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The Colorado Springs Sky Sox are the AAA top affiliate of the Colorado Rockies. The Sky Sox were voted the Bob Frietas award winning Triple-A Organization of the Year courtesy of Baseball America in 2011.

The 2012 Sky Sox baseball season was one of the most exciting and memorable in the organization's 25-year history as Sky Sox fans showed up in record numbers as the team drew 334,245 fans over 68 openings to mark the fourth season in a row that the franchise has eclipsed the 300,000 mark while also setting a new record of average attendance at 4,915 per game. The total attendance was the second most in team history, falling just short of the franchise record of 339,009 due to three openings being cancelled due to weather and one opening cancelled due to smoke from the Waldo Canyon Fire. The highest attended game during the season was 8,798 fans in attendance for the Military Jersey Auction on September 2nd and combined with the 8,790 fans that came out to see the Sky Sox annual event "Skyfest", the Sox set a new record for the largest back-to-back crowds in team history. The Sky Sox in August also welcomed their six millionth fan through the gates of Security Service Field!

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 the present, Colorado Springs has been the top affiliate of the Colorado Rockies.

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.