The fifth season of MADtv aired from September 25, 1999, to May 20, 2000, with 25 episodes.
5 - 1Episode #501 Sep. 25, 1999- 5 - 3Episode #503 Oct. 09, 1999
- 5 - 4Episode #504 Oct. 16, 1999
- 5 - 5Episode #505 Oct. 23, 1999
- 5 - 6Episode #506 Oct. 30, 1999
- 5 - 8Episode #508 Nov. 13, 1999
- 5 - 9Episode #509 Nov. 20, 1999
- 5 - 10Episode #510 Nov. 27, 1999
- 5 - 14Episode #514 Jan. 29, 2000
- 5 - 21Episode #521 Apr. 15, 2000
- 5 - 23Episode #523 May. 06, 2000
- 5 - 25Episode #525 May. 20, 2000