Mike Madigan

In 2015, Madigan did what he does best: be Mike Madigan. Just as he’s done for, well, practically forever, the wily speaker used his absolute control over the statehouse to stand as the impenetrable roadblock to anything—anything!—that threatens his power source: his 71-seat Democratic supermajority. We defy you to name one of Madigan’s accomplishments last … Read more

Sam Zell

When this brass-tacks billionaire talks investing, people listen. Why wouldn’t they? Last year, three publicly traded real estate investment trusts that Zell controls delivered the largest returns of any in town. In October, one of those trusts sold off a quarter of its apartment properties for $5.3 billion, and Zell is reportedly selling more this year, … Read more

Rocky Wirtz

Whispers of the D-word—“dynasty”—began in 2013 after Wirtz’s Chicago Blackhawks won their second Stanley Cup in three years. When they hoisted their third last year, those whispers became a chorus. Winning the Big One with any sports franchise confers power—and produces big profits. Thanks to their Cup runs, the Hawks are now the fourth most … Read more

Bruce Rauner

The first Republican governor in 12 years, Rauner charged into office vowing to shake up Springfield, but instead has inflicted the state with shaken-government syndrome. Sure, he’s flexed his substantial political muscle. But to whose benefit? He shut down state government to pressure House speaker Mike Madigan (No. 5) and Senate president John Cullerton ([[[No. … Read more

Tom Ricketts

It was only a couple of years ago that the Cubs’ head honcho seemed to be suffering a severe power deficit. The rooftop owners were still giving him fits, the club still stunk, and sports talk mocked him for being too nice to win. But just as those who best know Ricketts predicted, he put … Read more

Toni Preckwinkle

The Cook County Democrats’ No. 2 chieftain—a “tweedy independent with sensible shoes,” as the Tribune’s John Kass once described her—more powerful than Chicago mayor Rahm Emanuel? Right now, absolutely. Long known as a workhorse and policy wonk who appeals to lakefront liberal types, Preckwinkle recently unleashed her Machiavellian side. While much of Rahm’s credibility and … Read more

Rahm Emanuel

It stinks to be Rahm right now. Check out the spectacular free fall in his public approval ratings, particularly since the release in November of the Laquan McDonald video. But the downward trend—which bobbed up a bit at presstime—began well before then. Witness his tougher-than-expected reelection last spring, when he donned a fuzzy sweater and … Read more

Michael Sacks

A perennial on this list, Rahm’s most valuable unpaid adviser and confidant (they’re like brothers), a bigtime asset manager ($55 billion under management), and the vice chairman of World Business Chicago (the city’s chief corporate ambassador), Sacks is a bona fide superpower in the worlds of business and politics. He and his wife, Cari, contributed … Read more

Blase Cupich

Don’t let the gentle voice fool you: In his first year as shepherd of the nation’s third-­largest Catholic flock, Cupich roared. He stood up to American bishops at an important synod in October, supporting a controversial path to Holy Communion for divorced and remarried Catholics. He used his moral authority to publicly criticize Rauner’s antiunion … Read more

Jeanne Gang

She flashed her green thumb at Northerly Island and the Lucas Museum (its Jabba-like fatness now buffered by parkland), wrapped the new Writers Theatre in Glencoe, spruced up Hyde Park, and unveiled plans to make North Lawndale’s police station more YMCA than barracks. Oh yeah, she also cemented plans for Vista Tower: At 1,186 feet, … Read more