Football Association Challenge Cup
First Round
| Saturday January 16th, 1909 | ||
Birmingham
Birmingham
|
2-5 | 
Portsmouth
Portsmouth
|
Blackpool
Blackpool
|
2-0 | 
Hastings and St. Leonards United
Hastings and St. Leonards United
|
Brentford
Brentford
|
2-0 | 
Gainsborough Trinity
Gainsborough
|
Bristol City
Bristol City
|
1-1 | 
Southampton
Southampton
|
Bristol Rovers
Bristol Rovers
|
1-4 | 
Burnley
Burnley
|
Bury
Bury
|
8-0 | 
Kettering
Kettering
|
Chesterfield Town
Chesterfield Town
|
0-2 | 
Glossop
Glossop
|
Croydon Common
Croydon Common
|
1-1 | 
Woolwich Arsenal
Woolwich Arsenal
|
Everton
Everton
|
3-1 | 
Barnsley
Barnsley
|
Fulham
Fulham
|
4-1 | 
Carlisle United
Carlisle United
|
Grimsby Town
Grimsby Town
|
0-2 | 
Stockport County
Stockport County
|
Hull City
Hull City
|
1-1 | 
Chelsea
Chelsea
|
Liverpool
Liverpool
|
5-1 | 
Lincoln City
Lincoln City
|
Luton Town
Luton Town
|
1-2 | 
Millwall
Millwall
|
Manchester City
Man City
|
3-4 | 
Tottenham Hotspur
Tottenham
|
Manchester United
Man Utd
|
1-0 | 
Brighton and Hove Albion
Brighton
|
Newcastle United
Newcastle United
|
5-0 | 
Clapton Orient
Clapton Orient
|
Northampton Town
Northampton Town
|
1-1 | 
Derby County
Derby County
|
Norwich City
Norwich City
|
0-0 | 
Reading
Reading
|
Nottingham Forest
Nottingham Forest
|
2-0 | 
Aston Villa
Aston Villa
|
Notts County
Notts County
|
0-1 | 
Blackburn Rovers
Blackburn
|
Oldham Athletic
Oldham Athletic
|
1-1 | 
Leeds City
Leeds City
|
Plymouth Argyle
Plymouth Argyle
|
1-0 | 
Swindon Town
Swindon
|
Preston North End
Preston North End
|
1-0 | 
Middlesbrough
Middlesbrough
|
Queens Park Rangers
Q.P.R.
|
0-0 | 
West Ham United
West Ham United
|
Sheffield United
Sheffield United
|
2-3 | 
Sunderland
Sunderland
|
The Wednesday
The Wednesday
|
5-0 | 
Stoke
Stoke
|
Watford
Watford
|
1-1 | 
Leicester Fosse
Leicester Fosse
|
West Bromwich Albion
West Bromwich Albion
|
3-1 | 
Bolton Wanderers
Bolton
|
Wolverhampton Wanderers
Wolves
|
2-2 | 
Crystal Palace
Crystal Palace
|
Wrexham
Wrexham
|
1-1 | 
Exeter City
Exeter City
|
| Tuesday January 19th, 1909 | ||
Bradford City
Bradford
|
2-0 | 
Workington
Workington
|
| REPLAY | ||
| Wednesday January 20th, 1909 | ||
|
Chelsea
Chelsea
|
1-0 |
Hull City
Hull City
|
|
Derby County
Derby County
|
4-2 |
Northampton Town
Northampton Town
|
|
Exeter City
Exeter City
|
2-1 |
Wrexham
Wrexham
|
|
Leeds City
Leeds City
|
2-0 |
Oldham Athletic
Oldham Athletic
|
|
Leicester Fosse
Leicester Fosse
|
3-1 |
Watford
Watford
|
|
Reading
Reading
|
1-1 |
Norwich City
Norwich City
|
|
Southampton
Southampton
|
0-2 |
Bristol City
Bristol City
|
|
West Ham United
West Ham United
|
1-0 |
Queens Park Rangers
Q.P.R.
