CHICAGO — For the first time in a quarter century, Chicago teachers walked out of the classroom Monday, taking a bitter contract dispute over evaluations and job security to the streets of the nation's third-largest city – and to a national audience – less than a week after most schools opened for fall.

The walkout forced hundreds of thousands of parents to scramble for a place to send idle children and created an unwelcome political distraction for Mayor Rahm Emanuel. In a year when labor unions have been losing ground nationwide, the implications were sure to extend far beyond Chicago, particularly for districts engaged in similar debates.

The two sides resumed negotiations Monday but failed to reach a settlement, meaning the strike will extend into at least a second day.

Chicago School Board President David Vitale said board and union negotiators did not even get around to bargaining on the two biggest issues, performance evaluations or recall rights for laid-off teachers. Chicago Teachers Union President Karen Lewis said that was because the district did not change its proposals.

"This is a long-term battle that everyone's going to watch," said Eric Hanuskek, a senior fellow in education at the Hoover Institution of Stanford University. "Other teachers unions in the United States are wondering if they should follow suit."

The union had vowed to strike Monday if there was no agreement on a new contract, even though the district had offered a 16 percent raise over four years and the two sides had essentially agreed on a longer school day. With an average annual salary of $76,000, Chicago teachers are among the highest-paid in the nation, according to the National Council on Teacher Quality.

But negotiators were still divided on job security measures and a system for evaluating teachers that hinged in part on students' standardized test scores.

The strike in a district where the vast majority of students are poor and minority put Chicago at the epicenter of a struggle between big cities and teachers unions for control of schools.

Emanuel, who has sought major reforms while also confronting the district's $700 million budget shortfall, acknowledged his own fight with the union, even as he urged a quick resolution.

"Don't take it out on the kids of Chicago if you have a problem with me," he told reporters Monday.

As negotiators resumed talks, thousands of teachers and their supporters took over several downtown streets during the Monday evening rush. Police secured several blocks around district headquarters as the crowds marched and chanted.

The protesters planned to rally through the evening at an event that resembled a family street fair. Balloons, American flags and homemade signs hung above the crowd.

Teacher Kimberly Crawford said she was most concerned about issues such as class size and the lack of air conditioning.

"It's not just about the raise," she said. "I've worked without a raise for two years."

The strike quickly became part of the presidential campaign. Republican candidate Mitt Romney said teachers were turning their backs on students and Obama was siding with the striking teachers in his hometown.

Obama's top spokesman said the president has not taken sides but is urging both the sides to settle quickly.

Emanuel, who just agreed to take a larger role in fundraising for Obama's re-election, dismissed Romney's comments as "lip service."

But one labor expert said that a major strike unfolding in the shadow of the November election could only hurt a president who desperately needs the votes of workers, including teachers, in battleground states.

"I can't imagine this is good for the president and something he can afford to have go on for more than a week," said Robert Bruno, a professor of labor and employment relations at the University of Illinois at Chicago.

For two decades, contract agreements have slowly eroded teachers' voices, Bruno said.

"But this signals to other collective bargaining units that the erosion of teachers' rights isn't inevitable. They (the union members) are telling them, `You don't have to roll over.'"

The union has done so in large part by making the most of one of the biggest sources of friction: teacher evaluations.

Lewis, the Chicago union president, suggested the city's proposal could put thousands of teachers' careers at risk because the evaluation system relies too heavily on standardized test scores and does not take into account such factors as poverty, violence and homelessness.

Teachers "have no control over those scores," said union coordinator John Kugler.

The union feared the evaluations could result in 6,000 teachers losing their jobs within two years. City officials disagreed and said the union has not explained how it reached that conclusion.

The strike involving more than 25,000 teachers meant no school for 350,000 students and raised the worries of parents who were concerned not just about their kids' education but their safety. Gang violence in some parts of the city has spiked in recent months.

"They're going to lose learning time," said Beatriz Fierro, whose daughter is in the fifth grade. "And if the whole afternoon they're going to be free, it's bad. Of course you're worried."

In response, Police Superintendent Garry McCarthy said he would take officers off desk duty and deploy them to deal with any protests as well as the scores of students who might be roaming the streets.

The district staffed 144 schools with non-union workers and central office employees for half the day so students who are dependent on school-provided free meals would have a place to eat breakfast and lunch.

One after another, parents refused to leave their children at unfamiliar schools where they would be thrown together with kids and supervising adults they may never have met.

April Logan arrived at the Benjamin Mays Academy on the city's South Side with the intention on dropping her 5-year-old daughter off but then thought better of it.

