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Description: The corpus of Western music offers the chance to analyze trends in its evolution. Here, we analyze greater than 24,000 MIDI (Musical Instrument Digital Interface) transcriptions of Western classical music from 197 composers spanning from the 15th to 20th centuries. The unique file format of MIDI files (notes of discrete frequencies turning “on” and “off” at specific times) allows us to statistically quantify note usage with respect to pitch class and intervals. We first perform a Principal Component Analysis (PCA) on pitch class and show that the data creates a ring. Songs strongly associated with a particular key fall on the ring, whereas highly chromatic and atonal works fall in the center, revealing that the evolution of Western music is constrained by the circle of fifths. We then examine interval usage. Discriminant analysis on composer identity reveals that a major source of evolutionary change is incremental and linear. Interval usage predicts individual composer identity at levels above chance. A Self-Organizing Map (SOM) reveals four major groups of composers with similar tonal styles. These groups are loosely based on traditional musical eras, but reveal unexpected continuity between co-existing schools of composers.