One of the best places to bike/run is the 606 trail. It is along an old railway line passing through some northwest-side neighborhoods like Bucktown and Logan Square. You can also stop along the way at different restaurants and bars.

The California Clipper is a speakeasy-style bar with live jazz music and a small dance floor. I feel transported to another time when I go there.

Chicago's hidden gems: Cocktails and jazz at the California Clipper and empanadas at Cafe Tola