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$49+ Cheap flights from O'Hare Intl (ORD) to Kentucky

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 12/3. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SDF
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
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Find flight deals from O'Hare Intl to Kentucky

Cheapest flights from O'Hare Intl to Kentucky
Explore the most affordable flight options available from O'Hare Intl to Kentucky. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 28, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Sun 11/166:10 pmORD - BNA
Nonstop1h 48mFrontier
Mon 11/178:51 amBNA - ORD
Nonstop1h 51mFrontier
Deal found 10/27$72
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 11/136:06 pmORD - BNA
Nonstop1h 48mFrontier
Mon 11/248:45 amBNA - ORD
Nonstop1h 53mFrontier
Deal found 10/26$77
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Mon 11/106:20 amORD - BNA
Nonstop1h 36mFrontier
Mon 11/178:51 amBNA - ORD
Nonstop1h 51mFrontier
Deal found 10/27$80
This Frontier deal was found by Cheapflights users on 10/25. 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 11/208:59 amORD - BNA
1 stop10h 52mFrontier
Mon 11/248:45 amBNA - ORD
Nonstop1h 53mFrontier
Deal found 10/25$82
This CheapOair deal was found by Cheapflights users on 10/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/176:20 amORD - BNA
Nonstop1h 36mFrontier
Thu 11/208:46 pmBNA - ORD
1 stop11h 00mFrontier
Deal found 10/28$86
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Thu 11/136:06 pmORD - BNA
Nonstop1h 48mFrontier
Mon 11/178:51 amBNA - ORD
Nonstop1h 51mFrontier
Deal found 10/27$89
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Mon 11/106:20 amORD - BNA
Nonstop1h 36mFrontier
Thu 11/138:49 pmBNA - ORD
Nonstop1h 48mFrontier
Deal found 10/27$92
This American Airlines deal was found by Cheapflights users on 10/28. 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.
Tue 12/238:53 pmORD - SDF
Nonstop1h 37mAmerican Airlines
Thu 12/256:27 amSDF - ORD
Nonstop1h 39mAmerican Airlines
Deal found 10/28$97
This American Airlines deal was found by Cheapflights users on 10/25. 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.
Tue 12/238:53 pmORD - SDF
Nonstop1h 37mAmerican Airlines
Thu 1/16:27 amSDF - ORD
Nonstop1h 39mAmerican Airlines
Deal found 10/25$119
This Booking.com deal was found by Cheapflights users on 10/28. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3010:55 amORD - OWB
Nonstop1h 30mContour
Wed 12/313:10 pmOWB - ORD
Nonstop1h 35mContour
Deal found 10/28$134
This United Airlines deal was found by Cheapflights users on 10/26. 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 12/39:05 amORD - SDF
Nonstop1h 27mUnited Airlines
Thu 12/47:00 amSDF - ORD
Nonstop1h 40mUnited Airlines
Deal found 10/26$137
This American Airlines deal was found by Cheapflights users on 10/26. 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.
Thu 12/48:20 pmORD - SDF
Nonstop1h 36mAmerican Airlines
Mon 12/86:30 amSDF - ORD
Nonstop1h 44mAmerican Airlines
Deal found 10/26$139

Cheap flight deals from O'Hare Intl to Kentucky

Keep the following information in mind while searching for O'Hare Intl to Kentucky flight deals. Data was last updated October 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$72
(Kiwi.com)

One-way from

$49
(United Airlines)

Popular in

February

Cheapest in

August

Average price

$291

Good round-trip deal

$106 or less

Good one-way deal

$79 or less
Provider with most accurate pricing for Chicago (CHI)-Louisville Intl flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Louisville Intl flights.
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From Chicago O'Hare Intl to Kentucky
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One-way flight from Chicago O'Hare Intl to Kentucky
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Highest demand for flights based on searches. 16% potential increase in price ($61 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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Price to beat on a round-trip flight from Chicago O'Hare Intl to Kentucky.
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Price to beat on a one-way flight from Chicago O'Hare Intl to Kentucky.
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Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl 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, Cheapflights users made 2,558,603 searches. Data last updated October 28, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Kentucky that are best for you.

