Chicago Best Places of Interest
- National Italian American Sports Hall of Fame and Museum
- National Museum of Mexican Art
- Navy Pier
- Newberry Library
- Nichols Park South Fountain
- Noble Horse Theater
- North Avenue Beach
- Northeastern Illinois University
- Northerly Island
- North Lakeside Cultural Center
- North Park Village Nature Center
- Northshore Sculpture Park
- Norwood Park Historical Society
- Oak Park Conservatory
- Oak Park Visitor Center
- Oak Street
- Oak Street Beach
- Oak Woods Cemetery
- Odyssey Cruises
- Ohio Street Beach
- Old Colony Building
- Old St. Patrick's Church
- Old Town School of Folk Music
- One Group Mind
- Oriental Institute
- Original Sears Tower/Homan Square Tower
- Osaka Garden
- Our Lady of Lourdes Church
- Our Lady of Mount Carmel Church
- Our Lady of Sorrows Basilica