Sears Tower remains the tallest building in the Western hemisphere and, as such, is worth a gander. Soldier Field, home of the Chicago Bears football team, is a local Mecca and if you can, catch a game while you’re there. Or, in the summer, Lake Michigan has to be destination numero uno: lie on the man made beach, play volleyball, swim or, if you’re into touristy attractions, hit Navy Pier and its 50 acres of parks, promenades, gardens, shops, eateries and more.

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