O'Hare Intl

$79+ 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 7/14. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — ORD
Jul 14 — Jul 211
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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 June 14, 2026.

This United Airlines deal was found by Cheapflights users on 6/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/45:50 pm
SDF
-
ORD
Nonstop1h 50m
United Airlines
Tue 8/114:30 pm
ORD
-
SDF
Nonstop1h 37m
United Airlines
Deal found 6/9$177
This Kiwi.com deal was found by Cheapflights users on 6/9. 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.
Mon 7/612:53 pm
CVG
-
ORD
1 stop20h 00m
Frontier
Wed 7/81:50 pm
ORD
-
CVG
1 stop20h 23m
Frontier
Deal found 6/9$191
This United Airlines deal was found by Cheapflights users on 6/10. 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.
Sat 7/115:00 am
PAH
-
ORD
Nonstop1h 28m
United Airlines
Wed 7/1511:22 am
ORD
-
PAH
Nonstop1h 30m
United Airlines
Deal found 6/10$194
This American Airlines deal was found by Cheapflights users on 6/12. 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 9/267:51 am
CVG
-
ORD
Nonstop1h 37m
American Airlines
Sat 10/178:20 pm
ORD
-
CVG
Nonstop1h 37m
American Airlines
Deal found 6/12$195
This United Airlines deal was found by Cheapflights users on 6/10. 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.
Mon 10/199:04 am
SDF
-
ORD
Nonstop1h 41m
United Airlines
Tue 10/279:30 pm
ORD
-
SDF
Nonstop1h 35m
United Airlines
Deal found 6/10$196
This Delta deal was found by Cheapflights users on 6/14. 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.
Thu 8/64:10 pm
CVG
-
ORD
1 stop3h 19m
Delta
Tue 8/111:59 pm
ORD
-
CVG
1 stop4h 55m
Delta
Deal found 6/14$196
This Delta deal was found by Cheapflights users on 6/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/47:55 am
SDF
-
ORD
1 stop6h 13m
Delta
Tue 8/1111:22 am
ORD
-
SDF
1 stop4h 57m
Delta
Deal found 6/9$197
This American Airlines deal was found by Cheapflights users on 6/13. 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 8/66:00 am
CVG
-
ORD
Nonstop1h 36m
American Airlines
Mon 8/1010:00 pm
ORD
-
CVG
Nonstop1h 27m
American Airlines
Deal found 6/13$197
This Kiwi.com deal was found by Cheapflights users on 6/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1012:53 pm
CVG
-
ORD
1 stop20h 00m
Frontier
Tue 7/141:50 pm
ORD
-
CVG
1 stop20h 58m
Frontier
Deal found 6/11$207
This Kiwi.com deal was found by Cheapflights users on 6/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/312:54 pm
CVG
-
ORD
1 stop20h 09m
Frontier
Tue 7/71:50 pm
ORD
-
CVG
1 stop20h 58m
Frontier
Deal found 6/10$208
This Kiwi.com deal was found by Cheapflights users on 6/9. 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.
Fri 7/316:30 am
CVG
-
ORD
1 stop30h 45m
Multiple Airlines
Tue 8/41:50 pm
ORD
-
CVG
1 stop20h 58m
Multiple Airlines
Deal found 6/9$209
This American Airlines deal was found by Cheapflights users on 6/11. 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.
Sat 8/159:54 am
CVG
-
ORD
Nonstop1h 41m
American Airlines
Sat 8/154:30 pm
ORD
-
CVG
Nonstop1h 29m
American Airlines
Deal found 6/11$213

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 June 14, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$177
(United Airlines)

One-way from

$79
(American Airlines)

Popular in

January

Cheapest in

November

Average price

$356

Good round-trip deal

$121 or less

Good one-way deal

$286 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. 7% potential increase in price ($24 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($12 potential savings vs. average RT price).
Average for round-trip flights in June 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 June 14, 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
Quickest round-trip

PaducahChicago

PAH - ORD

PAHORD

Paducah Barkley Regional

Thu 7/16

5:00 am-6:28 am

Nonstop1h 28m

Chicago O'Hare Intl

Wed 8/5

11:22 am-12:52 pm

Nonstop1h 30m

$194

PaducahChicago

PAH - ORD

PAHORD

Paducah Barkley Regional

Sat 7/11

5:00 am-6:28 am

Nonstop1h 28m

Chicago O'Hare Intl

Wed 7/15

11:22 am-12:52 pm

Nonstop1h 30m

$194

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Sat 9/5

2:05 pm-2:39 pm

Nonstop1h 34m

Chicago O'Hare Intl

Mon 9/7

10:43 am-1:09 pm

Nonstop1h 26m

$213

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Mon 10/19

10:15 am-12:37 pm

1 stop3h 22m

Chicago O'Hare Intl

Tue 10/27

7:05 am-1:39 pm

1 stop5h 34m

$216

HuntingtonChicago

HTS - ORD

HTSORD

Huntington Tri State

Fri 7/10

8:00 pm-12:01 am

1 stop5h 01m

Chicago O'Hare Intl

Tue 7/14

6:30 am-11:56 am

1 stop4h 26m

$228

HuntingtonChicago

HTS - ORD

HTSORD

Huntington Tri State

Fri 7/3

12:21 pm-4:46 pm

1 stop5h 25m

Chicago O'Hare Intl

Tue 7/7

6:30 am-11:56 am

1 stop4h 26m

$228

PaducahChicago

PAH - ORD

PAHORD

Paducah Barkley Regional

Tue 7/7

5:00 am-6:28 am

Nonstop1h 28m

Chicago O'Hare Intl

Wed 7/22

11:22 am-12:52 pm

Nonstop1h 30m

$234

PaducahChicago

PAH - ORD

PAHORD

Paducah Barkley Regional

Sun 7/12

5:00 am-6:28 am

Nonstop1h 28m

Chicago O'Hare Intl

Fri 7/24

11:22 am-12:52 pm

Nonstop1h 30m

$234

PaducahChicago

PAH - ORD

PAHORD

Paducah Barkley Regional

Thu 6/25

5:00 am-6:28 am

Nonstop1h 28m

Chicago O'Hare Intl

Mon 6/29

11:20 am-12:50 pm

Nonstop1h 30m

$234

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Tue 7/21

2:15 pm-6:29 pm

1 stop5h 14m

Chicago O'Hare Intl

Thu 7/23

2:07 pm-7:54 pm

1 stop4h 47m

$235

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/9

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

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 June 14, 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.

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 June 14, 2026.

The most flights from USKY to ORD are scheduled on a Friday (40 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (32 on average).

How much does it cost to fly round-trip 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 64 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 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 June 13, 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. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

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 28m. 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 $43. 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 Iberia (85%), British Airways (83%) and Republic Airways (83%).

  • 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 $164. On average you can expect to pay $942. The most popular route, (Nashville Intl - Chicago O'Hare Intl), can usually be booked for $189.

  • 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
Benton Harbor
Rosemont
Schaumburg
Naperville
Lake Geneva
Gurnee
Delavan
Oakbrook Terrace
Downers Grove
Des Plaines
Hoffman Estates
Oak Brook
South Holland
Libertyville
Warrenville
Rockford
Great Lakes
Northbrook
Waukegan
Elk Grove Village

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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 June 14, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$97Average$277FlexibilityNo cancel feeOn-time71%
ContourCheapest$108Average$170FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$117Average$278FlexibilityNo cancel feeOn-time69%

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