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

Our cheapest airline available from Louisville to Chicago is United Airlines. Our recent data shows that you can find tickets from as low as $142 on this airline. Additional options worth looking into are Southwest and American Airlines, starting at $142 and $171 round-trip. United Airlines is currently priced 47% 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 United Airlines ($49), Southwest ($49), and American Airlines ($64).

What are the cheapest flights from Louisville to Chicago?

Looking at all options, your cheapest flight can be booked for $78. While the most popular route (Louisville Intl - Chicago O'Hare Intl) can be booked for $97 on average our data indicates $1,588 when flying from Louisville to Chicago.

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%), Royal Jordanian (93%) and Copa Airlines (93%).

What is the cheapest day to fly round-trip from Louisville to Chicago?

Flights from Louisville to Chicago are found to be more expensive on Saturday. This shouldn't discourage you from searching as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Chicago.

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

To save up to 289% on this flight, we recommend booking at least 41 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Louisville to Chicago from $393 1-2 weeks out and tickets from $562 for flights departing within the next 72 hours.

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

Due to multiple factors, expect to potentially pay more when booking in March. For low rates, August can be a great choice for travel to Chicago. Flights to Chicago from Louisville in August are about $270 on average during August, but can be found for as low as $105.

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 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 Louisville-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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.

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.

$49+ Flights from Louisville to Chicago

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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

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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

Cheap flight deals from Louisville to Chicago

Most accurate provider	FlightHub 3 stars
Most trusted provider	FlightHub 3 stars
Round-trip from	$142 (United Airlines)
One-way from	$49 (United Airlines)
Popular in	March
Cheapest in	August
Average price	$475
Good round-trip deal	$333 or less
Good one-way deal	$162 or less

Provider with most accurate pricing for Louisville Intl-Chicago (CHI) flight deals.

Search Deals

Provider most trusted by Cheapflights users for Louisville Intl-Chicago (CHI) flights.

Search Deals

From Louisville Intl to Chicago (CHI)

Search Deals

One-way flight from Louisville Intl to Chicago (CHI)

Search Deals

Highest demand for flights based on searches. 15% potential increase in price ($51 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 7% potential price decrease ($19 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in March 2025

Search Deals

Price to beat on a round-trip flight from Louisville Intl to Chicago (CHI).

Search Deals

Price to beat on a one-way flight from Louisville Intl to Chicago (CHI).

Search Deals

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 March 26, 2025.

Sat 5/177:00 amSDF - ORD

Nonstop1h 36mUnited Airlines

Mon 5/195:57 pmORD - SDF

Nonstop1h 28mUnited Airlines

Deal found 3/25

$142

Wed 4/236:25 amSDF - MDW

Nonstop1h 15mSouthwest

Thu 4/248:55 pmMDW - SDF

Nonstop1h 15mSouthwest

Deal found 3/25

$142

Fri 4/188:57 pmSDF - ORD

Nonstop1h 33mAmerican Airlines

Sun 4/208:25 pmORD - SDF

Nonstop1h 35mAmerican Airlines

Deal found 3/25

$171

Fri 5/305:05 pmSDF - ORD

1 stop5h 25mSouthwest

Wed 6/47:30 amORD - SDF

1 stop7h 55mSouthwest

Deal found 3/24

$176

Thu 4/242:37 pmSDF - ORD

1 stop7h 13mDelta

Mon 4/286:45 amORD - SDF

1 stop3h 38mDelta

Deal found 3/24

$177

Thu 4/246:00 amSDF - MDW

1 stop4h 07mDelta

Mon 4/283:02 pmMDW - SDF

1 stop5h 32mDelta

Deal found 3/26

$177

Wed 5/142:07 pmSDF - ORD

1 stop7h 01mSpirit Airlines

Sat 5/171:47 pmORD - SDF

1 stop26h 44mSpirit Airlines

Deal found 3/25

$192

Thu 5/811:23 amSDF - ORD

1 stop13h 06mMultiple Airlines

Thu 5/154:35 pmORD - SDF

2 stops25h 07mMultiple Airlines

Deal found 3/24

$240

Best flights from Louisville to Chicago
Discover carefully curated flight deals from Louisville to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 26, 2025.

