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

By:
Elissa Anderson
April 28, 2023 3:00PM EDT
penelope cruz
David Fisher/Shutterstock

Penelope Cruz is one of Hollywood’s most famous actresses. Here are some of her best pics over 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. 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!

 

1 of 31

Penelope Cruz in ‘Framed’

Penelope Cruz in ‘Framed’
ITV/Shutterstock

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

April 27, 2020, 3:12PM
2 of 31

Penelope Cruz in ‘Jamon Jamon’

Penelope Cruz in ‘Jamon Jamon’
Lolafilm/Kobal/Shutterstock

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

April 27, 2020, 3:11PM
3 of 31

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

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

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

April 27, 2020, 3:12PM
4 of 31

Penelope Cruz in ‘La Celestina’

Penelope Cruz in ‘La Celestina’
Canal+/Lolafilms/Sogetel/Kobal/S

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

April 27, 2020, 3:09PM
5 of 31

Penelope Cruz in ‘Twice Upon A Yesterday’

Penelope Cruz in ‘Twice Upon A Yesterday’
Handmade Films/Kobal/Shutterstoc

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

April 27, 2020, 3:09PM
6 of 31

Penelope Cruz at an event in 1999

Penelope Cruz at an event in 1999
Peter Brooker/Shutterstock

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

April 27, 2020, 3:09PM
7 of 31

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

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

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

April 27, 2020, 3:09PM
8 of 31

Penelope Cruz at the 73rd Academy Awards

Penelope Cruz at the 73rd Academy Awards
Stewart Cook/Shutterstock

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

April 27, 2020, 3:09PM
9 of 31

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
Rodriguez/BEI/Shutterstock

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. 

April 27, 2020, 3:08PM
10 of 31

Penelope Cruz at the Fanfan La Tulipe Opening Gala Premiere

Penelope Cruz at the Fanfan La Tulipe Opening Gala Premiere
Alan Davidson/Shutterstock

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. 

April 27, 2020, 3:08PM
11 of 31

Penelope Cruz at the ‘Non Ti Muovere’ Film Screening

Penelope Cruz at the ‘Non Ti Muovere’ Film Screening
Peter Brooker/Shutterstock

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.

 

April 27, 2020, 3:08PM
12 of 31

Penelope Cruz at the ‘Sahara’ Film Premiere

Penelope Cruz at the ‘Sahara’ Film Premiere
Dan Steinberg/BEI/Shutterstock

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

April 27, 2020, 3:08PM
13 of 31

Penelope Cruz at the ‘Volver’ film premiere

Penelope Cruz at the ‘Volver’ film premiere
Stewart Cook/Shutterstock

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

April 27, 2020, 3:08PM
14 of 31

Penelope Cruz at the 79th Annual Academy Awards Arrivals

Penelope Cruz at the 79th Annual Academy Awards Arrivals
Jim Smeal/BEI/Shutterstock

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.’

April 27, 2020, 3:08PM
15 of 31

Penelope Cruz at the ‘Vicky Cristina Barcelona’ Film Photocall

Penelope Cruz at the ‘Vicky Cristina Barcelona’ Film Photocall
Camilla Morandi/Shutterstock

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. 

April 27, 2020, 3:08PM
16 of 31

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

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

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.’ 

April 27, 2020, 3:12PM
17 of 31

Penelope Cruz presenting at the Oscars

Penelope Cruz presenting at the Oscars
Mark J Terrill/AP/Shutterstock

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

April 27, 2020, 3:08PM
18 of 31

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

Penelope Cruz Honored With a Star on the Hollywood Walk Of Fame
Eric Charbonneau/Shutterstock

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. 

April 27, 2020, 3:08PM
19 of 31

Penelope Cruz attends the ‘Twice Born’ film premiere

Penelope Cruz attends the ‘Twice Born’ film premiere
Mediapunch/Shutterstock

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. 

April 27, 2020, 3:08PM
20 of 31

Penelope Cruz at ‘The Counselor’ film screening

Penelope Cruz at ‘The Counselor’ film screening
Richard Young/Shutterstock

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

April 27, 2020, 3:08PM
21 of 31

Penelope Cruz at the 86th Annual Academy Awards Oscars

Penelope Cruz at the 86th Annual Academy Awards Oscars
Stewart Cook/Shutterstock

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

April 27, 2020, 3:08PM
22 of 31

Penelope Cruz at the ‘Ma Ma’ film photocall

Penelope Cruz at the ‘Ma Ma’ film photocall
Belen Diaz/DYDPPA/Shutterstock

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. 

April 27, 2020, 3:08PM
23 of 31

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

Penelope Cruz at the ‘Zoolander No.2’ film premiere
Toby Hancock/Shutterstock

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

April 27, 2020, 3:08PM
24 of 31

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

Penelope Cruz at the ‘Murder on the Orient Express’ film premiere
David Fisher/Shutterstock

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

April 27, 2020, 3:07PM
25 of 31

Penelope Cruz at the 70th Primetime Emmy Awards

Penelope Cruz at the 70th Primetime Emmy Awards
Willy Sanjuan/Invision/AP/Shutte

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. 

April 27, 2020, 3:07PM
26 of 31

Penelope Cruz at the Film Festival Wasp Network

Penelope Cruz at the Film Festival Wasp Network
Alvaro Barrientos/AP/Shutterstoc

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. 

April 27, 2020, 3:07PM
27 of 31

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

Penelope Cruz and Antonio Banderas reunite on the set of ‘Official Competition’
Lagencia Grosby / BACKGRID

Penelope Cruz looks stunning in a metallic jumpsuit. She paired it with silver heels.

October 1, 2020, 12:05PM
28 of 31

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

Chanel Tribeca Film Festival Artists Dinner, New York, USA – 13 Jun 2022
Gregory Pace/Shutterstock

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

June 14, 2022, 9:26AM
29 of 31

Penelope Cruz Daughters Italy BG

Penelope Cruz Daughters Italy BG
BACKGRID

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

BACKGRID USA 15 AUGUST 2022

USA: +1 310 798 9111 / usasales@backgrid.com

UK: +44 208 344 2007 / uksales@backgrid.com

*UK Clients – Pictures Containing Children
Please Pixelate Face Prior To Publication*

August 15, 2022, 6:13PM
30 of 31

Penelope Cruz & Kids Leo & Luna

Penelope Cruz & Kids Leo & Luna
BACKGRID

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. 

August 15, 2022, 6:13PM
31 of 31

Penelope Cruz Sparkly Suit Set SS

Penelope Cruz Sparkly Suit Set SS
Belen Diaz/DYDPPA/Shutterstock

Penelope Cruz
‘L’immensita’ film photocall, Italian institute of culture of Madrid, Spain – 27 Oct 2022

October 28, 2022, 8:52AM
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