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$59+ 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 4/2. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — CHI
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
1 adult, Economy
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The best prices from Louisville Intl to Chicago are usually found in August or September, 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 February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$117
(American Airlines)

One-way from

$59
(United Airlines)

Popular in

March

Cheapest in

August

Average price

$258

Good round-trip deal

$364 or less

Good one-way deal

$186 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. 6% potential increase in price ($18 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in February 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 February 20, 2025.

This American Airlines deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/148:57 pmSDF - ORD
Nonstop1h 33mAmerican Airlines
Mon 4/218:25 pmORD - SDF
Nonstop1h 35mAmerican Airlines
Deal found 2/20$117
This Southwest deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/141:05 pmSDF - MDW
Nonstop1h 15mSouthwest
Thu 4/172:05 pmMDW - SDF
Nonstop1h 10mSouthwest
Deal found 2/20$117
This United Airlines deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1110:15 amSDF - ORD
Nonstop1h 48mUnited Airlines
Wed 3/128:00 pmORD - SDF
Nonstop1h 31mUnited Airlines
Deal found 2/20$118
This Southwest deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/118:55 amSDF - ORD
1 stop5h 10mSouthwest
Wed 3/127:30 amORD - SDF
1 stop6h 20mSouthwest
Deal found 2/20$137
This Delta deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/86:00 amSDF - ORD
1 stop4h 42mDelta
Sat 3/84:15 pmORD - SDF
1 stop6h 06mDelta
Deal found 2/19$177
This Delta deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/86:00 amSDF - MDW
1 stop5h 16mDelta
Tue 3/112:55 pmMDW - SDF
2 stops8h 02mDelta
Deal found 2/20$182
This Mytrip deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/138:58 pmSDF - ORD
2 stops26h 30mSpirit Airlines
Thu 5/156:00 amORD - SDF
2 stops31h 07mSpirit Airlines
Deal found 2/20$206
This Mytrip deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/36:12 pmSDF - ORD
1 stop28h 51mMultiple Airlines
Mon 3/177:42 pmORD - SDF
1 stop21h 39mMultiple Airlines
Deal found 2/20$229

Find flights from Louisville to Chicago within your budget

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 February 20, 2025.

Fly from

Louisville

Fly to

Chicago

Route

Depart

Return

Price

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Mon 4/14

8:57 pm-9:30 pm

Nonstop1h 33m

Chicago O'Hare Intl

Mon 4/21

8:25 pm-11:00 pm

Nonstop1h 35m

$117

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Mon 4/14

1:05 pm-1:20 pm

Nonstop1h 15m

Chicago Midway

Mon 4/21

9:10 am-11:20 am

Nonstop1h 10m

$117

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Tue 3/11

10:15 am-11:03 am

Nonstop1h 48m

Chicago O'Hare Intl

Wed 3/12

8:00 pm-10:31 pm

Nonstop1h 31m

$118

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Tue 3/11

8:55 am-1:05 pm

1 stop5h 10m

Chicago O'Hare Intl

Wed 3/12

7:30 am-2:50 pm

1 stop6h 20m

$137

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Sat 3/8

6:00 am-9:42 am

1 stop4h 42m

Chicago O'Hare Intl

Sat 3/8

4:15 pm-11:21 pm

1 stop6h 06m

$177

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Sat 3/8

6:00 am-10:16 am

1 stop5h 16m

Chicago Midway

Tue 3/11

2:55 pm-11:57 pm

2 stops8h 02m

$182

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Tue 5/13

8:58 pm-10:28 pm

2 stops26h 30m

Chicago O'Hare Intl

Thu 5/15

6:00 am-2:07 pm

2 stops31h 07m

$206

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Mon 3/3

6:12 pm-10:03 pm

1 stop28h 51m

Chicago O'Hare Intl

Mon 3/17

7:42 pm-6:21 pm

1 stop21h 39m

$229

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Wed 4/2

2:00 pm-2:47 pm

Nonstop1h 47m

$59

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Wed 4/2

12:55 pm-1:10 pm

Nonstop1h 15m

$59

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Showing 1-10 of 17 results
1
2

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 February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice 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 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.

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.

Travel insights for flights from Louisville to Chicago

Get recent, data-driven insights about flights from Louisville to Chicago including ideal travel times, pricing trends, and more.

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 February 14, 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 February 20, 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 52% 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 February 16, 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. Monday 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 February 20, 2025.

The most flights from SDF to CHI are scheduled on a Wednesday (33 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (18 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 February 20, 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
8.1
Very good
4,411 reviews

Crew

8.7

Boarding

8.2

Comfort

8.1

Food

7.1

Overall

8.1

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Boarding

8.2

Comfort

8.1

Food

7.1

Overall

8.1

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Boarding

8.2

Comfort

8.1

Food

7.1

Overall

8.1

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,766 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Boarding

8.2

Comfort

8.1

Food

7.1

Overall

8.1

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Boarding

8.2

Comfort

8.1

Food

7.1

Overall

8.1

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Spirit Airlines
6.3
Okay
8,013 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Boarding

8.2

Comfort

8.1

Food

7.1

Overall

8.1

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 27 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 American Airlines. Our recent data shows that you can find tickets from as low as $117 on this airline. Additional options worth looking into are Southwest and United Airlines, starting at $117 and $118 round-trip. American Airlines is currently priced 55% 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 ($59), Southwest ($59), and American Airlines ($74).

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

    The top 3 most reliable airlines when flying from Louisville to Chicago are Royal Jordanian (85%), Copa Airlines (85%) and Japan Airlines (84%).

  • What are the cheapest flights from Louisville to Chicago?

    Looking at all options, your cheapest flight can be booked for $113. While the most popular route (Louisville Intl - Chicago O'Hare Intl) can be booked for $152 on average our data indicates $1,034 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
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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Alternative routes for Louisville to Chicago

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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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$113Average$272FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$117Average$254FlexibilityNo cancel feeOn-time71%
DeltaCheapest$135Average$357FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$178Average$277FlexibilityNo cancel feeOn-time63%
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