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|1950s||Wyoming's first Little League is chartered in the small Natrona County community of Midwest in 1954. The next year, additional leagues are formed in Douglas, Glenrock, and Riverton. In 1956, Midwest, Riverton, and Douglas became Wyoming's first entrants in the international tournament, when they joined the Rimrock Little League from Billings, Montana, in a district tournament held in Riverton. Rimrock won the tournament, and advanced to a sectional tournament in Port Orchard, Washington.|
|1957||Wyoming holds its first state tournament when four leagues converge on Riverton for a two-day tournament on August 2 and 3. Riverton Little League tops Cody Little League, 8-1, becoming Wyoming's first state champion and advancing to a sectional playoff against the Montana state champion. This winner of this playoff then advances to the Western Region Division 1 tournament. Wyoming's champion would continue to face other state champions from Mountain and Pacific Northwest states until the early 1970s.|
|1971||Wyoming begins dividing leagues into area tournaments rather than having all international tournament entrants begin play in a state tournament held at a single location.|
|1972||Wyoming's champion begins advancing directly to the Western Region tournament rather than first competing in a divisional tournament. Wyoming's champion has continued to advance directly to regional tournament competition in every year since this time.|
|1981||Wyoming officials use a double-elimination format at the state tournament for the first time.|
|2001||Wyoming is assigned to the Northwest Region as Little League Baseball expands the Little League World Series from eight to sixteen participants.|
|2002||Wyoming's state champion is reassigned to the West Region for region tournament competition games.|
|2006||Wyoming's state champion is reassigned to the Northwest Region for region tournament competition games.|
|2011||Wyoming reorganizes its leagues into two districts, with District 1 covering Western Wyoming, and District 2 encompassing Eastern Wyoming. The champion and runner-up from each district advances to a double-elimination state tournament that determines which Wyoming league advances to region tournament competition.|
|2022||Wyoming is assigned to the newly created Mountain Region as part of Little League Baseball's expansion of the World Series from sixteen to twenty participants.|
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