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$89+ 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 9/9. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SDF
Jul 12 — Jul 191
Sun 7/12
Sun 7/19
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Louisville Intl are usually found in August or September, booked 73 days in advance, depart on a Wednesday or Thursday and return on a Friday

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 June 12, 2026.

This United Airlines deal was found by Cheapflights users on 6/11. 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 8/187:00 am
ORD
-
SDF
Nonstop1h 42m
United Airlines
Tue 8/185:45 pm
SDF
-
ORD
Nonstop1h 51m
United Airlines
Deal found 6/11$177
This American Airlines deal was found by Cheapflights users on 6/8. 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 8/256:50 pm
ORD
-
SDF
Nonstop1h 35m
American Airlines
Sat 8/2910:23 am
SDF
-
ORD
Nonstop1h 39m
American Airlines
Deal found 6/8$196
This Southwest deal was found by Cheapflights users on 6/8. 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 8/256:20 pm
MDW
-
SDF
Nonstop1h 15m
Southwest
Sat 8/294:50 pm
SDF
-
MDW
Nonstop1h 20m
Southwest
Deal found 6/8$196
This Southwest deal was found by Cheapflights users on 6/8. 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 11/1011:30 am
MDW
-
SDF
2 stops8h 00m
Southwest
Thu 11/128:45 am
SDF
-
MDW
Nonstop1h 15m
Southwest
Deal found 6/8$212
This American Airlines deal was found by Cheapflights users on 6/8. 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 8/263:24 pm
ORD
-
SDF
Nonstop1h 36m
American Airlines
Fri 8/286:30 pm
SDF
-
ORD
Nonstop1h 54m
American Airlines
Deal found 6/8$214
This United Airlines deal was found by Cheapflights users on 6/9. 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 9/52:00 pm
ORD
-
SDF
Nonstop1h 38m
United Airlines
Mon 9/75:45 pm
SDF
-
ORD
Nonstop1h 51m
United Airlines
Deal found 6/9$215
This Southwest deal was found by Cheapflights users on 6/10. 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.
Sat 8/157:50 am
MDW
-
SDF
Nonstop1h 20m
Southwest
Mon 8/172:15 pm
SDF
-
MDW
Nonstop1h 15m
Southwest
Deal found 6/10$215
This Delta deal was found by Cheapflights users on 6/8. 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.
Tue 11/1011:30 am
ORD
-
SDF
1 stop5h 10m
Delta
Thu 11/127:20 am
SDF
-
ORD
1 stop6h 17m
Delta
Deal found 6/8$216
This Delta deal was found by Cheapflights users on 6/8. 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.
Tue 8/251:59 pm
ORD
-
SDF
1 stop6h 20m
Delta
Thu 8/272:34 pm
SDF
-
ORD
1 stop4h 55m
Delta
Deal found 6/8$230
This United Airlines deal was found by Cheapflights users on 6/9. 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.
Fri 9/186:17 pm
ORD
-
SDF
Nonstop1h 38m
United Airlines
Sat 9/197:10 am
SDF
-
ORD
Nonstop1h 40m
United Airlines
Deal found 6/9$233
This United Airlines deal was found by Cheapflights users on 6/10. 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 8/277:00 am
ORD
-
SDF
Nonstop1h 42m
United Airlines
Sat 8/2910:23 am
SDF
-
ORD
Nonstop1h 40m
United Airlines
Deal found 6/10$243
This Southwest deal was found by Cheapflights users on 6/11. 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 8/66:10 pm
MDW
-
SDF
Nonstop1h 15m
Southwest
Mon 8/102:15 pm
SDF
-
MDW
Nonstop1h 15m
Southwest
Deal found 6/11$244

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 June 12, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$177
(United Airlines)

One-way from

$89
(United Airlines)

Popular in

May

Cheapest in

August

Average price

$436

Good round-trip deal

$275 or less

Good one-way deal

$146 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. 21% potential increase in price ($88 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
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 June 12, 2026.
Use the filters below to find and compare flights from Chicago to Louisville that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Tue 11/10

