Cheap flights from Louisville to Chicago

One-way fares from $97 · SDF → CHI · prices found by travellers in the last 48 hours

Compare all dates Chicago → Louisville
Cheapest fare
$97

American Airlines · Wed, Dec 23

Cheapest month
December

from $97

Direct flights
Yes

American Airlines and United Airlines

Flight time
1h 44m

430 km

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Cheapest month to fly from Louisville to Chicago

Lowest one-way fare per person in each month. Choose a month to see every date.

  1. November 2026 $101
  2. December 2026 Cheapest $97

Cheapest dates in December 2026

The lowest fares we've seen for each day, cheapest first.

American Airlines
Depart05:45 Wed, Dec 23SDF → ORD 1h 44m · Direct
$97one way, per person
View deal
United Airlines
Depart07:10 Tue, Dec 1SDF → ORD 1h 45m · Direct
$107one way, per person
View deal
See every date in December 2026 →

Plan the rest of your trip to Chicago

Where to stay, what to do and getting around, from our travel partners.

Where to stay

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Things to do

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Getting around

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About flights from Louisville to Chicago

Louisville (SDF) and Chicago (CHI) are about 430 km apart. Direct flights take around 1h 44m, and recent direct fares were with American Airlines and United Airlines. Over the next few months, one-way fares start from $97, and December 2026 is currently the cheapest month to fly.

These prices come from searches travellers made in the last 48 hours, so they move quickly. If you see a good fare, it's worth booking soon. FlightsExp is free to use: you book directly with our travel partner.

Frequently asked questions

How much is a flight from Louisville to Chicago?

The cheapest one-way fare we've seen recently is $97 with American Airlines, departing Wednesday, December 23, 2026. Over the coming months, the lowest fare in each month ranges from $97 to $101.

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

December 2026 currently has the lowest fares, from $97 one way.

Are there direct flights from Louisville to Chicago?

Yes. Recent direct fares were with American Airlines and United Airlines.

How long is the flight from Louisville to Chicago?

A direct flight takes about 1h 44m. Louisville and Chicago are around 430 km apart.

Which airlines fly from Louisville to Chicago?

Recent fares on this route were with American Airlines and United Airlines.

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