Head Over Heels Cast
The cast of Head Over Heels.
Monica Potter
as Amanda Pierce

Monica Potter plays the character of Amanda Pierce.

Freddie Prinze Jr.
as Jim Winston

Freddie Prinze Jr. plays the character of Jim Winston.

Shalom Harlow
as Jade

Shalom Harlow plays the character of Jade.

Ivana Miličević
as Roxana

Ivana Miličević plays the character of Roxana.

Sarah Murdoch
as Candy

Sarah Murdoch plays the character of Candy.

Tomiko Fraser
as Holly

Tomiko Fraser plays the character of Holly.

China Chow
as Lisa

China Chow plays the character of Lisa.

Timothy Olyphant
as Michael

Timothy Olyphant plays the character of Michael.

Stanley DeSantis
as Alfredo
Erin-Marie Dykeman
as 10 Year-Old Amanda
James Kirk
as Tommy
Elysa Hogg
as Tommy's Girlfriend
Kristina Lewis
as 17 Year-Old Amanda
Ben Silverman
as Charlie
Sam MacMillan
as Charlie's Date
Jay Brazeau
as Halloran / Strukov
Raoul Ganeev
as Harold
Brendan Beiser
as Ellis
Jody Thompson
as Party Girl
Brenda Schad
as Michael's Lover
Betty Linde
as Polly
Alex Doduk
as Boy with Crutches
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