Welcome to the forum, I'm in Zion, which is 40+ miles north of Chicago, along the lake shore. I call Milwaukee my home society (travel time is the same to either Chicago or Milwaukee from my place). A very valuable resource is the Midwest Bonsai Society, they meet at the Chicago Botanic Garden, but they also have satellite groups that meet in the city proper and in the southwest. Look through their website
http://www.midwestbonsai.org/ for meeting times and who the speaker will be. Definitely hit their shows, the August show is one of the 10 best exhibits in the USA.
You might also want to check out the Prairie State Bonsai society, they meet at the Morton Arboretum.
http://www.prairiestatebonsai.com/
For me bonsai was hard to "get" until I got some live in person instruction, the internet and books were just not enough to learn the basics from. A bonsai society is very valuable for the opportunity to learn techniques. I strongly encourage you to at least attend a few meetings a year and see a show or two a year.
Welcome to the forum - this is a lively and informative group.