Season 16
| #3675, aired 2000-07-21 | Greg Fry vs. Kevin Smith vs. Mort Kamins | Last game of Season 16. |
| #3674, aired 2000-07-20 | Tad Carithers vs. Ann Sanders vs. Maureen Holihan | Tad Carithers game 5. |
| #3673, aired 2000-07-19 | Tad Carithers vs. Lisa Stevens vs. Matt Landig | Tad Carithers game 4. |
| #3672, aired 2000-07-18 | Tad Carithers vs. Diana Hechler vs. Jonathan Earle | Tad Carithers game 3. |
| #3671, aired 2000-07-17 | Tad Carithers vs. Chris Coad vs. Nicole Burnham Onsi | Tad Carithers game 2. |
| #3670, aired 2000-07-14 | Catherine Young vs. Tad Carithers vs. Meredith Finnin | Tad Carithers game 1. |
| #3669, aired 2000-07-13 | Catherine Young vs. Karen Ronsivalle vs. Irwin Shires | |
| #3668, aired 2000-07-12 | Doug Lach vs. Jason Berner vs. Cheryl Klein | Doug Lach game 5. |
| #3667, aired 2000-07-11 | Doug Lach vs. Robert Hartle vs. Carey Ramos | Doug Lach game 4. |
| #3666, aired 2000-07-10 | Doug Lach vs. Deborah Van Ness vs. Steve Wang | Doug Lach game 3. |
| #3665, aired 2000-07-07 | Doug Lach vs. Marc Singer vs. Mary Albanese | Doug Lach game 2. |
| #3664, aired 2000-07-06 | Glen Savory vs. Cori Collins vs. Doug Lach | Doug Lach game 1. |
| #3663, aired 2000-07-05 | Glen Savory vs. Cindy Olson vs. Bill Wilcox | Johnny Gilbert accidentally announces Alex as "Glenn Trebek". |
| #3662, aired 2000-07-04 | Glen Savory vs. Mike Fazioli vs. Ron Landers | |
| #3661, aired 2000-07-03 | Jeeks Rajagopal vs. Glen Savory vs. Mike Fazioli | |
| #3660, aired 2000-06-30 | Bill McCormick vs. Jeeks Rajagopal vs. Brian Lohmann | Alex brings his kids, Matthew and Emily, onstage with him... |
| #3659, aired 2000-06-29 | Brady Bellis vs. Dru Daigle vs. Bill McCormick | |
| #3658, aired 2000-06-28 | Marci Schwartz vs. Mary Cox vs. Brady Bellis | |
| #3657, aired 2000-06-27 | Rick Robertson vs. Ryan Grant vs. Marci Schwartz | |
| #3656, aired 2000-06-26 | Michele Harvey vs. Rick Robertson vs. Brad Koplinski | |
| #3655, aired 2000-06-23 | Michele Harvey vs. Rick Robertson vs. Sandi Rosenfeld | |
| #3654, aired 2000-06-22 | Michele Harvey vs. Cindy Wolfson Ciullo vs. Carl Goldman | |
| #3653, aired 2000-06-21 | Glen Stevens vs. David Mersault vs. Michele Harvey | |
| #3652, aired 2000-06-20 | Gregg Fanselau vs. Mimi Collins vs. Glen Stevens | |
| #3651, aired 2000-06-19 | Gregg Fanselau vs. Bobby Reddy vs. Gavin Edwards | |
| #3650, aired 2000-06-16 | Meg Smath vs. Gregg Fanselau vs. John Edkins | |
| #3649, aired 2000-06-15 | Steven Silver vs. Scott Myre vs. Meg Smath | |
| #3648, aired 2000-06-14 | Steven Silver vs. Mary Friedman vs. Allen Tatman | |
| #3647, aired 2000-06-13 | Jason Parker vs. Steven Silver vs. Kari Elias | |
| #3646, aired 2000-06-12 | Jason Parker vs. Camille Brovold vs. Ted Miller | |