|
|
Woolwich Arsenal
Woolwich Arsenal
|
2-0 |
Croydon Common
Croydon Common
|
| Thursday January 21st, 1909 | ||
|
Crystal Palace
Crystal Palace
|
4-2 |
Wolverhampton Wanderers
Wolves
|
| SECOND REPLAY | ||
| Monday January 25th, 1909 | ||
|
Norwich City
Norwich City
|
3-2 |
Reading
Reading
|
Second Round
| Saturday February 6th, 1909 | ||
|
Blackburn Rovers
Blackburn
|
2-1 |
Chelsea
Chelsea
|
|
Bristol City
Bristol City
|
2-2 |
Bury
Bury
|
|
Crystal Palace
Crystal Palace
|
0-0 |
Burnley
Burnley
|
|
Leeds City
Leeds City
|
1-1 |
West Ham United
West Ham United
|
|
Leicester Fosse
Leicester Fosse
|
0-2 |
Derby County
Derby County
|
|
Liverpool
Liverpool
|
2-3 |
Norwich City
Norwich City
|
|
Manchester United
Man Utd
|
1-0 |
Everton
Everton
|
|
Newcastle United
Newcastle United
|
2-1 |
Blackpool
Blackpool
|
|
Nottingham Forest
Nottingham Forest
|
1-0 |
Brentford
Brentford
|
|
Plymouth Argyle
Plymouth Argyle
|
2-0 |
Exeter City
Exeter City
|
|
Portsmouth
Portsmouth
|
2-2 |
The Wednesday
The Wednesday
|
|
Preston North End
Preston North End
|
1-2 |
Sunderland
Sunderland
|
|
Stockport County
Stockport County
|
1-1 |
Glossop
Glossop
|
|
Tottenham Hotspur
Tottenham
|
1-0 |
Fulham
Fulham
|
|
West Bromwich Albion
West Bromwich Albion
|
1-2 |
Bradford City
Bradford
|
|
Woolwich Arsenal
Woolwich Arsenal
|
1-1 |
Millwall
Millwall
|
| REPLAY | ||
| Tuesday February 9th, 1909 | ||
|
Glossop
Glossop
|
1-0 |
Stockport County
Stockport County
|
| Wednesday February 10th, 1909 | ||
|
Burnley
Burnley
|
9-0 |
Crystal Palace
Crystal Palace
|
|
Bury
Bury
|
0-1 |
Bristol City
Bristol City
|
|
Millwall
Millwall
|
1-0 |
Woolwich Arsenal
Woolwich Arsenal
|
| Thursday February 11th, 1909 | ||
|
The Wednesday
The Wednesday
|
3-0 |
Portsmouth
Portsmouth
|
|
West Ham United
West Ham United
|
2-1 |
Leeds City
Leeds City
|
Third Round
| Saturday February 20th, 1909 | ||
|
Bradford City
Bradford
|
0-1 |
Sunderland
Sunderland
|
|
Bristol City
Bristol City
|
2-0 |
Norwich City
Norwich City
|
|
Derby County
Derby County
|
1-0 |
Plymouth Argyle
Plymouth Argyle
|
|
Manchester United
Man Utd
|
6-1 |
Blackburn Rovers
Blackburn
|
|
Nottingham Forest
Nottingham Forest
|
3-1 |
Millwall
Millwall
|
|
The Wednesday
The Wednesday
|
0-1 |
Glossop
Glossop
|
|
Tottenham Hotspur
Tottenham
|
0-0 |
Burnley
Burnley
|
|
West Ham United
West Ham United
|
0-0 |
Newcastle United
Newcastle United
|
| REPLAY | ||
| Wednesday February 24th, 1909 | ||
|
Burnley
Burnley
|
3-1 |
Tottenham Hotspur
Tottenham
|
|
Newcastle United
Newcastle United
|
2-1 |
West Ham United
West Ham United
|
Fourth Round
| Saturday March 6th, 1909 | ||
|
Glossop
Glossop
|
0-0 |
Bristol City
Bristol City
|
|
Newcastle United
Newcastle United
|
2-2 |
Sunderland
Sunderland
|
| Wednesday March 10th, 1909 | ||
|
Burnley
Burnley
|
2-3 |
Manchester United
Man Utd
|
| Saturday March 13th, 1909 | ||
|
Derby County
Derby County
|
3-0 |
Nottingham Forest
Nottingham Forest
|
| REPLAY | ||
| Wednesday March 10th, 1909 | ||
|
Bristol City
Bristol City
|
1-0 |
Glossop
Glossop
|
|
Sunderland
Sunderland
|
0-3 |
Newcastle United
Newcastle United
|
Semi Final
| Saturday March 27th, 1909 | ||
|
Bristol City
Bristol City
|
1-1 |
Derby County
Derby County
|
|
Manchester United
Man Utd
|
1-0 |
Newcastle United
Newcastle United
|
| REPLAY | ||
| Wednesday March 31st, 1909 | ||
|
Bristol City
Bristol City
|
2-1 |
Derby County
Derby County
|
Final
| Saturday April 24th, 1909 | ||
|
Manchester United
Man Utd
|
1-0 |
Bristol City
Bristol City
|