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Cheap flights from Kentucky to Chicago from $68

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 2/11. 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
0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
4:23 pm - 9:10 am
CVG
-
ORD
17h 47m
1 stop
Frontier Logo
5:40 am - 11:55 am
ORD
-
CVG
5h 15m
1 stop
$139Frontier
sáb, fev 7 - seg, fev 9
Frontier Logo
4:23 pm - 9:10 am
CVG
-
ORD
17h 47m
1 stop
Frontier Logo
5:40 am - 11:55 am
ORD
-
CVG
5h 15m
1 stop
$140Frontier
sáb, fev 7 - seg, fev 9
Spirit Airlines Logo
8:40 am - 9:03 pm
BNA
-
ORD
12h 23m
1 stop
Spirit Airlines Logo
7:00 am - 7:48 pm
ORD
-
BNA
12h 48m
1 stop
$146Spirit Airlines
qua, fev 11 - qua, fev 18
Multiple Airlines Logo
8:40 am - 7:44 pm
BNA
-
ORD
11h 04m
1 stop
Multiple Airlines Logo
7:20 am - 7:43 pm
ORD
-
BNA
12h 23m
1 stop
$147Multiple Airlines
sáb, fev 7 - qua, fev 11
Spirit Airlines Logo
8:40 am - 9:03 pm
BNA
-
ORD
12h 23m
1 stop
Spirit Airlines Logo
7:00 am - 7:48 pm
ORD
-
BNA
12h 48m
1 stop
$148Spirit Airlines
ter, fev 10 - ter, fev 17
Frontier Logo
1:07 pm - 10:39 pm
CVG
-
ORD
10h 32m
1 stop
Frontier Logo
11:41 am - 12:59 am
ORD
-
CVG
12h 18m
1 stop
$150Frontier
seg, fev 23 - qui, fev 26
Multiple Airlines Logo
8:40 am - 10:36 pm
BNA
-
ORD
13h 56m
1 stop
Multiple Airlines Logo
5:32 pm - 7:25 am
ORD
-
BNA
13h 53m
1 stop
$151Multiple Airlines
qui, fev 5 - ter, fev 10
United Airlines Logo
6:12 pm - 6:55 pm
SDF
-
ORD
1h 43mnonstop
United Airlines Logo
7:52 pm - 10:30 pm
ORD
-
SDF
1h 38mnonstop
$171United Airlines
ter, fev 3 - qua, fev 4
Southwest Logo
7:05 am - 12:15 pm
SDF
-
ORD
6h 10m
1 stop
Southwest Logo
2:15 pm - 9:25 pm
ORD
-
SDF
6h 10m
1 stop
$177Southwest
sáb, fev 28 - seg, mar 2
United Airlines Logo
7:00 am - 7:44 am
LEX
-
ORD
1h 44mnonstop
United Airlines Logo
9:25 pm - 11:49 pm
ORD
-
LEX
1h 24mnonstop
$189United Airlines
qui, fev 12 - sáb, fev 14

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
Mar 21
SDF11:59 amLouisville Intl
1h 41m
ORD12:40 pmChicago O'Hare Intl
Mar 28
ORD8:30 amChicago O'Hare Intl
1h 30m
SDF11:00 amLouisville Intl
$181
American Airlines
Feb 26
LEX5:07 pmLexington Blue Grass
1h 40m
ORD5:47 pmChicago O'Hare Intl
Mar 5
ORD7:04 amChicago O'Hare Intl
1h 24m
LEX9:28 amLexington Blue Grass
$188
American Airlines
Mar 28
CVG6:00 pmCincinnati Cinci./N. Kentucky
1h 40m
ORD6:40 pmChicago O'Hare Intl
Apr 4
ORD7:00 amChicago O'Hare Intl
1h 21m
CVG9:21 amCincinnati Cinci./N. Kentucky
$191

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

Our best Spirit Airlines deals on Kentucky to Chicago O'Hare Intl Airport flight tickets
Spirit Airlines
Feb 11
BNA8:40 amNashville Intl
12h 23m
1 stop
ORD9:03 pmChicago O'Hare Intl
Feb 18
ORD7:00 amChicago O'Hare Intl
12h 48m
1 stop
BNA7:48 pmNashville Intl
$146
Spirit Airlines
Feb 10
BNA8:40 amNashville Intl
12h 23m
1 stop
ORD9:03 pmChicago O'Hare Intl
Feb 17
ORD7:00 amChicago O'Hare Intl
12h 48m
1 stop
BNA7:48 pmNashville Intl
$148
Spirit Airlines
Feb 2
BNA8:12 pmNashville Intl
15h 10m
1 stop
ORD11:22 amChicago O'Hare Intl
Feb 6
ORD8:43 pmChicago O'Hare Intl
10h 42m
1 stop
BNA7:25 amNashville Intl
$150

momondo Fare Finder

 
Customize your flight search to find flights from Kentucky to Chicago O'Hare Intl Airport 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 janeiro 12, 2026.
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

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

sáb 2/7

4:23 pm-9:10 am

1 stop17h 47m

Chicago O'Hare Intl

seg 2/9

5:40 am-11:55 am

1 stop5h 15m

$139

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

sáb 2/7

4:23 pm-9:10 am

1 stop17h 47m

Chicago O'Hare Intl

seg 2/9

5:40 am-11:55 am

1 stop5h 15m

$140

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

qua 2/11

8:40 am-9:03 pm

1 stop12h 23m

Chicago O'Hare Intl

qua 2/18

7:00 am-7:48 pm

1 stop12h 48m

$146

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

sáb 2/7

8:40 am-7:44 pm

1 stop11h 04m

Chicago O'Hare Intl

qua 2/11

7:20 am-7:43 pm

1 stop12h 23m

$147

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

ter 2/10

8:40 am-9:03 pm

1 stop12h 23m

Chicago O'Hare Intl

ter 2/17

7:00 am-7:48 pm

1 stop12h 48m

$148

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

seg 2/23

1:07 pm-10:39 pm

1 stop10h 32m

Chicago O'Hare Intl

qui 2/26

11:41 am-12:59 am

1 stop12h 18m

$150

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

qui 2/5

8:40 am-10:36 pm

1 stop13h 56m

Chicago O'Hare Intl

ter 2/10

5:32 pm-7:25 am

1 stop13h 53m

$151

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

ter 2/3

6:12 pm-6:55 pm

Nonstop1h 43m

Chicago O'Hare Intl

qua 2/4

7:52 pm-10:30 pm

Nonstop1h 38m

$171

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

sáb 2/28

7:05 am-12:15 pm

1 stop6h 10m

Chicago O'Hare Intl

seg 3/2

2:15 pm-9:25 pm

1 stop6h 10m

$177

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

qui 2/12

7:00 am-7:44 am

Nonstop1h 44m

Chicago O'Hare Intl

sáb 2/14

9:25 pm-11:49 pm

Nonstop1h 24m

$189

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 $238.

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 $602. 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 $846.

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 $556 when looking at flights departing in the morning. Try not to purchase tickets at noon because they tend to be around $1,013. 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 $289 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 $152 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 9% 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

$44

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 $44. The best round-trip flight deal from Kentucky to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $107.
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?

  • 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
American AirlinesPriceFrom $97Free CancellationRating
7.2
11,114 reviews
Search American Airlines flights
ContourPriceFrom $108Free CancellationRating
7.6
42 reviews
Search Contour flights
United AirlinesPriceFrom $114Free CancellationRating
7.4
9,147 reviews
Search United Airlines flights

Traveling to a place near Chicago?

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