| 1. | Alex Korotkov | 14,351 | Chessmaster II. PS1. Victory | 10:16 |
| 2. |  Enrique G. Gálvez | 8,846 | Chessmaster II (Playstation) | 10:28 |
| 3. |  IGN | 3,906 | Chessmaster II PlayStation Gameplay | 0:26 |
| 4. |  Plotoiadnuikeksik | 2,552 | ЭЭэ, не дэлай так! #plotoiadnuikeksik #blacksilverufa #нарезки #chessmaster II | 0:31 |
| 5. | PS1TRY Archive | 1,415 | Chessmaster II | 19:05 |
| 6. |  Kawaii Games | 1,062 | Chessmaster II | Ultra HD 4K/60fps | PS1 | PREVIEW | Full Movie Gameplay No Commentary | 5:19 |
| 7. | PS1 OST | 860 | Chessmaster II (USA) - All FMVs | 23:57 |
| 8. | Lucky Yehohanan | 401 | Chessmaster II (USA) - PS1 (REX-001 vs White Player) | 0:00 |
| 9. |  VSSonic | 401 | Chessmaster II | PlayStation 1 | 😎 PS3 Hen PKG 2022 | 5:55 |
| 10. | Les intros des Jeux vidéo | 283 | [Ps1] Introduction du jeu "Chessmaster II" de l'editeur Mindscape (1999) | 1:00 |
| 11. |  The VideoGames Museum | 195 | PlayStation - Chessmaster II (1999) | 5:50 |
| 12. | Rippusama San | 190 | Review del videojuego CHESSMASTER II de PsOne | 2:31 |
| 13. |  Pantsi's Random Game Videos | 165 | Chessmaster II - all videos for the Playstation 1 | 20:55 |
| 14. | Resident evil 3 randomizer runs and etc | 119 | Chessmaster II: 1384 | 0:00 |
| 15. | YENOOL | 105 | VieilleStation N°95 - Chessmaster II - YENOOL | 20:14 |
| 16. | JustPlayGames | 102 | Chessmaster - Sega Game Gear | 2:29 |
| 17. |  I am free | 55 | Chessmaster II - Геймплей (PSone) | 5:10 |
| 18. | Encyclopegames | 54 | Playstation - Chessmaster II 00886.flv | 0:35 |
| 19. | Ireland Deity | 50 | CHESSMASTER II W: Arena FIDE Master B: CPU Caro-Kann Defence Nimzo Variation Main Line P3/7 21.01.25 | 0:00 |
| 20. |  Arcade Forever | 48 | PSX ► PS1 ► Chessmaster II | 0:35 |
| 21. |  Sugar Gamer | 37 | Chessmaster II Gameplay - PS1 #shorts #chessmaster | 0:15 |
| 22. | Andre Elpedes | 33 | Rand (1778) vs. Liz (1226) - [Chessmaster II PS1] | 17:01 |
| 23. |  PC do Paulo | 28 | Chessmaster II - PlayStation - Gameplay | 5:11 |
| 24. |  Yazzi Knight | 25 | Yazzi Knight VS Sunny - Chess Master 2 | PS1 | 22:47 |
| 25. | Emu-Games | 21 | Chessmaster II (PlayStation One) | 0:35 |
| 26. | gunmakuma | 18 | PSXS 475 Chessmaster II | 0:00 |
| 27. | Inhalants For Christ | 18 | [PSX-0921] Chessmaster II | 0:00 |
| 28. | Now Loading Please Wait | 18 | Chessmaster II USA - Playstation (PS1/PSX) | 0:36 |
| 29. |  EttenGames | 17 | It is always better to sacrifice your opponent's men... | CHESSMASTER II - PlayStation (PS1) | 18:23 |
| 30. | Game Cart Classics | 13 | Let's Play PSX: Chessmaster II | 14:02 |
| 31. |  JOYSTION | 8 | Chessmaster II (PS1) #retrogaming #vizinet | 6:14 |
| 32. | FullThrough | 7 | Chessmaster II Gameplay HD (PS1) | NO COMMENTARY | 33:34 |
| 33. | Francis Freudespiel Streaming | 1 | Playstation PAL/EUROPE Games - 4 / 1213: Chessmaster II - Uhm, a chess game. So Probably just one ma | 6:33:03 |
