Results failed to improve until close to the end of the season, when Gillingham won four of their final six games, including a victory over Merthyr Town in which Fred Cheesmur scored six goals, a new club record haul for a single match.

The highest recorded attendance at the club's home ground, Priestfield Road, was 8,160 for the opening game of the season against Walsall.

[5] Hendrie signed nearly an entire team of new players, including Jack Beacham, a half-back, and Thomas Brennan, a teenaged forward, from his former club Brentford.

[8] Other players joining from clubs in Hendrie's native Scotland included the goalkeeper Dave Smith from Hamilton Academical and the full back John Geddes from Celtic.

[3] Their first away game of the season ended in a 3–0 defeat to Exeter City on 4 September; the Western Morning News wrote that "for Gillingham's defence the match was one long test, both of brains and stamina".

[3] The losing run ended with a 1–1 draw with Crystal Palace in the final game of September; Gillingham were hampered by an early injury to Whyte, who "limped about at outside right for eighty minutes"[a] according to the Sunday Dispatch.

[16] Gillingham's first match of October was away to Plymouth Argyle, who were top of the Third Division South league table having won six of their first eight games.

[21] A 2–0 defeat to Brighton & Hove Albion, in which Collins was sent off,[22] left Gillingham in 22nd and last place in the Third Division South league table at the end of October.

[26] On 16 November, Gillingham won for the first time in eleven matches when two goals from Cheesmur gave them a 2–0 victory at home to Clapton Orient,[27] which took them up to 19th in the table.

[3] On 23 November, they lost 5–0 to Coventry City; the Birmingham Gazette criticised Gillingham's forwards and said that their ineffectiveness served to increase the pressure on the team's defence.

[33] Jack Beby replaced Smith in goal for the Boxing Day game and remained the team's regular goalkeeper for the rest of the season.

[3] The losing run began with a 2–1 defeat at home to Watford on 11 January in a match played in heavy rain and bad light.

[42] February began with a 5–1 defeat away to Crystal Palace,[43] the fourth time Gillingham had conceded five goals in a match since late November.

[44] The Sunday Dispatch reported that Plymouth needed to improve their form if they wished to maintain their challenge for promotion and that Gillingham would have won the game had it not been for their "ineffective finishing".

[50] A week later, Gillingham took an early lead against Brentford at Priestfield Road through Leonard Dowell but then conceded three goals and lost 3–1.

[52] Cheesmur and Durnion both returned to the team for the game against Coventry City on 29 March, having been absent for the previous match,[3] but neither scored and Gillingham lost 3–0.

[53] In their first match of April, Gillingham took a first-half lead over Watford through Brennan's first goal for the club,[3] but then conceded four times and lost 4–1.

[54] Having lost six of the preceding seven games, Gillingham's form changed dramatically as they ended the season with an unbeaten run of six matches, comprising four wins and two draws.

[60] Despite the late run of good results, Gillingham finished the season in 21st place in the league table, level on points with 20th-placed Bristol Rovers but with an inferior goal average.

Ronald Baird was the only player to make just one appearance; he played against Coventry City in March,[34] but it would prove to be the only Football League game of his career.