The second South Side Park was first the home of the Chicago Pirates entry in the Players' League of 1890 (whose roster included Charles Comiskey), and then was the home of the National League club now called the Chicago Cubs during parts of 1891–1893. In 1890, it was usually called Brotherhood Park in the local newspapers, as with several of the Players' League venues.

The park's location was typically given as 35th and Wentworth, which was the location of the main entrance, and convenient to an east-west rail line.

The field generally occupied the same footprint as the future Comiskey Park along with Armour Square Park. The Chicago Tribune, in an article on January 19, 1890, stated that the property was bounded by 33rd and 35th Streets to the north and south, and by Wentworth Avenue and the Rock Island Railroad to the east and west respectively. The article said the grandstand would be built along 35th Street. However, another article exactly one month later stated that the grandstand was being built on the 33rd Street side of the block, to hold 4,000 patrons, and additional "bleaching boards" seating to accommodate another 3,000.

The League club acquired the lease on the grounds after Comiskey's team and the league folded. They played a partial schedule at this field in 1891, continuing to play other games at West Side Park (I) during 1891. They then played their complete home season on the South Side in 1892.

When the World's Columbian Exposition opened in 1893, the League club wanted to break with their no-Sundays tradition and start playing Sunday games to attract Fair visitors, but their South Side lease forbade Sunday ball. They sought a new location, which turned out to be West Side Park (II). After drawing well on their first few Sundays, the club abandoned the South Side park and moved to the West Side on a full-time basis.

The south end of the property was site of Comiskey Park from 1910 through 1990, and is now a parking lot for the current Sox ballpark. Armour Square Park was established in 1905 and still has ball fields on it.

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