| | | Sunday, October 29th , 1899 | | Signed Hitting Coach Ed Carraway to a 3-year, $195 per year contract. | | Tuesday, October 17th , 1899 | | RF Will Ross retired from professional baseball. | | LF Chester Greeley retired from professional baseball. | | Hitting Coach Al Myers leaves the team, his contract was not renewed | | Signed Bench Coach Webb Butler to a 3-year contract extension. | | Saturday, August 19th , 1899 | | Signed free agent RP George Dick to a minor league contract. | | Monday, May 15th , 1899 | | 1B Ed Smith did not elect for free agency and will remain in the Chicago organization. | | |