| #3645, aired 2000-06-09 | Jason Parker vs. Cindy Nobles vs. Mark Chapman | |
| #3644, aired 2000-06-08 | Jason Parker vs. Cinnamon Stetler vs. Doug Souleyrette | |
| #3643, aired 2000-06-07 | Rahul Ranadive vs. Janet Aitoro vs. Jason Parker | |
| #3642, aired 2000-06-06 | Robin Zorthian vs. Rahul Ranadive vs. Gene Newmier | |
| #3641, aired 2000-06-05 | Kevin Glaccum vs. Robin Zorthian vs. David Bleich | |
| #3640, aired 2000-06-02 | Kevin Glaccum vs. Rick Magee vs. Rob Lewis | |
| #3639, aired 2000-06-01 | Jamie Meyers vs. Lise Stephenson vs. Kevin Glaccum | |
| #3638, aired 2000-05-31 | Joseph Crippen vs. Jamie Meyers vs. Kate Walton | |
| #3637, aired 2000-05-30 | Ginny Reynolds vs. Susan Wozny vs. Joseph Crippen | |
| #3635, aired 2000-05-26 | Mike Andrews vs. Peggy Nomland vs. Steve Throneberry | |
| #3634, aired 2000-05-25 | Mike Andrews vs. Larry Bigman vs. Carly Sporer | |
| #3633, aired 2000-05-24 | Mike Andrews vs. Jason Wejnert vs. Lauren Cercone | |
| #3632, aired 2000-05-23 | Jeff Horn vs. Mike Andrews vs. Jennifer Knierim | |
| #3631, aired 2000-05-22 | Jeff Horn vs. Neil Tesser vs. Wesley Eddings | |
| #3630, aired 2000-05-19 | Robin Carroll vs. Jeremy Bate vs. Steve Fried | 2000 Tournament of Champions final game 2. From the Atlanta Civic Center. |
| #3629, aired 2000-05-18 | Robin Carroll vs. Jeremy Bate vs. Steve Fried | 2000 Tournament of Champions final game 1. From the Atlanta Civic Center. |
| #3628, aired 2000-05-17 | Michael Rooney vs. Steve Fried vs. Carolyn Cracraft | 2000 Tournament of Champions semifinal game 3. From the Atlanta Civic Center. |
| #3627, aired 2000-05-16 | Chacko George vs. Jeremy Bate vs. Eddie Timanus | 2000 Tournament of Champions semifinal game 2. From the Atlanta Civic Center. |
| #3626, aired 2000-05-15 | Terry Currin vs. Mike Blumenfeld vs. Robin Carroll | 2000 Tournament of Champions semifinal game 1. From the Atlanta Civic Center. |
| #3625, aired 2000-05-12 | Terry Currin vs. Darlene Lieblich vs. Carolyn Cracraft | 2000 Tournament of Champions quarterfinal game 5. From the Atlanta Civic Center. |
| #3624, aired 2000-05-11 | Robin Carroll vs. Lee Lassiter vs. Michael Rooney | 2000 Tournament of Champions quarterfinal game 4. From the Atlanta Civic Center. |
| #3623, aired 2000-05-10 | Eddie Timanus vs. Jack Archey vs. Janet Wong | 2000 Tournament of Champions quarterfinal game 3. From the Atlanta Civic Center. |
| #3622, aired 2000-05-09 | Steve Fried vs. Helen Petroff vs. Chacko George | 2000 Tournament of Champions quarterfinal game 2. From the Atlanta Civic Center. |
| #3621, aired 2000-05-08 | Jeremy Bate vs. Mike Blumenfeld vs. Melissa Sexstone | 2000 Tournament of Champions quarterfinal game 1. From the Atlanta Civic Center. |
| #3620, aired 2000-05-05 | Jeff Horn vs. Kevin Larkin vs. Ann Hannon | |
