All competitionsAuto Windscreens ShieldFA CupLeague CupLeague Division 3
| Date | Match | Result | Score | Competition |
|---|---|---|---|---|
| 07 Aug 1999 | York City v Swansea City | L | 1-0 | League Division 3 |
| 11 Aug 1999 | Swansea City v Millwall | W | 2-0 | League Cup |
| 14 Aug 1999 | Swansea City v Carlisle United | W | 1-0 | League Division 3 |
| 21 Aug 1999 | Macclesfield Town v Swansea City | W | 1-2 | League Division 3 |
| 24 Aug 1999 | Millwall v Swansea City | D | 1-1 Agg: 1-3 |
League Cup |
| 28 Aug 1999 | Swansea City v Southend United | W | 3-1 | League Division 3 |
| 30 Aug 1999 | Lincoln City v Swansea City | W | 0-1 | League Division 3 |
| 11 Sep 1999 | Swansea City v Barnet | L | 1-2 | League Division 3 |
| 14 Sep 1999 | Swansea City v Derby County | D | 0-0 | League Cup |
| 18 Sep 1999 | Hull City v Swansea City | L | 2-0 | League Division 3 |
| 22 Sep 1999 | Derby County v Swansea City | L | 3-1 Agg: 3-1 |
League Cup |
| 25 Sep 1999 | Rochdale v Swansea City | D | 0-0 | League Division 3 |
| 02 Oct 1999 | Swansea City v Mansfield Town | L | 0-1 | League Division 3 |
| 12 Oct 1999 | Swansea City v Rotherham United | W | 2-0 | League Division 3 |
| 16 Oct 1999 | Torquay United v Swansea City | L | 1-0 | League Division 3 |
| 19 Oct 1999 | Exeter City v Swansea City | D | 1-1 | League Division 3 |
| 22 Oct 1999 | Swansea City v Rochdale | W | 1-0 | League Division 3 |
| 30 Oct 1999 | Swansea City v Colchester United | W | 2-1 | FA Cup |
| 02 Nov 1999 | Northampton Town v Swansea City | L | 2-1 | League Division 3 |
| 05 Nov 1999 | Swansea City v Halifax Town | W | 3-1 | League Division 3 |
| 12 Nov 1999 | Shrewsbury Town v Swansea City | D | 1-1 | League Division 3 |
| 16 Nov 1999 | Swansea City v Cheltenham Town | D | 0-0 | League Division 3 |
| 20 Nov 1999 | Oldham Athletic v Swansea City | L | 1-0 | FA Cup |
| 23 Nov 1999 | Swansea City v Darlington | D | 0-0 | League Division 3 |
| 27 Nov 1999 | Chester City v Swansea City | W | 0-1 | League Division 3 |
| 04 Dec 1999 | Swansea City v York City | W | 1-0 | League Division 3 |
| 07 Dec 1999 | Swansea City v Colchester United | W | 3-1 | Auto Windscreens Shield |
| 11 Dec 1999 | Hartlepool United v Swansea City | W | 0-1 | League Division 3 |
| 18 Dec 1999 | Swansea City v Brighton and Hove Albion | W | 2-0 | League Division 3 |
| 26 Dec 1999 | Leyton Orient v Swansea City | W | 0-1 | League Division 3 |
| 28 Dec 1999 | Swansea City v Plymouth Argyle | W | 1-0 | League Division 3 |
| 03 Jan 2000 | Peterborough United v Swansea City | W | 2-3 | League Division 3 |
| 08 Jan 2000 | Swansea City v Hartlepool United | W | 2-1 | League Division 3 |
| 11 Jan 2000 | Exeter City v Swansea City | L | 2-0 | Auto Windscreens Shield |
| 22 Jan 2000 | Swansea City v Macclesfield Town | W | 1-0 | League Division 3 |
| 29 Jan 2000 | Southend United v Swansea City | L | 2-1 | League Division 3 |
| 04 Feb 2000 | Swansea City v Lincoln City | W | 2-1 | League Division 3 |
| 13 Feb 2000 | Cheltenham Town v Swansea City | D | 0-0 | League Division 3 |
| 18 Feb 2000 | Swansea City v Chester City | W | 2-1 | League Division 3 |
| 26 Feb 2000 | Swansea City v Hull City | D | 0-0 | League Division 3 |
| 04 Mar 2000 | Barnet v Swansea City | W | 0-1 | League Division 3 |
| 07 Mar 2000 | Halifax Town v Swansea City | W | 0-1 | League Division 3 |
| 10 Mar 2000 | Swansea City v Northampton Town | W | 4-1 | League Division 3 |
| 18 Mar 2000 | Darlington v Swansea City | D | 1-1 | League Division 3 |
| 21 Mar 2000 | Swansea City v Shrewsbury Town | D | 1-1 | League Division 3 |
| 25 Mar 2000 | Swansea City v Leyton Orient | D | 0-0 | League Division 3 |
| 28 Mar 2000 | Carlisle United v Swansea City | L | 2-0 | League Division 3 |
| 01 Apr 2000 | Brighton and Hove Albion v Swansea City | D | 1-1 | League Division 3 |
| 08 Apr 2000 | Swansea City v Peterborough United | D | 0-0 | League Division 3 |
| 15 Apr 2000 | Plymouth Argyle v Swansea City | L | 1-0 | League Division 3 |
| 22 Apr 2000 | Swansea City v Torquay United | W | 2-1 | League Division 3 |
| 24 Apr 2000 | Mansfield Town v Swansea City | W | 0-1 | League Division 3 |
| 29 Apr 2000 | Swansea City v Exeter City | W | 3-0 | League Division 3 |
| 06 May 2000 | Rotherham United v Swansea City | D | 1-1 | League Division 3 |
Content retrieved from: https://www.11v11.com/teams/swansea-city/tab/matches/season/2000/.