|Relatives:||Mr. Cunningham (father)|
|Voiced by:||Yvette Lowenthal, Rachel Leigh Cook|
Chelsea Cunningham was the best friend of Dana Tan.
Chelsea was an average student and one of the most popular girls from a rich family, though she did not get along well with her father. She was a cheerleader, and has had several boyfriends during her school years: Mason, Rick, and Nelson.
Chelsea's attitude towards everything has landed her into trouble on several occasions. Her father first sent her to Ira Billings for counseling, but it ended worse. Billings forced her to take a precious statuette from her father's art collection, and drop it in the river. The case made the news, and Mr. Cunningham used his connections to get the police to investigate it. After a chat with Billings, however, Commissioner Gordon closed the case.
Chelsea was very popular with boys, even those who were way below her league. When Howard Groote got a beautiful girlfriend, however, she was interested, much to Cynthia's chagrin. She tried to push the sign of Hamilton High on top of Chelsea, but Terry delayed her. After Cynthia was revealed to be a robot, Chelsea lost interest in Howard.
- "Black Out" (Cameo)
- "The Winning Edge"
- "Terry's Friend Dates a Robot"
- "The Last Resort"
- "The Eggbaby" (Cameo)