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Illinois

$49+ Cheap flights from Kentucky to Illinois

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 5/8. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — ORD
Apr 22 — Apr 291
Tue 4/22
Tue 4/29
1 adult, Economy
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Cheap flight deals from Kentucky to Illinois

Keep the following information in mind while searching for Kentucky to Illinois flight deals. Data was last updated April 17, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$72
(Priceline)

One-way from

$49
(United Airlines)

Popular in

March

Cheapest in

April

Average price

$211

Good round-trip deal

$136 or less

Good one-way deal

$89 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 Illinois
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One-way flight from Kentucky to Illinois
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High demand for flights, 0% potential price rise
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Cheapest flight prices on average. 1% potential price decrease ($4 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 Kentucky to Illinois.
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Price to beat on a one-way flight from Kentucky to Illinois.
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Find flight deals from Kentucky to Illinois

Cheapest flights from Kentucky to Illinois
Explore the most affordable flight options available from Kentucky to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 17, 2025.

This Priceline deal was found by Cheapflights users on 4/17. 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 5/162:28 pmBNA - ORD
Nonstop1h 57mSpirit Airlines
Mon 5/195:20 pmORD - BNA
Nonstop1h 32mSpirit Airlines
Deal found 4/17$72
This Kiwi.com deal was found by Cheapflights users on 4/16. 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 6/53:07 pmBNA - ORD
Nonstop1h 54mMultiple Airlines
Fri 6/65:20 pmORD - BNA
Nonstop1h 32mMultiple Airlines
Deal found 4/16$82
This Frontier deal was found by Cheapflights users on 4/16. 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 6/53:07 pmBNA - ORD
Nonstop1h 54mFrontier
Thu 6/1212:35 pmORD - BNA
Nonstop1h 42mFrontier
Deal found 4/16$88
This Southwest deal was found by Cheapflights users on 4/16. 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.
Mon 5/126:55 pmBNA - MDW
Nonstop1h 35mSouthwest
Thu 5/155:20 amMDW - BNA
Nonstop1h 25mSouthwest
Deal found 4/16$97
This Southwest deal was found by Cheapflights users on 4/16. 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.
Mon 5/1210:50 amBNA - ORD
Nonstop1h 55mSouthwest
Wed 5/144:00 pmORD - BNA
Nonstop1h 40mSouthwest
Deal found 4/16$97
This American Airlines deal was found by Cheapflights users on 4/16. 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.
Wed 5/145:32 amBNA - ORD
Nonstop1h 53mAmerican Airlines
Sun 5/187:10 amORD - BNA
Nonstop1h 39mAmerican Airlines
Deal found 4/16$137
This United Airlines deal was found by Cheapflights users on 4/16. 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 5/88:00 amBNA - ORD
Nonstop1h 51mUnited Airlines
Sat 5/105:55 pmORD - BNA
Nonstop1h 45mUnited Airlines
Deal found 4/16$138
This United Airlines deal was found by Cheapflights users on 4/16. 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 5/87:00 amSDF - ORD
Nonstop1h 36mUnited Airlines
Sat 5/108:00 pmORD - SDF
Nonstop1h 30mUnited Airlines
Deal found 4/16$149
This American Airlines deal was found by Cheapflights users on 4/16. 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 5/225:45 amSDF - ORD
Nonstop1h 35mAmerican Airlines
Mon 5/268:35 amORD - SDF
Nonstop1h 23mAmerican Airlines
Deal found 4/16$157
This Frontier deal was found by Cheapflights users on 4/16. 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 5/912:57 pmCVG - MDW
1 stop8h 36mFrontier
Mon 5/128:30 amMDW - CVG
1 stop7h 14mFrontier
Deal found 4/16$160
This Frontier deal was found by Cheapflights users on 4/17. 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.
Sat 5/1712:57 pmCVG - ORD
1 stop11h 35mFrontier
Sun 5/184:15 pmORD - CVG
1 stop7h 44mFrontier
Deal found 4/17$160
This CheapOair deal was found by Cheapflights users on 4/17. 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.
Fri 5/167:52 pmBNA - STL
1 stop14h 07mFrontier
Sun 5/185:45 pmSTL - BNA
1 stop15h 24mFrontier
Deal found 4/17$161

Cheapflights Fare Finder

Customize your flight search to find flights from Kentucky to Illinois 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 17, 2025.
Use the filters below to find and compare flights from Kentucky to Illinois that are best for you.

