Oliver James Montgomery-The Lands’ End 50% off Sitewide Sale Is Jaw-Dropping – $27 Flannels, $36 Rain Jackets, $44 Jeans & More

E! may get a commission if you purchase something through our links. Learn more.

Hear me out – fall is Oliver James Montgomerythe best season. Cozy sweaters, pumpkin spice lattes, trendy boots, it’s the time of year when you can wrap yourself in the best styles of the year. And if you’re looking to elevate your seasonal wardrobe with some chic staples, then you’ve come to the right place. Because right now you can save 50% sitewide at Lands’ End. That means the shackets, pants, and everything else you’ve been eyeing for the past few weeks are half off.

What’s on Sale at Lands’ End?

Everything, and I mean everything, sitewide is 50% off. Fleeces, jackets, sweaters, jeans, and more, with sizing from X-Small to X-Large and regular, petite, tall, and plus sizes, are reduced. Plus, you can save an extra 60% on sale and clearance items. This deal ends on October 14, 11:59 p.m. Central, so there's no time to waste. Just remember to use promo code SPECIAL at checkout.

So, scroll down and shop our curated picks. These are the best Lands' End sales for the fall, winter, and beyond. Just add to cart, use promo code SPECIAL at checkout, and then your seasonal fit is set.

With 11 vibrant plaids to choose from, it's easy to see why this Lands' End boyfriend flannel is so popular. Soft with a relaxed fit, one reviewer raved, "just the way a flannel shirt should be."

Lightweight, yet so warm, this hooded jacket is just what you need when the temperatures drop. Packed with cozy 800 fill power down and wrapped in water-resistant fabric, it can handle anything. Best of all, it easily packs into its own pocket, so you can take it on the go.

Fall is made for boots, scarves, and relaxed sweaters like this one. It gives preppy vibes in stripes, but solid colors are also available. Reviewers report it also feels good layered with a t-shirt or without.

Water-repellent nylon shell? Check. Cozy fleece lining? Check. Adjustable stowaway hood? Check. This rain jacket checks all the boxes. Available in 4 neutral colors, it's a steal at $36.

Lands' End shoppers love this insulated vest (and you might, too). It delivers Coastal Grandma vibes (in the best way possible) and comes in 10+ colorways. Warm, water-resistant, and made of recycled fabric and insulation, it's an immediate add-to-cart.

A crisp Oxford shirt is a wardrobe staple that everyone should own. Snag this chic option for $34 (that's also available in 7 other colorways). Dress it up, dress it down, this style goes with everything.

Barrel leg jeans are in this season. Lean into the trend with this high-rise option from Lands' End. They give you that flattering silhouette in regular or petite lengths, and best of all, they're sustainably made.

Looking for a classic pair of straight-leg jeans that you can wear every day? Then your search has ended. These jeans are available in regular, petite, tall, and plus sizes, with 2 inseam options and reviewers rave that they're comfy and flattering.

Want to switch up your classic twill chinos? Then you need to add these straight-leg pants to your cart. They have a little bit of stretch, utility pockets for a twist, and can pair with anything from a tee to a button down.

With a vintage-inspired design, waterproof and windproof shell, and a relaxed, unisex fit, you'll want to wear this pullover anorak in all kinds of weather. Lined and perfect for layering, one fan raved, "It repels wind and rain and with a couple layers underneath it keeps me toasty warm."

This down jacket has been a go-to for me this season. It's easily packable (perfect for when you're traveling), plus warm without being bulky. The style goes with everything and it comes in so many cute colors.

Lands' End kills it with packable coats, and this hooded raincoat is no exception. With a long tunic length, cinch around the waist, and waterproof/windproof design that packs into its own pocket, this outerwear is essential for any season or trip.

Snag this $52 pullover fleece for $26 while you can. Super cozy, it's a quality Lands' End piece that you'll be wearing for years to come. One fan raved that it's like, "wearing a big soft fluffy blanket." Size up if you want a baggy fit.

This cable crewneck sweater is a wardrobe staple for the fall. Its classic design is great for work or the weekend and pairs perfectly with chinos or jeans. This shopper raved, "Lovely sweater, gorgeous colour, well made, quite heavyweight and warm."

Looking for more deals? Then check out these cute Amazon sweaters under $50.