Chelsea FC owns and operates Chelsea Football Club, one of the top soccer teams in the English Premier League. Known to supporters as the Blues, the club boasts three league titles and four FA Cups, as well as one of the stronger followings in the UK. In addition to the team, Chelsea FC owns and operates an entertainment complex that includes hotels, a health club, and convention center, as well as the team's home pitch at Stamford Bridge. Chelsea Football Club was founded by Gus Mears in 1905. Roman Abramovich, one of Russia's richest citizens, purchased Chelsea FC in 2003.

Chicago Bears Football Club operates the storied Chicago Bears professional football team, which lays claim to nine National Football League titles (its last in Super Bowl XX at the end of the 1985 season). More than 25 Hall of Fame players have graced the roster of "Da Bears", including Red Grange, Dick Butkus, Gale Sayers, and Walter Payton. Loyal Chicago fans root on their team at venerable Soldier Field. The franchise, originally known as the Decatur Staleys, was a charter member of the NFL in 1920. Chairman Michael McCaskey (grandson of founder George "Papa Bear" Halas) and his family control the club.

One of the Original Six professional hockey franchises of the National Hockey League, the Chicago Blackhawks boast a long history that includes four Stanley Cup championships and a roster that has featured such Hall of Fame players as Phil and Tony Esposito, Bobby Hull, and Stan Mikita. The club won its most recent NHL championship title in 2010, breaking a drought that lasted 49 years, the longest in league history. Loyal fans support the team at Chicago's United Center. The Wirtz family has owned the Blackhawks franchise through their Wirtz Corporation since 1954.

Chicago National League Ball Club operates the Chicago Cubs franchise of Major League Baseball, which has gone without a World Series title since 1908. The team was formed as the Chicago White Stockings in 1876 and bore several monikers (Colts, Orphans, Spuds) before settling on the Cubs in 1907. Despite the lack of championships, Chicagoans still flock to famed Wrigley Field (the second-oldest ballpark in MLB, after Boston's Fenway Park) to see their Cubbies play. A group led by billionaire Tom Ricketts acquired a majority of the Cubs in 2009.

Chicago Professional Sports owns and operates the Chicago Bulls professional basketball team, which boasts six NBA championships thanks to five-time MVP Michael Jordan. His charismatic presence not only set a high-water mark for Chicago between 1991 and 1998 but also helped increase the popularity of the league. The team was started by Dick Klein and joined the National Basketball Association in 1966. Real estate developer Jerry Reinsdorf has owned the Bulls since 1985. He also owns Chicago's United Center (along with Chicago Blackhawks owner the Wirtz Corporation) and the Chicago White Sox baseball team.

Chicago White Sox franchise is one of the oldest clubs in Major League Baseball, having joined the American League in 1900. The team boasts just three World Series championships, two from the early 1900s and it latest in 2005. (A World Series appearance in 1919 was marred by the "Black Sox" scandal that saw eight teammates banned from baseball for throwing the championship.) Playing host at US Cellular Field, the White Sox franchise is owned by real estate developer and chairman Jerry Reinsdorf, who also owns the Chicago Bulls basketball team.

The Cincinnati Bengals professional football franchise traces an elite heritage, having been formed by Hall of Fame coach Paul Brown in 1968 as part of the American Football League (AFL). Cincinnati joined the National Football League in 1970 when the AFL and NFL merged and went on to make two trips to the Super Bowl (losing both times to the San Francisco 49ers). The team plays host at Paul Brown Stadium, which opened in 2000. Brown's family, led by his son Mike Brown, continues to control the Bengals.

The Cleveland Browns Football Company owns and operates the Cleveland Browns, one of the more storied franchises in the National Football League. Started in 1944 by Arthur McBride as part of the All-American Football Conference, the club joined the NFL in 1949 and boasts four championship titles, its last in 1964. The present team was awarded to the late Alfred Lerner and former 49ers president Carmen Policy after Art Modell relocated the original Browns to Baltimore in 1996. (A deal struck with the NFL allowed Cleveland to retain the team name, colors, and history.) Lerner's family, led by son Randy, continues to control the team.

The Cleveland Indians Baseball Company owns and operates that city's storied baseball franchise, a charter member of the American League dating back to 1901. Originally known as the Bluebirds, the franchise adopted the Indians nickname in 1915 and went on to win five league pennants and two World Series championships, its last in 1948. The team plays host at Progressive Field. Ohio lawyer Lawrence Dolan, whose family controls Madison Square Garden and cable TV giant Cablevision, has owned the Indians franchise since 2000.

Clipper Ventures would never try to circumvent circumnavigation. The seaworthy Clipper Ventures organizes around-the-world yacht races. Its Clipper Round the World Yacht Race is staged in alternate years. Its 5 Oceans solo grand prix (cosponsored by window-manufacturing firm Velux and formerly known as the Around Alone race) is run every four years. Clipper Ventures owns the National Zapcat Championships, which is a race run by smaller powerboats. The company also charters its fleet for corporate events or private use. Chairman Robin Knox-Johnston started the firm in 1995.

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