Nichols's Missouri Cavalry Regiment served in the Confederate States Army during the late stages of the American Civil War. The cavalry regiment began recruiting in early 1864 under Colonel Sidney D. Jackman, who had previously raised a unit that later became the 16th Missouri Infantry Regiment. The regiment officially formed on June 22 and operated against the Memphis and Little Rock Railroad through August. After joining Major General Sterling Price's command, the unit participated in Price's Raid, an attempt to create a popular uprising against Union control of Missouri and draw Union troops away from more important theaters of the war. During the raid, while under the command of Lieutenant Colonel Charles H. Nichols, the regiment was part of an unsuccessful pursuit of Union troops who were retreating after the Battle of Fort Davidson in late September.

The Battle of Little Blue River was fought on October 21, 1864, as part of Price's Raid during the American Civil War. Major General Sterling Price of the Confederate States Army led an army into Missouri in September 1864 with hopes of challenging Union control of the state. During the early stages of the campaign, Price abandoned his plan to capture St. Louis and later his secondary target of Jefferson City. The Confederates then began moving westwards, brushing aside Major General James G. Blunt's Union force in the Second Battle of Lexington on October 19. Two days later, Blunt left part of his command under the authority of Colonel Thomas Moonlight to hold the crossing of the Little Blue River, while the rest of his force fell back to Independence. On the morning of October 21, Confederate troops attacked Moonlight's line, and parts of Brigadier General John B. Clark Jr.'s brigade forced their way across the river. A series of attacks and counterattacks ensued, neither side gaining a significant advantage.