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Cheap flights from Kentucky to Chicago from $98

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.
United Airlines Logo
5:30 am - 6:59 amPAH  Paducah Barkley Regional-ORD Chicago O'Hare Intl
1h 29mnonstop
United Airlines Logo
12:14 pm - 1:41 pmORD  Chicago O'Hare Intl-PAH Paducah Barkley Regional
1h 27mnonstop
$194United Airlines
Wed, Nov 25 - Mon, Nov 30
United Airlines Logo
5:00 am - 6:46 amPAH  Paducah Barkley Regional-ORD Chicago O'Hare Intl
1h 46mnonstop
United Airlines Logo
11:59 am - 1:23 pmORD  Chicago O'Hare Intl-PAH Paducah Barkley Regional
1h 24mnonstop
$194United Airlines
Fri, Mar 12 - Sun, Mar 21
United Airlines Logo
5:00 am - 6:29 amPAH  Paducah Barkley Regional-ORD Chicago O'Hare Intl
1h 29mnonstop
United Airlines Logo
11:59 am - 1:23 pmORD  Chicago O'Hare Intl-PAH Paducah Barkley Regional
1h 24mnonstop
$194United Airlines
Sat, Jan 23 - Sat, Feb 20
United Airlines Logo
2:40 pm - 4:27 pmOWB  Owensboro Daviess County-ORD Chicago O'Hare Intl
1h 47mnonstop
United Airlines Logo
9:20 pm - 10:54 pmORD  Chicago O'Hare Intl-OWB Owensboro Daviess County
1h 34mnonstop
$196United Airlines
Fri, Dec 11 - Sun, Dec 13
American Airlines Logo
1:14 pm - 1:57 pmSDF  Louisville Intl-ORD Chicago O'Hare Intl
1h 43mnonstop
American Airlines Logo
10:11 am - 12:43 pmORD  Chicago O'Hare Intl-SDF Louisville Intl
1h 32mnonstop
$219American Airlines
Wed, Nov 18 - Wed, Nov 25
American Airlines Logo
10:13 am - 11:00 amSDF  Louisville Intl-ORD Chicago O'Hare Intl
1h 47mnonstop
American Airlines Logo
10:11 am - 12:43 pmORD  Chicago O'Hare Intl-SDF Louisville Intl
1h 32mnonstop
$219American Airlines
Wed, Nov 11 - Mon, Nov 16
American Airlines Logo
10:13 am - 11:00 amSDF  Louisville Intl-ORD Chicago O'Hare Intl
1h 47mnonstop
American Airlines Logo
2:42 pm - 5:13 pmORD  Chicago O'Hare Intl-SDF Louisville Intl
1h 31mnonstop
$219American Airlines
Thu, Nov 12 - Thu, Nov 19
Delta Logo
8:05 am - 12:20 pmSDF  Louisville Intl-ORD Chicago O'Hare Intl
5h 15m1 stop Atlanta Hartsfield-Jackson
Delta Logo
11:18 am - 3:59 pmORD  Chicago O'Hare Intl-SDF Louisville Intl
3h 41m1 stop Detroit Metropolitan Wayne County
$239Delta
Thu, Nov 19 - Thu, Nov 26
Delta Logo
5:59 pm - 11:54 pmSDF  Louisville Intl-ORD Chicago O'Hare Intl
6h 55m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:49 am - 11:56 amORD  Chicago O'Hare Intl-SDF Louisville Intl
4h 07m1 stop Atlanta Hartsfield-Jackson
$239Delta
Mon, Nov 9 - Thu, Nov 12
Delta Logo
3:00 pm - 7:05 pmSDF  Louisville Intl-ORD Chicago O'Hare Intl
5h 05m1 stop Atlanta Hartsfield-Jackson
Delta Logo
3:59 pm - 11:13 pmORD  Chicago O'Hare Intl-SDF Louisville Intl
6h 14m1 stop Atlanta Hartsfield-Jackson
$239Delta
Tue, Nov 10 - Wed, Nov 11

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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
American Airlines
Dec 5
SDF6:15 amLouisville Intl
1h 44m
ORD6:59 amChicago O'Hare Intl
Dec 12
ORD3:30 pmChicago O'Hare Intl
1h 42m
SDF6:12 pmLouisville Intl
$220
American Airlines
Dec 10
SDF1:21 pmLouisville Intl
1h 43m
ORD2:04 pmChicago O'Hare Intl
Dec 11
ORD7:00 pmChicago O'Hare Intl
1h 38m
SDF9:38 pmLouisville Intl
$231
American Airlines
Dec 2
SDF6:26 pmLouisville Intl
2h 14m
ORD7:40 pmChicago O'Hare Intl
Dec 6
ORD10:00 amChicago O'Hare Intl
1h 40m
SDF12:40 pmLouisville Intl
$245

