21 Early Fall Outfits for Women — Casual, Cozy & Chic Looks to Copy
Early fall is tricky — chilly mornings, warm afternoons, and nothing feels right to wear. Here are 21 cozy, casual, and chic outfit ideas for women that make the summer-to-fall transition easy. These are looks you’ll actually want to copy.
Early fall is that tricky in-between season — mornings feel chilly, afternoons still bring a bit of summer heat, and by evening you’re reaching for a sweater again.
It’s the time when your closet can feel confusing: too soon for heavy coats, but way too late for sundresses.
That’s exactly why I pulled together this guide on early fall outfits for women.
Think of it as your go-to lookbook for casual days, cozy weekends, office hours, and even chic nights out.
These are real outfit ideas you can actually wear — layered looks that work with the weather, pieces you probably already own, and a few stylish staples worth adding to your wardrobe.
So, whether you’re running errands, heading to brunch, or layering up for a crisp evening, here are 21 early fall outfits you’ll want to copy this season.
Casual Early Fall Outfits
1. Denim Jacket + Midi Dress + Sneakers
A denim jacket is that all-season hero piece that instantly makes any outfit feel pulled together.
Toss it over a flowy midi dress and suddenly your summer staple feels perfect for early fall.
Sneakers keep the look casual and comfy, so you can run errands, grab brunch, or stroll around without thinking twice.
The best part… This combo works with almost any dress you already own, whether it’s floral, plain, or printed.
Add a crossbody bag and you’ve got that effortless “cool girl” vibe without trying too hard.
2. Oversized Sweater + Leggings + Ankle Boots
Oversized sweaters are practically made for early fall.
Pair one with your favorite black leggings, and you’ve got a comfy yet polished outfit that works from coffee runs to movie nights.
Add ankle boots, and it immediately feels more intentional — like you actually planned the outfit, not just threw it together.
This one’s also super flexible: swap the boots for sneakers if you’re running around all day or throw on a scarf when the evenings get crisp.
It’s an outfit you’ll probably repeat a few times a week (and nobody will blame you).
3. Graphic Tee + Plaid Shirt + Mom Jeans
Layering a plaid shirt over a graphic tee instantly screams casual fall energy.
It’s playful, youthful, and perfect for those cooler mornings that warm up by noon.
Mom jeans give it that modern, relaxed fit, and you can finish the look with either sneakers or chunky loafers.
The plaid shirt can be worn open for a laid-back vibe or buttoned up when temps dip.
It’s one of those outfits that feels nostalgic but still stylish, making it a must for early September days.
Bonus: plaid shirts are everywhere, so you probably already own one.
4. Neutral Knit Top + Cargo Pants + Sneakers
Cargo pants have made a big comeback, and early fall is the perfect season to wear them.
Pair with a neutral knit top (think beige, gray, or cream) and clean white sneakers for a balanced, laid-back look.
This outfit is great if you don’t want to fuss with layers but still need something slightly warmer than a summer tank.
Throw on a minimalist crossbody bag and you’ve got an everyday look that feels intentional but low effort.
It’s one of those “quiet chic” outfits that feels comfortable yet fashion-forward.
5. Cardigan + Tank Top + Denim Shorts + Loafers
This one’s for those in-between days where it’s cool in the morning but warm by afternoon.
Pairing a lightweight cardigan with denim shorts lets you hang onto that summer feeling while still staying cozy.
A simple tank keeps it breathable, and loafers add just the right amount of polish so the look feels more “styled” than beachy.
Swap the loafers for sneakers if you want it more casual, or belt the shorts to make it sharper.
This outfit screams transitional weather, and it’s proof you don’t need to rush into jeans season too quickly.
Cozy & Comfy Early Fall Outfits
6. Chunky Knit Sweater + Wide-Leg Pants
There’s nothing more comforting than a chunky knit sweater when the air starts getting crisp.
Pair it with wide-leg pants and you’ve got an outfit that feels like a warm hug but still looks stylish.
The roomy silhouette keeps things relaxed, while the knit texture adds that cozy fall touch.
You can stick with neutral tones like cream and beige or go bold with burnt orange or deep green to really lean into the season.
Add sneakers or flats and you’re good to go for errands, casual lunches, or even lounging at home in style.
7. Hoodie + Long Trench Coat + Joggers
This outfit is basically athleisure meets early fall chic.
A hoodie layered under a long trench coat creates that effortless street-style look, and joggers keep it comfy without sacrificing style.
It’s perfect for days when you want to feel warm but don’t want to look like you just rolled out of bed.
Throw on chunky sneakers or combat boots and you’ve nailed the cozy-but-cool vibe.
It’s especially great for travel days or long coffee shop hangs where comfort matters most.
8. Ribbed Long-Sleeve Tee + Wool Skirt + Tights
Sometimes cozy doesn’t have to mean oversized — it can also mean fitted and warm.
A ribbed long-sleeve top paired with a wool skirt and tights strikes that perfect balance.
The ribbed texture keeps it soft and snug, while the tights add warmth without bulk.
This outfit feels slightly dressier but still super comfortable, making it ideal for dinner dates or casual nights out.
Pair it with ankle boots and a crossbody bag, and you’re all set.
9. Flannel Shirt + Jeans + Chelsea Boots
You can’t talk about fall without flannel.
A classic flannel shirt paired with denim and Chelsea boots is practically the definition of cozy.
It’s simple, practical, and timeless.
Go oversized with the flannel for a relaxed fit, or tuck it in to make it feel more styled.
Chelsea boots add that sleek finish, balancing out the laid-back vibe of the flannel.
