The Oscars Are for Lovers: A Look Back at Our Favorite Former Couples at the Legendary Award Show

Take a trip down Academy Awards memory lane and see the cutest couples who are no longer together

By Johnni Macke Feb 23, 2019 1:00 PMTags
Leonardo DiCaprio, Gisele Bundchen, Heidi Klum, Seal, Zac Efron, Vanessa Hudgens, Oscars CouplesWireImage; ZUMAPress.com; Getty Images

Getting an invite to the Oscars is an honor like no other. Getting nominated for an actual Academy Award is an even bigger deal, but being one of the hottest couples on the red carpet for the big show is our favorite type of honor.

While technically power couples don't get awards for looking gorgeous with their significant other, they do give fans all the feels and make them believe in love and shoot for a similar romance in their own lives.

Over the years, the Academy Awards have named iconic movies and actors the best of the best in the film industry, but even an Oscar win doesn't mean ones relationship will last forever...sadly.

In fact, there are a lot of seemingly perfect couples who have stepped out at the prestigious award show throughout its history that have given us couple goals that are no longer together. It's sad to say the least, but we still love them and live for their red carpet moments of Oscars past.

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Couples like Leonardo DiCaprio and Gisele Bündchen for example were so freaking good looking back in the day and their red carpet photos are too fierce to not want to look back at.

What about the days of Jennifer Aniston and Brad Pitt? Or, perhaps you'll forever ship Jude Law and Sienna Miller or Sarah Jessica Parker and Robert Downey Jr. who were so stinking cute together once upon a time.

While we are happy for all of the celebs that have broken up and found love again or are standing strong as a solo red carpet goer these days, we just can't stop thinking about yesteryear.

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Former Couples Who Rocked the Oscars Red Carpet

To get in the mood for the 91st Academy Awards this Sunday, why not get in on our journey to the past by looking at some of the most iconic and beloved couples in Hollywood when they walked the Oscars red carpet together?

You know you want to!

We still have a few of these couple photos hanging at our desks for style and relationship inspiration, so you're not alone in forever shipping these stars.

Plus, who says you have to stay together to be a legendary power couple? No one!

Vanessa Hudgens & Zac Efron

Yes, the High School Musical co-stars and former couple did attend the Oscars together. It was back in 2009 and as you can see they looked flawless together.

Tom Cruise & Katie Holmes

Who doesn't remember the days of TomKat?! The couple was married from 2006 to 2012 and share daughter Suri together, and even though they didn't last they looked pretty picture perfect.

Jason Momoa & Lisa Bonet

In January 2022, the couple shocked fans when they announced their breakup after 16 years together. While the pair remains cordial, the thought of them not appearing on red carpets together breaks our hearts. 

Sarah Jessica Parker & Robert Downey Jr.

The Sex and the City alum dated the Iron Man star from 1984 (when they were only 18 years old) to 1991, and based on these Oscars looks they totally embraced '80s fashions.

George Clooney & Stacy Keibler

During Clooney's many years of being a bachelor, he had some beautiful dates to the Oscars, including Keibler.

Jennifer Lopez & Alex Rodriguez

Before serving as a presenter for the 2019 Oscars, the Hustlers star posed on the red carpet with her MLB player fiancé. Nearly two years after the award show, the pair decided to call it quits

Justin Theroux & Jennifer Aniston

In 2015, the then-married couple attended the Oscars and dazzled on the red carpet. Sadly, they split in 2017.

Bradley Cooper & Irina Shayk

The A Star Is Born actor and director walked the red carpet at the 2019 Oscars with the model by his side. However, the pair went their separate ways later that year. 

Reese Witherspoon & Ryan Phillippe

Even though these two lovebirds divorced in 2007 after tying the knot in 1999, they were always the couple to watch when it came to awards season. Just look at how cute they were together.