Fly from

O'Hare Intl

Fly to

Kentucky

Route

Depart

Return

Price

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Tue 12/23

8:53 pm-11:30 pm

Nonstop1h 37m

Louisville Intl

Thu 12/25

6:27 am-7:06 am

Nonstop1h 39m

$97

ChicagoNashville

ORD - BNA

ORDBNA

Chicago O'Hare Intl

Thu 12/4

10:50 am-12:26 pm

Nonstop1h 36m

Nashville Intl

Mon 12/8

3:10 pm-5:08 pm

Nonstop1h 58m

$114

ChicagoNashville

ORD - BNA

ORDBNA

Chicago O'Hare Intl

Thu 1/22

6:05 am-2:35 pm

2 stops8h 30m

Nashville Intl

Mon 1/26

2:45 pm-9:50 pm

1 stop7h 05m

$122

ChicagoNashville

ORD - BNA

ORDBNA

Chicago O'Hare Intl

Tue 12/9

2:15 pm-9:25 pm

1 stop7h 10m

Nashville Intl

Wed 12/10

1:30 pm-9:50 pm

2 stops8h 20m

$122

ChicagoOwensboro

ORD - OWB

ORDOWB

Chicago O'Hare Intl

Tue 12/30

10:55 am-12:25 pm

Nonstop1h 30m

Owensboro Daviess County

Wed 12/31

3:10 pm-4:45 pm

Nonstop1h 35m

$134

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Thu 1/15

7:45 am-10:23 am

Nonstop1h 38m

Louisville Intl

Mon 1/19

8:29 am-9:13 am

Nonstop1h 44m

$137

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Wed 12/3

9:05 am-11:32 am

Nonstop1h 27m

Louisville Intl

Thu 12/4

7:00 am-7:40 am

Nonstop1h 40m

$137

ChicagoOwensboro

ORD - OWB

ORDOWB

Chicago O'Hare Intl

Thu 3/5

10:55 am-12:25 pm

Nonstop1h 30m

Owensboro Daviess County

Sun 3/8

8:40 am-10:15 am

Nonstop1h 35m

$138

ChicagoOwensboro

ORD - OWB

ORDOWB

Chicago O'Hare Intl

Thu 2/12

10:55 am-12:25 pm

Nonstop1h 30m

Owensboro Daviess County

Mon 2/16

8:40 am-10:15 am

Nonstop1h 35m

$138

ChicagoOwensboro

ORD - OWB

ORDOWB

Chicago O'Hare Intl

Sat 12/20

10:55 am-12:25 pm

Nonstop1h 30m

Owensboro Daviess County

Mon 12/29

3:10 pm-4:45 pm

Nonstop1h 35m

$143

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

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

Have a flexible travel schedule? Discover the best time to fly to Kentucky from O'Hare Intl 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 Chicago O'Hare Intl Airport to Kentucky

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

Currently, October is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Kentucky (average of $95). Flying from Chicago O'Hare Intl Airport to Kentucky in June is currently the most expensive (average of $177). 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 ORD to KY?

Find hourly flight availability from O'Hare Intl to Kentucky. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 28, 2025.

It’s optimal to fly from Chicago O'Hare Intl Airport to Kentucky in the morning. By choosing this option you can save up to 27% on the cost of your flight, compared to a flight at noon.

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

Use this chart to determine the cheapest time to fly round-trip from O'Hare Intl to Kentucky. Price data was last updated on October 26, 2025.

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

How much does it cost to fly round-trip from Chicago O'Hare Intl Airport to Kentucky?

