Speaking of the Midnight Circus, I nearly forgot that they are doing their annual set of Halloween Free shows in Daley Plaza again this year. This year the show is called SpookaPalooza!
They’ve been doing it all week, so you’ve missed a lot of shows, but there’s 7 shows you can still see. The cast features a rotating round of Chicago variety performers, clowns, and eccentrics doing really fun stuff in Daley Plaza. The show is completely free. I caught it a couple of years ago and had a great time.