Jason Schwartzman as Max Fischer

Bill Murray as Herman Blume

Olivia Williams as Rosemary Cross

Seymour Cassel as Bert Fischer

Brian Cox as Dr. Nelson Guggenheim

Mason Gamble as Dirk Calloway

Sara Tanaka as Margaret Yang

Stephen McCole as Magnus Buchan

Luke Wilson as Dr. Peter Flynn

Dipak Pallana as Mr. Adams

Andrew Wilson as Coach Beck

Marietta Marich as Mrs. Guggenheim

Ronnie McCawley as Ronny Blume

Keith McCawley as Donny Blume

Hae Joon Lee as Alex

Adebayo Asabi as Mr. Obiamiwe

Connie Nielsen as Mrs. Calloway

Al Fielder as Ernie

Colin Platt as Boy Portraying Frank Serpico

George Farish as O'Reilly

Francis Fernandez as Burnum

McCauley Penderdast as Fields

Eric Weems as Willie

Dalton Tomlin as Wrestler

Wallace Wolodarsky as Referee

Kim Terry as Mrs. Blume

Ella Pryor as Woman Back Stage

Paul Schiff as Waiter

Antoni Scarano as Small Boy Artist

Brian Tenenbaum as Contractor

Thayer McClanahan as School Reporter

Patricia Winkler as Mrs. Whitney

Manning Mott as Mr. Holstead

J.J. Stonebraker as Woody

Donny Caicedo as 40 Ounce

Ali Ktiri as Benjamin

Michael Maggart as Concierge

Robbie Lee as Isaac

Morgan Redmond as Bellman

Ed Geldart as Security Guard

J.J. Killalea as Tommy Stalling

William Lau as Mr. Yang

Lucille Sadikin as Mrs. Yang

Steve Eckelman as Tennis Pro

Eric Chase Anderson as Architect

Danny Fine as Coach Fritz

Kyle Ryan Urquhart as Regis

Kumar Pallana as Mr. LittleJeans

Stephen Dignan as Reuben

Alexis Bledel as Student (uncredited)

Brandon Trost as Vietnamese Soldier with Rocket Launcher (uncredited)

Jason Trost as Party Kid (uncredited)

David Moritz as Dynamite Salesman