16th February 2019 - Saturday
Division 1
- Retainers 1 – 2 Portland Old Boys
- Saints Old Boys 4 – 1 Old Elizabethans
- Sneyd Park 3 – 0 AFC Bohemia
- Sporting Greyhound 0 – 3 Jersey Rangers
- Torpedo 3 – 1 Clifton St Vincents
- Wellington Wanderers 3 – 1 Ashley
Division 2
- Clifton Rockets 1 – 2 Sneyd Park Reserves
- DAC Beachcroft 3 – 3 Old Cliftonians
- Evergreen 3 – 4 Lion FC
- Jamaica Bell 1 – 1 Jersey Rangers Reserves
- Saints Old Boys Reserves 2 – 2 Clifton St Vincents Reserves
- Torpedo Reserves 0 – 2 St Andrews
Division 3
- Cotham Old Boys 0 – 1 Bengal Tigers
- Durdham Down AS 5 – 2 Clifton St Vincents A Team
- Greens Park Rangers 1 – 3 Helios FC
- Portland Old Boys Reserves 1 – 2 Sneyd Park A Team
- Saints Old Boys A Team 2 – 5 Torpedo A Team
- Sporting Greyhound Reserves 2 – 3 Clifton Rockets Reserves
Division 4
- APS P – P Retainers Reserves
- Clifton St Vincents B Team 6 – 2 Lion FC Reserves
- Clifton Vale 2 – 1 NCSF United
- Torpedo B Team 0 – 6 Sneyd Park B Team
- West Town United 2 – 3 Saints Old Boys B Team
9th February 2019 - Saturday
Division 1
- Old Elizabethans P – P Jersey Rangers
- Portland Old Boys P – P Wellington Wanderers
- Saints Old Boys P – P Retainers
- Sneyd Park P – P Clifton St Vincents
- Sporting Greyhound P – P Ashley
- Torpedo P – P AFC Bohemia
Division 2
- Jersey Rangers Reserves P – P Torpedo Reserves
- Lion FC P – P Jamaica Bell
- Old Cliftonians P – P Evergreen
- Saints Old Boys Reserves P – P DAC Beachcroft
- Sneyd Park Reserves P – P Clifton St Vincents Reserves
- St Andrews P – P Clifton Rockets
Division 3
- Clifton Rockets Reserves P – P Sporting Greyhound Reserves
- Greens Park Rangers P – P Torpedo A Team
- Helios FC P – P Durdham Down AS
- Portland Old Boys Reserves P – P Cotham Old Boys
- Saints Old Boys A Team P – P Clifton St Vincents A Team
Division 4
- NCSF United P – P Torpedo B Team
- Portland Old Boys A Team P – P Lion FC Reserves
- Retainers Reserves P – P Clifton Vale
- Saints Old Boys B Team P – P Clifton St Vincents B Team
2nd February 2019 - Saturday
Division 1
- AFC Bohemia P – P Saints Old Boys
- Ashley P – P Retainers
- Clifton St Vincents P – P Old Elizabethans
- Jersey Rangers P – P Portland Old Boys
- Torpedo P – P Sporting Greyhound
- Wellington Wanderers P – P Sneyd Park
Division 2
- Clifton Rockets P – P Old Cliftonians
- Clifton St Vincents Reserves P – P Lion FC
- Jersey Rangers Reserves P – P Evergreen
- Saints Old Boys Reserves P – P Jamaica Bell
- St Andrews P – P Sneyd Park Reserves
Division 3
- Bengal Tigers P – P Portland Old Boys Reserves
- Clifton Rockets Reserves P – P Helios FC
- Clifton St Vincents A Team P – P Durdham Down AS
- Cotham Old Boys P – P Greens Park Rangers
- Sporting Greyhound Reserves P – P Sneyd Park A Team
- Torpedo A Team P – P Saints Old Boys A Team
Division 4
- APS P – P Sneyd Park B Team
- Clifton St Vincents B Team P – P Retainers Reserves
- Clifton Vale P – P Portland Old Boys A Team
- NCSF United P – P Saints Old Boys B Team
