| 1. | Andre Elpedes | 11 | All 10 Chessmaster (GBA) Chess Sets [COMPILATION] | 1:32:12 |
| 2. |  GM Bharathi [upcoming] | 8 | Active Pieces Is very important to Game #chessboard #chesslessons #chessmaster #chessrush #chessbro | 6:46 |
| 3. |  The Silly Steve Show | 4 | Chessmaster - Part 4 - Some bullet chess. i totally get crushed in the openings. i need practice !! | 25:55 |
| 4. | TheBreadghost | 3 | Chessmaster (Part 3) [GBA Journey #184] | 3:11:54 |
| 5. | Lucky Yehohanan | 3 | Chessmaster (USA) - GBA (CPU Chessmaster lose while P1 wins) My Boy! emulator. | 29:22 |
| 6. | Wasted Youths | 3 | Master Sim Chess: Rated Game - Skippy [Rating 643] | 11:08 |
| 7. |  HEAVENSARMY | 3 | Chessmaster: E5 (I'm Done The Tutorials On This Game) | 4:50:12 |
| 8. |  Arcade Forever | 3 | Nintendo Game Boy ► GB ► Chessmaster, The | 0:36 |
| 9. | Maxonum | 2 | Winner of the *FREE* ChessMaster for the PlayStation 2 | 6:15 |
| 10. |  Now Loading Please Wait | 2 | Chessmaster USA - Game Boy Advance (GBA) | 0:38 |
| 11. |  JustPlayGames | 2 | Chessmaster - ps2 | 5:57 |
| 12. | 10min Gameplay | 2 | Chessmaster ... (GBA) Gameplay | 10:01 |
| 13. | IGN | 2 | Chessmaster PlayStation 2 Gameplay_2003_06_03 | 0:31 |
| 14. | Otakurist | 1 | The price of greed | Chess | #chess #chessedit #chessmaster #game #chessgame #memes #trending #tren | 0:16 |
| 15. |  Asus tuf gaming | 1 | Master level chess play lost no 1 | 3:07 |
| 16. | Nicolasxd 117 | 1 | ganandole a wendy de ps2 chessmaster | 20:56 |
| 17. | The Dragon Of Hatred | 1 | GameBoy Color Chaos - ChessMaster- (GBC Game #13) (Nintendo Game #27) | 1:04:32 |
| 18. | Żab00l | 1 | Chessmaster Gameplay [GBA] [No-Com] | 6:04 |
| 19. | CGBR - Videoteca de jogos antigos | 1 | ChessMaster - Xbox Classic Gameplay | 14:36 |
| 20. | RetroGameUp - TAS Videos | 1 | Chessmaster (Game Boy Advance) - Gameplay Clip [HD] | RetroGameUp | 3:45 |
| 21. | Game Cart Classics | 1 | Let's Play GBA 1025: ChessMaster | 9:53 |
| 22. | supersaiyancurt28 | 1 | ChessMaster On Ps2 | 8:23 |
| 23. |  Retro Maniac | 1 | Let's Play "Chessmaster" (PS2) *Blind* - Part 1 | 1:28:27 |
| 24. |  Denoobeur | 1 | Chessmaster/ Découverte GBA / FR/ Gameplay | 5:23 |
| 25. |  Ben Sutarno | 1 | Chessmaster ps2 | 3:33 |
| 26. | Pissor Gameplay | 1 | Chessmaster | 1:01 |
| 27. | Fabio 5.56 | 1 | Chess [1] - Mateo | 24:54 |
| 28. | Waffle Wings99 | 1 | Ryan vs Monkey Stanley Ranked Match | 2:55 |
| 29. | PidgiWiki | 1 | Game Boy Advance Chessmaster 20020322 | 0:31 |
| 30. | The VideoGames Museum | 1 | Game Boy Advance - Chessmaster © 2002 Ubisoft - Gameplay | 5:59 |
| 31. |  RetroDetect | 1 | Chessmaster PS2 Battlefield Gameplay (Ubisoft) | 29:57 |
| 32. | Blue Light Fox | 1 | Chessmaster (PS2) - Gameplay on PCSX2 | 4:23 |
| 33. | Encyclopegames | 1 | Game Boy Advance Chessmaster | 0:37 |
| 34. | Tsurai Wataame | 1 | 10 Minute 1st Impressions : Chessmaster (PS2) | 14:41 |
| 35. | hyperspinbrasil | 1 | Chessmaster USA - Game Boy Advance | 0:37 |
| 36. |  xboxbbcity | 1 | Chessmaster Xbox Gameplay | 11:47 |
| 37. | Family Friendly Gaming | 1 | Chessmaster Part 1 | 13:07 |
| 38. | GAME • CHANNEL | 1 | Играем в Шахматишки на Play Blitz Chess Online - Пробуем новую ИГРОВУЮ ЗОНУ! | 36:33 |
| 39. | Zack G | 1 | GBA Single-Pak Link - ChessMaster (lots of options and visual themes for a classic game) | 4:03 |
| 40. |  petsasjim1 | 1 | Chessmaster HYPERSPIN SONY PS2 PLAYSTATION 2 NOT MINE VIDEOSUSA | 0:36 |
| 41. | SilasDarko | 1 | Chess Break: Part 1: Chessmaster | 22:37 |
