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O'Hare Intl

$61+ Cheap flights from Kentucky to O'Hare Intl (ORD)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/27. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — ORD
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap flight deals from Kentucky to O'Hare Intl

Cheapest flights from Kentucky to O'Hare Intl
Explore the most affordable flight options available from Kentucky to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.

This Frontier deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/231:07 pm
CVG
-
ORD
1 stop10h 32m
Frontier
Thu 2/2611:41 am
ORD
-
CVG
1 stop12h 18m
Frontier
Deal found 1/28$148
This Kiwi.com deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/201:07 pm
CVG
-
ORD
1 stop22h 39m
Frontier
Wed 3/46:02 pm
ORD
-
CVG
1 stop22h 30m
Frontier
Deal found 1/28$149
This Frontier deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/191:07 pm
CVG
-
ORD
1 stop10h 32m
Frontier
Mon 2/233:40 pm
ORD
-
CVG
1 stop8h 19m
Frontier
Deal found 1/27$150
This Kiwi.com deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/161:07 pm
CVG
-
ORD
1 stop22h 23m
Frontier
Fri 2/205:05 am
ORD
-
CVG
1 stop11h 27m
Frontier
Deal found 1/28$154
This United Airlines deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/257:00 am
CVG
-
ORD
Nonstop1h 32m
United Airlines
Wed 3/46:00 pm
ORD
-
CVG
Nonstop1h 18m
United Airlines
Deal found 1/28$157
This Kiwi.com deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/91:22 pm
CVG
-
ORD
1 stop10h 24m
Frontier
Wed 2/116:02 pm
ORD
-
CVG
1 stop22h 30m
Frontier
Deal found 1/28$160
This Kiwi.com deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/201:07 pm
CVG
-
ORD
1 stop22h 39m
Frontier
Tue 2/248:30 am
ORD
-
CVG
1 stop11h 55m
Frontier
Deal found 1/28$163
This American Airlines deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/185:05 am
CVG
-
ORD
Nonstop1h 31m
American Airlines
Thu 2/263:05 pm
ORD
-
CVG
Nonstop1h 20m
American Airlines
Deal found 1/28$164
This Kiwi.com deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/61:22 pm
CVG
-
ORD
1 stop10h 24m
Frontier
Wed 2/116:02 pm
ORD
-
CVG
1 stop22h 30m
Frontier
Deal found 1/27$166
This Kiwi.com deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/61:22 pm
CVG
-
ORD
1 stop10h 24m
Frontier
Mon 2/95:40 am
ORD
-
CVG
1 stop5h 15m
Frontier
Deal found 1/28$169
This United Airlines deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/234:15 pm
CVG
-
ORD
Nonstop1h 35m
United Airlines
Thu 2/262:30 pm
ORD
-
CVG
Nonstop1h 27m
United Airlines
Deal found 1/28$171
This Kiwi.com deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/261:07 pm
CVG
-
ORD
1 stop10h 32m
Multiple Airlines
Thu 3/59:18 am
ORD
-
CVG
1 stop13h 57m
Multiple Airlines
Deal found 1/28$172

Find flight deals from Kentucky to O'Hare Intl

Keep the following information in mind while searching for Kentucky to O'Hare Intl flight deals. Data was last updated January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$148
(Frontier)

One-way from

$61
(Kiwi.com)

Popular in

March

Cheapest in

November

Average price

$257

Good round-trip deal

$107 or less

Good one-way deal

$207 or less
Provider with most accurate pricing for Louisville Intl-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Louisville Intl-Chicago (CHI) flights.
Search Deals
From Kentucky to Chicago O'Hare Intl
Search Deals
One-way flight from Kentucky to Chicago O'Hare Intl
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($9 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals
Price to beat on a round-trip flight from Kentucky to Chicago O'Hare Intl.
Search Deals
Price to beat on a one-way flight from Kentucky to Chicago O'Hare Intl.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Kentucky to O'Hare Intl 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, Cheapflights users made 2,558,603 searches. Data last updated January 29, 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

