Ryan Leonard
| Date of birth | 24 May 1992 |
| Place of birth | Chaddlewood |
| Nationality | English |
| Weight | 70 kg |
| Height | 1.83 m |
| Position | Defender/Midfielder |
Ryan Leonard joined Southend United in July 2011 with a one-year contract that was extended to June 2013 in July 2012 and to June 2017 in March 2014.
He joined Sheffield United in January 2018 with a contract to June 2021.
Club history
| Team | Joined | Left | Loan / Trialist |
|---|---|---|---|
| Plymouth Argyle | 01 Jul 2010 | 30 Jun 2011 | |
| Southend United | 27 Jul 2011 | 09 Jan 2018 | |
| Sheffield United | 09 Jan 2018 | 01 Jan 2019 | |
| Millwall | 31 Aug 2018 | 31 Dec 2018 | L |
Club stats
| Season | Team | Competition | Apps | Subs | Goals | Y | R |
|---|---|---|---|---|---|---|---|
| 2009-10 | Plymouth Argyle | League Championship | 1 |
||||
| 2011-12 | Southend United | FA Cup | 2 | ||||
| 2011-12 | Southend United | Johnstones Paint Trophy | 3 | ||||
| 2011-12 | Southend United | League Two | 13 | 4 |
1 |
1
|
|
| 2011-12 | Southend United | League Two Play-Offs | 1 |
||||
| 2012-13 | Southend United | FA Cup | 2 |
||||
| 2012-13 | Southend United | Johnstones Paint Trophy | 3 | 1 |
|||
| 2012-13 | Southend United | League Cup | 1 | ||||
| 2012-13 | Southend United | League Two | 16 | 6 |
2 |
1
|
|
| 2013-14 | Southend United | FA Cup | 3 | 2 |
2
|
||
| 2013-14 | Southend United | League Cup | 1 |
||||
| 2013-14 | Southend United | League Two | 42 | 1 |
5 |
6
|
|
| 2013-14 | Southend United | League Two Play-Offs | 2 | 1 |
|||
| 2014-15 | Southend United | FA Cup | 1 | ||||
| 2014-15 | Southend United | Johnstones Paint Trophy | 1 |
||||
| 2014-15 | Southend United | League Cup | 1 | 1 |
|||
| 2014-15 | Southend United | League Two | 39 | 2 |
3 |
4
|
|
| 2014-15 | Southend United | League Two Play-Offs | 3 | 1 |
1
|
||
| 2015-16 | Southend United | FA Cup | 1 | 1 |
1
|
||
| 2015-16 | Southend United | Johnstones Paint Trophy | 2 | ||||
| 2015-16 | Southend United | League Cup | 1 | ||||
| 2015-16 | Southend United | League One | 35 | 2 |
2 |
5
|
|
| 2016-17 | Southend United | FA Cup | 1 |
1
|
|||
| 2016-17 | Southend United | Football League Trophy | 3 | ||||
| 2016-17 | Southend United | League Cup | 1 | ||||
| 2016-17 | Southend United | League One | 43 | 3 |
5
|
1
|
|
| 2017-18 | Sheffield United | League Championship | 6 | 7 |
|||
| 2017-18 | Southend United | FA Cup | 1 | ||||
| 2017-18 | Southend United | Football League Trophy | 2 | ||||
| 2017-18 | Southend United | League Cup | 1 | ||||
| 2017-18 | Southend United | League One | 25 | 4 |
3
|
1
|
Please note: Career stats are based on performances in the Premier and Football Leagues and (in most cases all) internationals.
