Barbara Cooney (August 6, 1917-March 10, 2000) was an American illustrator for more than 100 books, many of which she also wrote. She was a two-time Caldecott Medal winner.
Biography on Boston Athenæum:
https://www.bostonathenaeum.org/library/book-recommendations/athenaeum-authors/barbara-cooney

Newsboys’ Thanksgiving Dinner for Eleanor by Barbara Cooney
1996 / Acrylic on silk / Children’s biography of Eleanor Roosevelt / Viking Press

Children’s Books Written or Illustrated by Barbara Cooney:
http://home.metrocast.net/~tortak/illustrators/Cooney1.html

Further reading:
https://www.hbook.com/?detailStory=barbara-cooney
https://blog.bookstellyouwhy.com/caldecott-winning-illustrators-series-barbara-cooney
https://www.theatlantic.com/magazine/archive/2017/12/childrens-books-for-uncertain-times/544104/