Joseph Caldwell Sr., beloved tailor for Chicago White Sox, dies at 92

ByABC7 Chicago Digital Team WLS logo
Wednesday, October 22, 2025
Joseph Caldwell Sr., pioneering Chicago tailor, dies at 92

CHICAGO (WLS) -- Joseph Caldwell Sr. was known as a tailor and trailblazer, who helped countless people look their best.

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He died last Tuesday at the age of 92.

He was the pioneering business owner of TailoRite Cleaners and a fixture on Chicago's South Side for nearly seven decades.

Joseph Caldwell Sr. was known as a tailor and trailblazer, who helped countless people look their best.
Joseph Caldwell Sr. was known as a tailor and trailblazer, who helped countless people look their best.

Caldwell was the tailor for the Chicago White Sox and prominent city leaders.

A celebration of life will be held on Saturday, Oct. 25 at House of Hope on 114th Street at 9 a.m.

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