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Kentucky

$39+ Cheap flights from Illinois 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 5/20. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SDF
Apr 29 — May 61
Tue 4/29
Tue 5/6
1 adult, Economy
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Cheap flight deals from Illinois to Kentucky

Keep the following information in mind while searching for Illinois to Kentucky flight deals. Data was last updated April 24, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$77
(Southwest)

One-way from

$39
(United Airlines)

Popular in

February

Cheapest in

August

Average price

$352

Good round-trip deal

$227 or less

Good one-way deal

$117 or less
Provider with most accurate pricing for Chicago (CHI)-Louisville Intl flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Louisville Intl flights.
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From Illinois to Kentucky
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One-way flight from Illinois to Kentucky
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Highest demand for flights based on searches. 17% potential increase in price ($62 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 April 2025
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Price to beat on a round-trip flight from Illinois to Kentucky.
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Price to beat on a one-way flight from Illinois to Kentucky.
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Find flight deals from Illinois to Kentucky

Cheapest flights from Illinois to Kentucky
Explore the most affordable flight options available from Illinois to Kentucky. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 24, 2025.

This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/157:45 pmMDW - CVG
Nonstop1h 10mSouthwest
Wed 7/236:30 amCVG - MDW
Nonstop1h 05mSouthwest
Deal found 4/23$77
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2110:50 amORD - CVG
Nonstop1h 24mUnited Airlines
Wed 5/285:56 pmCVG - ORD
Nonstop1h 44mUnited Airlines
Deal found 4/23$77
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/109:40 amORD - CVG
Nonstop1h 24mAmerican Airlines
Tue 7/158:41 pmCVG - ORD
Nonstop1h 31mAmerican Airlines
Deal found 4/23$91
This Mytrip deal was found by Cheapflights users on 4/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/65:20 pmORD - BNA
Nonstop1h 32mSpirit Airlines
Mon 6/92:28 pmBNA - ORD
Nonstop1h 57mSpirit Airlines
Deal found 4/22$101
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/211:50 pmORD - CVG
1 stop7h 45mSouthwest
Wed 5/286:25 amCVG - ORD
1 stop6h 25mSouthwest
Deal found 4/23$102
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.
Fri 5/92:29 pmORD - BNA
Nonstop1h 36mMultiple Airlines
Fri 5/162:28 pmBNA - ORD
Nonstop1h 57mMultiple Airlines
Deal found 4/23$103
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/122:36 pmORD - BNA
Nonstop1h 36mFrontier
Fri 5/164:55 pmBNA - ORD
Nonstop2h 04mFrontier
Deal found 4/23$109
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/242:10 pmORD - BNA
Nonstop1h 45mUnited Airlines
Tue 5/276:02 amBNA - ORD
Nonstop1h 58mUnited Airlines
Deal found 4/23$118
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/288:35 pmMDW - BNA
Nonstop1h 30mSouthwest
Sat 5/314:30 pmBNA - MDW
Nonstop1h 35mSouthwest
Deal found 4/23$118
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/281:30 pmORD - BNA
1 stop7h 05mSouthwest
Sat 5/315:50 amBNA - ORD
1 stop6h 00mSouthwest
Deal found 4/23$138
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/177:36 amORD - BNA
Nonstop1h 34mAmerican Airlines
Sun 6/225:36 amBNA - ORD
Nonstop1h 51mAmerican Airlines
Deal found 4/23$144
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/161:19 pmMDW - CVG
1 stop10h 40mFrontier
Sun 5/185:45 amCVG - MDW
1 stop12h 45mFrontier
Deal found 4/23$160

Cheapflights Fare Finder

Customize your flight search to find flights from Illinois 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 April 24, 2025.
Use the filters below to find and compare flights from Illinois to Kentucky that are best for you.

