In the subsequent years, Kher went to be a part of multi-starrers such as Khelein Hum Jee Jaan Sey, Players, Aurangzeb, Tere Bin Laden: Dead or Alive and The Zoya Factor.

[4] Kher got his first break in acting from producer Sanjay Gupta in the film, Woodstock Villa.

[7] CNN-IBN's Rajeev Masand, who was highly critical about the movie, said that Sikander had an "engaging presence and impressive dialogue delivery.

He was hailed for his comic timing in films like Tere Bin Laden 2 and Sonam K Ahuja starrer The Zoya Factor.

Appreciating his performance in the latter, Monika Rawal Kukreja from Hindustan Times, in her review of the film, wrote, “Sikander Kher as Zoya's brother Zorawar delivers some clever comic punches.”[9] In late 2021, he starred in an Akshay Kumar and Katrina Kaif starer action film, Sooryavanshi.