"I don't understand this, my baby just got into school," she said, just before turning around and walking home with the child.

Some students expressed anger, blaming the district for interrupting their education.

"They're not hurting the teachers. They're hurting us," said Ta'Shara Edwards, a student at Robeson High School on the city's South Side. She said her mother made her come to class to do homework so she "wouldn't suck up her light bill."

However, many parents appeared sympathetic.

Sarah Allen, whose daughter is a seventh-grader, said she saw Emanuel at the Democratic National Convention "listening to Bill Clinton talk about compromise and cooperation."

But Emanuel seems to have "built a lifestyle around being a bully," she said. "And it's one thing to be a chief of staff and another to be a leader."

Emanuel, who has engaged in a public and often contentious battle with the union, is not personally negotiating, but he's monitoring the talks through aides.

Not long after his election, the mayor's office rescinded 4 percent raises for teachers. Then he asked the union to reopen its contract and accept 2 percent pay raises in exchange for lengthening the school day for students by 90 minutes, a request the union turned down.

Emanuel, who promised a longer school day during his campaign, attempted to go around the union by asking teachers at individual schools to waive the contract and add 90 minutes to the day. He halted the effort after being challenged by the union before the Illinois Educational Labor Relations Board.

The district and union agreed in July on a deal to implement the longer school day, crafting a plan to hire back 477 teachers who had been laid off rather than pay regular teachers more to work longer hours. That raised hopes the contract dispute would be settled soon, but bargaining stalled on the other issues.

___

Associated Press Writer Tammy Webber contributed to this report.

Earlier on HuffPost:

live blog

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@ bylaurenfitz : Jean-Claude Brizard is "overjoyed kids are heading back to school tomorrow morning."

This will likely be the final update to this live blog Tuesday.

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@ MaryAnnAhernNBC : MRE says the school fight - its personal - loss of vitality from some he meets - "the classroom is where they learn" #CTUstrikeover

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@ CatalystChicago : Delegate Jay Rau says abt 90% of teachers voted to end strike. #ctustrike

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@ ChicagosMayor : "For the first time, teachers will have a meaningful evaluation based on a system based and designed by their fellow teachers." - MRE

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@ MaryAnnAhernNBC : MRE no questions tonight, will tomorrow #CTUstrikeover #RahmChicago

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  • Karen Lewis

    Chicago Teachers Union President Karen Lewis, centre, tells reporters at a news conference outside the union's headquarters that the city's 25,000 public school teachers will walk the picket line Monday morning after final-day talks with the Chicago Board of Education failed to reach an agreement over teachers' contracts on Sunday, Sept. 9, 2012 in Chicago. (AP Photo/Sitthixay Ditthavong)

  • Karen Lewis

    Chicago Teachers Union President Karen Lewis walks to a news conference outside the union's headquarters in Chicago to announce that the city's 25,000 public school teachers will walk the picket line Monday morning after talks with the Chicago Board of Education broke down on the evening of Sunday, Sept. 9, 2012. (AP Photo/Sitthixay Ditthavong)

  • David Vitale, Karen Lewis

    Chicago Board of Education President David Vitale informs reporters at a news conference outside the Chicago Teachers Union Headquarters that final-day talks with the union failed to reach an agreement over teachers' contracts on Sunday, Sept. 9, 2012 in Chicago. CTU President Karen Lewis subsequently announced that the city's 25,000 public school teachers will walk the picket line Monday morning for the first time in 25 years. (AP Photo/Sitthixay Ditthavong)

  • Karen Lewis

    Chicago Teachers Union President Karen Lewis, right, tells reporters at a news conference outside the union's headquarters that the city's 25,000 public school teachers will walk the picket line Monday morning after final-day talks with the Chicago Board of Education failed to reach an agreement over teachers' contracts on Sunday, Sept. 9, 2012 in Chicago. (AP Photo/Sitthixay Ditthavong)

  • Teachers and pro-teacher community groups rally in front of a building the Chicago Teachers Union has designated its strike headquarters on Saturday, Sept. 8, 2012 in Chicago. The union has vowed to strike on Monday, Sept. 10, 2012 if an agreement over teachers' contracts is not reached with Chicago Public Schools by Monday. (AP Photo/Sitthixay Ditthavong)

  • Members of the Chicago Teachers Union distribute strike signage at the Chicago Teachers Union strike headquarters on Saturday, Sept. 8, 2012 in Chicago. The union has vowed to strike on Monday, Sept. 10, 2012, should it fail to reach an agreement over teachers' contracts with Chicago Public Schools by that date. (AP Photo/Sitthixay Ditthavong)

