$39 Cheap Flights from Chicago (ORD) to Louisville (SDF)

View $39 flight on Tue, May 20, 2025Opens in a new window

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Find available prices by choosing your travel dates.

Cheap Flights from Chicago to Louisville (ORD-SDF)

Prices were available within the past 7 days and start at $39 for one-way flights and $77 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Thu, May 29 - Mon, Jun 2
ORD
Chicago
SDF
Louisville
$77 Roundtrip, found 1 hour ago
$77
Roundtrip
found 1 hour ago
Select United flight, departing Thu, May 29 from Chicago to Louisville, returning Mon, Jun 2, priced at $77 found 1 hour ago
United
Thu, May 29 - Mon, Jun 2
ORD
Chicago
SDF
Louisville
$81 Roundtrip, found 1 hour ago
$81
Roundtrip
found 1 hour ago
Select United flight, departing Thu, May 29 from Chicago to Louisville, returning Mon, Jun 2, priced at $81 found 1 hour ago
United
Tue, Jun 3 - Wed, Jun 18
ORD
Chicago
SDF
Louisville
$84 Roundtrip, found 6 hours ago
$84
Roundtrip
found 6 hours ago
Select United flight, departing Tue, Jun 3 from Chicago to Louisville, returning Wed, Jun 18, priced at $84 found 6 hours ago
United
Thu, May 29 - Wed, Jun 4
ORD
Chicago
SDF
Louisville
$85 Roundtrip, found 2 days ago
$85
Roundtrip
found 2 days ago
Select United flight, departing Thu, May 29 from Chicago to Louisville, returning Wed, Jun 4, priced at $85 found 2 days ago
Southwest Airlines
Thu, Aug 21 - Thu, Aug 28
ORD
Chicago
SDF
Louisville
$87 Roundtrip, found 9 hours ago
$87
Roundtrip
found 9 hours ago
Select Southwest Airlines flight, departing Thu, Aug 21 from Chicago to Louisville, returning Thu, Aug 28, priced at $87 found 9 hours ago
American Airlines
Tue, Jun 3 - Wed, Jun 18
ORD
Chicago
SDF
Louisville
$91 Roundtrip, found 6 hours ago
$91
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Tue, Jun 3 from Chicago to Louisville, returning Wed, Jun 18, priced at $91 found 6 hours ago
Southwest Airlines
Wed, Aug 20 - Thu, Aug 28
ORD
Chicago
SDF
Louisville
$92 Roundtrip, found 2 days ago
$92
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Wed, Aug 20 from Chicago to Louisville, returning Thu, Aug 28, priced at $92 found 2 days ago
Southwest Airlines
Tue, Jun 3 - Wed, Jun 18
ORD
Chicago
SDF
Louisville
$94 Roundtrip, found 6 hours ago
$94
Roundtrip
found 6 hours ago
Select Southwest Airlines flight, departing Tue, Jun 3 from Chicago to Louisville, returning Wed, Jun 18, priced at $94 found 6 hours ago
United
Wed, Jun 4 - Tue, Jun 10
ORD
Chicago
SDF
Louisville
$97 Roundtrip, found 2 days ago
$97
Roundtrip
found 2 days ago
Select United flight, departing Wed, Jun 4 from Chicago to Louisville, returning Tue, Jun 10, priced at $97 found 2 days ago
Delta
Thu, May 29 - Mon, Jun 2
ORD
Chicago
SDF
Louisville
$127 Roundtrip, found 1 hour ago
$127
Roundtrip
found 1 hour ago
Select Delta flight, departing Thu, May 29 from Chicago to Louisville, returning Mon, Jun 2, priced at $127 found 1 hour ago
Flights from Chicago (ORD) to Louisville (SDF)
Origin airport
O'Hare Intl.
Destination airport
Louisville Intl.
Airlines serving
American Airlines, Delta, Southwest Airlines, Spirit Airlines, United
Roundtrip price
$77
Distance
285 mi

Chicago to Louisville Flights

The cheapest times to fly from Chicago to Louisville

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Louisville are during the month of May. You can find some of the cheapest flights from Chicago to Louisville with Expedia's search tool and vast selection of airlines.

