Sussex Senior Cup 2008-09
First Round
- Seaford Town 0-2 Shoreham
- Worthing United 1-3 Littlehampton Town
- Midhurst & Easebourne 3-4 Peacehaven & Telscombe
- Sidley United 1-4 Lancing
- Storrington 0-2 St Francis Rangers
- Wealden 3-0 Sidlesham
- Rustington 0-1 Chichester City United
- Westfield 4-2 Steyning Town
- Crawley Down 2-2 East Grinstead Town
- Eastbourne United Association 5-5 Mile Oak
- Loxwood 0-1 Hailsham Town
- Selsey 1-0 Southwick
- Ringmer 4-0 Pagham
- Oakwood 3-2 Rye United
- Bexhill United 0-5 Hassocks
First Round Replays
- East Grinstead 0-0 Crawley Down (Crawley Down won 4-3 on penalties)
- Mile Oak 2-1 Eastbourne United Association
Second Round
- Hassocks 2-5 Bognor Regis Town
- Ringmer 1-2 Horsham
- Oakwood 2-5 Crowborough Athletic
- Wick 1-5 Lewes
- Eastbourne Borough 4-3 Mile Oak
- Crawley Down 0-3 Worthing
- Selsey 3-1 Peacehaven & Telscombe
- Lancing 2-3 Three Bridges
- Crawley Town 0-1 Brighton & Hove Albion reserves
- Wealden 0-4 Hailsham Town
- Eastbourne Town 1-4 Arundel
- Whitehawk 1-2 Chichester City United
- Burgess Hill Town 0-1 Hastings United (@ Hastings)
- Shoreham 3-3 Westfield
- St Francis Rangers 0-3 Horsham Y M C A
- Littlehampton Town 1-3 East Preston
Second Round Replay
- Westfield 1-1 Shoreham (Shoreham won 3-2 on penalties)
Second Round
- Worthing 0-2 Eastbourne Borough
- Hailsham Town 1-3 Brighton & Hove Albion reserves
- Bognor Regis Town - Chichester City United
- Hastings United 2-5 Horsham Y M C A
- Shoreham - East Preston
- Selsey 0-1 Lewes
- Crowborough Athletic 3-3 Arundel
- Horsham 2-1 Three Bridges
Third Round Replay
- Arundel 4-5 Crowborough Athletic
Sussex R U R Charity Cup 2008-09
Sponsored by Principal
First Round
- St Francis Rangers 2-1 Seaford Town
- Storrington 2-3 Wealden
- Bexhill United 0-5 Lingfield
- Chichester City United 1-2 Wick
- Worthing United 1-5 Lancing
- Shoreham 4-3 Rye United
Second Round
- Oakwood 1-3 St Francis Rangers
- Horsham Y M C A 1-2 Shoreham
- Eastbourne United Association 4-2 Whitehawk
- Hailsham Town 3-1 East Grinstead Town
- Redhill 0-0 Steyning Town (Redhill won 6-5 on penalties)
- Southwick 1-5 Pagham
- Selsey 2-0 Arundel
- Ringmer 2-1 Sidley United
- East Preston 1-0 Rustington (E Preston played suspended player, tie awarded to Rustington)
- Hassocks 2-1 Midhurst & Easebourne
- Three Bridges 11-0 Wealden
- Lancing 3-5 Littlehampton Town
- Loxwood 3-0 Sidlesham
- Peacehaven & Telscombe 0-1 Crawley Down
- Mile Oak 6-3 Wick
- Lingfield 3-0 Westfield
Third Round
- Mile Oak 0-1 Hassocks
- Rustington 3-0 Ringmer
- Littlehampton Town 1-6 Eastbourne United Association
- St Francis Rangers 4-2 Hailsham Town
- Selsey 2-1 Crawley Down
- Loxwood 1-2 Pagham (awarded to Loxwood)
- Lingfield - Three Bridges
- Redhill 1-0 Shoreham
Quarter Finals
- Hassocks - Lingfield/Three Bridges
- Rustington - St Francis Rangers
- Eastbourne United Association 6-0 Redhill
- Loxwood 3-1 Selsey
2008-09 Cups Summary
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