| Saturday 5th September 1998 | F.A. Challenge Cup Preliminary Round | ||
|---|---|---|---|
| Atherton Collieries | 1-2 | Armthorpe Welfare | |
| Corby Town | 0-4 | Leek CSOB | |
| Oldham Town | 0-2 | Warrington Town | |
| Ramsbottom United | 0-0 | Maine Road | |
| Rossendale United | 0-3 | Brigg Town | |
| Sheffield | 2-4 | Atherton LR | |
| F.A. Challenge Cup Preliminary Round Replay | |||
|---|---|---|---|
| Maine Road | 2-1 | Ramsbottom United |
| Saturday 12th September 1998 | F.A. Carlsberg Vase 1st Qualifying Round | ||
|---|---|---|---|
| Goole AFC | 1-0 | Fleetwood Freeport | |
| Liversedge | 3-2 | Chadderton | |
| Saturday 19th September 1998 | F.A. Challenge Cup 1st Qualifying Round | ||
|---|---|---|---|
| Atherton LR | 0-4 | Chester-le-Street Town | |
| Billingham Synthonia | 7-0 | Darwen | |
| Bootle | 2-3 | Bradford Park Avenue | |
| Bourne Town | 1-2 | Glossop North End | |
| Chadderton | 1-1 | Ryhope Community Association | |
| Glasshoughton Welfare | 3-1 | Salford City | |
| Halesowen Harriers | 1-2 | Nantwich Town | |
| Morpeth Town | 2-0 | Skelmersdale United | |
| Newcastle Town | 1-3 | Chasetown | |
| Ossett Albion | 4-2 | Workington | |
| Parkgate | 4-2 | Cheadle Town | |
| Prescot Cables | 5-2 | Liversedge | |
| Radcliffe Borough | 2-1 | Clitheroe | |
| Ramsbottom United | 3-0 | Shildon | |
| Selby Town | 1-0 | Curzon Ashton | |
| St Helens Town | 3-1 | Brandon United | |
| Staveley Miners Welfare | 1-3 | Leek CSOB | |
| Sutton Coldfield Town | 2-1 | Kidsgrove Athletic | |
| Thackley | 2-0 | Bacup Borough | |
| Trafford | 1-2 | Mossley | |
| Warrington Town | 0-4 | North Ferriby United | |
| Tuesday 22nd September 1998 | F.A. Challenge Cup 1st Qualifying Round Replay | ||
|---|---|---|---|
| Ryhope Community Association | 2-1 | Chadderton | |
| Saturday 3rd October 1998 | F.A. Challenge Cup 2nd Qualifying Round | ||
|---|---|---|---|
| Billingham Synthonia | 0-0 | Mossley | |
| Cambridge City | 1-1 | Glossop North End | |
| Droylsden | 6-0 | St Helens Town | |
| Harrogate Railway Athletic | 1-1 | Prescot Cables | |
| Leek CSOB | 2-3 | Tamworth | |
| Nantwich Town | 1-1 | Raunds Town | |
| Ramsbottom United | 3-0 | Billingham Town | |
| Witton Albion | 7-2 | Salford City | |
| Tuesday 6th October 1998 | F.A. Challenge Cup 2nd Qualifying Round Replay | ||
|---|---|---|---|
| Glossop North End | 1-1 | Cambridge City | |
| (After Extra Time, Glossop North End won 5-4 on penalties) | |||
| Mossley | 1-0 | Billingham Synthonia | |
| Prescot Cables | 2-0 | Harrogate Railway Athletic | |
| Raunds Town | 2-0 | Nantwich Town | |
| Saturday 10th October 1998 | F.A. Carlsberg Vase 2nd Qualifying Round | ||
|---|---|---|---|
| Atherton Collieries | 4-4 | Harrogate Railway Athletic | |
| (After Extra Time, 3-3 after 90 mins) | |||
| Bacup Borough | 1-3 | Darwen | |
| Blackstones | 4-2 | Leek CSOB | |
| Cheadle Town | 2-3 | Ramsbottom United | |
| Crook Town | 2-3 | Bootle | |
| Glossop North End | 2-1 | Sandwell Borough | |
| Hall Road Rangers | 1-2 | St Helens Town | |
| Newcastle Town | 1-1 | Desborough Town | |
| (After Extra Time, 1-1 after 90 mins) | |||
| Oldham Town | 2-5 | Easington Colliery | |
| Prescot Cables | 5-1 | Holker Old Boys | |
| Rossendale United | 2-1 | East Manchester | |
| Salford City | 2-0 | Northallerton Town | |
| Shildon | 2-3 | Maine Road | |
| Skelmersdale United | 1-2 | Liversedge | |
| Woodley Sports | 2-0 | Prudhoe Town | |
| Yorkshire Amateur | 0-8 | Vauxhall GM | |
| Sunday 11th October 1998 | F.A. Carlsberg Vase 2nd Qualifying Round | ||
|---|---|---|---|
| Nantwich Town | 4-1 | Glapwell | |
| Tuesday 13th October 1998 | F.A. Carlsberg Vase | ||
|---|---|---|---|
| Desborough Town | 1-2 | Newcastle Town | |
