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
Season 22 Episode
- Season 9 Will Ferrell, Tom Dreesen
- Season 9 Bob Newhart, Maxwell
- Season 9 National Hollerin' Champions, Julia Stiles, Habib Koite & Bamada
- Season 9 Brooke Shields, John McEnroe, Joe Henry
- Season 9 Eric Kraff, Goran Ivanisevic
- Season 9 Connie Chung
- Season 9 Jason Biggs, Daniel Tosh, Etta James
- Season 9 Charles Grodin, Michael Franti & Spearhead
- Season 9 Sarah Jessica Parker, John Witherspoon
- Season 9 Helen Fielding, Al Lubel
- Season 9 Tom Arnold, Brandi Chastain, Ralph Stanley & The Whites
- Season 9 David Schwimmer, Bjork
- Season 9 Carson Daly, US Marine Corps
- Season 9 Tim Robbins, Amy Sedaris, Jimmy Eat World
- Season 9 Eugene Levy, Rich Hall
- Season 9 Dan Rather, Regis Philbin
- Season 9 Bryant Gumbel, Denis Leary, Tori Amos
- Season 9 Matthew Broderick, John Miller, Odetta & The Boys Choir of Harlem
- Season 9 Walter Cronkite, Will Ferrell, Jewel
- Season 9 Merideth Viera, Stephen Ambrose, Sheryl Crow, Emmylou Harris, and Gillian Welch
- Season 9 Rudolph Giuliani, Katie Harmon
- Season 9 Marcia Gay Harden, Doris Kearns Goodwin, Pete Yorn
- Season 9 Thomas Von Essen, Ben Stiller, Tenacious D
- Season 9 Hillary Clinton, Cast of '42nd Street'
- Season 9 Jason Alexander, Don Zimmer, Wyclef Jean
- Season 9 Elton John, Steve Zahn
- Season 9 Kate Beckinsale, Chris Kattan, Sarah Harmer
- Season 9 John Cusack, Grant Paulsen, Joe Strummer
- Season 9 Owen Wilson, Lisa Ling, Ryan Adams
- Season 9 Joshua Jackson, Tiki Barber, Emo Phillips
- Season 9 Farrah Fawcett, Tina Fey, Garbage
- Season 9 Tom Cavanagh, Steve Hartman, Leona Naess
- Season 9 Nathan Lane, Cokie Roberts
- Season 9 Bruce Willis, Cody Arens, Alicia Keys
- Season 9 Rose McGowen, Sarah Vowell, Jim Gaffigan
- Season 9 Steve Kroft, Bruce McCall, John Mellencamp
- Season 9 Jack Hannah, Justin Long, Daniel Rodriguez
- Season 9 Ethan Hawke, Judith Miller, Quincy Jones
- Season 9 John McCain, Brittany Murphy, Macy Gray
- Season 9 Kevin Kline, Richard Holbrooke, Caroline Rhea
- Season 9 David Hyde Pierce, U2
- Season 9 David Spade, Marv Albert, Laurie Anderson
- Season 9 Kevin Spacey, Amy Sedaris
- Season 9 Tom Brokaw, Gene Catron
- Season 9 John Travolta, Harland Williams
- Season 9 Jack Black, Tony Bennett
- Season 9 Billy Crystal, Brittany Spears
- Season 9 Marge Helgenberger, Gil de Ferran, Lyle Lovett
- Season 9 Stupid Pet Tricks, Vince Vaughn, Faith Evans
- Season 9 Richard Dreyfus, Brett Butler
- Season 9 Martin Lawrence, Natalie Merchant
- Season 9 Barbara Walters, David Radcliffe, Natalie Merchant
- Season 9 Harry Connick Jr., Bernie Mac
- Season 9 Steve Martin, Earl Scruggs
- Season 9 Richard Harris, George Carlin
- Season 9 Kevin James, Deion Sanders
- Season 9 Julia Roberts, Shelby Lynne
- Season 9 Jenna Elfman, Kid Rock
- Season 9 David Sedaris, Five for Fighting
- Season 9 Ray Romano, Mitch Hedberg
- Season 9 Kelly Ripa, Mort Sahl
- Season 9 George Clooney, Martha Stewart
- Season 9 Noah Wyle, George Miller, Carole King
- Season 9 Julia Stiles, Jeff Gordon
- Season 9 Jada Pinkett Smith, Thomas Friedman
- Season 9 Ellen DeGeneres, Dave Gorman, Kelly Goldsmith
- Season 9 Mariah Carey, Elijah Wood, Stereophonics
- Season 9 Andy Garcia, Chris Matthews
- Season 9 Kid Scientists, Liv Tyler, Cake
- Season 9 Michelle Pfeiffer, Dennis Regan
- Season 9 Meg Ryan, Diana Krall
- Season 9 Kevin Spacey, Jerome Bettis, Jane Monheit
- Season 9 Jamie Foxx, Rhys Ifans, Darlene Love
- Season 9 Marisa Tomei, Lenny Kravitz
- Season 9 Peter Jennings, Tom Ryan
- Season 9 Ian McKellan, Phil Simms
- Season 9 Rudolph Giuliani, P.O.D.
