Sunderland have played Chester 7 times in competitive football, winning 5, drawing 1 and losing 1, first meeting on 26 Sep 1987 and most recently on 24 Aug 2004. Every meeting is listed below.
| Date | Season | Competition | Venue | Opponent | Score | Scorers | Att |
|---|---|---|---|---|---|---|---|
| 26 Sep 1987 | 1987–88 | Third Division | H | Chester | 0–2 | ||
| 26 Dec 1987 | 1987–88 | Third Division | A | Chester | 2–1 | John MacPhail 21, Paul Lemon 44 | |
| 17 Aug 1993 | 1993–94 | League Cup | H | Chester | 3–1 | Don Goodman, Don Goodman, Lee Power | 9,404 |
| 24 Aug 1993 | 1993–94 | League Cup | A | Chester | 0–0 | 2,903 | |
| 15 Sep 1998 | 1998–99 | League Cup | H | Chester | 3–0 | Martin Scott, Kevin Phillips, Michael Bridges | 20,618 |
| 22 Sep 1998 | 1998–99 | League Cup | A | Chester | 1–0 | Allan Johnston | 2,738 |
| 24 Aug 2004 | 2004–05 | League Cup | H | Chester | 3–0 | Sean Hessey, Kevin Kyle, Steven Caldwell | 11,450 |
All Sunderland head-to-head records · Sunderland season by season