Midi-length pieces have become a wardrobe favorite for their versatility, elegance, and ease of styling. Whether you’re shopping for yourself or looking for the perfect gift, Madewell’s up-to-50%-off sale offers the ultimate selection of midi dresses and skirts that are as chic as they are practical. From flowy florals to structured denim, these pieces are designed to carry you through the season with style. Use code CHEERS to snag these must-haves at unbeatable prices.

Why Midi is the Season’s Go-To Length
Midi dresses and skirts strike the perfect balance between comfort and elegance. Their longer hemline makes them ideal for layering with boots or cozy tights during cooler months, while their timeless silhouettes work just as well for casual coffee runs as they do for festive gatherings. With Madewell’s curated selection, you’ll find wardrobe staples that fit every occasion while staying effortlessly stylish.

A Color Palette and Fabrics to Fall in Love With
The holiday season calls for rich textures and flattering hues, and Madewell’s collection delivers just that. From the festive reds and forest greens of their floral midi dresses to the classic blacks of their skirts, these pieces are crafted from high-quality fabrics like corduroy, denim, and satin blends. Every item feels thoughtfully designed, combining practicality with a touch of flair that makes them easy to dress up or down.

Let’s explore this stunning lineup of dresses and skirts that deserve a spot in your wardrobe.

Dresses to Swoon Over

1. Smocked Midi Dress in Floral

Price: $148.00 (25% off with code CHEERS)
Color: Bright Cherry

A dress that combines comfort and charm, the Smocked Midi Dress features long sleeves and a smocked waist for a flattering silhouette. Its jewel neckline and fuller skirt add a touch of refinement, making it perfect for both daytime events and evening soirées.

Why It’s a Must-Have: This dress is a beautiful balance of elegance and ease. Pair it with ankle boots for a polished look or keep it casual with ballet flats.

2. Smocked Tie-Strap Midi Dress in Floral

Price: $158.00 (25% off with code CHEERS)
Color: Daisy Black Ground

Looking for something playful yet sophisticated? The Smocked Tie-Strap Midi Dress fits the bill. Its adjustable tie straps, smocked bodice, and ditsy floral print make it an easy choice for brunches, picnics, or even semi-formal events.

Style Tip: Team it with strappy sandals or dress it down with a cozy cardigan and sneakers for a relaxed vibe.

3. Bubble-Hem Midi Dress

Price: $198.00 (25% off with code CHEERS)
Color: True Black

For those who love a hint of retro charm, the Bubble-Hem Midi Dress is a standout. Crafted from jersey and poplin, this fit-and-flare dress features a dramatic bubble hem and a scooped back, giving it a trendy, ‘80s-inspired vibe.

When to Wear It: This dress is your go-to for any party or dinner date where you want to make a stylish statement. Add heels to elevate the look or keep it funky with combat boots.

4. Tie-Waist Midi Dress in Floral

Price: $158.00 (50% off with code CHEERS)
Color: Luxury Forest

For a polished and feminine look, the Tie-Waist Midi Dress is an elegant choice. Made from sustainable LENZING™ ECOVERO™ viscose, it features a satin finish, short sleeves, and a flattering tie detail at the waist. The side slit adds a dash of flair while keeping it sophisticated.

Why It’s Perfect: The rich forest green color and silky sheen make this dress ideal for holiday parties or intimate gatherings. Pair it with delicate jewelry and block heels for a refined look.

Skirts That Steal the Spotlight

5. Asymmetric Midi Skirt

Price: $118.00 (25% off with code CHEERS)
Color: True Black

Elevate your wardrobe with the Asymmetric Midi Skirt, crafted from drapey crepe fabric. Its high-low hem adds a modern touch, making it a versatile statement piece that transitions easily from office to evening.

Style Tip: Pair this skirt with a fitted turtleneck and knee-high boots for an effortlessly chic outfit.

6. Denim Button-Front Midi Skirt in Clean Black Wash

Price: $110.00 (50% off with code CHEERS)
Color: Clean Black Wash

Classic meets contemporary in the Denim Button-Front Midi Skirt, designed with a hint of stretch for comfort. Its button-front design and clean black wash make it easy to style with nearly anything in your closet.

When to Wear It: Perfect for casual days, this skirt pairs beautifully with chunky sweaters and sneakers for a laid-back, stylish look.

7. Corduroy Midi Skirt

Price: $128.00 (50% off with code CHEERS)
Color: Dark Carob

Stay cozy and stylish with the Corduroy Midi Skirt, made from plush fine corduroy fabric. The front slit adds a playful element to its classic five-pocket design, while the dark carob color makes it a winter wardrobe essential.

Why It’s a Winner: Pair it with a cable-knit sweater and ankle boots for a warm, put-together outfit that’s perfect for cold-weather outings.

Make It a Midi Moment

Midi-length styles are a perfect marriage of comfort and sophistication, and Madewell’s collection makes it easy to incorporate this trend into your wardrobe. From flowing, feminine dresses to structured, chic skirts, each piece is thoughtfully designed to suit any occasion. Whether you’re looking for a standout piece for a holiday gathering or versatile essentials for everyday wear, these midi styles have you covered.

With up to 50% off and an additional 25% off with code CHEERS, now is the ideal time to embrace this timeless silhouette. These deals won’t last forever, so start shopping now to secure your favorites before they’re gone.

Discover your new go-to looks today and celebrate the season in effortless style with Madewell’s midi collection.