- West Town United P – P Torpedo B Team
26th January 2019 - Saturday
Division 1
- Retainers 2 – 1 Clifton St Vincents
- Saints Old Boys 3 – 0 Ashley
- Sporting Greyhound 1 – 2 Portland Old Boys
- Wellington Wanderers 1 – 2 Jersey Rangers
- AFC Bohemia H – W Old Elizabethans
Division 2
- Clifton St Vincents Reserves 5 – 1 Saints Old Boys Reserves
- Jersey Rangers Reserves 3 – 1 St Andrews
- Lion FC 3 – 4 DAC Beachcroft
- Sneyd Park Reserves 0 – 1 Torpedo Reserves
- Clifton Rockets 0 – 1 Sneyd Park
- Evergreen 4 – 2 Old Cliftonians
- Jamaica Bell 0 – 1 Torpedo
Division 3
- Durdham Down AS 1 – 4 Greens Park Rangers
- Portland Old Boys Reserves 1 – 5 Clifton Rockets Reserves
- Sneyd Park A Team 5 – 1 Torpedo A Team
- Sporting Greyhound Reserves 1 – 1 Bengal Tigers
- Clifton St Vincents A Team 3 – 0 Cotham Old Boys
- Helios FC 2 – 3 APS
- Saints Old Boys A Team 5 – 1 Retainers Reserves
Division 4
- Lion FC Reserves 1 – 4 Clifton Vale
- NCSF United 2 – 0 West Town United
- Portland Old Boys A Team 1 – 3 Clifton St Vincents B Team
- Sneyd Park B Team 2 – 0 Torpedo B Team
19th January 2019 - Saturday
Division 1
- AFC Bohemia 0 – 5 Sporting Greyhound
- Ashley 0 – 4 Sneyd Park
- Clifton St Vincents 3 – 4 Saints Old Boys
- Jersey Rangers 4 – 2 Retainers
- Old Elizabethans 0 – 1 Portland Old Boys
- Wellington Wanderers 0 – 0 Torpedo
Division 2
- Clifton Rockets 3 – 0 Torpedo Reserves
- Clifton St Vincents Reserves 0 – 6 St Andrews
- DAC Beachcroft 1 – 2 Sneyd Park Reserves
- Evergreen 1 – 1 Saints Old Boys Reserves
- Jamaica Bell 1 – 1 Old Cliftonians
- Jersey Rangers Reserves 2 – 1 Lion FC
Division 3
- Bengal Tigers 1 – 2 Torpedo A Team
- Cotham Old Boys 0 – 4 Saints Old Boys A Team
- Durdham Down AS 1 – 1 Portland Old Boys Reserves
- Helios FC 0 – 4 Clifton St Vincents A Team
- Sneyd Park A Team 3 – 1 Clifton Rockets Reserves
Division 4
- APS 2 – 1 West Town United
- Clifton St Vincents B Team 0 – 0 Sneyd Park B Team
- Clifton Vale 1 – 2 Saints Old Boys B Team
- Lion FC Reserves 2 – 4 Retainers Reserves
- NCSF United 4 – 1 Portland Old Boys A Team
12th January 2019 - Saturday
Division 1
- AFC Bohemia 1 – 1 Jersey Rangers
- Clifton St Vincents 4 – 2 Portland Old Boys
- Old Elizabethans 0 – 1 Torpedo
- Sporting Greyhound 1 – 0 Sneyd Park
- Wellington Wanderers 3 – 0 Retainers
Division 2
- Jersey Rangers Reserves 2 – 1 Jamaica Bell
- Lion FC 2 – 3 Evergreen
- Old Cliftonians 2 – 5 DAC Beachcroft
- St Andrews 2 – 0 Torpedo Reserves
Division 3
- Bengal Tigers 1 – 0 Durdham Down AS
- Clifton St Vincents A Team 3 – 1 Clifton Rockets Reserves
- Sporting Greyhound Reserves 2 – 0 Portland Old Boys Reserves
- Torpedo A Team 1 – 1 Helios FC
Division 4
- Clifton St Vincents B Team 1 – 3 NCSF United
- Torpedo B Team 2 – 2 Retainers Reserves
- West Town United 3 – 0 Portland Old Boys A Team
5th January 2019 - Saturday
Division 1
- Jersey Rangers 1 – 0 Clifton St Vincents
- Old Elizabethans 0 – 1 Ashley
- Portland Old Boys 4 – 1 Sporting Greyhound
- Retainers 3 – 0 AFC Bohemia