Club matches
| Date | Match | Result | Competition | Round | |
|---|---|---|---|---|---|
| 13 Aug 2011 | Accrington Stanley v Southend United | W | 1-2 | League Two | |
| 27 Aug 2011 | Port Vale v Southend United | W | 2-3 | League Two | |
| 30 Aug 2011 | Southend United v Crawley Town | W | 1-0 | Johnstones Paint Trophy | 1st round - southern section |
| 03 Sep 2011 | Southend United v Northampton Town | D | 2-2 | League Two | |
| 10 Sep 2011 | Swindon Town v Southend United | L | 2-0 | League Two | |
| 17 Sep 2011 | Southend United v Plymouth Argyle | W | 2-0 | League Two | |
| 24 Sep 2011 | Rotherham United v Southend United | W | 0-4 | League Two | |
| 30 Sep 2011 | Southend United v Shrewsbury Town | W | 3-0 | League Two | |
| 04 Oct 2011 | Dagenham and Redbridge v Southend United | W | 1-3 | Johnstones Paint Trophy | 2nd round - southern section |
| 08 Oct 2011 | Crewe Alexandra v Southend United | W | 1-3 | League Two | |
| 15 Oct 2011 | Southend United v Morecambe | D | 1-1 | League Two | |
| 22 Oct 2011 | Southend United v Torquay United | W | 4-1 | League Two | |
| 25 Oct 2011 | Barnet v Southend United | W | 0-3 | League Two | |
| 29 Oct 2011 | Macclesfield Town v Southend United | W | 0-2 | League Two | |
| 05 Nov 2011 | Southend United v Oxford United | W | 2-1 | League Two | |
| 08 Nov 2011 | Oxford United v Southend United | W | 0-1 | Johnstones Paint Trophy | Quarter-final - southern section |
| 12 Nov 2011 | Preston North End v Southend United | D | 0-0 | FA Cup | 1st round |
| 10 Dec 2011 | Cheltenham Town v Southend United | L | 3-0 | League Two | |
| 13 Dec 2011 | Oldham Athletic v Southend United | L | 1-0 | FA Cup | 2nd round replay |
| 16 Dec 2011 | Southend United v Bradford City | L | 0-1 | League Two | |
| 31 Dec 2011 | AFC Wimbledon v Southend United | W | 1-4 | League Two | |
| 02 Jan 2012 | Southend United v Dagenham and Redbridge | D | 1-1 | League Two | |
| 12 May 2012 | Crewe Alexandra v Southend United | L | 1-0 | League Two Play-Offs | Semi-final 1st leg |
| 14 Aug 2012 | Peterborough United v Southend United | L | 4-0 | League Cup | 1st round |
| 18 Aug 2012 | Southend United v Accrington Stanley | L | 0-1 | League Two | |
| 21 Aug 2012 | Oxford United v Southend United | L | 2-0 | League Two | |
| 25 Aug 2012 | Northampton Town v Southend United | D | 3-3 | League Two | |
| 01 Sep 2012 | Southend United v Wycombe Wanderers | W | 1-0 | League Two | |
| 04 Sep 2012 | Southend United v AFC Wimbledon | W | 2-1 | Johnstones Paint Trophy | 1st round - southern section |
| 22 Sep 2012 | Southend United v Exeter City | W | 2-1 | League Two | |
| 29 Sep 2012 | Plymouth Argyle v Southend United | D | 1-1 | League Two | |
| 13 Oct 2012 | Rotherham United v Southend United | W | 0-3 | League Two | |
| 20 Oct 2012 | Morecambe v Southend United | L | 1-0 | League Two | |
| 03 Nov 2012 | Southend United v Stockport County | W | 3-0 | FA Cup | 1st round |
| 06 Nov 2012 | Bristol Rovers v Southend United | W | 2-3 | League Two | |
| 15 Jan 2013 | Brentford v Southend United | L | 2-1 | FA Cup | 3rd round replay |
| 26 Jan 2013 | Chesterfield v Southend United | W | 0-1 | League Two | |
| 02 Feb 2013 | Southend United v Oxford United | W | 1-0 | League Two | |
| 05 Feb 2013 | Leyton Orient v Southend United | W | 0-1 | Johnstones Paint Trophy | Final - southern section (1st leg) |
| 09 Feb 2013 | Accrington Stanley v Southend United | D | 1-1 | League Two | |
| 12 Feb 2013 | Southend United v Cheltenham Town | L | 1-2 | League Two | |
