from Chicago O'Hare Intl Airport to Kentucky in the morning for as low as $332. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In contrast, the most expensive time of day to depart to Kentucky is in the afternoon when prices are around $436.

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

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

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

You are more likely to see cheaper flights to Kentucky from Chicago O'Hare Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Kentucky for around $354 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Kentucky from Chicago O'Hare Intl Airport for as low as $198 on momondo.

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

There are 4 cabin classes available to choose from on Chicago O'Hare Intl Airport to Kentucky flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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

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

Best Price Found

$103

Fastest flight time

1h 16m

Direct flights

Every day

Airports in Kentucky

43 airports
The best one-way flight to Kentucky from Chicago O'Hare Intl Airport in the past 72 hours is $103. The best round-trip flight deal from Chicago O'Hare Intl Airport to Kentucky found on momondo in the last 72 hours is $194.
The fastest flight from Chicago O'Hare Intl Airport to Kentucky takes 1h 16m
Direct flights go from Chicago O'Hare Intl Airport to Kentucky every day.
There are 43 airports in Kentucky. From Chicago O'Hare Intl Airport there are direct flights to Louisville Intl (SDF), Evansville Dress Regional (EVV), Cincinnati Cinci./N. Kentucky (CVG), Paducah Barkley Regional (PAH) and 1 more.
Search flight deals

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

  • When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Kentucky?

    Prices for flights from Chicago O'Hare Intl Airport to Kentucky are updated daily.

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

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago O'Hare Intl Airport to Kentucky.

  • What documentation or ID do you need to fly to Kentucky?

    The travel and health documents you'll need for your trip to Kentucky may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Kentucky. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago O'Hare Intl Airport to Kentucky?

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

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Kentucky with momondo
Airline
Rating
Free Cancellation
Price
ContourPriceFrom $104Free CancellationRating
7.7
41 reviews
Search Contour flights
United AirlinesPriceFrom $134Free CancellationRating
7.4
9,808 reviews
Search United Airlines flights
American AirlinesPriceFrom $136Free CancellationRating
7.1
11,636 reviews
Search American Airlines flights

Why use momondo?

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

It is quick and easy to find Chicago to Kentucky 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 Kentucky that suits you.

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

Flights from Chicago to Kentucky 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 Chicago to Kentucky?

Once you have performed a search for Chicago to Kentucky flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

If you are not ready to book a flight from Chicago to Kentucky now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Kentucky and let you know when they change.

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