- Saints Old Boys 3 – 0 Wellington Wanderers
- Sneyd Park 1 – 4 Torpedo
Division 2
- Clifton Rockets 1 – 2 Jamaica Bell
- Clifton St Vincents Reserves 4 – 2 Evergreen
- DAC Beachcroft 7 – 1 Jersey Rangers Reserves
- St Andrews 1 – 1 Old Cliftonians
- Torpedo Reserves 3 – 2 Lion FC
Division 3
- Cotham Old Boys 3 – 1 Clifton St Vincents A Team
- Durdham Down AS 5 – 1 Clifton Rockets Reserves
- Greens Park Rangers 3 – 4 Sneyd Park A Team
- Helios FC 4 – 2 Bengal Tigers
- Portland Old Boys Reserves 1 – 2 Torpedo A Team
- Saints Old Boys A Team 8 – 1 Sporting Greyhound Reserves
Division 4
- Clifton Vale 1 – 2 Clifton St Vincents B Team
- NCSF United 1 – 1 Sneyd Park B Team
- Portland Old Boys A Team 1 – 4 APS
- Retainers Reserves 3 – 2 West Town United
- Saints Old Boys B Team 3 – 3 Lion FC Reserves
15th December 2018 - Saturday
Division 1
- AFC Bohemia 1 – 0 Clifton St Vincents
- Ashley 1 – 3 Portland Old Boys
- Sneyd Park 3 – 0 Saints Old Boys
- Sporting Greyhound 1 – 2 Retainers
- Torpedo 2 – 0 Old Elizabethans
Division 2
- Evergreen 2 – 2 Jersey Rangers Reserves
- Saints Old Boys Reserves 0 – 0 Old Cliftonians
- Sneyd Park Reserves 4 – 2 Lion FC
- St Andrews 0 – 0 Jamaica Bell
- Torpedo Reserves 1 – 0 Clifton St Vincents Reserves
- Clifton Rockets H – W DAC Beachcroft
Division 3
- Bengal Tigers 3 – 1 Clifton St Vincents A Team
- Clifton Rockets Reserves 5 – 0 Greens Park Rangers
- Saints Old Boys A Team 4 – 3 Portland Old Boys Reserves
- Sneyd Park A Team 0 – 0 Helios FC
- Sporting Greyhound Reserves 9 – 1 Durdham Down AS
- Torpedo A Team 7 – 2 Cotham Old Boys
Division 4
- APS 2 – 1 Clifton St Vincents B Team
- Saints Old Boys B Team 0 – 3 Retainers Reserves
- Sneyd Park B Team 6 – 0 Portland Old Boys A Team
- Torpedo B Team 4 – 3 Lion FC Reserves
- West Town United 4 – 1 Clifton Vale
8th December 2018 - Saturday
Division 1
- Clifton St Vincents 5 – 0 Ashley
- Old Elizabethans 1 – 4 Wellington Wanderers
- Portland Old Boys 2 – 2 Sneyd Park
- Retainers 1 – 0 Torpedo
- Saints Old Boys 3 – 0 Jersey Rangers
Division 2
- DAC Beachcroft 3 – 6 Clifton St Vincents Reserves
- Evergreen 1 – 1 Clifton Rockets
- Jamaica Bell 2 – 2 Torpedo Reserves
- Lion FC 3 – 2 St Andrews
- Old Cliftonians 0 – 1 Sneyd Park Reserves
Division 3
- Clifton St Vincents A Team P – P Clifton Rockets Reserves
- Cotham Old Boys P – P Bengal Tigers
- Durdham Down AS P – P Torpedo A Team
- Greens Park Rangers P – P Saints Old Boys A Team
- Helios FC P – P Sporting Greyhound Reserves
Division 4
- NCSF United P – P Saints Old Boys B Team
- Portland Old Boys A Team P – P Torpedo B Team
1st December 2018 - Saturday
Division 1
- Jersey Rangers P – P Portland Old Boys
- Saints Old Boys P – P Retainers
- Sneyd Park P – P Old Elizabethans
- Torpedo P – P Clifton St Vincents
Division 2
- Jamaica Bell P – P DAC Beachcroft
- Jersey Rangers Reserves P – P Evergreen
- Old Cliftonians P – P Lion FC
Division 3
- Cotham Old Boys P – P Greens Park Rangers
- Durdham Down AS P – P Clifton St Vincents A Team
