Date | Match | Competition | Report |
Sat 04 Jul 09 | Gretna FC 0 - 1 Workington AFC | Friendly | Report |
| Sat 11 Jul 09 | Workington AFC 1 - 3 Carlsile United | Friendly | |
| Tue 14 Jul 09 | Penrith FC 1 - 1 Workington AFC | Friendly | |
Wed 22 Jul 09 | Whitehaven AFC 0 - 4 Workington AFC | Friendly | Report |
Sat 25 Aug 09 | Workington AFC 1 - 2 Gateshead FC | Friendly | |
Tue 28 Aug 09 | Workington AFC 3 - 0 Barrow AFC | Friendly | |
Sat 01 Aug 09 | Tow Law Town 0 - 3 Workington AFC | Friendly | |
Sat 08 Aug 09 | Workington AFC 0 - 1 Hinckley United | League | Report |
| Tue 11 Aug 09 | Gainsborough Trinity 0 - 1 Workington AFC | League | Report |
Sat 15 Aug 09 | Stafford Rangers 2 - 0 Workington AFC | League | Report |
| Tue 18 Aug 09 | Workington AFC 1 - 1 Harrogate Town | League | Report |
| Sat 22 Aug 09 | Stalybridge Celtic 2 - 2 Workington AFC | League | Report |
| Sat 29 Aug 09 | Workington AFC 0 - 1 Northwich Victoria | League | Report |
| Mon 31 Aug 09 | Fleetwood Town 4 - 0 Workington AFC | League | Report |
| Sat 05 Sep 09 | Workington AFC 0 - 0 Ilkeston Town | League | Report |
| Tue 08 Sep 09 | Workington AFC 1 - 1 Alfreton Town | League | Report |
Sat 12 Sep 09 | Gloucester City 0 - 2 Workington AFC | League | Report |
Sat 19 Sep 09 | Redditch Unted 2 - 0 Workington AFC | League | |
Sat 26 Sep 09 | Workington AFC 4 - 1 Cammell Laird | FA Cup 2Q | Report |
Sat 03 Oct 09 | Workington AFC 1 - 0 Vauxhall Motors | League | Report |
| Sat 10 Oct 09 | Workington AFC 3 - 0 Radcliffe Borough | FA Cup 3Q | Report |
| Sat 17 Oct 09 | Droylsden 0 - 1 Workington AFC | League | Report |
| Sat 24 Oct 09 | Workington AFC 0 - 3 Rushden & Diamonds | FA Cup 4Q | Report |
| Tue 27 Oct 09 | Workington AFC 2 - 2 Farsley Celtic | League | Report |
| Sat 31 Oct 09 | AFC Telford United 1 - 0 Workington AFC | League | Report |
Sat 07 Nov 09 | Workington AFC 0 - 2 Southport FC | League | Report |
| Sat 14 Nov 09 | Corby Town 0 - 2 Workington AFC | League | Report |
| Sat 28 Nov 09 | Workington AFC 1 - 0 Eastwood Town | League | Report |
| Tue 01 Dec 09 | Workington AFC 1 - 1 Solihull Moors | FA Trophy 3Q | Report |
| Sat 05 Dec 09 | Workington AFC 1 - 1 Gainsborough Trinity | League | Report |
| Tue 08 Dec 09 | Solihull Moors 2 - 4 Workington AFC | FA Trophy 3Q | Report |
| Sat 12 Dec 09 | Workington AFC 2 - 1 Nuneaton Town | FA Trophy 1R | Report |
| Tue 19 Jan 10 | Workington AFC 2 - 1 Rushden & Diamonds | FA Trophy 2R | Report |
| Sat 23 Jan 10 | Workington AFC 2 - 0 Gloucester City | League | Report |
| Mon 25 Jan 10 | Workington AFC 3 - 0 Greystoke | Cumberland Cup | Report |
| Tue 26 Jan 10 | Vauxhall Motors 1 - 1 Workington AFC | League | Report |
| Sat 30 Jan 10 | AFC Wimbledon 2 - 3 Workington AFC | FA Trophy 3R | Report |
| Sat 06 Feb 10 | Workington AFC 1 - 0 Solihull Moors | League | Report |
| Tue 09 Feb 10 | Workington AFC 1 - 0 Stalybridge Celtic | League | Report |
| Sat 13 Feb 10 | Workington AFC 0 - 1 Droylsden | League | Report |
| Tue 16 Feb 10 | Alfreton Town 2 - 0 Workington AFC | League | Report |
| Sat 20 Feb 10 | Stevenage Borough 2 - 1 Workington AFC | FA Trophy 4R | Report |
| Sat 27 Feb 10 | Workington AFC 1 - 0 Redditch United | League | Report |
| Tue 02 Mar 10 | Workington AFC 3 - 1 Blyth Spartans | League | Report |
| Sat 06 Mar 10 | Carlisle Amateurs 0 - 3 Workington AFC | Cumberland Cup | Report |
| Tue 09 Mar 10 | Blyth Spartans 0 - 0 Workington AFC | League | Report |
| Sat 13 Mar 10 | Workington AFC 1 - 1 Corby Town | League | Report |
| Tue 16 Mar 10 | Southport 2 - 0 Workington AFC | League | Report |
| Thu 18 Mar 10 | Gillford Park 1 - 0 Workington AFC | Cumberland Cup | Report |
| Sat 20 Mar 10 | Eastwood Town 1 - 2 Workington AFC | League | Report |
| Tue 23 Mar 10 | Harrogate Town 1 - 2 Workington AFC | League | Report |
| Sat 27 Mar 10 | Hinckley United 1 - 2 Workington AFC | League | Report |
| Sat 03 Apr 10 | Northwich Victoria 2 - 3 Workington AFC | League | Report |
| Mon 05 Apr 10 | Workington AFC 1 - 0 Fleetwood Town | League | Report |
| Wed 07 Apr 10 | Ilkeston Town 1 - 3 Workington AFC | League | Report |
| Sat 10 Apr 10 | Workington AFC 2 - 1 AFC Telford United | League | Report |
| Tue 13 Apr 10 | Workington AFC 2 - 2 Hyde United | League | Report |
| Sat 17 Apr 10 | Solihull Moors 1 - 2 Workington AFC | League | Report |
| Mon 19 Apr 10 | Hyde United 0 - 2 Workington AFC | League | Report |
| Sat 24 Apr 10 | Workington AFC 1 - 1 Stafford Rangers | League | Report |
| Wed 28 Apr 10 | Workington AFC 0 - 1 Alfreton Town | League | Report |
| Sun 02 May | Alfreton Town 3 - 1 Workington AFC | League | |