2026 Fall Outfit Trends
From sweater dresses to pleated mini skirts with tights, these fall outfit ideas are made to mix, match, and layer on repeat. Try a sweeping maxi skirt with a belted jacket for a modern boho look, or layer a tie-front cardigan over your go-to mini with hosiery and boots for a polished finish. Add a statement sweater or bomber jacket to pull any look together. Rich tones like brown, burgundy, tan, and black keep every outfit sleek and autumn-ready.
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2025 Fall Outfit Ideas You Can Wear Now
Refresh your closet with new fall outfits and the latest dresses for fall from Windsor! Showcase your chic style in the cutest clothes, shoes, and accessories. Fall is the season for transitional clothing and stylish layering. Explore fall dresses in mini, midi, and long silhouettes to make for the perfect Thanksgiving outfits. Shop adorable sweater dresses, ruched dresses, romantic floral dresses, preppy plaid dresses, animal print dresses, and trendy dresses with marble or swirl print designs. Level up your Homecoming and holiday party looks with stunning dresses in satin, mesh, lace, velvet, crepe, or knit fabrications in new colors for 2025.
Get major outfit inspo with Windsor’s collection of fall clothes and the latest fall trends in women's fashion. Shop key neutrals as well as rich fall tones including burgundy, plum, hunter green, olive green, navy blue, oatmeal brown, and rust. Step up your casual looks with comfy sweaters that can be dressed up or down. Discover cropped sweaters, cardigans, long dusters, and relaxed-fitting sweaters in the coziest of fabrics that you'll love styling for work or school, a holiday party, or a bridal shower. Style with dark wash denim and ankle booties for the day, and faux leather leggings and combat boots for the night. Layer on trendy flannels and shackets to your everyday outfits to bring the chill vibes. Explore on-trend shackets with oversized fits and stylish plaid prints. For a bit of a dressier look, layer on fall jackets like fitted or oversized blazers, flowy dusters, or long trench coats.
No fall closet is complete without women’s jeans and the latest fall bottom trends! Go for skinny or flare jeans in a medium wash, dark wash, or black jeans to complement the fall season. Shop trendy jeans and denim skirts to create cute looks for back-to-school or college outfits. Style the latest skirts in soft knits, faux leather, and faux suede with your favorite fall tops. Plaid mini skirts are a major fall fashion staple. Pair your favorite skirts with crop tops, bodysuits, blouses, and sweaters. For a sleek and chic vibe, discover leggings, joggers, and pants in faux leather. These styles will instantly elevate any fall outfit. Style up your workwear with a cute paperbag and tie-waist pants with fitted or flared hems. Discover trendy jumpsuits and catsuits that will step up your fall style too! Shop streamlined catsuits perfect for nights out, and wide-leg jumpsuits for fall parties.
Complete your fall outfits with the best accessories. Shop on-trend boater hats, Panama hats, and cabby hats you can wear to fall festivals along with ankle booties, lug sole boots, or combat boots. Discover chain-link necklaces, hoop earrings, and sleek ring packs to glam up your autumn looks. Style your denim, skirts, and dresses with belts in classic, simple designs as well as with trendy statement buckles. For a polished look from head to toe, go for below-the-knee, knee-high, over-the-knee, and thigh-high boots to level up your fall shoe wardrobe. Find ankle boots with chains and cowboy boots to go with your favorite fall floral dresses. Keep all of your essentials on hand in the cutest clutches, handbags, and crossbody purses with quilted faux leather detailing. Windsor has the best selection of women’s fall fashion to create casual to dressy looks you’ll absolutely adore.
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Prep Shift Plaid Pleated Mini Skort
This plaid mini skort brings a tailored feel to casual styling. With a mid-rise waist, drop waist seam, and mini-length pleated overlay, it also features hidden built-in shorts for added coverage. Style with the matching vest top for an easy mix of polished and cool.
