First Qualifying Round
| AFC STONEHAM | 3-0 | Malmesbury Victoria |
| Thame United | 5-1 | TADLEY CALLEVA |
| AFC PORTCHESTER | 3-0 | Holyport |
| BROCKENHURST | 5-0 | RINGWOOD TOWN |
| Corsham | 1-0 | US PORTSMOUTH |
| Westbury | 2-1 | FOLLAND SPORTS |
| NEW MILTON TOWN | 1-5 | HORNDEAN |
| Oldland Abbotonians | 4-0 | LYMINGTON TOWN |
| WHITCHURCH UNITED | 3-1 | LAVERSTOCK & FORD |
| HAMWORTHY UNITED | 3-5 | AMESBURY TOWN |
| COWES SPORTS | 4-2 (aet) | Cadbury Heath |
| ANDOVER NEW STREET | 1-3 (aet) | Gillingham Town |
| Hallen | 3-2 | FAWLEY AFC |
| BOURNEMOUTH | 4-3 | VERWOOD TOWN |
| HYTHE & DIBDEN | 1-2 | TEAM SOLENT |
| ROMSEY TOWN | 3-0 | Warminster Town |
| CHRISTCHURCH | 2-1 | Swanage Town & Herston |
| ALRESFORD TOWN | 5-1 | Chippenham Park |
| BEMERTON HEATH HARLEQUINS | 7-0 | DOWNTON |
Second Qualifying Round
| FLEET SPURS | 1-3 | Fairford Town |
| ALTON TOWN | 4-2 | Henley Town |
| BASHLEY | 0-4 | Highworth Town |
| AFC STONEHAM | 3-1 | Longlevans |
| Lydney Town | 2-0 | AFC PORTCHESTER |
| WHITCHURCH UNITED | 0-6 | AMESBURY TOWN |
| PORTLAND UNITED | 2-0 | Almondsbury UWE |
| SHAFTESBURY | 5-1 | FAREHAM TOWN |
| CHRISTCHURCH | 1-3 | ROMSEY TOWN |
| Hallen | 1-3 | TEAM SOLENT |
| BOURNEMOUTH | 3-1 | BROCKENHURST |
| HORNDEAN | 2-0 | Oldland Abbotonians |
| COWES SPORTS | 0-2 | ALRESFORD TOWN |
| BEMERTON HEATH HARLEQUINS | 3-0 | Longwell Green Sports |
| EAST COWES VICTORIA | 0-4 | Sherborne Town |
First Round Proper
| ALTON | 0-2 | Corinthian |
| Fairford Town | 1-2 | ANDOVER TOWN |
| ALRESFORD TOWN | 5-3 | Lingfield |
| AMESBURY TOWN | 0-1 | Brimscombe & Thrupp |
| Helston Athletic | 1-2 | TEAM SOLENT |
| Street | 0-2 | BLACKFIELD & LANGLEY |
| BOURNEMOUTH | 0-3 | Melksham Town |
| BEMERTON HEATH HARLEQUINS | 2-2 | Plymouth Parkway |
| Plymouth Parkway | 0-3 | BEMERTON HEATH HARLEQUINS |
| SHOLING | 0-3 | Buckland Athletic |
| ROMSEY TOWN | 2-3 | PORTLAND UNITED |
| AFC STONEHAM | 1-3 | SHAFTESBURY |
| Horsham YMCA | 3-1 (aet) | HORNDEAN |
Second Round Proper
| Buckland Athletic | 1-0 | NEWPORT IoW |
| Corinthian | 3-2 | ALRESFORD TOWN |
| Croydon | 2-1 | ANDOVER TOWN |
| Cullompton Rangers | 1-1 (aet) | BEMERTON HEATH HARLEQUINS |
| BEMERTON HEATH HARLEQUINS | 3-2 | Cullompton Rangers |
| MONEYFIELDS | 0-4 | Thatcham Town |
| PORTLAND UNITED | 1-2 | BLACKFIELD & LANGLEY |
| SHAFTESBURY | 1-3 | TEAM SOLENT |
3rd round proper
| TEAM SOLENT | 1-0 | Bodmin Town |
| Exmouth Town | 3-2 | ALRESFORD TOWN |
| BEMERTON HEATH HARLEQUINS | 2-1 | ANDOVER TOWN |
4th Round Proper
| TEAM SOLENT | 3-0 | Croydon |
5th Round Proper (28.01.17)
| TEAM SOLENT | 2-5 | South Shields |