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$39+ Cheap flights from Chicago (CHI) to Louisville (SDF)

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 9/16. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SDF
Aug 25 — Sep 11
Mon 8/25
Mon 9/1
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Louisville Intl are usually found in August or May, booked 76 days in advance, depart on a Saturday or Thursday and return on a Thursday

Cheap flight deals from Chicago to Louisville

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Louisville (SDF). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 20, 2025.

Round-trip from

$77
(United Airlines)

One-way from

$39
(Southwest)

Popular in

February

Cheapest in

August

Average price

$173

Good round-trip deal

$139 or less

Good one-way deal

$38 or less
From Chicago (CHI) to Louisville Intl
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One-way flight from Chicago (CHI) to Louisville Intl
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Highest demand for flights based on searches. 16% potential increase in price ($60 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Louisville Intl.
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Price to beat on a one-way flight from Chicago (CHI) to Louisville Intl.
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Find flight deals from Chicago to Louisville

Cheapest flights from Chicago to Louisville
Explore the most affordable flight options available from Chicago to Louisville. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 20, 2025.

This United Airlines deal was found by Cheapflights users on 8/18. 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 9/167:44 pmORD - SDF
Nonstop1h 40mUnited Airlines
Tue 9/235:52 pmSDF - ORD
Nonstop1h 47mUnited Airlines
Deal found 8/18$77
This Southwest deal was found by Cheapflights users on 8/20. 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.
Thu 9/2510:00 amMDW - SDF
Nonstop1h 20mSouthwest
Mon 9/297:10 pmSDF - MDW
Nonstop1h 20mSouthwest
Deal found 8/20$77
This Southwest deal was found by Cheapflights users on 8/20. 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 9/308:25 pmMDW - SDF
Nonstop1h 15mSouthwest
Wed 10/13:50 pmSDF - MDW
1 stop5h 35mSouthwest
Deal found 8/20$87
This American Airlines deal was found by Cheapflights users on 8/19. 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 9/1611:41 amORD - SDF
Nonstop1h 22mAmerican Airlines
Tue 9/236:12 pmSDF - ORD
Nonstop1h 40mAmerican Airlines
Deal found 8/19$91
This Southwest deal was found by Cheapflights users on 8/19. 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 9/161:50 pmORD - SDF
1 stop5h 05mSouthwest
Tue 9/236:00 amSDF - ORD
1 stop8h 05mSouthwest
Deal found 8/19$97
This United Airlines deal was found by Cheapflights users on 8/19. 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 10/27:25 amORD - SDF
Nonstop1h 36mUnited Airlines
Fri 10/35:48 pmSDF - ORD
Nonstop1h 47mUnited Airlines
Deal found 8/19$114
This Southwest deal was found by Cheapflights users on 8/20. 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.
Fri 11/147:15 pmMDW - SDF
Nonstop1h 15mSouthwest
Sat 11/157:10 amSDF - MDW
Nonstop1h 20mSouthwest
Deal found 8/20$114
This United Airlines deal was found by Cheapflights users on 8/18. 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 9/227:44 pmORD - SDF
Nonstop1h 40mUnited Airlines
Sat 9/275:48 pmSDF - ORD
Nonstop1h 47mUnited Airlines
Deal found 8/18$117
This American Airlines deal was found by Cheapflights users on 8/19. 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.
Sun 9/287:05 amORD - SDF
Nonstop1h 19mAmerican Airlines
Mon 9/296:12 pmSDF - ORD
Nonstop1h 40mAmerican Airlines
Deal found 8/19$121
This United Airlines deal was found by Cheapflights users on 8/18. 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 10/67:25 amORD - SDF
Nonstop1h 36mUnited Airlines
Wed 10/88:45 amSDF - ORD
Nonstop1h 38mUnited Airlines
Deal found 8/18$122
This Southwest deal was found by Cheapflights users on 8/19. 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.
Sun 9/285:35 amMDW - SDF
1 stop5h 50mSouthwest
Tue 9/301:15 pmSDF - MDW
Nonstop1h 15mSouthwest
Deal found 8/19$124
This Trip.com deal was found by Cheapflights users on 8/18. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/234:25 pmORD - SDF
Nonstop1h 33mUnited Airlines
Wed 9/2410:55 amSDF - ORD
Nonstop1h 38mUnited Airlines
Deal found 8/18$131

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Louisville 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 August 20, 2025.
Use the filters below to find and compare flights from Chicago to Louisville that are best for you.

