Dallas-based AMR Corporation, owner of American Airlines, has made the largest aircraft order in history by agreeing to acquire a total of 460 planes from Airbus and Boeing in a transaction worth more than $38 billion. Five Am Law 200 firms have landed key roles on the record-setting deal.

As the fourth-largest U.S. airline, American is also the only major carrier in the country that has never filed for bankruptcy. American’s fleet, however, is among the industry’s oldest–something that will change dramatically under the deal that will see the airline provided with new planes through 2025. In fact, according to news reports, American’s fleet is now expected to become the industry’s youngest within five years.

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