| 20 Feb 2013 | Southend United v Leyton Orient | D | 2-2 | Johnstones Paint Trophy | Final - southern section (2nd leg) |
| 23 Feb 2013 | Wycombe Wanderers v Southend United | W | 1-2 | League Two | |
| 26 Feb 2013 | Barnet v Southend United | L | 2-0 | League Two | |
| 02 Mar 2013 | Southend United v Rotherham United | D | 1-1 | League Two | |
| 09 Mar 2013 | Port Vale v Southend United | W | 1-2 | League Two | |
| 12 Mar 2013 | Southend United v AFC Wimbledon | L | 1-3 | League Two | |
| 13 Apr 2013 | Southend United v Bristol Rovers | D | 0-0 | League Two | |
| 16 Apr 2013 | Aldershot Town v Southend United | W | 0-2 | League Two | |
| 20 Apr 2013 | York City v Southend United | L | 2-1 | League Two | |
| 27 Apr 2013 | Southend United v Morecambe | L | 0-1 | League Two | |
| 03 Aug 2013 | Southend United v Plymouth Argyle | W | 1-0 | League Two | |
| 06 Aug 2013 | Southend United v Yeovil Town | L | 0-1 | League Cup | 1st round |
| 10 Aug 2013 | Hartlepool United v Southend United | W | 0-1 | League Two | |
| 17 Aug 2013 | Southend United v Northampton Town | W | 2-0 | League Two | |
| 24 Aug 2013 | Chesterfield v Southend United | L | 2-1 | League Two | |
| 31 Aug 2013 | Wycombe Wanderers v Southend United | L | 2-1 | League Two | |
| 07 Sep 2013 | Southend United v Morecambe | L | 1-3 | League Two | |
| 13 Sep 2013 | Southend United v Scunthorpe United | L | 0-1 | League Two | |
| 21 Sep 2013 | Bury v Southend United | D | 1-1 | League Two | |
| 27 Sep 2013 | Southend United v Bristol Rovers | D | 1-1 | League Two | |
| 05 Oct 2013 | Oxford United v Southend United | W | 0-2 | League Two | |
| 12 Oct 2013 | Burton Albion v Southend United | W | 0-1 | League Two | |
| 18 Oct 2013 | Southend United v Fleetwood Town | W | 2-0 | League Two | |
| 22 Oct 2013 | Southend United v Dagenham and Redbridge | L | 0-1 | League Two | |
| 26 Oct 2013 | Newport County v Southend United | L | 3-1 | League Two | |
| 01 Nov 2013 | Southend United v Mansfield Town | W | 3-0 | League Two | |
| 09 Nov 2013 | Morecambe v Southend United | W | 0-3 | FA Cup | 1st round |
| 16 Nov 2013 | Exeter City v Southend United | W | 0-2 | League Two | |
| 14 Dec 2013 | Torquay United v Southend United | L | 1-0 | League Two | |
| 20 Dec 2013 | Southend United v Rochdale | D | 1-1 | League Two | |
| 26 Dec 2013 | AFC Wimbledon v Southend United | W | 0-1 | League Two | |
| 29 Dec 2013 | Accrington Stanley v Southend United | D | 1-1 | League Two | |
| 01 Jan 2014 | Southend United v Portsmouth | W | 2-1 | League Two | |
| 04 Jan 2014 | Southend United v Millwall | W | 4-1 | FA Cup | 3rd round |
| 11 Jan 2014 | Plymouth Argyle v Southend United | D | 1-1 | League Two | |
| 18 Jan 2014 | Southend United v Chesterfield | W | 3-0 | League Two | |
| 25 Jan 2014 | Southend United v Hull City | L | 0-2 | FA Cup | 4th round |
| 28 Jan 2014 | Dagenham and Redbridge v Southend United | D | 1-1 | League Two | |
| 31 Jan 2014 | Southend United v Newport County | D | 0-0 | League Two | |
| 08 Feb 2014 | Mansfield Town v Southend United | L | 2-1 | League Two | |
| 15 Feb 2014 | Southend United v Exeter City | L | 2-3 | League Two | |
| 18 Feb 2014 | Southend United v Hartlepool United | D | 1-1 | League Two | |
| 22 Feb 2014 | York City v Southend United | D | 0-0 | League Two | |
| 25 Feb 2014 | Northampton Town v Southend United | L | 2-1 | League Two | |
| 01 Mar 2014 | Southend United v Wycombe Wanderers | D | 1-1 | League Two | |
| 08 Mar 2014 | Morecambe v Southend United | L | 2-1 | League Two | |
