Can anyone recommend me a route please?

Hello everyone! I recently got a Salsa Timberjack...and then I got laid off. Trying to turn this into a positive by going bikepacking for the first time.

I'm an experienced cyclist but lack a ton of camping skills. I live in Milwaukee, WI. I'm Looking for a route 3-5 day loop, wooded areas would be cool but I'm open to anything. Something safe, easy to navigate with just a phone and trail markers (I use Google Fi) and ideally doesn't require camping reservations. Could be pretty much anywhere in the US, but I would prefer something within 1,000 miles. The warmer the better though. Any ideas? I'm considering just going north and doing the Tour de Chequamegon, my only concern is that it will be too cold.