Middlesbrough have played Macclesfield Town 2 times in competitive football, winning 2, drawing 0 and losing 0, first meeting on 19 Sep 2000 and most recently on 26 Sep 2000. Every meeting is listed below.
| Date | Season | Competition | Venue | Opponent | Score | Scorers | Att |
|---|---|---|---|---|---|---|---|
| 19 Sep 2000 | 2000–01 | League Cup | H | Macclesfield Town | 2–1 | Noel Whelan, Mark Summerbell | 5,144 |
| 26 Sep 2000 | 2000–01 | League Cup | A | Macclesfield Town | 3–1 | Hamilton Ricard, Hamilton Ricard, Hamilton Ricard | 3,153 |
All Middlesbrough head-to-head records · Middlesbrough season by season