- Portland Old Boys Reserves P – P Bengal Tigers
- Saints Old Boys A Team P – P Torpedo A Team
- Sporting Greyhound Reserves P – P Clifton Rockets Reserves
Division 4
- Portland Old Boys A Team P – P NCSF United
- Saints Old Boys B Team P – P Torpedo B Team
24th November 2018 - Saturday
Division 1
- Ashley 3 – 3 AFC Bohemia
- Clifton St Vincents 3 – 1 Wellington Wanderers
- Jersey Rangers 1 – 2 Torpedo
- Old Elizabethans 0 – 2 Sporting Greyhound
- Portland Old Boys 2 – 1 Saints Old Boys
- Retainers 0 – 2 Sneyd Park
Division 2
- Clifton St Vincents Reserves 3 – 4 Clifton Rockets
- DAC Beachcroft 3 – 5 Torpedo Reserves
- Evergreen 2 – 3 St Andrews
- Jamaica Bell 2 – 2 Sneyd Park Reserves
- Jersey Rangers Reserves 3 – 2 Old Cliftonians
- Lion FC 1 – 4 Saints Old Boys Reserves
Division 3
- Clifton Rockets Reserves 4 – 6 Bengal Tigers
- Clifton St Vincents A Team 2 – 4 Torpedo A Team
- Cotham Old Boys 0 – 1 Sporting Greyhound Reserves
- Durdham Down AS 4 – 1 Sneyd Park A Team
- Greens Park Rangers 2 – 1 Portland Old Boys Reserves
- Helios FC 1 – 2 Saints Old Boys A Team
Division 4
- Clifton St Vincents B Team 3 – 3 West Town United
- Clifton Vale 6 – 3 Torpedo B Team
- Lion FC Reserves 2 – 4 Sneyd Park B Team
- NCSF United 3 – 1 Retainers Reserves
- Portland Old Boys A Team 2 – 2 Saints Old Boys B Team
17th November 2018 - Saturday
Division 1
- Clifton St Vincents 4 – 6 Evergreen
- Jersey Rangers 4 – 3 Jersey Rangers Reserves
- Old Elizabethans 0 – 3 Torpedo
- Retainers 1 – 5 Wellington Wanderers
- Sneyd Park 4 – 0 Saints Old Boys
- Portland Old Boys H – W Ashley
Division 2
- Saints Old Boys Reserves 3 – 0 St Andrews
- Sneyd Park Reserves 5 – 2 DAC Beachcroft
- Clifton St Vincents Reserves 1 – 2 Jamaica Bell
- Old Cliftonians 7 – 6 AFC Bohemia
- Torpedo Reserves 2 – 4 Clifton Rockets
Division 3
- Clifton Rockets Reserves 2 – 3 Durdham Down AS
- Cotham Old Boys 2 – 0 Greens Park Rangers
- Helios FC 4 – 3 Bengal Tigers
- Portland Old Boys Reserves 0 – 3 Clifton St Vincents A Team
- Sporting Greyhound Reserves 2 – 3 Saints Old Boys A Team
Division 4
- Clifton St Vincents B Team 0 – 6 Portland Old Boys A Team
- Saints Old Boys B Team 0 – 1 Clifton Vale
- APS 2 – 1 Sneyd Park A Team
- Torpedo B Team 5 – 4 Lion FC Reserves
- NCSF United 0 – 0 Sneyd Park B Team
10th November 2018 - Saturday
Division 1
- AFC Bohemia 0 – 2 Torpedo
- Ashley 1 – 0 Sporting Greyhound
- Clifton St Vincents 0 – 4 Sneyd Park
- Jersey Rangers 7 – 1 Saints Old Boys
- Old Elizabethans 3 – 2 Retainers
- Wellington Wanderers 4 – 3 Portland Old Boys
Division 2
- Clifton Rockets 3 – 4 St Andrews
- Clifton St Vincents Reserves 1 – 1 Sneyd Park Reserves
- DAC Beachcroft 6 – 4 Saints Old Boys Reserves
- Evergreen 2 – 4 Old Cliftonians
- Jamaica Bell 1 – 1 Lion FC
- Torpedo Reserves 3 – 1 Jersey Rangers Reserves
Division 3
- Bengal Tigers 3 – 3 Sporting Greyhound Reserves
- Clifton St Vincents A Team 1 – 3 Saints Old Boys A Team
- Cotham Old Boys 2 – 4 Portland Old Boys Reserves