Shop Matching Top: Prep Shift Plaid Cropped Button Front Vest Top
Fit & Features
- Plaid woven fabric
- Mid-rise waist
- Drop waist seam
- Side zipper closure
- Mini-length pleated overlay, A-line fit
- Hidden built-in knit shorts
- Runs true to size
Style Number/Barcode: 06303-000069
Category Name: 2026 Fall Outfit Trends
Price: $39.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: S, M, L
Product Badge:- Part of a Set
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Cozy Prep Plaid Fringe Scarf
Cozy up in preppy fashion. This plaid fringe scarf features a cozy, soft texture and an oversized blanket-wrap silhouette that pairs perfectly with your cold-weather fits.
Fit & Features
- Plaid pattern
- Fringe trim
- Blanket-wrap silhouette
- Soft material with fuzzy texture
Style Number/Barcode: 07305-000132
Category Name: 2026 Fall Outfit Trends
Price: $19.90
Availability: In Stock
Available Color: BLUE
Available Size: NS
Product Badge:- New Arrival
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Low Profile Double-Buckle Wide-Leg Pants
These wide-leg pants feature a low-rise waist and double-buckle detail that give the look a sharp Y2K edge, while the wide-leg keeps the outfit feeling effortless. Style with a fitted corset top and metallic heels to balance the relaxed shape.
Fit & Features
- Woven fabric
- Low-rise waist, front hidden hook and eye with zipper closure
- Double-buckle belt detail
- Grommet accents
- Wide-leg silhouette, relaxed fit
- Full-length hem
- Runs true to size
Style Number/Barcode: 06302-000027
Category Name: 2026 Fall Outfit Trends
Price: $49.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Zip It Faux Leather Funnel Neck Jacket
Your throw-on-and-go layer just got a sleek upgrade. This faux leather jacket pairs a sleek funnel neckline with a cropped fit and adjustable drawstring hem for styling that feels polished without trying too hard.
Fit & Features
- Faux leather fabrication, sewn-in woven lining
- Funnel neckline with snap-button closures
- Long sleeves with snap-button cuffs
- Front pockets
- Front zip closure, side pockets, and adjustable drawstring hem
- Runs true to size
Style Number/Barcode: 06204-000192
Category Name: 2026 Fall Outfit Trends
Price: $69.90
Availability: In Stock
Available Color: BLACK
Available Size: S, M, L, XL
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Petal Theory Metallic Flower Statement Earrings
Florals just got a moodier upgrade. These statement stud earrings pair sculpted, ridged petals with a lustrous metallic finish and chrome edging for a bold little detail that does the styling for you.
Fit & Features
- Statement flower stud design
- Sculpted ridged petal details
- Lustrous metallic finish
- Chrome edging
- Oversized floral silhouette
- Post-back closures
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-000549
Category Name: 2026 Fall Outfit Trends
Price: $11.90
Availability: In Stock
Available Color: GOLD
Available Size: NS
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Checked In Gingham Hot Shorts
Consider this your shortcut to looking styled without overthinking it. These gingham shorts keep things short, sleek, and very intentional. Designed with a high-rise fit and close silhouette, they pair perfectly with the matching jacket and look just as good styled solo with a fitted tank or baby tee.
Shop Matching Jacket: Checked In Gingham Jacket
Fit & Features
- Woven gingham fabric
- High-rise waist
- Side button tab details with hidden hook-eye fasteners
- Front hidden zipper closure
- Form-hugging
- Cheeky fit
- Runs true to size
Style Number/Barcode: 06303-000068
Category Name: 2026 Fall Outfit Trends
Price: $36.90
Availability: In Stock
Available Color: MULTI
Available Size: XS, S, M, L
Product Badge:- Best Seller
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Plans Optional Striped Dolman Top
Consider your outfit plans handled. This striped dolman top brings an effortlessly draped, off-shoulder fit that works from casual hangs to plans that somehow turned into drinks.
