5. “L” Tour
Location: 17 East Monroe St.
There's little more authentic about Chicago than the “L” system, and no better way to take a tour of the city—if a tour is what you're looking for. You can avoid the busses, trolleys, and segways (yeah, we know; we're pissed too) by hopping aboard one of the elevated trains for a guided tour. Pick your neighborhood or pick your train line, and you'll see the city while traveling like the natives do.
The Loop Tour offers the most scenic views, so photographers take note.