 | 26 Apr 1999 | South West Zone | | Gloucestershire Second XI v Glamorgan Second XI | The Royal and Sun Alliance County Ground, Bristol | set1041a |
| 10 May 1999 | South West Zone | | Hampshire Second XI v Glamorgan Second XI | United Services Ground, Portsmouth | set1042 |
| 24 May 1999 | North Zone | | Yorkshire Second XI v Derbyshire Second XI | Town Fields, Doncaster | set1045 |
| 24 May 1999 | South East Zone | | Marylebone Cricket Club Young Cricketers v Essex Second XI | Denis Compton Oval, Shenley | set1044 |
| 24 May 1999 | South West Zone | | Glamorgan Second XI v Gloucestershire Second XI | Sophia Gardens, Cardiff | set1043 |
| 25 May 1999 | Central Zone | | Minor Counties Under-25s v Middlesex Second XI | Campbell Park, Milton Keynes | set1046 |
| 28 May 1999 | Central Zone | | Warwickshire Second XI v Minor Counties Under-25s | Tippett's Field, Solihull | set1047 |
| 31 May 1999 | North Zone | | Derbyshire Second XI v Yorkshire Second XI | Eyes Meadow, Duffield | set1048 |
| 31 May 1999 | South West Zone | | Worcestershire Second XI v Gloucestershire Second XI | County Ground, New Road, Worcester | set1049 |
| 01 Jun 1999 | South East Zone | | Essex Second XI v Marylebone Cricket Club Young Cricketers | Anglo-American Playing Fields, Saffron Walden | set1050 |
| 07 Jun 1999 | Central Zone | | Minor Counties Under-25s v Northamptonshire Second XI | Lancot Park, Totternhoe | set1051 |
| 07 Jun 1999 | South West Zone | | Somerset Second XI v Gloucestershire Second XI | Recreation Ground, Bath | set1052 |
| 08 Jun 1999 | Central Zone | | Minor Counties Under-25s v Warwickshire Second XI | White Post Road, Bodicote | set1053 |
| 14 Jun 1999 | Central Zone | | Middlesex Second XI v Northamptonshire Second XI | Payne's Folly, Harrow | set1056 |
| 14 Jun 1999 | South East Zone | | Marylebone Cricket Club Young Cricketers v Surrey Second XI | Denis Compton Oval, Shenley | set1055 |
| 14 Jun 1999 | South West Zone | | Gloucestershire Second XI v Hampshire Second XI | North Park, Cheltenham | set1054 |
| 15 Jun 1999 | Central Zone | | Middlesex Second XI v Minor Counties Under-25s | Payne's Folly, Harrow | set1057 |
| 21 Jun 1999 | South West Zone | | Gloucestershire Second XI v Worcestershire Second XI | The Royal and Sun Alliance County Ground, Bristol | set1058 |
| 25 Jun 1999 | North Zone | | Yorkshire Second XI v Lancashire Second XI | Centre Vale, Todmorden | set1060 |
| 25 Jun 1999 | South East Zone | | Marylebone Cricket Club Young Cricketers v Sussex Second XI | Denis Compton Oval, Shenley | set1059 |
| 28 Jun 1999 | Central Zone | | Northamptonshire Second XI v Leicestershire Second XI | Campbell Park, Milton Keynes | set1063 |
| 28 Jun 1999 | North Zone | | Lancashire Second XI v Durham Second XI | Broadwaters, Fleetwood | set1062a |
| 28 Jun 1999 | North Zone | | Nottinghamshire Second XI v Yorkshire Second XI | Brian Wakefield Memorial Ground, Nottingham | set1064 |
| 28 Jun 1999 | South East Zone | | Essex Second XI v Surrey Second XI | County Ground, Chelmsford | set1061 |
| 28 Jun 1999 | South East Zone | | Sussex Second XI v Marylebone Cricket Club Young Cricketers | Sea Lane, Middleton-on-Sea | set1065 |
| 28 Jun 1999 | South West Zone | | Hampshire Second XI v Somerset Second XI | County Ground, Southampton | set1062 |
| 28 Jun 1999 | South West Zone | | Worcestershire Second XI v Glamorgan Second XI | Seth Somers Park, Halesowen | set1066 |
