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O'Hare Intl

$49+ 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 1/12. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — ORD
Oct 23 — Oct 301
Thu 10/23
Thu 10/30
1 adult, Economy
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Cheap 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 September 23, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$75
(Kiwi.com)

One-way from

$49
(United Airlines)

Popular in

March

Cheapest in

November

Average price

$275

Good round-trip deal

$144 or less

Good one-way deal

$95 or less
Provider with most accurate pricing for Louisville Intl-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Louisville Intl-Chicago (CHI) flights.
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From Kentucky to Chicago O'Hare Intl
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One-way flight from Kentucky to Chicago O'Hare Intl
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High demand for flights, 1% potential price rise
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Cheapest flight prices on average. 1% potential price decrease ($3 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 Kentucky to Chicago O'Hare Intl.
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Price to beat on a one-way flight from Kentucky to Chicago O'Hare Intl.
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Find 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 September 23, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/23. 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 10/109:59 pmBNA - ORD
Nonstop1h 45mFrontier
Mon 10/137:25 pmORD - BNA
Nonstop1h 44mFrontier
Deal found 9/23$74
This Kiwi.com deal was found by Cheapflights users on 9/22. 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 11/108:51 amBNA - ORD
Nonstop1h 51mMultiple Airlines
Fri 11/144:01 pmORD - BNA
Nonstop1h 40mMultiple Airlines
Deal found 9/22$75
This Kiwi.com deal was found by Cheapflights users on 9/23. 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 11/76:46 pmBNA - ORD
Nonstop1h 45mMultiple Airlines
Mon 11/106:20 amORD - BNA
Nonstop1h 36mMultiple Airlines
Deal found 9/23$76
This Kiwi.com deal was found by Cheapflights users on 9/22. 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 11/146:46 pmBNA - ORD
Nonstop1h 45mMultiple Airlines
Mon 11/176:20 amORD - BNA
Nonstop1h 36mMultiple Airlines
Deal found 9/22$77
This Kiwi.com deal was found by Cheapflights users on 9/21. 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 10/32:59 pmBNA - ORD
Nonstop1h 57mFrontier
Mon 10/612:43 pmORD - BNA
Nonstop1h 43mFrontier
Deal found 9/21$78
This Kiwi.com deal was found by Cheapflights users on 9/21. 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 10/63:11 pmBNA - ORD
Nonstop2h 05mFrontier
Mon 10/137:25 pmORD - BNA
Nonstop1h 44mFrontier
Deal found 9/21$79
This Priceline deal was found by Cheapflights users on 9/21. 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 10/32:59 pmBNA - ORD
Nonstop1h 57mFrontier
Sun 10/512:43 pmORD - BNA
Nonstop1h 43mFrontier
Deal found 9/21$80
This Frontier deal was found by Cheapflights users on 9/22. 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 10/212:48 pmBNA - ORD
Nonstop2h 00mFrontier
Mon 10/612:43 pmORD - BNA
Nonstop1h 43mFrontier
Deal found 9/22$83
This Kiwi.com deal was found by Cheapflights users on 9/23. 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 10/212:48 pmBNA - ORD
Nonstop2h 00mFrontier
Fri 10/312:31 pmORD - BNA
Nonstop1h 43mFrontier
Deal found 9/23$89
This United Airlines deal was found by Cheapflights users on 9/23. 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 10/237:00 amSDF - ORD
Nonstop1h 38mUnited Airlines
Sat 10/254:00 pmORD - SDF
Nonstop1h 33mUnited Airlines
Deal found 9/23$134
This American Airlines deal was found by Cheapflights users on 9/21. 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 11/1112:43 pmSDF - ORD
Nonstop1h 38mAmerican Airlines
Tue 11/118:25 pmORD - SDF
Nonstop1h 30mAmerican Airlines
Deal found 9/21$137
This United Airlines deal was found by Cheapflights users on 9/23. 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 10/1410:55 amSDF - ORD
Nonstop1h 38mUnited Airlines
Thu 10/167:25 amORD - SDF
Nonstop1h 36mUnited Airlines
Deal found 9/23$157

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 September 23, 2025.
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

