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The Pidgin installer supports a silent installation switch, discovered in the Windows Port FAQ pages:
We use the following installer parameters:
pidgin-2.7.9.exe /L:1033 /S
Additional parameters are supported but not required:
/L = Language code (1003, or English, is the default)
/D = installation directory
Note: Although Pidgin contains the GNU Aspell installer, silent installation of this option is not supported.  We must install Aspell separately:
We then set installation of Pidgin to be dependent on GNU Aspell 0.50.3