After losing away to Manchester City on the last day of 1998 -- 99 , York dropped into the bottom four for the first time that season .
After losing away to Manchester City on the last day of 1998 -- 99 , York were relegated in 21st place .
After losing away to Manchester City on the last day of 1998 -- 99 , York dropped into the bottom four for the first time that season , and were relegated in 21st place .