The 1999–2000 FA Cup qualifying rounds opened the 119th season of competition in England for 'The Football Association Challenge Cup' (FA Cup), the world's oldest association football single knockout competition. A total of 579 clubs participated in the competition after Manchester United, who were the winners the previous season, decided not enter.
The large number of clubs entering the tournament meant that the competition started with preliminary and four qualifying knockouts for these non-League teams. The 32 winning teams from Fourth qualifying round progressed to the First round proper, where League teams tiered at Levels 3 and 4 entered the competition.
Calendar Round Start date Leagues entering at this round New entries this round Winners from previous round Number of fixturesPreliminary round 21 August 1999 Isthmian LeagueNorthern Premier LeagueSouthern League(except Premier divisions) 394 none 197Combined Counties LeagueEastern Counties LeagueEssex Senior LeagueHellenic LeagueKent LeagueMidland AllianceNorth West Counties LeagueNorthern Counties East LeagueNorthern LeagueSouth Western Football LeagueSpartan South Midlands LeagueSussex County LeagueUnited Counties LeagueWessex LeagueWestern League First qualifying round 4 September 1999 none 5 197 101 Second qualifying round 18 September 1999 Isthmian LeagueNorthern Premier LeagueSouthern Football League(Premier divisions) 67 101 84 Third qualifying round 2 October 1999 none none 84 42 Fourth qualifying round 16 October 1999 Football Conference 22 42 32
Preliminary round Matches were played on weekend of Saturday 21 August 1999. A total of 394 clubs took part in this stage of the competition, 88 clubs from the four divisions at Level 7 of English football and 306 clubs from fifteen lower level leagues.
Tie Home team (tier) Score Away team (tier)1Shildon (9)1–3Thornaby-On-Tees (8)2Glasshoughton Welfare (8)0–1Hebburn (9)3Brandon United (9)0–3Ossett Town (7)4Bradford Park Avenue (7)1–0Prescot Cables (8)5Workington (7)1–2Burscough (7)6Garforth Town (8)0–4Armthorpe Welfare (8)7Dunston Federation Brewery (8)1–0Maine Road (8)8Atherton Collieries (8)1–2Ramsbottom United (8)9Marske United (8)1–1Ashington (9) Ashington (9)1–2Marske United (8)10Cheadle Town (8)0–3Warrington Town (9)11Morpeth Town (8)2–1Harrogate Town (7)12Tow Law Town (8)6–0Tadcaster Albion (9)13Chester-le-Street Town (8)1–3St Helens Town (8)14Hallam (8)1–2Liversedge (8)15Billingham Town (8)1–2Fleetwood Freeport (8)16Farsley Celtic (7)1–1Guisborough Town (8) Guisborough Town (8)0–1Farsley Celtic (7)17Accrington Stanley (7)3–0Peterlee Newtown (8)18Rossendale United (8)2–0Chadderton (9)19Netherfield Kendal (7)3–0Oldham Town (9)20Harrogate Railway Athletic (8)1–0Willington (9)21Bootle (8)0–0Jarrow Roofing BCA (8) Jarrow Roofing BCA (8)Bootle (8)22Crook Town (8)2–0Yorkshire Amateur (9)23Louth United (9)2–1Kennek Ryhope CA (9)24Flixton (7)2–1Northallerton Town (9)25Ashton United (7)2–1Clitheroe (8)26Goole (9)1–1Trafford (7) Trafford (7)6–3Goole (9)27Woodley Sports (9)2–1Ossett Albion (8)28Pickering Town (9)4–1Horden Colliery Welfare (9)29Denaby United (8)0–2Chorley (7)30Darwen (9)0–1Billingham Synthonia (8)31Brodsworth Miners Welfare (8)1–0South Shields (8)32Mossley (8)2–1Atherton Laburnum Rovers (8)33Parkgate (9)1–5Eccleshill United (8)34Thackley (8)0–1Consett (8)35North Ferriby United (8)1–0Witton Albion (7)36Penrith (9)4–0Shotton Comrades (8)37Salford City (8)2–0Evenwood Town (9)38Radcliffe Borough (7)2–1Durham City (8)39Selby Town (8)0–3Bedlington Terriers (8)40Bacup Borough (9)2–2Sheffield (8) Sheffield (8)4–0Bacup Borough (9)41Curzon Ashton (9)0–1Brigg Town (8)42Skelmersdale United (8)5–2Whitley Bay (7)43Easington Colliery (8)2–2Newcastle Blue Star (9) Newcastle Blue Star (9)4–0Easington