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$43+ 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 4/7. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SDF
Mar 9 — Mar 161
Sun 3/9
Sun 3/16
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 March 4, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$57
(Kiwi.com)

One-way from

$43
(Kiwi.com)

Popular in

February

Cheapest in

August

Average price

$307

Good round-trip deal

$121 or less

Good one-way deal

$55 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. 12% potential increase in price ($41 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in March 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 March 4, 2025.

This Kiwi.com deal was found by Cheapflights users on 3/4. 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 4/23:22 pmORD - BNA
Nonstop1h 38mFrontier
Wed 4/92:12 pmBNA - ORD
Nonstop1h 53mFrontier
Deal found 3/4$57
This Southwest deal was found by Cheapflights users on 3/4. 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 3/188:55 pmMDW - BNA
Nonstop1h 30mSouthwest
Thu 3/203:30 pmBNA - MDW
Nonstop1h 35mSouthwest
Deal found 3/4$97
This United Airlines deal was found by Cheapflights users on 3/3. 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 4/88:00 pmORD - SDF
Nonstop1h 30mUnited Airlines
Thu 4/1011:04 amSDF - ORD
Nonstop1h 36mUnited Airlines
Deal found 3/3$97
This American Airlines deal was found by Cheapflights users on 3/3. 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 4/166:00 pmORD - SDF
Nonstop1h 27mAmerican Airlines
Wed 4/238:56 amSDF - ORD
Nonstop1h 38mAmerican Airlines
Deal found 3/3$98
This CheapOair deal was found by Cheapflights users on 3/3. 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.
Wed 3/263:22 pmORD - BNA
Nonstop1h 39mMultiple Airlines
Wed 4/25:18 pmBNA - ORD
1 stop8h 20mMultiple Airlines
Deal found 3/3$100
This Southwest deal was found by Cheapflights users on 3/4. 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 4/912:40 pmORD - BNA
1 stop9h 20mSouthwest
Wed 4/1610:50 amBNA - ORD
Nonstop1h 55mSouthwest
Deal found 3/4$107
This United Airlines deal was found by Cheapflights users on 3/3. 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 3/1812:45 pmORD - BNA
Nonstop1h 41mUnited Airlines
Fri 3/218:00 amBNA - ORD
Nonstop1h 54mUnited Airlines
Deal found 3/3$112
This Southwest deal was found by Cheapflights users on 3/2. 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 4/14:00 pmORD - SDF
1 stop6h 40mSouthwest
Tue 4/86:50 amSDF - ORD
1 stop6h 00mSouthwest
Deal found 3/2$117
This FlightHub deal was found by Cheapflights users on 3/3. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/65:45 pmORD - BNA
1 stop5h 58mSpirit Airlines
Thu 5/83:22 pmBNA - ORD
1 stop7h 48mSpirit Airlines
Deal found 3/3$118
This Southwest deal was found by Cheapflights users on 3/3. 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 4/146:30 pmMDW - CVG
Nonstop1h 10mSouthwest
Wed 4/167:25 amCVG - MDW
Nonstop1h 10mSouthwest
Deal found 3/3$142
This Cheapflightsfares deal was found by Cheapflights users on 3/3. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/266:40 amMDW - BNA
1 stop6h 38mFrontier
Wed 4/26:00 pmBNA - MDW
1 stop6h 21mFrontier
Deal found 3/3$148
This Frontier deal was found by Cheapflights users on 3/4. 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.
Tue 4/16:00 amMDW - CVG
1 stop6h 52mFrontier
Tue 4/82:01 pmCVG - MDW
1 stop10h 23mFrontier
Deal found 3/4$150

Find flights from Illinois to Kentucky within your budget

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 March 4, 2025.

