Proper level and playing site for my bankroll?

I am looking for information on where I should play and at what dollar amount. I am a semi-beginner looking to play as a hobby for fun a few hours per week--profitability in not important.

I have a bankroll of $23,500 in an account I have normally reserved for Vegas trips, strippers, etc. I put an additional $5,200 into this account each year via direct deposit from my paycheck, however due to work, wife, kids don't have time enough to do as many Vegas trips as I used to.

I would like to play online or at a Chicago area game and not spend any more money than I have mentioned above---where should I play and at what level? Also, where should I play in Vegas and at what level if I get out there?