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

Mon 12/15

10:20 am-12:15 pm

Nonstop1h 55m

Chicago O'Hare Intl

Wed 12/17

1:45 pm-3:20 pm

Nonstop1h 35m

$97

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

Tue 11/18

11:19 am-1:15 pm

Nonstop1h 56m

Chicago O'Hare Intl

Tue 11/18

9:05 pm-10:49 pm

Nonstop1h 44m

$97

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

Tue 10/21

11:15 am-5:55 pm

1 stop6h 40m

Chicago O'Hare Intl

Tue 10/28

3:10 pm-4:45 pm

Nonstop1h 35m

$107

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Tue 11/11

12:43 pm-1:21 pm

Nonstop1h 38m

Chicago O'Hare Intl

Tue 11/11

8:25 pm-10:55 pm

Nonstop1h 30m

$137

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Tue 11/18

6:44 am-7:24 am

Nonstop1h 40m

Chicago O'Hare Intl

Thu 11/20

9:41 am-12:13 pm

Nonstop1h 32m

$137

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Tue 10/14

5:48 pm-6:35 pm

Nonstop1h 47m

Chicago O'Hare Intl

Wed 10/15

7:25 am-10:01 am

Nonstop1h 36m

$137

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

Thu 12/11

8:00 am-9:50 am

Nonstop1h 50m

Chicago O'Hare Intl

Sun 12/14

7:20 am-9:03 am

Nonstop1h 43m

$147

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

Thu 10/30

5:15 am-1:05 pm

1 stop7h 50m

Chicago O'Hare Intl

Fri 10/31

11:25 am-7:25 pm

1 stop8h 00m

$147

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

Tue 11/4

3:05 pm-9:50 pm

1 stop6h 45m

Chicago O'Hare Intl

Sat 11/8

1:45 pm-3:20 pm

Nonstop1h 35m

$148

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

Sat 11/8

8:00 am-9:50 am

Nonstop1h 50m

Chicago O'Hare Intl

Sun 11/9

12:45 pm-2:28 pm

Nonstop1h 43m

$148

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/23

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, August is the cheapest month in which you can book a flight from Kentucky to Chicago O'Hare Intl Airport (average of $245). Flying from Kentucky to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). 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 September 23, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Kentucky to Chicago O'Hare Intl Airport as you normally would.

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 September 23, 2025.

The most flights from USKY to ORD are scheduled on a Monday (40 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (20 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 38m. Southwest provides one of the quickest options available for as low as $137. There are 287 mi between Kentucky and Chicago O'Hare Intl Airport. Generally, flights for this route are nonstop.

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

    The cheapest airline one-way is Southwest, with whom users have recently found tickets for as low as $49. However, be on the lookout for offers from United Airlines and Frontier, 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 Republic Airways (92%), Japan Airlines (90%) and Qatar Airways (86%).

  • 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 $89. On average you can expect to pay $939. The most popular route, (Nashville Intl - Chicago O'Hare Intl), can usually be booked for $68.

  • 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, August is the cheapest month in which you can book a flight from Kentucky to Chicago O'Hare Intl Airport (average of $245). Flying from Kentucky to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). 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
Skokie
Gurnee
Hoffman Estates
Des Plaines
Elgin
Arlington Heights
Orland Park
Beloit
Racine
Rockford
Oak Brook
Elk Grove Village
Downers Grove
Naperville
Evanston
Merrillville
Bridgeview
Warrenville

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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.
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Atlanta to O'Hare Intl flights
Dallas/Fort Worth to Midway flights
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Baltimore to O'Hare Intl flights
Boston to O'Hare Intl flights
Philadelphia to O'Hare Intl flights
Newark to Midway flights
Baltimore to Midway flights
Austin to O'Hare Intl flights
Ontario to O'Hare Intl flights
Sky Harbor Intl to O'Hare Intl flights
Denver to Midway flights
Atlanta to Midway flights
John F Kennedy Intl to Midway flights
Santa Ana to O'Hare Intl flights
Los Angeles to Midway flights
Raleigh to O'Hare Intl flights
Dulles Intl to Midway flights
Hobby to O'Hare Intl flights
Hobby to Midway flights
Minneapolis to O'Hare Intl flights
LaGuardia to Midway flights
Minneapolis to Midway flights
Charlotte to O'Hare Intl flights
San Francisco to Midway flights
George Bush Intcntl to O'Hare Intl flights
Boston to Midway flights
Austin to Midway flights
Cleveland to O'Hare Intl flights
Philadelphia to Midway flights
Love Field to O'Hare Intl flights
San Diego to O'Hare Intl flights
Orlando to O'Hare Intl flights
Burbank to O'Hare Intl flights
Fort Lauderdale to O'Hare Intl flights
Sky Harbor Intl to Midway flights
Seattle to Midway flights
Tampa to O'Hare Intl flights
Tampa to Midway flights
San Jose to O'Hare Intl flights
Providence 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 September 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$97Average$265FlexibilityNo cancel feeOn-time71%
ContourCheapest$113Average$144FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$114Average$283FlexibilityNo cancel feeOn-time69%

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