I was just through Indianapolis after picking up my Camaro...
After some pictures at the Raceway with collinsRS and Dragom I left at 2:00pm and got home just before 10:00pm - (450 Miles to Indy).
Was by myself and was pretty much straight through. Not that it was difficult but St. Louis might be a better overnight location for Wednesday night.... (250 Miles)
The cruise starts Thursday at 6:00 pm, might be nice to arrive ahead of time and get rid of road grime... From the car too
BUT Maybe a meet in Kansas City (between 3pm-5pm) hook-up with Kansas, Colorado, Nebraska, etc... then off the St. Louis ?
or closer is Columbia, MO - (350 Miles to Indy)