- Durdham Down AS 2 – 1 Helios FC
- Torpedo A Team 2 – 0 Greens Park Rangers
- Clifton Rockets Reserves A – W Sneyd Park A Team
Division 4
- APS 5 – 0 Torpedo B Team
- Clifton St Vincents B Team 3 – 2 Saints Old Boys B Team
- Clifton Vale 2 – 4 Retainers Reserves
- Lion FC Reserves 7 – 0 Portland Old Boys A Team
- West Town United 1 – 4 NCSF United
3rd November 2018 - Saturday
Division 1
- Portland Old Boys 5 – 0 Old Elizabethans
- Retainers 2 – 4 Jersey Rangers
- Saints Old Boys 3 – 0 Clifton St Vincents
- Sneyd Park 6 – 0 Ashley
Division 2
- Clifton St Vincents Reserves 0 – 0 Jersey Rangers Reserves
Division 3
- Greens Park Rangers 5 – 1 Durdham Down AS
- Helios FC 2 – 0 Cotham Old Boys
- Portland Old Boys Reserves 2 – 0 Clifton St Vincents A Team
- Saints Old Boys A Team 3 – 4 Clifton Rockets Reserves
- Sneyd Park A Team 1 – 1 Bengal Tigers
- Sporting Greyhound Reserves 1 – 0 Torpedo A Team
Division 4
- NCSF United 3 – 3 Lion FC Reserves
- Portland Old Boys A Team 0 – 8 Clifton Vale
- Retainers Reserves 1 – 1 Clifton St Vincents B Team
- Sneyd Park B Team 1 – 2 APS
- Torpedo B Team 0 – 4 West Town United
27th October 2018 - Saturday
Division 1
- AFC Bohemia 0 – 3 Sneyd Park
- Ashley 2 – 3 Torpedo
- Clifton St Vincents 3 – 0 Retainers
- Jersey Rangers 5 – 0 Old Elizabethans
- Wellington Wanderers 5 – 2 Sporting Greyhound
Division 2
- Clifton Rockets 1 – 3 Evergreen
- Clifton St Vincents Reserves 2 – 3 DAC Beachcroft
- Saints Old Boys Reserves 4 – 2 Jersey Rangers Reserves
- Sneyd Park Reserves 3 – 3 Old Cliftonians
- St Andrews 7 – 0 Lion FC
- Torpedo Reserves 2 – 1 Jamaica Bell
20th October 2018 - Saturday
Division 1
- Old Elizabethans 1 – 4 Clifton St Vincents
- Portland Old Boys 3 – 3 Jersey Rangers
- Retainers 2 – 1 Ashley
- Saints Old Boys 2 – 2 AFC Bohemia
- Sneyd Park 7 – 1 Wellington Wanderers
- Sporting Greyhound 3 – 4 Torpedo
Division 2
- Clifton Rockets 3 – 2 Lion FC
- Clifton St Vincents Reserves 4 – 4 Jamaica Bell
- DAC Beachcroft 3 – 4 Evergreen
- Sneyd Park Reserves 5 – 2 Jersey Rangers Reserves
- St Andrews 7 – 2 Saints Old Boys Reserves
- Torpedo Reserves 4 – 3 Old Cliftonians
Division 3
- Bengal Tigers 0 – 2 Greens Park Rangers
- Portland Old Boys Reserves 0 – 2 Helios FC
- Saints Old Boys A Team 1 – 4 Durdham Down AS
- Sneyd Park A Team 5 – 0 Cotham Old Boys
- Sporting Greyhound Reserves 2 – 3 Clifton St Vincents A Team
- Torpedo A Team 3 – 2 Clifton Rockets Reserves
Division 4
- Lion FC Reserves 5 – 5 Clifton St Vincents B Team
- NCSF United 4 – 2 Clifton Vale
- Retainers Reserves 4 – 3 APS
- Saints Old Boys B Team 2 – 3 West Town United
- Sneyd Park B Team 9 – 0 Torpedo B Team
13th October 2018 - Saturday
Division 1
- Clifton St Vincents 2 – 1 AFC Bohemia
- Torpedo 0 – 3 Sneyd Park
- Portland Old Boys 2 – 3 Jamaica Bell
- Sporting Greyhound 4 – 6 Clifton St Vincents Reserves
- Wellington Wanderers 2 – 0 DAC Beachcroft
Division 2
- Old Cliftonians 1 – 1 Clifton Rockets
- Evergreen 3 – 1 Ashley
- Lion FC 0 – 1 Old Elizabethans
