| 1999 | The Daily Show Season 1999 Episode 160 – Jewel | | 0 | 4 years |
| The Daily Show Season 1999 Episode 159 – David Boreanaz | | 0 | 4 years |
| The Daily Show Season 1999 Episode 158 – George Carlin | | 0 | 4 years |
| The Daily Show Season 1999 Episode 157 – Too Many Requests | | 0 | 4 years |
| The Daily Show Season 1999 Episode 156 – Shannen Doherty | | 0 | 4 years |
| The Daily Show Season 1999 Episode 155 – Joan Lunden | | 0 | 4 years |
| The Daily Show Season 1999 Episode 154 – Rob Schneider | | 0 | 4 years |
| The Daily Show Season 1999 Episode 153 – Senator Bob Dole (2) | | 0 | 4 years |
| The Daily Show Season 1999 Episode 152 – Senator Bob Dole (1) | | 0 | 4 years |
| The Daily Show Season 1999 Episode 151 – Paul Rudd | | 0 | 4 years |
| The Daily Show Season 1999 Episode 150 – Michael Boatman | | 0 | 4 years |
| The Daily Show Season 1999 Episode 149 – Laura San Giacomo | | 0 | 4 years |
| The Daily Show Season 1999 Episode 148 – Stephen Rea | | 0 | 4 years |
| The Daily Show Season 1999 Episode 147 – Goo Goo Dolls | | 0 | 4 years |
| The Daily Show Season 1999 Episode 146 – Bill Maher | | 0 | 4 years |
| The Daily Show Season 1999 Episode 145 – Yasmine Bleeth | | 0 | 4 years |
| The Daily Show Season 1999 Episode 144 – Tori Amos | | 0 | 4 years |
| The Daily Show Season 1999 Episode 143 – Christina Ricci | | 0 | 4 years |
| The Daily Show Season 1999 Episode 142 – Kathy Griffin | | 0 | 4 years |
| The Daily Show Season 1999 Episode 141 – Kellie Martin | | 0 | 4 years |
| The Daily Show Season 1999 Episode 140 – Roshumba Williams | | 0 | 4 years |
| The Daily Show Season 1999 Episode 139 – Dave Grohl | | 0 | 4 years |
| The Daily Show Season 1999 Episode 138 – Jennifer Love Hewitt | | 0 | 4 years |
| The Daily Show Season 1999 Episode 137 – Chris O’Donnell | | 0 | 4 years |
| The Daily Show Season 1999 Episode 136 – Melanie C. | | 0 | 4 years |
| The Daily Show Season 1999 Episode 135 – Sarah Michelle Gellar | | 0 | 4 years |
| The Daily Show Season 1999 Episode 134 – Louie Anderson | | 0 | 4 years |
| The Daily Show Season 1999 Episode 133 – Cathy Moriarty | | 0 | 4 years |
| The Daily Show Season 1999 Episode 132 – Melissa Gilbert | | 0 | 4 years |
| The Daily Show Season 1999 Episode 131 – Amy Brenneman | | 0 | 4 years |
| The Daily Show Season 1999 Episode 130 – Steven Wright | | 0 | 4 years |
| The Daily Show Season 1999 Episode 129 – Rebecca Gayheart | | 0 | 4 years |
| The Daily Show Season 1999 Episode 128 – Molly Shannon | | 0 | 4 years |
| The Daily Show Season 1999 Episode 127 – Brooke Shields | | 0 | 4 years |
| The Daily Show Season 1999 Episode 126 – Maury Povich | | 0 | 4 years |
| The Daily Show Season 1999 Episode 125 – Greg Proops | | 0 | 4 years |
| The Daily Show Season 1999 Episode 124 – Bruce McCulloch and Mark McKinney | | 0 | 4 years |
| The Daily Show Season 1999 Episode 123 – Richard Lewis | | 0 | 4 years |
| The Daily Show Season 1999 Episode 122 – Melissa Joan Hart | | 0 | 4 years |
| The Daily Show Season 1999 Episode 121 – Norm Macdonald | | 0 | 4 years |
| The Daily Show Season 1999 Episode 120 – Steve Zahn | | 0 | 4 years |
| The Daily Show Season 1999 Episode 119 – Dave Chappelle | | 0 | 4 years |
| The Daily Show Season 1999 Episode 118 – Donny Osmond and Marie Osmond | | 0 | 4 years |
| The Daily Show Season 1999 Episode 117 – Andy Richter | | 0 | 4 years |
| The Daily Show Season 1999 Episode 116 – David Cross | | 0 | 6 years |
| The Daily Show Season 1999 Episode 115 – Jason Priestley | | 0 | 6 years |
| The Daily Show Season 1999 Episode 114 – Tom Green | | 0 | 6 years |
| The Daily Show Season 1999 Episode 113 – Elayne Boosler | | 0 | 6 years |
| The Daily Show Season 1999 Episode 112 – The Daily Show Summer Spectacular | | 0 | 6 years |
| The Daily Show Season 1999 Episode 111 – Nia Long | | 0 | 6 years |
| The Daily Show Season 1999 Episode 110 – Dwight Yoakam | | 0 | 6 years |
| The Daily Show Season 1999 Episode 109 – LL Cool J | | 0 | 6 years |
| The Daily Show Season 1999 Episode 108 – Cheryl Ladd | | 0 | 6 years |
