The book I am looking for followed a young teenager/woman who gets a temporary job driving an older woman on a road trip around Ohio and/or Illinois. The older woman owns some shoe stores and she wants to stop by them before retiring, I believe. I recall the cover being black with rainbow cursive writing.
OP here – I think I may have gotten through those scholastic catalogs they gave you in middle school
Rules of the Road, by Joan Bauer.
If I’m remembering correctly, this is probably Joan Bauer’s Rules of the Road (1998).
Yes, that’s it! Thank you so much!