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Cheap flights from Louisville to Chicago from $67

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Louisville to Chicago departing on 2/24. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
2:05 pm - 2:48 pm
SDF
-
ORD
1h 43mnonstop
United Airlines Logo
7:52 pm - 10:30 pm
ORD
-
SDF
1h 38mnonstop
$152United Airlines
Sat, Jan 10 - Tue, Jan 13
Southwest Logo
6:30 am - 6:55 am
SDF
-
MDW
1h 25mnonstop
Southwest Logo
10:00 am - 12:15 pm
MDW
-
SDF
1h 15mnonstop
$152Southwest
Sat, Jan 10 - Tue, Jan 13
Southwest Logo
8:55 am - 1:30 pm
SDF
-
MDW
5h 35m1 stop
Southwest Logo
10:00 am - 12:15 pm
MDW
-
SDF
1h 15mnonstop
$162Southwest
Sat, Jan 10 - Tue, Jan 13
Southwest Logo
6:30 am - 6:55 am
SDF
-
MDW
1h 25mnonstop
Southwest Logo
6:50 am - 5:00 pm
MDW
-
SDF
9h 10m2 stops
$167Southwest
Sat, Jan 10 - Tue, Jan 13
United Airlines Logo
8:29 am - 9:13 am
SDF
-
ORD
1h 44mnonstop
United Airlines Logo
10:45 am - 1:24 pm
ORD
-
SDF
1h 39mnonstop
$171United Airlines
Thu, Jan 8 - Mon, Jan 12
Southwest Logo
4:05 pm - 4:25 pm
SDF
-
MDW
1h 20mnonstop
Southwest Logo
10:00 am - 12:15 pm
MDW
-
SDF
1h 15mnonstop
$171Southwest
Sat, Jan 10 - Mon, Jan 12
United Airlines Logo
5:35 am - 6:19 am
SDF
-
ORD
1h 44mnonstop
United Airlines Logo
5:50 pm - 8:28 pm
ORD
-
SDF
1h 38mnonstop
$173United Airlines
Thu, Jan 15 - Sun, Jan 18
Delta Logo
7:50 am - 1:08 pm
SDF
-
ORD
6h 18m1 stop
Delta Logo
1:55 pm - 9:15 pm
ORD
-
SDF
6h 20m1 stop
$174Delta
Sat, Jan 10 - Tue, Jan 13
Delta Logo
6:23 am - 1:08 pm
SDF
-
ORD
7h 45m2 stops
Delta Logo
5:59 pm - 11:55 pm
ORD
-
SDF
4h 56m1 stop
$179Delta
Sat, Jan 10 - Tue, Jan 13
American Airlines Logo
11:16 am - 4:46 pm
SDF
-
ORD
6h 30m1 stop
American Airlines Logo
10:01 am - 12:32 pm
ORD
-
SDF
1h 31mnonstop
$192American Airlines
Sat, Jan 10 - Tue, Jan 13

United Airlines flights from Louisville to Chicago

Our best United Airlines deals on Louisville to Chicago flight tickets
United Airlines
Jan 10
SDF2:05 pmLouisville Intl
1h 43m
ORD2:48 pmChicago O'Hare Intl
Jan 13
ORD7:52 pmChicago O'Hare Intl
1h 38m
SDF10:30 pmLouisville Intl
$152
Find similar
United Airlines
Jan 8
SDF8:29 amLouisville Intl
1h 44m
ORD9:13 amChicago O'Hare Intl
Jan 12
ORD10:45 amChicago O'Hare Intl
1h 39m
SDF1:24 pmLouisville Intl
$171
Find similar
United Airlines
Jan 15
SDF5:35 amLouisville Intl
1h 44m
ORD6:19 amChicago O'Hare Intl
Jan 18
ORD5:50 pmChicago O'Hare Intl
1h 38m
SDF8:28 pmLouisville Intl
$173
Find similar

Delta flights from Louisville to Chicago

Our best Delta deals on Louisville to Chicago flight tickets
Delta
Jan 10
SDF7:50 amLouisville Intl
6h 18m
1 stop
ORD1:08 pmChicago O'Hare Intl
Jan 13
ORD1:55 pmChicago O'Hare Intl
6h 20m
1 stop
SDF9:15 pmLouisville Intl
$174
Find similar
Delta
Jan 10
SDF6:23 amLouisville Intl
7h 45m
2 stops
ORD1:08 pmChicago O'Hare Intl
Jan 13
ORD5:59 pmChicago O'Hare Intl
4h 56m
1 stop
SDF11:55 pmLouisville Intl
$179
Find similar
Delta
Jan 10
SDF7:50 amLouisville Intl
11h 04m
2 stops
ORD5:54 pmChicago O'Hare Intl
Jan 13
ORD11:05 amChicago O'Hare Intl
8h 46m
2 stops
SDF8:51 pmLouisville Intl
$184
Find similar

momondo 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, momondo users made 832,500 searches. Data last updated December 21, 2025.
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 1/10

