Home Town: Middlesbrough.
| Season | Date | Opponents | Venue | Competition | Results | |
| 1932/33 | 04 March 1933 | Sheffield Wednesday | Hillsborough | Football League (1) | L | 0-2 |
| 1933/34 | 23 December 1933 | Manchester City | Molineux | Football League (1) | W | 8-0 |
| 1933/34 | 05 May 1934 | Manchester City | Maine Road | Football League (1) | L | 0-4 |
| 1938/39 | 11 February 1939 | Liverpool | Molineux | FA Cup | W | 4-1 |
