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$69+ 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 1/21. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — CHI
Dec 23 — Dec 301
Mon 12/23
Mon 12/30
1 adult, Economy
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The best prices from Louisville Intl to Chicago are usually found in August or May, booked 61 days in advance, depart on a Tuesday or Saturday 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 December 18, 2024.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$181
(Delta)

One-way from

$69
(United Airlines)

Popular in

March

Cheapest in

August

Average price

$276
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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High demand for flights, 7% potential price rise
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Best time to find cheap flights, 2% potential price drop
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Average for round-trip flights in December 2024
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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 December 18, 2024.

This American Airlines deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/246:37 amSDF - ORD
Nonstop1h 41mAmerican Airlines
Tue 12/315:40 pmORD - SDF
Nonstop1h 25mAmerican Airlines
Deal found 12/17$225
This Southwest deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/311:55 pmSDF - MDW
Nonstop1h 15mSouthwest
Wed 1/110:00 amMDW - SDF
Nonstop1h 15mSouthwest
Deal found 12/18$226
This Delta deal was found by Cheapflights users on 12/17. 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 12/248:00 amSDF - ORD
1 stop5h 44mDelta
Tue 12/317:00 amORD - SDF
1 stop4h 05mDelta
Deal found 12/17$291
This United Airlines deal was found by Cheapflights users on 12/17. 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 12/317:00 amSDF - ORD
Nonstop1h 45mUnited Airlines
Fri 1/310:40 amORD - SDF
Nonstop1h 31mUnited Airlines
Deal found 12/17$304
This Delta deal was found by Cheapflights users on 12/17. 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 12/314:36 pmSDF - MDW
1 stop6h 30mDelta
Fri 1/35:04 pmMDW - SDF
1 stop4h 55mDelta
Deal found 12/17$323
This Southwest deal was found by Cheapflights users on 12/16. 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 12/306:00 amSDF - ORD
1 stop9h 00mSouthwest
Thu 1/211:25 amORD - SDF
1 stop9h 40mSouthwest
Deal found 12/16$413
This Mytrip deal was found by Cheapflights users on 12/16. 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 12/306:44 pmSDF - ORD
2 stops14h 03mSpirit Airlines
Thu 1/28:14 pmORD - SDF
2 stops20h 35mSpirit Airlines
Deal found 12/16$587
This Mytrip deal was found by Cheapflights users on 12/17. 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.
Sat 12/285:43 pmSDF - ORD
2 stops15h 04mMultiple Airlines
Sat 1/1812:37 pmORD - SDF
3 stops28h 53mMultiple Airlines
Deal found 12/17$630

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 December 18, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Wed 1/15

7:35 am-5:29 pm

2 stops10h 54m

Chicago O'Hare Intl

Wed 1/22

5:45 am-11:41 am

1 stop4h 56m

$181

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Tue 1/14

1:25 pm-6:14 pm

1 stop5h 49m

Chicago Midway

Tue 1/21

2:08 pm-11:59 pm

2 stops8h 51m

$181

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Tue 1/14

9:00 am-12:30 pm

1 stop4h 30m

Chicago Midway

Tue 1/21

10:05 am-12:20 pm

Nonstop1h 15m

$186

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Fri 1/10

7:00 am-7:45 am

Nonstop1h 45m

Chicago O'Hare Intl

Sat 1/11

10:45 am-1:14 pm

Nonstop1h 29m

$197

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Wed 1/15

3:41 pm-7:26 pm

1 stop4h 45m

Chicago O'Hare Intl

Wed 1/22

5:55 pm-8:18 pm

Nonstop1h 23m

$204

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Thu 2/27

5:20 pm-9:30 pm

1 stop5h 10m

Chicago O'Hare Intl

Wed 3/5

7:00 am-12:55 pm

1 stop4h 55m

$228

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Fri 1/31

5:34 pm-11:32 pm

1 stop6h 58m

Chicago O'Hare Intl

Fri 2/7

5:11 am-4:44 pm

1 stop10h 33m

$249

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Sat 5/17

10:02 am-4:52 pm

1 stop7h 50m

Chicago O'Hare Intl

Tue 5/20

5:05 am-5:57 pm

1 stop11h 52m

$268

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Tue 1/21

7:00 am-7:45 am

Nonstop1h 45m

$69

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Tue 2/11

7:20 am-7:45 am

Nonstop1h 25m

$69

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

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 December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars

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

  • Most accurate provider: When it comes to deals on 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 December 13, 2024.

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, September is the cheapest month in which you can book a flight from Louisville to Chicago (average of $232). Flying from Louisville to Chicago in June is currently the most expensive (average of $308). 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 December 18, 2024.

One of the essential ways to save on airfare from Louisville to Chicago is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight in the morning could potentially save you up to 13% on airfare.

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 December 18, 2024.
Get a feel of what it's like to fly with Southwest, American Airlines and Delta 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
4,848 reviews

Entertainment

7.7

Overall

8.1

Comfort

8.1

Food

7.2

Boarding

8.2

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,848 reviews
Southwest
8.1
Very good
4,848 reviews

Entertainment

7.7

Overall

8.1

Comfort

8.1

Food

7.2

Boarding

8.2

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,604 reviews
Southwest
8.1
Very good
4,848 reviews

Entertainment

7.7

Overall

8.1

Comfort

8.1

Food

7.2

Boarding

8.2

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
9,059 reviews
Southwest
8.1
Very good
4,848 reviews

Entertainment

7.7

Overall

8.1

Comfort

8.1

Food

7.2

Boarding

8.2

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,848 reviews

Entertainment

7.7

Overall

8.1

Comfort

8.1

Food

7.2

Boarding

8.2

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Spirit Airlines
6.3
Okay
8,119 reviews
Southwest
8.1
Very good
4,848 reviews

Entertainment

7.7

Overall

8.1

Comfort

8.1

Food

7.2

Boarding

8.2

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 12 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 Delta. Our recent data shows that you can find tickets from as low as $181 on this airline. Additional options worth looking into are Southwest and United Airlines, starting at $186 and $197 round-trip. Delta is currently priced 27% 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 ($69), Southwest ($69), and Delta ($88).

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

    The top 3 most reliable airlines when flying from Louisville to Chicago are Envoy Air (95%), Iberia (94%) and Qatar Airways (94%).

  • What are the cheapest flights from Louisville to Chicago?

    Looking at all options, your cheapest flight can be booked for $137. While the most popular route (Louisville Intl - Chicago O'Hare Intl) can be booked for $137 on average our data indicates $1,344 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, September is the cheapest month in which you can book a flight from Louisville to Chicago (average of $232). Flying from Louisville to Chicago in June is currently the most expensive (average of $308). 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.

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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 December 18, 2024.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$111Average$260FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$114Average$245FlexibilityNo cancel feeOn-time71%
DeltaCheapest$135Average$286FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$156Average$282FlexibilityNo cancel feeOn-time63%
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