Season
- Season 1 1993-08-30
- Season 2 1994-08-29
- Season 3 1995-09-04
- Season 4 1996-09-02
- Season 5 1997-09-01
- Season 6 1998-08-31
- Season 7 1999-09-07
- Season 8 2000-08-21
- Season 9 2001-08-20
- Season 10 2002-09-03
- Season 11 2003-09-01
- Season 12 2004-08-23
- Season 13 2005-08-29
- Season 14 2006-08-28
- Season 15 2007-09-04
- Season 16 2008-09-02
- Season 17 2009-08-31
- Season 18 2011-01-03
- Season 19 2012-01-03
- Season 20 2013-01-02
- Season 21 2014-01-06
- Season 22 2014-09-02
Episode
- Episode 1: Al Franken, Grant Paulsen
- Episode 2: Craig Kilborn, Dave Salmoni, Kings of Leon
- Episode 3: Gen. Tommy Franks, Rodney Crowell
- Episode 4: Nicolas Cage, Alton Brown
- Episode 5: Whoopi Goldberg, Vic Henley, Ima Robot
- Episode 6: Andy Roddick, Jack Black, Warren Zevon*
- Episode 7: Salma Hayek, Chris Elliott
- Episode 8: Sharon Stone, The Raveonettes
- Episode 9: Regis Philbin, Seal
- Episode 10: Cuba Gooding Jr., Simon & Garfunkel
- Episode 11: Dr. Phil, David Bowie
- Episode 12: Ben Stiller, Elvis Costello
- Episode 13: The Rock, Lynne Cheney
- Episode 14: Colin Powell, Jennifer Garner
- Episode 15: Joe Pantaliano, Kevin Nealon, Outkast
- Episode 16: Denzel Washington, New York Philharmonic
- Episode 17: Tom Cavanagh, Ray Wald, Dido
- Episode 18: Tim Robbins, Sting
- Episode 19: Stupid Human Tricks, Lisa Kudrow, R.E.M.
- Episode 20: Robin Williams, Summerwind Skippers
- Episode 21: Jessica Simpson, Rufus Wainwright
- Episode 22: Uma Thurman, Ricky Gervais, Renee Fleming
- Episode 23: Amy Sedaris, Tom Dreesen, Anthony Hamilton
- Episode 24: George Clooney, Merle Haggard
- Episode 25: Charlie Sheen, John Mayer
- Episode 26: Halle Berry, Lance Armstrong
- Episode 27: John Cusack, Scott Dixon, Hot Hot Heat
- Episode 28: Katie Holmes, Brian Greene, Jonny Lang
- Episode 29: Dustin Hoffman, Jamie Oliver
- Episode 30: Darrell Hammond, Radiohead
- Episode 31: Kiefer Sutherland, Emmylou Harris
- Episode 32: Courteney Cox, Doris Roberts
- Episode 33: Keanu Reeves, Sue Johanson
- Episode 34: Eric McCormack, Dante Hall
- Episode 35: Pamela Anderson, Amanda Lollar, Bubba Sparxx
- Episode 36: Ashley Judd, Richard Belzer, Sarah McLachlan
- Episode 37: Regis Philbin, Amy Brenneman
- Episode 38: Will Ferrell, Jack McKeon, Lyle Lovett
- Episode 39: Howard Stern, Iggy Pop with Sum 41
- Episode 40: Lauren Graham, Paul Tracey, Wyclef Jean
- Episode 41: Norm MacDonald, Jack Hannah
- Episode 42: Madonna, Chris Elliot
- Episode 43: Tom Brokaw, Dolly Parton
- Episode 44: Russell Crowe, Pink
- Episode 45: Jessica Lynch, Shelby Lynne
- Episode 46: Stupid Pet Tricks, Cate Blanchett
- Episode 47: Dakota Fanning, Rocco DiSpirito, Cast of Wicked
- Episode 48: Alec Baldwin, Freddy Adu, Cyndi Lauper
- Episode 49: Wesley Clark
