| 14 | Late Show with David Letterman Season 14 Episode 199 – Amy Sedaris, Will Arnett | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 198 – Sen. Hillary Rodham Clinton, Willie Nelson & Kenny Chesney | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 197 – Ellen DeGeneres, Jeff Garlin, Against Me! | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 196 – Kevin Bacon, Kat Von D, T.I. with Wyclef | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 195 – Susan Sarandon, Rick Reilly, Feist | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 194 – Tom Arnold, Kristin Gore, Jim McDonald | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 193 – Tina Fey, Venus Williams, Steve Earle | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 192 – Richard Gere, Tom Dreesen, Velvet Revolver | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 191 – Samuel L. Jackson, Christiane Amanpour, Tom Russell | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 190 – Jeff Goldblum, Hayden Panettiere, New Pornographers | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 189 – Glenn Close, Judd Apatow, Chris & Rich Robinson | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 188 – Jackie Chan, Chelsea Handler, Michael Buble | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 187 – Matt Damon, Jeff Altman, Angelique Kidjo | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 186 – Sen. Joe Biden, Seth Rogen, Gogol Bordello | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 185 – Andy Samberg, Catherine Bell, The Bravery | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 184 – Anne Hathaway, Jim Gaffigan, Buffalo Tom | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 183 – Sharon Osbourne, Brian Kiley, Yeah Yeah Yeahs | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 182 – Catherine Zeta-Jones, Bob Sarlatte, Porter Wagoner | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 181 – Paul Rudd, Tony Dungy, The National | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 180 – Drew Carey, Nikki Blonsky, Grinderman | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 179 – Julia Stiles, Pete Jordan, Nick Griffin | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 178 – Kevin James, Jose Andres, White Rabbits | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 177 – John Travolta, Paula Abdul, Teddy Thompson | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 176 – Adam Sandler, Mike Golic and Mike Greenberg, Mute Math | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 175 – Michelle Pfeiffer, Jonah Hill, Michel Lauziere | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 174 – Queen Latifah, Alan Zweibel, Smashing Pumpkins | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 173 – Paul Teutul Sr. and Jr., Vera Farmiga, Joe Matarese | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 172 – Diddy, Emma Watson, Spoon | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 171 – Sienna Miller, Michael Cera, Interpol | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 170 – Don Cheadle, Smashing Pumpkins, Venus Williams | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 169 – Dennis Kucinich, Shia LaBeouf, Morrissey | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 168 – Robin Williams, Julie Chen | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 167 – Claire Danes, Dan Patrick & Keith Olbermann, Ryan Adams & The Cardinals | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 166 – Amanda Peet, John Krasinski, Bryan Ferry | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 165 – Bruce Willis, Tony Parker, diving dogs | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 164 – Michael Moore, Bill Burr | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 163 – John Cusack, Pink Martini, Turkey Gobbling Champions | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 162 – Bear Grylls, Jeremy Piven, Elvis Perkins | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 161 – Kyra Sedgwick, Sir Richard Branson, Maroon 5 | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 160 – Denis Leary, Flight of the Conchords, Neal Seaver | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 159 – Ellen Barkin, Brian Regan | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 158 – Amy Sedaris, Chuck “The Iceman” Liddell, Jordan Zevon | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 157 – Nicole Richie, Artie Lange, Chrisette Michele | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 156 – Chevy Chase, Amanda Beard, Satellite Party | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 155 – Matt Damon, Indianapolis 500 winner Dario Franchitti, Bright Eyes | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 154 – Kevin Spacey, Alexis Bledel | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 153 – Al Gore, Jim Short | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 152 – Stupid Pet Tricks, Rosie Perez, Dr. Dog | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 151 – Charles Barkley, Seth Rogen, Michael Martin Murphey | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 150 – Rudolph Giuliani, Mike West, Jesus & Mary Chain | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 149 – Teri Hatcher, Jonah Hill, Elvis Costello | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 148 – Kid Scientists, Luke