L’èxit de The Mask (1994), de Ch.Russell, la donà a conèixer i esdevingué una actriu popular per les interpretacions a The last Supper (1995), de S.Title, Feeling Minnesota (1996), de S.Baigelman, o My Best Friend’s Wedding (1997), de P.J. Hogan. Ha protagonitzat, entre altres films, There's Something about Mary (1998), de P. i B.Farrelly, Very Bad Things (1998), de P.Berg, Being John Malkovich (1999), de S.Jonze, Any Given Sunday (1999), d’O.Stone, Charlie's Angels (2000), de McG, Things You Can Tell Just by Looking at Her (2000), de R.Garcia, Invisible Circus (2000), d’A.Brooks, Vanilla Sky (2001), de C.Crowe, The Sweetest Thing (2002), de R.Kumble, Gangs of New York (2002), de M.Scorsese, Charlie's Angels: Full Throttle (2003), de McG, i In Her Shoes (2005), de C.Hanson.