| 29 Jun 1999 | Central Zone | | Leicestershire Second XI v Middlesex Second XI | Coventry Road, Lutterworth | set1067 |
| 29 Jun 1999 | North Zone | | Nottinghamshire Second XI v Derbyshire Second XI | Station Lane, Farnsfield | set1068 |
| 29 Jun 1999 | North Zone | | Yorkshire Second XI v Durham Second XI | Windy Hill Lane, Marske-by-the-Sea | set1069 |
| 29 Jun 1999 | South East Zone | | Marylebone Cricket Club Young Cricketers v Kent Second XI | Denis Compton Oval, Shenley | set1067a |
| 29 Jun 1999 | South West Zone | | Glamorgan Second XI v Somerset Second XI | Sophia Gardens, Cardiff | set1066a |
| 30 Jun 1999 | Central Zone | | Warwickshire Second XI v Middlesex Second XI | Bulls Head Ground, Coventry | set1074 |
| 30 Jun 1999 | North Zone | | Lancashire Second XI v Derbyshire Second XI | Hare Hill, Littleborough | set1072 |
| 30 Jun 1999 | South East Zone | | Kent Second XI v Essex Second XI | St Lawrence Ground, Canterbury | set1071 |
| 30 Jun 1999 | South East Zone | | Sussex Second XI v Surrey Second XI | County Ground, Hove | set1073 |
| 30 Jun 1999 | South West Zone | | Hampshire Second XI v Gloucestershire Second XI | County Ground, Southampton | set1070 |
| 30 Jun 1999 | South West Zone | | Worcestershire Second XI v Somerset Second XI | Main Road, Ombersley | set1075 |
| 01 Jul 1999 | Central Zone | | Leicestershire Second XI v Warwickshire Second XI | Coventry Road, Lutterworth | set1077 |
| 01 Jul 1999 | North Zone | | Durham Second XI v Derbyshire Second XI | Hornby Park, Seaton Carew | set1076 |
| 01 Jul 1999 | North Zone | | Yorkshire Second XI v Nottinghamshire Second XI | Wagon Lane, Bingley | set1078 |
| 01 Jul 1999 | South West Zone | | Glamorgan Second XI v Worcestershire Second XI | Spytty Park, Newport | set1076a |
| 02 Jul 1999 | North Zone | | Derbyshire Second XI v Lancashire Second XI | Repton School Ground, Repton | set1079 |
| 02 Jul 1999 | North Zone | | Durham Second XI v Nottinghamshire Second XI | Riverside Ground, Chester-le-Street | set1080 |
| 02 Jul 1999 | South East Zone | | Kent Second XI v Surrey Second XI | St Lawrence Ground, Canterbury | set1081 |
| 02 Jul 1999 | South East Zone | | Sussex Second XI v Essex Second XI | County Ground, Hove | set1082 |
| 02 Jul 1999 | South West Zone | | Worcestershire Second XI v Hampshire Second XI | Cherry Hill Road, Barnt Green | set1083 |
| 05 Jul 1999 | Central Zone | | Middlesex Second XI v Leicestershire Second XI | Corfton Road, Ealing | set1089 |
| 05 Jul 1999 | North Zone | | Durham Second XI v Yorkshire Second XI | Sunderland Road, East Boldon | set1084 |
| 05 Jul 1999 | North Zone | | Lancashire Second XI v Nottinghamshire Second XI | Old Trafford, Manchester | set1088 |
| 05 Jul 1999 | South East Zone | | Kent Second XI v Sussex Second XI | St Lawrence Ground, Canterbury | set1087 |
| 05 Jul 1999 | South East Zone | | Surrey Second XI v Essex Second XI | The Foster's Oval, Kennington | set1090 |
| 05 Jul 1999 | South West Zone | | Gloucestershire Second XI v Somerset Second XI | The Royal and Sun Alliance County Ground, Bristol | set1085 |
| 05 Jul 1999 | South West Zone | | Hampshire Second XI v Worcestershire Second XI | County Ground, Southampton | set1086 |
| 06 Jul 1999 | Central Zone | | Warwickshire Second XI v Leicestershire Second XI | Sandwell Park, West Bromwich | set1094 |
