| 2018-07-10 19:45:4910th July 2018 |   Whyteleafe vs Welling United | 2 - 4 | Pre-Season Friendly | Church Road | Report |
- |
| 2018-07-14 12:30:3214th July 2018 |  Welling United vs Charlton Athletic | 1 - 2 | Pre-Season Friendly | Park View Road | Report |
- |
| 2018-07-21 15:00:2021st July 2018 |  Welling United vs Watford U23 | 3 - 1 | Pre-Season Friendly | Park View Road | Report |
- |
| 2018-07-24 19:45:4924th July 2018 |  Dover vs Welling United | 1 - 0 | Pre-Season Friendly | Crabble Athletic Ground | Report |
- |
| 2018-07-28 15:00:3528th July 2018 |  Welling United vs QPR | 4 - 1 | Pre-Season Friendly | Park View Road | Report |
- |
| 2018-07-30 19:30:3530th July 2018 |  Welling United vs Millwall | 0 - 1 | Pre-Season Friendly | Park View Road | Report |
- |
| 2018-07-31 19:45:3731st July 2018 |  Dorking vs Welling United | 2 - 3 | Pre-Season Friendly | Meadowbank Stadium | Report |
- |
| 2018-08-04 15:00:534th August 2018 |  Welling United vs Dulwich Hamlet | 2 - 0 | Vanarama National League South | Park View Road | Report |
1,057 |
| 2018-08-07 19:45:577th August 2018 |  Eastbourne vs Welling United | 1 - 0 | Vanarama National League South | Priory Lane | Report |
585 |
| 2018-08-11 15:00:4811th August 2018 |  Chippenham Town vs Welling United | 1 - 4 | Vanarama National League South | Hardenhuish Park | Report |
498 |
| 2018-08-14 19:45:4714th August 2018 |  Welling United vs Billericay Town | 0 - 3 | Vanarama National League South | Park View Road | Report |
742 |
| 2018-08-18 15:00:0718th August 2018 |  Truro City vs Welling United | 2 - 2 | Vanarama National League South | Plainmoor | Report |
159 |
| 2018-08-25 15:00:0625th August 2018 |  Welling United vs Hemel Hempstead | 1 - 1 | Vanarama National League South | Park View Road | Report |
481 |
| 2018-08-27 15:00:3727th August 2018 |  Concord Rangers vs Welling United | 0 - 5 | Vanarama National League South | The Aspect Arena | Report |
637 |
| 2018-09-01 15:00:041st September 2018 |  Welling United vs Oxford City | 3 - 2 | Vanarama National League South | Park View Road | Report |
465 |
| 2018-09-08 15:00:378th September 2018 |  Chelmsford City vs Welling United | 0 - 0 | Vanarama National League South | Melbourne Community Stadium | Report |
806 |
| 2018-09-11 19:45:3211th September 2018 |  Welling United vs Gillingham | 1 - 2 | Kent Senior Cup | Park View Road | Report |
197 |
| 2018-09-15 15:00:4915th September 2018 |  Welling United vs East Thurrock | 2 - 0 | Vanarama National League South | Park View Road | Report |
547 |
| 2018-09-22 15:00:0422nd September 2018 |  Welling United vs Chesham United | 2 - 1 | Emirates FA Cup | Park View Road | Report |
465 |
| 2018-09-29 15:00:1429th September 2018 |  Bath City vs Welling United | 0 - 2 | Vanarama National League South | Twerton Park | Report |
1585 |
| 2018-10-06 15:00:416th October 2018 |  Hereford vs Welling United | 0 - 2 | Emirates FA Cup | Edgar Street | Report |
1330 |
| 2018-10-13 15:00:1913th October 2018 |  Welling United vs Slough Town | 2 - 1 | Vanarama National League South | Park View Road | Report |
953 |
| 2018-10-20 15:00:5220th October 2018 |  Woking vs Welling United | 1 - 0 | Emirates FA Cup | The Laithwaite Community Stadium | Report |
- |
| 2018-10-27 15:00:0827th October 2018 |  Welling United vs Gloucester | 3 - 1 | Vanarama National League South | Park View Road | Report |
600 |
| 2018-10-30 19:45:3730th October 2018 |  St Albans City vs Welling United | 2 - 0 | Vanarama National League South | Clarence Park Stadium | Report |
508 |
| 2018-11-03 13:00:473rd November 2018 |  Welling United vs Wealdstone | 1 - 1 | Vanarama National League South | Park View Road | Report |
504 |
| 2018-11-06 19:45:326th November 2018 |  Welling United vs Corinthian-Casuals | 2 - 0 | London Senior Cup | King George V Arena | Report |
- |
| 2018-11-17 15:00:3417th November 2018 |  Welling United vs Weston-super-Mare | 3 - 1 | Vanarama National League South | Park View Road | Report |
622 |
| 2018-11-24 15:00:0324th November 2018 | Welling United vs Dulwich Hamlet | 1 - 1 | Buildbase FA Trophy | Park View Road | Report |
- |
| 2018-11-28 19:45:3528th November 2018 | Dulwich Hamlet vs Welling United | 2 - 1 | Buildbase FA Trophy | Champion Hill Stadium | Report |
- |
| 2018-12-01 15:00:241st December 2018 |  Welling United vs Hungerford Town | 3 - 1 | Vanarama National League South | Park View Road | Report |