- Season 9 Lauren Graham, Eddie Brill
- Season 9 Gwyneth Paltrow, Starsailor
- Season 9 Cate Blanchett, Timothy Treadwell
- Season 9 Jennifer Connelly, Colin Soloway
- Season 9 Jack Black, Foo Fighters
- Season 9 Tom Cruise, Tom Papa
- Season 9 Ethan Zohn, Josh Hartnett, Remy Zero
- Season 9 Cuba Gooding Jr., Jewel
- Season 9 David Brenner, Howie Long, Jewel
- Season 9 Cynthia Nixon, Mario Andretti, Willie Nelson & Rob Thomas
- Season 9 Darrell Hammond, Elayne Boosler, Willie Nelson & Lyle Lovett
- Season 9 Jimmy Kimmell, Julie Bowen, Cracker
- Season 9 Bruce Willis, Ivan Neville
- Season 9 Tim Russert, Jason Schwartzman
- Season 9 Merv Griffin, Phantom Planet
- Season 9 Regis Philbin, Steven Wright
- Season 9 LL Cool J, John McEnroe
- Season 9 Amy Brenneman, Martin Rees, Shakira
- Season 9 Adam Vinatieri, Chris Matthews
- Season 9 Mariska Harkitay, George Divoky, Alan Jackson
- Season 9 Andy Richter, Jake Johannsen
- Season 9 Janet Jackson, Enrique Iglesias
- Season 9 Denis Leary, India.Arie
- Season 9 Kelly Clark, Jeri Ryan
- Season 9 Calista Flockhart, Incubus
- Season 9 Colin Farrell, Colin Quinn
- Season 9 Ross Powers, Mila Kunis
- Season 9 Casey FitzRandolph, Ashleigh Banfield
- Season 9 Simon Ammann, Kevin Bacon
- Season 9 Halle Berry, Jonny Moseley
- Season 9 Richard Dreyfuss, Jeff Foxworthy
- Season 9 Jill Bakken and Vonnetta Flowers, Kelsey Grammer, Alanis Morissette
- Season 9 Martin Short, Jack Hanna
- Season 9 Stupid Human Tricks, Cher
- Season 9 Tom Arnold, Nappy Roots
- Season 9 Cokie Roberts, Al Lubel
- Season 9 Ray Romano, Jason Kidd
- Season 9 Regis Philbin, Andie MacDowell, Evelyn Glennie
- Season 9 Rene Russo, Bob Sarlatte, The Chieftains
- Season 9 John McCain, The White Stripes
- Season 9 Jon Stewart, Kit Armstrong
- Season 9 Bonnie Hunt, N.E.R.D.
- Season 9 Adam Arkin, Amy Sedaris, Midnight Oil
- Season 9 Barbara Walters, Shannon McNally
- Season 9 Peter Krause, Doris Kearns Goodwin
- Season 9 Robin Williams, Sevendust
- Season 9 Andy Dick, Mike Britt
- Season 9 Marv Albert, Charlotte Ross
- Season 9 Tim Robbins, Jimmie Walker, Cast of Oklahoma
- Season 9 Michael J. Fox, Patti Smith
- Season 9 Selma Blair, Dick Enberg
- Season 9 Bob Newhart, Demetri Martin
- Season 9 Rosie Perez, George Miller
- Season 9 John Ashcroft
- Season 9 Sandra Bullock, Billy Norris, Sheryl Crow
- Season 9 Dee Dee Davis, Cameron Diaz, The Strokes
- Season 9 Matthew Conaughey, John Witherspoon
- Season 9 Ashton Kutcher, Oliver Atukudzi
- Season 9 Landon Shuffett, Seth Green, Elvis Costello
- Season 9 Tiffani Thiessen, Bill Walton, Bonnie Raitt
- Season 9 Charlie Sheen, Paul Westerberg
- Season 9 The Rock, Dwayne Kennedy
- Season 9 Charlie Sheen, Paul Westerberg
- Season 9 Incredible Dog Challenge, Debra Messing, Wilco
- Season 9 Kirsten Dunst, Steve Nash, Angie Stone & The O'Jays
- Season 9 Tobey Maquire, Trey Anastasio
- Season 9 Jennifer Garner, Jim Gaffigan
- Season 9 Mary Tyler Moore, Norah Jones
- Season 9 Richard Gere, Reggie Miller
- Season 9 Will Ferrell, Tom Waits
- Season 9 Hugh Grant, Tony Hawk
- Season 9 Gillian Andersen, Jonathan Katz
- Season 9 Liza Minnelli