  • Teachers respond enthusiastically to passing drivers honking their horns in support as they distribute strike signage at the Chicago Teachers Union strike headquarters on Saturday, Sept. 8, 2012 in Chicago. The union has vowed to strike on Monday, Sept. 10, 2012, should it fail to reach an agreement over teachers' contracts with Chicago Public Schools by that date. (AP Photo/Sitthixay Ditthavong)

  • Members of the Chicago Teachers Union distribute strike signage at the Chicago Teachers Union strike headquarters on Saturday, Sept. 8, 2012 in Chicago. The union has vowed to strike on Monday, Sept. 10, 2012, should it fail to reach an agreement over teachers' contracts with Chicago Public Schools by that date. (AP Photo/Sitthixay Ditthavong)

  • Members of community group Parents 4 Teachers display pro-teacher posters outside City Hall on Friday, Sept. 7, 2012 in Chicago. The Chicago Teachers Union has threatened to proceed with plans to strike on Monday, Sept. 10, 2012 if weekend negotiations with Chicago Public Schools over teacher salaries and working conditions fails to deliver an acceptable outcome. (AP Photo/Sitthixay Ditthavong)

  • Members of community group Parents 4 Teachers display pro-teacher posters outside City Hall on Friday, Sept. 7, 2012 in Chicago. The Chicago Teachers Union has threatened to proceed with plans to strike on Monday, Sept. 10, 2012 if weekend negotiations with Chicago Public Schools over teacher salaries and working conditions fails to deliver an acceptable outcome. (AP Photo/Sitthixay Ditthavong)

  • TaliSol Medina

    Eight-year-old TaliSol Medina, left, a third-grader from Galileo School, puts the finishing touches on a pro-teachers poster for the Pilsen Alliance community group in front of the Chicago Teachers Union strike headquarters on Saturday, Sept. 8, 2012 in Chicago. The union has vowed to strike on Monday, Sept. 10, 2012 if an agreement over teachers' contracts is not reached with Chicago Public Schools by Monday. (AP Photo/Sitthixay Ditthavong)

  • In this Aug. 22, 2012 photo, Chicago Teachers Union President Karen Lewis speaks at a Chicago Board of Education meeting in Chicago.

  • In this Friday, Aug. 31, 2012 photo, Vicky Kleros, principal of the Manuel Perez Jr. Elementary School in Chicago's predominantly Hispanic Pilsen neighborhood, just southwest of downtown, looks through files at the school. Chicago Teachers Union President Karen Lewis said more than 26,000 teachers and support staff in the nation's third-largest school district don't want to strike, but are prepared to do so for the first time in 25 years. If there is a strike, Kleros said the school would be open from 8:30 a.m. to 12:30 p.m. every school day so that children still could get breakfast and lunch and participate in activities that would keep them off the streets. Later in the afternoon, the local library and park district buildings will be open - all part of a $25 million school district strike contingency plan. (AP Photo/M. Spencer Green)

  • In this Thursday, Aug. 30, 2012 photo, Emily Ponce, 8, a second-grader at Manuel Perez Jr. Elementary School, in Chicago's predominantly Hispanic Pilsen neighborhood, watches her brother Jose Ponce, 13, a Perez eighth-grader, as he talks about the chance of a teachers strike. Chicago Teachers Union President Karen Lewis said more than 26,000 teachers and support staff in the nation's third-largest school district don't want to strike, but are prepared to do so for the first time in 25 years. It would be the first big-city strike since Detroit teachers walked off the job for 16 days in 2006. The last Chicago teacher strike was in 1987 and lasted 19 days. (AP Photo/M. Spencer Green)

  • Members of the Chicago Teachers Union hold an informational picket outside Willa Cather Elementary School, calling attention to ongoing contract talks with the Board of Education on Monday, Aug. 20, 2012 in Chicago. The union says it is still trying to reach an agreement on wages, health benefits, and job security. (AP Photo/Sitthixay Ditthavong)

  • A student watches a Chicago Teachers Union informational picket outside Willa Cather Elementary School, calling attention to ongoing contract talks with the Board of Education on Monday, Aug. 20, 2012 in Chicago. The union says it is still trying to reach an agreement on wages, health benefits, and job security. (AP Photo/Sitthixay Ditthavong)

