Louisville (most often pronounced LOU-ah-vul) is kinda kilt-indifferent. You'll probably get a few folks asking what's the occasion. A few of the bolder ones may ask whatchyer wearing under it or where you're playing.

There are a couple of places at 4th Street Live (the big entertainment venue/mall downtown between Liberty St and Muhammad Ali Blvd.) where you may get a free pint for wearing the kilt - it depends on who's working that night. Some of the bartenders/wait staff will buy a kilt-wearer a round. The Pub (kinda Irish/English mix) and Sully's (more Irish feel than The Pub, but more restauranty) are the two I have in mind.

There's also a few Irish pubs near downtown on Baxter Avenue that are kilt-friendly. O'Shea's, Molly Malone's & Flanagan's. Just head east on Broadway and turn right at Baxter, or ask your favorite cabbie/local. They're in the blocks between Broadway and Highland Ave. They're within easy walking distance of each other. The only issue is parking - good luck finding some.