| Bgcolour: |
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| Num Episodes: | 25 |
| Network: | Fox |
| Prev Season: | Season 4 |
| Next Season: | Season 6 |
| Episode List: | List of Mad TV episodes |
The fifth season of Mad TV, an American sketch comedy series, originally aired in the United States on the Fox Network between September 25, 1999, and May 20, 2000.
Season 5 of Mad TV began with only a few changes to the cast: Nelson Ascencio (the show's first Cuban-American cast member and first cast member to have an identical twin brother who sometimes appeared in sketches with him) and Brooke Totman joined the show as featured players. This was the last season for Pat Kilbane and original cast member Phil LaMarr, and would be the only season for Brooke Totman. This would be the final season for the Spy vs. Spy shorts.
The previous year's newcomers, Michael McDonald and Mo Collins, reprised their wacky mother/son duo Stuart and Doreen Larkin; separately, Collins played Lorraine Swanson and McDonald played Marvin Tikvah and Rusty Miller. Alex Borstein's Ms. Swan starred in the multi-part sketch "Swan: The Homecoming," which featured special celebrity appearances in each episode by Garry Marshall, Mark Hamill, Dennis Hopper, Susan Sarandon, and Tony Shalhoub. After a noticeable weight loss, Will Sasso began to impersonate more celebrities such as Elvis Presley, George Lucas, James Lipton, Richard Simmons, and James Gandolfini. Nicole Sullivan would be the first cast member to portray pop star Britney Spears. Aries Spears and Debra Wilson introduced a sketch called Reality Check, a fictitious talk show on BET.
Former Mad TV alumnus Artie Lange made a special appearance, as well as celebrities Carmen Electra, Catherine O'Hara, George Carlin, Regis Philbin, Tim Robbins, and Alex Borstein's Family Guy co-star Seth Green (as recurring character Mr. Brightling).
The Mad TV logo appears and the theme song, which is performed by the hip-hop group Heavy D & the Boyz, begins. Cast members are introduced alphabetically. When the last cast member is introduced, the music stops and the title sequence ends with the phrase "You are now watching Mad TV."
See also: List of Mad TV episodes.
This season is included on the HBO Max streaming service, with episodes 2, 7, 11, 12, 13, 15, 16, 17, 18, 19, 20, 22, and 24 missing.