| #3619, aired 2000-05-04 | Dan Felsenheld vs. Jean Kosits vs. Jeff Horn | |
| #3618, aired 2000-05-03 | Dan Felsenheld vs. Meg Sullivan vs. Franklin Oliver | |
| #3617, aired 2000-05-02 | Alan Taber vs. Dan Felsenheld vs. Rosemary Wiseman | |
| #3616, aired 2000-05-01 | Alan Taber vs. David Orlin vs. Mary Mogan Edwards | |
| #3615, aired 2000-04-28 | Alan Taber vs. Michael Caro vs. Thad Davis | |
| #3614, aired 2000-04-27 | Alan Taber vs. David Smith vs. Jen Tomas | |
| #3613, aired 2000-04-26 | Greg Dwyer vs. Alan Taber vs. Gigi Lehman | |
| #3612, aired 2000-04-25 | Greg Dwyer vs. Chris Sanders vs. Suzanne Kling | |
| #3611, aired 2000-04-24 | Kate Lowe vs. Ann Kupitz vs. Greg Dwyer | |
| #3610, aired 2000-04-21 | Darren Millam vs. Vernon Martin vs. Kate Lowe | |
| #3609, aired 2000-04-20 | Jason Karpf vs. Darren Millam vs. Joe Bellas | |
| #3608, aired 2000-04-19 | Jason Karpf vs. Paul Cheng vs. Lynda Aue | |
| #3607, aired 2000-04-18 | Jason Karpf vs. Rishi Bhandari vs. Meri-Jane Rochelson | |
| #3606, aired 2000-04-17 | Jason Karpf vs. Erich Steinbergs vs. Chris Meding | |
| #3605, aired 2000-04-14 | Zach Martin vs. Jason Karpf vs. Katy Beebe | |
| #3604, aired 2000-04-13 | Mike Blumenfeld vs. Matt Thompson vs. Dana Hernandez | Mike Blumenfeld game 5. |
| #3603, aired 2000-04-12 | Mike Blumenfeld vs. Jane Mesereau vs. Rob Storrs | Mike Blumenfeld game 4. |
| #3602, aired 2000-04-11 | Mike Blumenfeld vs. Derek Schatz vs. Terri Ross | Mike Blumenfeld game 3. |
| #3601, aired 2000-04-10 | Mike Blumenfeld vs. Robin Osborn vs. Keith Myers | Mike Blumenfeld game 2. |
| #3600, aired 2000-04-07 | Bill Frisch vs. Mike Blumenfeld vs. Elizabeth Borja | Mike Blumenfeld game 1. |
| #3599, aired 2000-04-06 | Russell Walks vs. Marianne Burnham vs. Bill Frisch | |
| #3598, aired 2000-04-05 | Saran Fox vs. Bernadette Hanson vs. Russell Walks | |
| #3597, aired 2000-04-04 | Alissa Morel vs. David Andignac vs. Saran Fox | |
| #3596, aired 2000-04-03 | Alissa Morel vs. Brian Goss vs. Bob Lahr | |
| #3595, aired 2000-03-31 | Lori Callan vs. Rob O'Carroll vs. Alissa Morel | |
| #3594, aired 2000-03-30 | Jennifer Yuan vs. Greg Lau vs. Lori Callan | |
| #3593, aired 2000-03-29 | Jennifer Yuan vs. Jeff Wohl vs. Cris Christopher | |
| #3592, aired 2000-03-28 | Bryan Marcus vs. Jennifer Yuan vs. Andrew Millians | |
| #3591, aired 2000-03-27 | Bryan Marcus vs. Kelly Brumbelow vs. Mary Near | |
| #3590, aired 2000-03-24 | Donna Malcomb vs. Cecelia Raxter vs. Bryan Marcus | |
| #3589, aired 2000-03-23 | Ron Josephson vs. Donna Malcomb vs. Scott Hanson | |
| #3588, aired 2000-03-22 | Andrew Burke vs. Sara Winterer vs. Ron Josephson | |
| #3587, aired 2000-03-21 | Dave Fisher vs. Andrew Burke vs. Haley Thomas | |
