Head to Head
| England Premier League | 2020/02/22 12:30 | Chelsea v Tottenham | L | 2-1 |
| England Premier League | 2019/12/22 16:30 | Tottenham v Chelsea | L | 0-2 |
| England Premier League | 2019/02/27 20:00 | Chelsea v Tottenham | L | 2-0 |
| England EFL Cup | 2019/01/24 19:45 | Chelsea v Tottenham | L | 6-3 |
| England EFL Cup | 2019/01/08 20:00 | Tottenham v Chelsea | W | 1-0 |
| England Premier League | 2018/11/24 17:30 | Tottenham v Chelsea | W | 3-1 |
| 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 |
Home History
| England Premier League | 2020/09/27 13:00 | Tottenham v Newcastle | D | 1-1 |
| UEFA Europa League Qualifying | 2020/09/24 18:00 | Shkendija Tetovo v Tottenham | W | 1-3 |
| England Premier League | 2020/09/20 11:00 | Southampton v Tottenham | W | 2-5 |
| UEFA Europa League Qualifying | 2020/09/17 16:00 | Lokomotiv Plovdiv v Tottenham | W | 1-2 |
| England Premier League | 2020/09/13 15:30 | Tottenham v Everton | L | 0-1 |
| Europe Friendlies | 2020/09/05 14:00 | Watford v Tottenham | L | 2-1 |
| Elite Club Friendlies | 2020/08/29 14:00 | Tottenham v Birmingham | W | 1-0 |
| Elite Club Friendlies | 2020/08/28 14:30 | Tottenham v Reading | W | 4-1 |
Away History
| England Premier League | 2020/09/26 16:30 | West Brom v Chelsea | D | 3-3 |
| England EFL Cup | 2020/09/23 18:45 | Chelsea v Barnsley | W | 6-0 |
| England Premier League | 2020/09/20 15:30 | Chelsea v Liverpool | L | 0-2 |
| England Premier League | 2020/09/14 19:15 | Brighton v Chelsea | W | 1-3 |
| Elite Club Friendlies | 2020/08/29 14:00 | Brighton v Chelsea | D | 1-1 |
| UEFA Champions League | 2020/08/08 19:00 | Bayern Munich v Chelsea | L | 4-1 |
| England FA Cup | 2020/08/01 16:30 | Arsenal v Chelsea | L | 2-1 |
| England Premier League | 2020/07/26 15:00 | Chelsea v Wolverhampton | W | 2-0 |