| ★ |  Jon Stewart Starts His Talk Show Career | Late Night with Conan O’Brien | Conan O'Brien @conanobrien | 476.6K | — | |
| 10 |  Ozzy Osbourne Cheers Up the "Late Night" Staff | Late Night with Conan O’Brien | Conan O'Brien @conanobrien | 367.4K | — | 92 |
| 20 |  Natasha Henstridge Teaches Canadian Traditions | Late Night with Conan O’Brien | Conan O'Brien @conanobrien | 326.6K | — | 91 |
| 11 |  Norm Macdonald and the Bearded Man | Late Night with Conan O’Brien | Conan O'Brien @conanobrien | 322.6K | — | 92 |
| 5 |  Norm Macdonald's MTV Beach House Story | Late Night with Conan O’Brien | Conan O'Brien @conanobrien | 269.3K | — | 93 |
| 18 |  How Mark Hamill Became The Joker | Late Night with Conan O’Brien | Conan O'Brien @conanobrien | 253.4K | — | 91 |
| 13 |  Dave Chappelle's First Appearance | Late Night with Conan O’Brien | Conan O'Brien @conanobrien | 243.7K | — | 92 |
| 2 |  "Conan O'Brien and The Osbournes" 2002 Emmy Awards Cold Open | Conan O'Brien @conanobrien | 176.6K | — | 94 |
| 7 |  Bernie Mac Was Not Politically Correct | Late Night with Conan O’Brien | Conan O'Brien @conanobrien | 139.9K | — | 93 |
| 6 |  Bruce Willis Shows Conan How To Live | Late Night with Conan O’Brien | Conan O'Brien @conanobrien | 136.7K | — | 93 |
| 1 |  1994 Behind the Scenes | Late Night with Conan O’Brien | Conan O'Brien @conanobrien | 134.9K | — | 94 |
| 4 |  Kevin Nealon's Celebrity Lookalikes | Late Night with Conan O’Brien | Conan O'Brien @conanobrien | 129.7K | — | 93 |
| 14 |  Conan Visits the Rockefeller Center Christmas Tree | Late Night with Conan O’Brien | Conan O'Brien @conanobrien | 124.8K | — | 92 |
| 9 |  Conan Hosts the KISS Reunion | Late Night with Conan O’Brien | Conan O'Brien @conanobrien | 64.8K | — | 92 |
| 3 |  Nick Offerman Won't Laugh | Late Night with Conan O’Brien | Conan O'Brien @conanobrien | 58.1K | — | 93 |
| 17 |  Adam West's Thoughts on Tim Burton's "Batman" | Late Night with Conan O’Brien | Conan O'Brien @conanobrien | 37.3K | — | 91 |
| 15 |  Hulk Hogan Remembers His Big Break in "Rocky III" | Late Night with Conan O’Brien | Conan O'Brien @conanobrien | 36.0K | — | 92 |
| 16 |  Keri Russell Rides Bareback | Late Night with Conan O’Brien | Conan O'Brien @conanobrien | 30.9K | — | 91 |
| 19 |  Julia Louis-Dreyfus' Bikini Wax | Late Night with Conan O’Brien | Conan O'Brien @conanobrien | 21.7K | — | 91 |
| 8 |  Stephen Colbert's Dungeons & Dragons Expertise | Late Night with Conan O’Brien | Conan O'Brien @conanobrien | 6.1K | — | 93 |
| 12 |  David Hasselhoff's Embarrassing Footage | Late Night with Conan O’Brien | Conan O'Brien @conanobrien | 4.4K | — | 92 |