WOWO was a very good station back in the day. I had a preset for it on my car radio and I was over 150 miles away.
Can't miss what you didn't have, and while still present, it was seriously degraded. Beyond being a "comfortable" listen. Whether day or night.
BUT....if you didn't like what was going out over WLS or WCFL, you could always dial up 920 and the very excellent WOKY. Weak at 5kw directional during the day, but when they powered down at night, they sent a spike in their 1kw pattern right at me. Boom!