| 11 Mar 2014 | Scunthorpe United v Southend United | D | 2-2 | League Two | |
| 15 Mar 2014 | Southend United v Bury | D | 0-0 | League Two | |
| 21 Mar 2014 | Bristol Rovers v Southend United | D | 0-0 | League Two | |
| 24 Mar 2014 | Southend United v Oxford United | W | 3-0 | League Two | |
| 29 Mar 2014 | Southend United v Torquay United | W | 1-0 | League Two | |
| 05 Apr 2014 | Cheltenham Town v Southend United | W | 1-2 | League Two | |
| 12 Apr 2014 | Southend United v AFC Wimbledon | L | 0-1 | League Two | |
| 18 Apr 2014 | Rochdale v Southend United | W | 0-3 | League Two | |
| 21 Apr 2014 | Southend United v Accrington Stanley | W | 1-0 | League Two | |
| 26 Apr 2014 | Fleetwood Town v Southend United | D | 1-1 | League Two | |
| 03 May 2014 | Southend United v Burton Albion | W | 1-0 | League Two | |
| 11 May 2014 | Burton Albion v Southend United | L | 1-0 | League Two Play-Offs | Semi-final 1st leg |
| 17 May 2014 | Southend United v Burton Albion | D |
2-2 Agg: 2-3 |
League Two Play-Offs | Semi-final 2nd leg |
| 09 Aug 2014 | Accrington Stanley v Southend United | W | 0-1 | League Two | |
| 12 Aug 2014 | Southend United v Walsall | L | 1-2 | League Cup | 1st round |
| 16 Aug 2014 | Southend United v Stevenage | W | 2-0 | League Two | |
| 19 Aug 2014 | Southend United v AFC Wimbledon | L | 0-1 | League Two | |
| 23 Aug 2014 | Carlisle United v Southend United | D | 1-1 | League Two | |
| 30 Aug 2014 | Plymouth Argyle v Southend United | L | 2-0 | League Two | |
| 02 Sep 2014 | AFC Wimbledon v Southend United | L | 2-2 (2-4) | Johnstones Paint Trophy | 1st round - southern section |
| 06 Sep 2014 | Southend United v Oxford United | D | 1-1 | League Two | |
| 13 Sep 2014 | Southend United v Portsmouth | W | 2-0 | League Two | |
| 16 Sep 2014 | Cheltenham Town v Southend United | W | 0-1 | League Two | |
| 11 Oct 2014 | Luton Town v Southend United | L | 2-0 | League Two | |
| 18 Oct 2014 | Southend United v Exeter City | D | 1-1 | League Two | |
| 21 Oct 2014 | Newport County v Southend United | L | 1-0 | League Two | |
| 25 Oct 2014 | Southend United v Bury | D | 1-1 | League Two | |
| 01 Nov 2014 | Mansfield Town v Southend United | W | 1-2 | League Two | |
| 08 Nov 2014 | Southend United v Chester FC | L | 1-2 | FA Cup | 1st round |
| 15 Nov 2014 | Southend United v Hartlepool United | W | 1-0 | League Two | |
| 22 Nov 2014 | Tranmere Rovers v Southend United | W | 1-2 | League Two | |
| 13 Dec 2014 | Wycombe Wanderers v Southend United | L | 4-1 | League Two | |
| 19 Dec 2014 | Southend United v Burton Albion | D | 0-0 | League Two | |
| 26 Dec 2014 | Cambridge United v Southend United | W | 0-1 | League Two | |
| 28 Dec 2014 | Southend United v Dagenham and Redbridge | D | 0-0 | League Two | |
| 03 Jan 2015 | Northampton Town v Southend United | D | 1-1 | League Two | |
| 10 Jan 2015 | Southend United v Plymouth Argyle | D | 0-0 | League Two | |
| 17 Jan 2015 | Oxford United v Southend United | W | 2-3 | League Two | |
| 24 Jan 2015 | Portsmouth v Southend United | W | 1-2 | League Two | |
| 31 Jan 2015 | Southend United v York City | W | 1-0 | League Two | |
| 07 Feb 2015 | Shrewsbury Town v Southend United | D | 1-1 | League Two | |
| 10 Feb 2015 | Southend United v Cheltenham Town | W | 2-0 | League Two | |
| 14 Feb 2015 | Southend United v Accrington Stanley | L | 1-2 | League Two | |
| 21 Feb 2015 | Stevenage v Southend United | L | 4-2 | League Two | |
