20 Long Skirt Fall Outfits That Are Cozy, Chic & Pinterest-Perfect
Long skirts are the ultimate fall fashion staple — versatile, cozy, and effortlessly chic. Whether you’re layering them with knits, pairing them with boots, or dressing them up for a night out, they bring the perfect mix of comfort and elegance. This guide shares 20 long skirt fall outfits you’ll want to save to your Pinterest boards for endless seasonal inspiration.
1. Long Pleated Skirt with Oversized Sweater
A pleated skirt is timeless for fall. Pair it with a chunky oversized sweater tucked slightly in the front for balance. Neutral tones like beige, cream, or caramel give cozy autumn vibes. Complete the look with ankle boots or loafers for everyday chic. This outfit works for coffee dates, work, or casual walks, blending feminine flow with cozy comfort.
2. Maxi Skirt with Denim Jacket
A maxi skirt paired with a classic denim jacket creates an effortless fall look. Opt for earthy skirt tones like rust, olive, or mustard, and layer with a white tee underneath. Style with sneakers for casual vibes or ankle boots for more polish. This outfit transitions easily from daytime errands to evening strolls, making it versatile and Pinterest-worthy.
3. Long Knit Skirt with Turtleneck
Knit skirts are perfect for colder weather. Pair a ribbed long knit skirt with a fitted turtleneck for a sleek, cozy look. Add knee-high boots to keep warm and layer with a wool coat for extra style points. Monochrome shades like cream, gray, or black create a chic minimal aesthetic, making this outfit a go-to for elegant fall days.
4. Boho Maxi Skirt with Cardigan
A boho-printed maxi skirt with a chunky cardigan gives effortless autumn charm. Pair with suede boots and a wide-brim hat for cozy seasonal vibes. Stick to muted florals or paisley prints in warm hues to align with fall’s palette. This look blends comfort and style, perfect for pumpkin patch outings, casual weekends, or creating Pinterest-worthy lifestyle fashion photos.
5. Satin Skirt with Oversized Knit
For a chic yet cozy balance, style a satin slip skirt with a chunky oversized knit sweater. The soft sheen of satin elevates the outfit, while the sweater keeps it grounded and seasonal. Pair with sneakers for casual vibes or heeled boots for a night out. This outfit is a mix of elegance and comfort, perfect for Pinterest fashion inspo.
6. Plaid Long Skirt with Leather Jacket
A plaid skirt is a fall classic. Pair a long plaid skirt with a fitted leather jacket and ankle boots for an edgy yet polished outfit. Stick to darker tones like green, navy, or burgundy for seasonal flair. This look is bold and stylish, making it perfect for Pinterest boards that feature everyday chic with a little edge.
7. Long Skirt with Belted Blazer
Turn a long skirt into office-ready chic by pairing it with a tailored blazer cinched at the waist with a statement belt. Add heeled boots to elongate your look and keep the outfit structured. Stick to solid fall shades like camel or deep gray for sophistication. This outfit transitions seamlessly from professional meetings to stylish after-work dinners.
8. Corduroy Skirt with Cozy Sweater
Corduroy brings warmth and texture to fall fashion. A long corduroy skirt paired with a cozy knit sweater makes for a timeless outfit. Go for earthy tones like tan, brown, or olive. Style with loafers or boots and add a scarf for extra autumn vibes. This outfit is effortlessly stylish and perfect for cozy Pinterest boards.
9. Long Skirt with Puffer Vest
Add a sporty twist to your fall skirts by layering with a puffer vest. Pair a simple long skirt with a fitted turtleneck and sneakers for casual comfort. Neutral or muted puffer vests work best for a chic layered vibe. This outfit blends practicality with fashion, making it a great fall look for everyday errands and casual outings.
10. Long Skirt with Denim Shirt
Pairing a long skirt with a denim button-down shirt makes for a relaxed fall outfit. Tie the shirt at the waist or tuck it in slightly for effortless style. Add ankle boots or loafers to complete the look. Stick to solid earthy skirt tones for balance. This outfit gives Pinterest-worthy rustic charm perfect for seasonal style boards.