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
Nov 25
PAH5:30 amPaducah Barkley Regional
1h 29m
ORD6:59 amChicago O'Hare Intl
Nov 30
ORD12:14 pmChicago O'Hare Intl
1h 27m
PAH1:41 pmPaducah Barkley Regional
$194
United Airlines
Nov 12
OWB2:25 pmOwensboro Daviess County
1h 50m
ORD4:15 pmChicago O'Hare Intl
Nov 15
ORD9:30 pmChicago O'Hare Intl
1h 35m
OWB11:05 pmOwensboro Daviess County
$196
United Airlines
Nov 18
SDF10:37 amLouisville Intl
1h 45m
ORD11:22 amChicago O'Hare Intl
Nov 21
ORD6:10 pmChicago O'Hare Intl
1h 42m
SDF8:52 pmLouisville Intl
$219

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

PaducahChicago

PAH Paducah Barkley Regional - ORD Chicago O'Hare Intl

PAHORD

Paducah Barkley Regional

Wed 11/25

5:30 am-6:59 am

Nonstop1h 29m

Chicago O'Hare Intl

Mon 11/30

12:14 pm-1:41 pm

Nonstop1h 27m

$194

PaducahChicago

PAH Paducah Barkley Regional - ORD Chicago O'Hare Intl

PAHORD

Paducah Barkley Regional

Fri 3/12

5:00 am-6:46 am

Nonstop1h 46m

Chicago O'Hare Intl

Sun 3/21

11:59 am-1:23 pm

Nonstop1h 24m

$194
Quickest round-trip

PaducahChicago

PAH Paducah Barkley Regional - ORD Chicago O'Hare Intl

PAHORD

Paducah Barkley Regional

Sat 1/23

5:00 am-6:29 am

Nonstop1h 29m

Chicago O'Hare Intl

Sat 2/20

11:59 am-1:23 pm

Nonstop1h 24m

$194

OwensboroChicago

OWB Owensboro Daviess County - ORD Chicago O'Hare Intl

OWBORD

Owensboro Daviess County

Fri 12/11

2:40 pm-4:27 pm

Nonstop1h 47m

Chicago O'Hare Intl

Sun 12/13

9:20 pm-10:54 pm

Nonstop1h 34m

$196

LouisvilleChicago

SDF Louisville Intl - ORD Chicago O'Hare Intl

SDFORD

Louisville Intl

Wed 11/18

1:14 pm-1:57 pm

Nonstop1h 43m

Chicago O'Hare Intl

Wed 11/25

10:11 am-12:43 pm

Nonstop1h 32m

$219

LouisvilleChicago

SDF Louisville Intl - ORD Chicago O'Hare Intl

SDFORD

Louisville Intl

Wed 11/11

10:13 am-11:00 am

Nonstop1h 47m

Chicago O'Hare Intl

Mon 11/16

10:11 am-12:43 pm

Nonstop1h 32m

$219

LouisvilleChicago

SDF Louisville Intl - ORD Chicago O'Hare Intl

SDFORD

Louisville Intl

Thu 11/12

10:13 am-11:00 am

Nonstop1h 47m

Chicago O'Hare Intl

Thu 11/19

2:42 pm-5:13 pm

Nonstop1h 31m

$219

LouisvilleChicago

SDF Louisville Intl - ORD Chicago O'Hare Intl

SDFORD

Louisville Intl

Thu 11/19

8:05 am-12:20 pm

1 stop5h 15m

Chicago O'Hare Intl

Thu 11/26

11:18 am-3:59 pm

1 stop3h 41m

$239

LouisvilleChicago

SDF Louisville Intl - ORD Chicago O'Hare Intl

SDFORD

Louisville Intl

Mon 11/9

5:59 pm-11:54 pm

1 stop6h 55m

Chicago O'Hare Intl

Thu 11/12

6:49 am-11:56 am

1 stop4h 07m

$239

LouisvilleChicago

SDF Louisville Intl - ORD Chicago O'Hare Intl

SDFORD

Louisville Intl

Tue 11/10

3:00 pm-7:05 pm

1 stop5h 05m

Chicago O'Hare Intl

Wed 11/11

3:59 pm-11:13 pm

1 stop6h 14m

$239

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 December is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Kentucky averaging around $290.

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 $525. 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 $765.

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 $547 when looking at flights departing in the morning. Try not to purchase tickets at noon because they tend to be around $1,024. 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

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?

No. A direct flight is the cheapest option for a flight between Kentucky 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

$98

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 $98. The best round-trip flight deal from Kentucky to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $194.
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 $100Free CancellationRating
7.5
43 reviews
Search Contour flights
United AirlinesPriceFrom $178Free CancellationRating
7.3
10,405 reviews
Search United Airlines flights
American AirlinesPriceFrom $204Free CancellationRating
7.0
12,186 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
Oak Brook
Gurnee
Joliet
Orland Park
Naperville
New Buffalo
Kenosha
Hammond
Aurora
Racine
Elgin
Janesville
Waukegan
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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