2026 Fall Outfit Trends

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STYLE SPOTLIGHT

Women's Denim Bottoms

Fall Sweaters & Cardigans

Women's Jackets

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.

  • Sealed With Chic Puff Sleeve Crop Top

    Lace-up in a cute crop top that brings style to your everyday looks! The top features a square neckline, short puff sleeves, a sexy lace-up back, and a cropped hem. The top is composed of brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with high waist jeans and sandals. 

    Fit & Features

    • Square neckline
    • Short puff sleeves
    • Lace-up back 
    • Cropped hem
    • Brushed knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06001-3431

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Biker Girl Moment Corduroy Jacket

    Layer on this corduroy moto-inspired jacket for a biker girl moment! It features a collared neckline, an asymmetrical zip front, long sleeves, a front belted waist, and a relaxed, oversized fit. Style this jacket with ankle booties for the perf fall look.

    Fit & Features

    • Collared neckline
    • Asymmetrical zip front
    • Long sleeves, dual snap-button details
    • Front belted waist, elastic-banded design at the back
    • Oversized fit
    • Corduroy fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06204-1227

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Trends Lace-Up Boots

    Give every outfit an elevated look in this faux suede boot! They feature an almond toe, side zipper, block heel, and above-the-knee length with a lace-up back. Style with distressed denim.

    Fit & Features

    • Almond toe
    • Side zipper
    • Above-the-knee length
    • Lace-up back 
    • Block heel
    • Faux suede exterior
    • Runs true to size

    Style Number/Barcode: 07402-0363

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Essential Chic Over-The-Knee Boots

    These chic faux suede boots are a winter style essential! They feature a trendy over-the-knee design with a tie-back detail, a round toe, a partial inner zipper closure, and a block heel. Pair these boots with a mini dress and a faux leather jacket.

    Fit & Features

    • Over-the-knee design
    • Tie-back detail
    • Round toe
    • Inner zipper closure
    • Block heel
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07402-0746

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Social Cutie Faux Leather Corset Tube Top

    You're all booked up and ready to slay every outfit in this faux leather corset top! It features a strapless, sweetheart neckline, cropped hem, and a back zipper closure. Complete the look in chic trouser pants and mules for happy hour!

    Fit & Features

    • Strapless, sweetheart neckline
    • Padded bust
    • Corset-designed bodice, flexible boning
    • Cropped hem
    • Back zipper, hook and eye closure
    • Faux leather liquid fabric, smooth woven lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-2077

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wrap My Mind Around Knit Sweater

    Forever a classic with a chic twist! This crop knit sweater will instantly give your outfit a polished vibe. It features long sleeves, a collared v-neck, a surplice bodice, and a wrap-style hem with tie-back closure. Complete the look in new Windsor denim jeans. 

    Fit & Features

    • Long sleeves
    • Collared v-neck
    • Surplice bodice
    • Wrap-style, tie-back closure
    • Cropped hem
    • Smooth knit fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06005-1493

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Chenille V-Neck Sweater

    You'll be totally fall-ready in this cozy chenille sweater! It features a V neckline, long sleeves, and a cropped, form-fitting style. The chenille knit fabric offers moderate stretch.

    Black & Beige: Model is 5'8" with a 32" bust,  24 waist and 34" hips. She is wearing a size small.  

    Rust: Model is 5'7" with a 34" bust,  24" waist and 34" hips. She is wearing a size small.  

    Style Number/Barcode: 06005-0244

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casual Knit Open Back Tunic

    Keep it casual cutie with pretty knits! The tunic features a turtle neck, long sleeves with ribbed cuff, a partial open back and a short form hugging fit. Tunic is composed of knit fabric that offers a moderate stretch. 

    Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06005-0053

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Attention-Worthy Camo Print Bodycon Mini Dress

    Create an attention-worthy 'fit in this camo-printed woven mini dress featuring a strapless straight-across neckline accented with dual flap pockets, a secure back zipper closure, cargo-style pockets on each side, and a bodycon silhouette to showcase your curves. Complete the look with a bomber jacket and combat boots!

    Fit & Features

    • Camouflage printed twill woven fabric
    • Strapless straight neckline, dual flap pocket accents
    • Back zipper hook-eye closure
    • Dual cargo flap pockets
    • Mini-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5909

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fall Ready Faux Suede Mini Skirt
    Be totally fall ready with this must have mini skirt. It features a high rise waist, multi seam detailing dwon the front and back, a back zipper closure, and a short, form hugging fit. The techno faux suede fabric offers moderate stretch.

    Style Number/Barcode: 06501-0099

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lil Diablita Crop Top

    For the little devil in you. This graphic top features a crew neckline, short sleeves, and a cropped hem that hits mid torso. Script reads "Diablita" in black font, with devil horns decorating the wording.

    Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06002-0222

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Everday Faux Suede Stacked Booties

    These booties are perfect for your every day chic outfits! Step out to grab your favorite latte or create a fab back to school outfit with these essential booties! The booties feature an around the ankle fit, goring panels for a comfortable fit, an almond toe and low stacked block heel. Complete your look with cuffed jeans and an off the shoulder top

    Fit & Features

    • Around the ankle fit with pull tabs
    • Almond toe 
    • Goring panels 
    • Low stacked block heel
    • Faux suede material

    Style Number/Barcode: 07403-0354

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mid Rise Destructed Skinny Jeans

    Keep it sleek in basic skinny jeans for your next coffee date. The jeans feature a mid-rise fit, a sleek skinny leg fit, and heavy destruction throughout. Complete look with a scoop neck bodysuit. 