1:15 pm-10:10 pm

2 stops7h 55m

Louisville Intl

Thu 11/12

12:05 pm-8:05 pm

2 stops9h 00m

$227

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Tue 11/10

9:30 pm-12:05 am

Nonstop1h 35m

Louisville Intl

Sat 11/14

7:30 am-8:00 am

Nonstop1h 30m

$266
Quickest round-trip

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Fri 7/3

7:45 am-10:05 am

Nonstop1h 20m

Louisville Intl

Fri 7/3

8:05 pm-8:20 pm

Nonstop1h 15m

$275

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Thu 10/29

2:00 pm-10:20 pm

2 stops7h 20m

Louisville Intl

Sun 11/1

4:40 pm-5:00 pm

Nonstop1h 20m

$280

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Thu 8/6

8:00 am-10:25 am

Nonstop1h 25m

Louisville Intl

Sun 8/9

7:25 pm-7:40 pm

Nonstop1h 15m

$280

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Thu 11/5

7:20 am-3:25 pm

1 stop7h 05m

Louisville Intl

Sun 11/8

4:05 pm-9:00 pm

1 stop5h 55m

$285

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Tue 7/14

2:07 pm-9:12 pm

1 stop6h 05m

Louisville Intl

Wed 7/15

2:22 pm-6:29 pm

1 stop5h 07m

$295

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Fri 7/24

7:45 pm-10:00 pm

Nonstop1h 15m

Louisville Intl

Mon 8/3

10:45 am-5:10 pm

1 stop7h 25m

$325

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Sun 7/12

5:30 am-1:50 pm

1 stop7h 20m

Louisville Intl

Fri 7/17

8:05 pm-8:20 pm

Nonstop1h 15m

$325

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Thu 7/9

5:00 am-11:25 am

1 stop5h 25m

Louisville Intl

Sun 7/12

8:00 pm-8:15 pm

Nonstop1h 15m

$325

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

Showing 1-10 of 39 resultsSorted by cheapest first
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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 June.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Louisville flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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

What is the cheapest month to book a flight from Chicago to Louisville?

Currently, August is the cheapest month in which you can book a flight from Chicago to Louisville (average of $77). Flying from Chicago to Louisville in June is currently the most expensive (average of $234). 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 June 12, 2026.

It’s typically best to fly out from Chicago to Louisville in the morning. Doing so could potentially save you 13% on the flight price compared to flying in the evening, which is usually more expensive.

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 June 12, 2026.

The most flights from CHI to SDF are scheduled on a Wednesday (39 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?

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

Booking 68 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 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 June 8, 2026.

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

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 June 12, 2026.
Read through reviews of airlines operating flights from Chicago to Louisville, such as Southwest,United Airlines, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,234 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Overall

7.9

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.
Southwest
7.9
Good
4,234 reviews
Southwest
7.9
Good
4,234 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Overall

7.9

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.
United Airlines
7.4
Good
9,810 reviews
Southwest
7.9
Good
4,234 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Overall

7.9

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.
American Airlines
7.1
Good
11,644 reviews
Southwest
7.9
Good
4,234 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Overall

7.9

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

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 33 daily inbound flights from Chicago from 3 different airlines.

  • How long is the flight from Chicago to Louisville?

    For as low as $266, Southwest can have you in Louisville from Chicago in 1h 35m. The distance from Chicago to Louisville is about 287 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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 $134 and $136 round-trip. You may be able to fly from Chicago to Louisville for 62% 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 ($58), and United Airlines ($78).

  • 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 (84%), Finnair (82%), Qatar Airways (82%).

  • What are the cheapest flights from Chicago to Louisville?

    Looking at all options, your cheapest flight can be booked for $137. While the most popular route (Chicago O'Hare Intl - Louisville Intl) can be booked for $177 on average, our data indicates $473 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, August is the cheapest month in which you can book a flight from Chicago to Louisville (average of $77). Flying from Chicago to Louisville in June is currently the most expensive (average of $234). 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
Corydon
Shepherdsville
Elizabethtown
Jeffersonville
Bardstown

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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 June 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$124Average$263FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$134Average$387FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$136Average$345FlexibilityNo cancel feeOn-time71%

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