Macaulay Culkin Kevin Joe Pesci Harry Daniel Stern Marv Catherine O'Hara Kate John Heard Peter Brenda Fricker Pigeon Lady Tim Curry Concierge Devin Ratray Buzz Gerry Bamman Uncle Frank Rob Schneider Bellman Michael C. Maronna Jeff Terrie Snell Aunt Leslie Hillary Wolf Megan Dana Ivey Desk Clerk Eddie Bracken Mr. Duncan Kieran Culkin Fuller Jedidiah Cohen Rod Senta Moses Tracy Diana Rein Sondra Anna Slotky Brooke Leigh Zimmerman Fashion Model Clare Hoak Gangster - 'Dame' Monica Devereux Hotel Operator Bob Eubanks Ding-Dang-Dong Host Rip Taylor Celeb #1 Jaye P. Morgan Celeb #2 Jimmie Walker Celeb #3 Joe Liss Skycap O'Hare #2 Ally Sheedy Ticket Agent (New York) Clarke Devereux Ticket Taker / Evidence Specialist Sandra Macat Flight Attendant Venessia Valentino Flight Attendant Ron Canada Cop in Times Square Mark Morettini Arresting Cop in Central Park #2 Donald Trump Donald Trump Abdoulaye NGom Bead Vendor Mario Todisco Cab Driver Anthony Cannata Sergeant in Toy Store Chris Columbus Man in Toy Store (uncredited) Kate Hudson Choir Singer (uncredited) Jeffrey Landman Choir Singer (uncredited) Eden Riegel Choir Member (uncredited)