WhatFliesWhere Get the app

Nonstop flights from Louisville to Chicago

Southwest Airlines flies this route 2 to 3 times a day.

SDFLouisville Muhammad Ali International
270 mi · 20 flights a week
MDWChicago Midway International
SDFMDW

When they leave

Louisville time
9:00a7:25pFirst departure 9:00 AM, last 7:25 PM

One morning flight at 9:00 AM, then four in the afternoon, 1:15 PM to 4:55 PM, then two in the evening, 7:10 PM to 7:25 PM.

Every flight

Earliest first

Schedules last checked Sep 21, 2026. Times are local.

Flying from Louisville to Chicago

Southwest Airlines is the only airline flying nonstop from Louisville to Chicago, 2 to 3 times a day on the Boeing 737-700, Boeing 737 and Boeing 737 MAX 8.

There are 2 or 3 flights every day of the week. The first arrival in Chicago is at 9:15 AM and the last at 7:40 PM. The flight covers 270 miles.

Flying back, Chicago to Louisville has 17 nonstop flights a week. From Louisville, O'Hare (ORD) is the other Chicago area airport with nonstop flights, 62 a week.

Return flights

Every Chicago airport

WhatFliesWhere app icon

Find the cheapest day to fly from Louisville to Chicago.

Download on the App StoreGet it on Google Play

Schedules as of Oct 9, 2026.