
Throughout the years, Chicago’s skyline, parks, bars and streets have served as an iconic backdrop for some incredibly romantic moments — both onscreen and in real life.
There’s Julia Roberts and Dermot Mulroney slow dancing on an architecture tour boat along the Chicago River in “My Best Friend’s Wedding.” Nia Long and Larenz Tate dancing on their first date at the Wild Hare in “Love Jones.” Bill Pullman proposing to Sandra Bullock on the old Randolph/Wabash L platform in “While You Were Sleeping.” Meg Ryan and Billy Crystal deciding to drive north on Dusable Lake Shore Drive to get to New York in “When Harry Met Sally.”