- Episode 50: Robert Downey Jr., Joss Stone
- Episode 51: Paul Newman, Clay Aiken
- Episode 52: Tom Ridge, Puddle of Mudd
- Episode 53: Mike Myers, Jay-Z
- Episode 54: Tom Arnold, Moby
- Episode 55: Jessica Alba, Wendy Liebman, The Rapture
- Episode 56: Matt Damon, Jack Johnson and G. Love
- Episode 57: Danny DeVito, Tim Russert
- Episode 58: Amanda Peet, Barry Sonnenfeld
- Episode 59: Kirsten Dunst, Rod Stewart
- Episode 60: Julia Roberts, Alkaline Trio
- Episode 61: Liv Tyler, John Witherspoon, Alicia Keys
- Episode 62: Barbara Walters, Sandra Diaz-Twine
- Episode 63: Neve Campbell, Wellwater Conspiracy
- Episode 64: Bonnie Hunt, Dave Matthews
- Episode 65: Charlize Theron, Dave Matthews
- Episode 66: Steve Martin, Shannon Eis
- Episode 67: Renee Zellweger, Darlene Love
- Episode 68: Jennifer Aniston, Ryan Adams
- Episode 69: Jennifer Connelly, Christopher Paolini
- Episode 70: Eddie Griffin, Marv Albert
- Episode 71: Nathan Lane, Ruben Studdard
- Episode 72: Billy Bob Thornton
- Episode 73: Patricia Heaton, Kate Bosworth
- Episode 74: Jeff Daniels, Isaiah Thomas, The Shins
- Episode 75: Bette Midler, Howie Day
- Episode 76: Dave Chapelle, Carmen Electra
- Episode 77: Christina Aquilera, Gary Muledeer
- Episode 78: Jessica Simpson & Nick Lachey, Al Green
- Episode 79: Ashton Kutcher, Paula Abdul
- Episode 80: Kristin Davis, Joe Simpson
- Episode 81: Matthew Broderick, Jim Garvin
- Episode 82: Al Franken, Jake Johannsen, Phantom Planet
- Episode 83: Regis Philbin, The Thrills
- Episode 84: Harry Connick Jr., Sean Astin
- Episode 85: Bill Belichick, Cindy Crawford
- Episode 86: Hilary Swank, Todd Barry, Nellie McKay
- Episode 87: Dr. Phil, Tara Dakides, Clip of The Beatles
- Episode 88: Drew Barrymore, Jack Hanna
- Episode 89: Adam Sandler, Eve
- Episode 90: Bill Murray, Jermaine O'Neal
- Episode 91: Alec Baldwin, Sofia Coppola, Kylie Minogue
- Episode 92: Stupid Human Tricks, Ray Romano, Kayne West
- Episode 93: Kelly Ripa, Lindsay Lohan
- Episode 94: Ashley Judd, Ben Harper
- Episode 95: Gordon Geisbrecht, Sarah Jessica Parker, Nelly Furtado
- Episode 96: Amber Tamblyn, Brian Regan, Leona Naess
- Episode 97: Jeff Goldblum, Norah Jones
- Episode 98: Edie Falco, Steven Bailey, Edie Brickell
- Episode 99: Diane Sawyer, Benjamin McKenzie
- Episode 100: Stupid Pet Tricks, Tim Robbins, Evanescence
- Episode 101: Bill Cosby, Toby Lightman
- Episode 102: Anne Heche, Cee-Lo
- Episode 103: Turkey Callers, Julia Stiles, Jessica Simpson
- Episode 104: Ben Stiller, Robert Rudolph and The Family Band
- Episode 105: Viggo Mortensen, Sting, Bill Murray
- Episode 106: Charles Grodin, Chloe Pang
- Episode 107: Jim Carrey, Steve Winwood
- Episode 108: Kate Winslet, Bruce McCall, The Vines
- Episode 109: Courtney Love
- Episode 110: Tom Hanks, N.E.R.D.