| The Daily Show Season 1999 Episode 107 – French Stewart | | 0 | 6 years |
| The Daily Show Season 1999 Episode 106 – Sarah Jessica Parker | | 0 | 6 years |
| The Daily Show Season 1999 Episode 105 – Molly Ringwald | | 0 | 6 years |
| The Daily Show Season 1999 Episode 104 – Carson Daly | | 0 | 6 years |
| The Daily Show Season 1999 Episode 103 – Eduardo Sanchez and Daniel Myrick | | 0 | 6 years |
| The Daily Show Season 1999 Episode 102 – Pierce Brosnan | | 0 | 6 years |
| The Daily Show Season 1999 Episode 101 – Dom Irrera | | 0 | 6 years |
| The Daily Show Season 1999 Episode 100 – Dave Foley | | 0 | 6 years |
| The Daily Show Season 1999 Episode 99 – Jeffrey Tambor | | 0 | 6 years |
| The Daily Show Season 1999 Episode 98 – Denis Leary | | 0 | 6 years |
| The Daily Show Season 1999 Episode 97 – Garry Marshall | | 0 | 6 years |
| The Daily Show Season 1999 Episode 96 – Bebe Neuwirth | | 0 | 6 years |
| The Daily Show Season 1999 Episode 95 – Janeane Garofalo | | 0 | 6 years |
| The Daily Show Season 1999 Episode 94 – Vince Neil | | 0 | 6 years |
| The Daily Show Season 1999 Episode 93 – Wendie Malick | | 0 | 6 years |
| The Daily Show Season 1999 Episode 92 – Donny Osmond | | 0 | 6 years |
| The Daily Show Season 1999 Episode 91 – Joely Fisher | | 0 | 6 years |
| The Daily Show Season 1999 Episode 90 – Third Anniversary Special | | 0 | 6 years |
| The Daily Show Season 1999 Episode 89 – David Brenner | | 0 | 6 years |
| The Daily Show Season 1999 Episode 88 – Christa Miller | | 0 | 6 years |
| The Daily Show Season 1999 Episode 87 – Robert Klein | | 0 | 6 years |
| The Daily Show Season 1999 Episode 86 – John Leguizamo | | 0 | 6 years |
| The Daily Show Season 1999 Episode 85 – Miss Piggy | | 0 | 6 years |
| The Daily Show Season 1999 Episode 84 – Adam Arkin | | 0 | 6 years |
| The Daily Show Season 1999 Episode 83 – Rob Schneider | | 0 | 6 years |
| The Daily Show Season 1999 Episode 82 – Roseanne Barr | | 0 | 6 years |
| The Daily Show Season 1999 Episode 81 – Scott Wolf | | 0 | 6 years |
| The Daily Show Season 1999 Episode 80 – Margaret Cho | | 0 | 6 years |
| The Daily Show Season 1999 Episode 79 – Richard Belzer | | 0 | 6 years |
| The Daily Show Season 1999 Episode 78 – Adam Sandler | | 0 | 6 years |
| The Daily Show Season 1999 Episode 77 – Jimmy Kimmel | | 0 | 6 years |
| The Daily Show Season 1999 Episode 76 – Felicity Huffman | | 0 | 6 years |
| The Daily Show Season 1999 Episode 75 – Heather Graham | | 0 | 6 years |
| The Daily Show Season 1999 Episode 74 – Mike Myers | | 0 | 6 years |
| The Daily Show Season 1999 Episode 73 – Rob Lowe | | 0 | 6 years |
| The Daily Show Season 1999 Episode 72 – Mike Myers | | 0 | 6 years |
| The Daily Show Season 1999 Episode 71 – Timothy Hutton | | 0 | 6 years |
| The Daily Show Season 1999 Episode 70 – Damon Wayans | | 0 | 6 years |
| The Daily Show Season 1999 Episode 69 – Caroline Rhea | | 0 | 6 years |
| The Daily Show Season 1999 Episode 68 – Harry Connick, Jr. | | 0 | 6 years |
| The Daily Show Season 1999 Episode 67 – Jamie Foxx | | 0 | 6 years |
| The Daily Show Season 1999 Episode 66 – Natalie Portman | | 0 | 6 years |
| The Daily Show Season 1999 Episode 65 – Suzanne Somers | | 0 | 6 years |
| The Daily Show Season 1999 Episode 64 – Patricia Richardson | | 0 | 6 years |
| The Daily Show Season 1999 Episode 63 – Ray Romano | | 0 | 6 years |
| The Daily Show Season 1999 Episode 62 – Camryn Manheim | | 0 | 6 years |
