SDF - CHI

$107 Find Cheap Flights from Louisville to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Louisville to Chicago departing on 7/23. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Louisville to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Louisville to Chicago, as well as popular online travel agencies
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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$224
Typical prices: $553-$269
Multiple Airlines
Mon 6/1Tue 6/9
SDF - ORD • 2 stops
Cheapest non-stop
$241
Typical prices: $553-$270
American Airlines
Wed 6/3Sat 6/6
SDF - ORD • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
American's Main Cabin Extra includes early boarding.
Southwest allows two free checked bags per passenger.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Cheapest • from $241 (round-trip)
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with American Airlines, Southwest and United Airlines. Average duration is 1h 39m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top routes
Cheapest • 1% average savings
Most popular
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 63% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 38% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Louisville to Chicago (SDF-CHI)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Louisville to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Louisville to Chicago

Mon, Jun 1 - Tue, Jun 9
Multiple Airlines Logo
9:10 pm - 7:51 pm
SDF
-
ORD
23h 41m
2 stops
Multiple Airlines Logo
7:52 am - 11:30 am
ORD
-
SDF
26h 38m
1 stop
$224Multiple Airlines
Mon, Jun 1 - Tue, Jun 9
Multiple Airlines Logo
9:10 pm - 11:15 pm
SDF
-
ORD
27h 05m
1 stop
Multiple Airlines Logo
7:52 am - 11:30 am
ORD
-
SDF
26h 38m
1 stop
$225Multiple Airlines
Fri, May 15 - Tue, May 19
Multiple Airlines Logo
10:33 am - 11:15 pm
SDF
-
ORD
13h 42m
1 stop
Multiple Airlines Logo
5:05 am - 11:34 am
ORD
-
SDF
29h 29m
1 stop
$234Multiple Airlines
Wed, May 27 - Fri, May 29
Multiple Airlines Logo
12:24 pm - 12:37 pm
SDF
-
ORD
25h 13m
1 stop
Multiple Airlines Logo
8:05 am - 8:20 pm
ORD
-
SDF
11h 15m
1 stop
$237Multiple Airlines
Sat, May 30 - Tue, Jun 2
Southwest Logo
8:40 am - 9:00 am
SDF
-
MDW
1h 20mnonstop
Southwest Logo
12:50 pm - 3:05 pm
MDW
-
SDF
1h 15mnonstop
$241Southwest
Mon, Jun 1 - Tue, Jun 9
Multiple Airlines Logo
9:10 pm - 11:15 pm
SDF
-
ORD
27h 05m
1 stop
Multiple Airlines Logo
7:52 am - 11:30 am
ORD
-
SDF
26h 38m
1 stop
$241Multiple Airlines
Wed, Jul 15 - Sat, Jul 18
American Airlines Logo
10:43 am - 11:24 am
SDF
-
ORD
1h 41mnonstop
American Airlines Logo
7:37 am - 10:13 am
ORD
-
SDF
1h 36mnonstop
$250American Airlines
Sat, May 30 - Tue, Jun 2
Southwest Logo
4:50 pm - 5:10 pm
SDF
-
MDW
1h 20mnonstop
Southwest Logo
8:00 am - 2:45 pm
MDW
-
SDF
5h 45m
1 stop
$251Southwest
Sat, May 16 - Sat, May 16
American Airlines Logo
7:01 pm - 7:49 pm
SDF
-
ORD
1h 48mnonstop
American Airlines Logo
9:01 pm - 9:38 am
ORD
-
SDF
11h 37m
1 stop
$252American Airlines
Tue, May 19 - Wed, May 20
Delta Logo
7:50 am - 12:42 pm
SDF
-
MDW
5h 52m
1 stop
Delta Logo
9:22 am - 1:51 pm
MDW
-
SDF
3h 29m
1 stop
$277Delta
Booking Insights

KAYAK's insights & trends for Louisville to Chicago flights

Get data-powered insights and trends into flights from Louisville to Chicago to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Louisville to Chicago?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Louisville to Chicago departing in June.

What is the cheapest Louisville to Chicago flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Louisville to Chicago costs $286 on the route between Louisville (SDF) and Chicago Midway Airport (MDW). Over the past month, this route was, on average, 1% cheaper than other Louisville-Chicago routes. The most popular route is between Louisville (SDF) and Chicago O'Hare Intl Airport (ORD).

What’s the cheapest day of the week to fly from Louisville to Chicago?

