DETROIT--The judge in Detroit's municipal bankruptcy case approved a troublesome settlement the city reached with two banks owed nearly $300 million.

The settlement marks a clear win for Detroit Emergency Manager Kevyn Orr, who has resolved some of the city's debt and moved it closer to exiting bankruptcy court.

According to the settlement, the city will pay about $85 million to two banks, Bank of America Corp. and UBS AG, owed about $288 million in pension-related debt. The city has argued that the settlement allows Detroit to avoid costly litigation and secure continued access to the city's casino tax revenue, estimated at about $170 million a year, used to back the debt.

U.S. Bankruptcy Judge Steven Rhodes ruled Friday that the settlement using a 70% discount on the original debt was "reasonable and quite fairly compromises" the claims in the case, including a question over whether the city should have sued the banks to cancel the debt over other legal issues.

"The message is now is the time to negotiate," Judge Rhodes said, addressing many other creditors in the case who have yet to settle. He cited the city's new ability under the approved settlement to seek a "cramdown," which would allow the judge to approve the city's overall debt-cutting plan even over the objection of other creditors.

The judge also chided parties in the case, including the city, for waging a "public relations campaign" in an effort to win the case, rather than focusing on reaching an equitable solution balancing the needs of creditors as well as the residents of the cash-poor city looking to revitalize.

Judge Rhodes, who earlier indicated that the city may have a claim against the banks arguing that the original agreement was legally flawed, said Friday that the settlement quickly resolves a case that could have taken years in expensive litigation.

The settlement at issue with the federal bankruptcy court in Detroit is the third time the parties have attempted to persuade Judge Rhodes to allow the city to resolve the pension-related debt. Judge Rhodes rejected a previous deal in January, calling it too favorable to the banks.

City leaders had touted the settlement as the first agreement between Detroit and its major creditors, a key milestone in the city's effort to push through a debt-cutting plan to restructure $18 billion in long-term obligations. But it only represents a fraction of that debt, leaving unresolved the billions of dollars owed to other major bondholders and the city's pension systems. Earlier this week, the city announced another deal with some bondholders which still needs the judge's approval.

Some creditors in the banks case had raised questions about whether the proposed settlement is the best deal for the city and could unfairly leave insurers liable to pay banks for not being able to recover the full amount owed. The judge also questioned last week whether the original deal may have improperly used casino tax revenue to back the original deal.

At issue was whether the city under Mr. Orr should have tried to break the so-called swaps agreements and recover the hundreds of millions of dollars the city has paid the bank over about the last decade. Judge Rhodes in January indicated the city may have had a good chance to challenge the legality of interest-rate bets that may have helped speed the city's fall into insolvency. But on Friday, he said that the settlement offered the right approach to avoid further litigation.

Write to Matthew Dolan at matthew.dolan@wsj.com

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