CHI - SDF

$39 Find Cheap Flights from Chicago to Louisville

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Louisville departing on 8/5. 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

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

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Louisville, 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 Chicago to Louisville, as well as popular online travel agencies
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Flights Deals

Cheap Flights from Chicago to Louisville (CHI-SDF)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Louisville 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 Chicago to Louisville

Wed, Aug 6 - Mon, Aug 11
United Airlines Logo
7:40 pm - 10:14 pmORD-SDF
1h 34mnonstop
United Airlines Logo
8:40 am - 9:17 amSDF-ORD
1h 37mnonstop
$77United Airlines
Find Deal
Thu, Aug 7 - Mon, Aug 11
Southwest Logo
3:30 pm - 5:40 pmMDW-SDF
1h 10mnonstop
Southwest Logo
7:10 pm - 7:30 pmSDF-MDW
1h 20mnonstop
$77Southwest
Find Deal
Thu, Aug 7 - Mon, Aug 11
Southwest Logo
3:30 pm - 5:40 pmMDW-SDF
1h 10mnonstop
Southwest Logo
4:20 pm - 10:00 pmSDF-MDW
6h 40m1 stop
$87Southwest
Find Deal
Thu, Aug 7 - Mon, Aug 11
American Airlines Logo
11:46 am - 2:12 pmORD-SDF
1h 26mnonstop
American Airlines Logo
6:08 pm - 6:48 pmSDF-ORD
1h 40mnonstop
$91American Airlines
Find Deal
Thu, Aug 7 - Mon, Aug 11
American Airlines Logo
11:46 am - 2:12 pmORD-SDF
1h 26mnonstop
American Airlines Logo
6:08 pm - 6:48 pmSDF-ORD
1h 40mnonstop
$92American Airlines
Find Deal
Thu, Aug 28 - Mon, Sep 1
United Airlines Logo
7:44 pm - 10:24 pmORD-SDF
1h 40mnonstop
United Airlines Logo
10:55 am - 11:33 amSDF-ORD
1h 38mnonstop
$114United Airlines
Find Deal
Thu, Aug 7 - Tue, Aug 12
Delta Logo
5:35 am - 11:45 amORD-SDF
5h 10m1 stop
Delta Logo
10:45 am - 4:28 pmSDF-ORD
6h 43m1 stop
$177Delta
Find Deal
Tue, Aug 5 - Thu, Aug 14
Delta Logo
1:09 pm - 6:34 pmMDW-SDF
4h 25m1 stop
Delta Logo
6:00 am - 9:16 amSDF-MDW
4h 16m1 stop
$177Delta
Find Deal
Fri, Jul 4 - Mon, Jul 7
Spirit Airlines Logo
1:34 pm - 12:29 pmORD-SDF
21h 55m1 stop
Spirit Airlines Logo
1:57 pm - 9:38 amSDF-ORD
20h 41m1 stop
$194Spirit Airlines
Find Deal
Fri, Jul 4 - Mon, Jul 7
Spirit Airlines Logo
1:34 pm - 12:29 pmORD-SDF
21h 55m1 stop
Spirit Airlines Logo
1:57 pm - 9:38 amSDF-ORD
20h 41m1 stop
$195Spirit Airlines
Find Deal
Expert advice

Expert advice for your flight from Chicago to Louisville

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
American Airlines

American's Main Cabin Extra offers early boarding and complimentary drinks, enhancing short flight comfort.


Download the American Airlines app for onboard entertainment on personal devices.

Southwest

Southwest allows two free checked bags, saving costs for travelers with luggage.


Set an alarm to check in 24 hours before for a better boarding position on Southwest.

Read more about Southwestby Blane Bachelor
United Airlines

United offers Priority Boarding to avoid gate-checking carry-ons, ideal for short flights.


United's Economy Plus seats offer up to six inches more legroom, enhancing comfort on short flights.

Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet Baskas

Harriet Baskas

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.

Read more
Blane Bachelor

Blane Bachelor

Expert on Southwest

Blane Bachelor

Blane Bachelor

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.

Read more
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines

Stefanie Waldek

Stefanie Waldek

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.

Read more
Useful Info

KAYAK's insights & trends for Chicago to Louisville flights

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

What is the cheapest Chicago to Louisville flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Chicago to Louisville.

Our data shows that the cheapest route for a return flight from Chicago to Louisville cost $114 and was between Chicago Midway Airport (MDW) and Louisville (SDF). On average, the best prices are found if you fly this route. The average price for a return flight for this route is $114.

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

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

For Chicago to Louisville, Saturday is the cheapest day to fly on average and Monday is the most expensive. Flying from Louisville back to Chicago, the best deals are generally found on Thursday, with Sunday being the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Louisville, 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 Chicago to Louisville is August, where tickets cost $216 (return) on average. On the other hand, the most expensive months are February and June, where the average cost of round-trip tickets is $495 and $381 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Louisville, 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 Chicago to Louisville, you should book around 4 weeks before departure. For the absolute cheapest price, our data suggests you should book 15 weeks before departure.