  • In this June 6, 2012 file photo, Chicago Teachers Union President Karen Lewis speaks to the news media after casting her ballot during a strike authorization vote at a Chicago high school. (AP Photo/M. Spencer Green, File)

  • Chicago Board Of Education President David Vitale address reporters after the board unanimously rejected an independent fact finder's recommendation to give teachers a double-digit pay raise, Wednesday, July 18, 2012 in Chicago. (AP Photo/Charles Rex Arbogast)

  • Chicago Public Schools CEO Jean-Claude Brizard speaks at a back-to-school initiative event in Chicago, Wednesday, July 18, 2012. At the event, Brizard said that an independent fact finder's recommendation to give teachers a double-digit pay raise would cost the district $330 million, lead to thousands of teacher layoffs and increase class sizes. (AP Photo/Sitthixay Ditthavong)

  • Chicago Public Schools CEO Jean-Claude Brizard hands a package to a student during a back-to-school initiative event in Chicago, Wednesday, July 18, 2012. At the event, Brizard said that an independent fact finder's recommendation to give teachers a double-digit pay raise would cost the district $330 million, lead to thousands of teacher layoffs and increase class sizes. (AP Photo/Sitthixay Ditthavong)

  • In this Sept. 9, 2011 file photo, Chicago Mayor Rahm Emanuel, left, and Chicago Public Schools CEO Jean-Claude Brizard greet students as they arrive at Carl Schurz High School in Chicago.

  • In this June 6, 2012 photo, Chicago Teachers Union President Karen Lewis casts her ballot during a strike authorization vote at a Chicago high school.

  • From left, first-grader Travios Slater, fourth-grader Kiante Byrd, their grandmother Jeanette Byrd, their aunt Letitia Daniel, mother Felisha Slater, and cousin Randall Darring pose on Daniel's front porch, Friday, June 8, 2012, in Chicago.

  • In this Oct. 27, 2011 file photo, Chicago Mayor Rahm Emanuel, right, visits with Brandy Toliver, left, and Mariah Neyland, in their first-grade class at the CICS Washington Park School in Chicago. (AP Photo/Charles Rex Arbogast, File)

  • In this Nov.16, 2011, file photo, Chicago Teachers Union President Karen Lewis speaks at a news conference in Chicago. (AP Photo/M. Spencer Green, File)

  • Illinois Gov. Pat Quinn hands a pen used to sign a landmark education reform bill to the bill's sponsor, state Sen. Kimberly Lightford, at a bill-signing ceremony, Monday, June 13, 2011, in Maywood, Ill. The bill makes it harder for teachers to go on strike and easier for educators to be fired. (AP Photo/M. Spencer Green)

  • Illinois Gov. Pat Quinn holds up a landmark education reform bill that makes it harder for teachers to go on strike and easier for educators to be fired at a bill-signing ceremony, Monday, June 13, 2011, in Maywood, Ill. (AP Photo/M. Spencer Green)

  • Jesse Sharkey, vice president of the Chicago Teachers Union, speaks to teachers during a protest June 22, 2011 in Chicago, Illinois. Hundreds of teachers gathered to demonstrate outside the offices of the Chicago Board of Education and marched through the city's financial district protesting the board's recent decision to rescind a 4 percent annual raise promised to the teachers in their contracts. (Photo by Scott Olson/Getty Images)

  • Chicago school teachers demonstrate June 22, 2011 in Chicago, Illinois. Hundreds of teachers joined in the protest outside the offices of the Chicago Board of Education and marched through the city's financial district to protest the board's recent decision to rescind a 4 percent annual raise promised to the teachers in their contracts. (Photo by Scott Olson/Getty Images)

  • Chicago school teachers display protest signs from inside a school bus as they leave a demonstration outside the Chicago Board of Education building on June 22, 2011 in Chicago, Illinois. Hundreds of teachers demonstrated outside the board's offices and marched through the city's financial district to protest the board's recent decision to rescind a 4 percent annual raise promised to the teachers in their contracts. (Photo by Scott Olson/Getty Images)

  • Chicago Mayor Rahm Emanuel (L) listens to Chicago Public Schools CEO Jean-Claude Brizard while participating in a forum about education in big cities at the Katzen Arts Center on the campus of American University March 2, 2012 in Washington, DC. Calling their municipalities 'city-states,' Emanuel, Los Angeles Mayor Antonio Villaraigosa and New York Mayor Michael Bloomberg supported the idea of individual school districts being able to compete with states for the $4.35 billion 'Race to the Top' grant program created by President Barack Obama. (Photo by Chip Somodevilla/Getty Images)