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$47+ 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 8/17. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SDF
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
1 adult, Economy
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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 July 29, 2025.

Round-trip from

$83
(Kiwi.com)

One-way from

$47
(Cheapflightsfares)

Popular in

February

Cheapest in

August

Average price

$340

Good round-trip deal

$148 or less

Good one-way deal

$83 or less
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. 15% potential increase in price ($56 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in July 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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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 July 29, 2025.

This Kiwi.com deal was found by Cheapflights users on 7/29. 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 10/231:52 pmORD - BNA
Nonstop1h 43mMultiple Airlines
Thu 10/237:25 pmBNA - ORD
Nonstop1h 54mMultiple Airlines
Deal found 7/29$83
This Frontier deal was found by Cheapflights users on 7/29. 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 8/812:35 pmORD - BNA
Nonstop1h 39mFrontier
Mon 8/113:01 pmBNA - ORD
Nonstop2h 04mFrontier
Deal found 7/29$84
This CheapOair deal was found by Cheapflights users on 7/28. 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.
Thu 10/2312:05 pmORD - BNA
Nonstop1h 30mSpirit Airlines
Sun 10/267:25 pmBNA - ORD
Nonstop1h 54mSpirit Airlines
Deal found 7/28$85
This American Airlines deal was found by Cheapflights users on 7/26. 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.
Tue 8/195:10 pmORD - BNA
Nonstop1h 45mAmerican Airlines
Tue 8/267:20 amBNA - ORD
Nonstop1h 50mAmerican Airlines
Deal found 7/26$97
This American Airlines deal was found by Cheapflights users on 7/29. 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 8/263:17 pmORD - SDF
Nonstop1h 26mAmerican Airlines
Tue 9/26:44 amSDF - ORD
Nonstop1h 46mAmerican Airlines
Deal found 7/29$97
This Southwest deal was found by Cheapflights users on 7/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/263:10 pmORD - BNA
Nonstop1h 35mSouthwest
Wed 8/277:00 amBNA - ORD
1 stop6h 05mSouthwest
Deal found 7/28$107
This United Airlines deal was found by Cheapflights users on 7/28. 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 9/107:26 amORD - SDF
Nonstop1h 36mUnited Airlines
Wed 9/177:20 amSDF - ORD
Nonstop1h 38mUnited Airlines
Deal found 7/28$113
This Mytrip deal was found by Cheapflights users on 7/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1610:10 amORD - OWB
Nonstop1h 30mContour
Tue 9/232:00 pmOWB - ORD
Nonstop1h 35mContour
Deal found 7/27$121
This Southwest deal was found by Cheapflights users on 7/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/261:50 pmORD - SDF
1 stop5h 05mSouthwest
Tue 9/25:30 amSDF - ORD
1 stop7h 20mSouthwest
Deal found 7/29$175
This American Airlines deal was found by Cheapflights users on 7/29. 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 9/312:43 pmORD - CVG
Nonstop1h 21mAmerican Airlines
Sat 9/61:01 pmCVG - ORD
Nonstop1h 35mAmerican Airlines
Deal found 7/29$177
This Delta deal was found by Cheapflights users on 7/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1911:05 amORD - SDF
1 stop6h 25mDelta
Tue 8/267:50 amSDF - ORD
1 stop5h 55mDelta
Deal found 7/28$177
This FlightHub deal was found by Cheapflights users on 7/27. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/297:00 amORD - CVG
1 stop16h 54mFrontier
Tue 8/57:15 amCVG - ORD
1 stop18h 17mFrontier
Deal found 7/27$185

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 July 29, 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

ChicagoNashville

ORD - BNA

ORDBNA

Chicago O'Hare Intl

Thu 10/23

1:52 pm-3:35 pm

Nonstop1h 43m

Nashville Intl

Thu 10/23

7:25 pm-9:19 pm

Nonstop1h 54m

$83

ChicagoNashville

ORD - BNA

ORDBNA

Chicago O'Hare Intl

Fri 8/8

12:35 pm-2:14 pm

Nonstop1h 39m

Nashville Intl

Mon 8/11

3:01 pm-5:05 pm

Nonstop2h 04m

$84

ChicagoNashville

ORD - BNA

ORDBNA

Chicago O'Hare Intl

Thu 10/23

12:05 pm-1:35 pm

Nonstop1h 30m

Nashville Intl

Sun 10/26

7:25 pm-9:19 pm

Nonstop1h 54m

$85

ChicagoNashville

ORD - BNA

ORDBNA

Chicago O'Hare Intl

Tue 8/19

5:10 pm-6:55 pm

Nonstop1h 45m

Nashville Intl

Tue 8/26

7:20 am-9:10 am

Nonstop1h 50m

$97

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Tue 8/19

8:20 pm-11:02 pm

Nonstop1h 42m

Louisville Intl

Tue 8/26

2:45 pm-3:27 pm

Nonstop1h 42m

$97

ChicagoNashville

ORD - BNA

ORDBNA

Chicago O'Hare Intl

Tue 8/26

3:10 pm-4:45 pm

Nonstop1h 35m

Nashville Intl

Wed 8/27

7:00 am-1:05 pm

1 stop6h 05m

$107

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Wed 9/10

7:26 am-10:02 am

Nonstop1h 36m

Louisville Intl

Wed 9/17

7:20 am-7:58 am

Nonstop1h 38m

$113

ChicagoOwensboro

ORD - OWB

ORDOWB

Chicago O'Hare Intl

Tue 9/16

10:10 am-11:40 am

Nonstop1h 30m

Owensboro Daviess County

Tue 9/23

2:00 pm-3:35 pm

Nonstop1h 35m

$121

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Tue 8/19

11:05 am-6:30 pm

1 stop6h 25m

Louisville Intl

Tue 8/26

7:50 am-12:45 pm

1 stop5h 55m

$177

ChicagoCincinnati

ORD - CVG

ORDCVG

Chicago O'Hare Intl

Wed 9/3

12:43 pm-3:04 pm

Nonstop1h 21m

Cincinnati Cinci./N. Kentucky

Sat 9/6

1:01 pm-1:36 pm

Nonstop1h 35m

$177

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/27

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, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Kentucky (average of $299). Flying from Chicago O'Hare Intl Airport to Kentucky in April is currently the most expensive (average of $369). 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 July 29, 2025.

When flying from Chicago O'Hare Intl Airport to Kentucky, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 July 29, 2025.

The most flights from ORD to USKY are scheduled on a Monday (36 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (19 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 July 29, 2025.
See what other customers who have flown with Southwest, Delta, and United 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.
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,979 reviews
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,896 reviews
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Spirit Airlines
6.3
Okay
8,044 reviews
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

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.

  • 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 Frontier, which is currently one of the cheapest options available, starting at $47. United Airlines flights start at $49 while deals on Spirit Airlines start at $50 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: GoJet (90%), Japan Airlines (90%), Copa Airlines( 85%).

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

    Looking at all options, your cheapest flight can be booked for $48. While the most popular route (Chicago O'Hare Intl - Nashville Intl) can be booked for $67 on average our data indicates $236 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, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Kentucky (average of $299). Flying from Chicago O'Hare Intl Airport to Kentucky in April is currently the most expensive (average of $369). 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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Midway to Miami flights
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Midway to Dallas/Fort Worth flights
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Midway to Atlanta flights
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Midway to Tampa flights
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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 July 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
ContourCheapest$102Average$148FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$132Average$277FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$137Average$346FlexibilityNo cancel feeOn-time69%

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