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Kentucky

$55+ 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 3/28. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SDF
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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Cheap 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 December 12, 2025.

This United Airlines deal was found by Cheapflights users on 12/10. 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.
Thu 12/257:52 pmORD - SDF
Nonstop1h 38mUnited Airlines
Wed 12/312:00 pmSDF - ORD
Nonstop1h 43mUnited Airlines
Deal found 12/10$175
This American Airlines deal was found by Cheapflights users on 12/10. 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.
Fri 12/268:37 pmORD - LEX
Nonstop1h 35mAmerican Airlines
Thu 1/18:04 amLEX - ORD
Nonstop1h 40mAmerican Airlines
Deal found 12/10$204
This Frontier deal was found by Cheapflights users on 12/11. 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.
Fri 12/196:00 amORD - CVG
1 stop11h 14mFrontier
Mon 12/226:00 amCVG - ORD
1 stop7h 34mFrontier
Deal found 12/11$208
This Priceline deal was found by Cheapflights users on 12/8. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/157:00 amORD - TYS
1 stop7h 57mFrontier
Sun 12/214:26 pmTYS - ORD
1 stop8h 46mFrontier
Deal found 12/8$208
This American Airlines deal was found by Cheapflights users on 12/11. 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 12/241:53 pmORD - CVG
Nonstop1h 21mAmerican Airlines
Wed 12/3112:44 pmCVG - ORD
Nonstop1h 35mAmerican Airlines
Deal found 12/11$211
This Orbitz deal was found by Cheapflights users on 12/11. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/196:00 amORD - CVG
1 stop11h 14mFrontier
Sun 12/212:50 pmCVG - ORD
1 stop8h 34mFrontier
Deal found 12/11$212
This United Airlines deal was found by Cheapflights users on 12/10. 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 12/315:50 pmORD - BNA
Nonstop1h 41mUnited Airlines
Thu 1/18:00 amBNA - ORD
Nonstop1h 55mUnited Airlines
Deal found 12/10$215
This American Airlines deal was found by Cheapflights users on 12/10. 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 12/251:30 pmORD - SDF
Nonstop1h 29mAmerican Airlines
Wed 12/319:20 amSDF - ORD
1 stop7h 45mAmerican Airlines
Deal found 12/10$215
This United Airlines deal was found by Cheapflights users on 12/10. 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.
Fri 12/266:20 pmORD - LEX
Nonstop1h 44mUnited Airlines
Sun 12/286:00 amLEX - ORD
Nonstop1h 55mUnited Airlines
Deal found 12/10$219
This Mytrip deal was found by Cheapflights users on 12/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3012:32 pmORD - CVG
1 stop5h 46mFrontier
Mon 1/511:57 amCVG - ORD
1 stop29h 22mFrontier
Deal found 12/10$220
This American Airlines deal was found by Cheapflights users on 12/11. 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 12/311:43 pmORD - BNA
Nonstop1h 38mAmerican Airlines
Thu 1/15:30 amBNA - ORD
Nonstop1h 58mAmerican Airlines
Deal found 12/11$221
This United Airlines deal was found by Cheapflights users on 12/8. 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.
Tue 12/307:48 pmORD - TYS
Nonstop1h 51mUnited Airlines
Fri 1/95:29 pmTYS - ORD
Nonstop1h 58mUnited Airlines
Deal found 12/8$223

Find 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 December 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$117
(United Airlines)

One-way from

$55
(Booking.com)

Popular in

February

Cheapest in

August

Average price

$295

Good round-trip deal

$148 or less

Good one-way deal

$128 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
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($49 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in December 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 December 12, 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 1/6

