2002
Oprah Winfrey attends the Vanity Fair Oscar Party at Mortons March 24, 2002 in West Hollywood.
Oprah’s Shoe Style Through the Years
From sweeping gowns to sharp trousers and tops, discover Oprah Winfrey's best looks through the years.
By Aaron Royce
A closer look at Oprah Winfrey's best looks over the years.
Getty
From elegant dresses to sharp trousers and blouses, discover Oprah’s best looks over the years.
-
Image Credit: Getty Images -
76th Annual Academy Awards – Arrivals
Image Credit: Getty Images Oprah Winfrey attends the 76th Annual Academy Awards at the Kodak Theater on Feb. 29, 2004, in Hollywood.
-
2008
Image Credit: Getty Images Oprah Winfrey arrives to the 17th Annual Women In Entertainment Power 100 Breakfast on Dec 5, 2008, at the Beverly Hills Hotel in Los Angeles.
-
2010
![©2010 RAMEY PHOTO 310-828-3445
Beverly Hills, California, March 6, 2010
Oprah Winfrey at Philippe Chow Oscar Nominee party.
RM (Mega Agency TagID: MEGAR81623_3.jpg) [Photo via Mega Agency]](https://footwearnews.com/wp-content/uploads/2021/10/MEGAR81623_3.jpg?w=145)
Image Credit: RM Oprah wears a black silk blazer, black trousers and peep-toe pumps with a metallic handbag in March 2010.
-
2013
![©2013 RAMEY PHOTO 310-828-3445
Beverly Hills, California, October 3, 2013
Oprah Winfrey looking amazing in Beverly Hills.
RC (Mega Agency TagID: MEGAR81639_4.jpg) [Photo via Mega Agency]](https://footwearnews.com/wp-content/uploads/2021/10/MEGAR81639_4.jpg?w=204)
Image Credit: RC Oprah wears a purple sweater, blue jeans and metallic thong sandals in October 2013.
-
2017
![Tribeca TV Festival 'Released' Series Premiere. 22 Sep 2017 Pictured: Oprah Winfrey. Photo credit: Steven Bergman/AFF-USA.COM / MEGA TheMegaAgency.com +1 888 505 6342 (Mega Agency TagID: MEGA87993_020.jpg) [Photo via Mega Agency]](https://footwearnews.com/wp-content/uploads/2021/10/MEGA87993_020.jpg?w=206)
Image Credit: Steven Bergman/AFF-USA.COM / MEGA Oprah wears a yellow and black hoodie, black trousers and black leather ankle boots while attending the “Released” premiere at the Tribeca TV Festival in September 2017.
-
2018
![Oprah Winfrey is wearing a stripped vest while being in good spirits as she grabs dinner at Lucques Californian Restaurant in West Hollywood. 13 Feb 2018 Pictured: Oprah Winfrey. Photo credit: MEGA TheMegaAgency.com +1 888 505 6342 (Mega Agency TagID: MEGA163740_002.jpg) [Photo via Mega Agency]](https://footwearnews.com/wp-content/uploads/2021/10/MEGA163740_002.jpg?w=200)
Image Credit: MEGA Oprah wears a striped vest, jeans and navy sneakers at Lucques Californian Restaurant in West Hollywood in February 2018.
-
2018
![LOS ANGELES, CA - FEBRUARY 26: Actress attends the premiere of Disney's 'A Wrinkle In Time' at the El Capitan Theatre on February 26, 2018 in Los Angeles, California. 26 Feb 2018 Pictured: LOS ANGELES, CA - FEBRUARY 26: Actress/producer/philanthropist Oprah Winfrey attends the premiere of Disney's 'A Wrinkle In Time' at the El Capitan Theatre on February 26, 2018 in Los Angeles, California. Photo credit: Jeffrey Mayer / MEGA TheMegaAgency.com +1 888 505 6342 (Mega Agency TagID: MEGA172548_003.jpg) [Photo via Mega Agency]](https://footwearnews.com/wp-content/uploads/2021/10/MEGA172548_003.jpg?w=200)
Image Credit: Jeffrey Mayer / MEGA Oprah wears a navy dress with sheer panels and sequined pointed-toe pumps at the “A Wrinkle In Time” premeire at the El Capitan Theatre in Los Angeles, California in February 2018.
-
2018
![Julia Carey and James Corden attend the Royal Wedding of Prince Harry to Meghan Markle at St George's Chapel, Windsor Castle, Windsor, Berkshire, UK, on the 19th May 2018. 19 May 2018 Pictured: Oprah Winfrey attends the Royal Wedding of Prince Harry to Meghan Markle at St George's Chapel, Windsor Castle, Windsor, Berkshire, UK, on the 19th May 2018. Photo credit: James Whatling / MEGA TheMegaAgency.com +1 888 505 6342 (Mega Agency TagID: MEGA224560_018.jpg) [Photo via Mega Agency]](https://footwearnews.com/wp-content/uploads/2021/10/MEGA224560_018.jpg?w=182)
Image Credit: James Whatling / MEGA Oprah wears a pale pink dress and Mary Jame pumps with a wide hat and Gabriela Hearst handbag at the Royal Wedding of Prince Harry to Meghan Markle in May 2018.
-
2018
![Oprah Winfrey spotted strolling and getting a drink with some friends in Portofino. 07 Aug 2018 Pictured: Oprah Winfrey. Photo credit: Agostino Fabio / MEGA TheMegaAgency.com +1 888 505 6342 (Mega Agency TagID: MEGA260624_008.jpg) [Photo via Mega Agency]](https://footwearnews.com/wp-content/uploads/2021/10/MEGA260624_008.jpg?w=214)
Image Credit: Agostino Fabio / MEGA Oprah wears a striped blouse, white pants, a black and white handbag and white slip-on sneakers in Portofino, Italy in August 2018.
-
2019
![Oprah Winfrey is seen leaving the Stella McCartney fashion show in Paris. 04 Mar 2019 Pictured: Oprah Winfrey. Photo credit: Neil Warner/MEGA TheMegaAgency.com +1 888 505 6342 (Mega Agency TagID: MEGA373850_014.jpg) [Photo via Mega Agency]](https://footwearnews.com/wp-content/uploads/2021/10/MEGA373850_014.jpg?w=181)
Image Credit: Neil Warner/MEGA Oprah wears a navy knit sweater, maxi dress and black leather ankle boots while leaving the Stella McCartney Fall 2019 show during Paris Fashion Week in March 2019.
-
2019
![Oprah Winfrey arrives at the Women In The World Summit in New York City. 10 Apr 2019 Pictured: Oprah Winfrey. Photo credit: MEGA TheMegaAgency.com +1 888 505 6342 (Mega Agency TagID: MEGA397951_004.jpg) [Photo via Mega Agency]](https://footwearnews.com/wp-content/uploads/2021/10/MEGA397951_004.jpg?w=224)
Image Credit: MEGA Oprah wears a printed coat, white silk trousers and black ankle boots while arriving at the Women In The World Summit in New York City in April 2019.
-
2019
![Statue Of Liberty Museum Opening Celebration at Battery Park. 16 May 2019 Pictured: Oprah Winfrey. Photo credit: MEGA TheMegaAgency.com +1 888 505 6342 (Mega Agency TagID: MEGA422102_012.jpg) [Photo via Mega Agency]](https://footwearnews.com/wp-content/uploads/2021/10/MEGA422102_012.jpg?w=203)
Image Credit: MEGA Oprah wears a white blouse and maxi skirt with matching Cuban-heel boots and a top-handle bag to the Statue Of Liberty Museum opening in May 2019.
-
2021
Image Credit: Harpo Productions/Joe Pugliese/CBS Interviewing Prince Harry and Meghan Markle, Oprah wears a collared shirt, pink sweater and skirt with brown leather boots.
-
2022
Image Credit: Getty Images Oprah wearing a pinstriped suit with cap toe pumps at the Toronto International Film Festival on Sept. 11, 2022
-
2023
Image Credit: Michael Buckner for Variety Oprah wears a sparkling sequined purple gown from Dolce & Gabbana at the Academy Museum Gala in Los Angeles on Dec. 3, 2023.
-
2023
Image Credit: MEGA/GC Images Oprah Winfrey wearing a satiny purple ensemble with a crystal embellished jacket and sparkling lavender sneakers outside the Empire State Building on Dec. 12, 2023 in New York City.
-
2024
Image Credit: Alberto Rodriguez/Golden Globes 2024 Oprah wears a purple Louis Vuitton gown with matching pumps at the Golden Globes in Los Angeles on Jan. 7, 2024.
-
2024
Image Credit: MANDEL NGAN/AFP via Getty Images Oprah wearing a purple Christian Siriano suit with purple pumps at the Democratic National Convention on Aug. 21, 2024.
-
2024
Image Credit: Robert Kamau/GC Images Oprah wearing a Louis Vuitton striped track suit with metallic and canvas sneakers in Manhattan on Aug. 23, 2024.
-
2024
Image Credit: Getty Images Oprah Winfrey is seen on “Good Morning America” on Sept 10, 2024, in New York.
-
2024
Image Credit: GC Images Oprah Winfrey is seen arriving at “Jimmy Kimmel Live” on Sept. 17, 2024, in Los Angeles.
-
2024
Image Credit: Getty Images Democratic presidential nominee, U.S. Vice President Kamala Harris (R) speaks alongside Oprah Winfrey during the closing rally of her campaign at the base of the iconic “Rocky Steps” at the Philadelphia Museum of Art on Nov. 05, 2024, in Philadelphia, Pennsylvania. With one day to go until election day, Vice President Kamala Harris is campaigning across Pennsylvania. (Photo by Kent Nishimura/Getty Images)
More from Footwear News
Most Popular
Get the Latest Issue
Only $24.99 for one year!