| #3586, aired 2000-03-20 | Melissa Gaul vs. Tony Burrell vs. Dave Fisher | |
| #3585, aired 2000-03-17 | Robin Carroll vs. Alexandra Dixon vs. Jason Avant | Robin Carroll game 5. |
| #3584, aired 2000-03-16 | Robin Carroll vs. Brigid Callinan vs. Ruben Mancillas | Robin Carroll game 4. |
| #3583, aired 2000-03-15 | Robin Carroll vs. Steve Tanner vs. Mollie Fucilla | Robin Carroll game 3. |
| #3582, aired 2000-03-14 | Robin Carroll vs. Mike Zarren vs. Amy Wang | Robin Carroll game 2. |
| #3581, aired 2000-03-13 | Charles Hubert vs. Ted Kissell vs. Robin Carroll | Robin Carroll game 1. |
| #3580, aired 2000-03-10 | Charles Hubert vs. John Mollenkamp vs. Maggie Harris | |
| #3579, aired 2000-03-09 | Lynne Bruchet vs. Ellen Alers vs. Charles Hubert | |
| #3578, aired 2000-03-08 | Rocco Sinisi vs. David Grindle vs. Lynne Bruchet | |
| #3577, aired 2000-03-07 | Susan Caylor vs. Drew Karpyshyn vs. Rocco Sinisi | |
| #3576, aired 2000-03-06 | Susan Caylor vs. Francisco Smith vs. Megan Green | |
| #3575, aired 2000-03-03 | Susan Caylor vs. Bruce Brazinsky vs. Traci Hawkins | |
| #3574, aired 2000-03-02 | Susan Caylor vs. Kristi Barksdale vs. Jim Bush | |
| #3573, aired 2000-03-01 | Jeff Gregory vs. Gregory Cameron vs. Susan Caylor | |
| #3572, aired 2000-02-29 | Tim Hughes vs. Paula Rice vs. Jeff Gregory | |
| #3571, aired 2000-02-28 | Tim Hughes vs. Janet Byrne vs. Chris Stokes | |
| #3570, aired 2000-02-25 | Tim Hughes vs. Pam Simmons vs. Blair Fisher | |
| #3569, aired 2000-02-24 | Jeremy Bate vs. Paula Morrison vs. Chip Matejowsky | Jeremy Bate game 5. |
| #3568, aired 2000-02-23 | Jeremy Bate vs. Mark Sewell vs. Celiane Levy Reiner | Jeremy Bate game 4. |
| #3567, aired 2000-02-22 | Jeremy Bate vs. Laura Schaefer vs. John Boyle | Jeremy Bate game 3. |
| #3566, aired 2000-02-21 | Jeremy Bate vs. Emily Evans vs. Robert Oakley | Jeremy Bate game 2. |
| #3565, aired 2000-02-18 | Janet Wong vs. Adam Center vs. Greg Hodgin | 2000-A College Championship final game 2. |
| #3564, aired 2000-02-17 | Janet Wong vs. Adam Center vs. Greg Hodgin | 2000-A College Championship final game 1. |
| #3563, aired 2000-02-16 | Adam Center vs. Kurt Medland vs. Julia Becker | 2000-A College Championship semifinal game 3. |
| #3562, aired 2000-02-15 | Janet Wong vs. Michael LaMasse vs. Molley Jesse | 2000-A College Championship semifinal game 2. |
| #3561, aired 2000-02-14 | Greg Hodgin vs. Natalie Tindall vs. Gina Bronsberg | 2000-A College Championship semifinal game 1. |
| #3560, aired 2000-02-11 | Gwyneth Connell vs. Greg Hodgin vs. Molley Jesse | 2000-A College Championship quarterfinal game 5. |
| #3559, aired 2000-02-10 | Peter Breeze vs. Anita Brkic vs. Kurt Medland | 2000-A College Championship quarterfinal game 4. |
