| Jon Stewart | Host | 
    
    
      | Kevin Clash | Elmo | 
    
    
      | Fran Brill | Zoe / Prairie Dawn / Roxie Marie (voice) | 
    
    
      | Carmen Osbahr | Rosita (voice) | 
    
    
      | Frank Oz | Grover / Cookie Monster / Bert (voice) | 
    
    
      | Caroll Spinney | Big Bird / Oscar the Grouch (voice) | 
    
    
      | Steve Whitmire | Kermit the Frog / Ernie (voice) | 
    
    
      | Jerry Nelson | The Count / Two-Headed Monster (1) / Biff (voice) | 
    
    
      | Joey Mazzarino | Horatio / Papa Bear / Elephant (voice) | 
    
    
      | David Rudman | Baby Bear / Two-Headed Monster (2) / Sparky / Penguin (voice) | 
    
    
      | Martin P. Robinson | Telly / Mr. Snuffleupagus / Slimey / Yip-Yip (voice) | 
    
    
      | Bryant Young | Mr. Snuffleupagus (back half) | 
    
    
      | Roscoe Orman | Gordon | 
    
    
      | Sonia Manzano | Maria | 
    
    
      | Ruth Buzzi | Ruthie | 
    
    
      | Emilio Delgado | Luis | 
    
    
      | Loretta Long | Susan | 
    
    
      | Bob McGrath | Bob | 
    
    
      | Linda Bove | Linda | 
    
    
      | David Langston Smyrl | Mr. Handford | 
    
    
      | Alison Bartlett | Gina | 
    
    
      | Terry Ellis | Self - En Vogue | 
    
    
      | Cindy Herron | Self - En Vogue | 
    
    
      | Maxine Jones | Self - En Vogue | 
    
    
      | Dawn Robinson | Self - En Vogue | 
    
    
      | Lauryn Hill | Self - The Fugees | 
    
    
      | Wyclef Jean | Self - The Fugees | 
    
    
      | Pras Michel | Self - The Fugees | 
    
    
      | John Timothy Burton | Self - The Mighty Mighty Bosstones | 
    
    
      | Tyra Banks | Self | 
    
    
      | Richard Belzer | Self | 
    
    
      | Jimmy Buffett | Self | 
    
    
      | Cindy Crawford | Self | 
    
    
      | Gloria Estefan | Self | 
    
    
      | Jeff Garlin | Self | 
    
    
      | David Alan Grier | Self | 
    
    
      | Kenny Loggins | Self | 
    
    
      | Rosie O'Donnell | Self | 
    
    
      | Andy Richter | Self | 
    
    
      | Chris Rock | Self | 
    
    
      | Martin Short | Self | 
    
    
      | Shawn Colvin | Self | 
    
    
      | Richard Harris | Self (archive footage) | 
    
    
      | Jada Pinkett Smith | Self (archive footage) | 
    
    
      | Lora Lee Ecobelli | Crazy Director (uncredited) | 
    
    
      | Judy Prianti | Make-up Lady (uncredited) | 
    
    
      | Heidi Berg | Oinker Sister (voice) (uncredited) | 
    
    
      | Cheryl Hardwick | Oinker Sister (voice) (uncredited) | 
    
    
      | Bill Corsair | Hank the Handyman (uncredited) | 
    
    
      | Jenn Pinto | Kid (uncredited) | 
    
    
      | Tony Bennett | Self (archive footage) (uncredited) | 
    
    
      | Conan O'Brien | Self (uncredited) | 
    
    
      | Will Smith | Self (archive footage) | 
    
    
      | Ivy Austin | Oinker Sister (voice) (uncredited) | 
    
    
      | Abe Acay | Child Mambo Dancer (uncredited) | 
    
    
      | Pam Arciero | Additional Muppet (voice) | 
    
    
      | Peter Linz | Additional Muppet (voice) | 
    
    
      | Noel MacNeal | Additional Muppet (voice) | 
    
    
      | Jim Martin | Additional Muppet (voice) | 
    
    
      | Dicky Barrett | Self |