It’s an outfit you’ll end up wearing again and again because it just works for everything — grocery runs, casual Fridays, or outdoor walks.
10. Oversized Cardigan + Cami + Leggings
An oversized cardigan is one of those pieces you’ll want to live in all season long.
Layer it over a simple cami and pair with leggings for maximum comfort.
The cardigan gives you that snuggly wrapped-up feeling, while the cami keeps it breathable.
This outfit is perfect for staying home, but swap in some boots or flats and you can easily wear it out for a casual coffee date.
It’s cozy, versatile, and basically feels like pajamas you can wear in public.
Chic & Stylish Early Fall Outfits
11. Satin Slip Dress + Blazer + Ankle Boots
A satin slip dress might feel like a summer piece, but add a structured blazer and ankle boots, and suddenly it’s fall-ready.
The blazer adds warmth while also giving the outfit a tailored, chic vibe.
Ankle boots ground the look, making it practical for cooler weather.
This combo is perfect for date nights or evenings out when you want to look dressed up without being over the top.
12. Button-Down Shirt + High-Waist Trousers + Belt
This outfit is effortless but polished — think classic white or striped button-down tucked into tailored high-waist trousers.
A statement belt pulls it all together and adds a hint of sophistication.
It’s chic without trying too hard and works just as well for office hours as it does for weekend outings.
Add heeled loafers or ankle boots to elevate the look.
13. Leather Jacket + Skinny Jeans + Heeled Boots
The leather jacket is a fall staple for a reason.
Paired with skinny jeans and heeled boots, it creates a sleek, timeless silhouette that always feels stylish.
It’s the kind of outfit that works for almost any outing — coffee dates, casual dinners, or even nights out.
Add a bold lip or statement bag if you want to dress it up further.
14. Knitted Dress + Knee-High Boots
A knitted dress paired with knee-high boots is the definition of chic fall style.
The dress keeps you cozy, while the boots add length and polish to the look.
You can throw on a trench coat or long cardigan for extra warmth when the temps drop.
It’s comfortable enough for daywear but elevated enough for dinner plans.
15. Monochrome Layered Look (Camel Coat + Cream Turtleneck + Beige Trousers)
Monochrome outfits always look more expensive than they really are, and early fall is the perfect time to play with warm neutrals.
A camel coat layered over a cream turtleneck and beige trousers creates a cohesive, stylish look that feels very seasonal.
Add loafers or pointed-toe boots to complete the outfit.
It’s simple, chic, and totally Instagram-worthy.
Workwear / Office-Friendly Early Fall Outfits
16. Blouse + Tailored Trousers + Loafers
This combo is a fall office classic.
A silky or structured blouse tucked into tailored trousers looks polished without being fussy.
Loafers keep the outfit comfortable enough for long workdays but still sharp and professional.
You can layer a light trench coat or blazer on top if mornings are chilly.
Neutral tones like beige, black, or navy always work, but you can add a pop of seasonal color like burgundy or olive for a subtle fall touch.
17. Sweater + Midi Skirt + Heels
If you want cozy and professional at the same time, this is your go-to.
A lightweight knit sweater paired with a flowy midi skirt strikes the perfect balance between comfort and style.
Add block-heeled pumps or ankle boots to dress it up for meetings or presentations.
It’s warm enough for cooler days but still feels elegant and feminine.
Swap the skirt pattern — floral, pleated, satin — to keep it fresh throughout the season.
18. Button-Down Shirt + Knit Vest + Dress Pants
Knit vests have made a major comeback, and they’re surprisingly versatile for the office.
Layer one over a crisp white button-down and pair with dress pants for a look that’s both professional and on-trend.
It adds warmth without the bulk of a full sweater and gives you a little extra polish for those transitional early fall weeks.
Pair with loafers or pointed-toe flats to keep it sleek.
Transitional / Layering Outfit Ideas
19. Tank Top + Oversized Cardigan + Jeans
Early fall weather is unpredictable, which makes layering key.
A simple tank top works for the warmer part of the day, while an oversized cardigan is easy to slip on when the temperature drops.
Pair it with jeans for an effortless everyday look.
You can keep it casual with sneakers or make it slightly elevated with loafers.
It’s the perfect “all-day” outfit that adjusts with the weather.
20. Slip Skirt + Denim Jacket + Sneakers
Slip skirts are breezy enough for lingering summer warmth, but pair one with a denim jacket and sneakers, and suddenly it’s fall-ready.
The satin texture adds a chic element, while the denim jacket grounds the look.
Sneakers make it casual, but swap them for ankle boots if you want something more polished.
It’s that sweet spot between summer and fall, and it’s surprisingly versatile.
21. Long-Sleeve Tee + Utility Jacket + Jeans
A lightweight long-sleeve tee layered under a utility jacket is one of those foolproof outfits that never fails in early fall.
Add your favorite jeans and you’ve got a practical yet stylish look.
The utility jacket gives off that casual outdoorsy vibe while still looking sharp.
This one works perfectly for weekend outings, casual Fridays, or even travel days.
One Last Thing Before You Go…
Early fall outfits don’t need to be complicated — it’s really about layering smart, reusing your summer favorites, and sprinkling in those cozy pieces that make you feel good.
If you’re standing in front of your closet thinking, “I have nothing to wear,” I promise, you do — it’s just about mixing what you already own in new ways.
So, pin this guide, save the outfits you love, and try them out one by one.
You might surprise yourself with how easy it feels to look put together without buying a whole new wardrobe.
And hey, if you’ve got a favorite early fall outfit combo, share it with me on Pinterest — I’m literally there all day (and half the night) scrolling, saving, and looking for fresh ideas.