Cheap flights from Chicago to Louisville from $49

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 9/27. 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 (CHI-SDF)

Cheap round-trip flights

United Airlines Logo
7:26 am - 10:02 amORD-SDF
1h 36mnonstop
United Airlines Logo
7:36 pm - 8:25 pmSDF-ORD
1h 49mnonstop
$97United Airlines
Find Deal
Tue, Sep 23 - Tue, Sep 23
Southwest Logo
10:05 am - 12:25 pmMDW-SDF
1h 20mnonstop
Southwest Logo
7:10 pm - 7:30 pmSDF-MDW
1h 20mnonstop
$97Southwest
Find Deal
Tue, Sep 23 - Tue, Sep 23
Southwest Logo
10:05 am - 12:25 pmMDW-SDF
1h 20mnonstop
Southwest Logo
3:50 pm - 8:25 pmSDF-MDW
5h 35m1 stop
$107Southwest
Find Deal
Tue, Sep 23 - Tue, Sep 23
American Airlines Logo
6:09 pm - 8:45 pmORD-SDF
1h 36mnonstop
American Airlines Logo
1:02 pm - 1:44 pmSDF-ORD
1h 42mnonstop
$155American Airlines
Find Deal
Tue, Dec 9 - Tue, Dec 16
United Airlines Logo
7:25 am - 10:01 amORD-SDF
1h 36mnonstop
United Airlines Logo
7:20 pm - 8:09 pmSDF-ORD
1h 49mnonstop
$157United Airlines
Find Deal
Thu, Sep 25 - Mon, Sep 29
American Airlines Logo
6:59 am - 9:23 amORD-SDF
1h 24mnonstop
American Airlines Logo
5:53 pm - 6:29 pmSDF-ORD
1h 36mnonstop
$166American Airlines
Find Deal
Fri, Oct 10 - Sat, Oct 11
Delta Logo
9:10 am - 1:42 pmORD-SDF
3h 32m1 stop
Delta Logo
6:00 pm - 10:14 pmSDF-ORD
5h 14m1 stop
$177Delta
Find Deal
Tue, Sep 23 - Tue, Sep 23
Delta Logo
6:00 am - 11:43 amMDW-SDF
4h 43m1 stop
Delta Logo
6:00 pm - 9:36 pmSDF-MDW
4h 36m1 stop
$177Delta
Find Deal
Tue, Sep 23 - Tue, Sep 23
Spirit Airlines Logo
5:05 am - 10:04 pmORD-SDF
15h 59m1 stop
Spirit Airlines Logo
10:14 am - 9:58 pmSDF-ORD
12h 44m1 stop
$197Spirit Airlines
Find Deal
Mon, Sep 15 - Wed, Sep 17
Spirit Airlines Logo
5:05 am - 10:04 pmORD-SDF
15h 59m1 stop
Spirit Airlines Logo
8:23 am - 10:48 pmSDF-ORD
15h 25m1 stop
$208Spirit Airlines
Find Deal
Thu, Sep 25 - Mon, Sep 29

United Airlines flights from Chicago to Louisville

Our best United Airlines deals on Chicago to Louisville flight tickets
United Airlines
Sep 23
ORD7:26 amChicago O'Hare Intl
1h 36m
SDF10:02 amLouisville Intl
Sep 23
SDF7:36 pmLouisville Intl
1h 49m
ORD8:25 pmChicago O'Hare Intl
United Airlines
Sep 25
ORD7:25 amChicago O'Hare Intl
1h 36m
SDF10:01 amLouisville Intl
Sep 29
SDF7:20 pmLouisville Intl
1h 49m
ORD8:09 pmChicago O'Hare Intl
United Airlines
Sep 3
ORD4:25 pmChicago O'Hare Intl
1h 33m
SDF6:58 pmLouisville Intl
Sep 5
SDF5:52 pmLouisville Intl
1h 47m
ORD6:39 pmChicago O'Hare Intl

