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10 Button-Up Shirt Outfits, Inspired by Celebs
via Vogue · July 27, 2026

10 Button-Up Shirt Outfits, Inspired by Celebs

From Hailey Bieber to Zoë Kravitz, discover new ways to style the timeless button-up shirt for summer and beyond.

The Story

Versatility is what makes button-up shirts a timeless essential. Whether crisp and tailored or oversized and relaxed, the classic staple has earned its place as a year-round favorite, especially during the warmer months when breezy lightweight layers are key. For fresh inspiration on how to style yours through the end of summer and straight into fall, look no further than these button-up shirt outfits inspired by recent celebrity sightings.

From clean and classic pairings that transcend trends, like Hailey Bieber’s go-to combination of a white button-up, jeans, and thong-heeled sandals, to more unexpected styling moments featuring bold accessories and modern silhouettes, like Tessa Thompson’s oversized button-down, black capri pants, and shell jewelry, there’s no shortage of ways to refresh the evergreen wardrobe hero.

Whether weekend wear is on the mind—Karlie Kloss’s checked shirt with white jeans is the perfect inspiration—or a casual office look is the goal—Katie Holmes’s crisp, blue button-up and indigo trouser jeans are effortless picks—these celebrity-inspired outfits will bring new life to your usual shirting rotation. Pro tip: Accessories are the easiest way to make a button-up feel fresh. Don’t be afraid to add statement jewelry, an on-trend bag, or playful shoes to personalize the look.

Ahead, find 10 celebrity button-up shirt outfits to inspire new ways to wear the closet essential you already probably own, know, and love—this summer and beyond.

Hailey Bieber demonstrates how effortless a simple button-down shirt and jeans combination is for summer. Paired with her signature thong-heeled sandals, a roomy flap bag, and vintage-inspired sunglasses, it’s a masterclass in summer-in-the-city outfitting the minimalist way.

Charlize Theron reminds us that it’s good to play outside the lines, while wearing Bottega Veneta’s take on a crisp button-down shirt with a deconstructed collar. Styled with mauve pants, strappy sandals, and an oversized pouch bag, the look strikes the perfect balance between tailoring and unexpected details.

A collarless button-up shirt is a refined silhouette that offers a fresh alternative to standard options. Tilda Swinton embraced the utilitarian feel, styling a striped Mandarin-collar shirt with pale blue trousers, slip-on shoes, and a structured handbag. It’s crisp, clean, and far from predictable.

Zoë Kravitz proves all it takes is a little layering to transform a white shirt. The actress wore hers over a camisole and black trousers—a simple styling trick to recreate. Since it’s still summer, add a playful knit hat and woven tote bag to lighten the look. Grab a jacket when it’s time to transition into cooler temperatures.

What’s more timeless than a white button-down shirt and blue jeans? Margot Robbie put a Parisian twist on this iconic combo, styling with glove ballet heels, a quilted shoulder bag, and oversized black sunnies. It’s a versatile look that works for the office, weekend adventures, and yes, even date night.

Karlie Kloss leaned into classic warm-weather styling, pairing her plaid linen button-down over a crewneck T-shirt in a similar hue and white jeans. By opting for white ballet flats for footwear, the result is a softer approach to layering summer essentials. Finish with a Dior purse and oval sunnies to complete the formula.

Go easy-breezy like Jennifer Lawrence, who styled a silky striped button-down shirt and flowy pants from La Ligne for a relaxed bike ride. Suede double-buckle sandals, a graphic ballcap, and classic sunnies (accessories she often gravitates towards) really drive home the laid-back, summer-in-the-city vibe.

Actress and director Olivia Wilde styled all-white separates together, using reliable summer staples. A white button-down shirt and lace-trimmed slip skirt were accented with contrasting black accessories—soft black loafers and a teeny top-handle bag from The Row. The result? A crisp monochromatic look with a sophisticated edge.

Try Katie Holmes’s blue button-down shirt and indigo wash wide-leg jeans for a casual office look. Modernize these mainstay basics with something trendier—a pair of flip-flop heels—then finish things off with a roomy leather tote bag and personal jewelry for flair.

A crisp white shirt and black capri pants combination feels utterly timeless. Whether worn with black ballet flats à la Audrey Hepburn or with modern pumps and a shell necklace like Tessa Thompson, all you need is a few simple accessories to transform this iconic pairing over and over.

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