THIS season's FA Cup run came to a premature end on Saturday.
And, in typical smash-and-grab-style, it was fellow Conference side Gravesend, who the Blues beat 4-0 earlier in the campaign, who broke away to score the game's only goal from the penalty spot in the 37th minute.
While Mark Wright's priorities clearly lie with promotion, an early cup exit means the club will miss out on a potential money-spinning draw.
Wright said: 'In the first half it was unacceptable and we weren't good enough.
'I was very disappointed with some comments from our crowd because our players pulled their guts out in the second half and had a go, but they just didn't get the result.'
The game's deciding moment, the penalty award, was undisputed by the City boss or his players as keeper Ian McCaldon clumsily clattered into Gravesend's Steve Perkins. Justin Skinner kept his nerve to dispatch the sub-sequent spot kick.
In the end, the home team never really looked capable of opening up the Kent side's stubborn rearguard and the Deva fans ambled home knowing the dream of a round-three trip to Goodison or Anfield must remain exactly that.
Chester (3-4-3): McCaldon, Ruffer, Bolland, Collins, Heard (Brady 71), Davies, Carden, McIntyre, Foster (Twiss 65), Clare (Rapley 80), Stamp. Subs: Guyett, Carey.
Booked: Heard, Carden, Davies. Gravesend (4-4-2): Wilkerson, Haworth, Pinnock, Perkins, McKimm, Walshe (Drury 41), Owen, Skinner, Lee, Moore, Duku. Subs: O'Reilly, Abbey, Strouts, Gradley.
Booked: Perkins, McKimm, Duku. Referee: Gary Sutton. Attendance: 2,251.