Cricklade Supreme Trophy & Shield 2021 - Knockout Phases
Games scheduled for May 1 but may be changed by the clubs.
| Cup Last 16 | |||
| Three Daggers | 3 | Minety | 3 |
| Minety won 4-3 on penalties | |||
| Shrewton United | 3 | Tredworth Tigers | 1 |
| Wickwar Wanderers | 2 | Kingswood | 2 |
| Wickwar won 6-5 on penalties | |||
| Old Richians | 0 | Odd Down Res. | 3 |
| Chesterton FC | Purton | ||
| Hatherop | 0 | Redhouse FC | 0 |
| Hatherop won 4-2 on penalties | |||
| Cricklade Res | Cricklade Town A | ||
| Malmesbury Vics Dev | 4 | Lambourn Sports FC | 2 |
| Shield Last 16 | |||
| Seend United | 3 | Siddington | 4 |
| Ludgershall Sports | Quedgeley Wdrs Res. | ||
| Stratton United | 4 | Minety Dev. | 0 |
| Kingswood Res. | 2 | Kingshill Sports | 0 |
| Jovial Monk | 1 | Nalgo | 1 |
| Jovial Monk won 3-1 on penalties | |||
| Swindon Centurions | Swindon AFC | ||
| Spectrum | 0 | Ashton Keynes | 2 |
| Redhouse Vets | 1 | Stanford in the Vale FC | 1 |
| Redhouse Vets won 5-4 on penalties | |||