404 |
| 2018-12-08 15:00:148th December 2018 |  Torquay United vs Welling United | 3 - 1 | Vanarama National League South | Plainmoor | Report |
2460 |
| 2018-12-15 15:00:2815th December 2018 |  Hampton & Richmond vs Welling United | 2 - 1 | Vanarama National League South | Beveree Stadium | Report |
323 |
| 2018-12-22 15:00:1922nd December 2018 | Hemel Hempstead vs Welling United | 1 - 1 | Vanarama National League South | Vauxhall Road | Report |
474 |
| 2018-12-26 13:00:3626th December 2018 |  Welling United vs Dartford | 2 - 0 | Vanarama National League South | Park View Road | Report |
1912 |
| 2018-12-29 15:00:1729th December 2018 | Welling United vs Concord Rangers | 0 - 1 | Vanarama National League South | Park View Road | Report |
611 |
| 2019-01-01 15:00:051st January 2019 | Dartford vs Welling United | 1 - 0 | Vanarama National League South | Princes Park | Report |
1725 |
| 2019-01-05 15:00:025th January 2019 | Welling United vs Truro City | 5 - 3 | Vanarama National League South | Park View Road | Report |
420 |
| 2019-01-09 19:45:459th January 2019 | Woking vs Welling United | 2 - 0 | Vanarama National League South | The Laithwaite Community Stadium | Report |
1483 |
| 2019-01-19 15:00:3219th January 2019 | Welling United vs Eastbourne | 1 - 0 | Vanarama National League South | Park View Road | Report |
445 |
| 2019-01-26 15:00:3126th January 2019 | Billericay Town vs Welling United | 2 - 0 | Vanarama National League South | New Lodge | Report |
1129 |
| 2019-01-29 19:45:3429th January 2019 |  Welling United vs Leyton Orient | 2 - 1 | London Senior Cup | Park View Road | Report |
- |
| 2019-02-05 19:45:205th February 2019 | Welling United vs Chippenham Town | 2 - 1 | Vanarama National League South | Park View Road | Report |
248 |
| 2019-02-09 15:00:109th February 2019 | Dulwich Hamlet vs Welling United | 2 - 1 | Vanarama National League South | Champion Hill Stadium | Report |
2353 |
| 2019-02-12 19:45:4012th February 2019 | Oxford City vs Welling United | 0 - 1 | Vanarama National League South | Court Place Farm | Report |
214 |
| 2019-02-16 15:00:5316th February 2019 | Welling United vs Torquay United | 2 - 0 | Vanarama National League South | Park View Road | Report |
808 |
| 2019-02-23 15:00:4523rd February 2019 | Hungerford Town vs Welling United | 0 - 1 | Vanarama National League South | Bulpit Lane | Report |
220 |
| 2019-03-02 15:00:522nd March 2019 | Welling United vs St Albans City | 2 - 2 | Vanarama National League South | Park View Road | Report |
589 |
| 2019-03-05 19:45:485th March 2019 |  Harrow Borough vs Welling United | 1 - 3 | London Senior Cup | Earlsmead Stadium | Report |
- |
| 2019-03-09 15:00:419th March 2019 | Wealdstone vs Welling United | 1 - 3 | Vanarama National League South | Grosvenor Vale | Report |
811 |
| 2019-03-16 15:00:4616th March 2019 | Welling United vs Woking | 3 - 3 | Vanarama National League South | Park View Road | Report |
807 |
| 2019-03-23 15:00:2123rd March 2019 | Weston-super-Mare vs Welling United | 0 - 1 | Vanarama National League South | Woodspring Stadium | Report |
- |
| 2019-03-30 15:00:2330th March 2019 | Gloucester vs Welling United | 0 - 1 | Vanarama National League South | Jubilee Stadium | Report |
283 |
| 2019-04-06 15:00:106th April 2019 | Welling United vs Bath City | 2 - 1 | Vanarama National League South | Park View Road | Report |
711 |
| 2019-04-09 19:45:209th April 2019 |  Welling United vs Brentford B | 1 - 0 | London Senior Cup | Maurice Rebak Stadium | Report |
- |
| 2019-04-13 15:00:5113th April 2019 | Slough Town vs Welling United | 1 - 0 | Vanarama National League South | Arbour Park | Report |
801 |
| 2019-04-19 15:00:5719th April 2019 | Welling United vs Chelmsford City | 2 - 0 | Vanarama National League South | Park View Road | Report |
934 |
| 2019-04-22 15:00:3422nd April 2019 | East Thurrock vs Welling United | 4 - 1 | Vanarama National League South | FutureFuel Stadium | Report |
566 |
| 2019-04-27 15:00:3927th April 2019 | Welling United vs Hampton & Richmond | 4 - 0 | Vanarama National League South | Park View Road | Report |
- |
| 2019-05-05 15:00:315th May 2019 | Welling United vs Chelmsford City | 3 - 2 | Vanarama National League South Play-Offs | Park View Road | Report |
- |
| 2019-05-12 15:00:4112th May 2019 | Woking vs Welling United | 1 - 0 | Vanarama National League South Play-Offs | The Laithwaite Community Stadium | Report |
- |