The best time to book a flight from Chicago to Louisville

Sunday is one of the best days to book for cheap flights from Chicago to Louisville: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

How to find cheap round-trip tickets from Chicago to Louisville

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Louisville in 2025. You can also book with separate airlines for your outbound and return journeys, from $39 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Louisville flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Louisville airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

*Terms apply.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Louisville Intl. Airport (SDF) cost?
Cheap round-trip fares from O’Hare Intl. Airport (ORD) to Louisville Intl. Airport (SDF) start at $97. This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a American Airlines flight leaving ORD on May 14 2025 and touching down at SDF. The price was last updated on April 24 2025 and has not changed since.
What is the cheapest month to fly from ORD to SDF?
The cheapest flights from ORD to SDF are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
Which airlines fly direct from O'Hare Intl. Airport (ORD) to Louisville Intl. Airport (SDF)?
Fly directly from O’Hare Intl. Airport (ORD) to Louisville Intl. Airport (SDF) on a United Airlines flight.
What is the cheapest airline that flies from ORD to SDF?
Travel from ORD to SDF with United. This airline currently offers the cheapest one-way fare for this route, starting at $49. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from ORD on June 12 2025. Prices were last updated on April 24 2025 and have not changed since.
How many flights per day from O'Hare Intl. Airport (ORD) to Louisville Intl. Airport (SDF)?
When taking off from O’Hare Intl. Airport (ORD), you can take your pick from an average of 6 daily nonstop flights to Louisville Intl. Airport (SDF).
What are the most popular departure times for flights from O'Hare Intl. Airport (ORD) to Louisville Intl. Airport (SDF)?
The 2 PM departures from ORD to SDF see the highest demand. They can also be more expensive. If you want to save on your trip, pick a less crowded time to fly.
What day of the week has the most flights from ORD to SDF?
If you jet off on a Friday, you’ll get the biggest range of choices for flights from O’Hare Intl. Airport (ORD) to Louisville Intl. Airport (SDF).
What is the earliest flight from O'Hare Intl. Airport (ORD) to Louisville Intl. Airport (SDF)?
The first flight of the day out of O’Hare Intl. Airport (ORD) is at around 8:18AM UTC-6. Board this plane and you’ll reach Louisville Intl. Airport (SDF) at approximately 10:46AM UTC-5. The entire trip takes 1h 28m.
How long does it take to fly from O'Hare Intl. Airport (ORD) to Louisville Intl. Airport (SDF)?
The average flight time from ORD to SDF is 1 hour and 28 minutes, covering a total distance of 290 mi.
What airline has the least delays from ORD to SDF?
Consider booking with Alaska Airlines if you’d like to go straight from O’Hare Intl. Airport (ORD) to Louisville Intl. Airport (SDF) without any delays. This airline has the strongest track record for punctuality, with an on-time score of 100%. Want to be updated if anything changes? You can check your flight status using the Expedia App.
What is the best time to fly from O'Hare Intl. Airport (ORD) to Louisville Intl. Airport (SDF)?
To avoid potential delays on the O’Hare Intl. Airport (ORD) to Louisville Intl. Airport (SDF) route, fly before 3 PM. Flights after this time are 22% more likely to be canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG’s global flight data platform.
What airports do you fly into for Louisville from O'Hare Intl. Airport (ORD)?
If you’ve booked a direct flight from O’Hare Intl. Airport (ORD) to Louisville, Louisville Intl. Airport (SDF) is the only airport you can land at.
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to Louisville Intl. Airport (SDF) last-minute?
Holding off until just before your departure to book a ticket from ORD to SDF often results in higher prices. While it’s possible to find some last-minute offers, they’re not always guaranteed. Keep your travel schedule open to boost your chances of scoring a bargain.
Is it cheaper to book an ORD to SDF flight and hotel package?
You’ll typically save money by securing an ORD to SDF flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it’s easy to manage it all in one convenient place. After selecting your preferred accommodations and flights, consider adding extras like car rentals, tours and activities.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Louisville Intl. Airport (SDF)?
Typically, you can modify or cancel your ORD to SDF flight. However, there may be additional charges, especially if you made your booking over 24 hours ago. Double-check your itinerary for the airline’s fees and policies on flight changes, or if you’d like more information, visit our Customer Service portal.

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*Available to One Key members.