- Saints Old Boys Reserves 1 – 2 Torpedo Reserves
- Sneyd Park Reserves 0 – 3 Saints Old Boys
- St Andrews 0 – 3 Jersey Rangers
Division 3
- Bengal Tigers 1 – 2 Helios FC
- Greens Park Rangers 2 – 2 Cotham Old Boys
- Clifton St Vincents A Team 6 – 4 Torpedo A Team
- Saints Old Boys A Team 3 – 2 Durdham Down AS
Division 4
- Sneyd Park B Team 1 – 1 NCSF United
- APS 3 – 0 Saints Old Boys B Team
- Clifton St Vincents B Team 4 – 7 Sneyd Park A Team
- Clifton Vale 2 – 5 Portland Old Boys Reserves
- Portland Old Boys A Team 4 – 7 Sporting Greyhound Reserves
- Retainers Reserves 6 – 3 West Town United
- Torpedo B Team 3 – 1 Clifton Rockets Reserves
6th October 2018 - Saturday
Division 1
- Jersey Rangers 1 – 4 Ashley
- Old Elizabethans 1 – 1 AFC Bohemia
- Portland Old Boys 0 – 4 Clifton St Vincents
- Retainers 0 – 4 Wellington Wanderers
- Saints Old Boys 0 – 3 Torpedo
- Sneyd Park 6 – 1 Sporting Greyhound
Division 2
- Evergreen 3 – 5 Clifton St Vincents Reserves
- Jamaica Bell 0 – 0 Clifton Rockets
- Jersey Rangers Reserves 3 – 4 DAC Beachcroft
- Lion FC 1 – 2 Torpedo Reserves
- Old Cliftonians 3 – 3 St Andrews
- Saints Old Boys Reserves 0 – 3 Sneyd Park Reserves
Division 3
- Cotham Old Boys 2 – 2 Clifton Rockets Reserves
- Durdham Down AS 2 – 7 Bengal Tigers
- Greens Park Rangers 1 – 2 Clifton St Vincents A Team
- Helios FC 5 – 2 Torpedo A Team
- Portland Old Boys Reserves 0 – 1 Sporting Greyhound Reserves
- Saints Old Boys A Team 1 – 2 Sneyd Park A Team
Division 4
- Lion FC Reserves 3 – 1 APS
- NCSF United 4 – 0 Clifton St Vincents B Team
- Portland Old Boys A Team 1 – 3 West Town United
- Retainers Reserves 4 – 0 Torpedo B Team
- Saints Old Boys B Team 1 – 5 Sneyd Park B Team
29th September 2018 - Saturday
Division 1
- Sneyd Park 3 – 2 Portland Old Boys
- Sporting Greyhound 0 – 1 Saints Old Boys
- Torpedo 1 – 2 Wellington Wanderers
Division 2
- Sneyd Park Reserves 0 – 2 St Andrews
- Torpedo Reserves 0 – 0 Evergreen
Division 3
- Bengal Tigers 4 – 4 Cotham Old Boys
- Clifton Rockets Reserves 6 – 2 Clifton St Vincents A Team
- Saints Old Boys A Team 1 – 1 Greens Park Rangers
- Sneyd Park A Team 4 – 2 Portland Old Boys Reserves
- Sporting Greyhound Reserves 1 – 2 Helios FC
- Torpedo A Team 1 – 2 Durdham Down AS
Division 4
- Clifton St Vincents B Team 2 – 0 Torpedo B Team
- Clifton Vale 2 – 4 Sneyd Park B Team
- Lion FC Reserves 2 – 2 Saints Old Boys B Team
- NCSF United 3 – 1 APS
- Portland Old Boys A Team 1 – 7 Retainers Reserves
22nd September 2018 - Saturday
Division 1
- Ashley 3 – 0 Old Elizabethans
- Retainers 1 – 5 Sporting Greyhound
- Wellington Wanderers 1 – 1 AFC Bohemia
Division 2
- Clifton Rockets 3 – 0 Saints Old Boys Reserves
- Clifton St Vincents Reserves 5 – 4 Old Cliftonians
- DAC Beachcroft 2 – 2 Lion FC
- Evergreen 2 – 1 Jamaica Bell
- St Andrews 3 – 3 Jersey Rangers Reserves
- Torpedo Reserves 1 – 1 Sneyd Park Reserves
Division 3
- Bengal Tigers 2 – 3 Saints Old Boys A Team
- Clifton Rockets Reserves 5 – 1 Portland Old Boys Reserves
