You can enjoy Chicago on a budget without feeling like you’re missing out. This is espcially great for a Chicago single that does not have a huge income. If you’re a Chicago resident, museums offer discounts. The Art Institute is free on Thursdays. Take a free architecture tour aboard the El. During the summer. The navy Pier is always free, but there’s an entrance fee to the Chicago Children’s Museum. The Chicago Transit Authority offers the Loop Tour. The Chicago Architecture Foundation guide visitors through the history and architecture of the elevated train.