| 28 Feb 2015 | Southend United v Carlisle United | W | 2-0 | League Two | |
| 03 Mar 2015 | AFC Wimbledon v Southend United | D | 0-0 | League Two | |
| 07 Mar 2015 | Southend United v Wycombe Wanderers | D | 2-2 | League Two | |
| 14 Mar 2015 | Dagenham and Redbridge v Southend United | W | 1-3 | League Two | |
| 18 Mar 2015 | Burton Albion v Southend United | L | 2-1 | League Two | |
| 21 Mar 2015 | Southend United v Cambridge United | D | 0-0 | League Two | |
| 03 Apr 2015 | Southend United v Mansfield Town | W | 2-0 | League Two | |
| 06 Apr 2015 | Hartlepool United v Southend United | W | 0-1 | League Two | |
| 14 Apr 2015 | Southend United v Newport County | W | 2-0 | League Two | |
| 18 Apr 2015 | Exeter City v Southend United | W | 0-1 | League Two | |
| 21 Apr 2015 | Bury v Southend United | W | 0-1 | League Two | |
| 25 Apr 2015 | Southend United v Luton Town | W | 1-0 | League Two | |
| 02 May 2015 | Morecambe v Southend United | L | 3-1 | League Two | |
| 10 May 2015 | Stevenage v Southend United | D | 1-1 | League Two Play-Offs | Semi-final 1st leg |
| 14 May 2015 | Southend United v Stevenage | W |
3-1 Agg: 4-2 |
League Two Play-Offs | Semi-final 2nd leg |
| 23 May 2015 | Southend United v Wycombe Wanderers | W | 1-1 (7-6) | League Two Play-Offs | Final |
| 08 Aug 2015 | Fleetwood Town v Southend United | D | 1-1 | League One | |
| 11 Aug 2015 | Southend United v Brighton and Hove Albion | L | 0-1 | League Cup | 1st round |
| 15 Aug 2015 | Southend United v Walsall | L | 0-2 | League One | |
| 19 Aug 2015 | Doncaster Rovers v Southend United | D | 0-0 | League One | |
| 22 Aug 2015 | Southend United v Swindon Town | L | 0-1 | League One | |
| 31 Aug 2015 | Coventry City v Southend United | D | 2-2 | League One | |
| 05 Sep 2015 | Southend United v Peterborough United | W | 2-1 | League One | |
| 12 Sep 2015 | Southend United v Shrewsbury Town | L | 0-1 | League One | |
| 19 Sep 2015 | Millwall v Southend United | W | 0-2 | League One | |
| 26 Sep 2015 | Southend United v Scunthorpe United | W | 2-1 | League One | |
| 29 Sep 2015 | Crewe Alexandra v Southend United | W | 1-2 | League One | |
| 03 Oct 2015 | Burton Albion v Southend United | L | 1-0 | League One | |
| 10 Oct 2015 | Southend United v Port Vale | W | 1-0 | League One | |
| 17 Oct 2015 | Southend United v Barnsley | W | 2-1 | League One | |
| 20 Oct 2015 | Chesterfield v Southend United | L | 3-0 | League One | |
| 24 Oct 2015 | Gillingham v Southend United | D | 1-1 | League One | |
| 31 Oct 2015 | Southend United v Rochdale | D | 2-2 | League One | |
| 07 Nov 2015 | Scunthorpe United v Southend United | L | 2-1 | FA Cup | 1st round |
| 11 Nov 2015 | Southend United v Bristol Rovers | W | 1-0 | Johnstones Paint Trophy | Quarter-final - southern section |
| 14 Nov 2015 | Sheffield United v Southend United | D | 2-2 | League One | |
| 21 Nov 2015 | Southend United v Blackpool | W | 1-0 | League One | |
| 24 Nov 2015 | Oldham Athletic v Southend United | W | 2-5 | League One | |
| 28 Nov 2015 | Southend United v Wigan Athletic | D | 0-0 | League One | |
| 08 Dec 2015 | Southend United v Millwall | L | 0-2 | Johnstones Paint Trophy | Semi-final - southern section |
| 18 Dec 2015 | Southend United v Bury | W | 4-1 | League One | |
| 26 Dec 2015 | Colchester United v Southend United | W | 0-2 | League One | |
| 28 Dec 2015 | Southend United v Millwall | L | 0-4 | League One | |
| 02 Jan 2016 | Southend United v Doncaster Rovers | L | 0-3 | League One | |
| 09 Jan 2016 | Swindon Town v Southend United | L | 4-2 | League One | |
