Maryland
| Year | Name | Hometown | Age | Local title | Placement at MAO Teen | Special scholarships at MAO Teen | Notes |
|---|---|---|---|---|---|---|---|
| 2012 | Kennedy Taylor | Silver Spring | 15 | Miss University City's Outstanding Teen | Top 10 | Duke of Edinburgh Bronze Medal recipient | |
| 2011 | Ally Soule | Frederick | 15 | Miss Frederick's Outstanding Teen | |||
| 2010 | Mary Teal Mulligan | Williamsport | Miss Hagerstown's Outstanding Teen | ||||
| 2009 | Stephanie Meadowcraft | Bel Air | Greater Baltimore's Outstanding Teen | ||||
| 2008 | Joanna Guy | Swanton | College Park's Outstanding Teen | 3rd runner-up | Preliminary Sportswear Award, Academic Life Award | Later Miss Maryland 2012 | |
| 2007 | Kasey Stanizewski | Swan Point | 15 | College Park's Outstanding Teen | Later Miss Maryland Teen USA 2009 and Miss Maryland USA 2013; sister of Lindsay Staniszewski, Miss Maryland 2010 | ||
| 2006 | Hannah Mollerick | Jessup | Howard County's Outstanding Teen | Contestant at National Sweetheart 2010 | |||
| 2005 | Lindsay Morris | Church Creek | 15 | Caroline Summerfest's Outstanding Teen | |||
| 2004 | Brittany Eberly |
Read more about this topic: Miss America's Outstanding Teen State Pageants