Tuesday and Wednesday sees ties in the League Challenge Cup with several Premier Division vs. First Division clashes. Stand out fixture is probably Wroxham vs. Norwich United on Tuesday evening – 4th vs. 3rd in a local derby.
| Tuesday 22 October | ||
| Brantham Athletic | vs. | Harwich & Parkeston |
| Ely City | vs. | Godmanchester Rovers |
| FC Clacton | vs. | Ipswich Wanderers |
| Halstead Town | vs. | Little Oakley |
| Leiston Res | vs. | Debenham LC |
| Mildenhall Town | vs. | Lakenheath |
| Norwich CBS | vs. | Fakenham Town |
| Stanway Rovers | vs. | May & Baker |
| Swaffham Town | vs. | Newmarket Town |
| Thetford Town | vs. | Haverhill Rovers |
| Wroxham | vs. | Norwich United |
| Wednesday 23 October | ||
| Hackney Wick | vs. | Benfleet |
| Long Melford | vs. | Whitton United |
| Walsham Le Willows | vs. | Kirkley & Pakefield |
| Woodbridge Town | vs. | Framlingham Town |
All of the matches are second round ties, except the match at Leiston, which is an outstanding first round match.
The draw for Round 3 will be made on Saturday afternoon and released later that evening. Those matches will be scheduled to 19th/20th November