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Desperate Measures (1998) - this crime drama, directed by Barbet Schroeder, has three scenes featuring three different helicopters.

When the bad guy (played by Michael Keaton) is being transferred to the hospital for an operation, a police Bell 206 JetRanger escorts the security convoy.
Jetranger in Desperate Measures

Bell 206 in Desperate Measures

When the villain escapes from the hospital, a Hughes 369D supports the police operation from the air.
Hughes helicopter in Desperate Measures

stunt flying in Desperate Measures

Later, the cop hero (Andy Garcia) pursues the felon across a bridge in San Francisco where, during the final shoot-out, a police JetRanger helicopter is damaged by gunfire.
helicopter damaged in Desperate Measures

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