| The Daily Show with Jon Stewart Season 1999 Episode 61 – Robert Schimmel | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 60 – Jane Seymour | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 59 – Esai Morales | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 58 – Ted Danson | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 57 – Paula Cale | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 56 – Thomas Gibson | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 55 – Joy Behar | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 54 – Chris Robinson | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 53 – Sheryl Lee Ralph | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 52 – Seth Green | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 51 – David Spade | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 50 – Angelina Jolie | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 49 – Rob Estes | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 48 – Sharon Lawrence | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 47 – Marlee Matlin | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 46 – Jackie Chan | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 45 – Josh Charles | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 44 – Ernie Hudson | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 43 – Stephen Baldwin | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 42 – Diane Lane | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 41 – Omar Epps | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 40 – Ron Howard | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 39 – Janine Turner | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 38 – Sandra Bullock | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 37 – Norm Macdonald | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 36 – Jennifer Grey | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 35 – Joseph Gordon-Levitt | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 34 – John Larroquette | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 33 – Chris Isaak | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 32 – Peter Krause | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 31 – Hootie & the Blowfish | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 30 – Sammy Hagar | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 29 – Jon Voight | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 28 – Ian McKellen | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 27 – Ryan Phillippe | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 26 – Jeri Ryan | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 25 – Eric McCormack | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 24 – John Tesh | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 23 – Mike Judge | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 22 – Ed McMahon | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 21 – Melina Kanakaredes | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 20 – Daniel Stern | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 19 – Pamela Anderson, Natalie Raitano, Molly Culver | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 18 – Brendan Fraser | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 17 – Melissa Gilbert | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 16 – Jerry O'Connell | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 15 – Kellie Martin | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 14 – Dave Foley | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 13 – George Carlin | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 12 – D.L. Hughley | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 11 – Yasmine Bleeth | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 10 – David Cross | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 9 – Matthew Lillard | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 8 – Carmen Electra | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 7 – Michael Stipe | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 6 – William Baldwin | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 5 – David Alan Grier | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 4 – Gillian Anderson | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 3 – Tracey Ullman | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 2 – Sandra Bernhard | | 0 | 1 year |
| The Daily Show with Jon Stewart Season 1999 Episode 1 – Michael J. Fox | | 0 | 1 year |