Reviews of airlines servicing Kentucky

Get insights into the airlines that provide service to Kentucky. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Kentucky. Reviews last updated October 28, 2025.
See what other customers who have flown with Contour, United Airlines, and American Airlines from Chicago O'Hare Intl Airport to Kentucky have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Contour
7.4
Good
39 reviews

Entertainment

6.3

Boarding

7.4

Crew

7.8

Food

6.8

Comfort

7.2

Overall

7.4

Reviews

1 / 1
2.0
Mediocre

Kavita,Aug 2025

PAH - CLT

Flight was canceled after hours of delays due to a maintenance issue. Contour offered no assistance with rebooking, finding a hotel for the night, or transportation even though the next flight was not until the next morning.
Contour
7.4
Good
39 reviews
Contour
7.4
Good
39 reviews

Entertainment

6.3

Boarding

7.4

Crew

7.8

Food

6.8

Comfort

7.2

Overall

7.4

Reviews

1 / 1
2.0
Mediocre

Kavita,Aug 2025

PAH - CLT

Flight was canceled after hours of delays due to a maintenance issue. Contour offered no assistance with rebooking, finding a hotel for the night, or transportation even though the next flight was not until the next morning.
United Airlines
7.4
Good
9,001 reviews
Contour
7.4
Good
39 reviews

Entertainment

6.3

Boarding

7.4

Crew

7.8

Food

6.8

Comfort

7.2

Overall

7.4

Reviews

1 / 1
2.0
Mediocre

Kavita,Aug 2025

PAH - CLT

Flight was canceled after hours of delays due to a maintenance issue. Contour offered no assistance with rebooking, finding a hotel for the night, or transportation even though the next flight was not until the next morning.
American Airlines
7.2
Good
11,032 reviews
Contour
7.4
Good
39 reviews

Entertainment

6.3

Boarding

7.4

Crew

7.8

Food

6.8

Comfort

7.2

Overall

7.4

Reviews

1 / 1
2.0
Mediocre

Kavita,Aug 2025

PAH - CLT

Flight was canceled after hours of delays due to a maintenance issue. Contour offered no assistance with rebooking, finding a hotel for the night, or transportation even though the next flight was not until the next morning.

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to Kentucky. 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 Chicago O'Hare Intl Airport to Kentucky?

    For as low as $114, American Airlines can have you in Kentucky from Chicago O'Hare Intl Airport in 1h 36m. Airlines will cover a distance of 410 mi. This flight may include one or multiple stops.

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

    To fly one-way, consider booking your trip with United Airlines, which is currently one of the cheapest options available, starting at $49. Southwest flights start at $49 while deals on Contour start at $83 one-way.

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

    Most travelers choose Chicago O'Hare Intl - Nashville Intl, Chicago O'Hare Intl - Knoxville McGhee Tyson or Chicago O'Hare Intl - Cincinnati Cinci./N. Kentucky when deciding on the best route from Chicago O'Hare Intl Airport to Kentucky.

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

    Before booking your flight to Kentucky from Chicago O'Hare Intl Airport, check out the most reliable airlines to get you to your destination on time: Japan Airlines (98%), Alaska Airlines (91%), Republic Airways( 90%).

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

    Looking at all options, your cheapest flight can be booked for $45. While the most popular route (Chicago O'Hare Intl - Nashville Intl) can be booked for $97 on average, our data indicates $287 when flying from Chicago O'Hare Intl Airport to Kentucky.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from O'Hare Intl to Kentucky 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 Chicago O'Hare Intl Airport to Kentucky?

    Currently, October is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Kentucky (average of $95). Flying from Chicago O'Hare Intl Airport to Kentucky in June is currently the most expensive (average of $177). 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

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Alternative routes for O'Hare Intl to Kentucky

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from O'Hare Intl to Kentucky

Discover the top 3 airlines that operate flights from O'Hare Intl to Kentucky. 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 October 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
ContourCheapest$114Average$143FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$134Average$282FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$137Average$330FlexibilityNo cancel feeOn-time69%

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