Chelsea Under-21s 2013-14
From YouthHawk
The Chelsea Under-21s were managed in 2013-14 by Dermot Drummy.
2013-14 Under-21 Premier League
| Date | Opposition | Venue | Result | Score | |
| 9 August 2013 | Tottenham | Home | L | 2-4 | |
| 16 August 2013 | Southampton | Away | W | 4-1 | |
| 24 August 2013 | Leicester City | Home | W | 5-1 | |
| 13 September 2013 | Norwich City | Home | W | 2-0 | |
| 23 September 2013 | Everton | Away | L | 2-3 | |
| 6 October 2013 | Manchester City | Home | W | 2-1 | |
| 19 October 2013 | Sunderland | Away | D | 2-2 | |
| 1 November 2013 | West Ham | Home | D | 3-3 | |
| 2 December 2013 | Newcastle | Away | D | 1-1 | |
| 16 December 2013 | Bolton Wanderers | Away | W | 5-0 | |
| 10 January 2014 | Reading | Home | D | 2-2 | |
| 20 January 2014 | Wolverhampton Wanderers | Away | W | 2-1 | |
| 7 February 2014 | Fulham | Away | W | 2-1 | |
| 8 March 2014 | Middlesbrough | Home | W | 1-0 | |
| 21 March 2014 | Manchester United | Away | D | 0-0 | |
| 28 March 2014 | Blackburn Rovers | Home | W | 1-0 | |
| 4 April 2014 | Stoke City | Away | W | 3-0 | |
| 7 April 2014 | Liverpool | Home | L | 0-1 | |
| 14 April 2014 | Aston Villa | Away | W | 4-2 | |
| 19 April 2014 | West Brom | Home | W | 4-2 | |
| 22 April 2014 | Arsenal | Away | W | 2-1 | |
| Playoff Semi-Final | |||||
| 1 May 2014 | Manchester City | Away | W | 1-1 | Chelsea won 5-4 on penalties |
| Playoff Final | |||||
| 14 May 2014 | Manchester United | Away | W | 2-1 |
2013-14 Under-21 Premier League Cup
| Date | Round | Opposition | Venue | Result | Score | |
| 6 December 2013 | Round of 32 | Cardiff City | Away | W | 4-0 | |
| 6 January 2014 | Round of 16 | West Ham | Home | W | 2-1 | |
| 27 January 2014 | Quarter Final | Arsenal | Home | L | 0-1 | (aet) |
