The average age at Steamworks depends on when you go. Guys in your age group are more likely to be there late night on weekends, i.e. 12 am-5am, when the bars on Halsted are closing. Otherwise, the crowd is usually in the 30-45 age range. And even in the late night time period, there will still be a lot of guys over 30 there.
Rosemont is a small suburb near O'Hare airport with a lot of hotels and not much else. I'm sure there are some bookstores out that way, and a bar or two in other nearby suburbs, but I don't know the area at all. You're better off coming into the city. When you do, pick up a Gay Chicago magazine at one of the bars or Steamworks. Check the ads and the bar listings section for info on which bars are hopping on any given night of the week.
Although some of the best weeknight bars are in other neighborhoods, I'm sure you can find something going on in Boys Town, and there you have the advantage of having a dozen places within walking distance of each other, all pretty much on the same street.
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