| Saturday 4th August 2018 | Premier Division | ||
|---|---|---|---|
| Abbey Hey | 2-2 | Winsford United | Att: 80 |
|
Ashford Blake (51) Robert Swallow (68) |
David Short (29p) Samuel Marshall (44) | HT: 0-2 | |
| Monday 6th August 2018 | Premier Division | ||
|---|---|---|---|
| Winsford United | 1-1 | Bootle | Att: 219 |
| Peter Watling (63) | Johnny Roy (67) | HT: 0-0 | |
| Saturday 11th August 2018 | F.A. Challenge Cup Extra Preliminary Round | ||
|---|---|---|---|
| Winsford United | 1-2 | Irlam | Att: 148 |
| David Short (45) |
Marcus Perry (10) Jordan Buckley (90) | HT: 1-1 | |
| Saturday 18th August 2018 | Premier Division | ||
|---|---|---|---|
| Northwich Victoria | 4-1 | Winsford United | Att: 204 |
|
Joel Brownhill (28) Joel Brownhill (47) Kieran Kenny (79) Rory Gorman (86) |
Perry Bircumshaw (54) | HT: 1-0 | |
| Monday 20th August 2018 | Premier Division | ||
|---|---|---|---|
| Winsford United | 1-2 | Runcorn Town | Att: 194 |
| William Foster (73) |
Simon Thelwell (44) Mark Reed (50) | HT: 0-1 | |
| Saturday 25th August 2018 | Premier Division | ||
|---|---|---|---|
| Silsden | 4-2 | Winsford United | Att: 157 |
|
Lee Spires (19) Lee Spires (21) Kyle Hancock (62) Aaron Davis (90) |
Samuel Howel (37) Michael Koral (51) | HT: 2-1 | |
| Monday 27th August 2018 | Premier Division | ||
|---|---|---|---|
| Barnoldswick Town | 4-1 | Winsford United | Att: 126 |
|
Jack Coop (6) Jack Coop (19) Zack Dale (51) Zack Dale (58) |
Joe Duckworth (90) | HT: 2-0 | |
| Saturday 1st September 2018 | F.A. Carlsberg Vase 1st Qualifying Round | ||
|---|---|---|---|
| Winsford United | 2-1 | Liversedge | Att: 92 |
|
Michael Koral (80) Peter Watling (104) |
Rhys Davies (27) | HT: 0-1 | |
| (After Extra Time, 1-1 after 90 mins) | |||
| Tuesday 11th September 2018 | Premier Division | ||
|---|---|---|---|
| Burscough | 4-0 | Winsford United | Att: 78 |
|
Matthew Ward (9) Terry Cummings (11) Matthew Ward (44) Chad Whyte (45) |
HT: 4-0 | ||
| Saturday 15th September 2018 | F.A. Carlsberg Vase 2nd Qualifying Round | ||
|---|---|---|---|
| Winsford United | 5-0 | Worksop Town | Att: 150 |
|
Peter Watling (23) David Short (67) Peter Watling (73) Peter Watling (83) Thomas Fisher (86) |
HT: 1-0 | ||
| Saturday 22nd September 2018 | Premier Division | ||
|---|---|---|---|
| Winsford United | 2-3 | Silsden | Att: 150 |
|
Scott Taylor (61) Peter Watling (68) |
Reece Lyndon (5) Joseph Mitchell (83) Kyle Hancock (89) | HT: 0-1 | |
| Monday 24th September 2018 | Premier Division | ||
|---|---|---|---|
| Winsford United | 3-2 | Northwich Victoria | Att: 288 |
|
David Short (16p) Samuel Marshall (53) Peter Watling (90+3) |
Brian Matthews (12) Brian Matthews (90+5) | HT: 12-1 | |
| Saturday 29th September 2018 | Premier Division | ||
|---|---|---|---|
| City of Liverpool | 5-2 | Winsford United | Att: 295 |
|
Jamie McDonald (41) Thomas Peterson (56) Thomas Peterson (69) Karl Clair (80) John McGrath (90+2) |
Peter Watling (30) Samuel Howell (52) | ||
| Saturday 6th October 2018 | Premier Division | ||
|---|---|---|---|
| Winsford United | 0-4 | Charnock Richard | Att: 198 |
|
Carl Grimshaw (15) Daniel Reagan (35) Alex Ralph (51) Carl Grimshaw (71) | HT: 0-2 | ||
| Monday 8th October 2018 | Premier Division | ||
|---|---|---|---|
| Winsford United | 0-2 | Ashton Athletic | Att: 177 |
|
Joshua Nicholson (10) Declan McLaughlin (83) | HT: 0-1 | ||
