| A | B | C | D | E | F | G | H | I | J | K | L | M | N | O | P | Q | R | S | T | U | V | W | X | Y | Z |
| From | Cost | Date | To | Cost | Date | ||
| Sheargold | A L | Connahs Quay | Fee Unknown | 3 May 1910 | Dudley Town | Fee Unknown | July 1912 |
| Shelton | J | Compton Rovers | Fee Unknown | 13 December 1906 | Port Vale | Fee Unknown | August 1910 |
| Shelton | J B T | Walsall | Guest | 1943-44 | NA | ||
| Shergold | W R | Amateur | NP | 10 May 1943 | Darlington Darlington Walthamstow A |
Guest Guest Released |
1943-44 1944-45 1946 |
| Shield | J G | Bishop Auckland | Fee Unknown | 26 June 1937 | West Bromwich Albion | Fee Unknown | 24 May 1938 |
| Shinton | B | Bilston United | Fee Unknown | 30 April 1909 | Halesowen | Fee Unknown | May 1910 |
| Shirtliff | P A | Sheffield Wednesday | £250,000 | 18 August 1993 | Barnsley | £125,000 | 25 August 1995 |
| Short | J | Juniors | NA | 3 May 1948 | Stoke City | Substantial | 9 June 1954 |
| Shorthouse | W H | St Mirren Old Boys [Sco] | 2 April 1946 | Burnley Retired |
Guest NA |
1942-43 1957 |
|
| Showell | G H | Juniors | NA | 29 August 1951 | Bristol City | Fee Unknown | 13 May 1965 |
| Sidebottom | G | Juniors | NA | 15 September 1954 | Aston Villa | Undisclosed (fairly substantial) | 4 February 1961 |
| Sidlow | C | Llandudno Town | £100 | 14 May 1937 | Wrexham Darlington Liverpool |
Guest Guest Fee Unknown |
1941-42 1944-45 21 February 1946 |
| Sigurdarson | B B | Lillestrom [Nor] | £2,700,000 | 13 July 2012 | Molde [Nor] Molde [Nor] Copenhagen [Den] Molde [Nor] |
Loan Loan Loan Free |
31 January 2014 4 July 2014 13 January 2015 14 July 2016 |
| Silas | G | Uniao Leiria [Por] | £1,000,000 | 9 July 2003 | Maritimo [Por] Belenenses [Por] Uniao Leiria [Por] |
Loan Loan Released |
19 July 2004 2 July 2005 8 May 2006 |
| Silva | F | Porto [Por] | £35,000,000 | 5 September 2020 | RSC Anderlecht [Bel] PSV Eindhoven (Hol) Rangers [Sco] |
Loan Loan Loan |
17 July 2022 25 January 2023 1 January 2024 |
| Silvio | S | Athletico Madrid [Spa] | Free | 30 July 2016 | Braga [Por] | Released | 1 July 2017 |
| Simkin | D | Blakenhall | £10,000 | 3 December 1991 | Shrewsbury Town | £36,000 | 20 December 1994 |
| Simms | G | Juniors | NA | 1 August 1997 | Hartlepool United | Free | 12 March 2001 |
| Simpson | A | Benburb [Sco] | Fee Unknown | 8 January 1947 | Notts County | Fee Unknown | 3 October 1949 |
| Simpson | P D | Derby County Derby County |
Loan £75,000 |
10 October 1997 11 November 1998 |
Walsall Walsall Blackpool |
Loan Loan Free |
18 September 1998 11 January 1999 11 August 2000 |
| Sims | N D | Juniors | NA | 16 September 1948 | Aston Villa | Fee Unknown | 19 March 1956 |
| Sinclair | N J T | Oldham Athletic | Loan | 15 September 1984 | NA | ||
| Singleton | B | Juniors | NA | 24 May 1941 | Exeter City Exeter City |
Trial Fee Unknown |
January 1946 9 March 1946 |
| Sinton | A | Tottenham Hotspur | Free | 6 July 1999 | Burton Albion | Free | 17 August 2002 |
| Skidmore | W | Juniors | NA | 2 May 1942 | Notts County Hull City Notts County Leeds United Walsall |
Guest Guest Guest Guest Fee Unknown |
1943-44 1944-45 1944-45 1945-46 22 May 1946 |
| Skull | J | Swindon Town | Fee Unknown | 9 June 1950 | Banbury Spencer | Fee Unknown | 1951 |
| Slater | R | Southampton | £250,000 | 26 March 1998 | Northern Spirit [Aus] | Released | 7 July 1998 |
| Slater | W J | Brentford | Fee Unknown | 13 August 1952 | Brentford | Fee Unknown | 16 July 1963 |
| Small | M | West Ham United | Loan | 16 September 1993 | NA | ||
| Smalley | T | S Kirby Colliery FC Norwich City |
Fee Unknown Guest |
8 May 1931 1939-40 |
Norwich City | Fee Unknown | 10 August 1938 |
|