7:52 pm-10:30 pm

Nonstop1h 38m

Louisville Intl

Wed 1/7

8:29 am-9:13 am

Nonstop1h 44m

$117

ChicagoOwensboro

ORD - OWB

ORDOWB

Chicago O'Hare Intl

Tue 2/17

9:40 am-11:10 am

Nonstop1h 30m

Owensboro Daviess County

Fri 2/20

3:10 pm-4:45 pm

Nonstop1h 35m

$119

ChicagoOwensboro

ORD - OWB

ORDOWB

Chicago O'Hare Intl

Wed 1/7

9:40 am-11:10 am

Nonstop1h 30m

Owensboro Daviess County

Wed 1/14

1:55 pm-3:30 pm

Nonstop1h 35m

$119

ChicagoOwensboro

ORD - OWB

ORDOWB

Chicago O'Hare Intl

Thu 2/12

5:30 pm-7:00 pm

Nonstop1h 30m

Owensboro Daviess County

Mon 2/16

8:40 am-10:15 am

Nonstop1h 35m

$119

ChicagoNashville

ORD - BNA

ORDBNA

Chicago O'Hare Intl

Wed 1/7

2:15 pm-8:55 pm

1 stop6h 40m

Nashville Intl

Wed 1/14

10:20 am-12:15 pm

Nonstop1h 55m

$127

ChicagoCincinnati

ORD - CVG

ORDCVG

Chicago O'Hare Intl

Fri 1/23

5:40 am-11:55 am

1 stop5h 15m

Cincinnati Cinci./N. Kentucky

Fri 1/30

1:22 pm-10:46 pm

1 stop10h 24m

$129

ChicagoNashville

ORD - BNA

ORDBNA

Chicago O'Hare Intl

Sat 1/24

7:50 pm-9:42 pm

Nonstop1h 52m

Nashville Intl

Wed 1/28

6:00 am-8:04 am

Nonstop2h 04m

$144

ChicagoNashville

ORD - BNA

ORDBNA

Chicago O'Hare Intl

Sat 1/31

5:52 pm-7:33 pm

Nonstop1h 41m

Nashville Intl

Tue 2/3

4:50 pm-6:47 pm

Nonstop1h 57m

$144

ChicagoNashville

ORD - BNA

ORDBNA

Chicago O'Hare Intl

Wed 2/4

7:50 pm-9:42 pm

Nonstop1h 52m

Nashville Intl

Sat 2/14

2:50 pm-4:50 pm

Nonstop2h 00m

$144

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Wed 1/14

5:50 pm-8:28 pm

Nonstop1h 38m

Louisville Intl

Thu 1/15

5:35 am-6:19 am

Nonstop1h 44m

$144

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/11

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, December is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Kentucky (average of $98). Flying from Chicago O'Hare Intl Airport to Kentucky in January is currently the most expensive (average of $203). 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 December 12, 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 31% 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 December 6, 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.

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

Explore weekly flight availability from O'Hare Intl to Kentucky. 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 December 12, 2025.

The most flights from ORD to USKY are scheduled on a Thursday (38 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (32 on average).

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 December 12, 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
7.6
Good
43 reviews

Food

6.9

Comfort

7.3

Crew

7.9

Entertainment

6.1

Boarding

7.6

Overall

7.6

Reviews

1 / 2
10.0
Excellent

Anonymous,Oct 2025

CLT - PAH

The steward on my flight from Charlotte to Paducah was the kindest person I’ve ever met. He made everyone feel comfortable, and even laugh a little. Not to mention his hair was top tier. He deserves a raise. Xoxo
Contour
7.6
Good
43 reviews
Contour
7.6
Good
43 reviews

Food

6.9

Comfort

7.3

Crew

7.9

Entertainment

6.1

Boarding

7.6

Overall

7.6

Reviews

1 / 2
10.0
Excellent

Anonymous,Oct 2025

CLT - PAH

The steward on my flight from Charlotte to Paducah was the kindest person I’ve ever met. He made everyone feel comfortable, and even laugh a little. Not to mention his hair was top tier. He deserves a raise. Xoxo
United Airlines
7.4
Good
9,094 reviews
Contour
7.6
Good
43 reviews

Food

6.9

Comfort

7.3

Crew

7.9

Entertainment

6.1

Boarding

7.6

Overall

7.6

Reviews

1 / 2
10.0
Excellent

Anonymous,Oct 2025

CLT - PAH

The steward on my flight from Charlotte to Paducah was the kindest person I’ve ever met. He made everyone feel comfortable, and even laugh a little. Not to mention his hair was top tier. He deserves a raise. Xoxo
American Airlines
7.2
Good
11,049 reviews
Contour
7.6
Good
43 reviews

Food

6.9

Comfort

7.3

Crew

7.9

Entertainment

6.1

Boarding

7.6

Overall

7.6

Reviews

1 / 2
10.0
Excellent

Anonymous,Oct 2025

CLT - PAH

The steward on my flight from Charlotte to Paducah was the kindest person I’ve ever met. He made everyone feel comfortable, and even laugh a little. Not to mention his hair was top tier. He deserves a raise. Xoxo

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 $119, United Airlines can have you in Kentucky from Chicago O'Hare Intl Airport in 1h 30m. Airlines will cover a distance of 295 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 American Airlines, which is currently one of the cheapest options available, starting at $48. United Airlines flights start at $48 while deals on Contour start at $54 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 - Cincinnati Cinci./N. Kentucky or Chicago O'Hare Intl - Knoxville McGhee Tyson 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: Envoy Air (93%), Japan Airlines (90%), Republic Airways( 86%).

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

    Looking at all options, your cheapest flight can be booked for $98. While the most popular route (Chicago O'Hare Intl - Nashville Intl) can be booked for $117 on average, our data indicates $1,063 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, December is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Kentucky (average of $98). Flying from Chicago O'Hare Intl Airport to Kentucky in January is currently the most expensive (average of $203). 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.

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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 December 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$127Average$322FlexibilityNo cancel feeOn-time69%
ContourCheapest$127Average$148FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$136Average$286FlexibilityNo cancel feeOn-time71%

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