Pencil Skirts

54 Products

Alanna Midi Skirt
Alanna Midi Skirt

High Waisted Back Split Pencil Skirt in Black

$
79.95
Alanna Midi Skirt
Alanna Midi Skirt
New

High Waisted Back Split Pencil Skirt in Chocolate

$
79.95
Stella Maxi Skirt
Stella Maxi Skirt
New

High Waisted Pencil Skirt in Black

$
89.95
Mikey Mini Skirt
Mikey Mini Skirt

Mid Waisted Tailored A Line Skirt in Off White

$
69.95
Mikey Mini Skirt
Mikey Mini Skirt

Mid Waisted Tailored A Line Skirt in Black

$
69.95
Mikey Mini Skirt
Mikey Mini Skirt
New

Mid Waisted Tailored A Line Skirt in Chocolate

$
69.95
Katelyn Knee Length Skirt
Katelyn Knee Length Skirt

Low Waisted Sheer Sequin Skirt in Teal

$
99.95
Alanna Midi Skirt
Alanna Midi Skirt

High Waisted Back Split Pencil Skirt in White

$
79.95
Stella Maxi Skirt
Stella Maxi Skirt

High Waisted Pencil Skirt in Chocolate

$
89.95
Alanna Midi Skirt
Alanna Midi Skirt

High Waisted Back Split Pencil Skirt in Neutral

$
79.95
Mikey Mini Skirt
Mikey Mini Skirt

Mid Waisted Tailored A Line Skirt in Pink

$
69.95
Mikey Mini Skirt
Mikey Mini Skirt

Mid Waisted Tailored A Line Skirt in Red

$
69.95
Mikey Mini Skirt
Mikey Mini Skirt

Mid Waisted Tailored A Line Skirt in Sand

$
69.95
Stella Maxi Skirt
Stella Maxi Skirt
New

High Waisted Pencil Skirt in Stone

$
89.95
Mikey Mini Skirt
Mikey Mini Skirt

Mid Waisted Tailored A Line Skirt in Mocha

$
69.95
Raiza Maxi Skirt
Raiza Maxi Skirt

Faux Leather High Waist Pencil Skirt in Black

$
89.95
Sinclair Midi Skirt
Sinclair Midi Skirt

Sequin Column Skirt in Silver

$
99.95
Lucienna Midi Skirt
Lucienna Midi Skirt

Low Waist Sheer Mesh Knee Length Skirt in Black

$
36.00
$59.95
You save 40%
Sahara Maxi Skirt
Sahara Maxi Skirt

Mid Waist Denim Maxi Skirt in Ecru

$
68.00
$89.95
You save 24%
Jane Skirt
Jane Skirt

Linen Column Slip Mini Skirt in Seaside Print

$
20.00
$59.95
You save 67%
Janeve Midi Skirt
Janeve Midi Skirt

Front Split Denim Skirt in MID WASH

$
47.00
$89.95
You save 48%
Davie Midi Skirt
Davie Midi Skirt

High Waist Split Front Skirt in Ice Blue

$
44.00
$79.95
You save 45%
Janeve Midi Skirt
Janeve Midi Skirt

Front Split Denim Skirt in Dark Blue

$
63.00
$89.95
You save 30%
Margie Skirt
Margie Skirt

Mini Skirt in Red Gingham

$
49.00
$69.95
You save 30%
Davie Midi Skirt
Davie Midi Skirt

High Waist Split Front Skirt in White

$
52.00
$79.95
You save 35%
Jenni Midi Skirt
Jenni Midi Skirt

Asymmetric Cross Over Mid Waisted Skirt in Slate Grey

$
28.00
$79.95
You save 65%
Romeo Midi Skirt
Romeo Midi Skirt

High Waisted Front Split Pencil Skirt in White

$
26.00
$79.95
You save 67%
Nina Maxi Skirt
Nina Maxi Skirt

Mid Waist Pencil Skirt in Grey

$
48.00
$79.95
You save 40%
Janeve Midi Skirt
Janeve Midi Skirt

Front Split Denim Skirt in Black Acid Wash

$
41.00
$89.95
You save 54%
Amalia Midi Skirt
Amalia Midi Skirt

Sheer Ankle Length Pencil Skirt in Cherry

$
41.00
$79.95
You save 49%
Showing 1 - 30 of 54 Products

Pencil Skirts

What should I look for in a good pencil skirt?

If the little black dress is the queen of timeless fashion, the pencil skirt is her equally powerful right hand. Fitted, streamlined, and unapologetically flattering, it hugs your silhouette in all the right places and works harder than almost anything else hanging in your closet. When looking for your perfect piece, it all comes down to three things: fit, fabric, and how it makes you feel when you catch your reflection. A great pencil skirt should sit snug but never restrictive, with enough structure to hold its shape and enough stretch to let you actually live your life. High-waisted styles are a no-brainer for a smooth, snatched silhouette, while fabrics like ponte, stretch cotton, and knit blends give you that sculpted look without cutting off circulation. Pay attention to the length too: knee-length is a boardroom classic, midi is effortlessly chic, and a mini says you have somewhere to be and it's nowhere boring.

How do I style a pencil skirt for work and beyond?

Oh, let us count the ways. For the office, a tailored knee-length pencil skirt with a tucked-in blouse and pointed-toe heels is the kind of look that gets you taken seriously before you've even opened your mouth. After hours? Swap the blouse for a bodysuit, throw on some statement earrings, and suddenly you're the most interesting person at the bar. Weekends call for a knit or linen number with a fitted tee and fresh white sneakers, the kind of outfit that looks effortless but secretly took you three mirror checks. Basically, one skirt and you're covered from Monday to Sunday.

What shoes go with a pencil skirt?

OK this is the fun part. Pointed-toe pumps are the ride-or-die classic and will elongate your legs for days. Strappy platform sandals bring a softer, flirtier feel that's perfect for weddings and date nights. For something with a bit more attitude, a sleek ankle boot with a midi pencil skirt is giving fashion editor on her coffee run. And if comfort is calling (no judgment, we've all been there), ballet flats or minimalist mules keep things polished without the pinched toes. Honestly, just match the shoe energy to the skirt energy and you literally cannot lose!

Where can I find a stylish pencil skirt? Does Showpo have pencil skirts in plus sizes?

Girl, where do we start? Our pencil skirt range covers everything from classic black and crisp white to bold florals, buttery knits, and luxe leather looks, in lengths from mini to midi to knee-length and then some. Every body (yes, from 0-16) deserves a pencil skirt that fits like it was custom-made, and our Size Guide is there to help you nail it on the first try. Not quite the one? Our easy Returns Policy takes the stress out of it completely. Plus, we offer free shipping on orders over $100 and express delivery options, so your new favorite skirt could show up at your door already (before you've even figured out what to wear it with).