| 08 May 1999 | | Bashley (Rydal) v Alton | Bashley Road, Bashley | Results |
| 08 May 1999 | | Burridge v Winchester Krakatoa Simmarians | Burridge Sports Ground, Burridge | Results |
| 08 May 1999 | | Calmore Sports v South Wilts | Loperwood Park, Calmore | Results |
| 08 May 1999 | | Hambledon v Wellow and Plaitford | Ridge Meadow, Hambledon | Results |
| 08 May 1999 | | Havant v Bournemouth | Havant Park, Havant | Results |
| 08 May 1999 | | Liphook and Ripsley v Waterlooville | Ransomes and Reavell Sports and Social Club Ground, Ipswich | Results |
| 08 May 1999 | | Lymington v Hungerford | The Sports Ground, Lymington | Results |
| 08 May 1999 | | Old Tauntonians and Romsey v Andover | Romsey Sports Centre, Romsey | Results |
| 08 May 1999 | | Portsmouth v BAT Sports | St Helen's Field, Southsea | Results |
| 15 May 1999 | | Andover v Portsmouth | Batchelors Barn Road, Andover | Results |
| 15 May 1999 | | BAT Sports v Havant | Southern Gardens, Totton | Results |
| 15 May 1999 | | Bournemouth v Calmore Sports | Chapel Gate, Bournemouth | Results |
| 15 May 1999 | | Hambledon v Bashley (Rydal) | Ridge Meadow, Hambledon | Results |
| 15 May 1999 | | Hungerford v Old Tauntonians and Romsey | War Memorial Ground, Hungerford | Results |
| 15 May 1999 | | South Wilts v Burridge | Bemerton Sports Ground, Salisbury | Results |
| 15 May 1999 | | Waterlooville v Alton | Rowlands Avenue Recreation Ground, Waterlooville | Results |
| 15 May 1999 | | Wellow and Plaitford v Lymington | Lower Common Road, West Wellow | Results |
| 15 May 1999 | | Winchester Krakatoa Simmarians v Liphook and Ripsley | River Park Recreation Ground, Winchester | Results |
| 22 May 1999 | | Alton v Winchester Krakatoa Simmarians | Jubilee Playing Fields, Alton | Results |
| 22 May 1999 | | Bashley (Rydal) v Waterlooville | Bashley Road, Bashley | Results |
| 22 May 1999 | | Burridge v Bournemouth | Burridge Sports Ground, Burridge | Results |
| 22 May 1999 | | Calmore Sports v BAT Sports | Loperwood Park, Calmore | Results |
| 22 May 1999 | | Havant v Andover | Havant Park, Havant | Results |
| 22 May 1999 | | Liphook and Ripsley v South Wilts | Ransomes and Reavell Sports and Social Club Ground, Ipswich | Results |
| 22 May 1999 | | Lymington v Hambledon | The Sports Ground, Lymington | Results |
| 22 May 1999 | | Old Tauntonians and Romsey v Wellow and Plaitford | Romsey Sports Centre, Romsey | Results |
| 22 May 1999 | | Portsmouth v Hungerford | St Helen's Field, Southsea | Results |
| 29 May 1999 | | Andover v Calmore Sports | Batchelors Barn Road, Andover | Results |
| 29 May 1999 | | BAT Sports v Burridge | Southern Gardens, Totton | Results |
| 29 May 1999 | | Bournemouth v Liphook and Ripsley | Chapel Gate, Bournemouth | Results |
| 29 May 1999 | | Hambledon v Old Tauntonians and Romsey | Ridge Meadow, Hambledon | Results |
| 29 May 1999 | | Hungerford v Havant | War Memorial Ground, Hungerford | Results |
| 29 May 1999 | | Lymington v Bashley (Rydal) | The Sports Ground, Lymington | Results |
| 29 May 1999 | | South Wilts v Alton | Bemerton Sports Ground, Salisbury | Results |
| 29 May 1999 | | Wellow and Plaitford v Portsmouth | Lower Common Road, West Wellow | Results |
| 29 May 1999 | | Winchester Krakatoa Simmarians v Waterlooville | River Park Recreation Ground, Winchester | Results |
| 05 Jun 1999 | | Alton v Bournemouth | Jubilee Playing Fields, Alton | Results |
| 05 Jun 1999 | | Bashley (Rydal) v Winchester Krakatoa Simmarians | Bashley Road, Bashley | Results |
| 05 Jun 1999 | | Burridge v Andover | Burridge Sports Ground, Burridge | Results |
