Monty Python Live at Aspen was a reunion show featuring the surviving members of the Monty Python team: John Cleese, Terry Gilliam, Eric Idle, Terry Jones and Michael Palin, appearing on stage together for the first time since their Hollywood Bowl shows in 1980. Filmed on 7 March 1998 at the Wheeler Opera House in Colorado as part of The US Comedy Arts Festival, it featured the five Pythons in an interview with host Robert Klein. The late Graham Chapman was also allegedly in attendance as his "ashes" were brought out in an urn with his portrait attached to the front, only to be knocked over by Terry Gilliam.

The Pythons initially appear with an uninvited Eddie Izzard, who is quickly made to leave the stage. The team and Klein then discuss their work and answer questions from fans on the internet. At the end of the evening they are presented with an American Film Institute Star Award, which is handed to John Cleese, who goes into a mock rant about how they never received any recognition when they were doing Monty Python, before the award is dropped into Chapman's urn. The show ends with Eric Idle leading a singalong of "Always Look on the Bright Side of Life".

The special was broadcast in the US on HBO on 21 March 1998. In the UK it was released on VHS in 1999 as part of the BBC box set The Best of Monty Python's Flying Circus. A DVD version of the set was later released in 2004. In the US the show was released on DVD in 2001 by A&E Home Entertainment as part of their Monty Python Live box set.