| #3558, aired 2000-02-09 | Julia Becker vs. Milo Dochow vs. Gina Bronsberg | 2000-A College Championship quarterfinal game 3. |
| #3557, aired 2000-02-08 | Adam Center vs. Natalie Tindall vs. Michael LaMasse | 2000-A College Championship quarterfinal game 2. |
| #3556, aired 2000-02-07 | Marcail Moran vs. Darren Bates vs. Janet Wong | 2000-A College Championship quarterfinal game 1. |
| #3555, aired 2000-02-04 | Kathy Holden vs. Brian Siegel vs. Jeremy Bate | Jeremy Bate game 1. |
| #3554, aired 2000-02-03 | Angela Toussaint vs. Tim Barley vs. Kathy Holden | |
| #3553, aired 2000-02-02 | Amanda Yuzzi vs. Angela Toussaint vs. Ed Friesema | |
| #3552, aired 2000-02-01 | Heidi Meyer vs. Amanda Yuzzi vs. Sean Lamont | |
| #3551, aired 2000-01-31 | Lee Lassiter vs. Jose Siri vs. Arnie Perlstein | Lee Lassiter game 5. |
| #3550, aired 2000-01-28 | Lee Lassiter vs. Mike Becker vs. Cheryl Larson | Lee Lassiter game 4. |
| #3549, aired 2000-01-27 | Lee Lassiter vs. Lynne Larkin vs. Rose Schuchman | Lee Lassiter game 3. |
| #3548, aired 2000-01-26 | Lee Lassiter vs. Leslie McRae vs. Veronica Russell | Lee Lassiter game 2. |
| #3547, aired 2000-01-25 | Lynn Walters vs. Lee Lassiter vs. Glenn Sloat | Lee Lassiter game 1. |
| #3546, aired 2000-01-24 | Lynn Walters vs. Don Lessem vs. Sam Paparo | |
| #3545, aired 2000-01-21 | Lynn Walters vs. Travis Schroeder vs. David Jay | |
| #3544, aired 2000-01-20 | Lynn Walters vs. Kathryn Wymer vs. Jim Laden | |
| #3543, aired 2000-01-19 | Kara McDermott vs. Lynn Walters vs. Brian Carlson | |
| #3542, aired 2000-01-18 | Kara McDermott vs. Debbie Mamber vs. Jeff Melcher | |
| #3541, aired 2000-01-17 | Lewis Targownik vs. Wes Borucki vs. Kara McDermott | |
| #3540, aired 2000-01-14 | Frank Butterworth vs. Lewis Targownik vs. Dawn Alexander | |
| #3539, aired 2000-01-13 | Frank Butterworth vs. Lewis Targownik vs. Terry Coombs | |
| #3538, aired 2000-01-12 | Terence Caulfield vs. Kevin O'Neill vs. Frank Butterworth | |
| #3537, aired 2000-01-11 | Jerry Crowley vs. Terence Caulfield vs. Cheryl Lopes | |
| #3536, aired 2000-01-10 | Justin T. Bradford, Jr. vs. Jerry Crowley vs. Moira Byrnes | |
| #3535, aired 2000-01-07 | Mike Monday vs. Justin T. Bradford, Jr. vs. Jeff Robinson | |
| #3534, aired 2000-01-06 | Marc Hirsh vs. Jimmy Vollman vs. Mike Monday | |
| #3533, aired 2000-01-05 | Tom Bartanen vs. Marc Hirsh vs. Holly Bright | |
| #3532, aired 2000-01-04 | Jack Archey vs. Arrington Widemire vs. Molly Secrest | Jack Archey game 5. |
| #3531, aired 2000-01-03 | Jack Archey vs. Jeannie Sanke vs. Allan Kreda | Jack Archey game 4. |
| #3530, aired 1999-12-31 | Jack Archey vs. Brian Reidy vs. Shala Carlson | Jack Archey game 3. The last Jeopardy! show of the 1900s. |
| #3529, aired 1999-12-30 | Jack Archey vs. Matthew McCarthy vs. Rosemarie Rinaldi | Jack Archey game 2. |
