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$40+ 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 11/7. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SDF
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
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 September 11, 2025.

Round-trip from

$80
(Cheapflightsfares)

One-way from

$40
(CheapOair)

Popular in

February

Cheapest in

August

Average price

$248

Good round-trip deal

$137 or less

Good one-way deal

$70 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. 16% potential increase in price ($60 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 11, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/244:44 pmORD - BNA
Nonstop1h 40mSpirit Airlines
Mon 10/272:01 pmBNA - ORD
Nonstop1h 48mSpirit Airlines
Deal found 9/10$80
This Cheapflightsfares deal was found by Cheapflights users on 9/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/312:31 pmORD - BNA
Nonstop1h 43mFrontier
Mon 10/63:11 pmBNA - ORD
Nonstop2h 05mFrontier
Deal found 9/10$83
This CheapOair deal was found by Cheapflights users on 9/9. 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 10/307:06 pmORD - BNA
Nonstop1h 44mFrontier
Sun 11/28:49 pmBNA - ORD
Nonstop1h 48mFrontier
Deal found 9/9$84
This Priceline deal was found by Cheapflights users on 9/8. 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.
Fri 9/2612:53 pmORD - BNA
Nonstop1h 43mFrontier
Mon 9/293:21 pmBNA - ORD
Nonstop2h 05mFrontier
Deal found 9/8$88
This Frontier deal was found by Cheapflights users on 9/8. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/177:20 pmORD - BNA
Nonstop1h 44mFrontier
Mon 10/209:59 pmBNA - ORD
Nonstop1h 45mFrontier
Deal found 9/8$89
This Cheapflightsfares deal was found by Cheapflights users on 9/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/314:44 pmORD - BNA
Nonstop1h 40mSpirit Airlines
Sun 11/29:02 pmBNA - ORD
Nonstop1h 47mSpirit Airlines
Deal found 9/10$90
This Cheapflightsfares deal was found by Cheapflights users on 9/9. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/161:26 pmORD - BNA
Nonstop1h 44mSpirit Airlines
Fri 10/172:01 pmBNA - ORD
Nonstop1h 48mSpirit Airlines
Deal found 9/9$91
This Frontier deal was found by Cheapflights users on 9/11. 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 10/312:31 pmORD - BNA
Nonstop1h 43mFrontier
Thu 10/93:24 pmBNA - ORD
Nonstop1h 55mFrontier
Deal found 9/11$92
This Frontier deal was found by Cheapflights users on 9/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/66:06 pmORD - BNA
Nonstop1h 48mFrontier
Sun 11/98:53 pmBNA - ORD
Nonstop1h 48mFrontier
Deal found 9/10$93
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/91:26 pmORD - BNA
Nonstop1h 44mMultiple Airlines
Mon 10/139:59 pmBNA - ORD
Nonstop1h 45mMultiple Airlines
Deal found 9/9$94
This Priceline deal was found by Cheapflights users on 9/9. 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.
Thu 10/91:26 pmORD - BNA
Nonstop1h 44mMultiple Airlines
Thu 10/163:24 pmBNA - ORD
Nonstop1h 55mMultiple Airlines
Deal found 9/9$96
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/2312:53 pmORD - BNA
Nonstop1h 36mFrontier
Sat 10/254:38 pmBNA - ORD
1 stop7h 15mFrontier
Deal found 9/9$97

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 September 11, 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

Tue 10/14

10:55 am-12:35 pm

Nonstop1h 40m

Nashville Intl

Wed 10/15

3:10 pm-5:10 pm

Nonstop2h 00m

$101

ChicagoNashville

ORD - BNA

ORDBNA

Chicago O'Hare Intl

Tue 10/21

7:30 am-12:35 pm

1 stop5h 05m

Nashville Intl

Wed 10/22

10:55 am-12:45 pm

Nonstop1h 50m

$111

ChicagoNashville

ORD - BNA

ORDBNA

Chicago O'Hare Intl

Sat 10/25

1:30 pm-8:10 pm

1 stop6h 40m

Nashville Intl

Tue 10/28

10:55 am-12:45 pm

Nonstop1h 50m

$111

ChicagoNashville

ORD - BNA

ORDBNA

Chicago O'Hare Intl

Wed 10/22

3:10 pm-4:45 pm

Nonstop1h 35m

Nashville Intl

Sat 10/25

6:05 am-11:50 am

1 stop5h 45m

$111

ChicagoNashville

ORD - BNA

ORDBNA

Chicago O'Hare Intl

Wed 10/29

7:00 am-3:25 pm

2 stops8h 25m

Nashville Intl

Sat 11/1

2:35 pm-4:25 pm

Nonstop1h 50m

$116

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Sat 10/18

7:25 am-9:59 am

Nonstop1h 34m

Louisville Intl

Mon 10/20

10:55 am-11:33 am

Nonstop1h 38m

$117

ChicagoNashville

ORD - BNA

ORDBNA

Chicago O'Hare Intl

Sat 11/8

5:52 pm-7:33 pm

Nonstop1h 41m

Nashville Intl

Mon 11/10

4:48 pm-6:55 pm

Nonstop2h 07m

$117

ChicagoNashville

ORD - BNA

ORDBNA

Chicago O'Hare Intl

Fri 10/17

7:15 am-8:55 am

Nonstop1h 40m

Nashville Intl

Sat 10/18

3:10 pm-5:10 pm

Nonstop2h 00m

$117

ChicagoNashville

ORD - BNA

ORDBNA

Chicago O'Hare Intl

Wed 10/15

5:45 pm-10:40 pm

1 stop4h 55m

Nashville Intl

Wed 10/22

5:45 am-1:05 pm

1 stop7h 20m

$121

ChicagoNashville

ORD - BNA

ORDBNA

Chicago O'Hare Intl

Tue 10/28

1:30 pm-8:45 pm

1 stop7h 15m

Nashville Intl

Sat 11/1

9:20 am-4:45 pm

1 stop7h 25m

$121

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

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 September 11, 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 September 11, 2025.

The most flights from ORD to USKY are scheduled on a Monday (37 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (29 on average).

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 September 11, 2025.
See what other customers who have flown with United Airlines, American Airlines, and Contour 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.
United Airlines
7.4
Good
8,937 reviews

Comfort

7.3

Overall

7.4

Crew

8.1

Food

6.6

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
United Airlines
7.4
Good
8,937 reviews
United Airlines
7.4
Good
8,937 reviews

Comfort

7.3

Overall

7.4

Crew

8.1

Food

6.6

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,937 reviews

Comfort

7.3

Overall

7.4

Crew

8.1

Food

6.6

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
Contour
7.1
Good
36 reviews
United Airlines
7.4
Good
8,937 reviews

Comfort

7.3

Overall

7.4

Crew

8.1

Food

6.6

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

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 $138, 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 United Airlines, which is currently one of the cheapest options available, starting at $51. Southwest flights start at $61 while deals on Frontier start at $76 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: Alaska Airlines (86%), Japan Airlines (85%), Envoy Air( 84%).

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

    Looking at all options, your cheapest flight can be booked for $58. While the most popular route (Chicago O'Hare Intl - Nashville Intl) can be booked for $63 on average, our data indicates $224 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.

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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
ContourCheapest$106Average$148FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$124Average$279FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$137Average$345FlexibilityNo cancel feeOn-time69%

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