Take a lazy stroll along the Riverwalk and take in the architectural beauty of the city!
Snap a selfie at Cloud Gate aka "The Bean" and the adjacent Pritzker Pavilion and Maggie Daley Parks.
Heaven on Earth. Several restaurants, espresso & wine bars and Italian grocery store all rolled into one. Many cool date nights have been spent here!
Catch a show at one of Chicago's many theaters!
Brian's favorite place in the world. Unfortunately the Cubs are away this weekend but the pavilion has tons of cool restaurants and bars paying homage to Chicago finest team.
Get ready to laugh your behind off - many hilarious date nights spent here!