The early 1990s began a stretch of successful Broadway shows for Lane. In 1993, he portrayed Sid Caesar-like Max Prince in Neil Simon's "Laughter on the 23rd Floor", inspired by Simon's early career writing sketches for "Your Show of Shows". In 1996, he starred in the hit revival of "A Funny Thing Happened on the Way to the Forum", for which he won the Tony, Drama Desk and Outer Critics Circle Awards. In 1998, he appeared Off-Broadway in Jon Robin Baitz's revised 1984 comedy, "Mizlansky/Zilinsky or 'Schmucks'."