Fit & Features
- Soft stretch knit fabrication
- Wide boat neckline with off-shoulder styling
- Relaxed dolman sleeves with elbow-length coverage
- Striped pattern
- Draped silhouette with a cropped hem
- Runs true to size
Style Number/Barcode: 06002-000687
Category Name: 2026 Fall Outfit Trends
Price: $26.90
Availability: Out of Stock
Product Badge:- Ships Free
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Plaid Agenda Bubble Hem Bomber Jacket
Plaid just clocked in for cold weather. This brushed cropped jacket brings cozy texture, an oversized collar, and an easy boxy shape, perfect for layering with any outfit.
Fit & Features
- Plaid pattern, brushed soft fabric, sewn-in smooth woven lining
- Collared neckline with snap-button closures
- Long sleeves
- Hidden front zip-up closure
- Front open pockets
- Relaxed boxy fit
- Bubble crop hem
- Runa true to size
Style Number/Barcode: 06201-000092
Category Name: 2026 Fall Outfit Trends
Price: $59.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
Product Badge:- New Arrival
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Cozy Forecast Striped Blanket Scarf
Cold weather just got a whole lot cozier. This striped blanket scarf wraps you in an ultra-soft feel with a relaxed, oversized silhouette and fringe ends for that effortlessly chic layered look your winter wardrobe needs.
Fit & Features
- Neutral striped pattern
- Fringe trim ends
- Blanket scarf silhouette
- Soft cozy knit material
Style Number/Barcode: 07305-000130
Category Name: 2026 Fall Outfit Trends
Price: $19.90
Availability: In Stock
Available Color: MOCHA
Available Size: NS
Product Badge:- New Arrival
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Fall Forecast Faux Leather Bomber Jacket
Consider your fall outfit officially upgraded. This faux leather bomber jacket brings a polished collared neckline, relaxed cropped fit, and sleek zip front that makes plaid mini skirts, denim, and knee-high boots feel instantly more put together.
Fit & Features
- Faux leather fabric, sewn-in woven lining
- Collar neckline
- Long sleeves
- Front zip-up closure
- Front pockets
- Bubble crop-length hem
- Bomber jacket silhouette
- Runs true to size
Style Number/Barcode: 06204-000190
Category Name: 2026 Fall Outfit Trends
Price: $69.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: XS, S, M, L
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Fast Lane Faux Leather Moto Jacket
Racer styling just took a sharper turn. This glossy faux leather moto jacket pairs contrast paneling with sporty sleeve stripes and a cropped fit for an easy way to give denim, minis, and basics more edge.
Fit & Features
- Glossy faux leather fabric, sewn-in woven lining
- Stand collar with snap tab and front zipper closure
- Long sleeves with contrast stripe paneling and zip cuffs
- Cropped moto silhouette with zip pockets
- Runs true to size
Style Number/Barcode: 06204-000191
Category Name: 2026 Fall Outfit Trends
Price: $69.90
Availability: In Stock
Available Color: BLACK
Available Size: S, M, L, XL
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Cold Front Faux Leather Shaggy Fur Trim Jacket
Cold weather styling just got a little more dramatic. This cropped faux leather jacket mixes a sleek finish with plush, shaggy faux fur along the oversized collar and cuffs for a texture-heavy layer that makes fall outfits trendy and instantly styled.
Fit & Features
- Faux leather fabric, sewn-in woven lining
- Shaggy faux fur trim cuffs and collar
- Long sleeves
- Open front design
- Crop-length silhouette
- Runs true to size
Style Number/Barcode: 06204-000189
Category Name: 2026 Fall Outfit Trends
Price: $69.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L, XL
Product Badge:- Best Seller
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She's A Trendsetter Cropped Denim Jacket
Denim gets a trendy update with a raw hem and cropped proportions. The structured shape, pointed collar, and chest flap pockets add stylish details to the cropped jacket. Pair with the matching mini skort.
