Rot-Weiss Essen 1-0 Chelsea 2018-09-07 12:00
Stadium: Wembley Stadium Round: 2
Referee: Michael Oliver Home Manager: Mauricio Pochettino Away Manager: Maurizio Sarri
Head to Head
| England Premier League | 2018/04/01 15:00 | Chelsea v Tottenham | W | 1-3 |
| England Premier League | 2017/08/20 15:00 | Tottenham v Chelsea | L | 1-2 |
| England FA Cup | 2017/04/22 16:15 | Chelsea v Tottenham | L | 4-2 |
| England Premier League | 2017/01/04 20:00 | Tottenham v Chelsea | W | 2-0 |
| England Premier League | 2016/11/26 17:30 | Chelsea v Tottenham | L | 2-1 |
| England Premier League | 2016/05/02 19:00 | Chelsea v Tottenham | D | 2-2 |
| England Premier League | 2015/11/29 12:00 | Tottenham v Chelsea | D | 0-0 |
| England EFL Cup | 2015/03/01 16:00 | Chelsea v Tottenham | L | 2-0 |
Home History
| England Premier League | 2018/09/02 15:00 | Watford v Tottenham | L | 2-1 |
| England Premier League | 2018/08/27 19:00 | Man Utd v Tottenham | W | 0-3 |
| England Premier League | 2018/08/18 14:00 | Tottenham v Fulham | W | 3-1 |
| England Premier League | 2018/08/11 11:30 | Newcastle v Tottenham | W | 1-2 |
| Elite Club Friendlies | 2018/08/04 18:00 | Girona v Tottenham | L | 4-1 |
| Elite Club Friendlies | 2018/08/01 00:30 | Tottenham v AC Milan | W | 1-0 |
| Elite Club Friendlies | 2018/07/29 03:00 | Barcelona v Tottenham | L | 7-5 |
| Elite Club Friendlies | 2018/07/26 02:00 | Roma v Tottenham | W | 1-4 |
Away History
| England Premier League | 2018/09/01 14:00 | Chelsea v Bournemouth | W | 2-0 |
| England Premier League | 2018/08/26 15:00 | Newcastle v Chelsea | W | 1-2 |
| England Premier League | 2018/08/18 16:30 | Chelsea v Arsenal | W | 3-2 |
| England Premier League | 2018/08/11 14:00 | Huddersfield v Chelsea | W | 0-3 |
| Elite Club Friendlies | 2018/08/07 19:00 | Chelsea v Lyon | W | 5-4 |
| England Community Shield | 2018/08/05 14:00 | Chelsea v Man City | L | 0-2 |
| Elite Club Friendlies | 2018/08/01 19:00 | Arsenal v Chelsea | L | 7-6 |
| Elite Club Friendlies | 2018/07/28 18:00 | Chelsea v Inter Milan | W | 6-5 |