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Cheap flights from Louisville to Chicago from $39

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 8/4. 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 Louisville to Chicago

Cheap round-trip flights

KAYAK's recommended round-trip deals from the most popular airlines that fly from Louisville to Chicago.
United Airlines Logo
8:55 am - 9:32 amSDF-ORD
1h 37mnonstop
United Airlines Logo
5:55 pm - 8:26 pmORD-SDF
1h 31mnonstop
$77United Airlines
Find Deal
Thu, May 22 - Mon, May 26
Southwest Logo
6:40 am - 6:55 amSDF-MDW
1h 15mnonstop
Southwest Logo
9:10 am - 11:20 amMDW-SDF
1h 10mnonstop
$77Southwest
Find Deal
Thu, May 15 - Mon, May 19
Southwest Logo
6:40 am - 6:55 amSDF-MDW
1h 15mnonstop
Southwest Logo
5:00 am - 11:35 amMDW-SDF
5h 35m1 stop
$87Southwest
Find Deal
Thu, May 15 - Mon, May 19
American Airlines Logo
5:45 am - 6:20 amSDF-ORD
1h 35mnonstop
American Airlines Logo
8:25 pm - 11:01 pmORD-SDF
1h 36mnonstop
$91American Airlines
Find Deal
Thu, May 15 - Mon, May 19
United Airlines Logo
6:07 pm - 6:55 pmSDF-ORD
1h 48mnonstop
United Airlines Logo
8:00 pm - 10:30 pmORD-SDF
1h 30mnonstop
$97United Airlines
Find Deal
Mon, May 12 - Thu, May 15
American Airlines Logo
5:45 am - 6:20 amSDF-ORD
1h 35mnonstop
American Airlines Logo
6:30 pm - 9:03 pmORD-SDF
1h 33mnonstop
$121American Airlines
Find Deal
Wed, May 14 - Sat, May 17
Delta Logo
2:15 pm - 6:40 pmSDF-ORD
5h 25m1 stop
Delta Logo
9:30 am - 4:51 pmORD-SDF
6h 21m1 stop
$177Delta
Find Deal
Mon, Jul 28 - Wed, Jul 30
Delta Logo
7:06 am - 11:59 amSDF-MDW
5h 53m1 stop
Delta Logo
1:09 pm - 8:02 pmMDW-SDF
5h 53m1 stop
$177Delta
Find Deal
Wed, Jun 25 - Mon, Jun 30
Spirit Airlines Logo
12:07 pm - 11:50 amSDF-ORD
24h 43m2 stops
Spirit Airlines Logo
10:00 am - 11:02 amORD-SDF
24h 02m1 stop
$192Spirit Airlines
Find Deal
Mon, May 12 - Thu, May 15
Spirit Airlines Logo
2:07 pm - 8:08 pmSDF-ORD
7h 01m1 stop
Spirit Airlines Logo
6:30 am - 1:12 pmORD-SDF
5h 42m1 stop
$223Spirit Airlines
Find Deal
Wed, May 14 - Sat, May 17

American Airlines flights from Louisville to Chicago

Our best American Airlines deals on Louisville to Chicago flight tickets
American Airlines
May 15
SDF5:45 amLouisville Intl
1h 35m
ORD6:20 amChicago O'Hare Intl
May 19
ORD8:25 pmChicago O'Hare Intl
1h 36m
SDF11:01 pmLouisville Intl
American Airlines
May 14
SDF5:45 amLouisville Intl
1h 35m
ORD6:20 amChicago O'Hare Intl
May 17
ORD6:30 pmChicago O'Hare Intl
1h 33m
SDF9:03 pmLouisville Intl
American Airlines
Jul 1
SDF6:41 pmLouisville Intl
1h 34m
ORD7:15 pmChicago O'Hare Intl
Jul 3
ORD11:46 amChicago O'Hare Intl
1h 18m
SDF2:04 pmLouisville Intl

Delta flights from Louisville to Chicago

Our best Delta deals on Louisville to Chicago flight tickets
Delta
Jul 28
SDF2:15 pmLouisville Intl
5h 25m
1 stop
ORD6:40 pmChicago O'Hare Intl
Jul 30
ORD9:30 amChicago O'Hare Intl
6h 21m
1 stop
SDF4:51 pmLouisville Intl
Delta
May 14
SDF12:44 pmLouisville Intl
7h 04m
1 stop
ORD6:48 pmChicago O'Hare Intl
May 17
ORD1:45 pmChicago O'Hare Intl
9h 20m
2 stops
SDF12:05 amLouisville Intl
Delta
May 23
SDF2:38 pmLouisville Intl
5h 07m
1 stop
MDW6:45 pmChicago Midway
May 26
MDW9:16 amChicago Midway
3h 39m
1 stop
SDF1:55 pmLouisville Intl

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

What is the cheapest month to fly to Chicago?

The month of August is, on average, the cheapest month to fly to Chicago from Louisville, with most prices found around $197. If you’re not able to fly to Chicago in August, then May is your next best option. Flight prices from Louisville to Chicago during May average around $231.

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 $505. 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 $725.

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 $514. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $952.

What is the cheapest Louisville Intl to Chicago flight route?

Fly from Louisville Intl to Chicago Midway 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 8 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $270 when searching 8 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 $176 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.

How have Louisville to Chicago flight prices changed over time?

As of April 2025, prices for Louisville to Chicago flights are approximately 52% 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

$39

Fastest flight time

1h 15m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Louisville in the past 72 hours is $39. The best round-trip flight deal from Louisville to Chicago found on momondo in the last 72 hours is $77.
The fastest flight from Louisville to Chicago takes 1h 15m
Direct flights go from Louisville to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • 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
United AirlinesPriceFrom $106Free CancellationRating
7.4
8,685 reviews
Search United Airlines flights
American AirlinesPriceFrom $114Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $135Free CancellationRating
8.0
7,920 reviews
Search Delta flights
SouthwestPriceFrom $172Free CancellationRating
8.0
4,287 reviews
Search Southwest flights
  • Southwest Flights From Louisville to Chicago

    Across 16 Southwest flights from Louisville to Chicago this week, the average price was $275, with the best Southwest deals starting from $172 round-trip. 4,287 users have rated Southwest on momondo, with an average score of 8.0/10.

  • United Airlines Flights From Louisville to Chicago

    $106 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 $279, however, with flight time and availability significantly affecting the price. United Airlines (7.4/10 from 8,685 user reviews) flies into Chicago from Louisville 25 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
Portage
Lansing
Saint Joseph
Schererville
Valparaiso
Munster
Crown Point
Monticello
Chesterton
Griffith
Porter
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.


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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