- Season 9 Kid Scientists, Allison Janney, Al Green
- Season 9 Alec Baldwin, Ted Nugent
- Season 9 Stupid Human Tricks, Natalie Portman, X-ecutioners, Xzhibit, Biohazard
- Season 9 Kathie Lee Gifford, Brian Regan
- Season 9 Vecepia Towerey, Hilary Swank, The Firecrackers
- Season 9 Diane Sawyer, Jesse Martin
- Season 9 Jennifer Lopez, April Kleinschmidt, Patty Loveless
- Season 9 Jon Favreau, David Rakoff, Anton Figg
- Season 9 Charles Grodin, Wendy Liebman
- Season 9 Jimmy Kimmel, Tom Dreesen, Goo Goo Dolls
- Season 9 Celine Dion, Helio Castroneves
- Season 9 Chris Rock, Jack Johnson
- Season 9 Nicolas Cage, Abi Thomas, Jimmy Eat World
- Season 9 Zach Braff, Kathleen Madigan
- Season 9 Christian Slater, David Bowie
- Season 9 Sarah Michelle Gellar, John McEnroe
- Season 9 Freddie Prinze, Jr., Alicia Keys
- Season 9 Jodie Foster, Jack Hanna
- Season 9 Matt Damon, Marc Maron
- Season 9 Stupid Human Tricks, Tom Cruise, The Flatlanders
- Season 9 Ellen DeGeneres, Al Franken
- Season 9 Piedmont Birdcallers, Lauren Ambrose, Moby
- Season 9 Harrison Ford, ...And You Will Know Us By The Trail of Dead
- Season 9 Connie Chung, Gary Mule Deer
- Season 9 Will Smith, Landon Donovan, Yo Yo Ma & The Silk Road Project
- Season 9 National Hollering Champions, Adam Sandler, Trik Turner
- Season 9 Tom Brokaw, Bow Wow
- Season 9 Michelle Williams, Barry Sonnenfeld
- Season 9 Christina Ricci, Daniel Tosh, Ben Kweller
- Season 9 Tom Hanks, Dolly Parton
- Season 9 Stupid Pet Tricks, Jude Law, rubyhorse
- Season 9 Robin Williams, Pat Green
- Season 9 Paul Newman, Counting Crows
- Season 9 Nathan Lane, Hugh Fink
- Season 9 Serena Williams, Tom Arnold, Dave Matthews Band
- Season 9 Catherine Keener, Mario Batali, Solomon Burke
- Season 9 Sarah Jessica Parker, Etta James
- Season 9 Geena Davis, Robert Plant
- Season 9 Ted Koppel, Wendy Liebman
- Season 9 Haley Joel Osment, Bill Scheft, Dashboard Confessional
- Season 9 Kristen Johnson, Kinky
- Season 9 Dana Carvey, Ben Kilham
- Season 9 Amy Sedaris, Chazz Palminteri, Weezer
- Season 9 Bill Cosby, Tift Merritt
- Season 9 Julia Stiles, Mike Daisey, Wyclef Jean
- Season 9 Joan Rivers, Zooey Deschanel
- Season 9 Blaine Mayhugh, Joaquin Phoenix, Little Richard
- Season 9 Mike Myers, Bruce Springsteen & The E Street Band
- Season 9 Bruce Springsteen & The E Street Band, Mitch Hedberg
- Season 9 Matthew Perry, The Vines
- Season 9 Robin Williams, James Taylor
- Season 9 Al Pacino, Roger Clemens
- Season 9 Elizabeth Hurley, Tom Ryan
- Season 9 Stupid Human Tricks, Jimmy Fallon, Dirty Vegas
- Season 9 Chris Elliot, Eliza Dushku, Dixie Chicks
- Season 9 John Travolta, Nelly
- Season 9 Caroline Rhea, Jake Gyllenhall
- Season 9 Martin Short, Lewis Black
Late Show with David Letterman - Season 9 Episode 1 Will Ferrell, Tom Dreesen
6.33 63 minutes Dave announces that instead of "whatever," from now on he will be saying "wherever"; during a segment called "While We Were Out," the male staff members commemorate a minor design change on the stage by sitting in Dave's chair buck naked; Will Ferrell makes a threating message in song to Barbra Streisand.
