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- Statistics: York City vs Middlesbrough
| Last games between: York City vs Middlesbrough | ||||
| 18.07.2008 | CF Club Friendly | York City | Middlesbrough | 2-2 |
| 25.07.2006 | CF Club Friendly | York City | Middlesbrough | 0-1 |
| 42 - Tables - Form - Home/Away York City | ||||||||
| GP | PTS | W | D | L | GF | GA | +/- | |
| Home | 6 | 8 | 1 | 5 | 0 | 6 | 4 | 2 |
| Away | 6 | 5 | 1 | 2 | 3 | 9 | 13 | -4 |
| TOTAL | 12 | 13 | 2 | 7 | 3 | 15 | 17 | -2 |
| 42 - Tables - Form - Home/Away Middlesbrough | ||||||||
| GP | PTS | W | D | L | GF | GA | +/- | |
| Home | 6 | 15 | 5 | 0 | 1 | 19 | 5 | 14 |
| Away | 6 | 6 | 2 | 0 | 4 | 10 | 10 | 0 |
| TOTAL | 12 | 21 | 7 | 0 | 5 | 29 | 15 | 14 |
| 43 -Last 5 Home York City | ||||
| 04.10.2008 | Conf Conference | York City | Cambridge United | 0-0 |
| 20.09.2008 | Conf Conference | York City | Salisbury | 1-1 |
| 06.09.2008 | Conf Conference | York City | Woking | 2-0 |
| 02.09.2008 | Conf Conference | York City | Mansfield Town | 1-1 |
| 25.08.2008 | Conf Conference | York City | Barrow FC | 1-1 |
| 43 -Last 5 Home Middlesbrough | ||||
| 27.09.2008 | PR Premier League | Middlesbrough | West Bromwich | 0-1 |
| 30.08.2008 | PR Premier League | Middlesbrough | Stoke City | 2-1 |
| 26.08.2008 | LC Round 2 | Middlesbrough | Yeovil Town | 5-1 |
| 16.08.2008 | PR Premier League | Middlesbrough | Tottenham | 2-1 |
| 11.05.2008 | PR Premier League | Middlesbrough | Manchester City | 8-1 |
| 44 -Last 5 Away York City | ||||
| 11.10.2008 | Conf Conference | Woking | York City | 0-2 |
| 07.10.2008 | Conf Conference | Wrexham FC | York City | 3-1 |
| 28.09.2008 | Conf Conference | Stevenage | York City | 3-3 |
| 23.09.2008 | Conf Conference | Kidderminster | York City | 2-0 |
| 13.09.2008 | Conf Conference | Kettering | York City | 4-2 |
| 44 -Last 5 Away Middlesbrough | ||||
| 04.10.2008 | PR Premier League | Wigan | Middlesbrough | 0-1 |
| 23.09.2008 | LC Round 3 | Manchester United | Middlesbrough | 3-1 |
| 20.09.2008 | PR Premier League | Sunderland | Middlesbrough | 2-0 |
| 13.09.2008 | PR Premier League | Portsmouth | Middlesbrough | 2-1 |
| 23.08.2008 | PR Premier League | Liverpool | Middlesbrough | 2-1 |