CHI - SDF

$89 Find Cheap Flights from Chicago to Louisville - Compare and Save

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 9/8. 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 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
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
$177
Typical prices: $266-$139
United Airlines
Tue 8/18Tue 8/18
ORD - SDF • Non-stop
Cheapest one-way
$89
Southwest
Tue 9/8
MDW - SDF • Non-stop
Top airlines
Cheapest • from $177 (round-trip)
Best reviews • 7.9 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 24m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top routes
Cheapest • 8% average savings
Most popular
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $196 (round-trip)
Shortest trip • 3h 16m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 59% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 42% 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 Louisville!
Flight Deals
Booking Insights
Expert advice
Flight 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

Tue, Aug 18 - Tue, Aug 18
United Airlines Logo
7:00 am - 9:42 am
ORD
-
SDF
1h 42mnonstop
United Airlines Logo
5:45 pm - 6:36 pm
SDF
-
ORD
1h 51mnonstop
$177United Airlines
Sat, Aug 15 - Mon, Aug 17
Southwest Logo
7:50 am - 10:10 am
MDW
-
SDF
1h 20mnonstop
Southwest Logo
2:15 pm - 2:30 pm
SDF
-
MDW
1h 15mnonstop
$215Southwest
Sat, Aug 15 - Mon, Aug 17
Southwest Logo
6:05 am - 3:10 pm
MDW
-
SDF
8h 05m
1 stop
Southwest Logo
9:00 am - 9:15 am
SDF
-
MDW
1h 15mnonstop
$225Southwest
Sat, Aug 15 - Mon, Aug 17
Southwest Logo
7:50 am - 10:10 am
MDW
-
SDF
1h 20mnonstop
Southwest Logo
3:20 pm - 9:55 pm
SDF
-
MDW
7h 35m
2 stops
$230Southwest
Sat, Aug 15 - Mon, Aug 17
Southwest Logo
7:05 am - 3:10 pm
MDW
-
SDF
7h 05m
1 stop
Southwest Logo
6:45 am - 12:15 pm
SDF
-
MDW
6h 30m
2 stops
$240Southwest
Tue, Jul 7 - Tue, Jul 14
American Airlines Logo
7:27 am - 10:03 am
ORD
-
SDF
1h 36mnonstop
American Airlines Logo
6:48 am - 7:35 am
SDF
-
ORD
1h 47mnonstop
$243American Airlines
Sun, Aug 9 - Tue, Aug 11
American Airlines Logo
6:50 pm - 9:25 pm
ORD
-
SDF
1h 35mnonstop
American Airlines Logo
6:28 am - 7:15 am
SDF
-
ORD
1h 47mnonstop
$246American Airlines
Tue, Jul 7 - Tue, Jul 14
Delta Logo
8:52 am - 1:42 pm
ORD
-
SDF
3h 50m
1 stop
Delta Logo
10:34 am - 4:23 pm
SDF
-
ORD
6h 49m
1 stop
$263Delta
Sun, Aug 9 - Tue, Aug 11
Delta Logo
7:00 am - 1:51 pm
ORD
-
SDF
5h 51m
1 stop
Delta Logo
7:55 am - 10:42 am
SDF
-
ORD
3h 47m
1 stop
$266Delta
Sat, Oct 10 - Mon, Oct 12
United Airlines Logo
6:50 am - 9:32 am
ORD
-
SDF
1h 42mnonstop
United Airlines Logo
9:04 am - 9:45 am
SDF
-
ORD
1h 41mnonstop
$269United Airlines
Booking Insights

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.

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

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

What is the cheapest Chicago to Louisville flight route?

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

The cheapest return flight from Chicago to Louisville costs $232 on the route between Chicago Midway Airport (MDW) and Louisville (SDF). Over the past month, this route was, on average, 8% cheaper than other Chicago-Louisville routes. The most popular route is between Chicago O'Hare Intl Airport (ORD) and Louisville (SDF).

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 Sunday is the most expensive. Flying from Louisville back to Chicago, the best deals are generally found on Friday, 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 $77 (return) on average. On the other hand, the most expensive months are June and May, where the average cost of round-trip tickets is $234 and $206 respectively.

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

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 $462, prices are generally cheapest when you fly direct.