The average price of all round-trip flights from Louisville to Chicago clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Louisville to Chicago, look for departures on Fridays and avoid leaving on a Monday, as it's usually the priciest day. When flying back from Chicago, Saturday is the cheapest day to fly and Sunday is the most expensive.

What is the cheapest month to fly from Louisville to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Louisville to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Louisville to Chicago is January, where tickets cost $67 (return) on average. On the other hand, the most expensive months are February and April, where the average cost of round-trip tickets is $177 and $157 respectively.

Can I save money by flying with a layover from Louisville to Chicago?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $353, prices are generally cheapest when you fly direct.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Louisville to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Louisville to Chicago, you should book around 4 weeks before departure, which saves you about 63% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 19 weeks before departure.

Expert advice

Expert advice for your flight from Louisville to Chicago

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Gabriel Leigh

Gabriel Leigh

Expert on ANA

Gabriel is a writer and video creator. As senior content producer for Flightradar24 and Monocle’s transport correspondent, he keeps a close eye on aviation in particular. He has also written travel articles for the likes of The New York Times. Born in New York but raised around the world, he now lives in Sweden. He’s been to 75 countries, flying 2.3 million miles on 113 airlines and through 234 airports in the process.

Jessica Macdonald

Jessica Macdonald

Expert on Lufthansa

Currently based in Scotland after living in South Africa and the United States, Jessica has been writing travel and aviation content for more than 10 years. She regularly contributes to Travel + Leisure and TripSavvy, and has had work published by Condé Nast Traveller and The Independent. She has traveled to more than 50 countries across six continents.

Duncan Madden

Duncan Madden

Expert on British Airways

Duncan is a freelance travel writer, copywriter and book author in constant search of travel stories and the perpetual sensation of being on holiday. He’s never happier than when on a dusty trail in search of empty waves or ducking under the piste tape in search of snowbound solitude. British born, living in Germany, but happiest heading for the horizon. His first book, Found in Translation, explores the etymologies and stories of country names around the world and is out now.

Blane Bachelor

Blane Bachelor

Expert on Southwest

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Stefanie Waldek

Stefanie Waldek

Expert on United Airlines

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Good to know

Low seasonJanuary
Cheapest flight$107
Best time to beat the crowds but there is an average 50% increase in price.
Most popular time to fly and prices are also 23% lower on average.
Flight from Louisville to Chicago Midway Airport

When to book flights from Louisville to Chicago

Are your dates flexible? Find out the best times to travel from Louisville to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Louisville to Chicago

  • What are some of the ground transportation selections to get from the Chicago O' Hare International Airport (ORD) to downtown Chicago?

    One of the most convenient methods of travel is to ride on the Blue Line train operated by the Chicago Transit Authority, which makes the trip from the airport to the downtown area in around 42 minutes. There is also a bus service provided by Peoria Charter Coach Company that can make the same trip in around 1h.

  • What are some ground transportation choices to get from Chicago Midway International Airport (MDW) to the center of Chicago?

    A quick and convenient choice for this ride is to travel on the Orange Line train provided by the Chicago Transit Authority, which makes the trip to the downtown area in around 21 minutes. The Chicago Transit Authority also operates their Line 162 bus that can make this trip in around 36 minutes.

  • If I am going to rent a car at Chicago O' Hare International Airport, where will I find the rental car companies?

    All of the 13 or so rental car companies that operate at this airport do so in the Multi-Modal Facility. Passengers can get to this facility after their flight by following the signage to take them to the Airport Transit System.

  • Are there any hotels that travelers can find close to the Chicago Midway International Airport?

    There is a large selection of hotels that sit right to the south of the entryway to the airport along S. Cicero Ave. One of the most convenient choices is the Hampton Inn Chicago-Midway Airport which offers a complimentary hotel shuttle to and from the airport.

  • What is the cheapest flight from Louisville to Chicago?

    In the last 3 days, the lowest price for a flight from Louisville to Chicago was $107 for a one-way ticket and $224 for a round-trip.

  • Do I need a passport to fly between Louisville and Chicago?

    No, a passport isn't needed to fly from Louisville to Chicago. However, local authorities might ask for an official ID.

  • Which airports will I be using when flying from Louisville to Chicago?

    When flying out of Louisville you will be using Louisville Intl. You will be landing at one of these airports: Chicago Midway or Chicago O'Hare Intl.

