Heather Healy
Concierge
Four Seasons Chicago Hotel

I love the guests that express an interest in exploring more than Michigan Avenue. For example, when in Lincoln Park, visit CBA (Chicago Bagel Authority) for the BEST bagel; same with Sweet Mandy B's for a picture perfect cupcake or frosted molasses cookie; Chicago Pizza and Oven Grinder for pizza pot pie, and the Mediterranean bread.

Robert Brooks
Concierge
Holiday Inn Mart Plaza

Grab a bike from Bobby's Bike Hike and ride to Uptown for breakfast at Broadway Grill. Then jet back downtown to the Chicago History Museum. Afterward, hit Cityscape Bar at my hotel for drinks and spectacular views of the city. And dinner at Kinzie Chophouse is a must. End the day with a bluest set at Blue Chicago. Perfect.

Ozzie's Ideal Day in Chicago: We've distilled a day in the Windy City as spent by Chicago White Sox manager Ozzie Guillen. For those of you expecting it to be as jaw-dropping as his on-field personality, relax--everybody's got to have a little fun.