@illinoistodolist: Things to do Labor Day weekend in Chicago Part 1: Explore the Chicago Riverwalk. If you have a long weekend coming up, this is one of the best ways to spend a day downtown. Walk along the river, grab food or drinks on a waterfront patio, watch the boats go by, hop on a cruise, and stay into the evening when the Riverwalk completely changes after dark. You could easily make an entire afternoon out of this without planning much at all. 📍 Chicago Riverwalk #labordayweekend #chicagoriverwalk #thingstodoinchicago #chicagoweekend