| #3528, aired 1999-12-29 | Judith Martin Straw vs. Terri Jones vs. Jack Archey | Jack Archey game 1. |
| #3527, aired 1999-12-28 | Grace Kim vs. Justin Oppmann vs. Judith Martin Straw | |
| #3526, aired 1999-12-27 | Hal Barron vs. Morris Morgentaler vs. Grace Kim | |
| #3525, aired 1999-12-24 | Mitch Teich vs. Hal Barron vs. Eli Cotham | |
| #3524, aired 1999-12-23 | Mitch Teich vs. Debbie Ream vs. Matt Cunningham | |
| #3523, aired 1999-12-22 | Yancy Naughton vs. Sarah Bagby vs. Mitch Teich | |
| #3522, aired 1999-12-21 | Maureen Madison vs. Susan Kahn vs. Yancy Naughton | |
| #3521, aired 1999-12-20 | Maureen Madison vs. Mike Gardner vs. Bridget Bue | |
| #3520, aired 1999-12-17 | John Trzaska vs. Maureen Madison vs. Roy Flynn | |
| #3519, aired 1999-12-16 | Darlene Lieblich vs. Leslie Glover vs. Ryan Rupe | Darlene Lieblich game 5. |
| #3518, aired 1999-12-15 | Darlene Lieblich vs. Lynda Tuennerman vs. Wellington Lee | Darlene Lieblich game 4. |
| #3517, aired 1999-12-14 | Darlene Lieblich vs. Carter Paige vs. Kathleen Victor Wyatt | Darlene Lieblich game 3. |
| #3516, aired 1999-12-13 | Darlene Lieblich vs. Tate Garrett vs. Brian Padian | Darlene Lieblich game 2. |
| #3515, aired 1999-12-10 | Clif Bailey vs. Mike Bartley vs. Darlene Lieblich | Darlene Lieblich game 1. |
| #3514, aired 1999-12-09 | Amanda Folk vs. Catherine Smythe Zajc vs. Clif Bailey | |
| #3513, aired 1999-12-08 | Sam Raman vs. Amanda Folk vs. Jeff Kirby | |
| #3512, aired 1999-12-07 | Sam Raman vs. Logan Beckwith vs. Suzanne Doran | |
| #3511, aired 1999-12-06 | Todd O'Bryan vs. Sam Raman vs. Natalia Fuentes | |
| #3510, aired 1999-12-03 | Steven Wyatt vs. Todd O'Bryan vs. Liz Colker | |
| #3509, aired 1999-12-02 | Karen Marlowe vs. Steven Wyatt vs. Barbara Krause | |
| #3508, aired 1999-12-01 | Eric Wagner vs. Karen Marlowe vs. Gary Lucy | |
| #3507, aired 1999-11-30 | Chris Schlekat vs. Eric Wagner vs. Delori Hawkins | |
| #3506, aired 1999-11-29 | Sharon Glickman vs. Debbie Fawcett vs. Chris Schlekat | |
| #3505, aired 1999-11-26 | Karen Golojuch vs. Serge Botsaris vs. Sharon Glickman | |
| #3504, aired 1999-11-25 | Karen Golojuch vs. Maureen Yeager vs. Ryan Gravilla | |
| #3503, aired 1999-11-24 | Dave Adler vs. Karen Golojuch vs. Tracy Burrell | |
| #3502, aired 1999-11-23 | Dan McNamee vs. Dave Adler vs. Laura Sternberg | |
| #3501, aired 1999-11-22 | Janet Leach vs. Robert Guzzo vs. Dan McNamee | |
| #3500, aired 1999-11-19 | Andrea McArdle vs. Peter Krause vs. Sandy Duncan | 1999-B Celebrity Jeopardy! game 5. From the Theater at Madison... |
| #3499, aired 1999-11-18 | Nathan Lane vs. Meredith Vieira vs. James McDaniel | 1999-B Celebrity Jeopardy! game 4. From the Theater at Madison... |
