On 17 May, Orient announced their first pre-season friendly against Charlton Athletic in Málaga during a warm-weather training camp in Spain.

[40] A week later, two further friendlies were confirmed against Bishop's Stortford and Ebbsfleet United.

[41] Three more matches, against Billericay Town, Chelmsford City and Dagenham & Redbridge, and one still to be confirmed was later announced.

[46] Win Draw Loss Fixtures Orient were drawn at home to Carlisle United in the first round.

[52] Win Draw Loss Fixtures Leyton were drawn away to Plymouth Argyle in the first round.