2:05 pm-2:48 pm

Nonstop1h 43m

Chicago O'Hare Intl

Tue 1/13

7:52 pm-10:30 pm

Nonstop1h 38m

$152

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Sat 1/10

6:30 am-6:55 am

Nonstop1h 25m

Chicago Midway

Tue 1/13

10:00 am-12:15 pm

Nonstop1h 15m

$152

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Sat 1/10

8:55 am-1:30 pm

1 stop5h 35m

Chicago Midway

Tue 1/13

10:00 am-12:15 pm

Nonstop1h 15m

$162

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Sat 1/10

6:30 am-6:55 am

Nonstop1h 25m

Chicago Midway

Tue 1/13

6:50 am-5:00 pm

2 stops9h 10m

$167

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Thu 1/8

8:29 am-9:13 am

Nonstop1h 44m

Chicago O'Hare Intl

Mon 1/12

10:45 am-1:24 pm

Nonstop1h 39m

$171

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Sat 1/10

4:05 pm-4:25 pm

Nonstop1h 20m

Chicago Midway

Mon 1/12

10:00 am-12:15 pm

Nonstop1h 15m

$171

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Thu 1/15

5:35 am-6:19 am

Nonstop1h 44m

Chicago O'Hare Intl

Sun 1/18

5:50 pm-8:28 pm

Nonstop1h 38m

$173

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Sat 1/10

7:50 am-1:08 pm

1 stop6h 18m

Chicago O'Hare Intl

Tue 1/13

1:55 pm-9:15 pm

1 stop6h 20m

$174

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Sat 1/10

6:23 am-1:08 pm

2 stops7h 45m

Chicago O'Hare Intl

Tue 1/13

5:59 pm-11:55 pm

1 stop4h 56m

$179

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Sat 1/10

11:16 am-4:46 pm

1 stop6h 30m

Chicago O'Hare Intl

Tue 1/13

10:01 am-12:32 pm

Nonstop1h 31m

$192

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Louisville to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago?

The month of November is, on average, the cheapest month to fly to Chicago from Louisville, with most prices found around $196. If you’re not able to fly to Chicago in November, then April is your next best option. Flight prices from Louisville to Chicago during April average around $207.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $496. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Louisville to Chicago for around $713.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Louisville to Chicago during this time can be as low as $513. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $876.

What is the cheapest Louisville Intl to Chicago flight route?

Fly from Louisville Intl to Chicago O'Hare Intl for the best Louisville Intl - Chicago flight prices

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

You are more likely to see cheaper flights to Chicago from Louisville when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $298 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Louisville for as low as $182 on momondo.

What cabin class options are available on Louisville Intl to Chicago flights?

There are 4 cabin classes available to choose from on Louisville Intl to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Louisville to Chicago flights?

You could potentially save up to 1% on your flight if you consider stops on a Louisville to Chicago flight.

How have Louisville to Chicago flight prices changed over time?

As of December 2025, prices for Louisville to Chicago flights are approximately 27% cheaper when compared to flights at the same time last year.

When to book flights from Louisville to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Louisville to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Louisville to Chicago (SDF to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Louisville to Chicago

Best Price Found

$187

Fastest flight time

1h 15m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from Louisville in the past 72 hours is $187. The best round-trip flight deal from Louisville to Chicago found on momondo in the last 72 hours is $326.
The fastest flight from Louisville to Chicago takes 1h 15m
Direct flights go from Louisville to Chicago every day.
There are 3 airports in Chicago. From Louisville there are direct flights to Chicago O'Hare Intl (ORD), Chicago Midway (MDW).
Search flight deals

  • How far is Louisville Intl to Chicago by plane?

    Chicago is 269.2 mi away from Louisville Intl. Typically, this will take 1h 15m by plane in normal conditions.

  • When did momondo last update prices for flights from Louisville Intl Airport to Chicago?

    Prices for flights from Louisville Intl Airport to Chicago are updated daily.

  • How many operators does momondo search for flights from Louisville Intl Airport to Chicago?

  • How old do you have to be to fly from Louisville Intl Airport to Chicago?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Louisville Intl Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Louisville to Chicago?

  • What is the most popular airline from Louisville to Chicago?

Best airlines flying from Louisville to Chicago

Compare and see reviews for airlines that fly from Louisville to Chicago with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $97Free CancellationRating
7.2
11,050 reviews
Search American Airlines flights
SouthwestPriceFrom $97Free CancellationRating
8.0
4,257 reviews
Search Southwest flights
United AirlinesPriceFrom $114Free CancellationRating
7.4
9,100 reviews
Search United Airlines flights

  • Southwest Flights From Louisville to Chicago

    Across 9 Southwest flights from Louisville to Chicago this week, the average price was $260, with the best Southwest deals starting from $97 round-trip. 4,257 users have rated Southwest on momondo, with an average score of 8.0/10.

  • United Airlines Flights From Louisville to Chicago

    $114 is the best United Airlines flight deal from Louisville to Chicago found on momondo over the last 72 hours. The average United Airlines ticket price found was closer to $274, however, with flight time and availability significantly affecting the price. United Airlines (7.4/10 from 9,100 user reviews) flies into Chicago from Louisville 27 times in an average week so prices can vary.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Valparaiso
Schererville
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Louisville to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Louisville to Chicago. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Louisville to Chicago with flexible booking policies on momondo?

momondo does allow users to show only those flights to Chicago from Louisville which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Louisville to Chicago?

Once you have performed a search for Louisville to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Louisville to Chicago right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Louisville to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

An easier way to manage your Chicago trip

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport