I have a lot of CDs by Chet Baker and enjoy most of them representing different periods of his life. But if forced to select the ones I like the most, a key factor has to do with the other musicians he is playing with, and the musical context. The sessions Jim referred to on Prestige with George Coleman, Kirk Lightsey, Herman Wright and Roy Brooks would be my top choice. Here are some others:
Chet Baker & Crew with Phil Urso, Bobby Timmons, Jimmy Bond, Peter Littman
Chet Baker And Art Pepper - Playboys - with Phil Urso, Carl Perkins, Curtis Counce, Lawrence Marable
Chet Baker & Art Pepper - The Route - with Richie Kamuca, Pete Jolly, Leroy Vinegar, Stan Levey
Chet Baker - Once Upon A Summertime - with Greg Herbert, Harold Danko, Ron Carter, Mel Lewis
Chet Baker - In New York - With Johnny Griffin, Al Haig, Paul Chambers, Philly Joe Jones
Chet Baker Quintet - Blues For A Reason - with Warne Marsh, Hod O'Brien, Cecil McBee, Eddie Gladden