| 16 Jan 2016 | Peterborough United v Southend United | D | 0-0 | League One | |
| 23 Jan 2016 | Southend United v Coventry City | W | 3-0 | League One | |
| 02 Feb 2016 | Shrewsbury Town v Southend United | W | 1-2 | League One | |
| 06 Feb 2016 | Southend United v Colchester United | W | 3-0 | League One | |
| 30 Mar 2016 | Southend United v Sheffield United | W | 3-1 | League One | |
| 02 Apr 2016 | Blackpool v Southend United | L | 2-0 | League One | |
| 09 Apr 2016 | Southend United v Fleetwood Town | D | 2-2 | League One | |
| 16 Apr 2016 | Walsall v Southend United | L | 1-0 | League One | |
| 19 Apr 2016 | Southend United v Oldham Athletic | L | 0-1 | League One | |
| 23 Apr 2016 | Wigan Athletic v Southend United | L | 4-1 | League One | |
| 30 Apr 2016 | Southend United v Bradford City | L | 0-1 | League One | |
| 08 May 2016 | Bury v Southend United | L | 3-2 | League One | |
| 06 Aug 2016 | Southend United v Gillingham | L | 1-3 | League One | |
| 09 Aug 2016 | Southend United v Gillingham | L | 1-3 | League Cup | 1st round |
| 13 Aug 2016 | Port Vale v Southend United | L | 2-0 | League One | |
| 16 Aug 2016 | Sheffield United v Southend United | W | 0-3 | League One | |
| 20 Aug 2016 | Southend United v Bristol Rovers | D | 1-1 | League One | |
| 27 Aug 2016 | Southend United v Fleetwood Town | L | 0-2 | League One | |
| 30 Aug 2016 | Southend United v Brighton and Hove Albion | W | 2-0 | Football League Trophy | Group G – South |
| 03 Sep 2016 | Bolton Wanderers v Southend United | D | 1-1 | League One | |
| 10 Sep 2016 | Scunthorpe United v Southend United | L | 4-0 | League One | |
| 17 Sep 2016 | Southend United v Millwall | W | 3-1 | League One | |
| 24 Sep 2016 | Northampton Town v Southend United | L | 4-0 | League One | |
| 27 Sep 2016 | Southend United v Oxford United | W | 2-1 | League One | |
| 01 Oct 2016 | Southend United v Peterborough United | D | 1-1 | League One | |
| 04 Oct 2016 | Southend United v Leyton Orient | W | 1-0 | Football League Trophy | Group G – South |
| 08 Oct 2016 | Rochdale v Southend United | L | 3-0 | League One | |
| 15 Oct 2016 | Southend United v Chesterfield | W | 1-0 | League One | |
| 18 Oct 2016 | Bradford City v Southend United | D | 1-1 | League One | |
| 22 Oct 2016 | Milton Keynes Dons v Southend United | W | 0-3 | League One | |
| 29 Oct 2016 | Southend United v Shrewsbury Town | D | 1-1 | League One | |
| 04 Nov 2016 | Millwall v Southend United | L | 1-0 | FA Cup | 1st round |
| 12 Nov 2016 | Bury v Southend United | W | 1-4 | League One | |
| 19 Nov 2016 | Southend United v Bradford City | W | 3-0 | League One | |
| 22 Nov 2016 | Southend United v Swindon Town | D | 1-1 | League One | |
| 26 Nov 2016 | Walsall v Southend United | D | 0-0 | League One | |
| 06 Dec 2016 | Southend United v Oxford United | L | 1-1 (3-4) | Football League Trophy | 2nd round - southern section |
| 10 Dec 2016 | Southend United v Coventry City | W | 3-1 | League One | |
| 17 Dec 2016 | Oldham Athletic v Southend United | W | 0-2 | League One | |
| 26 Dec 2016 | Southend United v AFC Wimbledon | W | 3-0 | League One | |
| 31 Dec 2016 | Southend United v Charlton Athletic | D | 1-1 | League One | |
| 02 Jan 2017 | Swindon Town v Southend United | D | 0-0 | League One | |
| 07 Jan 2017 | Southend United v Sheffield United | L | 2-4 | League One | |
| 14 Jan 2017 | Southend United v Rochdale | W | 2-1 | League One | |
| 28 Jan 2017 | Fleetwood Town v Southend United | D | 1-1 | League One | |
