Sheffield Wednesday 2 Middlesbrough 1
Outcome: Lost
Date: 12/23/1899
Manager: Jack Robson
Attendance: 6000
Competition: DivisionTwo
Played at: Hillsborough
Goals:
| Goals | Time | Assists | |
| George Reid | |||
Team
| Player | Yellow | Red | Subbed |
| Richard Pratt | |||
| Thomas Lamb | |||
| George Reid | |||
| Charles Pugh | |||
| Peter McCraken | |||
| Douglas McCorquodale | |||
| Andrew Ramsey | |||
| Henry George Allport | |||
| Luke Raisbeck | |||
| James Cowan | |||
| Martin Hughes |
Subs
| Player | Yellow | Red | Subbed |