1. Runde
16.01.1909 Birmingham FC - Portsmouth FC 2:5
Blackpool FC - Hastings & St Leonards United 2:0
Chesterfield FC - Glossop North End 0:2
Bristol City - Southampton FC 1:1
Bury FC - Kettering Town 8:0
Liverpool FC - Lincoln City 5:1
Preston North End - Middlesbrough FC 1:0
Watford FC - Leicester Fosse 1:1
Notts County - Blackburn Rovers 0:1
Nottingham Forest - Aston Villa 2:0
The Wednesday FC - Stoke City 5:0
Grimsby Town - Stockport County 0:2
Wolverhampton Wanderers - Crystal Palace 2:2
West Bromwich Albion - Bolton Wanderers 3:1
Luton Town - Millwall FC 1:2
Everton FC - Barnsley FC 3:1
Wrexham AFC - Exeter City 1:1
Sheffield United - Sunderland AFC 2:3
Newcastle United - Clapton Orient 5:0
Manchester City - Tottenham Hotspur 3:4
Queens Park Rangers - West Ham United 0:0
Fulham FC - Carlisle United 4:1
Brentford FC - Gainsborough Trinity 2:0
Bristol Rovers - Burnley FC 1:4
Northampton Town - Derby County 1:1
Manchester United - Brighton & Hove Albion 1:0
Norwich City - Reading FC 0:0
Plymouth Argyle - Swindon Town 1:0
Hull City - Chelsea FC 1:1
Oldham Athletic - Leeds City 1:1
Croydon Common - Woolwich Arsenal 1:1
19.01.1909 Bradford City - Workington AFC 2:0
20.01.1909 Southampton FC - Bristol City 0:2
Leicester Fosse - Watford FC 3:1
Exeter City - Wrexham AFC 2:1
West Ham United - Queens Park Rangers 1:0
Derby County - Northampton Town 4:2
Reading FC - Norwich City 1:1
Chelsea FC - Hull City 1:0
Leeds City - Oldham Athletic 2:0
Woolwich Arsenal - Croydon Common 2:0
21.01.1909 Crystal Palace - Wolverhampton Wanderers 4:2
25.01.1909 Norwich City - Reading FC 3:2
2. Runde
06.02.1909 Bristol City - Bury FC 2:2
Liverpool FC - Norwich City 2:3
Preston North End - Sunderland AFC 1:2
Nottingham Forest - Brentford FC 1:0
Blackburn Rovers - Chelsea FC 2:1
West Bromwich Albion - Bradford City 1:2
Leicester Fosse - Derby County 0:2
Woolwich Arsenal - Millwall FC 1:1
Stockport County - Glossop North End 1:1
Newcastle United - Blackpool FC 2:1
Tottenham Hotspur - Fulham FC 1:0
Portsmouth FC - The Wednesday FC 2:2
Manchester United - Everton FC 1:0
Plymouth Argyle - Exeter City 2:0
Leeds City - West Ham United 1:1
Crystal Palace - Burnley FC 0:0
09.02.1909 Glossop North End - Stockport County 1:0
10.02.1909 Bury FC - Bristol City 0:1
Millwall FC - Woolwich Arsenal 1:0
Burnley FC - Crystal Palace 9:0
11.02.1909 The Wednesday FC - Portsmouth FC 3:0
West Ham United - Leeds City 2:1
Achtelfinale
20.02.1909 Bradford City - Sunderland AFC 0:1
Bristol City - Norwich City 2:0
Derby County - Plymouth Argyle 1:0
Manchester United - Blackburn Rovers 6:1
Nottingham Forest - Millwall FC 3:1
The Wednesday FC - Glossop North End 0:1
Tottenham Hotspur - Burnley FC 0:0
West Ham United - Newcastle United 0:0
24.02.1909 Burnley FC - Tottenham Hotspur 3:1
Newcastle United - West Ham United 2:1
Viertelfinale
06.03.1909 Glossop North End - Bristol City 0:0
Newcastle United - Sunderland AFC 2:2
10.03.1909 Burnley FC - Manchester United 2:3
13.03.1909 Derby County - Nottingham Forest 3:0
10.03.1909 Bristol City - Glossop North End 1:0
Sunderland AFC - Newcastle United 0:3
Halbfinale
27.03.1909 Bristol City - Derby County 1:1
Manchester United - Newcastle United 1:0
31.03.1909 Derby County - Bristol City 1:2
Finale
24.04.1909 Manchester United - Bristol City 1:0 (1:0)