Kentucky

Fly to

O'Hare Intl

Route

Depart

Return

Price

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Fri 2/20

1:07 pm-10:46 am

1 stop22h 39m

Chicago O'Hare Intl

Tue 2/24

8:30 am-9:25 pm

1 stop11h 55m

$163

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Thu 5/14

7:00 am-7:32 am

Nonstop1h 32m

Chicago O'Hare Intl

Tue 5/19

12:50 pm-3:18 pm

Nonstop1h 28m

$164

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Thu 4/16

8:30 am-9:06 am

Nonstop1h 36m

Chicago O'Hare Intl

Tue 4/21

1:00 pm-3:25 pm

Nonstop1h 25m

$164

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Tue 2/24

3:20 pm-10:51 am

2 stops20h 31m

Chicago O'Hare Intl

Sat 2/28

4:42 pm-11:33 pm

1 stop5h 51m

$166

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Thu 2/26

12:54 pm-1:28 pm

Nonstop1h 34m

Chicago O'Hare Intl

Thu 3/5

6:55 am-9:16 am

Nonstop1h 21m

$171

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Mon 2/23

7:45 pm-8:20 pm

Nonstop1h 35m

Chicago O'Hare Intl

Thu 2/26

9:25 pm-11:49 pm

Nonstop1h 24m

$171

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Thu 4/16

10:10 am-10:46 am

Nonstop1h 36m

Chicago O'Hare Intl

Mon 4/20

9:30 pm-11:58 pm

Nonstop1h 28m

$171

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Sat 5/16

7:00 am-7:32 am

Nonstop1h 32m

Chicago O'Hare Intl

Mon 5/18

10:44 am-1:07 pm

Nonstop1h 23m

$171

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Wed 2/18

6:00 am-10:14 am

1 stop5h 14m

Chicago O'Hare Intl

Wed 2/25

11:18 am-5:01 pm

1 stop4h 43m

$177

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Tue 2/24

5:54 pm-6:49 pm

Nonstop1h 55m

Chicago O'Hare Intl

Wed 2/25

5:45 pm-8:09 pm

Nonstop1h 24m

$177

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/29

Showing 1-10 of 60 results
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Best time to book a flight from Kentucky to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Kentucky with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Kentucky to Chicago O'Hare Intl Airport

What is the cheapest month to book a flight from Kentucky to Chicago O'Hare Intl Airport?

Currently, December is the cheapest month in which you can book a flight from Kentucky to Chicago O'Hare Intl Airport (average of $87). Flying from Kentucky to Chicago O'Hare Intl Airport in October is currently the most expensive (average of $152). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from KY to ORD?

Find hourly flight availability from Kentucky to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 29, 2026.

One of the essential ways to save on airfare from Kentucky to Chicago O'Hare Intl Airport is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the morning could potentially save you up to 41% on airfare.

What is the cheapest day to fly from Kentucky to Chicago O'Hare Intl Airport?

Use this chart to determine the cheapest time to fly round-trip from Kentucky to O'Hare Intl. Price data was last updated on January 24, 2026.

Travelers seeking maximum savings on their Kentucky to Chicago O'Hare Intl Airport flight should consider departing on Saturday at noon when fares are most often at their lowest. Tuesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Kentucky to Chicago O'Hare Intl Airport

Explore weekly flight availability from Kentucky to O'Hare Intl. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated January 29, 2026.

The most flights from USKY to ORD are scheduled on a Thursday (36 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (15 on average).

Related info for your journey

Find useful and relevant information for your journey from Kentucky to O'Hare Intl. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Kentucky to Chicago O'Hare Intl Airport?

    A quick flight from Kentucky to Chicago O'Hare Intl Airport can take about 1h 32m. Frontier provides one of the quickest options available for as low as $164. There are 265 mi between Kentucky and Chicago O'Hare Intl Airport. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Kentucky to Chicago O'Hare Intl Airport one-way?

    The cheapest airline one-way is American Airlines, with whom users have recently found tickets for as low as $48. However, be on the lookout for offers from United Airlines and Contour, as they are both options that can get you from Kentucky to Chicago O'Hare Intl Airport for a low price.

