[1] 1860 Munich's pre–season started on 24 June 2023 and their first pre–season match was a 0–0 draw against TSV Wasserburg.

FC Stockheim in the Bavarian Cup on 2 August 2023 and their first league match was a 2–0 win against Waldhof Mannheim three days later.

[4] In their next two pre–season matches, 1860 Munich lost to Austrian clubs SV Ried[5] and LASK.

[7] On 9 July 2023, 1860 Munich defeated FC Memmingen 4–0 to win their first pre–season match.

[9] Marco Hiller, Tim Rieder, and Albion Vrenezi were named vice–captains of the club.

[12] 1860 Munich responded by signing central defender Leroy Kwadwo.

[15] 1860 Munich's opening league match of the season was against Waldhof Mannheim.

[18] Kaan Kurt, Leroy Kwadwo, Julian Guttau, Manfred Starke, Morris Schröter, and Valmir Sulejmani made their league debuts for 1860 Munich.

Liga match, 1860 Munich signed Joël Zwarts from Jahn Regensburg.

[25] On 22 August 2023,[26] on matchday three, 1860 Munich suffered their first loss and gave up their first goals against of the league season.

[20] On 26 August 2011,[30] 1860 Munich lost their second straight match after losing 3–0 to SV Sandhausen.

[31] SV Sandhausen's goalscorers were Lion Schuster, Christoph Ehlich, and Sebastian Stolze.

Marcel Bär, who transferred away from 1860 Munich during the summer,[35] and Maximilian Thiel scored for Erzgebirge Aue.

[42] On 23 September 2023, 1860 Munich took on Hallescher FC at Leuna Chemie Stadion in Halle.

[43] 1860 Munich won 2–0 with goals from Morris Schröter and Julian Guttau.

[67] Leroy Kwadwo, Morris Schröter, and Head Coach Maurizio Jacobacci were all sent–off during the match.

[79] 1860 Munich started December with a match against Borussia Dortmund II.

[80] Borussia Dortmund II won the match 3–0 with goals from Ole Pohlmann, Julian Hettwer, and Ayman Azhil.

Source: League results In the draw for the first round of the Bavarian Cup, 1860 Munich were drawn against 1.

FC Stockheim,[85] and the match was played on 2 August 2023[86] which 1860 Munich won 5–1.

[92] 1860 Munich faced DJK Hain in the Bavarian Cup on 5 September 2023.

[94] On 18 November 2023, 1860 Munich were knocked out of the Bavarian Cup after a 1–0 loss to FC Pipinsried.

[128] Their opening match of the season was against VfR Garching on 23 July 2023, which 1860 Munich II won 3–2.