| 2026-03-29 | Żabol | 1,080 | The Chessmaster II Longplay [PS1] [No-Com] | 0:00 |
| 2025-08-22 | Inhalants For Christ | 483 | [PSX-0921] Chessmaster II | 0:00 |
| 2025-03-16 |  Ireland Deity | 1,760 | CHESSMASTER II W: Arena FIDE Master B: CPU Caro-Kann Defence Nimzo Variation Main Line P6/7 21.01.25 | 0:00 |
| 2024-10-16 | Resident evil 3 randomizer runs and etc | 775 | Chessmaster II: 1384 | 0:00 |
| 2024-09-16 | Lucky Yehohanan | 906 | Chessmaster II (USA) - PS1 (REX-001 vs White Player) | 0:00 |
| 2024-08-04 |  gunmakuma | 36 | PSXS 475 Chessmaster II | 0:00 |
| 2024-08-04 | YENOOL | 3,010 | VieilleStation N°95 - Chessmaster II - YENOOL | 20:14 |
| 2024-06-13 |  Sugar Gamer | 185 | Chessmaster II Gameplay - PS1 #shorts #chessmaster | 0:15 |
| 2024-05-08 | Francis Freudespiel Streaming | 31 | Playstation PAL/EUROPE Games - 4 / 1213: Chessmaster II - Uhm, a chess game. So Probably just one ma | 6:33:03 |
| 2024-02-17 | Andre Elpedes | 516 | Rand (1778) vs. Liz (1226) - [Chessmaster II PS1] | 17:01 |
| 2024-01-22 |  PC do Paulo | 2,090 | Chessmaster II - PlayStation - Gameplay | 5:11 |
| 2023-08-19 | PS1 OST | 1,600 | Chessmaster II (USA) - All FMVs | 23:57 |
| 2023-07-11 |  Plotoiadnuikeksik | 18,600 | ЭЭэ, не дэлай так! #plotoiadnuikeksik #blacksilverufa #нарезки #chessmaster II | 0:31 |
| 2023-03-02 | FullThrough | 15,000 | Chessmaster II Gameplay HD (PS1) | NO COMMENTARY | 33:34 |
| 2023-01-25 |  Yazzi Knight | 541 | Yazzi Knight VS Sunny - Chess Master 2 | PS1 | 22:47 |
| 2023-01-03 |  JOYSTION | 227 | Chessmaster II (PS1) #retrogaming #vizinet | 6:14 |
| 2022-12-20 |  Pantsi's Random Game Videos | 1,540 | Chessmaster II - all videos for the Playstation 1 | 20:55 |
| 2022-10-13 |  EttenGames | 628 | It is always better to sacrifice your opponent's men... | CHESSMASTER II - PlayStation (PS1) | 18:23 |
| 2021-09-05 |  JustPlayGames | 1,910 | Chessmaster - Sega Game Gear | 2:29 |
| 2021-08-20 |  I am free | 7,410 | Chessmaster II - Геймплей (PSone) | 5:10 |
| 2021-02-21 | Game Cart Classics | 1,950 | Let's Play PSX: Chessmaster II | 14:02 |
| 2021-02-01 |  Enrique G. Gálvez | 10,300 | Chessmaster II (Playstation) | 10:28 |
| 2021-01-23 | Now Loading Please Wait | 3,780 | Chessmaster II USA - Playstation (PS1/PSX) | 0:36 |
| 2020-12-18 | Kawaii Games | 191,000 | Chessmaster II | Ultra HD 4K/60fps | PS1 | PREVIEW | Full Movie Gameplay No Commentary | 5:19 |
| 2019-04-03 | The Video Game Museum | 10,200 | PlayStation - Chessmaster II (1999) | 5:50 |
| 2018-03-07 | Alex Korotkov | 7,620 | Chessmaster II. PS1. Victory | 10:16 |
| 2017-09-17 | PS1TRY Archive | 483 | Chessmaster II | 19:05 |
| 2016-06-21 | Les intros des Jeux vidéo | 3,330 | [Ps1] Introduction du jeu "Chessmaster II" de l'editeur Mindscape (1999) | 1:00 |
| 2016-02-10 |  Arcade Forever | 2,720 | PSX ► PS1 ► Chessmaster II | 0:35 |
| 2015-09-22 | Emu-Games | 288 | Chessmaster II (PlayStation One) | 0:35 |
| 2013-12-01 | Encyclopegames | 729 | Playstation - Chessmaster II 00886.flv | 0:35 |
| 2012-03-17 | Rippusama San | 326 | Review del videojuego CHESSMASTER II de PsOne | 2:31 |
| 2011-05-20 | IGN | 19,800,000 | Chessmaster II PlayStation Gameplay | 0:26 |
