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Southern League Division 1 · finished 17th of 21 · Manager: Syd King
| Date | Comp | Opponent | H/A | Score | Res | Crowd | West Ham scorers |
|---|---|---|---|---|---|---|---|
| 1 Sept 1908 | SL | Queens Park Rangers | H | 2–0 | W | 7,000 | Blackburn, Foster |
| 5 Sept 1908 | SL | Brighton & Hove Albion | A | 2–3 | L | 6,000 | Burton, Foster |
| 12 Sept 1908 | SL | Crystal Palace | H | 0–1 | L | 10,000 | |
| 19 Sept 1908 | SL | Brentford | A | 0–1 | L | 6,000 | |
| 26 Sept 1908 | SL | Luton Town | H | 4–0 | W | 3,000 | Foster 2, Ashton, Piercy |
| 30 Sept 1908 | SL | Watford | A | 1–2 | L | 3,000 | Shea |
| 3 Oct 1908 | SL | Swindon Town | A | 0–3 | L | 6,000 | |
| 10 Oct 1908 | SL | Portsmouth | H | 3–1 | W | 8,000 | Foster 3 |
| 17 Oct 1908 | SL | Queens Park Rangers | A | 0–3 | L | 6,000 | |
| 24 Oct 1908 | SL | Northampton Town | H | 2–1 | W | 9,000 | Shreeve (pen), Tirrell |
| 31 Oct 1908 | SL | New Brompton | A | 1–2 | L | 6,000 | Miller |
| 7 Nov 1908 | SL | Millwall | H | 1–0 | W | 14,000 | Foster |
| 14 Nov 1908 | SL | Southend United | A | 0–0 | D | 6,000 | |
| 21 Nov 1908 | SL | Coventry City | H | 2–0 | W | 6,000 | Foster, Randall |
| 28 Nov 1908 | SL | Bristol Rovers | A | 0–1 | L | 8,000 | |
| 5 Dec 1908 | SL | Plymouth Argyle | A | 0–2 | L | 7,000 | |
| 12 Dec 1908 | SL | Norwich City | A | 3–6 | L | 4,500 | Burton 2, Grassam |
| 19 Dec 1908 | SL | Reading | H | 2–1 | W | 5,000 | Blackburn, Grassam |
| 25 Dec 1908 | SL | Southampton | H | 1–0 | W | 15,000 | Blackburn |
| 26 Dec 1908 | SL | Leyton | A | 0–1 | L | 20,000 | |
| 28 Dec 1908 | SL | Plymouth Argyle | H | 4–0 | W | 10,000 | Shea 4 |
| 2 Jan 1909 | SL | Brighton & Hove Albion | H | 1–1 | D | 5,000 | Waggott |
| 9 Jan 1909 | SL | Crystal Palace | A | 2–2 | D | 5,000 | Shea 2 |
| 16 Jan 1909 | FACRound 1 | Queens Park Rangers | A | 0–0 | D | 17,000 | |
| 20 Jan 1909 | FACRound 1 replay | Queens Park Rangers | H | 1–0 | W | 11,400 | Shea |
| 23 Jan 1909 | SL | Brentford | H | 3–0 | W | 7,000 | Frost, Miller, Waggott |
| 30 Jan 1909 | SL | Luton Town | A | 0–1 | L | 3,000 | |
| 6 Feb 1909 | FACRound 2 | Leeds City | A | 1–1 | D | 31,500 | Miller |
| 11 Feb 1909 | FACRound 2 replay | Leeds City | H | 2–1 | W | 13,000 | Shea 2 |
| 13 Feb 1909 | SL | Portsmouth | A | 1–4 | L | 5,000 | Miller |
| 20 Feb 1909 | FACRound 3 | Newcastle United | H | 0–0 | D | 1,700 | |
| 24 Feb 1909 | FACRound 3 replay | Newcastle United | A | 1–2 | L | 36,500 | Shea |
| 27 Feb 1909 | SL | Northampton Town | A | 0–6 | L | 5,000 | |
| 6 Mar 1909 | SL | New Brompton | H | 0–1 | L | 3,000 | |
| 8 Mar 1909 | SL | Swindon Town | H | 4–2 | W | 4,000 | Shea 3 (2 pen), Costello |
| 13 Mar 1909 | SL | Millwall | A | 0–3 | L | 9,000 | |
| 20 Mar 1909 | SL | Southend United | H | 4–0 | W | 9,000 | Atkins, Costello, Piercy, Shea |
| 27 Mar 1909 | SL | Coventry City | A | 1–3 | L | 7,000 | Shea |
| 1 Apr 1909 | SL | Exeter City | H | 4–1 | W | 4,000 | Blackburn 2, Miller 2 |
| 3 Apr 1909 | SL | Bristol Rovers | H | 0–2 | L | 7,000 | |
| 9 Apr 1909 | SL | Leyton | H | 1–0 | W | 13,000 | Webb |
| 10 Apr 1909 | SL | Watford | H | 3–1 | W | 7,000 | Shea 2, Costello |
| 12 Apr 1909 | SL | Southampton | A | 2–2 | D | 7,500 | Shea, Webb |
| 17 Apr 1909 | SL | Norwich City | H | 2–1 | W | 5,000 | Blackburn, Shea |
| 21 Apr 1909 | SL | Exeter City | A | 0–1 | L | 7,000 | |
| 24 Apr 1909 | SL | Reading | A | 0–1 | L | 2,500 |
| Player | Usual position | League apps | League goals | Cup apps | Cup goals | Total goals |
|---|---|---|---|---|---|---|
| Danny Shea | IR | 35 | 16 | 6 | 4 | 20 |
| Jack Foster | CF | 15 | 9 | 9 | ||
| Fred Blackburn | OL | 40 | 6 | 6 | 6 | |
| Walter Miller | CF | 11 | 5 | 6 | 1 | 6 |
| John Burton | IL | 15 | 3 | 4 | 3 | |
| Frank Costello | IL | 12 | 3 | 3 | ||
| Frank Piercy | CH | 26 | 2 | 2 | ||
| David Waggott | IL | 8 | 2 | 1 | 2 | |
| William Grassam | IR | 8 | 2 | 1 | 2 | |
| George Webb | CF | 4 | 2 | 2 | ||
| Herbert Ashton | OR | 27 | 1 | 2 | 1 | |
| Frederick Shreeve | RB | 19 | 1 | 6 | 1 | |
| Patrick Tirrell | LH | 13 | 1 | 4 | 1 | |
| Thomas Randall | LH | 17 | 1 | 1 | ||
| James Frost | OR | 7 | 1 | 4 | 1 | |
| C. Atkins | CF | 2 | 1 | 1 | ||
| Archie Taylor | LB | 35 | 6 | |||
| George Kitchen | GK | 35 | 6 | |||
| William Yenson | RH | 26 | 6 | |||
| Len Jarvis | LH | 23 | 2 | |||
| James Gault | RB | 13 | ||||
| George Chalkley | CH | 7 | 4 | |||
| Alf Harwood | LB | 9 | ||||
| Robert Young | RH | 9 | ||||
| Henry Eastwood | OR | 6 | ||||
| Stanley Bourne | LH | 3 | 2 | |||
| Tommy Allison | RH | 5 | ||||
| C. Dawson | GK | 4 | ||||
| James Dyer | IR | 3 | ||||
| William Brown | IL | 2 | ||||
| David Clarke | GK | 1 |
Appearances are starts: there were no substitutes then. Positions are the numbered places on the team sheet (GK goalkeeper, RB/LB full-backs, RH/CH/LH half-backs, OR/IR/CF/IL/OL forwards).