| Host | |
| Alex Trebek | |
| Contestants | |
| see below | |
| Announcer | |
| Johnny Gilbert | |
| Broadcast | |
 | |
| Packager | |
| Sony Pictures Television | |
Contestants[]
- Carol Burnett (Actress/comedienne)
- Noah Wyle (actor)
- Rosie O'Donnell (comedienne)
- Andy Richter (comedian)
- S. Epatha Merkerson (actress)
- Brian Dennehy (actor)
- Michael Boatman (actor and writer)
- Shawn Colvin (Grammy-winning singer-songwriter)
- Jon Stewart (TV host from The Daily Show with Jon Stewart)
- James McDaniel (Award-winning stage actor)
- Meredith Vieira (co-host of ABC's The View)
- Nathan Lane (actor and writer)
- Sandy Duncan (actress)
- Peter Krause (actor)
- Andrea McArdle (actress)
Game Summary[]
| Game | Air Date | Name | Score | Name | Score | Name | Score | Detail |
|---|---|---|---|---|---|---|---|---|
| 1 | November 15, 1999 | Rosie O'Donnell | $0 | Noah Wyle | $0 | Carol Burnett | $9,600 | # |
| 2 | November 16, 1999 | Brian Dennehy | $10,000 | S. Epatha Merkerson | $7,500 | Andy Richter | $24,400 | # |
| 3 | November 17, 1999 | Jon Stewart | $23,000 | Shawn Colvin | $7,200 | Michael Boatman | $8,200 | # |
| 4 | November 18, 1999 | James McDaniel | $14,200 | Meredith Vieira | $10,000 | Nathan Lane | $1 | # |
| 5 | November 19, 1999 | Andrea McArdle | $0 | Peter Krause | $17,000 | Sandy Duncan | $0 ($0) |
# |
Trivia[]
- This Celebrity Jeopardy! taped from the Theater at Madison Square Garden, New York City, where the same location as the 1999-B Teen Tournament.
- Andy Richter later appeared in the 2009-2010 Jeopardy! Million Dollar Celebrity Invitational and 2022-2023 Celebrity Jeopardy!.
List[]
| 1992 | 1993 | 1994 | 1995 | 1996 | 1997 |
| 1998 | 1998-A | 1998-B | 1999 | 1999-A | 1999-B |
| 2001 | 2003 | 2006 | 2009 | 2015 | |
Tournaments
| |||||
| 2009-2010 | 2022-2023 | 2023-2024 | 2025 | ||