Shop Matching Bottoms: She's A Trendsetter Belted Pleated Mini Skort
Fit & Features
- Denim fabric
- Collared neckline
- Long sleeves with button details
- Button-front closures
- Buttoned chest flap pockets
- Cropped length with raw-edge hem
- Runs true to size
Style Number/Barcode: 06203-000068
Category Name: 2026 Fall Outfit Trends
Price: $39.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Double Take Open-Back Belted Denim Romper
Denim is getting a sharper remix, and this romper is fully in on it. The high neckline and fitted waist keep the shape clean, while double grommet belts and a pleated skirt overlay bring a bold, utility-inspired update. The open back and hidden shorts keep the whole look feeling fresh and current.
Fit & Features
- Denim fabric
- Sleeveless high crew neckline
- Open back, top button closures, lower zipper closure
- Double grommet belt detail, fitted drop waist
- Pleated mini-length overlay, A-line fit
- Hidden built-in shorts
- Runs true to size
Style Number/Barcode: 06603-000247
Category Name: 2026 Fall Outfit Trends
Price: $56.90
Availability: In Stock
Available Color: DARK, DENIM
Available Size: XS, S, M, L
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Wild After Dark Animal Print Corset Top
Your going-out lineup just found its wild card. This strapless animal print corset top brings curve-defining seams and a pointed hem that pairs effortlessly with faux leather, denim, or a tiny skirt.
Fit & Features
- Sheer mesh fabric with animal print
- Strapless neckline
- Side zipper and hook-eye closure
- Tiger stripe pattern
- Corset-inspired silhouette
- Structured seam detailing and pointed hem
- Runs true to size
Style Number/Barcode: 06001-000787
Category Name: 2026 Fall Outfit Trends
Price: $34.90
Availability: In Stock
Available Color: MULTI
Available Size: XS, S, M, L
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Pattern Crush Floral Plaid Halter Top
Plaid with a seriously pretty plot twist. This floral flocked halter top mixes sheer mesh texture, velvet florals, and a deep V-neckline for a fitted look that feels dressed up without going overboard.
Fit & Features
- Plaid printed mesh fabric with knit lining, high stretch
- Velvet flocked floral pattern
- Sleeveless deep V-neckline, ruched bust
- Tie-back halter straps, partially open back
- Mid-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06001-000786
Category Name: 2026 Fall Outfit Trends
Price: $29.90
Availability: In Stock
Available Color: OLIVE
Available Size: XS, S, M, L
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Study Break Plaid Halter Scoop Neck Top
Consider this your plaid era with better plans. This fitted halter top pairs a scoop neckline with a sleek cropped shape, making it the kind of throw-on piece that works with capris, denim, or a mini when you want a little prep with some attitude.
Fit & Features
- Woven plaid fabric, sewn-in knit lining
- Halter straps with scoop neckline
- Sleeveless fitted bodice
- Side zipper and hook-eye closure
- Cropped silhouette with shaped waist
- Runs true to size
Style Number/Barcode: 06003-000470
Category Name: 2026 Fall Outfit Trends
Price: $32.90
Availability: In Stock
Available Color: GRAY
Available Size: XS, S, M, L
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Easy Twirl Mock Neck Knit Skater Mini Dress
Consider this dress your shortcut to a cute fall outfit. The mock neckline and rib knit finish make the mini dress feel polished for layering, while the skater skirt keeps it playful. Add boots, a trench, and a shoulder bag for coffee dates, pumpkin patches, and crisp autumn days.
Fit & Features
- Rib knit fabrication
- Sleeveless mock neckline
- Skater silhouette
- Flared mini-length hem
- Runs true to size
Style Number/Barcode: 06005-000443
Category Name: 2026 Fall Outfit Trends
Price: $36.90
Availability: Out of Stock
Product Badge:- Ships Free
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Written In The Stars Earrings Set
Your jewelry rotation just got a celestial upgrade. This three-pair set mixes sparkling cross studs, sleek hoops, and rhinestone angel wing drops for endless ear stack possibilities.
