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Winamp Basic is for free.
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Yep, versions 2.xx are good enough for conversion. You can either use the Disk Writer plugin (inluded in the Winamp installation) to convert to Wave format and then use another program to compress to MP3 or use LAME plugin to output directly into MP3.
Midi files can be converted into MP3's that way too, if you choose the right synthethiser option for the MIDI plugin.
if you say that the radio will play both MIDI and MP3... then you just put yourself into helluva trouble. I have oodles of both kinds of files with game music. :evil: