Penelope Cruz Through The Years: See The Star’s Most Stunning Looks

By:

Elissa Anderson

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Penelope Cruz Through The Years

Penelope Cruz Through The Years — Penelope Cruz is one of the most prolific actresses of her generation. In her decades-long career, she’s amassed commercial and critical success and has earned her fair share of awards. Penelope broke onto the screen in the early/mid-90s with a number of roles in TV and film. It wasn’t the early 2000s when she starred in films like ‘Blow’ with Johnny Depp and ‘Vanilla Sky’ with Tom Cruise that her star really began to rise. In 2006, she starred in the film ‘Volver,’ which earned her her very first Oscar nomination. Two years later, she won her first Oscar for her supporting performance in the film ‘Vicky Cristina Barcelona.’ Penelope married her co-star, fellow Oscar-winner Javier Bardem, in 2010. The pair have a son and daughter. Over the years, Penelope has maintained her classic sense of style and poise. To see more images of the Oscar-winner through the years, check out the gallery!

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Penelope Cruz in ‘Framed’

Penelope Cruz in ‘Framed’ — Penelope Cruz in the ITV Miniseries ‘Framed.’ She starred in the TV miniseries in 1992.

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Penelope Cruz in ‘Jamon Jamon’

Penelope Cruz in ‘Jamon Jamon’ — Penelope Cruz in ‘Jamon Jamon.’ It was her first film in 1992.

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Penelope Cruz with Clint Eastwood at a 1994 Sony Pre-Oscar Party

Penelope Cruz with Clint Eastwood at a 1994 Sony Pre-Oscar Party — Clint Eastwood and Penelope Cruz at a 1994 Pre-Oscar party. The two smiled for a picture.

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Penelope Cruz in ‘La Celestina’

Penelope Cruz in ‘La Celestina’ — Penelope Cruz in the 1992 film ‘La Celestina.’ She played Melibea.

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Penelope Cruz in ‘Twice Upon A Yesterday’

Penelope Cruz in ‘Twice Upon A Yesterday’ — Penelope Cruz in the 1998 film ‘Twice Upon A Yesterday.’ She co-starred in the film with Lena Headey.

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Penelope Cruz at an event in 1999

Penelope Cruz at an event in 1999 — Penelope Cruz at an event in 1999. She wore a stunning little black dress.

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Penelope Cruz at the Angie Everhart film ‘Gun Blast Vodka’

Penelope Cruz at the Angie Everhart film ‘Gun Blast Vodka’ — Penelope Cruz attends a screen of the Angie Everhart film ‘Gun Blast Vodka.’ She wore this cream-colored ensemble.

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Penelope Cruz at the 73rd Academy Awards

Penelope Cruz at the 73rd Academy Awards — Penelope Cruz arrives at the 73rd Academy Awards on March 25, 2001. She looked stunning this gorgeous black gown.

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Penelope Cruz at the Launch Party for the American Branch of the Sabera Foundation

Penelope Cruz at the Launch Party for the American Branch of the Sabera Foundation — Penelope Cruz attends the launch party for the American Branch of the Sabera Foundation in Los Angeles on October 10, 2002. She looked stunning in this intricate dress.

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Penelope Cruz at the Fanfan La Tulipe Opening Gala Premiere

Penelope Cruz at the Fanfan La Tulipe Opening Gala Premiere — Penelope Cruz attends the Fanfan La Tulipe Opening Gala Premiere During the 53rd Cannes Film Festival Cannes on May 14, 2003. She stunned in this gorgeous gown and necklace.

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Penelope Cruz at the ‘Non Ti Muovere’ Film Screening

Penelope Cruz at the ‘Non Ti Muovere’ Film Screening — Penelope Cruz attends the ‘Non Ti Muovere’ film screening as part of ‘Cinema Italian Style on June 13, 2004. She looked lovely in her dress.

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Penelope Cruz at the ‘Sahara’ Film Premiere

Penelope Cruz at the ‘Sahara’ Film Premiere — Penelope Cruz at the ‘Sahara’ film premiere in Los Angeles on April 4, 2005. She looked gorgeous in this blue gown.

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Penelope Cruz at the ‘Volver’ film premiere

Penelope Cruz at the ‘Volver’ film premiere — Penelope Cruz at the ‘Volver’ film premiere on November 2, 2006. She looked gorgeous in this satin gown.

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Penelope Cruz at the 79th Annual Academy Awards Arrivals

Penelope Cruz at the 79th Annual Academy Awards Arrivals — Penelope Cruz attends the 79th Annual Academy Awards Arrivals on February 25, 2007. She was nominated for her first Oscar for her leading performance in the film ‘Volver.’

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Penelope Cruz at the ‘Vicky Cristina Barcelona’ Film Photocall

Penelope Cruz at the ‘Vicky Cristina Barcelona’ Film Photocall — Penelope Cruz at the ‘Vicky Cristina Barcelona’ Film Photocall at the 61st Cannes Film Festival on May 17, 2008. She looked gorgeous in her fitted dress.

