What is the cheapest airline that flies from Louisville Intl to Chicago?

United Airlines, Southwest, and American Airlines are the most popular carriers operating from Louisville Intl to Chicago

How many flights depart from Louisville to Chicago on average per day?

As of October 2025, there are 15 flights per day flying from Louisville to Chicago. The most common time of day flights depart is 2:00PM, with 53% of flights taking off in the afternoon.

How many flights depart from Louisville to Chicago on average per week?

108 flights are operational weekly from Louisville to Chicago as of October 2025. The most popular departure day for this route is Thu, with 39% of flights per week taking off on this day.

What airlines fly to Chicago?

American Airlines, United Airlines and Southwest are the top three most popular airlines that fly to Chicago from Louisville according to our data. American Airlines is the first choice among our users, with 46% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 4 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

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?

The number of operators available for flights from Louisville Intl Airport to Chicago is 3 as of October 2025.

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.

$49 Cheap Flights from Louisville to Chicago in 2025/26

Q: What is the typical price of a round-trip flight between Louisville and Chicago?

Prices are currently low for flights on this route. Typical prices usually range from $151 to $356. The lowest price recently found on this route was $97.

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12:20 pm - 12:58 pmSDF-ORD

1h 38mnonstop

7:55 pm - 10:29 pmORD-SDF

1h 34mnonstop

$97United Airlines

Find Deal

Wed, Dec 3 - Tue, Dec 9

7:05 pm - 7:20 pmSDF-MDW

1h 15mnonstop

10:05 am - 12:30 pmMDW-SDF

1h 25mnonstop

$97Southwest

Find Deal

Thu, Dec 4 - Mon, Dec 8

5:30 am - 10:10 amSDF-MDW

5h 40m1 stop

10:05 am - 12:30 pmMDW-SDF

1h 25mnonstop

$107Southwest

Find Deal

Thu, Dec 4 - Mon, Dec 8

1:50 pm - 2:05 pmSDF-MDW

1h 15mnonstop

2:30 pm - 10:50 pmMDW-SDF

7h 20m2 stops

$112Southwest

Find Deal

Thu, Dec 4 - Mon, Dec 8

5:35 am - 6:19 amSDF-ORD

1h 44mnonstop

7:40 pm - 10:13 pmORD-SDF

1h 33mnonstop

$121United Airlines

Find Deal

Fri, Feb 20 - Sat, Feb 21

6:16 pm - 12:01 amSDF-ORD

6h 45m1 stop

9:49 am - 5:16 pmORD-SDF

6h 27m1 stop

$157Delta

Find Deal

Mon, Dec 15 - Wed, Dec 17

7:15 am - 11:55 amSDF-MDW

5h 40m1 stop

5:29 pm - 10:58 pmMDW-SDF

4h 29m1 stop

$157Delta

Find Deal

Wed, Dec 3 - Mon, Dec 8

6:30 am - 7:14 amSDF-ORD

1h 44mnonstop

3:44 pm - 9:49 pmORD-SDF

5h 05m1 stop

$175American Airlines

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Thu, Dec 4 - Mon, Dec 8

6:16 pm - 7:10 pmSDF-ORD

1h 54mnonstop

8:25 am - 3:03 pmORD-SDF

5h 38m1 stop

$186American Airlines

Find Deal

Fri, Feb 20 - Sat, Feb 21

11:55 am - 11:08 amSDF-ORD

24h 13m1 stop

3:26 pm - 11:00 amORD-SDF

18h 34m1 stop

$230Spirit Airlines

Find Deal

Mon, Dec 8 - Wed, Dec 10

Delta flights from Louisville to Chicago

Our best Delta deals on Louisville to Chicago flight tickets

Delta

Dec 15

SDF2:29 pmLouisville Intl

4h 58m

1 stop

ORD6:27 pmChicago O'Hare Intl

Dec 16

ORD11:15 amChicago O'Hare Intl

6h 57m

1 stop

SDF7:12 pmLouisville Intl

$157

Find similar

Delta

Dec 3

SDF6:00 amLouisville Intl

5h 14m

1 stop

ORD10:14 amChicago O'Hare Intl

Dec 9

ORD2:30 pmChicago O'Hare Intl

8h 29m

2 stops

SDF11:59 pmLouisville Intl

$162

Find similar

Delta

Nov 24

SDF10:39 amLouisville Intl

6h 45m

1 stop

ORD4:24 pmChicago O'Hare Intl

Dec 16

ORD11:15 amChicago O'Hare Intl

5h 01m

1 stop

SDF5:16 pmLouisville Intl

$167

Find similar

United Airlines flights from Louisville to Chicago

Our best United Airlines deals on Louisville to Chicago flight tickets

United Airlines

Dec 3

SDF12:20 pmLouisville Intl

1h 38m

ORD12:58 pmChicago O'Hare Intl

Dec 9

ORD7:55 pmChicago O'Hare Intl

1h 34m

SDF10:29 pmLouisville Intl

$97

Find similar

United Airlines

Feb 20

SDF5:35 amLouisville Intl

1h 44m

ORD6:19 amChicago O'Hare Intl

Feb 21

ORD7:40 pmChicago O'Hare Intl

1h 33m

SDF10:13 pmLouisville Intl

$121

Find similar

United Airlines

Dec 6

SDF9:00 amLouisville Intl

1h 40m

ORD9:40 amChicago O'Hare Intl

Dec 8

ORD7:55 pmChicago O'Hare Intl

1h 34m

SDF10:29 pmLouisville Intl

$134

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Fly from

Fly to

Route

Depart

Return

Price

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Wed 12/3

12:20 pm-12:58 pm

Nonstop1h 38m

Chicago O'Hare Intl

Tue 12/9

7:55 pm-10:29 pm

Nonstop1h 34m

$97

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Thu 12/4

7:05 pm-7:20 pm

Nonstop1h 15m

Chicago Midway

Mon 12/8

10:05 am-12:30 pm

Nonstop1h 25m

$97

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Thu 12/4

5:30 am-10:10 am

1 stop5h 40m

Chicago Midway

Mon 12/8

10:05 am-12:30 pm

Nonstop1h 25m

$107

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Thu 12/4

1:50 pm-2:05 pm

Nonstop1h 15m

Chicago Midway

Mon 12/8

2:30 pm-10:50 pm

2 stops7h 20m

$112

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Fri 2/20

5:35 am-6:19 am

Nonstop1h 44m

Chicago O'Hare Intl

Sat 2/21

7:40 pm-10:13 pm

Nonstop1h 33m

$121

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Mon 12/15

6:16 pm-12:01 am

1 stop6h 45m

Chicago O'Hare Intl

Wed 12/17

9:49 am-5:16 pm

1 stop6h 27m

$157

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Wed 12/3

7:15 am-11:55 am

1 stop5h 40m

Chicago Midway

Mon 12/8

5:29 pm-10:58 pm

1 stop4h 29m

$157

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Thu 12/4

6:30 am-7:14 am

Nonstop1h 44m

Chicago O'Hare Intl

Mon 12/8

3:44 pm-9:49 pm

1 stop5h 05m

$175

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Fri 2/20

6:16 pm-7:10 pm

Nonstop1h 54m

Chicago O'Hare Intl

Sat 2/21

