Josey Wales, a Missouri farmer, is driven to revenge by the murder of his wife and young son by a band of Redlegs, a unit of pro-Union Jayhawker militants from Senator James H. Lane's Kansas Brigade, led by the brutal Captain Terrill.
After grieving and burying his wife and son, Wales practices shooting a gun before joining a group of pro-Confederate Missouri bushwhackers led by William T. Anderson, taking part in attacks on Union sympathizers and army units. At the conclusion of the war, Josey's friend and superior, Captain Fletcher, persuades the guerrillas to surrender, having been promised by Senator Lane that they will be granted amnesty if they hand over their weapons. Wales refuses to surrender, and as a result, he and a young guerrilla named Jamie are the only survivors when Terrill's Redlegs massacre the surrendering men. Wales intervenes and wipes out many of the Redlegs with a Gatling gun before fleeing with Jamie, who dies from a bullet wound sustained in the massacre after helping Josey kill two pursuing bounty hunters.
Lane forces a reluctant Fletcher to assist Terrill in finding his friend and puts a $5,000 bounty on his head, attracting the attention of Union soldiers and bounty hunters who seek to hunt him down. Along the way, and despite his aversion to traveling with company, Wales accumulates a diverse group of companions. They include an old Cherokee man named Lone Watie; Little Moonlight, a young Navajo woman; Sarah Turner, an elderly woman from Kansas; and her granddaughter Laura Lee, whom Wales and Little Moonlight rescue from a group of marauding Comancheros. Josey and Laura later sleep together as do Lone Watie and Little Moonlight. At the town of Santo Rio, two men, Travis and Chato, who had worked for Sarah Turner's deceased son Tom, join the group.
Wales and his companions find the abandoned ranch once owned by Tom and settle in. Travis and Chato are soon after captured by the feared Comanche tribal leader, Ten Bears. Wales rides to Ten Bears' camp, parleys with him, and makes peace, with Ten Bears taking a blood oath to live in peace with him and his. Wales rescues Travis and Chato and brings them back to the ranch.
Meanwhile, a bounty hunter whose partner was gunned down by Wales at Santo Rio guides Captain Terrill and his men to the town. The following morning, the Redlegs launch a surprise attack on the ranch. Wales's companions open fire from the fortified ranch house, gunning down all of Terrill's men. A wounded Wales, despite being out of ammunition, pursues the fleeing Terrill back to Santa Rio. When he corners him, Wales dry fires his four pistols through all the empty chambers before holstering them. As Terrill draws his cavalry sabre, Wales grabs his hand and, after a slow struggle, forces the blade through Terrill's chest, finally avenging his family.
Returning to the Santa Rio saloon, Wales enters to find the locals are telling Fletcher, along with two Texas Rangers, how an outlaw named Josey Wales had recently been killed in Monterrey, by five pistoleros. The Rangers accept the story, along with a signed affidavit, and move on, while Fletcher says nothing about Wales and pretends not to recognize him. After the Rangers ride off, Fletcher says that he will go to Mexico to look for Wales himself and try to tell him that the war is over. Wales says, "I reckon so. I guess we all died a little in that damned war," before riding off.
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