| Saturday 13th October 2018 | F.A. Carlsberg Vase 1st Round | ||
|---|---|---|---|
| Sporting Khalsa | 1-0 | Winsford United | Att: 150 |
| Daniel Westwood (52) | HT: 0-0 | ||
| Monday 15th October 2018 | Premier Division | ||
|---|---|---|---|
| Winsford United | 0-2 | Irlam | Att: 163 |
|
Matthew Boland (72) Joel Amado (84) | HT: 0-0 | ||
| Saturday 20th October 2018 | League Challenge Cup 1st Round | ||
|---|---|---|---|
| Cleator Moor Celtic | 5-2 | Winsford United | Att: 109 |
|
Tom Mahone (6) Thomas Ward (9) Stuart Shaw (43) Stuart Shaw (55) Tom Mahone (75) |
Lee Duckworth (63) Scott Taylor (86) | HT: 3-0 | |
| Saturday 27th October 2018 | Premier Division | ||
|---|---|---|---|
| Litherland REMYCA | 1-1 | Winsford United | Att: 61 |
| Declan Gregson (80) | Obi Androvo (18) | HT: 0-1 | |
| Tuesday 6th November 2018 | Premier Division | ||
|---|---|---|---|
| Squires Gate | 0-2 | Winsford United | Att: 60 |
|
Nathan Cotterell (18) Nathan Cotterell (23) | HT: 0-2 | ||
| Saturday 10th November 2018 | Premier Division | ||
|---|---|---|---|
| Hanley Town | 2-0 | Winsford United | Att: 190 |
|
Michael Keates (49) Lewis Salmon (87) |
HT: 0-0 | ||
| Saturday 17th November 2018 | Premier Division | ||
|---|---|---|---|
| Winsford United | 1-0 | Whitchurch Alport | Att: 218 |
| Samuel Howell (57) | HT: 0-0 | ||
| Monday 19th November 2018 | Premier Division | ||
|---|---|---|---|
| Winsford United | 0-3 | Congleton Town | Att: 212 |
|
John Main (48) Dean Warburton (90+2) Bevan Burey (90+4) | HT: 0-0 | ||
| Saturday 24th November 2018 | Premier Division | ||
|---|---|---|---|
| West Didsbury & Chorlton | 1-2 | Winsford United | Att: 305 |
| Matthew Kay (28) |
Obi Anoryo (45+3) David Short (61) | HT: 1-1 | |
| Saturday 1st December 2018 | Premier Division | ||
|---|---|---|---|
| Winsford United | 3-0 | Abbey Hey | Att: 166 |
|
William Foster (8) David Short (45) Rhys Saunders (74) |
HT: 2-0 | ||
| Tuesday 4th December 2018 | Mid Cheshire Senior Cup Semi Finals | ||
|---|---|---|---|
| Witton Albion | 2-2 | Winsford United | Att: 177 |
|
Rob Hopley (45) Own Goal (57) |
Rhys Saunders (68) David Short (81) | HT: 1-0 | |
| (Winsford United won 4-3 on penalties) | |||
| Saturday 15th December 2018 | Premier Division | ||
|---|---|---|---|
| Winsford United | 4-1 | Padiham | Att: 104 |
|
David Short (14) David Short (43) David Short (57) George Blackwell (80) |
Jack Tinning (36) | HT: 2-1 | |
| Tuesday 18th December 2018 | Premier Division | ||
|---|---|---|---|
| Bootle | P-P | Winsford United | |
| NULL | NULL | ||
| Postponed due to waterlogged pitch | |||
| Saturday 22nd December 2018 | Premier Division | ||
|---|---|---|---|
| Winsford United | 2-2 | Burscough | Att: 135 |
|
William Foster (16 Samuel Howell (73) |
Jordan Lorde (51) Chad Whyte (66) | HT: 1-0 | |
| Wednesday 26th December 2018 | Premier Division | ||
|---|---|---|---|
| 1874 Northwich | 1-1 | Winsford United | Att: 452 |
| Taylor Kennerley (9) | Joe Duckworth (70) | HT: 1-0 | |
| Saturday 29th December 2018 | Premier Division | ||
|---|---|---|---|
| Winsford United | 0-1 | City of Liverpool | Att: 251 |
| Thomas Peterson (59) | HT: 0-0 | ||
| Saturday 5th January 2019 | Premier Division | ||
|---|---|---|---|
| Ashton Athletic | 4-1 | Winsford United | Att: 67 |
|
Adam Gilchrist (10) Aaron Cringle (18) Matthew Reid (47) Marcus Cusani (70) |
David Short (78) | HT: 2-0 | |
| Tuesday 8th January 2019 | Cheshire Senior Cup 1st Round | ||