Anne Heche & Ellen DeGeneres

It seems like the talk-show host has always been a part of a power couple, even before she met her wife Portia de Rossi. Back in 1997, Ellen met Anne and they remained a strong unit and a symbol for the LGBTQ+ community for about three and a half years.

Brad Pitt & Angelina Jolie

Brangelina always made a statement whenever they stepped out together, so we definitely still miss their red carpet photo ops and gossip-filled romance years after they filed for divorce in 2016.

Nicole Kidman & Tom Cruise

Before Nicole married Keith Urban and became an Australian power couple with her man, she was married to Tom. Here they are at the 1991 Oscars.

Heath Ledger & Michelle Williams

After meeting on the set of Brokeback Mountain in 2005, Heath and Michelle started one of the greatest love stories in Hollywood and even though they separated just months before he died in 2008, fans continue to look back at these two as a great romance that was cut short.

Julia Roberts & Benjamin Bratt

No these two weren't the stars of an epic rom-com—which we would totally watch for the record—they were a couple in the late '90s for nearly four years and they were stunning together.

Jennifer Garner & Ben Affleck

For more than 10 years, we grew accustomed to seeing these two on carpets together. However, they announced their split in 2015.

Leonardo DiCaprio & Gisele Bündchen

Remember when the Titanic star mostly dated models? We know this is still pretty much his game. But from 1999 to 2005, Leonardo was all about one runway star. 

Heidi Klum & Seal

From 2005 to 2014, the supermodel and singer were the hottest couple to spot out and about and we still love seeing photos of them during their time as a married couple.

Hugh Grant & Elizabeth Hurley

For 11 years, these two Brits were the hottest couple around. And despite their eventual breakup in 2000, the hunky actor and gorgeous Elizabeth remain friends to this day. 

Brad Pitt & Gwyneth Paltrow

All we can say to this couple and this Oscars moment in time is yaaas!

Patricia Arquette & Nicholas Cage

These two are definitely a blast from the past. After meeting when Patricia Arquette was only 18, Nicholas Cage  proposed to her then and there but it wasn't until she was 27 years old in 1995 that they actually tied the knot. They later divorced in 2001, but we will never forget their romance.

Diane Kruger & Joshua Jackson

We're still not over this breakup, even though it happened in 2016 and Diane now has a child with Norman Reedus. There was just something about these two that we will forever ship.

Marc Anthony & Jennifer Lopez

The saucy duo was married for 10 years and let's be honest, they never disappointed when it came to award season.

Billy Bob Thornton & Laura Dern

Yes, Billy Bob Thornton and Laura Dern were once engaged and yes, Dern has always looked this fierce on the red carpet.

Jennifer Aniston & Brad Pitt

We will never stop loving these two together. Sorry, they were so freaking pretty together and looking back at their old photos makes us happy. It just does!

Robin Wright & Sean Penn

The two actors were married for 14 years and they made their time together count. They welcomed two kids, starred in major projects and slayed the couple red carpet game.

Kate Hudson & Chris Robinson

OMG, we can't get over this look! Remember when she was married to the rocker? In addition to getting this epic throwback photo from the relationship, Hudson and Robinson share son Ryder together.

Ethan Hawke & Uma Thurman

The Pulp Fiction star was married to Hawke from 1998 to 2005 and they turned heads whenever they showed up to support each other throughout their marriage.

Jude Law & Sienna Miller

After starring in Alfie together back in 2004, all we wanted was for these two co-stars and lovebirds to live happily ever after. But alas, they broke up after a lot of highs and lows. The good news...we'll always have these Oscars memories.

Diane Lane & Josh Brolin

Diane Lane and Josh Brolin are not only iconic actors in their own right, but boy were they a dyanmic duo when they were married. 

Matt Dillon & Cameron Diaz

These two were the ultimate '90s couple. And even though it was a short-lived romance, we will have these stylish red carpet photos forever.

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View More Photos From Former Couples Who Rocked the Oscars Red Carpet
For a recap of the 2019 Oscars, watch E! News tonight at 7 p.m.!