Colliery (8)44Seaham Red Star (8)2–1West Auckland Town (8)45Gretna (7)5–0Rossington Main (9)46Brackley Town (8)2–1Long Buckby (8)47Stourbridge (7)3–1Bromsgrove Rovers (7)48Blackstones (8)0–0Willenhall Town (8) Willenhall Town (8)4–2Blackstones (8)49Rocester (7)2–3Spalding United (7)50Stamford (7)3–1Corby Town (7)51Belper Town (7)2–2Stourport Swifts (8) Stourport Swifts (8)1–2Belper Town (7)52Boston Town (8)1–0Boldmere St Michaels (8)53Stratford Town (8)4–1Leek CSOB (8)54Borrowash Victoria (9)0–1Sutton Coldfield Town (7)55Matlock Town (7)1–0Chasetown (8)56Moor Green (7)3–0Paget Rangers (7)57Barwell (8)1–1Staveley Miners Welfare (8) Staveley Miners Welfare (8)5–3Barwell (8)58Redditch United (7)1–0Kings Norton Town (8)59Stafford Rangers (7)2–0Glossop North End (8)60Lincoln United (7)1–2Mickleover Sports (9)61Alfreton Town (8)1–2Congleton Town (7)62Ford Sports Daventry (8)1–2Nantwich Town (8)63Racing Club Warwick (7)1–2Blakenall (7)64Shepshed Dynamo (7)0–3Raunds Town (7)65Bilston Town (7)2–4Oadby Town (8)66Wednesfield (8)1–6Oldbury United (8)67Desborough Town (8)2–3Northampton Spencer (8)68Glapwell (9)3–1Stapenhill (8)69Bridgnorth Town (8)1–3Hinckley United (7)70Wellingborough Town (8)3–0Kidsgrove Athletic (8)71Gresley Rovers (7)0–1Eastwood Town (7)72Holbeach United (8)2–0Pelsall Villa (8)73Newcastle Town (8)1–0Sandwell Borough (8)74VS Rugby (7)1–2Solihull Borough (7)75Bourne Town (8)0–2Stewarts & Lloyds Corby (8)76Knypersley Victoria (8)0–2Bedworth United (7)77Shifnal Town (8)3–3Rushall Olympic (8) Rushall Olympic (8)0–1Shifnal Town (8)78Arnold Town (8)1–1Yaxley (8) Yaxley (8)1–2Arnold Town (8)79Halesowen Harriers (8)4–0West Midlands Police (8)80St Neots Town (8)2–1Hornchurch (9)81Potters Bar Town (10)3–3Flackwell Heath (9) Flackwell Heath (9)1–0Potters Bar Town (10)82Great Wakering Rovers (9)0–0Staines Town (7) Staines Town (7)5–0Great Wakering Rovers (9)83Chalfont St Peter (8)0–6Barking (8)84Stotfold (8)0–0Wembley (8) Wembley (8)2–1Stotfold (8)85Grays Athletic (7)7–1Basildon United (10)86Diss Town (8)1–6AFC Sudbury (8)87Ely City (9)2–3Witham Town (9)88Berkhamsted Town (8)2–2Bishop's Stortford (7) Bishop's Stortford (7)Berkhamsted Town (8)89Tiptree United (9)2–0London Colney (10)90Wealdstone (7)1–0Clacton Town (8)91Fakenham Town (8)3–2Brook House (10)92Southend Manor (10)4–0Ilford (10)93Southall (9)2–5Witney Town (7)94Felixstowe Port & Town (8)1–3Wingate & Finchley (8)95Watton United (8)0–1Arlesey Town (10)96Saffron Walden Town (10)5–0Kempston Rovers (8)97Romford (7)1–0Maldon Town (8)98Burnham (7)0–1Wisbech Town (7)99Harwich & Parkeston (8)2–3Harlow Town (7)100Warboys Town (8)3–3Bury Town (8) Bury Town (8)Warboys Town (8)
Tie Home team (tier) Score Away team (tier)101Concord Rangers (10)2–2East Thurrock United (9) East Thurrock United (9)4–2Concord Rangers (10)102Uxbridge (7)0–1Wroxham (8)103Ruislip Manor (10)2–0Leighton Town (8)104Gorleston (8)1–1Lowestoft Town (8) Lowestoft Town (8)1–2Gorleston (8)105Wivenhoe Town (8)0–1Bedford Town (7)106Banbury United (8)2–0Milton Keynes City (10)107Burnham Ramblers (10)1–2Hoddesdon Town (10)108Great Yarmouth Town (8)5–3Tilbury (9)109Braintree Town (7)1–1Leyton Pennant (7) Leyton Pennant (7)1–2Braintree Town (7)110Hemel Hempstead Town (8)4–0Harpenden Town (10)111Soham Town Rangers (8)7–0Buckingham Town (8)112Aveley (9)1–0Stansted (10)113Histon (8)1–0Hullbridge Sports (10)114Wootton Blue Cross (8)0–2Cheshunt (8)115Waltham Abbey (10)1–1Yeading (7) Yeading (7)1–3Waltham Abbey (10)116Ware (9)3–0Newmarket Town (8)117Stowmarket Town (8)3–0Welwyn Garden City (10)118Baldock Town (7)6–0Potton United (8)119Bowers United (10)4–0Hanwell Town (10)120Ford United (8)5–1Edgware Town (8)121Woodbridge Town (8)1–5Chelmsford City (7)122Halstead Town (8)1–3Royston Town (10)123Beaconsfield