| 05 Jun 1999 | | Calmore Sports v Hungerford | Loperwood Park, Calmore | Results |
| 05 Jun 1999 | | Havant v Wellow and Plaitford | Havant Park, Havant | Results |
| 05 Jun 1999 | | Liphook and Ripsley v BAT Sports | Ransomes and Reavell Sports and Social Club Ground, Ipswich | Results |
| 05 Jun 1999 | | Old Tauntonians and Romsey v Lymington | Romsey Sports Centre, Romsey | Results |
| 05 Jun 1999 | | Portsmouth v Hambledon | St Helen's Field, Southsea | Results |
| 05 Jun 1999 | | Waterlooville v South Wilts | Rowlands Avenue Recreation Ground, Waterlooville | Results |
| 12 Jun 1999 | | Andover v Liphook and Ripsley | Batchelors Barn Road, Andover | Results |
| 12 Jun 1999 | | BAT Sports v Alton | Southern Gardens, Totton | Results |
| 12 Jun 1999 | | Bournemouth v Waterlooville | Chapel Gate, Bournemouth | Results |
| 12 Jun 1999 | | Hambledon v Havant | Ridge Meadow, Hambledon | Results |
| 12 Jun 1999 | | Hungerford v Burridge | War Memorial Ground, Hungerford | Results |
| 12 Jun 1999 | | Lymington v Portsmouth | The Sports Ground, Lymington | Results |
| 12 Jun 1999 | | Old Tauntonians and Romsey v Bashley (Rydal) | Romsey Sports Centre, Romsey | Results |
| 12 Jun 1999 | | South Wilts v Winchester Krakatoa Simmarians | Bemerton Sports Ground, Salisbury | Results |
| 12 Jun 1999 | | Wellow and Plaitford v Calmore Sports | Lower Common Road, West Wellow | Results |
| 19 Jun 1999 | | Alton v Andover | Jubilee Playing Fields, Alton | Results |
| 19 Jun 1999 | | Bashley (Rydal) v South Wilts | Bashley Road, Bashley | Results |
| 19 Jun 1999 | | Burridge v Wellow and Plaitford | Burridge Sports Ground, Burridge | Results |
| 19 Jun 1999 | | Calmore Sports v Hambledon | Loperwood Park, Calmore | Results |
| 19 Jun 1999 | | Havant v Lymington | Havant Park, Havant | Results |
| 19 Jun 1999 | | Liphook and Ripsley v Hungerford | Ransomes and Reavell Sports and Social Club Ground, Ipswich | Results |
| 19 Jun 1999 | | Portsmouth v Old Tauntonians and Romsey | St Helen's Field, Southsea | Results |
| 19 Jun 1999 | | Waterlooville v BAT Sports | Rowlands Avenue Recreation Ground, Waterlooville | Results |
| 19 Jun 1999 | | Winchester Krakatoa Simmarians v Bournemouth | River Park Recreation Ground, Winchester | Results |
| 26 Jun 1999 | | Andover v Waterlooville | Batchelors Barn Road, Andover | Results |
| 26 Jun 1999 | | BAT Sports v Winchester Krakatoa Simmarians | Southern Gardens, Totton | Results |
| 26 Jun 1999 | | Bournemouth v South Wilts | Chapel Gate, Bournemouth | Results |
| 26 Jun 1999 | | Hambledon v Burridge | Ridge Meadow, Hambledon | Results |
| 26 Jun 1999 | | Hungerford v Alton | War Memorial Ground, Hungerford | Results |
| 26 Jun 1999 | | Lymington v Calmore Sports | The Sports Ground, Lymington | Results |
| 26 Jun 1999 | | Old Tauntonians and Romsey v Havant | Romsey Sports Centre, Romsey | Results |
| 26 Jun 1999 | | Portsmouth v Bashley (Rydal) | St Helen's Field, Southsea | Results |
| 26 Jun 1999 | | Wellow and Plaitford v Liphook and Ripsley | Lower Common Road, West Wellow | Results |
| 03 Jul 1999 | | Alton v Wellow and Plaitford | Jubilee Playing Fields, Alton | Results |
| 03 Jul 1999 | | Bashley (Rydal) v Bournemouth | Bashley Road, Bashley | Results |
| 03 Jul 1999 | | Burridge v Lymington | Burridge Sports Ground, Burridge | Results |
| 03 Jul 1999 | | Calmore Sports v Old Tauntonians and Romsey | Loperwood Park, Calmore | Results |
| 03 Jul 1999 | | Havant v Portsmouth | Havant Park, Havant | Results |
