The Cubs have played 2,595 regular-season games against the Pirates, 95 more than against any other opponent.
They have lost 39 more than they have won, 1,269 to 1,308 (18 games were ties) despite.
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Several years ago, I documented all home runs hit by the Cubs as the White Stockings, Colts and Orphans during the 25 seasons of the National League, 1876-1900, before the start of the Modern.