8:25 am-3:03 pm

1 stop5h 38m

$186

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Mon 12/8

11:55 am-11:08 am

1 stop24h 13m

Chicago O'Hare Intl

Wed 12/10

3:26 pm-11:00 am

1 stop18h 34m

$230

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

Other information

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 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 $494. 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 $728.

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 $521. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $891.

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 $282 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 $190 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?

No. A direct flight is the cheapest option for a flight between Louisville to Chicago.

How have Louisville to Chicago flight prices changed over time?

As of October 2025, prices for Louisville to Chicago flights are approximately 6% more expensive 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	$169
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 $169. 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 2 airports near Chicago: 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?
The number of operators available for flights from Louisville Intl Airport to Chicago is 3 as of October 2025.
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?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Louisville to Chicago is Embraer 175 (17.99% of total bookings). The next most popular plane models are Embraer 175 (Enhanced Winglets) (17.85%), Canadair (Bombardier) Regional Jet CRJ-550 (13.66%), and Embraer 170 (11.73%).
What is the most popular airline from Louisville to Chicago?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Louisville to Chicago is Southwest (47% of total bookings). The next most popular airlines are American Airlines (28%) and United Airlines (25%).

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 Airlines	PriceFrom $97	Free Cancellation	Rating 7.2 11,035 reviews	Search American Airlines flights
Southwest	PriceFrom $97	Free Cancellation	Rating 8.0 4,243 reviews	Search Southwest flights
United Airlines	PriceFrom $122	Free Cancellation	Rating 7.4 8,998 reviews	Search United Airlines flights

Southwest Flights From Louisville to Chicago
Across 2 Southwest flights from Louisville to Chicago this week, the average price was $253, with the best Southwest deals starting from $97 round-trip. 4,243 users have rated Southwest on momondo, with an average score of 8.0/10.
United Airlines Flights From Louisville to Chicago
$122 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 $289, however, with flight time and availability significantly affecting the price. United Airlines (7.4/10 from 8,998 user reviews) flies into Chicago from Louisville 17 times in an average week so prices can vary.

Merrillville

New Buffalo

Hammond

Benton Harbor

Saint Joseph

Portage

Lansing

Schererville

Valparaiso

Crown Point

Munster

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.

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Cheap flights from Louisville to Chicago 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 Louisville to Chicago departing on 12/3. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Delta flights from Louisville to Chicago

Our best Delta deals on Louisville to Chicago flight tickets

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Our best United Airlines deals on Louisville to Chicago flight tickets

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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 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?

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 $521. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $891.

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?

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?

No. A direct flight is the cheapest option for a flight between Louisville to Chicago.

How have Louisville to Chicago flight prices changed over time?

As of October 2025, prices for Louisville to Chicago flights are approximately 6% more expensive when compared to flights at the same time last year.

What is the cheapest airline that flies from Louisville Intl to Chicago?

United Airlines, Southwest, and American Airlines are the most popular carriers operating from Louisville Intl to Chicago

What airlines fly to Chicago?

How many flights depart from Louisville to Chicago on average per day?

As of October 2025, there are 15 flights per day flying from Louisville to Chicago. The most common time of day flights depart is 2:00PM, with 53% of flights taking off in the afternoon.

How many flights depart from Louisville to Chicago on average per week?

108 flights are operational weekly from Louisville to Chicago as of October 2025. The most popular departure day for this route is Thu, with 39% of flights per week taking off on this day.

When to book flights from Louisville to Chicago

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

Fastest flight time

Direct flights

Airports in Chicago

How far is Louisville Intl to Chicago by plane?

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

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?

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

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

Southwest Flights From Louisville to Chicago

United Airlines Flights From Louisville to Chicago

Traveling to a place near Chicago?

Why use momondo?

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

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

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

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

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

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