|---|---|---|---|
| Winsford United | 0-4 | Chester FC | Att: 236 |
|
Nathan Brown (53) George Green (60) Iwan Murray (66) Nathan Brown (77) | HT: 0-0 | ||
| Saturday 19th January 2019 | Premier Division | ||
|---|---|---|---|
| Winsford United | 1-1 | Barnoldswick Town | Att: 157 |
| Clayton McDonald (20) | Sean Cookson (43) | HT: 0-0 | |
| Saturday 26th January 2019 | Premier Division | ||
|---|---|---|---|
| Irlam | 3-1 | Winsford United | Att: 85 |
|
Karl Cassell (4p) Marcus Perry (43) Marcus Perry (80) |
Adil Ajmal (80) | HT: 2-0 | |
| Saturday 9th February 2019 | Premier Division | ||
|---|---|---|---|
| Bootle | 2-1 | Winsford United | Att: 122 |
|
Ryan Cox (40) Ben Cartwright (73) |
David Short (62) | HT: 1-0 | |
| Saturday 16th February 2019 | Premier Division | ||
|---|---|---|---|
| Winsford United | 3-3 | Squires Gate | Att: 194 |
|
David Short (21p) David Short (70) Joe Duckworth (85) |
James Boyd (2p) James Boyd (28) Dean Ing (83) | HT: 1-2 | |
| Saturday 23rd February 2019 | Premier Division | ||
|---|---|---|---|
| Winsford United | 3-2 | West Didsbury & Chorlton | Att: 220 |
|
Sam Madeley (52) Sam Madeley (60) Sam Madeley (69) |
Thomas Bailey (22p) Thomas Bailey (66p) | HT: 0-1 | |
| Saturday 9th March 2019 | Premier Division | ||
|---|---|---|---|
| Charnock Richard | 6-2 | Winsford United | Att: 90 |
|
Matthew Davison (11) Ashley Young (32) Nathan Fairhurst (43) Carl Grimshaw (63) Ross OFarrell (70) Matthew Davison (90) |
Sam Madeley (13) Joe Duckworth (18) | HT: 3-2 | |
| Saturday 16th March 2019 | Premier Division | ||
|---|---|---|---|
| Congleton Town | P-P | Winsford United | |
| NULL | NULL | ||
| Postponed due to waterlogged pitch | |||
| Saturday 23rd March 2019 | Premier Division | ||
|---|---|---|---|
| Winsford United | 2-1 | Litherland REMYCA | Att: 197 |
|
Wealth Da Silva (28) Sam Madeley (88) |
Paul Foy (7) | HT: 1-1 | |
| Saturday 30th March 2019 | Premier Division | ||
|---|---|---|---|
| Runcorn Town | 3-0 | Winsford United | Att: 103 |
|
Dale Jennings (56) Simon Thelwell (71p) Francois Antoine (86) |
HT: 0-0 | ||
| Tuesday 2nd April 2019 | Premier Division | ||
|---|---|---|---|
| Congleton Town | 3-0 | Winsford United | Att: 101 |
|
John Main (32p) Saul Henderson (52) Thomas Morris (58) |
HT: 1-0 | ||
| Saturday 13th April 2019 | Premier Division | ||
|---|---|---|---|
| Winsford United | 3-3 | Hanley Town | Att: 215 |
|
Sam Madeley (45) David Short (49p) Perry Bircumshaw (76) |
Josh Thorpe (16) Christopher Boast (38) Josh Thorpe (76) | HT: 1-3 | |
| Saturday 20th April 2019 | Premier Division | ||
|---|---|---|---|
| Whitchurch Alport | 0-3 | Winsford United | Att: 204 |
|
Sam Madeley (63) Perry Bircumshaw (72) Steve Jenyons (74) | HT: 0-0 | ||
| Monday 22nd April 2019 | Premier Division | ||
|---|---|---|---|
| Winsford United | 2-1 | 1874 Northwich | Att: 392 |
|
Sam Madeley (35) Wealth Da Silva (81) |
Matthew Wooley (41p) | HT: 1-1 | |
| Saturday 27th April 2019 | Premier Division | ||
|---|---|---|---|
| Padiham | 3-2 | Winsford United | Att: 227 |
|
James Dean (19) Samuel Howell (23) Ellis Hancox (41) |
Sam Madeley (37) Sam Madeley (65) | HT: 3-1 | |
| Thursday 2nd May 2019 | Mid Cheshire Senior Cup Final | ||
|---|---|---|---|
| Northwich Victoria | 1-1 | Winsford United | Att: 367 |
| Kieron Kenny (84) | David Short (73) | HT: 0-0 | |
| (Northwich Victoria won 4-3 on penalties) | |||