| 03 Jul 1999 | | Liphook and Ripsley v Hambledon | Ransomes and Reavell Sports and Social Club Ground, Ipswich | Results |
| 03 Jul 1999 | | South Wilts v BAT Sports | Bemerton Sports Ground, Salisbury | Results |
| 03 Jul 1999 | | Waterlooville v Hungerford | Rowlands Avenue Recreation Ground, Waterlooville | Results |
| 03 Jul 1999 | | Winchester Krakatoa Simmarians v Andover | River Park Recreation Ground, Winchester | Results |
| 10 Jul 1999 | | Andover v South Wilts | Batchelors Barn Road, Andover | Results |
| 10 Jul 1999 | | BAT Sports v Bournemouth | Southern Gardens, Totton | Results |
| 10 Jul 1999 | | Hambledon v Alton | Ridge Meadow, Hambledon | Results |
| 10 Jul 1999 | | Havant v Bashley (Rydal) | Havant Park, Havant | Results |
| 10 Jul 1999 | | Hungerford v Winchester Krakatoa Simmarians | War Memorial Ground, Hungerford | Results |
| 10 Jul 1999 | | Lymington v Liphook and Ripsley | The Sports Ground, Lymington | Results |
| 10 Jul 1999 | | Old Tauntonians and Romsey v Burridge | Romsey Sports Centre, Romsey | Results |
| 10 Jul 1999 | | Portsmouth v Calmore Sports | St Helen's Field, Southsea | Results |
| 10 Jul 1999 | | Wellow and Plaitford v Waterlooville | Lower Common Road, West Wellow | Results |
| 17 Jul 1999 | | Alton v Lymington | Jubilee Playing Fields, Alton | Results |
| 17 Jul 1999 | | Bashley (Rydal) v BAT Sports | Bashley Road, Bashley | Results |
| 17 Jul 1999 | | Bournemouth v Andover | Chapel Gate, Bournemouth | Results |
| 17 Jul 1999 | | Burridge v Portsmouth | Burridge Sports Ground, Burridge | Results |
| 17 Jul 1999 | | Calmore Sports v Havant | Loperwood Park, Calmore | Results |
| 17 Jul 1999 | | Liphook and Ripsley v Old Tauntonians and Romsey | Ransomes and Reavell Sports and Social Club Ground, Ipswich | Results |
| 17 Jul 1999 | | South Wilts v Hungerford | Bemerton Sports Ground, Salisbury | Results |
| 17 Jul 1999 | | Waterlooville v Hambledon | Rowlands Avenue Recreation Ground, Waterlooville | Results |
| 17 Jul 1999 | | Winchester Krakatoa Simmarians v Wellow and Plaitford | River Park Recreation Ground, Winchester | Results |
| 24 Jul 1999 | | Andover v BAT Sports | Batchelors Barn Road, Andover | Results |
| 24 Jul 1999 | | Calmore Sports v Bashley (Rydal) | Loperwood Park, Calmore | Results |
| 24 Jul 1999 | | Hambledon v Winchester Krakatoa Simmarians | Ridge Meadow, Hambledon | Results |
| 24 Jul 1999 | | Havant v Burridge | Havant Park, Havant | Results |
| 24 Jul 1999 | | Hungerford v Bournemouth | War Memorial Ground, Hungerford | Results |
| 24 Jul 1999 | | Lymington v Waterlooville | The Sports Ground, Lymington | Results |
| 24 Jul 1999 | | Old Tauntonians and Romsey v Alton | Romsey Sports Centre, Romsey | Results |
| 24 Jul 1999 | | Portsmouth v Liphook and Ripsley | St Helen's Field, Southsea | Results |
| 24 Jul 1999 | | Wellow and Plaitford v South Wilts | Lower Common Road, West Wellow | Results |
| 31 Jul 1999 | | Alton v Portsmouth | Jubilee Playing Fields, Alton | Results |
| 31 Jul 1999 | | Bashley (Rydal) v Andover | Bashley Road, Bashley | Results |
| 31 Jul 1999 | | BAT Sports v Hungerford | Southern Gardens, Totton | Results |
| 31 Jul 1999 | | Bournemouth v Wellow and Plaitford | Chapel Gate, Bournemouth | Results |
| 31 Jul 1999 | | Burridge v Calmore Sports | Burridge Sports Ground, Burridge | Results |
| 31 Jul 1999 | | Liphook and Ripsley v Havant | Ransomes and Reavell Sports and Social Club Ground, Ipswich | Results |
| 31 Jul 1999 | | South Wilts v Hambledon | Bemerton Sports Ground, Salisbury | Results |
