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Chessmaster seriesGroup DescriptionIncludes all Chessmaster games in the series, including early numbering and title alterations such as The Fidelity Chessmaster 2100.
| Game Title |  Year | Platform | Publisher | MobyScore |
| Chessmaster LIVE | 2008 | Xbox 360 | Ubisoft Entertainment SA | 4.00 |
| Chessmaster: Grandmaster Edition | 2007 | Windows | Ubisoft, Inc. | 4.00 |
| Chessmaster Challenge | 2005 | Windows | PlayFirst, Inc. | 4.00 |
| Chessmaster 10th Edition | 2004 | Windows | Ubisoft, Inc. | 4.20 |
| Chessmaster | 2003 | PlayStation 2 | Ubisoft Entertainment SA | ... |
| Chessmaster 9000 | 2002 | Macintosh, Windows | Feral Interactive | 4.04 |
| Chessmaster 8000 | 2000 | Windows | Mindscape, Inc. | 3.96 |
| Chessmaster II | 1999 | PlayStation | Mindscape, Inc. | 4.00 |
| Chessmaster 7000 | 1999 | Windows | Mindscape, Inc. | 4.44 |
| 6 Great Games II: Windows 98 | 1999 | Windows | Encore Software, Inc. | ... |
| Chessmaster 6000 | 1998 | Macintosh, Windows | Mindscape, Inc. | 3.80 |
| Chessmaster 5000 | 1996 | Windows | Mindscape, Inc. | 3.46 |
| Chessmaster 3-D | 1995 | PlayStation | Mindscape, Inc. | 3.75 |
| The Chessmaster 4000 Turbo | 1993 | Windows 3.x | Software Toolworks, Inc., The | 3.86 |
| The Chessmaster 3000 | 1991 | DOS, Macintosh, Windows 3.x | Software Toolworks, Inc., The | 3.67 |
| The Chessmaster | 1989 | Game Boy, Game Gear, NES, SNES | Hi-Tech Expressions, Inc. | 3.20 |
| The Fidelity Chessmaster 2100 | 1988 | Amiga, Apple IIgs, Commodore 64, DOS | Software Toolworks, Inc., The | 3.15 |
| The Chessmaster 2000 | 1986 | Amiga, Amstrad CPC, Apple II, Atari 8-bit, Atari ST, Commodore 64, DOS, Macintosh, MSX, ZX Spectrum | Software Country | 3.68 | Selected Covers
Selected Screenshots
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