Head-to-head
Competition type
Aggregate 18 matches
ENG
6
wins
5 draws
ENG
7
wins
Goals 18 – 17
All meetings
Date Home Score Away R Tournament
☆ 03 Dec 2023 Chesterfield 1–0 Leyton Orient H ENG · FA Cup
☆ 22 Dec 2018 Leyton Orient 3–1 Chesterfield H ENG · National League
☆ 01 Sep 2018 Chesterfield 0–1 Leyton Orient A ENG · National League
☆ 14 Feb 2015 Chesterfield 2–3 Leyton Orient A ENG · League One
☆ 09 Aug 2014 Leyton Orient 1–2 Chesterfield A ENG · League One
☆ 14 Jan 2012 Leyton Orient 1–1 Chesterfield D ENG · League One
☆ 03 Sep 2011 Chesterfield 0–0 Leyton Orient D ENG · League One
☆ 10 Mar 2007 Chesterfield 0–1 Leyton Orient A ENG · League One
☆ 07 Oct 2006 Leyton Orient 0–0 Chesterfield D ENG · League One
☆ 16 Nov 2005 Chesterfield 1–2 Leyton Orient A ENG · FA Cup Round 1
☆ 05 Nov 2005 Leyton Orient 0–0 Chesterfield D ENG · FA Cup Round 1
☆ 07 Apr 2001 Leyton Orient 2–0 Chesterfield H ENG · League Two
☆ 02 Dec 2000 Chesterfield 4–1 Leyton Orient H ENG · League Two
☆ 29 Aug 1978 Leyton Orient 1–2 Chesterfield A ENG · League Cup Round 2
☆ 14 Nov 1960 Leyton Orient 0–1 Chesterfield A ENG · League Cup Round 2
☆ 09 Jan 1926 Chesterfield 0–1 Leyton Orient A ENG · FA Cup Round 3
☆ 17 Jan 1906 Chesterfield 3–0 Leyton Orient H ENG · FA Cup Round 1
☆ 13 Jan 1906 Leyton Orient 0–0 Chesterfield D ENG · FA Cup Round 1