In the 1993–94 season, York were beaten by Stockport County in the semi-final of the Second Division play-offs. York finished midtable the following season, but only avoided relegation in 1995–96 with a win on the final day of the season, although they knocked Manchester United out of the 1995–96 League Cup. In the following season's competition they eliminated Everton, but again narrowly avoided relegation that season.
In 1993-94, York lost to Stockport County in the semi-final of the Second Division playoffs. In the subsequent season, York finished mid-table and narrowly avoided relegation with a win on the final day, though they eliminated Manchester United from the League Cup that same year. The following season, they defeated Everton but again narrowly avoided relegation.