Good to know

Low seasonJanuary
High seasonSeptember
Cheapest flight$39
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly and prices are also 16% lower on average.
Flight from Chicago O'Hare Airport to Louisville

When to book flights from Chicago to Louisville

Are your dates flexible? Find out the best times to travel from Chicago to Louisville 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 Chicago to Louisville

  • What is the cheapest flight from Chicago to Louisville?

    In the last 3 days, the lowest price for a flight from Chicago to Louisville was $39 for a one-way ticket and $77 for a round-trip.

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

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

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

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

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

    Only American Airlines offers inflight Wi-Fi service on the Chicago to Louisville flight route.

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

    The Embraer 170 is the aircraft model that flies most regularly on the Chicago to Louisville flight route.

  • Which airline alliances offer flights from Chicago to Louisville?

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

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

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

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

    The two airlines most popular with KAYAK users for flights from Chicago to Louisville are Southwest and United Airlines. With an average price for the route of $274 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 $303 and an overall rating of 7.4.

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

    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 Chicago to Louisville.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Louisville from Chicago 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 Chicago to Louisville?

    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 Louisville with an airline and back to Chicago with another airline.

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

    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 Louisville from Chicago 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 Chicago to Louisville

  • Looking for a cheap flight? 25% of our users found flights on this route for $73 or less one-way and $205 or less round-trip.

Prefer to fly direct from Chicago to Louisville?

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

Direct departures

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

Direct returns

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

Reviews of the top 3 airlines serving from Chicago to Louisville

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Louisville. 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 Chicago to Louisville? 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 4278 reviews
7.1Food
7.6Entertainment
8.2Boarding
8.0Comfort
8.6Crew
Airline reviews

Southwest is Southwest. No frills. If you're luck enough to get a happy crew (we did), then it makes for a nicer flight.

10.0 ExcellentMichael, Jun 2025SMF - SEA
Read more Southwest reviews

Southwest is Southwest. No frills. If you're luck enough to get a happy crew (we did), then it makes for a nicer flight.

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

We sat on the plane on the tarmac for 4 hours.

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

Flight crew and cabin crew were great. I had to rearrange flights because my original flight was 3hrs delayed for weather, the rub is the flight I moved to boarded on time then we sat at the gate for 2 hours because scheduling stole our first officer for another flight, TWICE. Then our actual FO was an hour delayed. To make it worse my original flight went from a 3 hour delay to departing 15min EARLY. Just poor scheduling operations all around.

Bring back peanuts Take our drink orders when were all seated, especially after you switch to assigned seating.

Staff was far less than helpful at all times. Departure and arrival times mean nothing to Southwest. Extremely disappointed, will never fly with them again, and I’ll be sure to share my experience with all.

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

I was charged for my daughters bag when I am supposed to receive two free checked bags with my United Explorer card.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

Flight was great. Efficient boarding. Short flight. Early arrival. Friendly flight crew. The entertainment system did not work well. Could not access it until the aircraft reached 10K feet or more. Lots of glitches.

A bit rush for transit. Food and entertainment are not available

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

My flight was scheduled for about 6:05 departure. There were 11 gate changes from 4-7pm and the flight was 3 hours delayed due to operational issues. The plane taxied around the airport for about half an hour before stopping to be de-iced. It would have been nice if we were alerted of the plan to de-ice prior to the 30 minute drive around the airport. The flight attendant was friendly, which was the only redeeming thing about this flight. As a former flight attendant for United, I was extremely disappointed.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

Had a short delay once we boarded the aircraft in Chicago, but it was fixed in no time flat then we were on our way. The pilot was able to make up the time lost and we landed 5 minute later then schedualed . Great service

Our seats were all the way in back of the plane,

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Everything was fine. Flight boarded and departed on time. Seating was spacious enough for my carryon to fit under the seat in front of me. No complaints at all. Flight even arrived early.

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

You were more on time than United. I'm so over united delays.

The meals were mediocre and the alcohol selection was poor. I enjoyed the selection of movies and other entertainment.

I chatted with the captain before the flight, and similarly during the welcome announcement, he warned of a turbulent flight that may impact the in-flight service. However, once at altitude, he announced that the weather changed and he immediately turned off the seatbelt sign. But it appeared the cabin crew had already decided to take off this flight. They remained seated and then just chatted in the galley. The flight was fully catered, but only first class received service.

My flight attendant was attentive! The elderly person next to me was flatulent and the flight attendant could see that I was in distress and brought me some face masks

My boarding pass wouldn't pull up in the app very easily and had to really dig through my email. That caused a delay in TSA..

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

Information on your arrival and departure airports

Compare transportation modes for Chicago to Louisville

Transportation modeAverage priceAverage duration
Flights$2551h 10m
Buses$1426h 36m

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