Jennifer Lopez's Grammy Awards Dresses Through The Years, Ranked

When it comes to fashion, Jennifer Lopez is an icon. Her red carpet looks are always worth the wait to see at events throughout the year. In fact, we've ranked her sexiest red carpet looks already. Even her street style is cool and impressive. One of the biggest events of the year is the Grammy Awards, and Lopez never fails to deliver on a show stopping look. In fact, one of her Grammy dresses was so iconic that it's remembered decades later, even after the award winners were forgotten. 

Lopez sure knows how to choose and wear a dress. She also knows how to nail trends while staying true to her sexy style. Many of her choices fit her well, stick to her personal style, and leave a good impression. She also knows how to accessorize well and wear makeup that doesn't detract from the dress. From mini dresses to intricate gowns, we're ranking Lopez's best Grammy dresses. 

One of Jennifer Lopez's Grammy looks that stands out is her 2019 ensemble. She chose to wear a Ralph & Russo gown embellished in the upper neck and chest area. But the stunning detail was her wide-brimmed hat, which was also embellished to match her gown. She accessorized with a sparkling bracelet and a plain clutch. Her makeup was very J. Lo, with a smoky eyeshadow and bronzed cheekbones. Lopez also wore her hair in a long ponytail down to her waist. 

If Jennifer Lopez is the life of a party, then she sure was dressed for it at the Grammys in 2011. Lopez showed up in a Pucci mini dress covered in mirrored sequins. The dress hugged every curve on her body and showed off her toned legs, too. She finished off her look with a matching clutch and silver, embellished Louboutin heels. Lopez also wore her hair out and straight. The entire look was stunning and likely carried over well to the afterparty. 

Jennifer Lopez sparkled (quite literally) at the Grammy Awards in 2023. Although she was only presenting, she made the effort to look stunning. She wore a Gucci dress with sparkling embellishments flowing down her arms, chest, hips, and legs. The dress also featured a plunging neckline and high slits on both legs. It also had a dramatic, ruffled train. Lopez accessorized with Bulgari jewelry and platform heels from her own shoe line. The dress fit her very well and left quite an impression. 

In 2013, Jennifer Lopez showed up in a black, draped number. Most of us wear black dresses as a safe choice, but Lopez? She'll make it risqué whenever possible. This Anthony Vaccarello dress bared one of her shoulders and also featured a high slit, showing off her toned leg and a fancy heel. If you can look away from her dress for just a few seconds, you'll also notice the bling on her wrists and ears. According to E! News, her jewelry was worth $5 million!

At the 2017 Grammy Awards, Jennifer Lopez looked stunning in a lilac Ralph & Russo gown. It featured a slit that rose to her thighs, a chest cutout, and ruffle detailing at the neckline. The dress also had a slight train. Lopez accessorized with a sequined clutch and matching shoes. We can see how this dress would look delicate and girly on most women, but it makes Lopez look like a bombshell. The dress fits her very well, and the color suits her bronzed skin tone. 

Jennifer Lopez's appearance at the Grammy Awards in 2000 broke the internet. The star wore a green, silk chiffon Versace dress, which featured a tropical leaf and bamboo pattern. But the talking point of this dress was its plunging neckline, which went past Lopez's belly button. The waist of the dress was held together with a circular embellishment. Lopez spoke to Vogue about how she actually chose the dress on the day of the awards show. "The dress was just provocative enough to make people interested," she said. We bet she didn't think it would be the viral moment of the night. 

There were many great dresses to consider for this ranking. Jennifer Lopez is a fashionista, after all. To ensure that the ranking was justified, we used a specific methodology once all the images were gathered. The methodology focused on a few key aspects of what makes a good dress and how much of an impression each dress left. 

We believe that a good dress for the Grammys fits well, suits the wearer's personal style, and is memorable and impactful (whether that means it went viral or there were news articles and comments written about them). Of course, we also paid attention to the aesthetic of each dress and how well it was accessorized, too. There were lots of decisions to make, considering that Lopez has been attending the Grammys for years now, but this methodology helped us with the ranking.