- Episode 111: Jamie Foxx, Al Franken
- Episode 112: Ricky Gervais, Blondie
- Episode 113: Janet Jackson, John Mayer
- Episode 114: Matthew Perry, Lou Reed
- Episode 115: Johnny Knoxville, Sahr Singh, The Walkmen
- Episode 116: The Rock, Liz Phair
- Episode 117: Tyler Crotty, Michael Imperioli, Jim Gaffigan
- Episode 118: Bruce Willis, Renee Askins
- Episode 119: Jimmy Fallon, Anne Hathaway, Usher
- Episode 120: Billy Crystal, Alex Rodriguez
- Episode 121: Chris Rock, The Upside Down Act
- Episode 122: Amy Sedaris, Damien Rice
- Episode 123: David Duchovny, Chris Russo
- Episode 124: Phil Mickelson, Kathryn Morris, Patti Smith
- Episode 125: Megan Mullally, Eli Manning, Diana Krall
- Episode 126: Andy Richter, Davy Rothbart, Mary Chapin Carpenter
- Episode 127: Julianne Moore, Robert Klein, Todd Rundgren
- Episode 128: Kelly Ripa, Jennie Finch
- Episode 129: Hillary Clinton, The Roots
- Episode 130: Stupid Pet Tricks, David Spade, Loretta Lynn & Jack White
- Episode 131: Mary-Kate and Ashley Olsen, Adam Brody
- Episode 132: Kate Beckinsale, Sue Johanson
- Episode 133: Diving Dogs, Tina Fey, Morgan Spurlock
- Episode 134: Kelsey Grammar, Orchestra Baobob with Trey Anastasio and Dave Matthews
- Episode 135: Amber Brkich, Regis Philbin, Black-Eyed Peas
- Episode 136: David Hyde Pierce, David Byrne
- Episode 137: John McCain, Tom Dreesen
- Episode 138: Stupid Pet Tricks, Hugh Jackman
- Episode 139: Amy Sedaris, Modest Mouse
- Episode 140: Antonio Banderas, Alanis Morrisette
- Episode 141: Charlie Sheen, Jack Hanna
- Episode 142: Kiefer Sutherland, Incubus
- Episode 143: Kate Hudons, Outkast
- Episode 144: Ellen DeGeneres, The Strokes
- Episode 145: Nicole Kidman, Avril Lavigne
- Episode 146: Dennis Quaid, Velvet Revolver
- Episode 147: Mandy Moore, Nate Erwin, Counting Crows
- Episode 148: Darrell Hammond, blink-182
- Episode 149: Andy Dick, Bob Woodward
- Episode 150: Bill Murray, P.J. Harvey
- Episode 151: Bette Midler, David Tidmarsh
- Episode 152: Buddy Rice, Christopher Walken, Kid Rock
- Episode 153: Matthew Broderick, Jamie Cullum
- Episode 154: P. Diddy, Jim Gaffigan
- Episode 155: Paris Hilton, Patti Scalfa
- Episode 156: Ben Stiller, Beastie Boys
- Episode 157: Chauncey Billups, Dana Carvey, Wilco
- Episode 158: Vince Vaughn, Margaret Cho
- Episode 159: Michael Moore, Jennifer Hawkins, Los Lobos
- Episode 160: Larry Brown, Sean Hayes, Phish
- Episode 161: Kevin Kline, Nicole Richie
- Episode 162: David Alan Grier, Britton Keeshan, the Von Bondies
- Episode 163: Kid Inventors, Shawn Wayans, Secret Machines
- Episode 164: Bonnie Hunt, Dylan Moran
- Episode 165: Piedmont Bird Callers, Kirsten Dunst, Chris Robinson
- Episode 166: Keira Knightly, Joseph Wilson
- Episode 167: Ethan Hawke, Jon Heder
- Episode 168: Will Ferrell, Dashboard Confessional
- Episode 169: Christina Applegate, David Sedaris
- Episode 170: Kristin Davis, Ali G
- Episode 171: Will Smith, Jet
- Episode 172: Hilary Duff, Jonathan Ames
- Episode 173: Cedric the Entertainer, Laird Hamilton
- Episode 174: Julianna Marguiles, Bob Sarlatte, Ashlee Simpson
- Episode 175: Denzel Washington, Jim Rome
- Episode 176: Halley Berry, Maria Mena
- Episode 177: Sharon Stone, Yeah Yeah Yeahs
- Episode 178: Matt Damon, Carmelo Anthony, The Hives
- Episode 179: Brittany Murphy, Paula Poundstone
- Episode 180: Holly Hunter, US Olympic Synchronized Swimming Team
- Episode 181: John McEnroe, Zach Braff
- Episode 182: Bob Newhart, 213 with Snoop Dogg
- Episode 183: Natalie Portman, Ambulance LTD
- Episode 184: Rosie Perez, Greg Giraldo
- Episode 185: Pamela Anderson, Al Franken
- Episode 186: Bill Clinton, Natalie Merchant
- Episode 187: Tom Cruise, Dax Shepard
- Episode 188: Gerard Mulligan, Jada Pinkett Smith, Jessica Simpson
- Episode 189: Tommy Franks, Greg Giraldo
Late Show with David Letterman - Season 11 Episode 19 : Stupid Human Tricks, Lisa Kudrow, R.E.M.
Steph/Monty dresses as a letter carrier for "Know Your Current Events;" R.E.M. performs "Bad Day."
