| Tournament details | |
|---|---|
| Country |  England |
| Defending champions | Maidstone United |
| Final positions | |
| Champions | Maidstone United (18th title) |
| Runner-up | Bromley |
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
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) | ||||
Second round
| 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 | |
Quarter-finals
| 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 | ||
Semi-finals
| 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 | |
Final
| Home team | Score | Away team | Report | |
|---|---|---|---|---|
| Bromley | 1-1 | Maidstone United | Report | |
| (Maidstone United won 3-2 on penalties) | ||||
References
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