The twenty-fifth season of Saturday Night Live (also branded Saturday Night Live 25 and SNL25), an American sketch comedy series, originally aired in the United States on NBC between October 2, 1999, and May 20, 2000.

There were no changes to the cast prior to the start of this season, as everyone from the previous season returned. Jimmy Fallon, Horatio Sanz, and Chris Parnell were all promoted to repertory status. The show then added two new featured players as this season progressed: Rachel Dratch, a performer with The Second City in Chicago, and Maya Rudolph of The Groundlings.

In July 1999, when executive producer Lorne Michaels held auditions for the season, NBC introduced a new contract for first-year cast members, replacing the five- or six-year deals they had used in the past. The terms were established by NBC executives Scott Sassa and Garth Ancier. According to Peter Bogdanovich, the new contract came with the following terms:

"SNL, they are the not-ready-for-prime-time players. These are people who are just starting out. I challenge you to name a network, much less a show, that has created this many stars, ever ... All we're asking is, somebody who comes in and is, basically, virtually unknown and young has an opportunity to be on a very, very powerful sketch-comedy show and to be able to launch a film career and be in sitcoms. I think that's a pretty great opportunity."

The starting salary remained $5,000 per episode.

This would be the final season for longtime cast members Tim Meadows, Cheri Oteri, and Colin Quinn. Meadows had been on the show for 10 seasons since 1991 (a record at the time); while Oteri and Quinn had both been on for five seasons since 1995.

bold denotes Weekend Update anchor

Starting this season, Tina Fey is credited as the writing supervisor, which means that she was promoted to the head writer position, making her the first woman in this role.