The mayor’s surprise announcement has triggered a flurry of speculation about new candidates. But running for office successfully is far more complicated than shaking hands and raising money.

Winning a third term wasn’t ever going to be easy for Chicago Mayor Rahm Emanuel. But the dynamics of the race quickly went topsy-turvy with Emanuel’s announcement that he won’t be on the 2019 ballot.

What does the mayor’s decision to not seek re-election mean to challengers – and potential challengers – in the 2019 race? Local political reporters weigh in.

Chicago Mayor Rahm Emanuel will not seek a third term. We get reaction to the news from City Council.

“As much as I love this job and will always love this city and its residents, I have decided not to seek re-election,” Chicago Mayor Rahm Emanuel said Tuesday.

The field of candidates running to replace Mayor Rahm Emanuel grew again this week when activist, organizer and policy consultant Amara Enyia officially announced her candidacy.

The candidate pool in the race for mayor grows once again – and a new poll has some surprising results.

A watchdog group takes action against the Chicago mayoral candidate’s campaign for behavior they believe is unethical and improper.

The Chicago mayoral candidate faces criticism after handing out nearly $300,000 in cash and checks at a charity event. “I haven’t done anything but give my own money away,” Wilson said of the cash controversy.

The political fallout caused by the viral video showing a Cook County Forest Preserve officer not helping a woman being harassed.

“Gov. Quinn has been working on this – he doesn’t have the signatures ready,” Mayor Rahm Emanuel said of efforts to place a binding referendum on the November ballot asking whether Chicago mayors should be limited to two terms.

There are at least 10 candidates eyeing Mayor Rahm Emanuel’s job. One of them is Bridgeport native John Kozlar, who ran for alderman of the 11th Ward in 2011 and 2015. Why he now says he wants to be mayor.

The former police board president, appointed by Mayor Rahm Emanuel, on why she now wants to replace him.

She says she offers a progressive vision for the city. Lori Lightfoot formally announces her campaign to take on Mayor Rahm Emanuel.

To put Mayor Rahm Emanuel’s fundraising advantage into perspective: a total of $6.6 million has been raised so far in this campaign, according to the Illinois Campaign for Political Reform – $6.1 of it by Emanuel.

In his mayoral campaign kickoff, Paul Vallas calls Mayor Rahm Emanuel a “bully.” Is the #MeToo movement finally catching up to R&B star R. Kelly? And can the Bears draft picks save the team?