The evolution of tennis tour fashion has been a captivating odyssey, mirroring the broader trends in style and culture. Traditionally, Wimbledon has set the gold standard, with its spectators—especially the Royals—exuding an aura of impeccable, yet somewhat predictable, elegance. The sight of Anna Wintour in her signature floral frocks has long been a staple, epitomizing conservative femininity with a touch of fashion.

However, the sartorial landscape has undergone a shift in recent years, particularly at the U.S. Open, where the fashion rules are more fluid and expressive. Kendall Jenner’s iconic white cotton dress paired with a baseball cap has sparked a pinterest revolution, inspiring imitations across the internet. This ensemble perfectly captures the zeitgeist of a more relaxed, sporty-chic aesthetic, seamlessly blending high fashion with comfort and accessibility.

Of course, no discussion of tennis spectator fashion would be complete without mentioning the WAGS of the tennis tour, like Morgan Riddle, Ayan Broomfield, and Paige Lorenze whose looks have become as eagerly anticipated as the matches themselves. Their well document fashion choices, often leggy takes on the “old money aesthetic”, leans into a younger audience perhaps inspiring the next generation to try out or take interest in the sport - and we’re here for that. But if peach grazing hemlines are not in the cards for you, take a look at our 4 pinterest inspired looks to take you to the U.S Open and beyond.

NEW YORK FASHION GIRLIE

You know who you are, a bold face name with a byline to match. Although you’re sitting in a sponsor box, you’re not on the job technically, so yes, another Honey Deuce please.

JUST HOPPED OFF THE LIRR

The LIRR is not for the faint of heart, especially at peak season when the banking nepo babies descend on the Surf Lodge like fashion girlies to a Prada sample sale. But like all things, this season is coming to an end and nothing screams that louder than the U.S Open. So while the LIRR is no longer stuffed with early-twenties interns crouched on the floor pregaming from Stanleys, out comes the East Hampton home owners with their kids and nanny in tow. Everyone knows its an easy jaunt to the Mets-Willets Point Station, and with the summer season behind us and kids finally getting ready to go back to school, this yummy mummy is as relaxed as can be - and with a look to match!

DEMURE SPECTATOR

An aspiring Park Avenue princess I suppose? She’s very demure, very mindful, and never walks in when a match is in play. God forbid those cameras zoom in on the recent work of Dr. Fisher.

MINIMALIST ENTHUSIAST

With a love for tennis that matches her love of CBK, a minimalist approach to the cosplay of spectator fashion is a must. She knows how to make an entrance, despite her tone down look, but let it be very clear: she despises the crowds and is only here for the matches.