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$67+ Cheap flights from Louisville (SDF) to Chicago (CHI)

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 5/31. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — CHI
May 6 — May 131
Tue 5/6
Tue 5/13
1 adult, Economy
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Find cheap flights from Louisville to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

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3. Compare prices and book

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Cheapflights Tip: The best prices from Louisville Intl to Chicago are usually found in August or May, booked 61 days in advance, depart on a Thursday or Friday and return on a Saturday

Cheap flight deals from Louisville to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Louisville (SDF) to Chicago (CHI). 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 May 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$147
(FlightHub)

One-way from

$67
(FlightHub)

Popular in

March

Cheapest in

August

Average price

$231

Good round-trip deal

$283 or less

Good one-way deal

$173 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 Louisville Intl to Chicago (CHI)
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One-way flight from Louisville Intl to Chicago (CHI)
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Highest demand for flights based on searches. 5% potential increase in price ($14 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($3 potential savings vs. average RT price).
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Average for round-trip flights in May 2025
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Price to beat on a round-trip flight from Louisville Intl to Chicago (CHI).
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Price to beat on a one-way flight from Louisville Intl to Chicago (CHI).
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Find flight deals from Louisville to Chicago

Cheapest flights from Louisville to Chicago
Explore the most affordable flight options available from Louisville to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 1, 2025.

This FlightHub deal was found by Cheapflights users on 4/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/282:07 pmSDF - ORD
1 stop7h 01mSpirit Airlines
Wed 6/46:30 amORD - SDF
1 stop5h 42mSpirit Airlines
Deal found 4/30$147
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Sat 5/248:56 amSDF - ORD
Nonstop1h 36mAmerican Airlines
Sun 5/258:25 pmORD - SDF
Nonstop1h 36mAmerican Airlines
Deal found 4/30$179
This United Airlines deal was found by Cheapflights users on 4/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/288:55 amSDF - ORD
Nonstop1h 37mUnited Airlines
Wed 6/47:40 pmORD - SDF
Nonstop1h 34mUnited Airlines
Deal found 4/30$190
This Delta deal was found by Cheapflights users on 4/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/2410:52 amSDF - ORD
1 stop6h 38mDelta
Sun 5/256:24 amORD - SDF
1 stop4h 37mDelta
Deal found 4/30$199
This Delta deal was found by Cheapflights users on 4/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/245:55 pmSDF - MDW
1 stop4h 18mDelta
Sun 5/254:15 pmMDW - SDF
1 stop6h 50mDelta
Deal found 4/30$199
This Southwest deal was found by Cheapflights users on 4/30. 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.
Sat 5/246:00 pmSDF - MDW
Nonstop1h 15mSouthwest
Mon 5/269:10 amMDW - SDF
Nonstop1h 10mSouthwest
Deal found 4/30$202
This Southwest deal was found by Cheapflights users on 4/30. 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.
Fri 5/305:05 pmSDF - ORD
1 stop5h 25mSouthwest
Tue 6/37:30 amORD - SDF
1 stop7h 55mSouthwest
Deal found 4/30$210
This Mytrip deal was found by Cheapflights users on 4/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/59:47 amSDF - ORD
2 stops27h 21mMultiple Airlines
Sun 9/74:38 pmORD - SDF
2 stops23h 02mMultiple Airlines
Deal found 4/30$309

Cheapflights Fare Finder

Customize your flight search to find flights from Louisville to Chicago 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 May 1, 2025.
Use the filters below to find and compare flights from Louisville to Chicago that are best for you.

Fly from

Louisville

Fly to

Chicago

Route

Depart

Return

Price

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Wed 5/28

2:07 pm-8:08 pm

1 stop7h 01m

Chicago O'Hare Intl

Wed 6/4

6:30 am-1:12 pm

1 stop5h 42m

$147

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Sat 5/24

8:56 am-9:32 am

Nonstop1h 36m

Chicago O'Hare Intl

Sun 5/25

8:25 pm-11:01 pm

Nonstop1h 36m

$179

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Wed 5/28

8:55 am-9:32 am

Nonstop1h 37m

Chicago O'Hare Intl

Wed 6/4

7:40 pm-10:14 pm

Nonstop1h 34m

$190

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Sat 5/24

10:52 am-4:30 pm

1 stop6h 38m

Chicago O'Hare Intl

Sun 5/25

6:24 am-12:01 pm

1 stop4h 37m

$199

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Sat 5/24

5:55 pm-9:13 pm

1 stop4h 18m

Chicago Midway

Sun 5/25

4:15 pm-12:05 am

1 stop6h 50m

$199

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Sat 5/24

6:00 pm-6:15 pm

Nonstop1h 15m

Chicago Midway

Mon 5/26

9:10 am-11:20 am

Nonstop1h 10m

$202

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Fri 5/30

5:05 pm-9:30 pm

1 stop5h 25m

Chicago O'Hare Intl

Tue 6/3

7:30 am-4:25 pm

1 stop7h 55m

$210

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Fri 9/5

9:47 am-12:08 pm

2 stops27h 21m

Chicago O'Hare Intl

Sun 9/7

4:38 pm-4:40 pm

2 stops23h 02m

$309

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Sat 5/31

2:07 pm-8:08 pm

1 stop7h 01m

$67

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Tue 7/1

6:41 pm-7:15 pm

Nonstop1h 34m

$90

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 18 results
1
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Compare providers for flights from Louisville to Chicago

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 Louisville to Chicago in May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy2 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 Louisville-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Louisville-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Louisville-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Louisville-Chicago 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 Louisville-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

The best insider tips for Louisville to Chicago flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your Louisville to Chicago trip
Airlines
United Airlines

Basic Economy allows a personal item only; no carry-on bags unless exceptions apply.


