As the highly anticipated tennis tournament approaches, take outfit inspiration for your look this year from all the outstanding styles sported by sartorial icons throughout the years.

Although the summer has begun to wind down, the stifling <a href="https://www.lofficielusa.com/fashion/shopping-in-new-york-city-store-openings-2024" target="_blank" rel="noopener">New York</a> heatwave appears to be sticking around for a few more weeks, just in time for the beginning of the U.S. Open—the annual tennis tournament that has celebrities, devoted tennis fans, and <a href="https://www.lofficielusa.com/beauty/naomi-osaka-tennis-player-kinlo-skincare-brand-beauty" target="_blank" rel="noopener">ambitious players</a> alike flocking to New York City. While the highly-anticipated, ultra-heated matches on the courts are no doubt the highlight of the weeklong tournament, spotting the well-dressed celebrity crowd has also become an unofficial tradition of many match-goers. Whether you're attending the highly-coveted stands of the U.S. Open this season or are simply curious to see all the top-tier celebrity <a href="https://www.lofficielusa.com/fashion/paige-lorenze-wimbledon-2024-photo-diary-interview" target="_blank" rel="noopener">courtside style</a> moments from tournaments past, join L'OFFICIEL&nbsp;as we break down all of the best looks from recent years.
To no surprise, <a href="https://www.lofficielusa.com/beauty/preppy-skincare-routine" target="_blank" rel="noopener">prep</a>-inspired looks are always a crowd-pleaser at the U.S. Open, prompting attendees to pull out their very best tennis sweaters, pleated skirts, and polo tops. Breezy button-down tops have also emerged as a favorite among high-fashion attendees, and can often be spotted sprinkling the VIP stands in a variety of summery hues. Whether you opt for a timelessly elegant look á la Mindy Kaling, who in 2023 donned a blue-and-white striped button-down and chestnut brown <a href="https://www.lofficielusa.com/shopping/platform-sandals-boho-chic-revival-trend-chloe-shopping" target="_blank" rel="noopener">platform</a> shoes, or a contemporary chic look like Kerry Washington, who graced the competition in head-to-toe Ralph Lauren with white shorts, a navy button-down, and effortless nude heels, preppy styles are often the ultimate go-to for the U.S. Open.&nbsp;

Mindy Kaling at the US Open in 2023. Getty Images.

Kerry Washington at the U.S. Open in 2024. Getty Images.

Another timeless set of classic looks often spotted at the U.S. Open is&nbsp;<a href="https://www.lofficielusa.com/fashion/chanel-metiers-d-art-manchester-collection-photos-looks" target="_blank" rel="noopener">tweed</a>-based styles. From variations on retro-inspired pantsuits to ultra-chic tweed dresses perfectly suited for summer, the sophisticated look often proves an enduringly popular choice for fashion-forward guests at the U.S. Open. When paired with a sleek handbag, a classic pair of sunglasses, pared-back heels, and dazzling jewelry, tweed shines especially brightly.&nbsp;
Leaning into the sporty chic aesthetic is also a reliable go-to. For the U.S. Open in 2024, American gymnast Jordan Chiles paired a white pleated tennis skirt with a slightly oversized red cardigan, both from Nike, and accessorized with black Prada sunglasses. Travis Scott also embraces the tennis spirit, sporting a vintage 2004 U.S. Open hat to round out his tracksuit-style jacket, which features the crest of Swiss soccer club FC Sion.&nbsp;

Jordan Chiles at the U.S. Open. Getty Images.

Travis Scott at the U.S. Open in 2024. Getty Images.

Without further ado, see all of the best courtside looks from all of your favorite celebrity style icons throughout the years, with notable styles from sartorial savants ranging from&nbsp;<a href="https://www.lofficielusa.com/pop-culture/anne-hathaway-adam-shulman-relationship-history-husband" target="_blank" rel="noopener">Anne Hathaway</a> to Amanda Seyfried to <a href="https://www.lofficielusa.com/film-tv/madelyn-cline-outer-banks-season-2-netflix-knives-out-2" target="_blank" rel="noopener">Madelyn Cline</a>.&nbsp;

Charlize Theron at the 2023 US Open. Getty Images.

Emma Roberts at the 2023 US Open. Getty Images.

Nicole Kidman and Keith Urban at the 2023 US Open. Getty Images.

Matthew McConaughey and Camila Alves at the 2023 US Open. Getty Images.

Alix Earle at the 2023 US Open. Getty Images.

Emily Ratajkowski at the 2023 US Open. Getty Images.

Kylie Jenner and Timothée Chalamet at the 2023 US Open. Getty Images.

Vera Wang at the 2023 US Open. Getty Images.

Laura Dern at the 2023 US Open. Getty Images.

Nicole Kidman at the 2023 US Open. Getty Images.

Amanda Seyfried and Rachel Brosnahan at the 2023 US Open. Getty Images.

Madelyn Cline at the 2023 US Open. Getty Images.

Andy Cohen and Anne Hathaway at the 2022 US Open. Getty Images.

Karlie Kloss at the 2022 US Open. Getty Images.

Devin Booker and Kendall Jenner at the 2022 US Open. Getty Images.

Elsa Hosk at the 2018 US Open. Getty Images.

Princess Beatrice at the 2016 US Open. Getty Images.

Sienna Miller at the 2016 US Open. Getty Images.

Taylor Swift and Travis Kelce at the U.S. Open. Getty Images.

Eddie Redmayne at the U.S. Open. Getty Images.

Kendall Jenner at the U.S. Open in 2024. Getty Images.

Bailee Madison at the 2024 U.S. Open. Getty Images.

Misty Copeland at the U.S. Open in 2024. Getty Images.

Lindsay Lohan and Bader Shammas at the U.S. Open in 2025. Getty Images.

Simone Ashley at the 2025 U.S. Open. Getty Images.

Anna Wintour, Rami Malek, Alec and Hilaria Baldwin at the 2025 U.S. Open. Getty Images.

All The Best Celebrity Style Moments At the U.S. Open Throughout The Years

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