| 2024-04-20 |  Long 'n Play | Chessmaster (Xbox) 【Longplay】 | 21:03 | 186 |
| 2024-01-02 | Alfred Brendel and Vladimir Horowitz | Chessmaster Live Xbox 360 Arcade - Vivendi Universal Games Logo Chess Pieces and Adiboo Robitoc | 21:53 | 8 |
| 2023-11-25 |  PolisDarkMan | Chessmaster Live Xbox 360 Arcade Soundtrack 2008 | 11:24 | 10 |
| 2023-10-26 | Game Network ™ | Chessmaster Live (2008) - Full Gameplay | XBOX 360 ARCADE | UHD | 4K | | 21:53 | 14 |
| 2021-05-30 | Anoba Games | 15 Minutos Jogando: Chessmaster Live (Xbox 360) Full HD - 1080 | 23:04 | 119 |
| 2019-12-21 |  HEAVENSARMY | Chessmaster: E4 (So That Is How The Grandmasters Think) | 5:13:13 | 4 |
| 2014-11-15 |  draiba | Music from Chessmaster Live "Main Theme" | 9:00 | 7,516 |
| 2011-06-23 | IGN | Chessmaster Live Xbox Live Gameplay - Chess (HD) | 1:04 | 4,195 |
| 2010-07-07 | XBLAVIDEOS | Chessmaster LIVE XBLA | 2:38 | 863 |
| 2009-10-04 |  InSaneLegends | Chessmaster Live classic chess | 7:07 | 270 |
| 2009-05-01 | InSaneLegends | ChessMaster Live Classic chess | 8:41 | 542 |
| 2008-09-19 | DVDfeverGames | Chessmaster Live - Xbox Live Arcade clip part 2 on Xbox 360 (Hi-res) | 9:34 | 1,227 |
| 2008-09-19 | DVDfeverGames | Chessmaster Live - Xbox Live Arcade clip part 1 on Xbox 360 (Hi-res) | 10:16 | 5,855 |
| 2008-02-17 | DVDfeverGames | Chessmaster Live - Xbox Live Arcade clip part 2 on Xbox 360 | 9:33 | 847 |
| 2008-02-17 | DVDfeverGames | Chessmaster Live - Xbox Live Arcade clip part 1 on Xbox 360 | 10:16 | 2,443 |