Fit & Features
- Three-pair mixed earring set
- Rhinestone cross stud earrings
- Classic hoop earrings
- Rhinestone angel wing drop earrings
- Runs true to size
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-000544
Category Name: 2026 Fall Outfit Trends
Price: $14.90
Availability: In Stock
Available Color: GOLD
Available Size: NS
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Cozy Curve Cable Knit Mock Neck Mini Dress
Soft texture meets a sharper silhouette in all the right places. The cable knit design pairs a high mock neckline with an open back for a clean mix of coverage and reveal. Consider it a fresh update to your knit dress rotation.
Fit & Features
- Cable knit fabric, moderate stretch
- High mock neckline
- Halter-style sleeveless cut
- Open back
- Mini-length hem
- Bodycon silhouette
- Runs true to size
Style Number/Barcode: 06005-000445
Category Name: 2026 Fall Outfit Trends
Price: $39.90
Availability: In Stock
Available Color: OATMEAL
Available Size: S, M, L
Product Badge:- Best Seller
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Sleek Slant Off-Shoulder Bodycon Mini Dress
The silhouette knows how to keep things interesting. A mini dress balances the softly bloused top, while the off-shoulder neckline brings a little skin into the equation. Add heels and jewelry for day or night styling.
Fit & Features
- Knit fabric
- Off-shoulder asymmetrical neckline
- Short sleeves
- Blouson-style bodice
- Bodycon fit with mini length hem
- Runs true to size
Style Number/Barcode: 06005-000442
Category Name: 2026 Fall Outfit Trends
Price: $36.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Sheer Intentions Floral Knit Long Sleeve Bodysuit
This sheer floral knit bodysuit makes layering feel way more interesting. Pair the fitted floral knit shape with relaxed denim for contrast, or style it under a sleek jacket when you want the texture to peek through. The long sleeves and high-cut silhouette keep the look sharp without overcomplicating it.
Fit & Features
- Sheer floral knit fabric, high stretch
- Crew neckline
- Long fitted sleeves
- High-cut leg opening, thong-cut bottom, dual snap-button closures
- Form-hugging silhouette
- Runs true to size
- Bralette not included
Style Number/Barcode: 07109-000078
Category Name: 2026 Fall Outfit Trends
Price: $26.90
Availability: In Stock
Available Color: BLACK
Available Size: XS/S, M/L
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Checked In Gingham Jacket
Consider this your shortcut to looking styled without overthinking it. The gingham jacket pairs a high funnel neckline with a relaxed zip-front shape for that sporty meets polished vibe that works way beyond the matching set.
Shop Matching Shorts: Checked In Gingham Hot Shorts
Fit & Features
- Gingham pattern, cotton woven fabric and sewn-in lining
- High funnel neckline with snap-button closures
- Front hidden zipper closure
- Long sleeves with snap-button cuffs
- Side pockets. relaxed silhouette
- Adjustable drawstring hem with toggles
- Runs true to size
Style Number/Barcode: 06204-000188
Category Name: 2026 Fall Outfit Trends
Price: $59.90
Availability: In Stock
Available Color: MULTI
Available Size: S, M, L
Product Badge:- Best Seller
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Next Move Pinstripe Trouser Jorts
Pinstripes just found their off-duty side. These pinstripe trouser jorts remix tailored details with a double-belted waist and a relaxed, knee-length fit for everything from fitted tops to oversized layers.
Fit & Features
- Pinstripe woven fabric
- Mid-rise waist, hidden front zip-up and hook-eye closures
- Thin double-belted design
- Front pockets
- Knee-length hem
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06403-000185
Category Name: 2026 Fall Outfit Trends
Price: $39.90
Availability: In Stock
Available Color: BLACK/WHITE
Available Size: XS, S, M, L