| 31 Jul 1999 | | Waterlooville v Old Tauntonians and Romsey | Rowlands Avenue Recreation Ground, Waterlooville | Results |
| 31 Jul 1999 | | Winchester Krakatoa Simmarians v Lymington | River Park Recreation Ground, Winchester | Results |
| 07 Aug 1999 | | Burridge v Bashley (Rydal) | Burridge Sports Ground, Burridge | Results |
| 07 Aug 1999 | | Calmore Sports v Liphook and Ripsley | Loperwood Park, Calmore | Results |
| 07 Aug 1999 | | Hambledon v Bournemouth | Ridge Meadow, Hambledon | Results |
| 07 Aug 1999 | | Havant v Alton | Havant Park, Havant | Results |
| 07 Aug 1999 | | Hungerford v Andover | War Memorial Ground, Hungerford | Results |
| 07 Aug 1999 | | Lymington v South Wilts | The Sports Ground, Lymington | Results |
| 07 Aug 1999 | | Old Tauntonians and Romsey v Winchester Krakatoa Simmarians | Romsey Sports Centre, Romsey | Results |
| 07 Aug 1999 | | Portsmouth v Waterlooville | St Helen's Field, Southsea | Results |
| 07 Aug 1999 | | Wellow and Plaitford v BAT Sports | Lower Common Road, West Wellow | Results |
| 14 Aug 1999 | | Alton v Calmore Sports | Jubilee Playing Fields, Alton | Results |
| 14 Aug 1999 | | Andover v Wellow and Plaitford | Batchelors Barn Road, Andover | Results |
| 14 Aug 1999 | | BAT Sports v Hambledon | Southern Gardens, Totton | Results |
| 14 Aug 1999 | | Bournemouth v Lymington | Chapel Gate, Bournemouth | Results |
| 14 Aug 1999 | | Hungerford v Bashley (Rydal) | War Memorial Ground, Hungerford | Results |
| 14 Aug 1999 | | Liphook and Ripsley v Burridge | Ransomes and Reavell Sports and Social Club Ground, Ipswich | Results |
| 14 Aug 1999 | | South Wilts v Old Tauntonians and Romsey | Bemerton Sports Ground, Salisbury | Results |
| 14 Aug 1999 | | Waterlooville v Havant | Rowlands Avenue Recreation Ground, Waterlooville | Results |
| 14 Aug 1999 | | Winchester Krakatoa Simmarians v Portsmouth | River Park Recreation Ground, Winchester | Results |
| 21 Aug 1999 | | Bashley (Rydal) v Liphook and Ripsley | Bashley Road, Bashley | Results |
| 21 Aug 1999 | | Burridge v Alton | Burridge Sports Ground, Burridge | Results |
| 21 Aug 1999 | | Calmore Sports v Waterlooville | Loperwood Park, Calmore | Results |
| 21 Aug 1999 | | Hambledon v Andover | Ridge Meadow, Hambledon | Results |
| 21 Aug 1999 | | Havant v Winchester Krakatoa Simmarians | Havant Park, Havant | Results |
| 21 Aug 1999 | | Lymington v BAT Sports | The Sports Ground, Lymington | Results |
| 21 Aug 1999 | | Old Tauntonians and Romsey v Bournemouth | Romsey Sports Centre, Romsey | Results |
| 21 Aug 1999 | | Portsmouth v South Wilts | St Helen's Field, Southsea | Results |
| 21 Aug 1999 | | Wellow and Plaitford v Hungerford | Lower Common Road, West Wellow | Results |
| 28 Aug 1999 | | Alton v Liphook and Ripsley | Jubilee Playing Fields, Alton | Results |
| 28 Aug 1999 | | Andover v Lymington | Batchelors Barn Road, Andover | Results |
| 28 Aug 1999 | | BAT Sports v Old Tauntonians and Romsey | Southern Gardens, Totton | Results |
| 28 Aug 1999 | | Bournemouth v Portsmouth | Chapel Gate, Bournemouth | Results |
| 28 Aug 1999 | | Hungerford v Hambledon | War Memorial Ground, Hungerford | Results |
| 28 Aug 1999 | | South Wilts v Havant | Bemerton Sports Ground, Salisbury | Results |
| 28 Aug 1999 | | Waterlooville v Burridge | Rowlands Avenue Recreation Ground, Waterlooville | Results |
| 28 Aug 1999 | | Wellow and Plaitford v Bashley (Rydal) | Lower Common Road, West Wellow | Results |
| 28 Aug 1999 | | Winchester Krakatoa Simmarians v Calmore Sports | River Park Recreation Ground, Winchester | Results |
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