Fly from

Illinois

Fly to

Kentucky

Route

Depart

Return

Price

ChicagoNashville

ORD - BNA

ORDBNA

Chicago O'Hare Intl

Wed 4/2

3:22 pm-5:00 pm

Nonstop1h 38m

Nashville Intl

Wed 4/9

2:12 pm-4:05 pm

Nonstop1h 53m

$57

ChicagoNashville

MDW - BNA

MDWBNA

Chicago Midway

Tue 3/18

8:55 pm-10:25 pm

Nonstop1h 30m

Nashville Intl

Thu 3/20

3:30 pm-5:05 pm

Nonstop1h 35m

$97

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Tue 4/8

8:00 pm-10:30 pm

Nonstop1h 30m

Louisville Intl

Thu 4/10

11:04 am-11:40 am

Nonstop1h 36m

$97

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Wed 4/16

6:00 pm-8:27 pm

Nonstop1h 27m

Louisville Intl

Wed 4/23

8:56 am-9:34 am

Nonstop1h 38m

$98

ChicagoNashville

ORD - BNA

ORDBNA

Chicago O'Hare Intl

Wed 3/26

3:22 pm-5:01 pm

Nonstop1h 39m

Nashville Intl

Wed 4/2

5:18 pm-1:38 am

1 stop8h 20m

$100

ChicagoNashville

ORD - BNA

ORDBNA

Chicago O'Hare Intl

Wed 4/9

12:40 pm-10:00 pm

1 stop9h 20m

Nashville Intl

Wed 4/16

10:50 am-12:45 pm

Nonstop1h 55m

$107

ChicagoNashville

ORD - BNA

ORDBNA

Chicago O'Hare Intl

Tue 3/18

12:45 pm-2:26 pm

Nonstop1h 41m

Nashville Intl

Fri 3/21

8:00 am-9:54 am

Nonstop1h 54m

$112

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Tue 4/1

4:00 pm-11:40 pm

1 stop6h 40m

Louisville Intl

Tue 4/8

6:50 am-11:50 am

1 stop6h 00m

$117

ChicagoNashville

ORD - BNA

ORDBNA

Chicago O'Hare Intl

Tue 5/6

5:45 pm-11:43 pm

1 stop5h 58m

Nashville Intl

Thu 5/8

3:22 pm-11:10 pm

1 stop7h 48m

$118

ChicagoCincinnati

MDW - CVG

MDWCVG

Chicago Midway

Mon 4/14

6:30 pm-8:40 pm

Nonstop1h 10m

Cincinnati Cinci./N. Kentucky

Wed 4/16

7:25 am-7:35 am

Nonstop1h 10m

$142

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/3

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.

Travel insights for flights from Illinois to Kentucky

Get recent, data-driven insights about flights from Illinois to Kentucky including ideal travel times, pricing trends, and more.

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 March 4, 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.

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 March 4, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta and United 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
8.1
Very good
4,331 reviews

Crew

8.7

Overall

8.1

Entertainment

7.6

Comfort

8.1

Food

7.1

Boarding

8.2

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Southwest
8.1
Very good
4,331 reviews
Southwest
8.1
Very good
4,331 reviews

Crew

8.7

Overall

8.1

Entertainment

7.6

Comfort

8.1

Food

7.1

Boarding

8.2

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Delta
8.0
Very good
8,061 reviews
Southwest
8.1
Very good
4,331 reviews

Crew

8.7

Overall

8.1

Entertainment

7.6

Comfort

8.1

Food

7.1

Boarding

8.2

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

United Airlines
7.4
Good
8,678 reviews
Southwest
8.1
Very good
4,331 reviews

Crew

8.7

Overall

8.1

Entertainment

7.6

Comfort

8.1

Food

7.1

Boarding

8.2

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

JetBlue
7.3
Good
3,006 reviews
Southwest
8.1
Very good
4,331 reviews

Crew

8.7

Overall

8.1

Entertainment

7.6

Comfort

8.1

Food

7.1

Boarding

8.2

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Allegiant Air
7.3
Good
751 reviews
Southwest
8.1
Very good
4,331 reviews

Crew

8.7

Overall

8.1

Entertainment

7.6

Comfort

8.1

Food

7.1

Boarding

8.2

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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?

    $43 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on American Airlines and Southwest, with prices starting from $48 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 March 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
ContourCheapest$104Average$140FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$117Average$282FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$118Average$563FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$122Average$301FlexibilityNo cancel feeOn-time69%
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