A mobile terminal and controlling method thereof are disclosed, by which transparency and output location of a video can be automatically adjusted. In performing multitasking for processing an additional task while playing a video, the present invention includes displaying a play window for outputting the video by overlaying the play window on a task window for processing the additional task, receiving a user input for scrolling the task window, and automatically adjusting at least one of a transparency of the play window and a display location of the play window while scrolling the task window in response to the user input.