O'Hare Intl

$70+ 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 5/16. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — ORD
May 29 — Jun 51
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Cheap 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 April 29, 2026.

This American Airlines deal was found by Cheapflights users on 4/25. 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.
Sat 5/167:36 am
CVG
-
ORD
Nonstop1h 45m
American Airlines
Mon 5/185:37 pm
ORD
-
CVG
Nonstop1h 29m
American Airlines
Deal found 4/25$191
This American Airlines deal was found by Cheapflights users on 4/28. 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.
Thu 5/2112:06 pm
CVG
-
ORD
Nonstop1h 31m
American Airlines
Mon 5/256:48 pm
ORD
-
CVG
Nonstop1h 34m
American Airlines
Deal found 4/28$192
This United Airlines deal was found by Cheapflights users on 4/28. 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.
Fri 5/155:00 am
PAH
-
ORD
Nonstop1h 35m
United Airlines
Tue 5/194:50 pm
ORD
-
PAH
Nonstop1h 29m
United Airlines
Deal found 4/28$194
This Delta deal was found by Cheapflights users on 4/24. 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.
Mon 5/188:16 pm
CVG
-
ORD
1 stop4h 43m
Delta
Tue 5/195:30 am
ORD
-
CVG
1 stop4h 17m
Delta
Deal found 4/24$194
This Kiwi.com deal was found by Cheapflights users on 4/26. 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.
Mon 6/12:12 pm
CVG
-
ORD
2 stops30h 39m
Frontier
Tue 6/301:50 pm
ORD
-
CVG
1 stop20h 59m
Frontier
Deal found 4/26$195
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
Wed 5/2712:46 pm
CVG
-
ORD
1 stop7h 55m
Frontier
Wed 6/36:55 am
ORD
-
CVG
2 stops12h 40m
Frontier
Deal found 4/27$196
This Kiwi.com deal was found by Cheapflights users on 4/24. 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 5/257:49 pm
CVG
-
ORD
1 stop24h 52m
Frontier
Mon 6/14:05 pm
ORD
-
CVG
2 stops42h 36m
Frontier
Deal found 4/24$197
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 5/1812:46 pm
CVG
-
ORD
1 stop8h 05m
Frontier
Tue 5/196:55 am
ORD
-
CVG
2 stops15h 34m
Frontier
Deal found 4/27$200
This Frontier deal was found by Cheapflights users on 4/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/82:12 pm
CVG
-
ORD
1 stop10h 47m
Frontier
Tue 5/129:37 pm
ORD
-
CVG
1 stop13h 23m
Frontier
Deal found 4/28$201
This Kiwi.com deal was found by Cheapflights users on 4/23. 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.
Sat 5/2312:46 pm
CVG
-
ORD
1 stop20h 09m
Frontier
Sat 5/3011:57 am
ORD
-
CVG
2 stops22h 07m
Frontier
Deal found 4/23$202
This Delta deal was found by Cheapflights users on 4/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2012:00 pm
CVG
-
ORD
2 stops8h 20m
Delta
Sat 5/2311:09 am
ORD
-
CVG
2 stops10h 57m
Delta
Deal found 4/27$204
This Orbitz deal was found by Cheapflights users on 4/24. 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.
Sat 5/95:02 pm
BNA
-
ORD
1 stop6h 11m
Frontier
Mon 5/119:37 pm
ORD
-
BNA
1 stop20h 45m
Frontier
Deal found 4/24$206

Find 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 April 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$191
(American Airlines)

One-way from

$70
(Expedia)

Popular in

January

Cheapest in

November

Average price

$349

Good round-trip deal

$138 or less

Good one-way deal

$58 or less
Provider with most accurate pricing for Louisville Intl-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Louisville Intl-Chicago (CHI) flights.
From Kentucky to Chicago O'Hare Intl
One-way flight from Kentucky to Chicago O'Hare Intl
Highest demand for flights based on searches. 14% potential increase in price ($48 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($14 potential savings vs. average RT price).
Average for round-trip flights in April 2026
Price to beat on a round-trip flight from Kentucky to Chicago O'Hare Intl.
Price to beat on a one-way flight from Kentucky to Chicago O'Hare Intl.

