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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 12/24. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — CHI
Nov 25 — Dec 21
Mon 11/25
Mon 12/2
1 adult, Economy
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The best prices from Louisville Intl to Chicago are usually found in August or January, 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 November 20, 2024.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

March

Cheapest in

August

Round-trip from

$148
(Southwest)

One-way from

$69
(United Airlines)
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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High demand for flights, 21% potential price rise
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Best time to find cheap flights, 23% potential price drop
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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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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 November 20, 2024.

This American Airlines deal was found by Cheapflights users on 11/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/94:00 pmSDF - ORD
Nonstop1h 34mAmerican Airlines
Tue 12/107:05 pmORD - SDF
Nonstop1h 30mAmerican Airlines
Deal found 11/18$152
This Delta deal was found by Cheapflights users on 11/19. 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 12/148:11 pmSDF - ORD
1 stop4h 47mDelta
Tue 12/177:05 amORD - SDF
1 stop5h 44mDelta
Deal found 11/19$176
This Delta deal was found by Cheapflights users on 11/19. 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 12/147:35 amSDF - MDW
2 stops11h 57mDelta
Tue 12/176:00 amMDW - SDF
1 stop4h 44mDelta
Deal found 11/19$181
This Southwest deal was found by Cheapflights users on 11/20. 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.
Wed 12/187:25 amSDF - MDW
Nonstop1h 20mSouthwest
Thu 12/1912:35 pmMDW - SDF
1 stop9h 05mSouthwest
Deal found 11/20$192
This United Airlines deal was found by Cheapflights users on 11/20. 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.
Wed 12/182:00 pmSDF - ORD
Nonstop1h 37mUnited Airlines
Thu 12/197:30 amORD - SDF
Nonstop1h 39mUnited Airlines
Deal found 11/20$202
This Mytrip deal was found by Cheapflights users on 11/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/99:53 pmSDF - ORD
1 stop12h 44mSpirit Airlines
Fri 12/1311:45 amORD - SDF
1 stop8h 13mSpirit Airlines
Deal found 11/19$231
This Mytrip deal was found by Cheapflights users on 11/20. 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.
Fri 12/69:11 amSDF - ORD
1 stop15h 00mMultiple Airlines
Mon 12/165:00 amORD - SDF
1 stop14h 58mMultiple Airlines
Deal found 11/20$241
This Southwest deal was found by Cheapflights users on 11/18. 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 12/36:10 amSDF - ORD
1 stop8h 50mSouthwest
Sat 12/76:15 amORD - SDF
1 stop4h 55mSouthwest
Deal found 11/18$402
This Mytrip deal was found by Cheapflights users on 11/20. 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.
Fri 12/136:47 pmSDF - MDW
3 stops24h 45mMultiple Airlines
Sun 12/155:35 pmMDW - SDF
3 stops26h 23mMultiple Airlines
Deal found 11/20$857

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 2,629,791 searches. Data last updated November 20, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Fri 12/13

7:00 am-7:41 am

Nonstop1h 41m

Chicago O'Hare Intl

Mon 12/16

7:50 pm-10:26 pm

Nonstop1h 36m

$147

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Fri 1/17

7:15 pm-7:30 pm

Nonstop1h 15m

Chicago Midway

Mon 1/20

10:00 am-12:15 pm

Nonstop1h 15m

$148

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Mon 12/9

4:00 pm-4:34 pm

Nonstop1h 34m

Chicago O'Hare Intl

Tue 12/10

7:05 pm-9:35 pm

Nonstop1h 30m

$152

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Wed 12/11

10:50 am-4:30 pm

1 stop6h 40m

Chicago O'Hare Intl

Thu 12/12

7:05 am-1:49 pm

1 stop5h 44m

$174

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Wed 12/11

1:50 pm-6:32 pm

1 stop5h 42m

Chicago Midway

Thu 12/12

6:00 am-11:44 am

1 stop4h 44m

$179

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Sun 1/12

6:05 am-10:20 pm

3 stops17h 15m

Chicago O'Hare Intl

Fri 1/17

4:00 pm-11:25 pm

1 stop6h 25m

$220

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Mon 12/9

9:53 pm-9:37 am

1 stop12h 44m

Chicago O'Hare Intl

Fri 12/13

11:45 am-8:58 pm

1 stop8h 13m

$231

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Fri 12/6

9:11 am-11:11 pm

1 stop15h 00m

Chicago O'Hare Intl

Mon 12/16

5:00 am-8:58 pm

1 stop14h 58m

$241

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Fri 12/13

6:47 pm-6:32 pm

3 stops24h 45m

Chicago Midway

Sun 12/15

5:35 pm-8:58 pm

3 stops26h 23m

$857

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Fri 1/17

6:20 pm-10:36 am

3 stops17h 16m

Chicago Midway

Mon 1/20

1:26 pm-11:34 am

3 stops21h 08m

$1,320

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

Showing 1-10 of 21 results
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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 November.
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 November 15, 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 November 20, 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 14% on airfare.

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 November 20, 2024.

The most flights from SDF to CHI are scheduled on a Tuesday (36 on average). You will have fewer flight options on Friday, which is when the least amount of flights are scheduled (19 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 November 20, 2024.
Get a feel of what it's like to fly with American Airlines, Spirit 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
5,014 reviews

Overall

8.1

Entertainment

7.7

Comfort

8.1

Food

7.2

Boarding

8.2

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,014 reviews
Southwest
8.1
Very good
5,014 reviews

Overall

8.1

Entertainment

7.7

Comfort

8.1

Food

7.2

Boarding

8.2

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,756 reviews
Southwest
8.1
Very good
5,014 reviews

Overall

8.1

Entertainment

7.7

Comfort

8.1

Food

7.2

Boarding

8.2

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

United Airlines
7.4
Good
9,171 reviews
Southwest
8.1
Very good
5,014 reviews

Overall

8.1

Entertainment

7.7

Comfort

8.1

Food

7.2

Boarding

8.2

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

WestJet
7.3
Good
2,811 reviews
Southwest
8.1
Very good
5,014 reviews

Overall

8.1

Entertainment

7.7

Comfort

8.1

Food

7.2

Boarding

8.2

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
5,014 reviews

Overall

8.1

Entertainment

7.7

Comfort

8.1

Food

7.2

Boarding

8.2

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

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 26 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 Southwest. Our recent data shows that you can find tickets from as low as $148 on this airline. Additional options worth looking into are American Airlines and Delta, starting at $152 and $176 round-trip. Southwest is currently priced 40% 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%), Qatar Airways (89%) and ANA (89%).

  • What are the cheapest flights from Louisville to Chicago?

    Looking at all options, your cheapest flight can be booked for $111. While the most popular route (Louisville Intl - Chicago O'Hare Intl) can be booked for $152 on average our data indicates $954 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 2,629,791 searches. Data last updated November 20, 2024.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$109Average$254FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$111Average$238FlexibilityNo cancel feeOn-time71%
DeltaCheapest$135Average$277FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$156Average$282FlexibilityNo cancel feeOn-time63%
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