| 04 Feb 2017 | Southend United v Scunthorpe United | W | 3-1 | League One | |
| 11 Feb 2017 | Millwall v Southend United | L | 1-0 | League One | |
| 14 Feb 2017 | Oxford United v Southend United | W | 0-2 | League One | |
| 18 Feb 2017 | Southend United v Northampton Town | D | 2-2 | League One | |
| 21 Feb 2017 | Peterborough United v Southend United | W | 1-4 | League One | |
| 25 Feb 2017 | Gillingham v Southend United | L | 2-1 | League One | |
| 04 Mar 2017 | Southend United v Port Vale | D | 1-1 | League One | |
| 11 Mar 2017 | Bristol Rovers v Southend United | L | 2-0 | League One | |
| 14 Mar 2017 | Coventry City v Southend United | W | 0-2 | League One | |
| 18 Mar 2017 | Southend United v Walsall | W | 3-2 | League One | |
| 25 Mar 2017 | AFC Wimbledon v Southend United | W | 0-2 | League One | |
| 01 Apr 2017 | Southend United v Oldham Athletic | W | 3-0 | League One | |
| 17 Apr 2017 | Southend United v Milton Keynes Dons | L | 1-2 | League One | |
| 22 Apr 2017 | Shrewsbury Town v Southend United | L | 1-0 | League One | |
| 30 Apr 2017 | Southend United v Bury | W | 1-0 | League One | |
| 05 Aug 2017 | Southend United v Blackburn Rovers | W | 2-1 | League One | |
| 08 Aug 2017 | Southend United v Newport County | L | 0-2 | League Cup | 1st round |
| 12 Aug 2017 | Rotherham United v Southend United | L | 5-0 | League One | |
| 19 Aug 2017 | Southend United v Plymouth Argyle | D | 1-1 | League One | |
| 26 Aug 2017 | Gillingham v Southend United | D | 3-3 | League One | |
| 29 Aug 2017 | Gillingham v Southend United | L | 2-1 | Football League Trophy | Group B – South |
| 02 Sep 2017 | Southend United v Rochdale | D | 0-0 | League One | |
| 09 Sep 2017 | Charlton Athletic v Southend United | L | 2-1 | League One | |
| 12 Sep 2017 | Shrewsbury Town v Southend United | L | 1-0 | League One | |
| 16 Sep 2017 | Southend United v Northampton Town | D | 2-2 | League One | |
| 23 Sep 2017 | Fleetwood Town v Southend United | W | 2-4 | League One | |
| 26 Sep 2017 | Southend United v AFC Wimbledon | W | 1-0 | League One | |
| 30 Sep 2017 | Southend United v Blackpool | W | 2-1 | League One | |
| 07 Oct 2017 | Doncaster Rovers v Southend United | L | 4-1 | League One | |
| 14 Oct 2017 | Wigan Athletic v Southend United | L | 3-0 | League One | |
| 17 Oct 2017 | Southend United v Peterborough United | D | 1-1 | League One | |
| 21 Oct 2017 | Southend United v Bury | W | 1-0 | League One | |
| 28 Oct 2017 | Walsall v Southend United | W | 0-1 | League One | |
| 04 Nov 2017 | Yeovil Town v Southend United | L | 1-0 | FA Cup | 1st round |
| 07 Nov 2017 | Southend United v Colchester United | W | 2-0 | Football League Trophy | Group B – South |
| 18 Nov 2017 | Portsmouth v Southend United | L | 1-0 | League One | |
| 21 Nov 2017 | Milton Keynes Dons v Southend United | D | 1-1 | League One | |
| 25 Nov 2017 | Southend United v Oxford United | D | 1-1 | League One | |
| 02 Dec 2017 | Southend United v Oldham Athletic | W | 2-0 | League One | |
| 09 Dec 2017 | Bristol Rovers v Southend United | L | 3-0 | League One | |
| 16 Dec 2017 | Southend United v Bradford City | L | 1-2 | League One | |
| 26 Dec 2017 | Southend United v Charlton Athletic | W | 3-1 | League One | |
| 30 Dec 2017 | Southend United v Shrewsbury Town | L | 1-2 | League One | |
| 01 Jan 2018 | AFC Wimbledon v Southend United | L | 2-0 | League One | |
Please note: Match history is complete for the Premier and Football Leagues and (in most cases all) internationals.