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Cheap flights from Chicago to Louisville from $89

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Louisville departing on 5/20. 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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Find the cheapest flights from Chicago to Louisville

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
11:20 am - 1:52 pm
ORD
-
SDF
1h 32mnonstop
United Airlines Logo
7:52 pm - 8:35 pm
SDF
-
ORD
1h 43mnonstop
$177United Airlines
Wed, May 20 - Wed, May 27
Southwest Logo
7:40 am - 9:50 am
MDW
-
SDF
1h 10mnonstop
Southwest Logo
3:30 pm - 3:45 pm
SDF
-
MDW
1h 15mnonstop
$177Southwest
Tue, Jun 2 - Wed, Jun 3
Southwest Logo
7:40 am - 9:50 am
MDW
-
SDF
1h 10mnonstop
Southwest Logo
7:45 pm - 8:00 pm
SDF
-
MDW
1h 15mnonstop
$178Southwest
Wed, Jun 3 - Wed, Jun 10
Southwest Logo
8:00 am - 2:45 pm
MDW
-
SDF
5h 45m
1 stop
Southwest Logo
7:15 pm - 7:30 pm
SDF
-
MDW
1h 15mnonstop
$187Southwest
Tue, Jun 2 - Wed, Jun 3
Southwest Logo
10:15 am - 9:05 pm
MDW
-
SDF
9h 50m
2 stops
Southwest Logo
3:30 pm - 3:45 pm
SDF
-
MDW
1h 15mnonstop
$192Southwest
Tue, Jun 2 - Wed, Jun 3
Delta Logo
11:26 am - 5:01 pm
ORD
-
SDF
4h 35m
1 stop
Delta Logo
7:50 am - 10:29 am
SDF
-
ORD
3h 39m
1 stop
$197Delta
Wed, May 20 - Wed, May 27
Delta Logo
5:30 am - 12:10 pm
ORD
-
SDF
5h 40m
1 stop
Delta Logo
1:00 pm - 8:14 pm
SDF
-
ORD
8h 14m
2 stops
$202Delta
Wed, May 20 - Wed, May 27
United Airlines Logo
7:00 am - 9:25 am
ORD
-
SDF
1h 25mnonstop
United Airlines Logo
10:06 am - 10:45 am
SDF
-
ORD
1h 39mnonstop
$210United Airlines
Sat, May 16 - Tue, May 19
American Airlines Logo
11:15 am - 7:02 pm
ORD
-
SDF
6h 47m
1 stop
American Airlines Logo
5:56 am - 6:36 am
SDF
-
ORD
1h 40mnonstop
$220American Airlines
Sat, May 16 - Tue, May 19
American Airlines Logo
9:51 pm - 12:23 am
ORD
-
SDF
1h 32mnonstop
American Airlines Logo
10:47 am - 11:30 am
SDF
-
ORD
1h 43mnonstop
$226American Airlines
Tue, May 19 - Sun, May 24

United Airlines flights from Chicago to Louisville

Our best United Airlines deals on Chicago to Louisville flight tickets
United Airlines
May 20
ORD11:20 amChicago O'Hare Intl
1h 32m
SDF1:52 pmLouisville Intl
May 27
SDF7:52 pmLouisville Intl
1h 43m
ORD8:35 pmChicago O'Hare Intl
$177
United Airlines
May 16
ORD7:00 amChicago O'Hare Intl
1h 25m
SDF9:25 amLouisville Intl
May 19
SDF10:06 amLouisville Intl
1h 39m
ORD10:45 amChicago O'Hare Intl
$210
United Airlines
May 14
ORD9:25 pmChicago O'Hare Intl
1h 31m
SDF11:56 pmLouisville Intl
May 18
SDF7:48 pmLouisville Intl
1h 52m
ORD8:40 pmChicago O'Hare Intl
$243

Delta flights from Chicago to Louisville

Our best Delta deals on Chicago to Louisville flight tickets
Delta
May 20
ORD11:26 amChicago O'Hare Intl
4h 35m
1 stop
SDF5:01 pmLouisville Intl
May 27
SDF7:50 amLouisville Intl
3h 39m
1 stop
ORD10:29 amChicago O'Hare Intl
$197
Delta
May 20
ORD5:30 amChicago O'Hare Intl
5h 40m
1 stop
SDF12:10 pmLouisville Intl
May 27
SDF1:00 pmLouisville Intl
8h 14m
2 stops
ORD8:14 pmChicago O'Hare Intl
$202
Delta
May 16
ORD12:00 pmChicago O'Hare Intl
6h 50m
1 stop
SDF7:50 pmLouisville Intl
May 19
SDF5:47 pmLouisville Intl
5h 40m
1 stop
ORD10:27 pmChicago O'Hare Intl
$230

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Louisville 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 April 25, 2026.
Use the filters below to find and compare flights from Chicago to Louisville that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Wed 5/20

