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Match 14 Sep 1999
ENG · League Cup · 1999 Round 2 · Leg 1
ENG Chesterfield
0–0
Draw
ENG Middlesbrough
2nd leg: Middlesbrough 2–1 Chesterfield · 21 Sep 1999 · Agg 2–1 Middlesbrough advance
‹ Chesterfield Middlesbrough ›