- Letter One: Washington and Hyde
Parks January 1998
- Du Sable Museum of African American History
- Museum of Science and Industry
- Henry Crown Space Center
- University of Chicago
- Oriental Institute
- David and Alfred Smart Museum of Art
- Seminary Co-op
- Powell's
- O'Gara and Wilson
- Letter Two: Grant Park and the
Museum Campus June 1998
- Grant Park
- Buckingham Fountain
- The Art Institute of Chicago
- Chicago Cultural Center
- Chicago Architecture Foundation
- Athenaeum: Museum of Architecture and Design
- Spertus Museum of Judaica
- The Field Museum of Natural History
- The John G. Shedd Aquarium
- The Adler Planetarium
- Meigs Field
- Letter Three: Lincoln Park February
1999
- Lincoln Park Zoo
- Pritzker Children's Zoo
- Farm in the Zoo
- Lincoln Park Lagoon
- Statuary
- Chicago Academy of Sciences
- Chicago Historical Society
- Second City
- R.J. Grunts
- St. Valentine's Day Massacre
- Biograph Theater
- Live Theater
- Letter Four: Sports in Chicago July
1999
- Chicago Cubs
- Chicago White Sox
- Kane County Cougars
- Schaumburg Flyers
- Cook County Cheetahs
- Softball
- Chicago Bulls
- Chicago Bears
- Chicago Fire
- Chicago Black Hawks
- Chicago Wolves
- Cricket
- Polo
- Horse Racing
- NASCAR Racing
- Dog Racing
- Golf
- Letter Five: The Suburbs February 2000
- Kohl Children's Museum
- Grosse Point Lighthouse
- Brookfield Zoo
- Graue Mill
- Morton Arboretum
- Chicago Botanic Garden
- Restaurant Row
- Lamb's Farm
- Three Worlds of Santa's Village
- Kiddieland
- Six Flag's Great America
- Shopping Malls
- Baha'i Temple
- Frank Lloyd Wright
- Cuneo Museum and Gardens
- Ernest Hemingway
- Letter Six:
- Letter Seven:
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