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Chessmaster seriesGroup DescriptionIncludes all Chessmaster games in the series, including early numbering and title alterations like "The Fidelity Chessmaster 2100".
| Game Title |  Year | Platform | Publisher | MobyScore |
| Chessmaster: Grandmaster Edition | 2007 | Windows | Ubisoft, Inc. | ... |
| Chessmaster Challenge | 2005 | Windows | PlayFirst, Inc. | ... |
| Chessmaster 10th Edition | 2004 | Windows | Ubisoft, Inc. | 4.00 |
| Chessmaster | 2003 | PlayStation 2 | Ubisoft Entertainment SA | ... |
| Chessmaster 9000 | 2002 | Macintosh, Windows | Feral Interactive | 4.17 |
| Chessmaster 8000 | 2000 | Windows | Mindscape, Inc. | 3.94 |
| Chessmaster II | 1999 | PlayStation | Mindscape, Inc. | ... |
| Chessmaster 7000 | 1999 | Windows | Mindscape, Inc. | 4.67 |
| Chessmaster 6000 | 1998 | Windows | Virgin Interactive Entertainment, Inc. | 3.77 |
| Chessmaster 5000 | 1996 | Windows | Mindscape, Inc. | 3.38 |
| Chessmaster 3-D | 1995 | PlayStation | Mindscape, Inc. | 3.50 |
| The Chessmaster 4000 Turbo | 1993 | Windows 3.x | Software Toolworks, Inc., The | 3.84 |
| Chessmaster 3000 | 1991 | DOS, Macintosh, Windows 3.x | Software Toolworks, Inc., The | 3.50 |
| The Chessmaster | 1989 | Game Boy, Game Gear, NES | Hi-Tech Expressions, Inc. | 3.40 |
| 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, MSX, ZX Spectrum | Software Country | 3.44 | Selected Covers
Selected Screenshots
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