As much as I like to shill for the city of Chicago, I really don't recommend people come here this time of year. Springtime in Chi-town is a two-week period in early June. Before that is still winter.

Go warm. I like Amelia Island, FL, but I get to stay there free (parents). Hilton Head, Jekyll Island, Kiawah, Pauley's Island...something like that would be good too.