Spirit Airlines flights from Chicago to Louisville

Our best Spirit Airlines deals on Chicago to Louisville flight tickets
Spirit Airlines
Sep 15
ORD5:05 amChicago O'Hare Intl
15h 59m
1 stop
SDF10:04 pmLouisville Intl
Sep 17
SDF10:14 amLouisville Intl
12h 44m
1 stop
ORD9:58 pmChicago O'Hare Intl
Spirit Airlines
Sep 25
ORD5:05 amChicago O'Hare Intl
15h 59m
1 stop
SDF10:04 pmLouisville Intl
Sep 29
SDF8:23 amLouisville Intl
15h 25m
1 stop
ORD10:48 pmChicago O'Hare Intl
Spirit Airlines
Sep 25
ORD11:57 amChicago O'Hare Intl
9h 07m
1 stop
SDF10:04 pmLouisville Intl
Sep 29
SDF8:23 amLouisville Intl
10h 16m
1 stop
ORD5:39 pmChicago O'Hare Intl

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 August 28, 2025.
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

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Tue 9/23

7:26 am-10:02 am

Nonstop1h 36m

Louisville Intl

Tue 9/23

7:36 pm-8:25 pm

Nonstop1h 49m

$97

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Tue 9/23

10:05 am-12:25 pm

Nonstop1h 20m

Louisville Intl

Tue 9/23

7:10 pm-7:30 pm

Nonstop1h 20m

$97

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Tue 9/23

10:05 am-12:25 pm

Nonstop1h 20m

Louisville Intl

Tue 9/23

3:50 pm-8:25 pm

1 stop5h 35m

$107

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Tue 12/9

6:09 pm-8:45 pm

Nonstop1h 36m

Louisville Intl

Tue 12/16

1:02 pm-1:44 pm

Nonstop1h 42m

$155

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Thu 9/25

7:25 am-10:01 am

Nonstop1h 36m

Louisville Intl

Mon 9/29

7:20 pm-8:09 pm

Nonstop1h 49m

$157

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Fri 10/10

6:59 am-9:23 am

Nonstop1h 24m

Louisville Intl

Sat 10/11

5:53 pm-6:29 pm

Nonstop1h 36m

$166

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Tue 9/23

9:10 am-1:42 pm

1 stop3h 32m

Louisville Intl

Tue 9/23

6:00 pm-10:14 pm

1 stop5h 14m

$177

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Tue 9/23

6:00 am-11:43 am

1 stop4h 43m

Louisville Intl

Tue 9/23

6:00 pm-9:36 pm

1 stop4h 36m

$177

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Mon 9/15

5:05 am-10:04 pm

1 stop15h 59m

Louisville Intl

Wed 9/17

10:14 am-9:58 pm

1 stop12h 44m

$197

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Thu 9/25

5:05 am-10:04 pm

1 stop15h 59m

Louisville Intl

Mon 9/29

8:23 am-10:48 pm

1 stop15h 25m

$208

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 May is also very affordable. Most momondo users find prices during this month for around $227.

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 Saturday. momondo users have found tickets for Saturday departures for as low as $257. However, this price may fluctuate depending on the airline, the season, and holidays. Flights from Chicago to Louisville on a Monday will generally be more expensive and average around $552. 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 afternoon. Our users have found flights to Louisville in the afternoon for as low as $293. In the morning is when there is more demand to fly to Louisville, so prices are often more expensive at around $319 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 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 $317 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 $186 on momondo.

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

There are 4 cabin classes available to choose from on Chicago to Louisville Intl 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 August 2025, prices for Chicago to Louisville flights are approximately 30% cheaper 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

$52

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 $52. The best round-trip flight deal from Chicago to Louisville found on momondo in the last 72 hours is $139.
The fastest flight from Chicago to Louisville takes 1h 10m
Direct flights go from Chicago to Louisville every day.
There is 1 airport near Louisville: Louisville Intl (SDF)
  • 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
4,242 reviews
Search Southwest flights
American AirlinesPriceFrom $132Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $137Free CancellationRating
7.4
8,944 reviews
Search United Airlines flights
  • Southwest Flights From Chicago to Louisville

    Southwest flies from Chicago to Louisville around 15 times per week, with 4,242 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 $532 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 $137 round-trip, depending on your selected dates, with average United Airlines deals seen on momondo around $329. United Airlines operates 36 flights to Louisville from Chicago in an average week. Users have rated it 7.4/10 across 8,944 reviews.

Traveling to a place near Louisville?

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

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1 adult
Tue 9/2
Tue 9/9

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