Fly from

Kentucky

Fly to

Illinois

Route

Depart

Return

Price

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

Fri 5/16

2:28 pm-4:25 pm

Nonstop1h 57m

Chicago O'Hare Intl

Mon 5/19

5:20 pm-6:52 pm

Nonstop1h 32m

$72

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

Thu 6/5

3:07 pm-5:01 pm

Nonstop1h 54m

Chicago O'Hare Intl

Fri 6/6

5:20 pm-6:52 pm

Nonstop1h 32m

$82

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

Thu 6/5

3:07 pm-5:01 pm

Nonstop1h 54m

Chicago O'Hare Intl

Thu 6/12

12:35 pm-2:17 pm

Nonstop1h 42m

$88

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Mon 5/12

6:55 pm-8:30 pm

Nonstop1h 35m

Chicago Midway

Thu 5/15

5:20 am-6:45 am

Nonstop1h 25m

$97

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

Mon 5/12

10:50 am-12:45 pm

Nonstop1h 55m

Chicago O'Hare Intl

Wed 5/14

4:00 pm-5:40 pm

Nonstop1h 40m

$97

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

Wed 5/14

5:32 am-7:25 am

Nonstop1h 53m

Chicago O'Hare Intl

Sun 5/18

7:10 am-8:49 am

Nonstop1h 39m

$137

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

Thu 5/8

8:00 am-9:51 am

Nonstop1h 51m

Chicago O'Hare Intl

Sat 5/10

5:55 pm-7:40 pm

Nonstop1h 45m

$138

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Thu 5/8

7:00 am-7:36 am

Nonstop1h 36m

Chicago O'Hare Intl

Sat 5/10

8:00 pm-10:30 pm

Nonstop1h 30m

$149

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Wed 6/4

6:50 am-11:50 am

1 stop6h 00m

Chicago O'Hare Intl

Wed 6/4

1:50 pm-10:35 pm

1 stop7h 45m

$152

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Thu 5/22

5:45 am-6:20 am

Nonstop1h 35m

Chicago O'Hare Intl

Mon 5/26

8:35 am-10:58 am

Nonstop1h 23m

$157

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/17

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

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

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

Currently, August is the cheapest month in which you can book a flight from Kentucky to Illinois (average of $245). Flying from Kentucky to Illinois 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 IL?

Find hourly flight availability from Kentucky to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 17, 2025.

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

Weekly flight availability from Kentucky to Illinois

Explore weekly flight availability from Kentucky to Illinois. 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 17, 2025.

The most flights from USKY to USIL are scheduled on a Wednesday (42 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (23 on average).

Rainfall in Illinois by month

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

In terms of precipitation, rainfall in Illinois ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Illinois when rainfall is around 1.7 in.

Temperature in Illinois by month

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

If weather is an important factor for your trip to Illinois, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated April 17, 2025.
See what other customers who have flown with Alaska Airlines, Southwest and Delta from Kentucky to Illinois have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,887 reviews

Food

7.1

Comfort

7.9

Entertainment

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very good
9,887 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Food

7.1

Comfort

7.9

Entertainment

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Southwest
8.0
Very good
4,280 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Food

7.1

Comfort

7.9

Entertainment

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Delta
8.0
Very good
7,916 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Food

7.1

Comfort

7.9

Entertainment

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
United Airlines
7.4
Good
8,667 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Food

7.1

Comfort

7.9

Entertainment

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Allegiant Air
7.3
Good
733 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Food

7.1

Comfort

7.9

Entertainment

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Related info for your journey

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

    One-way options have recently been found by users for as low as $49 on United Airlines. Other airlines that offer cheap prices include Spirit Airlines from $57 and Southwest from $59 one-way.

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Kentucky to Illinois (average of $245). Flying from Kentucky to Illinois 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Kentucky to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Kentucky to Illinois

Discover the top 5 airlines that operate flights from Kentucky to Illinois. 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 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$107Average$335FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$114Average$286FlexibilityNo cancel feeOn-time71%
ContourCheapest$116Average$141FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$160Average$365FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$172Average$280FlexibilityNo cancel feeOn-time63%

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