| New York | Ice and recalled burgers equals holiday barbeque |
| Dave | Friend to the working man |
| PostMonologue | Stephanie's Weekend - Us Open |
| 2nd Bit | Thanksgiving Dinner highlights |
| 1st Guest | Tom Arnold |
| 2nd Guest | Brandi Chastain |
| Music | Ralph Stanley & The Whites - O Death / Sunny Side of Life |
| Other | Ball State Fighting Football Cardinals Fighting Football Cardinals Highlights |
| Yours in pants |
| New York | Constructed of high-density polyurethane foam |
| Dave | A man only dogs can hear |
| PostMonologue | Would You Like a Ride in Al Norwood's New Car? |
| 2nd Bit | Is this anything? |
| Top Ten | Signs You've Had a Bad Summer |
| 1st Guest | David Schwimmer |
| Music | Bjork |
| Other | US Open highlight |
| Get new pants |
| New York | Join our class action lawsuit |
| Dave | The man who coined the phrase "lump sum" |
| PostMonologue | Biff's Fun with a Stopwatch |
| 2nd Bit | CBS Fall Preview |
| Top Ten | Ways to Irritate Barbara Walters |
| 1st Guest | Carson Daly |
| Performance | US Marine Corps |
| Other | George attempts to break the world record in TV viewing - Is this Anything? |
| Look at these pants |
| New York | America's torn rotator cuff |
| Dave | Bad boy metallurgist |
| PostMonologue | Rerun - Dave and Steve's Gay Vacation (October 2, 1998) |
| 2nd Bit | Hairpiece, Not a Hairpiece |
| Top Ten | Mexican Nicknames for George W. Bush |
| 1st Guest | Tim Robbins |
| 2nd Guest | Amy Sedaris |
| Music | Jimmy Eat World |
| Other | Anne Heche interview highlights |
| Oh my, pants |
| New York | Last known position of Amelia Earheart |
| Dave | Well-known thoroughbred |
| PostMonologue | CBS Mailbag |
| 2nd Bit | The Kalter Twins |
| 1st Guest | Eugene Levy |
| Standup | Rich Hall |
| Other | Is this anything? |
| Cute pants |
| New York | [flag, no opening, no monologue] |
| 1st Guest | Dan Rather |
| 2nd Guest | Regis Philbin |
| Worldwide Pants |
| New York | [flag, no opening, no monologue] |
| PostMonologue | Biff Henderson's America: Baker, NV (February 8, 1999) |
| Top Ten | Things That Almost Sound Like the Word 'Hat' |
| 1st Guest | Bryant Gumbel |
| 2nd Guest | Denis Leary |
| Music | Tori Amos |
| Worldwide Pants |
| New York | [flag, no opening, no monologue] |
| PostMonologue | Warning Labels |
| Top Ten | Least Popular Theme Restaurants |
| 1st Guest | Matthew Broderick |
| 2nd Guest | John Miller |
| Music | Odetta & The Boys Choir of Harlem - We Shall Overcome |
| Worldwide Pants |
| New York | [flag, no opening, no monologue] |
| PostMonologue | Biff Henderson's America: Badger, MN (February 28, 2000) |
| Top Ten | Baseball Euphemisms for Sex |
| 1st Guest | Walter Cronkite |
| 2nd Guest | Will Ferrell |
| Music | Jewel - Hands |
| Worldwide Pants |
| New York | [flag, no opening, no monologue] |
| PostMonologue | Stump the Band |
| Top Ten | Magician Pet Peeves |
| 1st Guest | Meredith Viera |
| 2nd Guest | Stephen Ambrose |
| Music | Sheryl Crow, Emmylou Harris, and Gillian Welch |
| Worldwide Pants |
| New York | The Late Show with David Letterman |
| Dave | David Letterman |
| PostMonologue | Rejected Back to School Items |
| Top Ten | Signs Your Wife is Having an Affair with the Jolly Green Giant |
| 1st Guest | Rudolph Giuliani |
| 2nd Guest | Katie Harmon (Miss America) |
| Worldwide Pants |
| New York | The Late Show with David Letterman |
| Dave | David Letterman |
| PostMonologue | Dumb Ads |
| 2nd Bit | Pastries that Look Like Celebrities |
| Top Ten | Things People Say to Me, Dave, When They See Me on the Street |
| 1st Guest | Marcia Gay Harden |
| 2nd Guest | Doris Kearns Goodwin (historian) |
| Music | Pete Yorn |
| Worldwide Pants |
| New York | The Late Show with David Letterman |
| Dave | David Letterman |
| PostMonologue | Surprising Facts about Celebrities |
| Top Ten | Messages Left on Miss America's Voice Mail |
| 1st Guest | Thomas Von Essen (NY Fire Chief) |
| 2nd Guest | Ben Stiller |
| Music | Tenacious D - The Best Song in the World |
| Worldwide Pants |
| New York | The Late Show with David Letterman |
| Dave | David Letterman |
| PostMonologue | Biff Henderson's America: Franklin, ID (February 15, 2001) |
| Top Ten | Things You Don't Want to Hear from Tom Selleck |
| 1st Guest | Hillary Clinton |
| Music | Cast of '42nd Street' |
| Sitting In | Warren Zevon |
| Worldwide Pants |
| New York | The Late Show with David Letterman |
| Dave | David Letterman |
| PostMonologue | CBS Mailbag (action figures) |
| Top Ten | Signs You're Talking to a Bad Phone Psychic |
| 1st Guest | Jason Alexander |
| 2nd Guest | Don Zimmer |
| Music | Wyclef Jean - Wish You Were Here |
| Worldwide Pants |