1988–89 Chester City F.C. season

The 1988–89 season was the 51st season of competitive association football in the Football League played by Chester City, an English club based in Chester, Cheshire.

Also, it was the third season spent in the Third Division after the promotion from the Fourth Division in 1986. Alongside competing in the Football League the club also participated in the FA Cup, the Football League Cup and the Associate Members' Cup.