| Show # | Air Date | Tape Date | Season | Type | Contestants | Comments |
|---|---|---|---|---|---|---|
| 3555 | 2000-02-04 | 1999-11-17 | 16 | Regular | Jeremy Bate, Brian Siegel, Kathy Holden | Jeremy Bate game 1. |
| 3554 | 2000-02-03 | 1999-11-17 | 16 | Regular | Kathy Holden, Tim Barley, Angela Toussaint | |
| 3553 | 2000-02-02 | 1999-11-17 | 16 | Regular | Ed Friesema, Angela Toussaint, Amanda Yuzzi | |
| 3552 | 2000-02-01 | 1999-11-17 | 16 | Regular | Sean Lamont, Amanda Yuzzi, Heidi Meyer | |
| 3551 | 2000-01-31 | 1999-11-17 | 16 | Regular | Arnie Perlstein, Jose Siri, Lee Lassiter | Lee Lassiter game 5. |
| 3550 | 2000-01-28 | 1999-11-16 | 16 | Regular | Cheryl Larson, Mike Becker, Lee Lassiter | Lee Lassiter game 4. |
| 3549 | 2000-01-27 | 1999-11-16 | 16 | Regular | Rose Schuchman, Lynne Larkin, Lee Lassiter | Lee Lassiter game 3. |
| 3548 | 2000-01-26 | 1999-11-16 | 16 | Regular | Veronica Russell, Leslie McRae, Lee Lassiter | Lee Lassiter game 2. |
| 3547 | 2000-01-25 | 1999-11-16 | 16 | Regular | Glenn Sloat, Lee Lassiter, Lynn Walters | Lee Lassiter game 1. |
| 3546 | 2000-01-24 | 1999-11-16 | 16 | Regular | Sam Paparo, Don Lessem, Lynn Walters | |
| 3545 | 2000-01-21 | 1999-11-10 | 16 | Regular | David Jay, Travis Schroeder, Lynn Walters | |
| 3544 | 2000-01-20 | 1999-11-10 | 16 | Regular | Jim Laden, Kathryn Wymer, Lynn Walters | |
| 3543 | 2000-01-19 | 1999-11-10 | 16 | Regular | Brian Carlson, Lynn Walters, Kara McDermott | |
| 3542 | 2000-01-18 | 1999-11-10 | 16 | Regular | Jeff Melcher, Debbie Mamber, Kara McDermott | |
| 3541 | 2000-01-17 | 1999-11-10 | 16 | Regular | Kara McDermott, Wes Borucki, Lewis Targownik | |
| 3540 | 2000-01-14 | 1999-11-09 | 16 | Regular | Dawn Alexander, Lewis Targownik, Frank Butterworth | |
| 3539 | 2000-01-13 | 1999-11-09 | 16 | Regular | Terry Coombs, Lewis Targownik, Frank Butterworth | |
| 3538 | 2000-01-12 | 1999-11-09 | 16 | Regular | Frank Butterworth, Kevin O'Neill, Terence Caulfield | |
| 3537 | 2000-01-11 | 1999-11-09 | 16 | Regular | Cheryl Lopes, Terence Caulfield, Jerry Crowley | |
| 3536 | 2000-01-10 | 1999-11-09 | 16 | Regular | Moira Byrnes, Jerry Crowley, Justin T. Bradford, Jr. | Audio problems with some of the contestants' responses. |
| 3535 | 2000-01-07 | 1999-11-03 | 16 | Regular | Jeff Robinson, Justin T. Bradford, Jr., Mike Monday | |
| 3534 | 2000-01-06 | 1999-11-03 | 16 | Regular | Mike Monday, Jimmy Vollman, Marc Hirsh | |
| 3533 | 2000-01-05 | 1999-11-03 | 16 | Regular | Holly Bright, Marc Hirsh, Tom Bartanen | |
| 3532 | 2000-01-04 | 1999-11-03 | 16 | Regular | Molly Secrest, Arrington Widemire, Jack Archey | Jack Archey game 5. |