    Fit & Features

    • Mid-rise fit
    • Single-button and zipper closure
    • Traditional five-pocket and belt loop design
    • Skinny leg fit
    • Heavy destructed detailing
    • Light-medium wash denim fabric  

    Style Number/Barcode: 06602-0171

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Culotte Wide-Leg Trouser Pants

    Elevate your fall workwear wardrobe with these chic culotte trouser pants! They feature a flattering high waist, a hidden front zipper and hook and bar closure, side pockets, pleated detailing, and a wide-leg fit. Style these pants with a basic bodysuit and cute mules.

    Fit & Features

    • High-rise waist
    • Hidden front zipper and hook and bar closure
    • Side pockets
    • Pleated
    • Wide-leg fit
    • Woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06402-0367

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Platform Block Heel Booties

    Step out and stun in these chic booties! They feature an almond-shaped peep toe, an ankle-high design, a back zipper closure, and a stacked block heel. Complete the look with a sleek clutch.

    Fit & Features

    • Almond-shaped peep toe
    • Ankle-high design
    • Back zipper closure
    • Stacked block heel
    • Faux nubuck material
    • Runs true to size

    Style Number/Barcode: 07403-1295

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Layers Plaid Sherpa Shacket

    Bundle up in the plaid sherpa jacket. It features button cuffed long sleeves, collar neckline, a four-pocket design, a button-down front, and an oversized fit. The cozy sherpa fabric offers a minimal stretch. Complete your look with booties.

    Fit & Features

    • Button cuffed long sleeves
    • Collar neckline
    • Button-down front
    • Four-pocket design
    • Oversized fit
    • Plaid sherpa fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06204-1167

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Weekend Mood Hacci Knit Wide-leg Pants

    These super comfy hacci knit wide-leg pants will have you in a totally relaxing weekend mood! They feature a high-rise elasticized drawstring waist, a tie-front design, and a wide-leg silhouette. The ultra-soft hacci knit fabric has plenty of stretch. Pair these pants with a basic cropped tank for a cute and casual loungewear look.

    Fit & Features

    • High-rise elasticized drawstring waist
    • Tie-front design
    • Wide-leg silhouette
    • Soft hacci knit fabric
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06502-2394

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Vintage Slashed Knot Front Tee

    Edge up your look with a cool vintage looking tee! This top paired with some distressed denim and a faux leather jacket is such a vibe.

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Cropped hem
    • Knot front
    • Slash detailing down the center
    • Center graphic in contrasting print
    • Knit fabric | Plenty of stretch

     

    Model is 5'4" with a 33" bust, 24.5" waist and 39" hips. She is wearing a size small

    Style Number/Barcode: 06002-0417

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stylish Staple Denim Jacket

    Layer this stylish staple over your favorite dresses and jumpsuits for a day out! The jacket features a collared neckline, a multi-button down front, chest pockets, side pockets, and long sleeves. The jacket is composed of a denim fabric that offers a relaxed fit with slight stretch. 

    Fit & Features

    • Collared neckline
    • Multi-button down front
    • Chest pockets, side pockets
    • Long sleeves
    • Denim fabric 
    • Relaxed fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06203-0184

    Category Name: 2026 Fall Outfit Trends

    Price: $23.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sculpted Chic Ribbed Knit Midi Dress

    The ribbed knit dress features a sweetheart neckline with a twist accent at the bust, long sleeves, and a midi-length hem. Channel a casual vibe with chunky sneakers. 

    Fit & Features

    • Ribbed knit fabrication
    • Sweetheart neckline with twist accent
    • Long sleeves
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05102-5962

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tough Chic Lug Sole Booties

    Edge up your everyday look in this lug sole bootie! It's designed with an almond toe, block heel, and elasticized inserts for easy on/off styling. The bootie is composed of faux leather material. Complete the look in joggers.

    Fit & Features

    • Almond toe
    • Block heel
    • Elasticized inserts for easy on/off styling
    • Lug sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1327

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Glam Chain Detail Panama Hat

    Bring the trendy glam vibes to your everyday look with this faux wool Panama hat. It features a wide flat brim with a center chunky chain-link accent trim. Pair this hat with basic hoop earrings.

    Fit & Features

    • Wide flat brim
    • Chunky chain-link trim
    • Faux wool material

    Style Number/Barcode: 07302-0425

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lush Paradise Lace-Up Mini Dress

    Escape to a lush paradise in this tropical mini dress perf for your next island vacay! Featuring a sleeveless, square neck, spaghetti straps that lead to the open-back with a lace-up design, a bodycon silhouette, and palm print knit-lined fabric. Complete the look in sunglasses and heels.

    Fit & Features

    • Sleeveless, square neck, spaghetti straps
    • Open-back, lace-up design
    • Bodycon silhouette
    • Mini-length hem
    • Palm print, stretchy knit-lined fabric
    • Fits true to size

    Style Number/Barcode: 05102-4516

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hit The Slopes Faux Leather Puffer Vest

    Hit the slopes looking cute in this puffer vest and feeling toasty! It features a sleeveless design, a hoodie drawstring neckline, front zipper closure and pockets for keeping your hands warm, and a trendy cropped hem with an adjustable drawcord. The puffer vest is crafted from an insulated faux leather fabric with a sewn-in woven lining that helps keep you warm and protected from the elements. Complete the look with a knit beanie.

    Fit & Features

    • Sleeveless, hoodie drawstring neckline
    • Front zipper closure and pockets
    • Cropped hem, adjustable drawcords
    • Faux leather fabric
    • Insulated woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06201-0451

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale