Chicago regulations could mean jail for some AIrbnb hosts Jan 30, 2016 14:44:40 GMT Quote Select PostDeselect PostLink to PostMemberGive GiftBack to Top Post by deborah on Jan 30, 2016 14:44:40 GMT Putting people in jail because they rent out their own property? THat's one of the most ridiculous and disturbing things I've heard of, but it is real in Chicago. Take a look at this article:dailysignal.com/2016/01/29/chicago-regulations-could-mean-jail-for-some-airbnb-users/"Yes, I rented my house out for a weekend, and that got me here in jail for 6 months."