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The Jennings Gang (c. 1897) was a gang of outlaws in the closing days of the Old West, notable in that one member was a former Wild Bunch gang member, Richard "Little Dick" West, and the leader of the gang, Al Jennings, ran for Oklahoma Governor in 1914.
The gang originated in Oklahoma, following the downfall of the Wild Bunch at the hands of three Deputy US Marshals, Heck Thomas, Bill Tilghman, and Chris Madsen. Following the killing of outlaw and Wild Bunch leader Bill Doolin, by Heck Thomas in 1896, "Little Dick" West joined up with Al and Frank Jennings, and Morris and Pat O'Malley, to form what would be known as the Jennings Gang. However, the gang was less than successful. They conducted a series of failed train robbery attempts, one of their last being a case where they blew up an entire train car, only to find that there was no money in the train's safe. Another time, they robbed a general store, receiving only $15 for their troubles. Less than a year after they were formed, they broke up. Al and Frank Jennings, as well as both O'Malley brothers, were captured and sentenced to prison. "Little Dick" West eluded capture until later in 1898, when he was killed by Deputy US Marshal Madsen, in Oklahoma. In 1914 Al Jennings ran for Oklahoma Governor, but was soundly defeated.
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The Dalton Gang was a group of outlaws in the American Old West during 1890–1892. It was also known as The Dalton Brothers because four of its members were brothers. The gang specialized in bank and train robberies. During an attempted double bank robbery in Coffeyville, Kansas in 1892, two of the brothers and two other gang members were killed; Emmett Dalton survived, was captured, and later pleaded guilty to second-degree murder, although he later asserted that he never fired a shot during the robbery. He was paroled after serving 14 years in prison.
The Wild Bunch, also known as the Doolin–Dalton Gang, or the Oklahombres, were a gang of American outlaws based in the Indian Territory in the late 19th and early 20th centuries. They were active in Kansas, Missouri, Arkansas, and Oklahoma Territory during the 1890s—robbing banks and stores, holding up trains, and killing lawmen. They were also known as The Oklahoma Long Riders because of the long dusters that they wore.
William Doolin was an American bandit outlaw and founder of the Wild Bunch, sometimes known as the Doolin-Dalton Gang. Like the earlier Dalton Gang alone, it specialized in robbing banks, trains, and stagecoaches in Arkansas, Kansas, Indiana, and Oklahoma during the 1890s.
Dan Clifton (1865–1896?), known as Dynamite Dan or Dynamite Dick, was an American Old West outlaw and member of the Doolin Gang.
William Matthew Tilghman Jr. was a career lawman, gunfighter, and politician in Kansas and Oklahoma during the late 19th century. Tilghman was a Dodge City city marshal in the early 1880s and played a role in the Kansas County Seat Wars. In 1889 he moved to Oklahoma where he acquired several properties during a series of land rushes. While serving as a Deputy U.S. Marshal in Oklahoma, he gained recognition for capturing the notorious outlaw Bill Doolin and helping to track and kill the other members of Doolin's gang, which made him famous as one of Oklahoma's "Three Guardsmen".
Chris Madsen was a lawman of the Old West who is best known as being one of The Three Guardsmen, the name given to Madsen and two other Deputy US Marshals who were responsible for the apprehension and/or killing of several outlaws of that era. The Three Guardsmen consisted of Madsen, Bill Tilghman, and Heck Thomas.
The Three Guardsmen is the name popularized in Old West literature describing three lawmen who became legendary in their pursuit of many outlaws of the late 19th century. Deputy U.S. Marshals Bill Tilghman (1854–1924), Chris Madsen (1851–1944), and Heck Thomas (1850–1912) were "The Three Guardsmen", working under U.S. Marshal Evett "E.D." Nix.
Henry Andrew "Heck" Thomas was a lawman on the American frontier, most notably in Indian Territory. He was known for helping bring law and order to the region. In 1889 as a deputy in Fort Smith, Arkansas, he tried to capture Ned Christie (Cherokee), wanted as a suspect in the killing of a US marshal.
Alphonso J. "Al" Jennings was an attorney in Oklahoma Territory who at one time robbed trains. He later became a silent film star and made many appearances in films as an actor and technical adviser.
Richard "Little Dick" West was an American outlaw of the Old West, and a member of Bill Doolin's gang.
Roy Daugherty, also known as Arkansas Tom Jones, was an American outlaw of the Old West, and a member of the Wild Bunch gang, led by Bill Doolin. He was the longest-lived, as well as the last surviving member of the gang.
Mason Frakes Dalton, also known as William Marion "Bill" Dalton, was an outlaw in the American Old West. He was the co-leader of the Wild Bunch gang and with his brothers Gratton, Bob and Emmett Dalton was a member of the Dalton Gang.
The Battle of Ingalls was a gunfight on September 1, 1893 between United States Marshals and the Doolin-Dalton Gang, during the closing years of the Old West era, in Ingalls, Oklahoma. The Doolin-Dalton Gang had been involved in a number of train robberies and bank robberies, beginning around 1891. They had found a safe haven in the town of Ingalls, which unwittingly harbored many outlaws during that period. On September 1, 1893, a posse was organized by the new United States Marshal, Evett Dumas "E.D." Nix, which entered the outlaw town of Ingalls with the intent to capture the gang. The lawmen were engaged in a gunbattle in which three of the fourteen lawmen carrying Deputy Marshals' commissions would die as a result of the battle.
Gratton Hanley "Grat" Dalton was an American outlaw in the American Old West. He was one of three brothers in the Dalton Gang, led by his younger brother Bob Dalton. Both brothers were killed during a shootout in an ill-fated raid on two banks in Coffeyville, Kansas. Their brother Emmett Dalton survived to be convicted and imprisoned for fourteen years.
Paden Tolbert was a 19th-century American law enforcement officer and railroad agent. He was one of the leading deputy U.S. Marshals in the Indian Territory during the 1880s and 90s and often worked with other well-known lawmen of his time including Bud Ledbetter, Heck Thomas and Bill Tilghman. He and his brother John Tolbert were both deputy marshals under "The Hanging Judge" Isaac C. Parker.
Evett Dumas Nix, often known as E. D. Nix, was a United States Marshal in the late 19th century handling the jurisdiction that included the wild Oklahoma Territory, later to be the state of Oklahoma. He was first appointed in 1893, in the closing years of the Old West, during the last years of the "Hanging Judge" Parker tenure.
Frank Cochran was a 19th-century Old West Deputy US Marshal in the service of Judge Isaac C. Parker, known as the "Hanging Judge", operating out of Fort Smith, Arkansas.
Robert Rennick Dalton was an American outlaw in the American Old West. Beginning in 1891, he led the Dalton Gang, whose varying members included three of his brothers. They were known for robbing banks, stagecoaches and trains, primarily in Kansas and Oklahoma Territory, quickly attracting pursuit by lawmen.
Little Britches is an outlaw in the American Old West associated with Cattle Annie. Their exploits are fictionalized in the 1981 film Cattle Annie and Little Britches, directed by Lamont Johnson and starring Diane Lane as Little Britches.