There's a walking architecture tour as well. You could go on one of those double decker tour buses. You could go on a boat tour down the river. You could rent Segways and cruise around Grant Park. There's a Segway place on Jackson - not sure what it's called. You can also head out to the planetarium and check out the view of the skyline. It's the most impressive view, IMO. Will you be there on a weekend? I assume so. There's a massive farmer's market in Lincoln Park you might look into. Just walking around Millenium Park is neat - lots of free art to check out (i.e. the Giant Bean, the reflecting pool, the crazy band shell, etc.). You could take a water taxi to Chinatown (picks you up on the river under the Tribune Building I think). As far as pizza, you will still wait at lunch time for Geno's or Lou Malnatti's - especially during high tourist season and especially downtown. Plus deep-dish takes a long time to make which cuts into your already short stay. Not sure if they're open on weekends, but there's a sub pace called Fontano's on Michigan that is outstanding. http://www.fontanosonmichigan.com/ If I think of anything else, I'll edit my post.