Chelsea 4 Middlesbrough 1
Outcome: Lost
Date: 1/1/1909
Manager: Andy Aitken
Attendance: 25000
Competition: DivisionOne
Played at: Ayresome Park
Goals:
| Goals | Time | Assists | |
| Alfred Common | |||
Team
| Player | Yellow | Red | Subbed |
| Thomas Dixon | |||
| John Hall | |||
| Alfred Common | |||
| Fred Pentland | |||
| James Thackeray | |||
| Frederick Wilcox | |||
| Donald McLead | |||
| James Watson | |||
| Samuel Aitken | |||
| Andy Aitken | |||
| Tim Williamson |
Subs
| Player | Yellow | Red | Subbed |