CHICAGO (AP) — City officials vowed to keep hundreds of thousands of students safe when striking teachers hit the picket lines today and school district and teachers union leaders resumed negotiations on a contract that appeared close to being resolved over the weekend before the union announced both sides were too far apart to prevent the district’s first strike in 25 years.

The walkout in the nation’s third-largest school district posed a tricky test for Mayor Rahm Emanuel and his city, as parents and school officials begin the task of trying to ensure nearly 400,000 students are kept safe.

School officials said they will open more than 140 schools between 8:30 a.m. and 12:30 p.m. so children can eat lunch and breakfast in a district where many students receive free meals. The district asked community organizations to provide additional programs for students, and a number of churches, libraries and other groups plan to offer day camps and other activities. But it’s not clear how many families will send their children to the added programs.

Police Chief Garry McCarthy said he was deploying police officers to those sites to ensure kids’ safety but also to “deal with any protests that teachers may, in fact, have” while protecting their rights. He also was taking officers off desk duties and redeploying them to the streets to deal with potential protests — and thousands of students who could be on the streets.

Emanuel said he will work to end the strike quickly.

“We will make sure our kids are safe, we will see our way through these issues and our kids will be back in the classroom where they belong,” Emanuel said Sunday night, not long after the union announced it was going on strike. “I would like all the parties to do right by our children. … Our kids belong in the classroom. The negotiators belong at the negotiating table and finish their job.”

The two sides were not far apart on compensation but were on other issues, including health benefits — teachers want to keep what they have now — and a new teacher evaluation system based partly on students’ standardized test scores, Chicago Teachers Union President Karen Lewis said.

“This is a difficult decision and one we hoped we could have avoided,” she said. “We must do things differently in this city if we are to provide our students with the education they so rightfully deserve.”

“This is not a strike I wanted,” Emanuel said. “It was a strike of choice … it’s unnecessary, it’s avoidable and it’s wrong. “

More than 26,000 teachers and support staff were expected to hit the picket lines at 6:30 a.m. today.

Both Emanuel and union officials have much at stake. The walkout comes at a time when unions and collective bargaining by public employees have come under criticism in many parts of the country, and all sides are closely monitoring who might emerge with the upper hand in the Chicago dispute.

The timing also may be inopportune for Emanuel, a former White House chief of staff whose city administration is wrestling with a spike in murders and shootings in some city neighborhoods and who just agreed to take a larger role in fundraising for President Barack Obama’s re-election campaign.

As the strike deadline approached, parents spent Sunday worrying about how much their children’s education might suffer and where their kids will go while they’re at work.

“They’re going to lose learning time,” said Beatriz Fierro, whose daughter is in the fifth grade on the city’s Southwest Side. “And if the whole afternoon they’re going to be free, it’s bad. Of course you’re worried.”

School board President David Vitale first announced Sunday night that talks had broken off, despite the school board offering what he called a fair and responsible contract that would cover four years and meet most of the union’s demands. He said the talks with the union had been “extraordinarily difficult.”

Emanuel said the district had offered the teachers a 16 percent pay raise over four years, doubling an earlier offer.

Lewis said she would not prioritize the issues, saying that they all were important to teachers.

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