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, which saves you about 59% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

Expert advice

Expert advice for your flight from Chicago to Louisville

 
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
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.

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.

Good to know

Low seasonJanuary
Cheapest flight$89
Best time to beat the crowds but there is an average 2% increase in price.
Most popular time to fly with an average 53% increase in price.
Flight from Chicago Midway 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 5 days, the lowest price for a flight from Chicago to Louisville was $89 for a one-way ticket and $177 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?

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

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

    The Canadair (Bombardier) Regional Jet CRJ-550 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 $306 and an overall rating of 7.9, Southwest is the most popular choice. United Airlines is also a great choice for the route, with an average price of $429 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 $163 or less one-way and $380 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.
7.9
SouthwestOverall score based on 4235 reviews
8.6Crew
7.0Food
7.5Entertainment
8.1Boarding
8.0Comfort
Airline reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

2.0 MediocreMatthew, Jun 2026
CVG - MDW
Read more Southwest reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

It was great. The gate staff were very helpful in Portland when my son forgot his rolling bag and had to go back to get it just in time to make it on the plane. We really appreciate that. Great job!

Airline is not very senior friendly. Flights are late, forcing us to run to the connecting flight. Food is awful. Wish they would go back to pretzels and peanuts. During flight, pressurization isn’t quite right and all of our ears get plugged. Everything is nickel and dime, charging for boarding, seat selection and legroom. While a screen at the desk in the gate area says check your roll on bag now for free due to space limitation, the employee at the desk will not check the bag without a $100 fee. Insane.

Kayak could’ve posted the correct gate number. Almost missed my flight.

Slow boarding, limited food and drink portions. Bad delays and turbulence

there were two flight attendants that were up front...that were the best! They get KUDOs for making my trip only fantastic. Tell them Jeff said that!

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

Flight coming out of Buffalo was delayed, so we had to be rescheduled on another flight from Baltimore to Phoenix which means we had a long layover and got home 3.5 hours late. Shuttle to parking stopped at 10pm, so we had to pay for an Uber to the parking lot and got charged an extra day of parking since it was after midnight. Not the best experience. Long day!

Was fine, delayed and feels like southwest is always late

I don't know why flying out of Sarasota requires two plane changes.

Horrible! Several delays and then was cancelled! I spent over 24 hours in the airport and was unable to get a hotel or food voucher.

Boarded early; and arrived home 40 mins early. After a long flight, it’s nice to be back home early. These flights have no amenities; no snacks. So need to bring your own

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

Several missed and almost missed connections. It felt like everything was being patched together last minute without enough resources and it ended up being an extremely stressful experience that basically ruined our weekend on the west coast. What a waste.

Crew was friendly. Seats are too narrow, particularly when a big person is in the adjacent seat, but I understand this is due to smaller planes usually flight into Lincoln. I have experienced several flight delays going out and coming into Lincoln airport, I say maybe 50% or higher of the flights I've taken out of this airport have been delayed.

Great flight. Boarded efficiently. Arrived early at CLT. There was no in flight entertainment on this aircraft. Great crew.

The seat was comfortable. There was a lot of turbulence. If it weren't for that,it would have been okay.

Poor communication, flight was delayed for preventable reasons. I missed my connection.

I’ve got 31F seat and window seat . My 2 co passengers was AA crew members and they were very rude attitude and when I was going to use bathroom their gestures was very different and awkward and the guy beside me completely occupied the hand rest and I was really uncomfortable

It was so much better than expected, Ohare is not such a pleasant experience but American Airlines with the new, clean aeroplane and free Wi-Fi was outstanding and the crew so pleasant and helpful.

It wa sort of on time; the cab was left with some trash

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

Original flight was on time, then late, then changed gates...4 times. Once our newest plane came in, it was fine.

I almost missed my flight and they helped me out enormously

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

Moved to earlier flight which unexpectedly had maintenance issues initially indicated as quick fix to ultimately plane changes. Moved back to original flight, also delayed. In all cases customer updates and communication very unclear, no updates on drivers for delays.

Typical AA - late by 90+ mn. Gate changed twice... Changed the departure time 6 times No explanation, no communication on reasons for delay I travel with AA twice a year... and it is consistently very poor.. I will continue to use AA only when i have to.

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$4181h 15m
Buses$1646h 45m