  • What are the most popular routes from Kentucky to Chicago O'Hare Intl Airport?

    The most popular route from Kentucky to Chicago O'Hare Intl Airport is Nashville Intl - Chicago O'Hare Intl. You may also consider Cincinnati Cinci./N. Kentucky - Chicago O'Hare Intl or Knoxville McGhee Tyson - Chicago O'Hare Intl.

  • What are the most reliable airlines from Kentucky to Chicago O'Hare Intl Airport?

    The top 3 most reliable airlines when flying from Kentucky to Chicago O'Hare Intl Airport are Iberia (88%), Copa Airlines (85%) and Qatar Airways (80%).

  • What are the cheapest flights from Kentucky to Chicago O'Hare Intl Airport?

    The cheapest flight price from Kentucky to Chicago O'Hare Intl Airport is $66. On average you can expect to pay $1,068. The most popular route, (Nashville Intl - Chicago O'Hare Intl), can usually be booked for $150.

  • Can I find deals for flights from Kentucky to O'Hare Intl that include hotel bookings?

    Yes. In addition to deals on Kentucky to O'Hare Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Kentucky to O'Hare Intl?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Kentucky to O'Hare Intl.

  • Can I find deals for business class flights from Kentucky to O'Hare Intl?

    Yes. Cheapflights offers flight deals from Kentucky to O'Hare Intl by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Kentucky to Chicago O'Hare Intl Airport?

    Currently, December is the cheapest month in which you can book a flight from Kentucky to Chicago O'Hare Intl Airport (average of $87). Flying from Kentucky to Chicago O'Hare Intl Airport in October is currently the most expensive (average of $152). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Schaumburg
Rosemont
Naperville
Gurnee
Elgin
Hoffman Estates
Beloit
Delavan
Oak Brook
Des Plaines
Downers Grove
Elk Grove Village
Skokie
Libertyville
Lake Geneva
Waukegan
Bridgeview
Kenosha
Warrenville
Aurora

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Kentucky to O'Hare Intl

See prices for flight routes from nearby airports that may be better suited for you.
Dallas/Fort Worth to O'Hare Intl flights
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Dulles Intl to O'Hare Intl flights
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Atlanta to O'Hare Intl flights
Denver to O'Hare Intl flights
Boston to O'Hare Intl flights
John F Kennedy Intl to Midway flights
Newark to Midway flights
Sky Harbor Intl to O'Hare Intl flights
Dallas/Fort Worth to Midway flights
Austin to O'Hare Intl flights
Dulles Intl to Midway flights
Los Angeles to Midway flights
Ontario to O'Hare Intl flights
Minneapolis to O'Hare Intl flights
Hobby to Midway flights
Charlotte to O'Hare Intl flights
Santa Ana to O'Hare Intl flights
LaGuardia to Midway flights
Reagan-National to Midway flights
Atlanta to Midway flights
Raleigh to O'Hare Intl flights
Baltimore to Midway flights
Cleveland to O'Hare Intl flights
George Bush Intcntl to O'Hare Intl flights
San Diego to O'Hare Intl flights
Philadelphia to Midway flights
Orlando to O'Hare Intl flights
Denver to Midway flights
Tampa to O'Hare Intl flights
Hartford to O'Hare Intl flights
Fort Lauderdale to O'Hare Intl flights
Sky Harbor Intl to Midway flights
Love Field to O'Hare Intl flights
San Francisco to Midway flights
Sacramento to O'Hare Intl flights
Hobby to O'Hare Intl flights
Minneapolis to Midway flights
San Antonio to O'Hare Intl flights
Kansas City to O'Hare Intl flights
Miami to O'Hare Intl flights
Detroit to O'Hare Intl flights

Top 3 airlines flying from Kentucky to O'Hare Intl

Discover the top 3 airlines that operate flights from Kentucky to O'Hare Intl. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$97Average$266FlexibilityNo cancel feeOn-time71%
ContourCheapest$108Average$163FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$114Average$273FlexibilityNo cancel feeOn-time69%

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