its different customs and traditions
Chassidic Jews wear black hats and long sideburns.
Hats
they all wear black hats to bed.
They wore hats and black pants
Yes they do still wear black bear skins.
a highwaymen wear boots up to the thigh black cloaks scarfs and tricon hats
big ears
The bad bugs usually wear black hats.
It would be illogical to assume every person in the entire world wore hats during the 1920's. A lot of people did probably wear hats during this time period, but there are always black sheep.
Hasidic Jews are a subcategory of Orthodox Jews. The majority of Hassidim wear long coats, while most other Orthodox Jews wear regular suits. On Sabbath and festivals, Hassidim wear a fur hat called a streimel, while other Orthodox Jews wear hats more similar to standard styles.
Pentecostal men do wear hats.
For a clear and simple answer you are going to have to provide more information about what time and place you are asking about. In places under the control of the NAZI regime, from about 1934 until the end of WWII in Europe, Jews had to wear a yellow star. In other places, at other times, other bigoted and racist regimes required Jews to wear other distinguishing clothing, such as (in Western Europe in the Middle Ages) distinctive styles of hats. Jewish religious laws are interpreted by some Jews to require that Jews wear hats or at least yarmulkes, and sometimes phylacteries, and sometimes prayer-shawls.