Fall is my favorite time of year. There’s something magical about the crisp air, the changing leaves, and the chance to layer up in cozy, stylish outfits. Every autumn, I find myself excited to explore new ways to blend comfort with the chic preppy fashion that defines my style. Whether you’re planning a day out in the pumpkin patch or a cozy evening with friends, these 21 fall aesthetic outfits for women will inspire you to embrace the season with confidence and flair.
Ready to elevate your fall wardrobe? Let’s explore some autumn preppy styles that are as cozy as they are chic!
21 Fall Aesthetic Outfits for Women
1. Fall Aesthetic Outfits for Women: Chunky Knit Sweater and High-Waisted Jeans
One of my go-to outfits for fall is a chunky knit sweater paired with high-waisted jeans. Brands like Madewell and Everlane offer sweaters that are both cozy and stylish, perfect for those chilly autumn days. High-waisted jeans from Levi’s or AG Jeans complete the look, giving you that perfect blend of comfort and style.
2. Fall Aesthetic Outfits for Women: Turtleneck and Plaid Skirt
Turtlenecks are a staple in any fall wardrobe. I love pairing a turtleneck from Uniqlo or J.Crew with a plaid skirt from Tommy Hilfiger or Ralph Lauren. This outfit screams fall preppy fashion and is perfect for a casual day out or even a more dressed-up occasion.
3. Fall Aesthetic Outfits for Women: Oversized Cardigan and Skinny Jeans
There’s nothing quite like wrapping yourself up in an oversized cardigan on a cool autumn day. Pair it with skinny jeans from Topshop or Zara for a look that’s effortlessly chic and comfortable. Add a pair of ankle boots to complete the outfit.
4. Fall Aesthetic Outfits for Women: Denim Jacket and Midi Dress
A denim jacket is a versatile piece that can easily transition your summer dresses into fall. I often throw on a denim jacket from Levi’s over a midi dress from Anthropologie or Free People. This outfit is perfect for those early fall days when the weather is still warm but you want to start embracing the season.
5. Fall Aesthetic Outfits for Women: Blazer and Ankle Boots
Blazers aren’t just for the office—they’re also a great addition to your fall wardrobe. I love pairing a tailored blazer from Zara or H&M with ankle boots from Sam Edelman or Steve Madden. This outfit is perfect for a day at the office or a night out.
6. Fall Aesthetic Outfits for Women: Sweater Dress and Knee-High Boots
Sweater dresses are a fall essential. They’re cozy, stylish, and perfect for layering. I often pair a sweater dress from ASOS or Nordstrom with knee-high boots from Tory Burch or Stuart Weitzman. It’s a chic preppy fall look that’s both comfortable and sophisticated.
7. Fall Aesthetic Outfits for Women: Flannel Shirt and Leather Leggings
Flannel shirts are a fall favorite, and when paired with leather leggings, they create a look that’s both edgy and autumnal. I usually opt for flannel shirts from L.L.Bean or Urban Outfitters and pair them with leather leggings from Spanx. This outfit is perfect for a casual weekend outing.
8. Fall Aesthetic Outfits for Women: Cable-Knit Sweater and Pleated Skirt
A cable-knit sweater is another fall must-have. I love pairing mine with a pleated skirt from brands like Banana Republic or Ann Taylor. It’s a look that’s both feminine and preppy, making it perfect for a fall brunch or a day out shopping.
9. Fall Aesthetic Outfits for Women: Trench Coat and Wide-Leg Pants
When the weather starts to cool down, a trench coat is the perfect outerwear choice. I pair mine with wide-leg pants from Everlane or J.Crew for a look that’s both classic and modern. This outfit is perfect for transitioning from day to night in style.
10. Fall Aesthetic Outfits for Women: Henley Shirt and Corduroy Skirt
A henley shirt is a great casual piece for fall, and when paired with a corduroy skirt, it creates a look that’s both cozy and stylish. I usually opt for henley shirts from Abercrombie & Fitch and pair them with skirts from Madewell or Urban Outfitters. It’s a perfect fall preppy fashion combo.
11. Fall Aesthetic Outfits for Women: Peacoat and Skinny Jeans
Peacoats are a timeless fall outerwear choice. I love pairing mine with skinny jeans from AG Jeans or Levi’s. It’s a look that’s both polished and practical, making it perfect for everything from running errands to meeting friends for coffee.
12. Fall Aesthetic Outfits for Women: Knit Beanie and Sweater
Knit beanies are not only functional but also a great way to add a pop of color to your fall outfits. I pair mine with a cozy sweater from brands like Aritzia or H&M for a look that’s both warm and stylish.
13. Fall Aesthetic Outfits for Women: Poncho and Ankle Boots
Ponchos are a great layering piece for fall. I love wearing mine over a simple top and skinny jeans, paired with ankle boots from brands like Steve Madden or Sam Edelman. It’s a chic and comfortable look for those cooler fall days.
14. Fall Aesthetic Outfits for Women: Wool Scarf and Leather Jacket
A wool scarf is a must-have accessory for fall. I pair mine with a leather jacket from AllSaints or Zara for a look that’s both edgy and autumnal. It’s a great outfit for a night out or a casual day in the city.
15. Fall Aesthetic Outfits for Women: Wrap Dress and Tights
Wrap dresses are a great transitional piece for fall. I love wearing mine with tights and ankle boots for a look that’s both feminine and functional. Brands like Diane von Furstenberg and Boden offer beautiful wrap dresses that are perfect for the season.
16. Fall Aesthetic Outfits for Women: Sherpa Jacket and Jeans
Sherpa jackets are having a moment this fall, and I’m all about it. I love pairing mine with jeans from Madewell or Topshop for a cozy, casual look that’s perfect for fall. Add a pair of sneakers to complete the outfit.
17. Fall Aesthetic Outfits for Women: Long Cardigan and Belted Dress
Long cardigans are perfect for layering over dresses in the fall. I love pairing mine with a belted dress from brands like Anthropologie or Free People. It’s a look that’s both cozy and chic, making it perfect for a fall day out.
18. Fall Aesthetic Outfits for Women: Oversized Scarf and Sweater
Oversized scarves are a great way to stay warm and stylish during the fall. I love wearing mine with a cozy sweater from Aritzia or H&M. It’s a simple yet stylish outfit that’s perfect for any casual fall occasion.
19. Fall Aesthetic Outfits for Women: Button-Down Shirt and Sweater Vest
Sweater vests are making a comeback this fall, and I’m here for it. I love pairing mine with a button-down shirt from J.Crew or Brooks Brothers. It’s a classic preppy look that’s perfect for the fall season.
20. Fall Aesthetic Outfits for Women: Quilted Jacket and Jeans
Quilted jackets are a great outerwear choice for fall. I love pairing mine with jeans from Levi’s or Madewell for a look that’s both practical and stylish. It’s a great outfit for those cooler fall days.
21. Fall Aesthetic Outfits for Women: Wool Hat and Maxi Dress
Wool hats are a great way to add a touch of fall flair to any outfit. I love pairing mine with a maxi dress from Free People or Anthropologie. It’s a look that’s both bohemian and autumnal, perfect for any fall occasion.
Get Ready for Fall in Style!
These 21 fall aesthetic outfits for women are all about embracing the season with confidence and style. Whether you’re a fan of fall preppy fashion or prefer chic preppy fall looks, there’s something here for everyone. Remember, the key to mastering autumn preppy styles is to layer smartly, choose cozy yet chic pieces, and always stay true to your unique sense of style.
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