Fly from

Chicago

Fly to

Louisville

Route

Depart

Return

Price

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Tue 9/23

4:25 pm-6:58 pm

Nonstop1h 33m

Louisville Intl

Wed 9/24

10:55 am-11:33 am

Nonstop1h 38m

$77

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Thu 9/25

10:00 am-12:20 pm

Nonstop1h 20m

Louisville Intl

Mon 9/29

7:10 pm-7:30 pm

Nonstop1h 20m

$77

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Tue 9/16

7:44 pm-10:24 pm

Nonstop1h 40m

Louisville Intl

Tue 9/23

5:52 pm-6:39 pm

Nonstop1h 47m

$77

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Tue 9/30

8:25 pm-10:40 pm

Nonstop1h 15m

Louisville Intl

Wed 10/1

1:15 pm-1:30 pm

Nonstop1h 15m

$77

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Tue 9/30

7:50 pm-10:30 pm

Nonstop1h 40m

Louisville Intl

Wed 10/1

8:45 am-9:23 am

Nonstop1h 38m

$77

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Mon 10/27

9:55 am-12:05 pm

Nonstop1h 10m

Louisville Intl

Tue 10/28

11:55 am-12:10 pm

Nonstop1h 15m

$77

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Wed 10/22

7:00 am-9:25 am

Nonstop1h 25m

Louisville Intl

Sat 10/25

5:53 pm-6:29 pm

Nonstop1h 36m

$91

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Mon 10/27

6:59 am-9:23 am

Nonstop1h 24m

Louisville Intl

Tue 10/28

5:53 pm-6:29 pm

Nonstop1h 36m

$91

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Tue 9/16

11:41 am-2:03 pm

Nonstop1h 22m

Louisville Intl

Tue 9/23

6:12 pm-6:52 pm

Nonstop1h 40m

$91

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Mon 10/27

7:30 am-4:00 pm

1 stop7h 30m

Louisville Intl

Tue 10/28

5:30 am-11:50 am

1 stop7h 20m

$97

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/18

Showing 1-10 of 28 results
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Best time to book a flight from Chicago to Louisville

Have a flexible travel schedule? Discover the best time to fly to Louisville from Chicago 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 Chicago to Louisville

How far ahead should I book a flight from Chicago to Louisville?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Louisville. Price data was last updated on August 8, 2025.

Booking 73 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to Louisville. 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 Chicago to Louisville?

Currently, January is the cheapest month in which you can book a flight from Chicago to Louisville (average of $299). Flying from Chicago to Louisville 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 CHI to SDF?

Find hourly flight availability from Chicago to Louisville. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 20, 2025.

It’s typically best to fly out from Chicago to Louisville in the afternoon. Doing so could potentially save you 10% on the flight price compared to flying in the morning, which is usually more expensive.

What is the cheapest day to fly from Chicago to Louisville?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Louisville. Price data was last updated on August 17, 2025.

Travelers seeking maximum savings on their Chicago to Louisville flight should consider departing on Tuesday evenings when fares are most often at their lowest. Monday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to Louisville

Explore weekly flight availability from Chicago to Louisville. 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 August 20, 2025.

The most flights from CHI to SDF are scheduled on a Monday (41 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (16 on average).

How much does it cost to fly round-trip from Chicago to Louisville?

Reviews of airlines servicing Louisville

Get insights into the airlines that provide service to Louisville. 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 Louisville. Reviews last updated August 20, 2025.
Read through reviews of airlines operating flights from Chicago to Louisville, such as Southwest, United Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
United Airlines
7.4
Good
8,928 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Louisville. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Louisville from Chicago?

    Located just 5.3 mi from the city center, Louisville Intl is the airport most travelers will use when flying to Louisville from Chicago. Booking flights from Chicago to Louisville Intl (SDF) should be relatively easy as there are 34 daily inbound flights from Chicago from 3 different airlines.

  • How long is the flight from Chicago to Louisville?

    For as low as $77, Southwest can have you in Louisville from Chicago in 1h 20m. The distance from Chicago to Louisville is about 271 mi. Most flights are nonstop.

  • What are the cheapest airlines flying from Chicago to Louisville round-trip?

    Our cheapest airline available from Chicago to Louisville is Southwest. Our recent data shows that you can find tickets from as low as $124 on this airline. Additional options worth looking into are American Airlines and United Airlines, starting at $132 and $137 round-trip. You may be able to fly from Chicago to Louisville for 58% less than the average price by searching for these airlines.

  • What are the most reliable airlines from Chicago to Louisville?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Chicago to Louisville on time: GoJet (98%), Alaska Airlines (87%), Envoy Air (87%).

  • What are the cheapest flights from Chicago to Louisville?

    Looking at all options, your cheapest flight can be booked for $48. While the most popular route (Chicago O'Hare Intl - Louisville Intl) can be booked for $77 on average our data indicates $201 when flying from Chicago to Louisville.

  • Can I find deals for flights from Chicago to Louisville that include hotel bookings?

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

  • How can I find direct flights from Chicago to Louisville?

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

  • Can I find deals for business class flights from Chicago to Louisville?

    Yes. Cheapflights offers flight deals from Chicago to Louisville 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 Chicago to Louisville?

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

Traveling to a place near Louisville?

Book flights to Louisville if you plan to visit one of these locations
Shepherdsville
Jeffersonville
Elizabethtown
Corydon
Bardstown

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Alternative routes for Chicago to Louisville

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Chicago to Louisville

Discover the top 3 airlines that operate flights from Chicago to Louisville. 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 August 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$124Average$517FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$132Average$274FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$137Average$327FlexibilityNo cancel feeOn-time69%

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