| 3531 | 2000-01-03 | 1999-11-03 | 16 | Regular | Allan Kreda, Jeannie Sanke, Jack Archey | Jack Archey game 4.First show of the 2000s. |
| 3530 | 1999-12-31 | 1999-11-02 | 16 | Regular | Shala Carlson, Brian Reidy, Jack Archey | Jack Archey game 3.Last show of the 1900s. |
| 3529 | 1999-12-30 | 1999-11-02 | 16 | Regular | Rosemarie Rinaldi, Matthew McCarthy, Jack Archey | Jack Archey game 2. |
| 3528 | 1999-12-29 | 1999-11-02 | 16 | Regular | Jack Archey, Terri Jones, Judith Martin Straw | Jack Archey game 1. |
| 3527 | 1999-12-28 | 1999-11-02 | 16 | Regular | Judith Martin Straw, Justin Oppmann, Grace Kim | |
| 3526 | 1999-12-27 | 1999-11-02 | 16 | Regular | Grace Kim, Morris Morgentaler, Hal Barron | |
| 3525 | 1999-12-24 | 1999-10-27 | 16 | Regular | Eli Cotham, Hal Barron, Mitch Teich | |
| 3524 | 1999-12-23 | 1999-10-27 | 16 | Regular | Matt Cunningham, Debbie Ream, Mitch Teich | |
| 3523 | 1999-12-22 | 1999-10-27 | 16 | Regular | Mitch Teich, Sarah Bagby, Yancy Naughton | |
| 3522 | 1999-12-21 | 1999-10-27 | 16 | Regular | Yancy Naughton, Susan Kahn, Maureen Madison | |
| 3521 | 1999-12-20 | 1999-10-27 | 16 | Regular | Bridget Bue, Mike Gardner, Maureen Madison | |
| 3520 | 1999-12-17 | 1999-10-26 | 16 | Regular | Roy Flynn, Maureen Madison, John Trzaska | |
| 3519 | 1999-12-16 | 1999-10-26 | 16 | Regular | Ryan Rupe, Leslie Glover, Darlene Lieblich | Darlene Lieblich game 5. |
| 3518 | 1999-12-15 | 1999-10-26 | 16 | Regular | Wellington Lee, Lynda Tuennerman, Darlene Lieblich | Darlene Lieblich game 4. |
| 3517 | 1999-12-14 | 1999-10-26 | 16 | Regular | Kathleen Victor Wyatt, Carter Paige, Darlene Lieblich | Darlene Lieblich game 3. |
| 3516 | 1999-12-13 | 1999-10-26 | 16 | Regular | Brian Padian, Tate Garrett, Darlene Lieblich | Darlene Lieblich game 2. |
| 3515 | 1999-12-10 | 1999-09-14 | 16 | Regular | Darlene Lieblich, Mike Bartley, Clif Bailey | Darlene Lieblich game 1. |
| 3514 | 1999-12-09 | 1999-09-14 | 16 | Regular | Clif Bailey, Catherine Smythe Zajc, Amanda Folk | |
| 3513 | 1999-12-08 | 1999-09-14 | 16 | Regular | Jeff Kirby, Amanda Folk, Sam Raman | |
| 3512 | 1999-12-07 | 1999-09-14 | 16 | Regular | Suzanne Doran, Logan Beckwith, Sam Raman | |
| 3511 | 1999-12-06 | 1999-09-14 | 16 | Regular | Natalia Fuentes, Sam Raman, Todd O'Bryan | |
| 3510 | 1999-12-03 | 1999-08-25 | 16 | Regular | Liz Colker, Todd O'Bryan, Steven Wyatt | |
| 3509 | 1999-12-02 | 1999-08-25 | 16 | Regular | Barbara Krause, Steven Wyatt, Karen Marlowe | |
| 3508 | 1999-12-01 | 1999-08-25 | 16 | Regular | Gary Lucy, Karen Marlowe, Eric Wagner | |
| 3507 | 1999-11-30 | 1999-08-25 | 16 | Regular | Delori Hawkins, Eric Wagner, Chris Schlekat | |
| 3506 | 1999-11-29 | 1999-08-25 | 16 | Regular | Chris Schlekat, Debbie Fawcett, Sharon Glickman |