Shana Wilson’s 40-inch by 30-inch oil painting of Supreme Court Justice Ruth Bader Ginsburg in 1996 was a labor of love. “I elected to paint Ruth without robes, ‘just’ as a woman, to showcase all of her achievements. She’s also a daughter, wife, mother, grandmother, friend and mentor,” says Wilson, who also painted First Lady Jacqueline Kennedy for our 1962 cover.
“Her steely gaze conveys professional success yet the approachable tilt of her head, few loose strands of hair, and ruffled blouse portray femininity,” adds Wilson, who studied the early 1990 TIME covers for graphic direction and palette.
The vibrant image of Wangari Maathai, the 2001 choice, was created by American fiber artist Bisa Butler, who used African Dutch-wax cottons, silk, and velvet quilted and appliquéd for her portrait of the Green Belt Movement founder and winner of the 2004 Nobel Peace Prize.
“I have admired her from afar for years,” says Butler, who has an upcoming show at the Art Institute of Chicago. “This whole experience brought me closer to her legacy and closer to my own purpose.”
To create a new image of Diana, Princess of Wales—who has graced TIME’s cover 11 times—we turned to paper-sculpture artist Yulia Brodskaya. Using just paper and glue, Brodskaya created an incredibly complex portrait, providing a new way of seeing one of the most-photographed women of that time. “My main vision for Princess Diana’s portrait was simply to fill it with light,” says the U.K.-based artist, who spent two weeks producing the artwork for our 1987 cover. “I remember every paper strip I picked, folded and glued down, but I can’t grasp how – despite the roughness, texture and schematic quality of it – a paper-strip portrait is still capable of conveying emotions and a person’s likeness.”
For 1920, the Spanish-born graphite and charcoal artist Amaya Gurpide rendered a cover illustration of five women known as suffragists. Gurpide captured the feel of TIME’s very first cover in 1923—a charcoal illustration by artist William Oberhardt of then-Speaker of the House Joseph Cannon.
Jennifer Dionisio, a London-based illustrator, created a portrait of pioneering physicist Chien-Shiung Wu for 1945. Its style syncs with what is considered the golden age of TIME’s illustrated cover, a period dominated by Boris Artzybasheff, Ernest Hamlin Baker and Boris Chaliapin. Known as the ABCs, the three artists illustrated more than 900 TIME covers over three decades.
The realistic and delicately expressive style of Spanish illustrator Mercedes deBellard carries the 1976 cover of Indira Gandhi, the first female Prime Minister of India.
To capture Rosa Parks, Claudette Colvin, Mary Louise Smith and Aurelia Browder, who initiated the Montgomery bus boycott in 1955, we turned to Philadelphia artist Lavett Ballard. Ballard, whose work focuses on “themes of history, colorism and Afro-futurism,” illustrated the campaign of peaceful resistance on a painted collage applied to reclaimed wood fences.
“The use of fences,” says Ballard, “is a symbolic reference to how fences keep people in and out, just as racial and gender identities can do the same socially.”
Other artists who created TIME covers for this project include:
Lauren Crazybull, a Blackfoot, Dene visual artist based in Alberta, Canada, painted a portrait of Wilma Mankiller, the first female Principal Chief of the Cherokee Nation and our 1985 pick.
Scratchboard artist Mark Summers, whose work is most remembered as the visual look of Barnes and Noble — and who also illustrated 16 stamps for the U.S. Postal Service — utilized his signature technique for his portrait of Jane Fawcett and the Codebreakers, the 1941 cover.
Vietnamese artist and oil painter Cuong Nguyen, who was accepted to Saigon’s Academy of Art while still in high school, painted a striking portrait of Indian politician Amrit Kaur for the 1947 cover.
Canadian-born artist and illustrator Anita Kunz, the first woman (and first Canadian) to produce a solo exhibit of her work at the Library of Congress in Washington, D.C., illustrated American screenwriter Irna Phillips, who pioneered the American soap opera.
Our cover of American computer scientist and U.S. Navy rear admiral Grace Hopper, the 1959 choice, was created by German-born artist Mark Burkhardt. Burkhardt, whose work is reminiscent of Northern Renaissance painting, has clients and collectors worldwide.
We commissioned L.A.-based artist Bijou Karmen to create our 1979 cover. Karmen, best-known for gaining the attention of Rihanna for a series the artist produced for the singer’s clothing line, painted a portrait of Chinese chemist Tu Youyou.
Warsaw-based illustrator Agata Nowicka, considered one of Poland’s best known editorial illustrators, created our portrait of Anna Walentynowicz, the Polish free trade union activist and co-founder of Solidarity, who is acknowledged for 1980.
For a portrait of Anita Hill, who testified before Congress in 1991 about the sexual harassment she said she received from Supreme Court nominee Clarence Thomas, we turned to 20-year-old freelance artist Alexis Franklin, who’s day job is filming and editing videos at a church in Texas.
The striking portrait of American novelist Toni Morrison, the 1993 cover, was created by Canadian artist Tim Okamura. His combined style of realism and graffiti of African American subjects has earned him worldwide attention; his work has been featured in several major films and at the National Portrait Gallery in London.
Denver-based painter Lu Cong, who emigrated from China at age 11, painted our ethereal portrait of Harry Potter creator J.K. Rowling, our 1998 choice.
Brooklyn artist Tim O’Brien, who has painted more than 30 TIME covers over the past 30 years including several award-winning illustrations of President Donald Trump, illustrated the 2006 cover of former Liberian president Ellen Sirleaf Johnson.
New York artist-journalist Molly Crabapple, whose work takes her to the frontlines of conflicts in the U.S., Syria, Turkey, Iraq and Lebanon, created the striking portrait of the Black Lives Matter founders, the 2013 cover. Crabapple was named one of TIME’s Next Generation Leaders in 2016.
This article is part of 100 Women of the Year, TIME’s list of the most influential women of the past century. Read more about the project, explore the 100 covers and sign up for our Inside TIME newsletter for more.