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2
If you have music in midi format it is straightforward - just replace samples with your chip tune samples. Unfortunately there is no simple way to do this at raw wav level.
5
Your best bet will be to run your source material through a bitcrusher and a sample-rate reducer. However, that will just make it sound like the kind of low-quality samples that could be played back on old machines. Actual chiptune music tends to involve very careful use of low-resolution waveforms and FM synthesis.
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