| 06 Jul 1999 | North Zone | | Derbyshire Second XI v Nottinghamshire Second XI | Christchurch Meadows, Belper | set1091 |
| 06 Jul 1999 | South East Zone | | Surrey Second XI v Kent Second XI | The Foster's Oval, Kennington | set1093 |
| 06 Jul 1999 | South West Zone | | Somerset Second XI v Worcestershire Second XI | County Ground, Taunton | set1092 |
| 07 Jul 1999 | Central Zone | | Middlesex Second XI v Warwickshire Second XI | Corfton Road, Ealing | set1097 |
| 07 Jul 1999 | North Zone | | Lancashire Second XI v Yorkshire Second XI | Old Trafford, Manchester | set1096 |
| 07 Jul 1999 | North Zone | | Nottinghamshire Second XI v Durham Second XI | Oakfeld Lane, Warsop | set1098 |
| 07 Jul 1999 | South East Zone | | Sussex Second XI v Kent Second XI | Recreation Ground, Haywards Heath | set1099 |
| 07 Jul 1999 | South West Zone | | Glamorgan Second XI v Hampshire Second XI | Eugene Cross Park, Ebbw Vale | set1095 |
| 08 Jul 1999 | Central Zone | | Northamptonshire Second XI v Minor Counties Under-25s | Orlingbury Road, Isham | set1101 |
| 08 Jul 1999 | North Zone | | Derbyshire Second XI v Durham Second XI | North Road, Glossop | set1100 |
| 08 Jul 1999 | North Zone | | Nottinghamshire Second XI v Lancashire Second XI | Worksop College Ground, Worksop | set1102 |
| 08 Jul 1999 | South East Zone | | Surrey Second XI v Marylebone Cricket Club Young Cricketers | The Foster's Oval, Kennington | set1104 |
| 08 Jul 1999 | South West Zone | | Somerset Second XI v Glamorgan Second XI | County Ground, Taunton | set1103 |
| 09 Jul 1999 | Central Zone | | Minor Counties Under-25s v Leicestershire Second XI | The Green, North Runcton | set1107 |
| 09 Jul 1999 | Central Zone | | Warwickshire Second XI v Northamptonshire Second XI | Arlington Avenue, Leamington Spa | set1109 |
| 09 Jul 1999 | South East Zone | | Essex Second XI v Sussex Second XI | The Toby Howe Cricket Ground, Billericay | set1105 |
| 09 Jul 1999 | South East Zone | | Kent Second XI v Marylebone Cricket Club Young Cricketers | Mote Park, Maidstone | set1106 |
| 09 Jul 1999 | South West Zone | | Somerset Second XI v Hampshire Second XI | County Ground, Taunton | set1108 |
| 12 Jul 1999 | Central Zone | | Northamptonshire Second XI v Warwickshire Second XI | County Ground, Northampton | set1111 |
| 12 Jul 1999 | South East Zone | | Essex Second XI v Kent Second XI | Hare Field, Coggeshall | set1110 |
| 13 Jul 1999 | Central Zone | | Leicestershire Second XI v Northamptonshire Second XI | Grace Road, Leicester | set1112 |
| 15 Jul 1999 | Central Zone | | Leicestershire Second XI v Minor Counties Under-25s | Grace Road, Leicester | set1114 |
| 15 Jul 1999 | North Zone | | Durham Second XI v Lancashire Second XI | Ashbrooke, Sunderland | set1113 |
| 19 Jul 1999 | South East Zone | | Surrey Second XI v Sussex Second XI | The Foster's Oval, Kennington | set1115 |
| 26 Jul 1999 | Central Zone | | Northamptonshire Second XI v Middlesex Second XI | Wellingborough School Ground, Wellingborough | set1116 |
| 16 Aug 1999 | Semi-Final | | Hampshire Second XI v Durham Second XI | County Ground, Southampton | set1117 |
| 17 Aug 1999 | Semi-Final | | Kent Second XI v Warwickshire Second XI | St Lawrence Ground, Canterbury | set1118 |
| 06 Sep 1999 | Final | | Kent Second XI v Hampshire Second XI | St Lawrence Ground, Canterbury | set1119 |
