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| Entrants for this seasons competition |
| North West Counties League - Division One |
| Newcastle Town |
| North West Counties League - Division Two |
| Leek CSOB |
| Midland Football Alliance |
| Barwell |
| Boldmere St. Michaels |
| Causeway United |
| Coalville Town |
| Friar Lane & Epworth |
| Loughborough Dynamo |
| Market Drayton Town |
| Oadby Town |
| Oldbury United |
| Quorn |
| Rocester |
| Stratford Town |
| Studley |
| Northern Counties (East) League - Premier Division |
| Arnold Town |
| Carlton Town |
| Mickleover Sports |
| Sutton Town |
| Northern Counties (East) League - Division One |
| South Normanton Athletic |
| Midland Football Combination - Premier Division |
| Brocton |
| Midland Football Combination - Division One |
| Heather Athletic |
| West Midlands (Regional) League - Premier Division |
| Brierley & Hagley Alliance |
| Dudley Town |
| Wyrley Rangers |
| Central Midlands League - Supreme Division |
| Blackwell Miners Welfare |
| Clipstone Welfare |
| Gedling Miners Welfare |
| Greenwood Meadows |
| Holbrook Miners Welfare |
| Kimberley Town |
| Leicestershire Senior League - Premier Division |
| Anstey Nomads |
| Barrow Town |
| Birstall United |
| Blaby & Whetstone Athletic |
| Downes Sports |
| Highfield Rangers |
| Holwell Sports |
| Ibstock United |
| Kirby Muxloe |
| Ratby Sports Club |
| Rothley Imperial |
| St. Andrews SC |
| Stapenhill |
| Thurnby Rangers |
| |
| |
 First Qualifying Round |
| 09/09 | | Anstey Nomads 2 - 0 Leek CSOB |
| 09/09 | | Barrow Town 6 - 0 Greenwood Meadows |
| 09/09 | | Blackwell MW 1 - 0 Blaby & Whetstone Ath |
| 09/09 | | Brocton 2 - 1 Kirby Muxloe |
| 09/09 | | Ibstock Utd 0 - 1 Newcastle Town |
| 09/09 | | Kimberley Town 0 - 5 Barwell |
| 09/09 | | Oldbury Utd 2 - 1 Stapenhill (aet) |
| 09/09 | | Ratby Sports v Market Drayton Town - Away walkover. |
| 09/09 | | Stratford Town 3 - 1 Highfield Rgrs |
| 09/09 | | Thurnby Rgrs 2 - 3 Clipstone Welfare |
| |
| Second Qualifying Round |
| 23/09 | | Anstey Nomads 0 - 1 Brierley & Hagley Alliance |
| 23/09 | | Barwell 0 - 0 Oadby Town |
| 23/09 | | Blackwell MW 2 - 2 Birstall Utd |
| 23/09 | | Gedling MW 0 - 4 Coalville Town |
| 23/09 | | Holbrook MW 2 - 0 Rothley Imps |
| 23/09 | | Loughborough Dynamo 2 - 1 Dudley Town |
| 23/09 | | Quorn 5 - 0 Heather Ath |
| 23/09 | | Rocester 0 - 1 Friar Lane & Epworth |
| 23/09 | | St. Andrews SC 0 - 4 Stratford Town |
| 23/09 | | Studley 1 - 2 Holwell Sports |
| 23/09 | | Sutton Town 9 - 1 Barrow Town |
| 23/09 | | Wyrley Rgrs 0 - 1 Downes Sports |
| Replay |
| 26/09 | | Birstall Utd 2 - 0 Blackwell MW |
| 26/09 | | Oadby Town 0 - 2 Barwell |
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| First Round |
| 07/10 | | Barwell 2 - 0 Mickleover Sports |
| 07/10 | | Birstall Utd 0 - 1 Oldbury Utd |
| 07/10 | | Downes Sports 0 - 2 Holwell Sports |
| 07/10 | | Friar Lane & Epworth 0 - 4 Carlton Town |
| 07/10 | | Holbrook MW 2 - 6 Coalville Town |
| 07/10 | | Market Drayton Town 1 - 2 Quorn |
| 07/10 | | South Normanton Ath 4 - 1 Loughborough Dynamo |
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| Second Round |
| 18/11 | | Barwell v Arnold Town |
| 18/11 | | Boldmere St. Michaels v Quorn |
| 18/11 | | Carlton Town v Coalville Town |
| 18/11 | | Causeway Utd v Holwell Sports |