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$32+ 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 1/20. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SDF
Jan 1 — Jan 81
Thu 1/1
Thu 1/8
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Louisville Intl are usually found in August or January, booked 73 days in advance, depart on a Saturday or Thursday and return on a Thursday

Cheap 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 December 2, 2025.

This United Airlines deal was found by Cheapflights users on 12/1. 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 12/247:52 pmORD - SDF
Nonstop1h 38mUnited Airlines
Wed 12/319:05 amSDF - ORD
Nonstop1h 44mUnited Airlines
Deal found 12/1$97
This Southwest deal was found by Cheapflights users on 12/1. 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 12/248:50 pmMDW - SDF
Nonstop1h 15mSouthwest
Wed 12/315:30 amSDF - MDW
1 stop5h 40mSouthwest
Deal found 12/1$137
This American Airlines deal was found by Cheapflights users on 12/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/241:30 pmORD - SDF
Nonstop1h 29mAmerican Airlines
Wed 12/316:27 amSDF - ORD
Nonstop1h 39mAmerican Airlines
Deal found 12/2$148
This United Airlines deal was found by Cheapflights users on 12/1. 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 12/255:54 pmORD - SDF
Nonstop1h 38mUnited Airlines
Wed 12/319:05 amSDF - ORD
Nonstop1h 44mUnited Airlines
Deal found 12/1$157
This United Airlines deal was found by Cheapflights users on 12/1. 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 12/317:52 pmORD - SDF
Nonstop1h 38mUnited Airlines
Sat 1/35:40 amSDF - ORD
Nonstop1h 44mUnited Airlines
Deal found 12/1$196
This American Airlines deal was found by Cheapflights users on 11/29. 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 12/248:03 amORD - SDF
1 stop6h 09mAmerican Airlines
Thu 1/16:27 amSDF - ORD
Nonstop1h 39mAmerican Airlines
Deal found 11/29$197
This Southwest deal was found by Cheapflights users on 11/30. 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 12/318:50 pmMDW - SDF
Nonstop1h 15mSouthwest
Sat 1/37:05 amSDF - MDW
1 stop3h 25mSouthwest
Deal found 11/30$226
This Delta deal was found by Cheapflights users on 12/1. 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.
Wed 12/246:02 pmORD - SDF
1 stop3h 56mDelta
Wed 12/311:52 pmSDF - ORD
1 stop4h 30mDelta
Deal found 12/1$236
This Delta deal was found by Cheapflights users on 12/1. 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.
Wed 12/316:08 pmMDW - SDF
1 stop3h 50mDelta
Sat 1/36:40 amSDF - MDW
1 stop5h 26mDelta
Deal found 12/1$236
This Delta deal was found by Cheapflights users on 12/1. 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 12/259:41 amORD - SDF
2 stops9h 19mDelta
Thu 1/16:00 amSDF - ORD
1 stop4h 36mDelta
Deal found 12/1$241
This American Airlines deal was found by Cheapflights users on 11/30. 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 12/308:53 pmORD - SDF
Nonstop1h 37mAmerican Airlines
Tue 1/67:13 pmSDF - ORD
Nonstop1h 52mAmerican Airlines
Deal found 11/30$243
This Southwest deal was found by Cheapflights users on 11/30. 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 12/309:30 amMDW - SDF
Nonstop1h 15mSouthwest
Tue 1/66:45 amSDF - MDW
Nonstop1h 25mSouthwest
Deal found 11/30$243

Find 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 December 2, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$91
(American Airlines)

One-way from

$32
(Southwest)

Popular in

February

Cheapest in

August

Average price

$295

Good round-trip deal

$216 or less

Good one-way deal

$147 or less
Provider with most accurate pricing for Chicago (CHI)-Louisville Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Louisville Intl flights.
Search Deals
From Chicago (CHI) to Louisville Intl
Search Deals
One-way flight from Chicago (CHI) to Louisville Intl
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($48 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to Louisville Intl.
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to Louisville Intl.
Search Deals

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 December 2, 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

