Things To Do
Buddy Guy's Legends
Casual jazz hangout
The Second City
Famous comedy spot, where many comics on SNL started
Big Star
Great tacos and margs
Pequod's Pizza
Local deep dish pizza known for their caramelized crust (Giordano's and Lou Malnati's are also good deep dish options with more locations)
Wendella Tours & Cruises
Great architecture tour of the city on a boat ride right on the River Walk
Wrigley Field
Take a tour of the 2nd oldest MLB ballpark in the country, home of the Chicago Cubs
Untouchable Tour - Chicago's Original Gangster Tour
Tour guides are actors and take on the persona of a 1920’s gangster. You will hear the exploits of Capone, Moran, Dillinger and the rest of the boys on this Chicago crime tour!
Goose Island Taproom
Brewery tour and taproom, home of 312
The University of Chicago
Sam's old stomping grounds in Hyde Park
Cafe Ba-Ba-Reeba!
Family style spanish tapas, gotta try the patatas bravas and paella
Girl & The Goat
Insane food, female owner and chef, but you're gonna need rezzies way ahead of time. If you are looking for more last minute, their sister restaurant, Lil Goat Diner, is nearby.
Millennium Park
Check out the bean and the amphitheater, with Lake Michigan on one side and the skyline on the other
Navy Pier
Speaks for itself if you're craving something touristy