Sidney Outlaw has six losses against six opponents on his MMA record. For a list of Outlaw's best fights, refer to "Best fights of Sidney Outlaw".
On November 17, 2023 Sidney Outlaw faced off against A. J. McKee in a lightweight bout at age 31. He was coming in with a record of 17-6 (9), and McKee was 28 years old and with a record of 20-1 (11). Outlaw lost the fight via 3-round unanimous decision.
On July 22, 2022 Sidney Outlaw faced off against Tofiq Musayev in a lightweight bout at age 30. He was coming in with a record of 16-5 (9), and Musayev was 32 years old and with a record of 19-4 (17). Outlaw lost the fight via 1st-round TKO.
On December 29, 2019 Sidney Outlaw faced off against Michael Chandler in a lightweight bout at age 27. He was coming in with a record of 14-4 (8), and Chandler was 33 years old and with a record of 19-5 (12). Outlaw lost the fight via 1st-round KO.
On June 3, 2016 Sidney Outlaw fought Gregor Gillespie in a lightweight title fight for Gillespie's ROC Championship title. Outlaw was 24 years old and with a record of 5-3 (3), and Gillespie was 28 years old and with a record of 6-0 (6). Outlaw lost the fight via 3-round split decision.
On November 20, 2015 Sidney Outlaw faced off against Elijah Harshbarger in a welterweight bout at age 23. He was coming in with a record of 5-2 (3). Outlaw lost the fight via 1st-round submission.
On September 13, 2014 Sidney Outlaw faced off against Nick Browne in a lightweight bout at age 22. He was coming in with a record of 3-1 (2). Outlaw lost the fight via 1st-round TKO.