Key: Win : Draw : Loss
| Date | Home | Away | Ref | ||
|---|---|---|---|---|---|
| 03/08/2013 | Southend | 1 | 0 | Plymouth | R Lewis |
| 10/08/2013 | Hartlepool | 0 | 1 | Southend | M Brown |
| 17/08/2013 | Southend | 2 | 0 | Northampton | A Davies |
| 24/08/2013 | Chesterfield | 2 | 1 | Southend | S Stockbridge |
| 31/08/2013 | Wycombe | 2 | 1 | Southend | D Sheldrake |
| 07/09/2013 | Southend | 1 | 3 | Morecambe | C Breakspear |
| 13/09/2013 | Southend | 0 | 1 | Scunthorpe | D Coote |
| 21/09/2013 | Bury | 1 | 1 | Southend | E Ilderton |
| 27/09/2013 | Southend | 1 | 1 | Bristol Rvs | T Robinson |
| 05/10/2013 | Oxford | 0 | 2 | Southend | S Martin |
| 12/10/2013 | Burton | 0 | 1 | Southend | T Harrington |
| 18/10/2013 | Southend | 2 | 0 | Fleetwood Town | A Woolmer |
| 22/10/2013 | Southend | 0 | 1 | Dag and Red | J Linington |
| 26/10/2013 | Newport County | 3 | 1 | Southend | L Collins |
| 01/11/2013 | Southend | 3 | 0 | Mansfield | D Drysdale |
| 16/11/2013 | Exeter | 0 | 2 | Southend | S Bratt |
| 23/11/2013 | Southend | 2 | 1 | York | D Sheldrake |
| 26/11/2013 | Portsmouth | 1 | 2 | Southend | K Hill |
| 30/11/2013 | Southend | 1 | 1 | Cheltenham | T Kettle |
| 14/12/2013 | Torquay | 1 | 0 | Southend | S Martin |
| 20/12/2013 | Southend | 1 | 1 | Rochdale | G Horwood |
| 26/12/2013 | AFC Wimbledon | 0 | 1 | Southend | G Scott |
| 29/12/2013 | Accrington | 1 | 1 | Southend | A Haines |
| 01/01/2014 | Southend | 2 | 1 | Portsmouth | D Phillips |
| 11/01/2014 | Plymouth | 1 | 1 | Southend | T Robinson |
| 18/01/2014 | Southend | 3 | 0 | Chesterfield | R Madley |
| 28/01/2014 | Dag and Red | 1 | 1 | Southend | D Whitestone |
| 31/01/2014 | Southend | 0 | 0 | Newport County | J Linington |
| 08/02/2014 | Mansfield | 2 | 1 | Southend | S Hooper |
| 15/02/2014 | Southend | 2 | 3 | Exeter | G Ward |
| 18/02/2014 | Southend | 1 | 1 | Hartlepool | K Hill |
| 22/02/2014 | York | 0 | 0 | Southend | P Tierney |
| 25/02/2014 | Northampton | 2 | 1 | Southend | C Boyeson |
| 01/03/2014 | Southend | 1 | 1 | Wycombe | M Heywood |
| 08/03/2014 | Morecambe | 2 | 1 | Southend | O Langford |
| 11/03/2014 | Scunthorpe | 2 | 2 | Southend | M Brown |
| 15/03/2014 | Southend | 0 | 0 | Bury | L Collins |
| 21/03/2014 | Bristol Rvs | 0 | 0 | Southend | G Salisbury |
| 24/03/2014 | Southend | 3 | 0 | Oxford | D Whitestone |
| 29/03/2014 | Southend | 1 | 0 | Torquay | S Mathieson |
| 05/04/2014 | Cheltenham | 1 | 2 | Southend | M Naylor |
| 12/04/2014 | Southend | 0 | 1 | AFC Wimbledon | A Madley |
| 18/04/2014 | Rochdale | 0 | 3 | Southend | J Simpson |
| 21/04/2014 | Southend | 1 | 0 | Accrington | S Rushton |
| 26/04/2014 | Fleetwood Town | 1 | 1 | Southend | C Sarginson |
| 03/05/2014 | Southend | 1 | 0 | Burton | M Haywood |