| #3498, aired 1999-11-17 | Jon Stewart vs. Shawn Colvin vs. Michael Boatman | 1999-B Celebrity Jeopardy! game 3. From the Theater at Madison... |
| #3497, aired 1999-11-16 | Brian Dennehy vs. S. Epatha Merkerson vs. Andy Richter | 1999-B Celebrity Jeopardy! game 2. From the Theater at Madison... |
| #3496, aired 1999-11-15 | Rosie O'Donnell vs. Noah Wyle vs. Carol Burnett | 1999-B Celebrity Jeopardy! game 1. From the Theater at Madison... |
| #3495, aired 1999-11-12 | Emily Deveau vs. Kristi Jones vs. Chacko George | 1999-B Teen Tournament final game 2. From the Theater at... |
| #3494, aired 1999-11-11 | Emily Deveau vs. Kristi Jones vs. Chacko George | 1999-B Teen Tournament final game 1. From the Theater at... |
| #3493, aired 1999-11-10 | Elizabeth Norton vs. Emily Deveau vs. Chrissy Ijams | 1999-B Teen Tournament semifinal game 3. From the Theater at... |
| #3492, aired 1999-11-09 | Chacko George vs. Brittan Heller vs. Jack Challis | 1999-B Teen Tournament semifinal game 2. From the Theater at... |
| #3491, aired 1999-11-08 | Kristi Jones vs. Erin Gell vs. Gerrit Hall | 1999-B Teen Tournament semifinal game 1. From the Theater at... |
| #3490, aired 1999-11-05 | Emily Deveau vs. Scott Duquette vs. Erin Gell | 1999-B Teen Tournament quarterfinal game 5. |
| #3489, aired 1999-11-04 | Brian Golden vs. Elizabeth Norton vs. Jack Challis | 1999-B Teen Tournament quarterfinal game 4. |
| #3488, aired 1999-11-03 | Brittan Heller vs. Miguel Dickson vs. Kristi Jones | 1999-B Teen Tournament quarterfinal game 3. |
| #3487, aired 1999-11-02 | Adam Trabka vs. Chrissy Ijams vs. Chacko George | 1999-B Teen Tournament quarterfinal game 2. |
| #3486, aired 1999-11-01 | Brian Polk vs. Marcia Hensley vs. Gerrit Hall | 1999-B Teen Tournament quarterfinal game 1. |
| #3485, aired 1999-10-29 | Janet Leach vs. Brenda Shafer vs. Mike Sharkey | |
| #3484, aired 1999-10-28 | Janet Leach vs. Patti Sturr vs. Jon Muir | |
| #3483, aired 1999-10-27 | Kathy Trice vs. Janet Leach vs. Bill Tomber | |
| #3482, aired 1999-10-26 | Eddie Timanus vs. Jane Giliberti vs. Ted Hawks | Eddie Timanus game 5. |
| #3481, aired 1999-10-25 | Eddie Timanus vs. Alancia Wynn vs. Ann Darby | Eddie Timanus game 4. |
| #3480, aired 1999-10-22 | Eddie Timanus vs. Tony Kollath vs. Wendy Ball | Eddie Timanus game 3. |
| #3479, aired 1999-10-21 | Eddie Timanus vs. Jeanne Davis vs. Chris Ratto | Eddie Timanus game 2. |
| #3478, aired 1999-10-20 | Keith Lorasch vs. Eddie Timanus vs. Becky Benjamin | Eddie Timanus game 1. |
| #3477, aired 1999-10-19 | Keith Lorasch vs. Meaghan Scollins vs. Paul Sharman | |
| #3476, aired 1999-10-18 | Melanie Smith vs. Keith Lorasch vs. Barry Levine | |
| #3475, aired 1999-10-15 | David Waters vs. Melanie Smith vs. Jeff Hendrick | |
