Colorado Springs Sky Sox
- Location: Colorado Springs, CO
- League: Western League 1950-1958; Pacific Coast League 1988-2018
- Affiliation: Chicago White Sox 1950-1958; Cleveland Indians 1988-1992; Colorado Rockies 1993-2014; Milwaukee Brewers 2015-2018
- Ballpark: Spurgeon Stadium 1950-1958; Security Service Field 1988-2018 (known as Sky Sox Stadium until 2005;
The Colorado Springs Sky Sox began play in the Pacific Coast League in 1988 when the Hawaii Islanders relocated to Colorado. They have captured two league titles, in 1992 as an Indians farm team, and in 1995 as a Rockies affiliate. After the 2018 season the AAA franchise will move to San Antonio, TX and take over the San Antonio Missions name. Colorado Springs will stay in minor league ball getting a Pioneer League team, replacing the Helena Brewers in that league.
A previous Sky Sox team was a White Sox affiliate in the Western League in the 1950s.