Sat 5/177:00 amSDF - ORD

Nonstop1h 36mUnited Airlines

Mon 5/195:57 pmORD - SDF

Nonstop1h 28mUnited Airlines

Deal found 3/25

$142

Thu 4/246:40 amSDF - MDW

Nonstop1h 15mSouthwest

Thu 4/248:55 pmMDW - SDF

Nonstop1h 15mSouthwest

Deal found 3/25

$142

Fri 4/188:57 pmSDF - ORD

Nonstop1h 33mAmerican Airlines

Sun 4/208:25 pmORD - SDF

Nonstop1h 35mAmerican Airlines

Deal found 3/25

$171

Thu 4/244:59 pmSDF - ORD

1 stop4h 51mDelta

Sat 4/266:35 amORD - SDF

1 stop5h 28mDelta

Deal found 3/24

$177

Wed 5/142:07 pmSDF - ORD

1 stop7h 01mSpirit Airlines

Sat 5/171:47 pmORD - SDF

1 stop26h 44mSpirit Airlines

Deal found 3/25

$192

Thu 5/811:23 amSDF - ORD

1 stop13h 06mMultiple Airlines

Thu 5/154:35 pmORD - SDF

2 stops25h 07mMultiple Airlines

Deal found 3/24

$240

Fri 5/305:05 pmSDF - ORD

1 stop5h 25mSouthwest

Wed 6/47:30 amORD - SDF

1 stop7h 55mSouthwest

Deal found 3/24

$176

Thu 4/246:00 amSDF - MDW

1 stop4h 07mDelta

Mon 4/286:45 pmMDW - SDF

1 stop4h 14mDelta

Deal found 3/24

$177

Last-minute flights from Louisville to Chicago
Discover last-minute flight deals from Louisville to Chicago. Data last updated March 26, 2025 and is based on user searches.

Mon 3/316:22 pmSDF - ORD

2 stops27h 40mMultiple Airlines

Wed 4/21:48 pmORD - SDF

1 stop5h 49mMultiple Airlines

Deal found 3/24

$308

Mon 3/315:37 amSDF - ORD

1 stop8h 41mAmerican Airlines

Mon 3/314:34 pmORD - SDF

Nonstop1h 11mAmerican Airlines

Deal found 3/24

$537

Mon 3/315:51 pmSDF - ORD

Nonstop1h 49mUnited Airlines

Mon 3/318:00 pmORD - SDF

Nonstop1h 30mUnited Airlines

Deal found 3/24

$548

Thu 4/31:40 pmSDF - MDW

Nonstop1h 15mSouthwest

Sun 4/68:00 amMDW - SDF

Nonstop1h 15mSouthwest

Deal found 3/25

$553

Thu 4/31:19 pmSDF - ORD

1 stop6h 00mDelta

Sat 4/56:45 amORD - SDF

1 stop3h 37mDelta

Deal found 3/24

$573

Fri 4/49:32 pmSDF - ORD

1 stop10h 32mSpirit Airlines

Sun 4/69:08 pmORD - SDF

2 stops19h 40mSpirit Airlines

Deal found 3/24

$251

Thu 4/177:29 amSDF - ORD

Nonstop1h 36mUnited Airlines

Sun 4/2010:50 amORD - SDF

Nonstop1h 35mUnited Airlines

Deal found 3/24

$156

Fri 4/188:57 pmSDF - ORD

Nonstop1h 33mAmerican Airlines

Sun 4/208:25 pmORD - SDF

Nonstop1h 35mAmerican Airlines

Deal found 3/25

$171

Fri 4/185:05 pmSDF - ORD

1 stop5h 25mSouthwest

Sun 4/207:30 amORD - SDF

1 stop5h 30mSouthwest

Deal found 3/25

$221

Tue 4/225:45 amSDF - ORD

1 stop28h 39mMultiple Airlines

Thu 5/17:33 pmORD - SDF

1 stop21h 01mMultiple Airlines

Deal found 3/24

$253

Wed 4/236:25 amSDF - MDW

Nonstop1h 15mSouthwest

Thu 4/248:55 pmMDW - SDF

Nonstop1h 15mSouthwest

Deal found 3/25

$142

Thu 4/244:59 pmSDF - ORD

1 stop4h 51mDelta

Sat 4/266:35 amORD - SDF

1 stop5h 28mDelta

Deal found 3/24

$177

One-way flights from Louisville to Chicago
Search for one-way flight options from Louisville to Chicago. Find affordable one-way fares based on user searches. Data last updated March 26, 2025.

Tue 4/2911:04 amSDF - ORD

Nonstop1h 36mUnited Airlines

Deal found 3/24

$49

Tue 4/152:20 pmSDF - MDW

Nonstop1h 15mSouthwest

Deal found 3/25

$49

Tue 4/294:10 pmSDF - ORD

1 stop6h 20mSouthwest

Deal found 3/25

$59

Fri 4/255:45 amSDF - ORD

Nonstop1h 36mAmerican Airlines

Deal found 3/25

$64

Wed 4/2310:32 amSDF - ORD

1 stop6h 39mDelta

Deal found 3/25

$89

Tue 4/227:35 amSDF - MDW

1 stop6h 00mDelta

Deal found 3/25

$89

Sun 5/186:26 pmSDF - ORD

1 stop19h 20mSpirit Airlines

Deal found 3/24

$93

Mon 6/1611:34 amSDF - ORD

1 stop6h 35mSun Country Air

Deal found 3/24

$133

Mon 5/197:32 pmSDF - ORD

3 stops27h 18mMultiple Airlines

Deal found 3/24

$141

Sun 6/15:46 pmSDF - MDW

1 stop15h 36mAllegiant Air

Deal found 3/25

$149

Thu 5/2911:23 amSDF - MDW

3 stops31h 47mMultiple Airlines

Deal found 3/25

$265

Cheapflights Fare Finder

Use the filters below to find and compare flights from Louisville to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Sat 5/17