  • Which airlines offer Wi-Fi service onboard planes from Louisville to Chicago?

    American Airlines, Delta, and JetBlue offer inflight Wi-Fi service on the Louisville to Chicago flight route.

  • Which aircraft models fly most regularly from Louisville to Chicago?

    The Embraer 175 is the aircraft model that flies most regularly on the Louisville to Chicago flight route.

  • Which airline alliances offer flights from Louisville to Chicago?

    oneworld, and Star Alliance are the airline alliances operating flights between Louisville and Chicago, with oneworld being the most commonly used for this route.

  • On which days can I fly direct from Louisville to Chicago?

    There are nonstop flights from Louisville to Chicago on a daily basis.

  • Which is the best airline for flights from Louisville to Chicago, Southwest or United Airlines?

    The two airlines most popular with KAYAK users for flights from Louisville to Chicago are Southwest and United Airlines. With an average price for the route of $254 and an overall rating of 8.0, Southwest is the most popular choice. United Airlines is also a great choice for the route, with an average price of $278 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Louisville to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Louisville to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Louisville to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Louisville is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Louisville to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Louisville with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Louisville to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Louisville up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Louisville to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $243 or less one-way and $373 or less round-trip.
  • A very convenient way for passengers to get from downtown Louisville to the Louisville Muhammad Ali International Airport (SDF) that does not involve driving their own car is to take the Line Two boss operated by the Transit Authority of River City, which makes this trip in around 19min.
  • Travelers that are going to drive their own car to the Louisville Muhammad Ali International Airport should know that this airport offers the convenience of valet parking. If instead, you are looking for the most cost-effective way to park at this airport, the best choice is the Express Shuttle Parking Lot which offers the lowest daily rate for parking and features a shuttle service back to the airport terminal buildings.
  • If you are going to be taking a pet or a service animal with you through the Louisville Muhammad Ali International Airport, it is good to know that this airport offers two pet relief areas with one of these areas outside of the terminal building, which features a large artificial grass area and a watering bowl. The indoor pet relief area has a location in the stairwell next to the elevator inside of the rotunda.
  • Mothers that are nursing and traveling from the Louisville Muhammad Ali International Airport will find a nursing room area that includes a common area and three private individual suites call with a locking door. This nursing room sits in Concourse A next to Gate Three.
  • Members of the military that are traveling from the Louisville Muhammad Ali International Airport can avail themselves of the convenience of the USO Lounge, which has a location in the main terminal building, before passing through the security checkpoints. This lounge features computers with internet access, beverages and snacks, and a wide assortment of multimedia entertainment choices.

Prefer to fly direct from Louisville to Chicago?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Louisville Intl to Chicago.
Find which airlines fly direct from Louisville Intl Airport to Chicago, which days they fly and book direct flights.

Direct departures

Louisville Intl to Chicago

Monday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Tuesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Wednesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Thursday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Friday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Saturday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Sunday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

See more direct flights

Direct returns

Chicago to Louisville Intl

Monday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Tuesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Wednesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Thursday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Friday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Saturday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Sunday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

See more direct flights

Reviews of the top 3 airlines serving from Louisville to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Louisville to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Louisville to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4314 reviews
7.5Entertainment
7.0Food
8.6Crew
8.1Boarding
8.0Comfort
Airline reviews

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

10.0 Excellentlarry, Apr 2026
LGB - PHX
Read more Southwest reviews

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

First time I've had to use the disabled accommodations. And I could not have had a better experience with Southwest, i was having trouble getting from one terminal to another due to my heart failure. And the next thing I know a Southwest agent had made sure. I had a wheelchair at all my flights. Can't thank them enough.

Delayed flight, lack of information, boarding process is a mess as is the carryon luggage causing issues when leaving the plane….just a poor experience.

Comfortable. Easy. No problems. Just wish they had gf options for snacks.

The crew was very kind and made going to Hawaii relaxing and fun to look forward to! Thank you Southwest for a pleasant flight!

This leg was much better, but we did have to have a 3 hour lay o er after coming from a very exhausting hiccup with our flight from BNA to Den

We waited in the airplane for over 45 min for a southwest employee to make the flight. This cause over half the plane to miss their connecting flight in Denver. When we confronted the desk upon arrival, they told us the only flight they had was the next day leaving at 8:50 pm!!! Or they offered to get us to Burbank or LA, but after that we were on our own to get back to Santa Barbara. I paid for a flight from sba to bna bna to sba. My re entry into mom mode has been 💯 rough because of southwest mistake with my flight. And now I’m leaving to Reno tomorrow for a vballl tournament and just discovered that my leg in Vegas has me and my 3 kids on a stand by flight even though I had booked these ticket last year November!! Do better southwest!

