Delaware winners and contestants
In terms of number of placements and awards, Delaware is one of the least successful states at Miss Teen USA. However, Ashley Coleman broke the mold to win the Miss Teen USA crown in 1999. Delaware also made its first back to back placement in 2015 and 2016
Miss Delaware Teen USA 2000, Carrie Aiken, and 2001, Christie Aiken, are sisters. Miss Delaware Teen USA 1997, Cheryl Crowe, was the first and so far only Delaware teen to cross over to the Miss Delaware USA title. Miss Delaware Teen USA 2011, Amanda Debus, was the first, and so far only, Delaware teen to cross over from the Miss Delaware's Outstanding Teen title, she is also the only successful MAO/MUO crossover in Delaware. Amanda Debus is the first USA titleholder to win Miss Delaware in the Miss America system.
On February 26, 2013, Melissa King resigned her crown when confronted with the surfacing of an online commercial pornographic sex video that stars her.
The former Miss Delaware Teen USA was paid $1,500 for the porn shoot. The video producers said that King contacted them to shoot the video and was willing to film more scenes.
Hailey Lawler, the runner-up, replaced her.
- Miss Teen USAs: Ashley Coleman (1999)
- Top 6: Dawn Huey (1995)
- Top 15: Mia Jones (2014), Emily Hutchison (2016)
- Color key
- Declared as Winner
- Ended as runner-up
- Ended as one of the finalists or semifinalists
|Year||Name||Hometown||Age1||Placement at Miss Teen USA||Special awards at Miss Teen USA||Notes|
|2016||Emily Hutchison||Wilmington||18||Top 15|
|2015||Sierra Belle Wright||Wilmington||18|
|2014||Mia Jones||Bear||17||Top 15|
|2013||Hailey Lawler||Newark||18||Succeeded Melissa King after King's resignation|
|Melissa King||Bethany Beach||18||did not compete||Resigned her crown after revelation of participation in commercial pornography.|
|2012||Angela Viscount||Newark||19||1st Runner Up at Miss Delaware Teen USA 2011|
|2011||Amanda Debus||Middletown||18||Later, Miss Delaware 2016; Previously Miss Delaware's Outstanding Teen 2008|
|2009||Kelsey Miller||Wilmington||17||Later Miss Delaware USA 2014|
|2005||Ashley Frances Fletcher||Smyrna||18|
|2004||Brittany Cichocki||Pike Creek||17|
|2003||Ashley James||Bear||18||1st Runner Up at Miss Delaware USA 2010|
|1999||Ashley Coleman||Camden||18||Miss Teen USA 1999|
|1997||Cheryl Crowe||Felton||18||Later Miss Delaware USA 2003, 1st runner up at Miss Oktoberfest 2002|
|1996||Ashley Anderson||Rehoboth Beach||16|
|1995||Dawn Renee Huey||Greenwood||Top 6|
|1994||Selena Del Grosso||Wilmington|
|1983||Laura Michelle Enslen||Wilmington|
1 Age at the time of the Miss Teen USA pageant