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 April 29, 2026.
Use the filters below to find and compare flights from Kentucky to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PaducahChicago

PAH - ORD

PAHORD

Paducah Barkley Regional

Thu 5/14

5:00 am-6:35 am

Nonstop1h 35m

Chicago O'Hare Intl

Sun 5/17

12:07 pm-1:35 pm

Nonstop1h 28m

$194
Quickest round-trip

PaducahChicago

PAH - ORD

PAHORD

Paducah Barkley Regional

Fri 5/29

5:00 am-6:28 am

Nonstop1h 28m

Chicago O'Hare Intl

Sun 5/31

11:38 am-1:08 pm

Nonstop1h 30m

$194

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

Thu 6/4

8:00 am-11:30 am

1 stop3h 30m

Chicago O'Hare Intl

Sun 6/7

12:20 pm-4:10 pm

1 stop3h 50m

$217

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

Thu 7/16

8:00 am-11:30 am

1 stop3h 30m

Chicago O'Hare Intl

Sun 7/19

12:20 pm-4:10 pm

1 stop3h 50m

$217

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

Mon 6/22

8:00 am-11:30 am

1 stop3h 30m

Chicago O'Hare Intl

Fri 6/26

12:20 pm-4:10 pm

1 stop3h 50m

$217

BlountvilleChicago

TRI - ORD

TRIORD

Blountville Tri Cities TN/VA

Thu 7/2

7:54 am-9:05 am

Nonstop2h 11m

Chicago O'Hare Intl

Sun 7/5

9:25 pm-12:15 am

Nonstop1h 50m

$229

BlountvilleChicago

TRI - ORD

TRIORD

Blountville Tri Cities TN/VA

Thu 7/2

8:00 am-9:10 am

Nonstop2h 10m

Chicago O'Hare Intl

Sat 7/11

9:07 pm-11:59 pm

Nonstop1h 52m

$229

BlountvilleChicago

TRI - ORD

TRIORD

Blountville Tri Cities TN/VA

Fri 6/26

10:53 am-11:55 am

Nonstop2h 02m

Chicago O'Hare Intl

Sun 6/28

7:25 am-10:18 am

Nonstop1h 53m

$229

BlountvilleChicago

TRI - ORD

TRIORD

Blountville Tri Cities TN/VA

Thu 8/20

6:00 am-7:04 am

Nonstop2h 04m

Chicago O'Hare Intl

Sat 8/22

7:27 am-10:20 am

Nonstop1h 53m

$229

BlountvilleChicago

TRI - ORD

TRIORD

Blountville Tri Cities TN/VA

Fri 9/11

6:00 am-7:04 am

Nonstop2h 04m

Chicago O'Hare Intl

Mon 9/14

7:27 am-10:20 am

Nonstop1h 53m

$229

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

Showing 1-10 of 60 resultsSorted by cheapest first
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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

How far ahead should I book a flight from Kentucky to Chicago O'Hare Intl Airport?

Booking 68 days in advance of your planned departure date is, on average, the best time to get cheap flights from Kentucky to Chicago O'Hare Intl Airport. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Currently, April is the cheapest month in which you can book a flight from Kentucky to Chicago O'Hare Intl Airport (average of $58). Flying from Kentucky to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $180). 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 April 29, 2026.

One of the essential ways to save on airfare from Kentucky to Chicago O'Hare Intl Airport is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight in the morning could potentially save you up to 41% on airfare.

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

Use this chart to determine the cheapest time to fly round-trip from Kentucky to O'Hare Intl. Price data was last updated on April 25, 2026.

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

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 April 29, 2026.

The most flights from USKY to ORD are scheduled on a Monday (44 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (2 on average).

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

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 35m. United Airlines provides one of the quickest options available for as low as $194. There are 343 mi between Kentucky and Chicago O'Hare Intl Airport. Both multi-stop and nonstop flights can be found to your destination and back.

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

    The cheapest airline one-way is Contour, with whom users have recently found tickets for as low as $44. However, be on the lookout for offers from United Airlines and American Airlines, 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?

  • 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 Copa Airlines (80%), Qatar Airways (80%) and Republic Airways (78%).

  • 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 $161. On average you can expect to pay $1,144. The most popular route, (Nashville Intl - Chicago O'Hare Intl), can usually be booked for $157.

  • 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, April is the cheapest month in which you can book a flight from Kentucky to Chicago O'Hare Intl Airport (average of $58). Flying from Kentucky to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $180). 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
Rosemont
Schaumburg
Naperville
Lake Geneva
Gurnee
Delavan
Downers Grove
Oakbrook Terrace
Benton Harbor
Hoffman Estates
Des Plaines
Oak Brook
South Holland
Libertyville
Warrenville
Elk Grove Village
Bridgeview
Great Lakes
Lansing
Arlington Heights

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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.

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 April 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$97Average$269FlexibilityNo cancel feeOn-time71%
ContourCheapest$108Average$170FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$117Average$278FlexibilityNo cancel feeOn-time69%

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