| #3474, aired 1999-10-14 | Robin Jacobsen vs. Jennifer O'Brien vs. David Waters | |
| #3473, aired 1999-10-13 | Robin Jacobsen vs. Evan Jones vs. Rebecca Grayson | |
| #3472, aired 1999-10-12 | Becky Bowles vs. Robin Jacobsen vs. Mike Garrido | |
| #3471, aired 1999-10-11 | Paul McGonagle vs. Becky Bowles vs. Harold Brown | |
| #3470, aired 1999-10-08 | Pat Tortorello vs. Beth Carroll vs. Paul McGonagle | |
| #3469, aired 1999-10-07 | Leslie Quickley vs. Pat Tortorello vs. Cathy Nieng | |
| #3468, aired 1999-10-06 | Leslie Quickley vs. Marty Daly vs. June Murphy | |
| #3467, aired 1999-10-05 | Leslie Quickley vs. Jonathan Seamans vs. Lisa Meier | |
| #3466, aired 1999-10-04 | Leslie Quickley vs. Heather Snap vs. Rob Deichert | |
| #3465, aired 1999-10-01 | Steve Fried vs. Liz Andres vs. Sean O'Donnell | Steve Fried game 5. |
| #3464, aired 1999-09-30 | Steve Fried vs. Laura Jansen vs. Gerardo Gutierrez | Steve Fried game 4. |
| #3463, aired 1999-09-29 | Steve Fried vs. Sam Varnado vs. Jarma Jacobs | Steve Fried game 3. |
| #3462, aired 1999-09-28 | Steve Fried vs. Lyle Hertzig vs. Pam Byers | Steve Fried game 2. |
| #3461, aired 1999-09-27 | Dylan McKenna vs. Steve Fried vs. Hilary Waddles | Steve Fried game 1. |
| #3460, aired 1999-09-24 | Dylan McKenna vs. Mike Long vs. David Stuart | |
| #3459, aired 1999-09-23 | Dylan McKenna vs. Michele Mohr vs. Spencer Kane | |
| #3458, aired 1999-09-22 | Ken Sandler vs. Dylan McKenna vs. Susan Harrison | |
| #3457, aired 1999-09-21 | Deanna Walton vs. Mary Ellen O'Hagan vs. Ken Sandler | |
| #3456, aired 1999-09-20 | Deanna Walton vs. Theresa Marketti vs. James Wu | |
| #3455, aired 1999-09-17 | John Hill vs. Deanna Walton vs. Rachel Schneider | |
| #3454, aired 1999-09-16 | Victor Aguilar vs. Robin Black vs. John Hill | |
| #3453, aired 1999-09-15 | Kathy Vanderford vs. Crystal Reed vs. Victor Aguilar | |
| #3452, aired 1999-09-14 | Greg Lambert vs. Kathy Vanderford vs. Larry Reynolds | |
| #3451, aired 1999-09-13 | Jackie Wollner vs. Greg Lambert vs. Leni Sumich | First regular game of Season 16. |
| #3450, aired 1999-09-10 | Allex Fambles vs. Curtis Joseph vs. Lisa Makar | 1999 Back to School Week game 5. |
| #3449, aired 1999-09-09 | Joel Serna vs. Anjali Tripathi vs. Max Johansen | 1999 Back to School Week game 4. |
| #3448, aired 1999-09-08 | Melanie Bruchet vs. Dmitry Spivak vs. Kendra Pettis | 1999 Back to School Week game 3. |
| #3447, aired 1999-09-07 | Robert Arshonsky vs. Davine Scarlett vs. Yoni Freund | 1999 Back to School Week game 2. |
| #3446, aired 1999-09-06 | Nate Austin vs. Cassie Hill vs. Zach Safford | 1999 Back to School Week game 1. First game of Season 16. |
[Daily Double statistics] [Final Jeopardy! Round statistics] [Miscellaneous statistics] [Shore's Conjecture games]