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Penelope Cruz at the 81st Annual Academy Awards Vanity Fair Party

Penelope Cruz at the 81st Annual Academy Awards Vanity Fair Party — Penelope Cruz attended the 81st Annual Academy Awards Vanity Fair Party on February 22, 2009. She wore Versace to the soiree and carried her Oscar for Best Performance by an Actress in a Supporting Role for ‘Vicky Cristina Barcelona.’

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Penelope Cruz presenting at the Oscars

Penelope Cruz presenting at the Oscars — Penelope Cruz goes on stage to present the award for Best Performance by an Actor in a Supporting Role during the 82nd Academy Awards.

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Penelope Cruz Honored With a Star on the Hollywood Walk Of Fame

Penelope Cruz Honored With a Star on the Hollywood Walk Of Fame — Penelope Cruz is honored with a Star on The Hollywood Walk of Fame on April 1, 2011 in Hollywood, CA. The moment was an honor for Cruz, whose career spans decades.

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Penelope Cruz attends the ‘Twice Born’ film premiere

Penelope Cruz attends the ‘Twice Born’ film premiere — Penelope Cruz attends the ‘Twice Born’ film premiere at the Toronto International Film Festival on September 13, 2012. She looked gorgeous in her blush pink gown.

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Penelope Cruz at ‘The Counselor’ film screening

Penelope Cruz at ‘The Counselor’ film screening — Penelope Cruz attends ‘The Counselor’ film screening in London on October 3, 2013. She wore Temperley and stunned in the intricate gown.

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Penelope Cruz at the 86th Annual Academy Awards Oscars

Penelope Cruz at the 86th Annual Academy Awards Oscars — Penelope Cruz at the 86th Annual Academy Awards Oscars on March 2, 2014. She wore Giambattista Valli and looked gorgeous!

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Penelope Cruz at the ‘Ma Ma’ film photocall

Penelope Cruz at the ‘Ma Ma’ film photocall — Penelope Cruz attends the ‘Ma Ma’ film photocall in Spain on September 8, 2015. She wore a little black dress with animal print on the sleeves.

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Penelope Cruz at the ‘Zoolander No.2’ film premiere

Penelope Cruz at the ‘Zoolander No.2’ film premiere — Penelope Cruz at the ‘Zoolander No.2’ film premiere in London on February 4, 2016. She wore Versace and glowed on the blue carpet!

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Penelope Cruz at the ‘Murder on the Orient Express’ film premiere

Penelope Cruz at the ‘Murder on the Orient Express’ film premiere — Penelope Cruz at the ‘Murder on the Orient Express’ film premiere on November 2, 2017. She wore Temperley London and looked stunning!

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Penelope Cruz at the 70th Primetime Emmy Awards

Penelope Cruz at the 70th Primetime Emmy Awards — Penelope Cruz poses in the press room at the 70th Primetime Emmy Awards at the Microsoft Theater in Los Angeles on September 17, 2018. She looked stunning in her white feathered dress.

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Penelope Cruz at the Film Festival Wasp Network

Penelope Cruz at the Film Festival Wasp Network — Penelope Cruz poses for photographers at the photo call for the film ‘Wasp Network’ at the 67th San Sebastian Film Festival in northern spain. She attended the event on September 27, 2019.

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Penelope Cruz and Antonio Banderas reunite on the set of ‘Official Competition’

Penelope Cruz and Antonio Banderas reunite on the set of ‘Official Competition’ — Penelope Cruz looks stunning in a metallic jumpsuit. She paired it with silver heels.

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Chanel Tribeca Film Festival Artists Dinner, New York, USA – 13 Jun 2022

Chanel Tribeca Film Festival Artists Dinner, New York, USA – 13 Jun 2022 — Penelope Cruz
Chanel Tribeca Film Festival Artists Dinner, New York, USA – 13 Jun 2022

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Penelope Cruz Daughters Italy BG

Penelope Cruz Daughters Italy BG — Portofino, ITALY – *EXCLUSIVE* – Spanish Actress Penelope Cruz dons her summery floral patterned blouse top and jeans out with her children on holiday at the Hotel Astoria in Rapallo.

Penelope on her European break is still being extra careful about the ongoing threat of COVID-19 by wearing her face mask with her two children Luna and Leo.

The Vicky Cristina Barcelona actress and Javier Bardem’s wife had previously expressed that she would love to make a musical film with her husband after seeing him belt out some tunes in Being the Ricardos according to reports. **SHOT ON 07/29/22**

Pictured: Penelope Cruz

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Penelope Cruz & Kids Leo & Luna

Penelope Cruz & Kids Leo & Luna — Penelope Cruz stepped out with her two children Leo and Luna during her Italian getaway on July 29, 2022. She looked casual and comfortable in a floral front-tie shirt and jeans.

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Penelope Cruz Sparkly Suit Set SS

Penelope Cruz Sparkly Suit Set SS — Penelope Cruz
‘L’immensita’ film photocall, Italian institute of culture of Madrid, Spain – 27 Oct 2022

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