11:20 am-1:52 pm

Nonstop1h 32m

Louisville Intl

Wed 5/27

7:52 pm-8:35 pm

Nonstop1h 43m

$177
Quickest round-trip

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Tue 6/2

7:40 am-9:50 am

Nonstop1h 10m

Louisville Intl

Wed 6/3

3:30 pm-3:45 pm

Nonstop1h 15m

$177

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Wed 6/3

7:40 am-9:50 am

Nonstop1h 10m

Louisville Intl

Wed 6/10

7:45 pm-8:00 pm

Nonstop1h 15m

$178

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Tue 6/2

8:00 am-2:45 pm

1 stop5h 45m

Louisville Intl

Wed 6/3

7:15 pm-7:30 pm

Nonstop1h 15m

$187

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Tue 6/2

10:15 am-9:05 pm

2 stops9h 50m

Louisville Intl

Wed 6/3

3:30 pm-3:45 pm

Nonstop1h 15m

$192

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Wed 5/20

11:26 am-5:01 pm

1 stop4h 35m

Louisville Intl

Wed 5/27

7:50 am-10:29 am

1 stop3h 39m

$197

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Wed 5/20

5:30 am-12:10 pm

1 stop5h 40m

Louisville Intl

Wed 5/27

1:00 pm-8:14 pm

2 stops8h 14m

$202

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Sat 5/16

7:00 am-9:25 am

Nonstop1h 25m

Louisville Intl

Tue 5/19

10:06 am-10:45 am

Nonstop1h 39m

$210

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Sat 5/16

11:15 am-7:02 pm

1 stop6h 47m

Louisville Intl

Tue 5/19

5:56 am-6:36 am

Nonstop1h 40m

$220

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Tue 5/19

9:51 pm-12:23 am

Nonstop1h 32m

Louisville Intl

Sun 5/24

10:47 am-11:30 am

Nonstop1h 43m

$226

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 Louisville from

How to get the cheapest flight ticket from Chicago to Louisville

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 typical price of a round-trip flight between Chicago and Louisville?

What is the cheapest month to fly to Louisville?

If you are unable to visit Louisville during the month of August, then departing from Chicago during the month September is also very affordable. Most momondo users find prices during this month for around $225.

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

On average, the least expensive day to fly to Louisville from Chicago is on a Wednesday. momondo users have found tickets for Wednesday departures for as low as $285. However, this price may fluctuate depending on the airline, the season, and holidays. Flights from Chicago to Louisville on a Sunday will generally be more expensive and average around $466. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

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

Our data shows that the cheapest Chicago to Louisville flights are usually those with departure times in the morning. Our users have found flights to Louisville in the morning for as low as $297. In the evening is when there is more demand to fly to Louisville, so prices are often more expensive at around $355 per ticket.

What is the cheapest Chicago to Louisville Intl flight route?

Fly from Chicago Midway to Louisville Intl for the best Chicago - Louisville Intl flight prices

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

You are more likely to see cheaper flights to Louisville from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Louisville for around $339 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Louisville from Chicago for as low as $214 on momondo.

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

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

How have Chicago to Louisville flight prices changed over time?

As of April 2026, prices for Chicago to Louisville flights are approximately 8% more expensive when compared to flights at the same time last year.

When to book flights from Chicago to Louisville

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

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

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

Best Price Found

$202

Fastest flight time

1h 10m

Direct flights

Every day

Airports in Louisville

1 airport
The best one-way flight to Louisville from Chicago in the past 72 hours is $202. The best round-trip flight deal from Chicago to Louisville found on momondo in the last 72 hours is $297.
The fastest flight from Chicago to Louisville takes 1h 10m
Direct flights go from Chicago to Louisville every day.
There is 1 airport in Louisville. From Chicago there are direct flights to Louisville Intl (SDF).
Search flight deals

Frequently asked questions about flying from Chicago to Louisville

  • How far is Chicago to Louisville Intl by plane?

    Chicago and Louisville Intl are 269.2 mi apart from one another. By plane, this route typically takes 1h 10m.

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

    Prices for flights from Chicago to Louisville Intl Airport refresh daily.

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

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago to Louisville Intl Airport.

  • What documentation or ID do you need to fly to Louisville Intl Airport?

    The travel and health documents you'll need for your trip to Louisville Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Louisville Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

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

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

Best airlines flying from Chicago to Louisville

Compare and see reviews for airlines that fly from Chicago to Louisville with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $124Free CancellationRating
8.0
4,333 reviews
Search Southwest flights
United AirlinesPriceFrom $133Free CancellationRating
7.4
9,650 reviews
Search United Airlines flights
American AirlinesPriceFrom $136Free CancellationRating
7.1
11,672 reviews
Search American Airlines flights

  • Southwest Flights From Chicago to Louisville

    Southwest flies from Chicago to Louisville around 11 times per week, with 4,333 momondo users rating the airline 8.0/10. The cheapest Southwest deal from Chicago to Louisville in the last 72 hours was $124 (round-trip), much lower than the average airfare cost of $249 for Southwest flights on this route.

  • United Airlines Flights From Chicago to Louisville

    United Airlines is also a popular choice for this route. United Airlines flight deals for Chicago to Louisville start from as low as $133 round-trip, depending on your selected dates, with average United Airlines deals seen on momondo around $340. United Airlines operates 30 flights to Louisville from Chicago in an average week. Users have rated it 7.4/10 across 9,650 reviews.

Traveling to a place near Louisville?

Book flights to Louisville if you plan to visit one of these locations
French Lick
Elizabethtown
West Baden Springs
Jeffersonville
Bardstown
New Albany
Shepherdsville
Brandenburg
Corydon
Charlestown
Elizabeth
Springfield
Georgetown

Why use momondo?

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

It is quick and easy to find Chicago to Louisville flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Louisville that suits you.

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

All flight searches from Chicago to Louisville on momondo can be filtered to show those which offer flexible booking policies.

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

Once you have performed a search for Chicago to Louisville 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 Chicago to Louisville right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Louisville from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Louisville trip

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