11. Long Skirt with Trench Coat
For a polished look, style a flowy long skirt under a classic trench coat. Pair with a fitted knit top and ankle boots for balance. Neutral shades like camel, beige, or black give timeless elegance. This outfit is perfect for city strolls, brunch outings, or layering inspiration pins on Pinterest boards dedicated to chic fall fashion.
12. Long Skirt with Chunky Scarf
Elevate a simple long skirt outfit with a chunky oversized scarf. Pair a plain knit skirt and fitted top with a big textured scarf draped stylishly. Add ankle boots for balance and keep the palette neutral with a pop of color in the scarf. This outfit blends cozy warmth with chic layering, making it perfect for fall inspiration boards.
13. Pleated Long Skirt with Moto Jacket
Mix edgy and feminine by pairing a pleated skirt with a moto jacket. Go for darker jewel tones for the skirt and classic black for the jacket. Ankle boots or heeled boots add balance. This outfit is bold, chic, and versatile, making it a go-to fall fashion idea for Pinterest users who love mixing textures and moods.
14. Long Skirt with Knit Vest
Layering is key in fall fashion. Pair a simple long skirt with a crisp blouse and top it with a knit vest. Add loafers or boots for balance. Neutral or plaid vests enhance the seasonal vibe. This look blends academic style with fall coziness, giving Pinterest boards preppy, stylish outfit inspiration that works for both casual and semi-formal looks.
15. Long Skirt with Off-Shoulder Sweater
A cozy off-shoulder sweater tucked into a long skirt creates a chic yet relaxed fall outfit. Choose a flowy skirt in deep hues like wine, navy, or forest green for seasonal flair. Pair with boots or heels depending on the vibe. This outfit balances softness and style, making it Pinterest-worthy for autumn evenings and lifestyle fashion pins.
16. Long Skirt with Bomber Jacket
A bomber jacket gives long skirts a sporty-chic twist. Pair a simple long skirt with a fitted tee and layer with a bomber in neutral tones. Sneakers or combat boots add edge, creating a stylish everyday fall outfit. This Pinterest-ready look blends casual comfort with street style flair, making it a versatile outfit idea for autumn.
17. Long Skirt with Oversized Button-Up
For an effortlessly chic outfit, pair a long skirt with an oversized button-up shirt half-tucked. Add loafers or heeled ankle boots to finish the look. Striped or neutral shirts keep it polished yet casual. This outfit is stylish without being overdone, making it a perfect addition to Pinterest boards with minimalist fall fashion inspirations.
18. Long Skirt with Fitted Blouse
Pair a long skirt with a fitted blouse for a more feminine and refined fall outfit. Add heeled boots or flats depending on the occasion. Choose skirts in rich fall tones like burgundy or emerald to keep the seasonal palette alive. This look is timeless and chic, perfect for office wear, special occasions, or fall Pinterest boards.
19. Long Skirt with Cropped Knit
Balance proportions by styling a flowy long skirt with a cropped knit sweater. The cropped length defines the waist while keeping the outfit cozy. Pair with boots or sneakers for casual outings. This outfit works for younger and older women alike, offering a playful yet stylish vibe. Pinterest boards with modern fall trends will love this pairing.
20. Long Skirt with Statement Coat
Elevate a simple long skirt look with a bold statement coat. Whether it’s plaid, oversized, or in a bold fall color, it transforms your outfit instantly. Pair with neutral skirts and tops to balance the drama. Finish with heeled boots for a chic vibe. This outfit is perfect for Pinterest boards showcasing bold and confident fall fashion styles.
Styling Tips for Long Skirt Fall Outfits
- Stick to fall tones like rust, camel, olive, navy, and burgundy for a seasonal vibe.
- Layer with jackets, scarves, or vests for warmth and added style.
- Balance proportions — oversized tops work with flowy skirts, while cropped knits define the waist.
- Boots (ankle, knee-high, or combat) are the perfect footwear to pair with long skirts in fall.
Conclusion
Long skirts are not just versatile — they’re essential for fall wardrobes. From cozy knit pairings to edgy moto jacket combos, these 20 long skirt fall outfits provide endless inspiration for every occasion. Whether you’re pinning casual looks or polished ensembles, these outfit ideas are perfect for your Pinterest boards. Step into autumn with confidence, comfort, and undeniable style.
