Madewell Sale: The Cutest Clothes, Shoes, & Accessories to Snag Under $100 ASAP

With savings of an extra 30% off, you don’t want to miss out on our top picks from this major Madewell sale!

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This post will show you the top clothing, shoes, and accessories to shop from Madewell’s sale, all under $100.

Helloooo, holiday weekend!

This Labor Day weekend, there are so many great sales to shop, like Madewell’s offering of 30% off sale styles. You’ll be able to stack savings on a huge selection of already-reduced clothing, shoes, and accessories, including pieces that are perfect for the fall.

I’ve scoured Madewell’s entire sale selection to find you the best deals and cutest items that are under $100 when you use the discount code “CHEERS.

Read on for my top sale picks, and be sure to snag them before the sale ends on September 7, 2021 at 11:59 PM ET.

Slim Demi-Boot Jeans

Above all, Madewell is known for their denim, so snagging a pair of jeans (or two) is a must!

Straight-leg denim styles are the trend, so these light-wash demi-boot cut jeans with a high rise are a stylish choice. They have a straight-leg design with a subtle flare at the hem, and a bit of stretch for a comfy fit.

These versatile jeans will look great with sandals, sneakers, and booties this fall.

Sidewalk Low-Top Sneakers

Everyone needs some white low-top sneakers in their wardrobe, but why not opt for a pair with a little extra flair?

These white low-top sneakers feature a pop of print with touches of spotted calf hair for added texture. The subtle animal print is just enough to make these sneakers stand out while still being ultra versatile.

Button-Front Sweater Tank

This olive green sweater tank top is ideal for the current season, before it gets chillier later in the fall!

With a design similar to a cardigan (minus the sleeves), this tank top will look cute with shorts, skirts, and jeans.

Oversized Trucker Jean Jacket

A jean jacket is a wardrobe essential, and this oversized-fitting denim trucker jacket has a classic, vintage vibe. I call this a style investment!

Its oversized fit and medium wash makes this jacket that much more versatile, since you can layer it over bulkier items like hoodies or sweaters.

Canvas Leopard Print Tote Bag

Just in time for the new school semester, you can get this functional tote bag on sale that’s perfect for carrying your books, laptop, and more.

Made from sturdy canvas, this tote bag has a stylish leopard print trim, top handles, and a removable long strap so that you can wear the bag crossbody-style. It also has pockets both outside and inside, including a secure zipper pocket to stash any smaller or valuable items.

P.S. – this roomy tote would also be great for travel.

Leather Mules

You know those mornings when you’re rushing out the door, but still want to look put-together? These black leather mules are the answer.

Their sleek design is timeless, while their slide-on design make them easy to quickly slip into and appear instantly chic. Plus, the pointed toe looks extra polished.

Packable Popover Raincoat

For those dreaded rainy days that involve walking across campus, this packable popover raincoat is sure to come in handy.

Not only will it keep you dry, but it folds into a fanny pack that you can snap around your waist or sling over your shoulder. Aside from walking to class, this is a must-have for outdoor sporting events, concerts, and travel.

This raincoat features a front zipper pocket which is perfect for stashing your cell phone, a drawstring hood, and is ventilated.

Plus, its fabric is made of recycled water bottles, so you can feel good about what you’re wearing!

Relaxed Jeans

These relaxed-fit jeans are giving off total 90’s vibes, which is majorly on-trend this season.

With a slouchy fit and rigid denim, these light-wash jeans are vintage-inspired in all the right ways.

LOLA Medium Backpack

I love the bright, punchy color of this medium-sized backpack, which also comes in pink, lime green, and red. The bold color makes this backpack stand out, and its size is just right.

It’s made from recycled fabric and features multiple pockets inside and out, including two side pockets perfect for holding your water bottle.

High-Rise Skinny Jeans

So I know that skinny jeans aren’t considered “on trend” this season, but I still believe that they are still a wardrobe essential – especially a pair of solid black, high-rise skinny jeans. In fact, I’d argue that these are the most versatile kind of jeans you can own!

This super-stretchy pair is comfy and flattering, and can be styled so many different ways. Dress them up, dress them down… not to mention they’re the best type of jeans to wear with rain boots or knee-high boots.

Two-Pack Beaded Bracelets

Add some understated bling to your daily outfits with these stretchy gold-plated brass beaded bracelets.

The stretchy construction makes these bracelets super easy to slip on, and they go with just about any look, from daytime to nighttime.

Convertible Paperclip Chain Necklace

This isn’t your average chain necklace: it’s a convertible one! You can wear it normally, as a lariat necklace, or even as a wrap bracelet thanks to its carabiner-style clasp, making it more versatile than meets the eye.

Part of Madewell’s “Do Well” line, this necklace is crafted from recycled materials that would otherwise go to waste, making it sustainable while looking stylish.

Beaded Cherry Huggie Hoop Earrings

How adorable are these beaded cherry hoop earrings? They are such a conversation piece, but their small size keeps them from being over-the-top.

They are beaded by hand, and the cherries put a fun, kitschy spin on your basic hoop earrings.

What do you think of my Madewell sale picks?

Would you wear these styles? Which item is your favorite? Leave a comment and let us know!

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