Bolling was also noted for a series of "crossover" collaborations with classical musicians. His Suite for Flute and Jazz Piano Trio with Jean-Pierre Rampal, a mix of Baroque elegance with modern swing, has been a top seller for many years, and was followed up by other works in the same vein. It was particularly popular in the United States, at the top of the hit parade for two years after its release and on the Billboard top 40 for 530 weeks, roughly ten years.
Following his work with Rampal, Bolling went on to work with many other musicians, from different genres, including guitarist Alexandre Lagoya, violinist Pinchas Zukerman, trumpeter Maurice André, and cellist Yo-Yo Ma. He also worked with and performed tributes to many others, including Lionel Hampton, Duke Ellington, Stéphane Grappelli, Django Reinhardt, and Oscar Peterson.