Hi Matt -
To me, the background music almost has a Spanish flavor to it. Being you picked this up out of Kentucky, I will guess and say it is Spanish station, 1000 watt night time, WWFE out of Miami. WWFE has a night time music program called "en el jardin de la noche." WSCR is generally an easy catch in our mutual home state, once the sun goes down in Chicago. I will often DX the Whitesox during the baseball season. As for WWFE, I have picked them up on a good radio in Connecticut between the window of sunset here and before sunset in Chicago. I emphasize a good radio as WFAN must not interfere with WWFE. I might try for them between 2130-2200utc on the PL 880 today. Check this post later on.
26 Dec 2019
2158 OM just above floor in Spanish
2207 Fair reception now with Spanish music