Southwest is kind of a slum airline. It’s gotten more expensive over the years for less and less service. I am a Southwest Chase Visa card holder and was forced to choose a seat in the 26th row in the middle seat. However my wife who is a rewards member but doesn’t hold a card or anything else, gets randomly assigned a normally paid seat in row 6! How does that work?

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

Standard flight with a drinks and a snack- overall very quick flight. The flight attendants were very strict, bordered on rude.

Delayed - weather wasn't bad at either end. Also sat on tarmac in ORD.

boarded early to only find out that flight would sit at gate for 45 min to an hour. Landed in chicago and sat on runway for over an hour before got to gate. Total delay was extensive for a 45 min flight door to door.

The flight was significantly delayed. The inbound flight from EWR was delayed departing because of mechanical problems. My original departure from CLT was 5:28 pm but due to the delay of the inbound flight, after arrival, deplaning, cleaning, boarding, we did not push back from the gate until 9:00 pm. Once in the air, the flight was smooth and what was originally supposed to be an arrival in ORD at 7:30 pm local time turned out to be 9:35 pm.

The flight I was supposed to be on was supposed to take off at 1:50 from State College. It was delayed over and over and over again until somehow I had to rebook on a flight that was supposed to have left State College at 8 am that morning but didn't end up taking off until almost 6 pm. Not only was this completely unacceptable, the "token from United" was a 15 dollar meal voucher that has to be used by today. I would personally like some miles added to my account for this inconvenience. I was in transit for 8 hours from the time I arrive at State College Aiport to when I got home. I was supposed to be home at 3 pm and I returned at 8 pm. Unacceptable. I have not been on an on Time united flight in nearly 5 years.

newer aircraft, ability to connect my headset via blue tooth for entertainment.

Very comfortable flight, snacks and drinks were good, good communication from crew. Could have used a little more information on timing of boarding for group 5

Great flight. Got to watch a movie. Smooth flight and early arrival at ORD.

It was better than excellent. The staff in Mason City were great. The young woman that pushed my wheelchair did more than could be expected of her. She came from India 17 years ago. I don't remember her name.

After arriving in Chicago, we were taxiing for 1.5 hours with infrequent and untruthful updates about the amount of time it would take to arrive at the gate. Minimally, the team could have provided timing expectations that were more truthful, especially one their original expectations were not met.

It was good, the staff was great, and the food, was as usual, tea and biscuit. Bathroom was clean, and the plane was clean as well.

Very good I can’t complain one bit. Thank you American Airlines for making my flight enjoyable and safe!

The staff and service on American Airlines were truly outstanding. I had requested wheelchair assistance for my mother due to her knee issues, and the team went above and beyond every step of the way—from boarding in Boston to our arrival in Chicago. Their care, professionalism, and attentiveness made the entire experience smooth and stress-free. I’m very grateful for the support they provided.

The new planes (American Eagle) are beautiful and especially comfortable. The flight attendants are consistently professional and courteous. And, while it may seem inconsequential, the new liquid tube of coffee creamer—in contrast to the powdered coffee creamer—makes all the difference in a cup of coffee.

I'm not sure American is capable of on-time arrivals and departures. When you land at ORD, you almost always get held on the tarmac because your gate is still occupied. I may have missed my connection, but that ended up up being significantly delayed as well. Once again, I finally got home well after midnight.

Crew at the gate was very crabby and not at all polite. The plane was very hot the entire flight. And the seat cushion was very worn out.

The staff are very, very professional. It's what flying should feel like.

Flight was delayed half hour before boarding, but when I checked flight aware the plane that would Pick us up had a delay of more than an hour. AA should let us know in advance to avoid waiting several hours in the airport

Delays with no explanation. It could have been handled better.

Jill was the flight attendant in first class she was fabulous!! Best flight attendant I have had in years.!! And I fly every other week. Other can learn from her!!

Everything you need to know for your flight from Louisville to Chicago

Information on your arrival and departure airports

Compare transportation modes for Louisville to Chicago

Transportation modeAverage priceAverage duration
Flights$1,1331h 15m
Buses$1536h 57m