1. Jerry Seinfeld/David Bowie
Aired: Oct 2, 1999 Reform Party headquarters with Perot and others in strategy meeting cold open...
2. Heather Graham/Marc Anthony
Aired: Oct 16, 1999 Check out selected sketches and segments from this 1999 episode hosted by Hea...
3. Norm Macdonald/Dr. Dre featuring Snoop Dogg & Eminem
Aired: Oct 23, 1999 Darrell Hammond opens the show as Rudy Giuliani. Norm MacDonald expresses sur...
4. Dylan McDermott/Foo Fighters
Aired: Nov 6, 1999 The Practice is spoofed during the cold open. During his monologue, Dylan McD...
5. Garth Brooks/Chris Gaines
Aired: Nov 13, 1999 Garth Brooks returns to host this 1999 episode. Selected sketches include "To...
6. Jennifer Aniston/Sting
Aired: Nov 20, 1999 Friends costar Jennifer Aniston hosts this 1999 episode. Selected sketches in...
7. Christina Ricci/Beck
Aired: Dec 4, 1999 Watch selected sketches from this 1999 episode hosted by Golden Globe-nominee...
8. Danny DeVito/R.E.M.
Aired: Dec 11, 1999 The last SNL of the 20th Century features recurring characters all round. Dan...
9. Jamie Foxx/Blink-182
Aired: Jan 8, 2000 Bill Clinton calls Putin just as Hillary is about to leave for NY during the ...
10. Freddie Prinze, Jr./Macy Gray
Aired: Jan 15, 2000 Don Pardo sounds under the weather and Freddie Prinze Jr. explains half the c...
11. Alan Cumming/Jennifer Lopez
Aired: Feb 5, 2000 The cast show Alan Cumming their love for Broadway musicals during his monolo...
12. Julianna Margulies/DMX
Aired: Feb 12, 2000 Ana Gasteyer opens the show as Hillary Clinton. Julianna Margulies shows a cl...
13. Ben Affleck/Fiona Apple
Aired: Feb 19, 2000 Check out selected segments and sketches from this 2000 episode hosted by Osc...
14. Joshua Jackson/*NSYNC
Aired: Mar 11, 2000 News Anchors express concerns about the upcoming election during the cold ope...
15. The Rock/AC/DC
Aired: Mar 18, 2000 The Rock hosts Saturday Night Live, with musical guest AC/DC.
16. Christopher Walken/Christina Aguilera
Aired: Apr 8, 2000 Home of the iconic "More Cowbell" sketch with Will Ferrell as Gene.
17. Tobey Maguire/Sisqo
Aired: Apr 18, 2000 The Cider House Rules are spoofed during the cold open. Tobey Maguire plays K...
18. John Goodman/Neil Young
Aired: May 6, 2000 Show opens with a celebrity edition of Who Wants To Be A Millionare. John Goo...
19. Britney Spears
Aired: May 13, 2000 Britney Spears hosts and is the musical guest for this episode. She became th...
20. Jackie Chan/Kid Rock
Aired: May 20, 2000 The Ladies Man bows out with a special cold open edition of "Who Wants to Be ...