Economy Plus offers extra legroom seats towards the front of the economy cabin.

Read more about United Airlinesby Harriet Baskas
Southwest

Southwest allows two free checked bags, including oversized items like skis or golf clubs.


Southwest offers free in-flight entertainment streamed to passenger devices, including movies and live TV.

Read more about Southwestby Marisa Garcia
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on United Airlines

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more
Marisa Garcia

Marisa Garcia

Expert on Southwest

Marisa Garcia

Marisa Garcia

Marisa knows planes inside and out, spending 16 years working on aircraft in hangars at airports around the world. She is an aviation industry expert, specialized in airline interiors and regulations. Ten years ago, she pivoted to journalism. She shares her insights in leading aviation, travel, and business publications and on her site FlightChic.

Read more

Best time to book a flight from Louisville to Chicago

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

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

Use this chart to determine the optimal time to book a round-trip flight from Louisville to Chicago. Price data was last updated on April 25, 2025.

To ensure you get the cheapest price possible for a flight from Louisville to Chicago, you should look to book at least 61 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, August is the cheapest month in which you can book a flight from Louisville to Chicago (average of $245). Flying from Louisville to Chicago 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 SDF to CHI?

Find hourly flight availability from Louisville to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 1, 2025.

One of the essential ways to save on airfare from Louisville to Chicago is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the morning could potentially save you up to 47% on airfare.

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

Use this chart to determine the cheapest time to fly round-trip from Louisville to Chicago. Price data was last updated on March 30, 2025.

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

Weekly flight availability from Louisville to Chicago

Explore weekly flight availability from Louisville to Chicago. 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 May 1, 2025.

The most flights from SDF to CHI are scheduled on a Wednesday (45 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (10 on average).

Rainfall in Chicago by month

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

In terms of precipitation, rainfall in Chicago 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 Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

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

If weather is an important factor for your trip to Chicago, 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 Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated May 1, 2025.
Get a feel of what it's like to fly with Southwest, Delta and United Airlines from Louisville to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,294 reviews

Boarding

8.2

Crew

8.6

Overall

8.0

Food

7.1

Entertainment

7.6

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,294 reviews
Southwest
8.0
Very good
4,294 reviews

Boarding

8.2

Crew

8.6

Overall

8.0

Food

7.1

Entertainment

7.6

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,934 reviews
Southwest
8.0
Very good
4,294 reviews

Boarding

8.2

Crew

8.6

Overall

8.0

Food

7.1

Entertainment

7.6

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
United Airlines
7.4
Good
8,696 reviews
Southwest
8.0
Very good
4,294 reviews

Boarding

8.2

Crew

8.6

Overall

8.0

Food

7.1

Entertainment

7.6

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Allegiant Air
7.3
Good
734 reviews
Southwest
8.0
Very good
4,294 reviews

Boarding

8.2

Crew

8.6

Overall

8.0

Food

7.1

Entertainment

7.6

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,294 reviews

Boarding

8.2

Crew

8.6

Overall

8.0

Food

7.1

Entertainment

7.6

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

Related info for your journey

Find useful and relevant information for your journey from Louisville to Chicago. 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 from for flights from Louisville to Chicago?

    Louisville Intl (SDF), located 5.3 mi from the city center, is the airport you fly out of when you book flights from Louisville to Chicago. 4 airlines have flights from Louisville Intl to Chicago on a regular basis. Booking flights from Louisville Intl to Chicago should not be difficult; the airport handles an average of 25 outbound flights to Chicago per day.

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

    Our cheapest airline available from Louisville to Chicago is Spirit Airlines. Our recent data shows that you can find tickets from as low as $147 on this airline. Additional options worth looking into are American Airlines and United Airlines, starting at $179 and $190 round-trip. Spirit Airlines is currently priced 42% below the average price you’ll pay for this route.

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

    The cheapest airlines for a one-way flight from Louisville to Chicago are Spirit Airlines ($67), American Airlines ($90), and Southwest ($90).

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

    The top 3 most reliable airlines when flying from Louisville to Chicago are GoJet (100%), Copa Airlines (95%) and Air Wisconsin (85%).

  • What are the cheapest flights from Louisville to Chicago?

    Looking at all options, your cheapest flight can be booked for $127. While the most popular route (Louisville Intl - Chicago O'Hare Intl) can be booked for $194 on average our data indicates $951 when flying from Louisville to Chicago.

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

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

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

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

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

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

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

Traveling to a place near Louisville?

Book flights to Louisville if you plan to visit one of these locations
Merrillville
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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Alternative routes for Louisville to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Louisville to Chicago

Discover the top 4 airlines that operate flights from Louisville to Chicago. 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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$106Average$279FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$112Average$259FlexibilityNo cancel feeOn-time71%
DeltaCheapest$135Average$365FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$172Average$275FlexibilityNo cancel feeOn-time63%

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