Whether you peruse Alexa Chung’s recent Instagram posts or scroll deep into the archives of her mid-2000s looks that changed the brain chemistry of everyone on Tumblr, overalls are a key item linked to her style. They’ve been a staple in the icon’s closet, but the inclusion of the denim piece in her latest buzzy collab with Madewell—along with celebs like Hailey Bieber donning the style in the past year—has only proven that the casual silhouette is cool again.
Overalls are a little less indie sleaze like in Chung’s wonder years and now feel more refined and clean-cut. Instead of Doc Martens and a flannel around the waist, it feels best to pair overalls with a long-length coat or blazer. It’s all about elevated ease, and the outfits below exude the exact vibe in mention. While it may be a trending item now, it’s hard to deny overalls’ ability to transcend time. Just look at how Jennifer Anniston and Janet Jackson styled them in the ’90s. It’s a piece you’ll keep for years to come and style in a myriad of ways. If you’re ready to get yourself a pair, we’ve rounded up the best overalls, from classic no-fuss options styles to trendier versions for those looking to have a little fun. Keep scrolling to find your pick.
(Image credit: Backgrid)
Justin Bieber loves a pair of overalls, but we’re very into how Hailey Bieber has decided to dress up the denim style. Maxi coats are a favorite of hers and add an element of elegance to contradict the casualness of the overalls. Perfect juxtaposition!
When Bieber is seen in an outfit formula, it’s quick to gain popularity.
Maybe your style is more about functionality or comfort, and that’s where Chloe Mihailovich’s outfit comes in. She stays true to the classic styling of overalls but elevates it with an all-white color scheme.
Best Overall
Alexa Chung for Madewell
Denim Overalls in Hockley Wash
Madewell’s denim is already highly rated among the fashion set, so when the brand brought back its long-awaited collaboration with Chung, it only made sense to include a pair of overalls. The double knee patches and distressed wash add a vintage feel, but they are available in multiple sizes so you can find your perfect fit.
Sizes: XS–XL
Customer Review: “These are the overalls I’ve been searching for for years! The softest, lightweight denim in the perfect shade of worn-in indigo. They look like the vintage ones I’ve been trying, but these actually fit. I’m usually a medium, but didn’t know how these would fit, so I ordered a medium and large. Both are flattering and neither are overly fitted. I just have to decide whether I want them ’90s style loose or to skim my curves. They look cute rolled up a couple of times or worn full length. Love.”
Best Dark Wash
Overalls are often found in medium or light washes, but something about a dark wash feels very fashion-forward. Zara’s denim is a lot softer and less rigid and usually comes at an under-$100 price point, like this $70 option.
Sizes: XS–XXL
Best Trendy
We The Free
Good Luck Barrel Overalls
If you want to fully lean into the barrel-leg trend, these overalls are waiting for you. It’s hard to find overalls that fit right on petite frames, but Free People offers regular, short, and tall sizing to find the right length no matter your height. They also come in five different colorways, from black to olive green.
Sizes: XS–XL
Customer Review: “I cannot say enough about these sweet overalls. I’m short and petite so sometimes barrel style does not work for my body type, but these are available in Short, which is perfect and the whole fit is spot on. The first day I wore them I was being stopped on the street and at work by people saying how awesome my outfit looked. I’m going to purchase in black next!”
Best Splurge
Reformation
River Relaxed Denim Overalls
If overalls are a staple in your closet and you’re willing to splurge on a pair you can always rely on, these $218 overalls from Reformation stand out from standard overalls. The denim quality is comparable to designer brands, and they have a relaxed wide-leg fit. If you’re looking for chic overalls, these are it.
Sizes: 0–14
Best Classic
Levi’s
Nonstretch Denim Overalls
Levi’s is a brand you can always rely on for high-quality, well-crafted denim, and these classic overalls will stand the test of time. They have multiple pockets and a light, distressed wash and are made of non-stretch denim to ensure durability.
Sizes: XS–XXL
Best Sizing
Old Navy
Slouchy Jean Overalls
These overalls from Old Navy are another great under-$100 option but also offer the widest size range. Many reviewers rave about the comfortable fit and how the denim strikes the perfect balance between structured and relaxed.
Sizes: 00–30
Customer Review: “For reference, I am 5’3″. The Petite in 6 fit perfectly. I love the thick cotton quality of these overalls. I bought both the black and dark indigo wash. They are fitted enough but still comfortable like overalls should be. Love these!”
Best Vintage
Levi’s
Vintage Denim Overalls
It can be hard to find vintage overalls that fit right, so Levi’s found a solution by creating a pair that looks just like the overalls Aniston wore in the ’90s on Friends.
Sizes: XS–XL
Customer Review: “I love these overalls. The fit is great and denim is soft but durable and a nice weight. I purchased an XS, and I am pleased with the sizing. A little loose but very comfortable, as they should be!”
Best Cargo
Gap
Relaxed Denim Cargo Overalls
Some people want overalls that feel refined, and some people want that old-school look that fits in with their casual-leaning style. This cargo pair from Gap is for the latter.
Sizes: XXS–XXL
Customer Review: “I’ve been looking for some overalls that give that ’90s old-school vibe, and these [ones] seal the deal. You will absolutely fall in love with these overalls, they look so so good. They aren’t too tight and have just the right amount of bagginess to them too. If you’re hesitant to buy these, look no further. These are absolutely perfect.”
