2018–19 Kent Senior Cup

The 2018–19 Kent Senior Cup was an English football competition played between senior clubs in the county of Kent. It was administered by the Kent County Football Association.

First round[edit]

16 teams entered at the first round with a further 8 receiving byes directly into the second round.

Home team	Score	Away team	Report
Phoenix Sports	1–6	Herne Bay
Faversham Town	2-2	Greenwich Borough
(Faversham Town won on penalties)
Whitstable Town	1-1	VCD Athletic	Report
(Whitstable Town won 5-4 on penalties)
Cray Wanderers	2-1	Ramsgate
Tonbridge Angels	3-2	Sittingbourne	Report
Folkestone Invicta	1-3	Sevenoaks Town
Hythe Town	3-1	Margate	Report
Ashford United	3-3	Thamesmead Town
(Thamesmead Town won on penalties)

Home team	Score	Away team	Report
Cray Wanderers	1–5	Charlton Athletic U23
Maidstone United	4-2	Dover Athletic	Report
Whitstable Town	2-3	Tonbridge Angels	Report
Dartford	Walkover	Thamesmead Town
Sevenoaks Town	1-1	Ebbsfleet United
(Ebbsfleet United won 3-1 on penalties)
Bromley	4-1	Faversham Town
Herne Bay	3-0	Hythe Town
Welling United	1-2	Gillingham	Report

Home team	Score	Away team	Report
Bromley	3-1	Charlton Athletic U23
Dartford	1-1	Maidstone United	Report
(Maidstone United won 8-7 on penalties)
Tonbridge Angels	2-0	Ebbsfleet United	Report
Herne Bay	1-4	Gillingham

Home team	Score	Away team	Report
Maidstone United	2-2	Gillingham	Report
(Maidstone United won 4-2 on penalties)
Tonbridge Angels	0-1	Bromley	Report

Home team	Score	Away team	Report
Bromley	1-1	Maidstone United	Report
(Maidstone United won 3-2 on penalties)