7:00 am-7:36 am

Nonstop1h 36m

Chicago O'Hare Intl

Mon 5/19

5:57 pm-8:25 pm

Nonstop1h 28m

$142

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Thu 4/24

6:40 am-6:55 am

Nonstop1h 15m

Chicago Midway

Thu 4/24

8:55 pm-11:10 pm

Nonstop1h 15m

$142

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Fri 4/18

8:57 pm-9:30 pm

Nonstop1h 33m

Chicago O'Hare Intl

Sun 4/20

8:25 pm-11:00 pm

Nonstop1h 35m

$171

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Fri 5/30

5:05 pm-9:30 pm

1 stop5h 25m

Chicago O'Hare Intl

Wed 6/4

7:30 am-4:25 pm

1 stop7h 55m

$176

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Thu 4/24

2:37 pm-8:50 pm

1 stop7h 13m

Chicago O'Hare Intl

Mon 4/28

5:30 am-1:42 pm

1 stop7h 12m

$177

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Thu 4/24

6:00 am-9:07 am

1 stop4h 07m

Chicago Midway

Mon 4/28

6:45 pm-11:59 pm

1 stop4h 14m

$177

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Wed 5/14

2:07 pm-8:08 pm

1 stop7h 01m

Chicago O'Hare Intl

Sat 5/17

1:47 pm-5:31 pm

1 stop26h 44m

$192

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Thu 5/8

11:23 am-11:29 pm

1 stop13h 06m

Chicago O'Hare Intl

Thu 5/15

4:35 pm-6:42 pm

2 stops25h 07m

$240

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Tue 4/29

11:04 am-11:40 am

Nonstop1h 36m

$49

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Thu 4/24

1:05 pm-1:20 pm

Nonstop1h 15m

$49

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/24

Showing 1-10 of 19 results

Compare providers for flights from Louisville to Chicago

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Louisville to Chicago in March.

Provider	Price Accuracy	Trust Score*
Expedia	Price Accuracy1 star	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*3 stars
eDreams	Price Accuracy3 stars	Trust Score*3 stars
Priceline	Price Accuracy1 star	Trust 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 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 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

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

Expert on United Airlines

Marisa Garcia

Expert on Southwest

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?

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 $323). 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?

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?

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

The most flights from SDF to CHI are scheduled on a Wednesday (34 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (3 on average).

Rainfall in Chicago 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

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 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

8.1

Very good

4,273 reviews

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

4,273 reviews

Southwest

8.1

Very good

4,273 reviews

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

7,891 reviews

Southwest

8.1

Very good

4,273 reviews

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

8,608 reviews

Southwest

8.1

Very good

4,273 reviews

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

730 reviews

Southwest

8.1

Very good

4,273 reviews

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.

American Airlines

7.2

Good

10,000 reviews

Southwest

8.1

Very good

4,273 reviews

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

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 United Airlines. Our recent data shows that you can find tickets from as low as $142 on this airline. Additional options worth looking into are Southwest and American Airlines, starting at $142 and $171 round-trip. United Airlines is currently priced 47% 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 United Airlines ($49), Southwest ($49), and American Airlines ($64).
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%), Royal Jordanian (93%) and Copa Airlines (93%).
What are the cheapest flights from Louisville to Chicago?
Looking at all options, your cheapest flight can be booked for $78. While the most popular route (Louisville Intl - Chicago O'Hare Intl) can be booked for $97 on average our data indicates $1,588 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 $323). 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

Merrillville

New Buffalo

Hammond

Benton Harbor

Porter

Lansing

Valparaiso

Chesterton

Browse thousands of different options on Cheapflights for your next trip

Top 4 airlines flying from Louisville to Chicago

Airline	Cheapest	Average	Flexibility	On-time
United Airlines	Cheapest$106	Average$277	FlexibilityNo cancel fee	On-time69%
American Airlines	Cheapest$117	Average$260	FlexibilityNo cancel fee	On-time71%
Delta	Cheapest$135	Average$357	FlexibilityNo cancel fee	On-timeN/A
Southwest	Cheapest$156	Average$278	FlexibilityNo cancel fee	On-time63%

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$49+ 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 4/29. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Louisville to Chicago with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

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

Cheap flight deals from Louisville to Chicago

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Good round-trip deal

Good one-way deal

Find flight deals from Louisville to Chicago

Cheapest flights from Louisville to ChicagoExplore 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 March 26, 2025.

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 March 26, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Louisville to Chicago that are best for you.

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 March.

The best insider tips for Louisville to Chicago flights

Cheapflights partnered with top experts to bring you the best recommendations for your Louisville to Chicago trip

Airlines

United Airlines

Southwest

Our travel experts

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.

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 March 21, 2025.

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

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 March 26, 2025.

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 23, 2025.

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 March 26, 2025.

Rainfall in Chicago by month

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

Temperature in Chicago by month

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

Reviews of airlines servicing Chicago

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.

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?

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

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Top 4 airlines flying from Louisville to Chicago

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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 March 26, 2025.