SDF - CHI

$110 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 4/20. 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
Travelers love KAYAK
41.299.237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$241
Overall average: $223
American Airlines
Wed 4/15Tue 4/21
SDF - ORD • Non-stop
Cheapest one-way
$110
Typical prices: $137-$316
Multiple Airlines
Mon 4/20
SDF - ORD • 1 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 34m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top routes
Cheapest • 5% 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 65% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 27% 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
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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

Wed, Apr 15 - Tue, Apr 21
American Airlines Logo
7:01 pm - 7:49 pm
SDF
-
ORD
1h 48mnonstop
American Airlines Logo
8:05 am - 10:46 am
ORD
-
SDF
1h 41mnonstop
$241American Airlines
Tue, Apr 7 - Tue, Apr 14
Southwest Logo
3:30 pm - 3:45 pm
SDF
-
MDW
1h 15mnonstop
Southwest Logo
7:40 am - 9:50 am
MDW
-
SDF
1h 10mnonstop
$241Southwest
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
$242American Airlines
Mon, Apr 13 - Mon, Apr 20
Multiple Airlines Logo
7:48 pm - 5:00 pm
SDF
-
ORD
22h 12m
2 stops
Multiple Airlines Logo
5:05 am - 5:04 pm
ORD
-
SDF
10h 59m
1 stop
$245Multiple Airlines
Fri, May 15 - Sun, May 17
Multiple Airlines Logo
6:06 pm - 9:31 am
SDF
-
ORD
16h 25m
1 stop
Multiple Airlines Logo
7:45 pm - 6:58 pm
ORD
-
SDF
22h 13m
1 stop
$247Multiple Airlines
Tue, Jun 9 - Tue, Jun 16
Southwest Logo
4:20 pm - 4:35 pm
SDF
-
MDW
1h 15mnonstop
Southwest Logo
6:15 pm - 8:25 pm
MDW
-
SDF
1h 10mnonstop
$248Southwest
Tue, Jun 9 - Tue, Jun 16
American Airlines Logo
2:36 pm - 3:21 pm
SDF
-
ORD
1h 45mnonstop
American Airlines Logo
7:40 am - 10:17 am
ORD
-
SDF
1h 37mnonstop
$248American Airlines
Mon, Apr 27 - Mon, May 4
Multiple Airlines Logo
7:48 pm - 9:36 am
SDF
-
ORD
14h 48m
1 stop
Multiple Airlines Logo
4:28 pm - 8:36 am
ORD
-
SDF
39h 08m
2 stops
$249Multiple Airlines
Fri, Apr 17 - Mon, Apr 20
Spirit Airlines Logo
6:06 pm - 12:24 am
SDF
-
ORD
7h 18m
1 stop
Spirit Airlines Logo
5:05 am - 5:04 pm
ORD
-
SDF
10h 59m
1 stop
$257Spirit Airlines
Tue, Jun 9 - Tue, Jun 16
United Airlines Logo
5:20 am - 6:01 am
SDF
-
ORD
1h 41mnonstop
United Airlines Logo
5:50 pm - 8:23 pm
ORD
-
SDF
1h 33mnonstop
$258United Airlines
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 April.

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 $211 on the route between Louisville (SDF) and Chicago Midway Airport (MDW). Over the past month, this route was, on average, 5% 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 Thursdays and avoid leaving on a Sunday, 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 November, where tickets cost $196 (return) on average. On the other hand, the most expensive months are January and February, where the average cost of round-trip tickets is $431 and $338 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 $303, 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 65% 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$110
Best time to beat the crowds but there is an average 59% increase in price.
Most popular time to fly and prices are also 17% lower on average.
Flight from Louisville to Chicago O'Hare 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 $110 for a one-way ticket and $241 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 (Enhanced Winglets) 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 $231 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 $268 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 $189 or less one-way and $379 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 4318 reviews
8.1Boarding
8.6Crew
7.0Food
8.0Comfort
7.5Entertainment
Airline reviews

Long layover between flights to Long Island from BWI - need better coordination between flights

4.0 OkayKenny, Mar 2026
TPA - BWI
Read more Southwest reviews

Long layover between flights to Long Island from BWI - need better coordination between flights

I elected to pay for the upgrades and found very little difference

The new seating arrangement is so over priced for what you get.