| Wednesday 14th October 1998 | F.A. Carlsberg Vase | ||
|---|---|---|---|
| Harrogate Railway Athletic | 2-1 | Atherton Collieries | |
| Saturday 17th October 1998 | F.A. Challenge Cup 3rd Qualifying Round | ||
|---|---|---|---|
| Glossop North End | 2-3 | Grantham Town | |
| Morpeth Town | 1-0 | Prescot Cables | |
| Mossley | 0-1 | Lancaster City | |
| Ramsbottom United | 0-5 | Southport | |
| Saturday 7th November 1998 | F.A. Carlsberg Vase 1st Round | ||
|---|---|---|---|
| Atherton LR | 1-5 | Billingham Synthonia | |
| Birstall United | 3-0 | Glossop North End | |
| Curzon Ashton | 1-3 | Hallam | |
| Darwen | 1-3 | Eccleshill United | |
| Easington Colliery | 2-0 | Salford City | |
| Liversedge | 4-2 | Rossendale United | |
| Maine Road | 2-2 | Brodsworth Miners Welfare | |
| (After Extra Time, 2-2 after 90 mins) | |||
| Newcastle Town | 0-1 | Highfield Rangers | |
| Northampton Spencer | 2-4 | Nantwich Town | |
| Ramsbottom United | 4-1 | Woodley Sports | |
| St Helens Town | 2-1 | Brigg Town | |
| Vauxhall GM | 1-0 | South Shields | |
| Warrington Town | 3-1 | Ossett Albion | |
| (After Extra Time, 1-1 after 90 mins) | |||
| Washington | 1-6 | Prescot Cables | |
| West Auckland Town | 1-0 | Bootle | |
| Tuesday 10th November 1998 | F.A. Carlsberg Vase | ||
|---|---|---|---|
| Brodsworth Miners Welfare | 1-3 | Maine Road | |
| (After Extra Time, 1-1 after 90 mins) | |||
| Saturday 28th November 1998 | F.A. Carlsberg Vase 2nd Round | ||
|---|---|---|---|
| Bedlington Terriers | 3-0 | Ramsbottom United | |
| Clitheroe | 1-0 | West Auckland Town | |
| (After Extra Time, 0-0 after 90 mins) | |||
| Dunston Federation Brewery | 2-1 | Maine Road | |
| Garforth Town | 4-2 | Prescot Cables | |
| (After Extra Time, 2-2 after 90 mins) | |||
| Kidsgrove Athletic | 5-3 | Bolehall Swifts | |
| Mossley | 3-1 | Consett | |
| North Ferriby United | 0-1 | Workington | |
| St Helens Town | 2-2 | Morpeth Town | |
| (After Extra Time, 1-1 after 90 mins) | |||
| Staveley Miners Welfare | 1-0 | Nantwich Town | |
| Vauxhall GM | 4-2 | Easington Colliery | |
| Warrington Town | 2-0 | Louth United | |
| Tuesday 1st December 1998 | F.A. Carlsberg Vase | ||
|---|---|---|---|
| Morpeth Town | 0-4 | St Helens Town | |
| Saturday 12th December 1998 | F.A. Carlsberg Vase 3rd Round | ||
|---|---|---|---|
| Billingham Town | 0-2 | Clitheroe | |
| Kidsgrove Athletic | 3-1 | Oadby Town | |
| Mossley | 3-0 | St Andrews (Leics) | |
| Seaham Red Star | 0-2 | Vauxhall GM | |
| St Helens Town | 3-1 | Eccleshill United | |
| Warrington Town | 2-1 | Heanor Town | |
| (After Extra Time, 1-1 after 90 mins) | |||
| Workington | 1-1 | Tow Law Town | |
| (After Extra Time, 1-1 after 90 mins) | |||
| Tuesday 15th December 1998 | F.A. Carlsberg Vase | ||
|---|---|---|---|
| Tow Law Town | 3-4 | Workington | |
| Saturday 23rd January 1999 | F.A. Carlsberg Vase 4th Round | ||
|---|---|---|---|
| Clitheroe | 1-0 | St Helens Town | |
| Ford United | 4-2 | Kidsgrove Athletic | |
| Lymington & New Milton | 1-0 | Mossley | |
| (After Extra Time, 0-0 after 90 mins) | |||
| Oldbury United | 0-4 | Workington | |
| Warrington Town | 0-2 | Thame United | |
| (After Extra Time, 0-0 after 90 mins) | |||
| Wick | 0-5 | Vauxhall GM | |
| Saturday 6th February 1999 | F.A. Carlsberg Vase 5th Round | ||
|---|---|---|---|
| Clitheroe | 1-0 | Bemerton Heath Harlequins | |
| Thame United | 2-1 | Vauxhall GM | |
| (After Extra Time, 1-1 after 90 mins) | |||
| Workington | 3-0 | Sudbury Wanderers | |
| (After Extra Time, 0-0 after 90 mins) | |||
| Saturday 20th February 1999 | F.A. Carlsberg Vase Quarter Finals | ||
|---|---|---|---|
| Bedlington Terriers | 1-0 | Workington | |
| (After Extra Time, 0-0 after 90 mins) | |||
| Tiverton Town | 4-0 | Clitheroe | |
