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18 Best Oversized Button Down Shirts to Wear Now

For casual days, nights out, and even the office. Yes, they're that versatile!

By and Bianca Kratky
a person wearing sunglasses
Jeremy Moeller//Getty Images

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Can we take a moment to talk about oversize button-down shirts? Because they're out here doing the WORK. Really. They never fail to look simultaneously chic, sophisticated, relaxed, timeless, comfy, put-together...the list goes on. Name a piece of clothing that does more?!

The classic button-down for women has been around for nearly a century (apparently we can thank Coco Chanel). The emphasis then was on tailoring and fit. The oversized part of this trend is slightly newer, and feels decidedly less stuffy, modern, and fresh. Throwing one on can make something more put-together, more casual, more modest, or way less modest. Like I said, this piece has range.

One of the reasons they’re such a seasonless staple is the sheer versatility factor. You can wear an oversized button-down to the office on Friday, keep it classic with jeans and sneakers, or slip into some heels to style it as a dress. You can even wear one around the house as loungewear and then tuck it into a chic slip skirt to go out at night. When I say the options are endless, I mean, you can get at least 50 outfits out of just one generously proportioned button down. (No, really!) And to help track down the very best oversized button-down shirt for you, we’ve rounded up 18 of our faves ahead. Get a little taste, below:

The best oversized button-down shirts for women in 2024:

Chic, right? Anyway, if you want even more seasonally appropriate outfit inspo, click through for the best winter coats (and designer ones, too), and the best boots for women, including slouchy boots (what can we say, we love a droop!)

Relaxed Fit Oxford Shirt
Credit: courtesy of Ralph Lauren

We simply have to pay respect to the brand that really popularized button-downs for women: Ralph Lauren. This cut and design has such a classic vibe that will never fails to look sophisticated.

Sizing: 00-18

Material: Cotton

This Classic Blue Option

everlane The Relaxed Oxford Shirt

The Relaxed Oxford Shirt
Credit: courtesy of Everlane

You can always count on Everlane for a good closet staple, and an oversized button-down is no exception.

Sizing: 00-16

Material: Cotton

Rave Review: "Substantial fabric with a nice drape. The white is absolutely not see through, which is what I've been searching for. Looks great tucked or untucked. Everything from the buttons to the stitching is high quality. I have a 38D bust and ordered the 10 based on the garment measurements for a loose but not hugely oversized look and it's perfect."

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The Everyday ’Fit Essential

Re Ona Artist Shirt

Artist Shirt

Now onto the classic white button-down. This one is a soft, 100% cotton masterpiece that looks so crisp and sharp. It’s the perfectly elegant shirt to pair with jeans and simple jewelry.

Sizing: S-L

Material: Cotton

Rave Review: "I wanted an oversized cotton white button down and this was everything I expected. So gorgeous and high-quality, I'm obsessed."

This Stylish Swim Cover-Up

L*SPACE Rio Tunic in Brown

Rio Tunic in Brown
Now 26% Off
Credit: courtesy of Revolve

If you’re on the hunt for a button-down to throw on as a breezy, beach-ready cover-up (I know it is winter, but it's good to start planning!), then this lightweight option is for you. It’s a breathable, loose-fitting shirt you can simply drape over your bikini.

Sizing: XS-XL

Material: Linen

Rave Review: "Lovely delicate fabric!"

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this striped one

AYR The Deep End

The Deep End
Now 39% Off
Credit: courtesy of AYR

For a shirt that'll make you feel like you're on vacation instantly, try this one from AYR. It's light enough for a summer getaway, but still perfect to wear to the office.

Sizing: XS-XL

Material: Oxford Cotton

Rave Review: "Are 3 Deep End blouses enough? I am impressed with the details that make this blouse beautiful. The placement of the top buttons, the seams, and the fabric. I did go from a medium to small but found the Deep End cotton in white to be smaller than the others."

Oversized Boyfriend Shirt for Women
Credit: courtesy of Old Navy

When you’re stunting around in this vibrant button-down, you’ll be living your very best Barbiecore life.

Sizing: XS-4X

Material: Cotton

Rave Review: "Timeless staple! I love the material of this shirt and how comfortable it is. I got the tan and white striped one. It's going to be a perfect look for summer—with or without a tank. I like the shirt tail bottom instead of a straight across/boxy look. Love it."

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Add a pop of color into your wardrobe with this fun lightweight shirt, available in 10 different color combinations. Size up to really get that oversized look.

Sizing: S-XXL

Material: Cotton

Rave Review: "I love everything about this shirt! I was looking for something oversized so that I could layer underneath and not have it fit too tightly, this fit the bill perfectly! I love the fabric; it's not too sheer (I bought the white), and hasn't shrunk, pilled, stained, or torn in any of the time I've had it. I put it in the washer and dryer without fear. It's oversized (as advertised) but not tent-like, and very versatile. I'll be buying more in a few of the different colors soon!"

While most oversized button downs are also quite long, this one is cut comfortably wide but hits above the hips for a cool, boxy shape. There’s a wide variety of colors to choose from, but personally, this classic blue and white stripe just really does it for me.