Fly from

Illinois

Fly to

Kentucky

Route

Depart

Return

Price

ChicagoCincinnati

MDW - CVG

MDWCVG

Chicago Midway

Tue 7/15

7:45 pm-9:55 pm

Nonstop1h 10m

Cincinnati Cinci./N. Kentucky

Wed 7/23

6:30 am-6:35 am

Nonstop1h 05m

$77

ChicagoCincinnati

ORD - CVG

ORDCVG

Chicago O'Hare Intl

Wed 5/21

10:50 am-1:14 pm

Nonstop1h 24m

Cincinnati Cinci./N. Kentucky

Wed 5/28

5:56 pm-6:40 pm

Nonstop1h 44m

$77

ChicagoCincinnati

ORD - CVG

ORDCVG

Chicago O'Hare Intl

Thu 7/10

9:40 am-12:04 pm

Nonstop1h 24m

Cincinnati Cinci./N. Kentucky

Tue 7/15

8:41 pm-9:12 pm

Nonstop1h 31m

$91

ChicagoCincinnati

ORD - CVG

ORDCVG

Chicago O'Hare Intl

Wed 9/10

1:50 pm-10:25 pm

1 stop7h 35m

Cincinnati Cinci./N. Kentucky

Mon 9/15

1:00 pm-4:25 pm

1 stop4h 25m

$97

ChicagoNashville

ORD - BNA

ORDBNA

Chicago O'Hare Intl

Fri 6/6

5:20 pm-6:52 pm

Nonstop1h 32m

Nashville Intl

Mon 6/9

2:28 pm-4:25 pm

Nonstop1h 57m

$101

ChicagoNashville

ORD - BNA

ORDBNA

Chicago O'Hare Intl

Fri 5/9

2:29 pm-4:05 pm

Nonstop1h 36m

Nashville Intl

Fri 5/16

2:28 pm-4:25 pm

Nonstop1h 57m

$103

ChicagoNashville

ORD - BNA

ORDBNA

Chicago O'Hare Intl

Mon 5/12

2:36 pm-4:12 pm

Nonstop1h 36m

Nashville Intl

Fri 5/16

4:55 pm-6:59 pm

Nonstop2h 04m

$109

ChicagoNashville

ORD - BNA

ORDBNA

Chicago O'Hare Intl

Sat 5/24

2:10 pm-3:55 pm

Nonstop1h 45m

Nashville Intl

Tue 5/27

6:02 am-8:00 am

Nonstop1h 58m

$118

ChicagoNashville

MDW - BNA

MDWBNA

Chicago Midway

Wed 5/28

8:35 pm-10:05 pm

Nonstop1h 30m

Nashville Intl

Sat 5/31

4:30 pm-6:05 pm

Nonstop1h 35m

$118

ChicagoNashville

ORD - BNA

ORDBNA

Chicago O'Hare Intl

Wed 5/28

1:30 pm-8:35 pm

1 stop7h 05m

Nashville Intl

Sat 5/31

5:50 am-11:50 am

1 stop6h 00m

$138

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/23

Showing 1-10 of 60 results
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Best time to book a flight from Illinois to Kentucky

Have a flexible travel schedule? Discover the best time to fly to Kentucky from Illinois 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 Illinois to Kentucky

What is the cheapest month to book a flight from Illinois to Kentucky?

Currently, January is the cheapest month in which you can book a flight from Illinois to Kentucky (average of $299). Flying from Illinois 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 IL to KY?

Find hourly flight availability from Illinois 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 April 24, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Illinois to Kentucky as you normally would.

Weekly flight availability from Illinois to Kentucky

Explore weekly flight availability from Illinois 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 April 24, 2025.

The most flights from USIL to USKY 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 (23 on average).

Rainfall in Kentucky by month

Plan your trip to Kentucky by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Kentucky ranges from 3.1 - 5.3 inches per month. May is typically the wettest month, when rainfall can reach 5.3 in. September is typically the driest time to visit Kentucky when rainfall is around 3.1 in.

Temperature in Kentucky by month

Plan your trip to Kentucky by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Kentucky, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 78.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 35.6 F).

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 April 24, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta and Avelo Airlines from Illinois to Kentucky to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,286 reviews

Crew

8.6

Comfort

8.0

Boarding

8.2

Food

7.1

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,286 reviews
Southwest
8.0
Very good
4,286 reviews

Crew

8.6

Comfort

8.0

Boarding

8.2

Food

7.1

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,920 reviews
Southwest
8.0
Very good
4,286 reviews

Crew

8.6

Comfort

8.0

Boarding

8.2

Food

7.1

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Avelo Airlines
7.5
Good
Southwest
8.0
Very good
4,286 reviews

Crew

8.6

Comfort

8.0

Boarding

8.2

Food

7.1

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
United Airlines
7.4
Good
8,685 reviews
Southwest
8.0
Very good
4,286 reviews

Crew

8.6

Comfort

8.0

Boarding

8.2

Food

7.1

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
JetBlue
7.3
Good
2,924 reviews
Southwest
8.0
Very good
4,286 reviews

Crew

8.6

Comfort

8.0

Boarding

8.2

Food

7.1

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

Related info for your journey

Find useful and relevant information for your journey from Illinois 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 Illinois to Kentucky one-way?

    $39 is the cheapest one-way deal found within the past few days, from United Airlines. You may also be able to find cheap deals on American Airlines and Southwest, with prices starting from $46 and $49, respectively.

  • Can I find deals for flights from Illinois to Kentucky that include hotel bookings?

    Yes. In addition to deals on Illinois to Kentucky flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Illinois to Kentucky?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Illinois to Kentucky.

  • Can I find deals for business class flights from Illinois to Kentucky?

    Yes. Cheapflights offers flight deals from Illinois 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 Illinois to Kentucky?

    Currently, January is the cheapest month in which you can book a flight from Illinois to Kentucky (average of $299). Flying from Illinois 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 Illinois to Kentucky

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Illinois to Kentucky

Discover the top 4 airlines that operate flights from Illinois 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 April 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
ContourCheapest$102Average$145FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$117Average$288FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$118Average$303FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$157Average$563FlexibilityNo cancel feeOn-time63%

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