MDW - SDF

MDWSDF

Chicago Midway

Sat 1/17

7:50 pm-10:05 pm

Nonstop1h 15m

Louisville Intl

Sun 1/18

6:45 am-7:10 am

Nonstop1h 25m

$97

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Sat 1/17

9:55 am-12:26 pm

Nonstop1h 31m

Louisville Intl

Sun 1/18

7:13 pm-8:05 pm

Nonstop1h 52m

$99

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Wed 2/18

7:40 pm-10:13 pm

Nonstop1h 33m

Louisville Intl

Sat 2/21

5:54 pm-6:49 pm

Nonstop1h 55m

$151

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Sat 1/17

5:00 pm-11:06 pm

1 stop5h 06m

Louisville Intl

Sun 1/18

7:00 am-10:27 am

1 stop4h 27m

$157

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Wed 1/21

6:14 pm-11:50 pm

1 stop4h 36m

Louisville Intl

Sat 1/24

5:35 am-9:53 am

1 stop5h 18m

$157

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Thu 12/25

7:52 pm-10:30 pm

Nonstop1h 38m

Louisville Intl

Thu 1/1

9:05 am-9:49 am

Nonstop1h 44m

$157

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Wed 2/18

6:45 am-2:34 pm

1 stop6h 49m

Louisville Intl

Sat 2/21

10:46 am-1:22 pm

1 stop3h 36m

$157

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Sat 1/17

5:30 am-11:33 am

1 stop5h 03m

Louisville Intl

Sun 1/18

3:37 pm-7:35 pm

1 stop4h 58m

$157

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Wed 12/24

8:50 pm-11:05 pm

Nonstop1h 15m

Louisville Intl

Wed 12/31

11:45 am-4:35 pm

2 stops5h 50m

$172

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Thu 2/19

7:40 pm-10:13 pm

Nonstop1h 33m

Louisville Intl

Sun 2/22

9:00 am-9:44 am

Nonstop1h 44m

$196

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/1

Showing 1-10 of 31 results
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4

Compare providers for flights from Chicago to Louisville

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Louisville in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Louisville flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-Louisville flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago-Louisville flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Louisville flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Louisville flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 November 28, 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, June is the cheapest month in which you can book a flight from Chicago to Louisville (average of $90). Flying from Chicago to Louisville in January is currently the most expensive (average of $191). 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 December 2, 2025.

It’s typically best to fly out from Chicago to Louisville in the afternoon. Doing so could potentially save you 5% on the flight price compared to flying at noon, 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 November 29, 2025.

Travelers seeking maximum savings on their Chicago to Louisville flight should consider departing on Monday 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 December 2, 2025.

The most flights from CHI to SDF are scheduled on a Monday (40 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (4 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 December 2, 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
4,253 reviews

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
Southwest
8.0
Very good
4,253 reviews
Southwest
8.0
Very good
4,253 reviews

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
United Airlines
7.4
Good
9,063 reviews
Southwest
8.0
Very good
4,253 reviews

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
American Airlines
7.2
Good
11,045 reviews
Southwest
8.0
Very good
4,253 reviews

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.

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 20 daily inbound flights from Chicago from 3 different airlines.

  • How long is the flight from Chicago to Louisville?

    For as low as $97, Southwest can have you in Louisville from Chicago in 1h 15m. 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 United Airlines and American Airlines, starting at $127 and $136 round-trip. You may be able to fly from Chicago to Louisville for 57% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from Chicago to Louisville one-way?

    The cheapest airlines for a one-way flight from Chicago to Louisville are Southwest ($38), American Airlines ($48), and United Airlines ($48).

  • 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: Japan Airlines (93%), Envoy Air (89%), Alaska Airlines (87%).

  • What are the cheapest flights from Chicago to Louisville?

    Looking at all options, your cheapest flight can be booked for $107. While the most popular route (Chicago O'Hare Intl - Louisville Intl) can be booked for $91 on average, our data indicates $1,027 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, June is the cheapest month in which you can book a flight from Chicago to Louisville (average of $90). Flying from Chicago to Louisville in January is currently the most expensive (average of $191). 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

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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 December 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$124Average$404FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$127Average$289FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$136Average$306FlexibilityNo cancel feeOn-time71%

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