SYCOB (10)3–0Eynesbury Rovers (8)124Hertford Town (9)w/oBarkingsideWalkover for Hertford Town – Barkingside removed125Northwood (8)8–0Clapton (9)126Marlow (8)2–2Barton Rovers (7) Barton Rovers (7)1–3Marlow (8)127Kingsbury Town (9)2–1Tring Town (9)128East Cowes Victoria Athletic (8)0–1Sittingbourne (7)129Folkestone Invicta (7)4–2Croydon Athletic (9)130Bracknell Town (9)2–2Camberley Town (9) Camberley Town (9)1–3Bracknell Town (9)131Cobham (10)1–1Farnham Town (10) Farnham Town (10)3–2Cobham (10)132Ashford Town (Middx) (10)1–2Langney Sports (8)133Saltdean United (8)1–0Beckenham Town (8)134Eastbourne Town (8)0–0Three Bridges (8) Three Bridges (8)Eastbourne Town (8)135Ash United (10)1–2Chatham Town (8)136Newport (Isle of Wight) (7)2–0North Leigh (8)137Erith & Belvedere (7)0–2Wick (8)138Abingdon Town (9)6–0Peacehaven & Telscombe (9)139Thamesmead Town (8)2–2Reading Town (10) Reading Town (10)1–0Thamesmead Town (8)140Chipstead (10)0–5Tonbridge Angels (7)141Hillingdon Borough (10)1–1St Leonards (7) St Leonards (7)4–1Hillingdon Borough (10)142Leatherhead (7)0–1Cowes Sports (8)143Merstham (10)1–5Corinthian-Casuals (9)144Hailsham Town (9)5–1Littlehampton Town (8)145Molesey (8)3–1Ringmer (8)146Bedfont (10)4–0Tunbridge Wells (8)147Raynes Park Vale (10)1–2Fisher Athletic (7)148Viking Greenford (10)3–2Whitstable Town (8)149Erith Town (8)0–0Dorking (9) Dorking (9)1–2Erith Town (8)150Ashford Town (Kent) (7)2–1East Preston (8)151Shoreham (8)1–2Abingdon United (8)152Windsor & Eton (8)0–0Bromley (7) Bromley (7)3–0Windsor & Eton (8)153Oxford City (7)5–1Gosport Borough (8)154Herne Bay (8)1–0Canterbury City (8)155Epsom & Ewell (9)0–3Worthing (7)156Redhill (8)2–0Slade Green (8)157Deal Town (8)5–0Greenwich Borough (8)158Fleet Town (7)1–3Lewes (9)159Hastings Town (7)6–1Southwick (9)160Bognor Regis Town (7)2–1Didcot Town (8)161Sandhurst Town (10)0–0AFC Newbury (8) AFC Newbury (8)5–2Sandhurst Town (10)162Thatcham Town (8)4–2Lordswood (8)163Chichester City (8)2–2Selsey (8) Selsey (8)4–2Chichester City (8)164Wokingham Town (8)1–4Sheppey United (8)165Cray Wanderers (8)2–2Portfield (8) Portfield (8)2–3Cray Wanderers (8)166Whyteleafe (7)4–3Lancing (9)167Whitehawk (8)0–1Maidenhead United (7)168Egham Town (9)0–2Croydon (7)169Metropolitan Police (8)2–1Chertsey Town (7)170Horsham (8)0–1Hassocks (8)171Fareham Town (8)0–1Carterton Town (8)172Godalming & Guildford (10)1–2Horsham YMCA (8)173Hythe United (8)0–0Burgess Hill Town (8) Burgess Hill Town (8)3–0Hythe United (8)174Arundel (9)1–2Portsmouth Royal Navy (8)175Banstead Athletic (8)0–2Thame United (7)176Ramsgate (8)2–1Dartford (7)177Christchurch (8)1–1Bridport (8) Bridport (8)2–4Christchurch (8)178Frome Town (9)0–4Cinderford Town (7)179Mangotsfield United (8)3–0Hungerford Town (8)180Falmouth Town (10)1–2Bideford (8)181Bridgwater Town (8)0–5Lymington & New Milton (8)182Minehead Town (8)1–3Elmore (8)183AFC Totton (8)1–2Weston-super-Mare (7)184Bashley (7)6–1Calne Town (9)185Chippenham Town (8)1–0Bournemouth (8)186Street (9)0–1Eastleigh (9)187Welton Rovers (9)4–0Warminster Town (9)188Yate Town (7)0–3Taunton Town (8)189Tiverton Town (7)7–1Pershore Town (8)190Bemerton Heath Harlequins (8)0–1Brislington (8)191Melksham Town (8)1–3Evesham United (7)192Downton (8)3–6Barnstaple Town (8)193St Blazey (10)3–1Brockenhurst (8)194Backwell United (8)5–1Andover (8)195Westbury United (8)0–1Devizes Town (9)196Paulton Rovers (8)1–2Odd Down (8)197Cirencester Town (7)3–0BAT Sports (8)
First qualifying round Matches were played on weekend of 4 September 1999. A total of 202 clubs took part in this stage of the competition, including the 197 winners from the preliminary round and five clubs, who get a bye to this round: Stocksbridge Park Steels Tooting & Mitcham United Torrington Tuffley Rovers Wimborne Town