15 Fall Skirt Outfits Worth Trying This Season

A fall skirt outfit is the perfect transitioning look when going from warmer weather to moodier, cooler and crisp days. 

I have collected some gorgeous fall outfits we did over the years from the boutique and thought I would showcase a few of the effortless ways Ive been styling skirts this season.  

Be sure to check out the boutique side to see what's the latest and greatest. 

It's true that skirts in the fall have a sort of magic to them. The way they move in the breeze, the richness of seasonal fabrics, and the endless pairing possibilities make them a staple in my cool weather wardrobe.

Whether you're headed out for pumpkin picking or just want to elevate your everyday fall look, this post shows you 15 fall skirt outfits. 

Be sure to checkout this post next: Denim Skirt Outfit Inspiration: Get Inspired by These 17 Adorable Looks + How To Style Any Skirt 

Open knit sweater with a cinnamon pleated skirt and pink pumps 

This look is pumpkin spice and everything nice! I love the shades of orange paired with light pink accents. It's a fun and sweet look that is doable and can be worn time and time again. 

Soft and feminine, this look blends cozy texture with a touch of whimsy.

Think warm cinnamon tones grounded by delicate pleats and a playful pop of blush pink.

Chunky sweater with a flowy floral skirt and white sneakers 

The perfect harmony of comfort and charm.

I love an oversized knit paired with a billowing floral skirt and classic sneakers for an effortlessly graceful every day look.

Go for glam in a black maxi skirt with pointed pumps with dramatic layers 

A statement making silhouette with rich fall layers and luxe textures like a faux fur coat or a mesh layering top.

This look turns heads with every sweep of the skirt and swish of movement. 

Fall night out in a leather skirt and a lurex shimmer blouse complete with booties 

Equal parts edge and elegance, a sleek leather skirt and subtly sparkled blouse make for a chic evening moment.

I love this look finished with ankle boots that feel just right for fall.

Style a fall skirt outfit with cowgirl boots 

A little western flair meets seasonal style with cowgirl boots.

I love how the cowgirl boots bring a playful twist to fall’s romantic skirts, perfect for apple orchards or weekend wanderings.

Pair a plaid mini skirt with a cinnamon tee and a mineral washed shacket 

A nostalgic nod to school days, made grown up with autumn tones and layered textures.

This look is giving 90s, but with a modern twist. Think classic plaid reimagined in cozy, lived in hues.

Go boho chic in a floral pumpkin spice maxi skirt paired with a kaftan

Rich in color and movement, this flowy pairing captures the spirit of fall.

I love earthy florals, breezy silhouettes, and that unmistakable boho ease. It's effortless and whimsical in a down to earth kind of way. 

Take your tulle skirt to the next level with a retro sheer sleeve blouse and cat ears for a casual and chic halloween ready look 

A charming twist on costume dressing.

You dont have to spend on a costume when you own a dreamy tulle and vintage inspired skirt. 

Just add bonus details with just a hint of Halloween mischief (cat ears included).

Pair your fave fall skirt with a ribbed tank on warmer fall days 

This outfit is for one those golden afternoons when the sun still lingers.

Keep your fall skirt look simple and stylish with a lightweight ribbed tank and your go to shoes. 

Pair your fall skirt with a graphic tee and cardigan

Relaxed yet refined this mix of soft layers and playful prints is my go to for transitional days and cozy coffee shop visits.

If you have a fall themed graphic tee laying around, pair it with your favorite skirt for a fall themed look done right. 

Try a Denim skirt with a chunky knit sweater 

Classic denim meets cozy knits in this look.

There’s something so effortlessly timeless about a well loved denim skirt topped with a thick, textured knit.

A long cardigan with a plaid mini skirt and a square neck tee

This look feels both polished and playful.

It's giving 90s vibes with tailored lines and autumn moods layered with a sweeping cardigan for a cozy, elongating effect.

Add interest with an oversized floral pattern sweater 

Bold blooms bring the drama in this oversized knit sweater top.

Pair your oversized sweater with a simple skirt for a look that’s equal parts artful and approachable.

Add texture through a ribbed knit skirt and a ditsy floral blouse in natural green

I love the quiet depth of this pairing.

It's all about the textures here with soft ribbing and tiny florals in muted greens that echo the fading leaves and earthy calm of fall.

Finnish the look with some tan or earthy brown shoes for a wholesome effect. 

A fall floral mini skirt and a denim shirt jacket 

Sweet yet grounded, a floral mini and denim shacket strike the perfect balance.

It's like feminine meets utility in the best way possible.

Conclusion

You can keep your fall skirts in rotation through the changing leaves and alternating temps of the season.

So the next time you are feeling bored of wearing jeans, remember that skirts are such a fun, flattering, and refreshing alternative to jeans. 

Up next:

•  Denim Skirt Outfit Inspiration: Get Inspired by These 17 Adorable Looks 
•  How To Style Any Skirt