Just an idea, but when I was in high school, I used to play in a little jazz group (drummer, bass, keys, and trombone) and we would play in classy restaurants and coffee shops for a few hours once or twice a week. At the coffeeshops, it was usually just tip money and we'd get about $50 each for an hour and a half of playing, but there were a few upscale restaurants that would pay us a flat rate + tip money and we could usually bring in a few hundred dollars each for 2-3 hours (plus set up time). We had a few real charts, but mostly we just did 12-bar blues type stuff from a fake book with lots of solos and variations of the melody in different keys. We also did 2 weddings that brought us about $400 each for the night + a free bar and good company for the night