Fall Clothes Are 87% Off at Madewell’s Insiders Sale

I’m a fashion editor and frequent traveler. For both of those reasons, Madewell has always been one of my go-to places to shop. The brand is known for its high-quality clothing, and thankfully, you’re just in time to shop for cozy fall essentials during the brand’s Insiders sale before it ends on September 30. 

Whether you’re planning some hiking trips and bonfire parties, or are merely looking to refresh your fall wardrobe, Madewell has everything you’ll need, with prices as low as $12. All you have to do to get 25 percent off of every regularly priced item, and a whopping 40 percent off sale items, is sign up for a (totally free!) membership on the site. (I recently signed up, and it took me less than one minute.) 

I was browsing the site for deals anyway, so I pulled everything that’s in my cart and listed it all out below. I found a range of essentials like a comfy denim skirt and lightweight trench coat perfect for travel, as well as a couple of fun trendy pieces I’ll be saving for special date nights and holiday parties. Shop now to get deals up to 87 percent off.

The Layton Midi Slip Skirt

I’m not exaggerating when I say that I own at least a dozen slip skirts and dresses, and that’s saying a lot considering I live in a tiny apartment with an extremely tiny closet. I wear them with an oversized blazer and boots for a nice dinner out, then a simple turtleneck and sneakers for a more casual look for city sightseeing. It’s a versatile choice, but the slit on this skirt makes it a great choice for more formal occasions, too.

Denim Button-up Shirt

In my fall style rotation, button-ups are a frequent occurrence with a variety of outfits, but this particular option is unique because it’s made with denim. I plan to wear this with leggings and a crewneck sweater on the long flights I have planned during the holidays, and then with a mini skirt and some knee-high boots when I want to dress up.

The Harlow Wide-leg Pant

I’ve officially swapped all my skinny jeans for wide-leg options, which is why these are sitting in my cart right now. Originally $118, these are a great deal at just $48 right now — especially considering the quality. Hundreds of five-star reviewers rave about the high-quality feel of the twill fabric. And just imagine packing these on your next European adventure!

Denim Cropped Cargo Jacket

If you want to capture the cozy vibe of fall without overheating, an oversized denim jacket does the trick. This option is versatile despite its unique details. The large pockets, boxy silhouette, and diagonal zip-front closure are subtle enough to wear this on repeat for years to come. Made with 79-percent cotton, reviewers say it feels ultrasoft, too, so you can easily stay warm, comfy, and cozy on your next flight.  

The Rilee Denim Midi Skirt

A midi skirt is a fall travel wardrobe essential, and even more so when you’re trying to avoid overpacking. This denim skirt has a slit and neutral wash, meaning it can pair well with a sweater and boots for sightseeing and dinner afterward, without having to go back to your hotel room to change. 

Snap-front Cardigan Top

I know I mentioned that all the pieces on this list are ones that are on my wishlist right now, but I’m cheating a tiny bit with this one because it’s already in my closet. I’ve only owned it for two weeks and I’ve already worn it on flights paired with yoga pants and out to dinner once with a mini skirt and some boots. It has a fitted shape that looks polished, but it still feels super soft and comfy. 

Mockneck Thong Bodysuit

I’m a major fan of bodysuits, but some have a tendency to pull and feel a bit tight. Luckily, reviewers rave about how soft and comfortable the fit of this one is. The short sleeves and mock neck make this a great transitional piece. I plan on wearing it with jeans now, and then underneath thicker sweaters once it gets colder out.

The Corinne Lugsole Loafer

Made with leather sourced from an organization that works to promote sustainable environmental practices in the leather industry, I already know this is going to become my go-to shoe for the next several months. They’re compact enough for me to throw into a suitcase and can easily be styled up or down. I am looking forward to pairing them with some ankle socks and a skirt for an easy yet fashionable fall look.

The Plus Larsen Blazer in Drapeweave

Oversized blazers are the unsung heroes of my wardrobe. This plus-size option has a laid-back yet polished appearance, so it’s bound to be both stylish and comfortable. Naturally, this is great for dressier occasions, but it’s equally easy to throw over jeans and a tee for a midday coffee run.

Belted Trench Coat

While you’re looking for some cool items to upgrade your fall look, you might not think of a simple trench coat. But when you find yourself standing in front of your closet with outfit anxiety, having one high-quality layering piece can mean the difference between relaxing into a refined ensemble while doing your makeup and frantically running out the door as your friends start texting you to ask why you’re late. Plus, this transitional piece is perfect for autumn travel, offering a lightweight outer layer for those chillier days exploring. 

Denim Western Midi Shirtdress

Maybe this is just my social media feed, but the western trend seems to be taking over everyone’s closets right now. You can easily throw this denim dress on with boots and a belt to look a bit dressy in this one-and-done outfit. (Cowgirl hat sold separately.)

The Essential Convertible Top Handle Crossbody Mini Bag

Sling bags are always in my suitcase for the hands-free ease and versatility they offer, and this option in black is in my cart right now. With the option to carry it as a crossbody or shoulder bag, I can see it becoming the purse I reach for daily — especially since Madewell is offering the ability to add monogramming to it. It’ll make a great early holiday gift, too.

The Emmett Wide-leg Full Length Jean

These pants check all my boxes for style, comfort, and price. If you’ve struggled to find a good pair of white pants that aren’t see-through, rest easy knowing that these are made with Madewell’s proprietary Cone denim, which is specifically designed to be opaque and have a bit of stretch. I’m cheating again with these, because I already own them. In fact, I’m wearing them as I type this right now, and they’re just as comfortable as any lounge pants I own.

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