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

No food or entertainment, just a quick 40 minute flight. A little bumpy due to Santa Ana winds but pilot has no control over that. Good flight and landing!

Good but I prefer choose your own seat. With the new assigned seats they should board from the back I see no advantage to this new boarding. Just like every other airline

I realize they are still working out kinks with the new boarding process, but by the time I boarded in group 5, most of the bins were full. All airlines should better enforce small bags and jackets going under the seats until everyone has boarded.

WiFi was not working and didn’t have a beverage service

Snacks are always pretzels. Why can't you also offer peanuts ?

Flight boarded late after announcing on time boarding. Flight arrived only a little late despite late departure. Had trouble connecting to WiFi

Wonderful. Quick boarding. Early departure and we arrived 30 minutes early at our destination. Unfortunately, when you arrive early, there is still a departing aircraft at our gate. We had to park for 30 minutes until the gate was clear. So our early arrival was not really early at the gate. Otherwise it was a quick and smooth flight. Appreciated the efficiency.

Crew was great (professional, attentive, prompt). Snacks for 4 hrs flight is deplorable.

United Airlines is my preferred airlines and I am thankful for Gary who also help support me on the phone to switch my flight literally last min.

Seated dude next to me even though lots of empty rows. But main thing was we sat on the tarmac after landing for 30 minutes because of, in the words of the dude who sat next to me, “operational incompetence”. We got changing directions about where to pick up gate checked bags. Pilot and flight attendant were awesome though.

It was a pretty standard flight... until the almost hour and a half spent on the taxi way. I get that the weather has been poor but the delay had nothing to do with the weather and more to do with a plane with several issues tying up the gate. I get that that happens from time to time but this has been EVERY flight I've been on for the past 5 years and I fly 3 to 5 times a year. This isn't just United... it's American, it's Delta. It's an issue with the entire industry. I work for UPS and packages on a cargo plane get better service than people do these days. Anymore I HATE flying.

Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.

The flights were on time which was great give. It was holiday travel season and there’d been some weather issues. The only complaint and this is every time with United is the terrible seat design. The head rest is not built for comfort and having my neck bent forward for a cross country trip reminded me while I try not to take United flights as a rule.

Everything was absolutely wonderful from check in to baggage claim. Staff was very professional and sweet. Will definitely recommend United to family and friends.

They did the one thing that really matters - got to Chicago early.

The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect

There was no inflight service. Once we landed we were delayed to find a gate for an hour and a half which was 1/2 the total time in the air.

The chicken wrap was tiny ($13 for what looked like a 1/3 of a normal wrap?) and disgusting.

It was good experience this time. The flight was on time.

There was a delay with the plan which cause the flight to leave later and once arrived in Chicago there was another delay and some passengers missed their connecting flights

The gate agent had a really bad attitude and refused to help me get on the standby list. She just handed me a card and said I needed to call a number. I asked her to help with the AA app on my phone and she just shrugged and said she didnt know. After a few phone calls, I eventually just went to a different gate agent on the other side of the terminal and got the help I needed.

Overall, my last three trips on American Airlines have all been either delayed or "rescheduled" due to mechanical issues. At least on delay caused me to miss two possible connecting flights each later than the first. My last option for my last connection required the assistance of the onsite service desk (O'Hare Airport). The wait time for the service desk was such that it jeopardized getting booked on the last connecting flight available for the night. Suffice it to say, my latest experiences with American Airlines have caused me extensive loss of productive business and personal time and can therefore be classified as significantly less than satisfactory.

Waiting for gate in RDU for more than 20mins is crazy.

American Airlines was great and worked very hard to change my ticket so I could get an earlier, direct flight back to Dallas. However, I was informed that Kayak made mistakes with my itinerary and classified my ticket as desiring to be on the earlier flight instead of taking the necessary step of calling AA to get me on the standby list. This ended up keeping me from being added to the standby list and delayed me getting home by 6 hours. I am happy to discuss this further with Kayak so they can correct their procedures so this won't happen again.

Waited for oxygen tanks for 30 minutes after boarding was complete.

We flew in first class. The crew did not offer drinks before the flight took off, but they treated us well during the flight. The food was excellent. There was actually too much food served, but it was nice to have all the options.

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$8671h 15m
Buses$1646h 25m