- Clifton St Vincents A Team 3 – 1 Helios FC
- Cotham Old Boys 2 – 2 Durdham Down AS
- Sporting Greyhound Reserves 2 – 5 Greens Park Rangers
- Torpedo A Team 0 – 2 Sneyd Park A Team
Division 4
- Clifton St Vincents B Team 4 – 2 Clifton Vale
- Lion FC Reserves 6 – 0 Torpedo B Team
- Portland Old Boys A Team 0 – 5 Sneyd Park B Team
- Retainers Reserves 0 – 2 Saints Old Boys B Team
15th September 2018 - Saturday
Division 1
- AFC Bohemia 2 – 1 Ashley
- Saints Old Boys 4 – 2 Portland Old Boys
- Sneyd Park 7 – 0 Retainers
- Sporting Greyhound 1 – 2 Old Elizabethans
- Torpedo 0 – 0 Jersey Rangers
- Wellington Wanderers 2 – 2 Clifton St Vincents
Division 2
- Clifton Rockets 4 – 0 Clifton St Vincents Reserves
- Old Cliftonians 4 – 2 Jersey Rangers Reserves
- Saints Old Boys Reserves 0 – 3 Lion FC
- Sneyd Park Reserves 0 – 0 Jamaica Bell
- St Andrews 3 – 2 Evergreen
- Torpedo Reserves 3 – 2 DAC Beachcroft
Division 3
- Bengal Tigers 8 – 1 Clifton Rockets Reserves
- Portland Old Boys Reserves 1 – 4 Greens Park Rangers
- Saints Old Boys A Team 1 – 1 Helios FC
- Sneyd Park A Team 2 – 0 Durdham Down AS
- Sporting Greyhound Reserves 0 – 3 Cotham Old Boys
- Torpedo A Team 5 – 0 Clifton St Vincents A Team
Division 4
- Retainers Reserves 3 – 0 NCSF United
- Sneyd Park B Team 5 – 1 Lion FC Reserves
- Torpedo B Team 0 – 3 Clifton Vale
- West Town United 1 – 4 Clifton St Vincents B Team
8th September 2018 - Saturday
Division 1
- Jersey Rangers 1 – 1 Sporting Greyhound
- Portland Old Boys 3 – 2 AFC Bohemia
- Retainers 2 – 0 Saints Old Boys
- Torpedo 2 – 0 Ashley
Division 2
- Clifton St Vincents Reserves 1 – 3 Torpedo Reserves
- DAC Beachcroft 1 – 4 St Andrews
- Evergreen 2 – 4 Sneyd Park Reserves
- Jamaica Bell 4 – 2 Saints Old Boys Reserves
- Jersey Rangers Reserves 0 – 3 Clifton Rockets
- Lion FC 2 – 1 Old Cliftonians
Division 3
- Clifton Rockets Reserves 3 – 2 Torpedo A Team
- Cotham Old Boys 0 – 1 Sneyd Park A Team
- Durdham Down AS 2 – 6 Saints Old Boys A Team
- Greens Park Rangers 0 – 2 Bengal Tigers
- Helios FC 3 – 0 Portland Old Boys Reserves
- Clifton St Vincents A Team H – W Sporting Greyhound Reserves
Division 4
- Saints Old Boys B Team 3 – 1 Portland Old Boys A Team
6th September 2018 - Thursday
Division 2
- DAC Beachcroft 2 – 5 Clifton Rockets
- Jersey Rangers Reserves 0 – 3 Clifton St Vincents Reserves
- Old Cliftonians 1 – 6 Saints Old Boys Reserves
Division 4
- APS 1 – 1 Clifton Vale
- Saints Old Boys B Team 0 – 5 NCSF United
- Sneyd Park B Team 3 – 2 Retainers Reserves
- Torpedo B Team 2 – 2 Portland Old Boys A Team
- West Town United 0 – 1 Lion FC Reserves
5th September 2018 - Wednesday
Division 1
- Wellington Wanderers 1 – 5 Old Elizabethans
- Sneyd Park 2 – 0 Clifton St Vincents
Division 2
- Evergreen 2 – 0 Torpedo Reserves
- Jamaica Bell 2 – 2 St Andrews
Division 3
- Cotham Old Boys 3 – 0 Torpedo A Team
- Durdham Down AS 3 – 2 Sporting Greyhound Reserves
- Greens Park Rangers 3 – 1 Clifton Rockets Reserves
- Portland Old Boys Reserves 4 – 1 Saints Old Boys A Team
