As the temperatures drop ever so slightly but the sun still shines, finding the perfect balance between warm weather fall outfits can feel like a challenge. I’ve often struggled during those transitional weeks, wanting to embrace the fall spirit without overheating. After experimenting with various styles over the years, I’ve curated a list of 21 warm weather fall outfits that are chic, comfortable, and perfect for the season.
Whether you’re out for brunch, running errands, or heading to a cozy outdoor gathering, these looks will help you stay cool while capturing the essence of fall fashion. Let’s dive in!
21 Warm Weather Fall Outfits: Stay Cool and Chic Fall Season
1. Flowy Midi Dress with Ankle Boots
One of my go-to warm weather fall outfits is a flowy midi dress. It’s light enough for warmer days, but pairing it with ankle boots gives that fall vibe. Brands like Anthropologie and Reformation have beautiful, breathable options. Add a light scarf to embrace the autumn spirit.
2. Oversized Blazer with Denim Shorts
This is a fun way to blend fall structure with summer ease. Throw an oversized blazer over your denim shorts for a look that’s equal parts casual and chic. Zara and H&M have great affordable blazers that work perfectly for this style.
3. Cropped Sweater with High-Waisted Jeans
If there’s one thing I love about fall, it’s pulling out my sweaters. But for those warmer days, opt for a cropped sweater with high-waisted jeans. It keeps you cool yet stylish. Free People and Urban Outfitters offer fabulous cropped options that scream fall without the bulk.
4. Breezy Wrap Dress with Low Heels
For those warm, sunny autumn afternoons, a breezy wrap dress is perfect. It’s comfortable and effortlessly stylish. Brands like Madewell and Boden have great dresses that transition well into the fall. Pair it with low heels or booties for the perfect fall touch.
5. Linen Pants with a Thin Knit Sweater
I’ve found linen pants to be a lifesaver during the early fall months. They’re breathable yet give off a polished look. Pair them with a thin knit sweater from Everlane or COS for a laid-back yet chic look. Perfect for those in-between days when it’s cool in the morning but warm by noon.
6. Graphic Tee with a Long Cardigan
One of my favorite transitional pieces is a long cardigan. You can easily layer it over a graphic tee, which works perfectly for warm weather fall outfits. ASOS and Forever 21 have fun graphic tees that pair effortlessly with cozy cardigans.
7. Light Trench Coat with Cropped Trousers
For a more polished look, try a light trench coat over cropped trousers. The key is to keep the fabrics lightweight, making it a perfect warm weather fall outfit. Mango and Banana Republic have great trench options that can be styled multiple ways.
8. Off-the-Shoulder Sweater with Skirt
I love off-the-shoulder sweaters during early fall—it gives that cozy vibe without being too hot. Pair it with a midi or mini skirt for a balanced look. Revolve and Nordstrom offer stylish sweaters that are perfect for a day out or a casual dinner.
9. T-shirt Dress with Denim Jacket
A classic combo, the t-shirt dress paired with a denim jacket is a great transitional outfit. It’s easy to wear and still gives off that autumn vibe. You can find great t-shirt dresses at Gap and Old Navy, while Levi’s offers iconic denim jackets to complete the look.
10. Leather Skirt with a Light Sweater
Leather skirts add that autumn edge without feeling too heavy. Pair it with a lightweight sweater from J.Crew or H&M to stay cool yet stylish. This outfit works beautifully for both day and evening looks.
11. Button-Down Shirt with Paperbag Shorts
A lightweight button-down shirt paired with paperbag shorts gives off a relaxed yet polished vibe. Look for breathable fabrics like cotton or linen. Uniqlo and Everlane offer perfect pieces for this warm weather fall outfit idea.
12. Sleeveless Jumpsuit with Layered Necklaces
I love jumpsuits for their ease and comfort. A sleeveless jumpsuit is perfect for warmer fall days, and you can elevate the look with layered necklaces. Check out Express and Abercrombie & Fitch for trendy jumpsuits that transition seamlessly into fall.
13. Pleated Skirt with a Turtleneck Tank
Pleated skirts are a timeless piece for fall, and pairing them with a sleeveless turtleneck keeps the look airy but autumnal. Topshop and LOFT have stunning pleated skirts that work beautifully for this look.
14. Chambray Shirt with Black Leggings
A chambray shirt is a versatile piece that works for any season, but it’s especially great for early fall. Pair it with black leggings for a comfortable yet stylish outfit. Madewell and American Eagle offer durable chambray shirts that can be styled in endless ways.
15. Maxi Dress with a Cropped Denim Jacket
Maxi dresses are perfect for those warm autumn days, and adding a cropped denim jacket makes the outfit feel more season-appropriate. You can find beautiful maxi dresses at Lulus or Nordstrom, and pair them with a light jacket for an effortlessly cool look.
16. Striped Tee with Linen Culottes
I love linen culottes for their comfort and breathability. Paired with a simple striped tee, you have an outfit that’s laid-back but stylish for the fall season. J.Crew and H&M have stylish options for both pieces.
17. Boho Tunic with Distressed Denim
Boho tunics are the ultimate warm weather fall outfit staple. They’re breezy and easy to wear, while distressed denim adds a casual edge. Free People and Anthropologie offer plenty of beautiful tunic options.
18. Floral Midi Dress with Ankle Boots
Floral prints aren’t just for spring! A floral midi dress paired with ankle boots from Sam Edelman or Steve Madden makes for a great warm weather fall outfit. It’s feminine, fun, and perfect for those warmer fall days.
19. Cropped Hoodie with High-Waisted Jeans
A cropped hoodie paired with high-waisted jeans is an easy, casual outfit that transitions perfectly into fall. You can find stylish cropped hoodies at Aerie and Bershka for a cozy yet chic look.
20. Blouse with Wide-Leg Trousers
A breezy blouse with wide-leg trousers is a sophisticated way to embrace fall fashion while keeping cool. Banana Republic and Ann Taylor offer beautiful, work-appropriate options for this look.
21. Denim Shirt with White Jeans
White jeans aren’t just for summer! Pair them with a denim shirt for a chic, transitional fall look. This warm weather fall outfit is perfect for casual Fridays or weekend brunches. Levi’s and Gap offer great denim pieces to complete this outfit.
Tips for Styling Warm Weather Fall Outfits:
- Layer Lightly: Choose breathable fabrics like cotton, linen, and lightweight knits to stay cool and comfortable.
- Mix Summer with Fall: Don’t be afraid to pair your summer staples with fall pieces like ankle boots, blazers, and scarves.
- Play with Colors: Embrace autumn hues like mustard, burgundy, and olive, but keep the fabrics light for those warmer days.
For more outfit inspiration, check out What to Wear and explore the best Plus Size Outfits. You can also find more fall fashion ideas in our Fall season women’s Outfits section.
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