Wilson, Rufus Wainwright, a Top Ten List presented by Homer Simpson | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 147 – Ricky Gervais, Mary Lynn Rajskub, Mavis Staples, a Top Ten List presented by Bob Barker | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 146 – Don Rickles, Michael Imperioli, Wilco, a Top Ten List presented by Masi Oka | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 145 – Mike Myers, America Ferrera | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 144 – Charles Grodin, Jake Johannsen | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 143 – Dr. Phil McGraw, Jack Hanna | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 142 – Lindsay Lohan, Tom Dreesen, The Kooks | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 141 – Jane Fonda, Tom Ruprecht, Kelly Clarkson | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 140 – Regis Philbin, Darlene Love | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 139 – Ray Romano, Reggie Reg, Dennis Haysbert | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 138 – Marcia Cross, Joe Piscopo, Tori Amos | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 137 – Drew Barrymore, Mike MacRae, Ben Kweller | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 136 – Tobey Maguire, John Byner, Modest Mouse | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 135 – Kirsten Dunst, Rob Magnotti, Dinosaur Jr. | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 134 – Frank Caliendo as President George W. Bush, Andy Dick, Jarvis Cocker | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 133 – Steve Martin, Dave Cota and A.J. the parakeet, Derek Jeter | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 132 – Nicolas Cage, Barry Sonnenfeld, The Fratellis | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 131 – David Hyde Pierce, Ivanka Trump, Corinne Bailey Rae | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 130 – Brian Williams, Steven Wright, a Top Ten list presented by Sanjaya Malakar | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 129 – Jessica Biel, Ira Glass, Regina Spektor | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 128 – Garry Shandling, Paul Teutul Sr. and Jr., Tokyo Police Club | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 127 – Edie Falco, Paul Scheer, Son Volt | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 126 – Craig Ferguson, Dave Della Terza, Avril Lavigne | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 125 – Kelly Ripa, Simon Pegg | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 124 – Bill Cosby, Angela Kinsey | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 123 – Bruce Willis, Jason Randal | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 122 – Alec Baldwin, Debbie Parkhurst and her dog Toby, LCD Soundsystem | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 121 – David Duchovny, Ryan Howard, Andrew Bird | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 120 – Sen. Barack Obama, Halle Berry, Zach Johnson | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 119 – Donald Trump, Jon Heder | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 118 – Rosario Dawson, Bloc Party, Piedmont bird callers | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 117 – Al Franken, Isla Fisher | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 116 – Patricia Arquette, Paul Mooney, Macy Gray | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 115 – Will Ferrell, Kings of Leon, Rachel Smith | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 114 – Jack Black, Lara Logan, beer launching refrigerator creator John Cornwell | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 113 – Adam Sandler, Don Cheadle, Danica Patrick, Todd Barry, Lucinda Williams | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 112 – Bernie Mac, Paula Abdul, Joss Stone | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 111 – Richard Gere, Explorers Club chef Gene Rurka, Aqualung | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 110 – Jeff Goldblum, Barbara McQueen | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 109 – Chris Rock, Sandra Oh, Amy Winehouse | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 108 – Charles Grodin, Dan Naturman | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 107 – Bob Woodruff, John Mayer | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 106 – Sen. John McCain, Robin Thicke | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 105 – Evangeline Lilly, Jeff MacGregor, bubble blowing guy Tom Noddy | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 104 – Jake Gyllenhaal, Brand New | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 103 – Samuel L. Jackson, Jim Gaffigan | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 102 – Billy Bob Thornton, Rashida Jones, Barenaked Ladies | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 101 – John Travolta, Eric Nerhus, a performance from the Broadway musical “Spring Awakening” | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 100 – Barbara Walters, David Neeleman, K-os | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 99 – Jim Carrey, Daytona 500 winner Kevin Harvick | | 0 | 13 years |
| Late Show with David Letterman Season 14 Episode 98 – Tracy Morgan, Gabrielle Union, Brad Cummings and Rex | | 0 | 13 years |
