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- World's largest commercial office building: Merchandise Mart, 222 Merchandise Mart Plaza
- World's largest indoor marine mammal exhibit: Chicago Oceanarium, 1200 S. Lake Shore Drive
- World's largest aquarium: Shedd Aquarium, 1200 S. Lake Shore Drive
- World's largest illuminated fountain: Buckingham Fountain, Grant Park
- World's largest public library: Harold Washington Library Center, 400 S. State St.
- World's largest bakery: Nabisco, 7300 S. Kedzie Ave.
- World's largest ice cream cone factory: Keebler, 10839 S. Langley Ave.
- World's largest candy factory: Brach & Brock, 401 N. Cicero Ave.
- World's largest free public zoo: Lincoln Park Zoo, 2200 N. Cannon Drive
- World's tallest masonry building: Monadnock Block, 53 W. Jackson Blvd.
- World's largest food festival: Taste of Chicago, Grant Park
- World's largest collection of impressionist paintings outside Paris: Art Institute of Chicago, 111 S. Michigan Ave.
- World's largest modern art museum: Museum of Contemporary Art, 220 E. Chicago Ave.
- World's longest street: Western Avenue
- World's largest convention facility: McCormick Place, 2301 S. Lake Shore Drive
- World's busiest roadway: Dan Ryan expressway
- World's highest steeple above ground: United Methodist Church, 77 W. Washington St.
- World's highest residence above ground: John Hancock Center, 875 N. Michigan Ave.
- World's tallest building: Sears Tower, 233 S. Wacker Drive
- World's busiest futures exchange: Board of Trade, 141 W. Jackson Blvd.
- World's busiest airport: O'Hare International Airport, 10000 W. O'Hare Road
- World's largest municipal harbor system: Chicago Park District
- World's largest stand-alone theater: Uptown Theatre, 4810 N. Broadway
- World's largest Tiffany dome: Chicago Cultural Center, 78 E. Washington St.
- World's largest parochial school system: Archdiocese of Chicago
- World's busiest sit-down restaurant: Berghoff Restaurant, 17 W. Adams St.
- World's largest water filtration plant: Jardine Water Purification Plant, 600 E. Grand Ave.
SOURCE: City of Chicago Department of Planning and Development, 2003