January 2020
| Date | Match | Time | League | Ground |
|---|---|---|---|---|
  Welling United vs Hampton & Richmond Borough | Vanarama National League South | Park View Road 1 Park View Rd, Welling DA16 1SY, UK |
February 2020
| Date | Match | Time | League | Ground |
|---|---|---|---|---|
 Welling United vs Havant & Waterlooville | Vanarama National League South | Park View Road 1 Park View Rd, Welling DA16 1SY, UK | ||
 Dartford vs Welling United | Vanarama National League South | Princes Park Grass Banks, Dartford DA1 1LZ, UK | ||
 Welling United vs Braintree Town | Vanarama National League South | Park View Road 1 Park View Rd, Welling DA16 1SY, UK | ||
 Chippenham Town vs Welling United | Vanarama National League South | Hardenhuish Park 34-36 A420, Chippenham SN15, UK | ||
 Welling United vs Ebbsfleet United | Vanarama National League South | Park View Road 1 Park View Rd, Welling DA16 1SY, UK | ||
 Welling United vs Bath City | Vanarama National League South | Park View Road 1 Park View Rd, Welling DA16 1SY, UK | ||
| Havant & Waterlooville vs Welling United | Vanarama National League South | The Westleigh Martin Road, Havant PO9 5TH, United Kingdom |
March 2020
| Date | Match | Time | League | Ground |
|---|---|---|---|---|
 Welling United vs Dorking Wanderers | Vanarama National League South | Park View Road 1 Park View Rd, Welling DA16 1SY, UK | ||
| Ebbsfleet United vs Welling United | Vanarama National League South | The Kuflink Stadium Stonebridge Road, Northfleet, Kent DA11 9GN | ||
 Welling United vs Maidstone United | Vanarama National League South | Park View Road 1 Park View Rd, Welling DA16 1SY, UK | ||
 Welling United vs Slough Town | Vanarama National League South | Park View Road 1 Park View Rd, Welling DA16 1SY, UK |
April 2020
| Date | Match | Time | League | Ground |
|---|---|---|---|---|
 St Albans City vs Welling United | Vanarama National League South | Clarence Park Stadium 6 York Rd, St Albans AL1, UK | ||
 Welling United vs Eastbourne Borough | Vanarama National League South | Park View Road 1 Park View Rd, Welling DA16 1SY, UK | ||
 Welling United vs Concord Rangers | Vanarama National League South | Park View Road 1 Park View Rd, Welling DA16 1SY, UK | ||
 Billericay Town vs Welling United | Vanarama National League South | New Lodge 2 Blunts Wall Rd, Billericay CM12 9SA, UK | ||
 Chelmsford City vs Welling United | Vanarama National League South | Melbourne Community Stadium 21 Tugby Pl, Chelmsford CM1 4XL, UK | ||
 Welling United vs Hemel Hempstead Town | Vanarama National League South | Park View Road 1 Park View Rd, Welling DA16 1SY, UK |
May 2020
| Date | Match | Time | League | Ground |
|---|---|---|---|---|
| Welling United vs Dartford | Vanarama National League South | Park View Road 1 Park View Rd, Welling DA16 1SY, UK | ||
| Hampton & Richmond Borough vs Welling United | Vanarama National League South | Beveree Stadium 13 Beaver Cl, Hampton TW12 2DA, UK | ||
 Tonbridge Angels vs Welling United | Vanarama National League South | Longmead Stadium 72 Whitelake Rd, Tonbridge TN10 3TJ, UK | ||
 Welling United vs Oxford City | Vanarama National League South | Park View Road 1 Park View Rd, Welling DA16 1SY, UK | ||
| Dorking Wanderers vs Welling United | Vanarama National League South | Meadowbank Stadium 22 Mill Ln, Dorking RH4 1DX, UK | ||
 Welling United vs Hungerford Town | Vanarama National League South | Park View Road 1 Park View Rd, Welling DA16 1SY, UK |
