The Colorado Springs Sky Sox are the Triple-A affiliate of the Milwaukee Brewers.

According to the PCL Office, the Sky Sox franchise is an original member of the Pacific Coast League, which was founded in 1903. The franchise operated in Sacramento, CA (Solons 1903-1960) was relocated to Honolulu, HI (Islanders 1961-1987) then moved to Colorado Springs (1988-present). The name Sky Sox was adopted in honor of Colorado Springs Western League Sky Sox (Class A affiliate of the Chicago White Sox) that played at Memorial Park from 1950 through 1958. When Colorado was awarded a Major League franchise, the new Rockies arranged for the Sky Sox to become their AAA affiliate. From 1993 through 2014, Colorado Springs has been the top affiliate of the Rockies. Since 2015, the Sky Sox have been the top affiliate of the Brewers.

In 1988, Sky Sox ownership (Elmore Group, LLC) privately funded the construction of a new $3.7 million ballpark, which was built on the eastern edge of Colorado Springs, near the corner of Powers Blvd. Tutt Ave. The 8,500 capacity Sky Sox Stadium, now known as Security Service Field, was home to the Cleveland Indians Triple-A team from 1988-1992, culminating in a PCL Title in the Sky Sox final season with the Indians.

The Sky Sox have won two PCL titles, in 1992 and 1995.

Security Service Field is the highest professional ballpark in the United States at 6,531 feet above sea level.