Ideal first date is a relaxed outing to a location or venue that reflects shared interests. Can be a seminar or hobby activity followed up by a cup of coffee to chat on impressions gathered.
Since first dates can be rather taxing, how about attending a show, movie, event or lecture we could enjoy together, and discuss afterward? Great way to get to know someone!
attend a lecture - take in a museum - walk through Millennium Park and have a drink at the outdoor bar - go to Old Town School of Music for banjo night - bike through trails along the lake