Sizing: XXS-XL

Material: Cotton

Rave Review: "Absolutely love this shirt and its little details that make it more unique than your typical button down! I love the high/low, but it still covers my midriff. Because of the boxy fit, if you are in between sizes I would size down one. Highly recommend!"

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Why not opt for a short-sleeved button-down? This unisex, sustainably made option is giving some major tropical vacation vibes, which is fitting, considering it’s made in the Dominican Republic!

Sizing: 1-4

Material: Recycled Poly Chiffon

Maybe you just came here for the coziest flannel option around (I’m certain there’s a few of you here). We are in the midst of winter after all and it’s a must-have wardrobe staple you’ll never want to take off.

Sizing: XXS-XL

Material: Cotton

Rave Review: "This is a perfect oversized plaid top for fall/winter! I am normally a M and could've sized down to S because it's sooo oversized but I'm happy with it!"

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Donovan Western Shirt
Credit: courtesy of Levi's

Consider it a closet staple, you'll definitely want to have a classic denim shirt in your wardrobe.

Sizing: XS-XL

Material: Cotton

Rave Review: "Gorgeous shirt. Normally a medium but ordered a small as it stated it was over sized. I'm a 10/12 and the small is perfect. If you are looking for a more oversized style get your normal size."

This distressed one

R13 Shredded Seam Shirt

Shredded Seam Shirt
Now 60% Off
Credit: courtesy of R13

If you're going for an edgier look, this R13 shirt will do the trick. Wear it with a pair of cargos and you have an effortlessly cool outfit.

Sizing: XS-XL

Material: Japanese Cotton-Plaid

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This Embellished Beauty

Hanifa Oversized Crystal Shirt

Oversized Crystal Shirt

Yes, this crystal-studded button-down in the most regal shade of purple is a splurge. But it’s basically a dress, a shirt, and a wearable masterpiece, all in one, right?!

Sizing: XS-3XL

Material: Cotton with hot fixed crystals

ASOS DESIGN oxford shirt in white
Credit: courtesy of Asos

Are you going for that “I snagged this from a dude’s closet” look? Then may I direct your attention to this gorgeous number. Leave the top few buttons open to style this one to perfection.

Sizing: 0-14

Material: Polyester, Cotton

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Blue and White Stripe Puffed Shoulder Shirt
Credit: courtesy of Tuckernuck

Add a little extra to your classic shirt with this puff sleeve moment.

Sizing: XS-XL

Material: Cotton, Nylon, Stretch

Rave Review: "The quality of this shirt is amazing. Crisp fabric with no wrinkling! Love the extra buttons at the bust to avoid gaps. The fit was small, I had to size up one size."

Maxine Dress
Credit: courtesy of Shopbop

When in doubt, you can never go wrong with a button-down dress.

Sizing: XS-L

Material: Cotton

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This Buttery Button-Down

Staud Payton Top Sunray

Payton Top Sunray
Now 50% Off
Credit: courtesy of Staud

Soft shades of butter yellow and button downs are such an underrated pairing, as this knockout option proves. The two simply go so well together like, well, butter and toast.

Sizing: XS-XL

Material: Cotton, Spandex

Wrinkle-Free Stretch Cotton Bella Shirt
Credit: Courtesy of Untuckit

This wrinkle-resistant shirt will make wearing a button down so much easier. Forget the steamer, you'll be set for the day with this shirt from Untuckit.

Sizing: 0-18

Material: Cotton

Rave Review: "After trying numerous white button down shirts from Banana, J.Crew, Gap and The Shirt, I finally found what I was looking for! A well fitting, no chest gap, crisp white shirt—and bonus: perfect stand up collar! My shirt journey ends here!!! A+++"

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Why trust Cosmo:

shape, rectangle

Cosmo’s team of fashion experts—which includes fashion director Cassie Anderson and fashion features director Rachel Torgerson, senior accessories editor Andrea Zendejas, and fashion editors Tarah-Lynn Saint-Elien and Danielle Flum—have decades of experience in the industry. They spot relevant trends on the runway before they even hit your TikTok FYP or Insta Explore Page and conduct research across retailers of all kinds to bring you the best clothing and accessory picks for every season. Basically, we've curated a chic little corner of the internet for you like it’s our job (because it is, heh).

We have pretty high standards when it comes to clothing and accessory recommendations. Each of our shopping articles adheres to the 15 Percent Pledge and includes products for all sizes. And you better believe we read those product reviews (and test many of the brands IRL) so you don't have to. You're welcome!

Lettermark
Danielle Flum
Fashion editor
Danielle is the Fashion Editor at Cosmopolitan, where she covers the American and British ready-to-wear markets and handles fashion for all covers and fashion stories in book and online. When she's not working on print, she covers all the latest fashion trends and news for digital. Danielle started as a Fashion Intern for Cosmopolitan in 2016 and has been with the magazine ever since. Follow her journey in the fashion industry on Instagram.
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