2026 Fall Outfit Trends

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.

  • Fierce And Fab Leopard And Clear Crossbody

    Keep it fab with a fierce crossbody that keeps all your essentials close to you! The crossbody features a large clear rectangular body, a leopard print trim, a fold-over closure with turn-lock, a top handle, and a detachable shoulder strap. Complete look with a moto and bodysuit.

    Fit & Features

    • Large rectangular body
    • Leopard print trim 
    • Fold-over closure, turn-lock 
    • Clear body
    • Top handle
    • Detachable shoulder strap 

    Style Number/Barcode: 07203-0676

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Autumn Harvest Scoop Neck Crop Tank

    This crop tank top has landed in the harvest for this season! It features a sleeveless, wide-strap design with a scoop neck, cropped hem, and cable knit fabric with a moderate stretch. Complete the look with the matching sweater. 

    Shop Matching Sweater: Autumn Harvest Mock Neck Sweater Top

    Fit & Features

    • Sleeveless, wide-straps
    • Scoop neck
    • Cropped hem
    • Cable knit design
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1104

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Shirr Thing Long Sleeve Mini Dress

    This mini dress is sure to be a hit for your closet! It features long fitted sleeves, a mock neck, and a side shirring detail that shapes the high-low short hem. The brushed knit fabric offers a moderate stretch. Style with an oversized jacket.

    Fit & Features

    • Long sleeves
    • Mock neck
    • Side shirring detail
    • Bodycon silhouette
    • High-low mini hem
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4139

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cinched And Chic Crop Top

    Keep it chic with a crop top that is part stylish, part casual! The crop top features a crew neckline, short sleeves, and a drawstring hem. The top is composed of a cotton knit fabric that offers a relaxed fit with a moderate stretch. Complete look with plaid shorts and chunky sneakers.

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Drawstring hem
    • Cotton knit fabric 
    • Relaxed fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-0901

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cinched And Chic Chiffon Crop Top

    Cinch yourself in a cute crop top that is totally chic, babe! The top features a sweetheart neckline with a no-slip strip, padded cups, long sleeves, and a cropped hem with tie-back ties. The top is composed of a chiffon fabric that offers a relaxed fit with minimal stretch. Complete look with high waist jeans and heels.

    Fit & Features

    • Sweetheart neckline
    • No-slip strip, padded cups
    • Long sleeves
    • Cropped hem
    • Tie-back ties
    • Chiffon fabric
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 06003-1419

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Majorly Posh Flocked Velvet Mini Dress

    Keep it posh with a mini dress that elevates your next date night look! The dress features a sleeveless square neckline, bungee spaghetti straps, a sexy lace-up back, a flocked velvet floral print, and a mini-length silhouette. The dress is composed of a combination of a smooth knit and velvet fabric that offers a form hugging fit with minimal stretch. Complete look with pumps and a rhinestone bracelet. 

    Fit & Features

    • Sleeveless square neckline
    • Bungee spaghetti straps
    • Lace-up back 
    • Flocked velvet floral print
    • Mini length silhouette
    • Smooth knit and velvet fabric
    • Form hugging fit, minimal stretch, runs true to size

    Style Number/Barcode: 05101-1130

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High-Rise Bleached Dye Straight Leg Jeans

    Show off your trendy side in these of-the-moment high-rise jeans! They feature a traditional five-pocket and belt loop design, a front button closure, a straight leg fit, and are composed of a denim fabric with a bleach dye design. Style these jeans with a basic crop top and mules.

    Fit & Features

    • High-rise waist
    • Traditional five-pocket and belt loop design
    • Front button closure
    • Straight leg fit
    • Denim fabric, bleach dye design
    • Runs true to size

    Style Number/Barcode: 06602-0271

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High-Rise Embroidered Straight Leg Jeans

    Elevate your everyday denim with these trendy high-rise jeans! They feature a traditional five-pocket and belt loop design, a front button closure, a straight leg fit, and are composed of a denim fabric with a cool boho-inspired embroidered pattern. Pair these jeans with a basic crop top and sneakers.

    Fit & Features

    • High-rise waist
    • Traditional five-pocket and belt loop design
    • Front button closure
    • Straight leg fit
    • Denim fabric, embroidered pattern
    • Runs true to size

    Style Number/Barcode: 06602-0272

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Silhouette Long Sleeve Maxi Dress

    Create a chic silhouette in this curve-hugging maxi dress. It features a crew neckline, long fitted sleeves, a stylish cutout at the lower back, and a floor-length form-hugging fit with a side slit. Style this dress with clear heels.

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Cutout at the lower back
    • Floor-length, form-hugging fit
    • Side slit
    • Cotton fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4137

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Autumn Harvest Mock Neck Sweater Top

    This mock neck sweater top has landed in the harvest for this season! It features puff long sleeves and a cable knit fabric with a moderate stretch. Complete the look with the matching tank top.

    Shop Matching Tank Top: Autumn Harvest Scoop Neck Crop Tank

    Fit & Features

    • Puff long sleeves
    • Mock neck
    • Cable knit design
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1102

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Cutie Striped Cardigan

    Cozy up in this adorable striped cardigan! It features long sleeves, an open front, dual front pockets, and a relaxed, comfortable fit. The ribbed knit fabric showcases an all-over striped pattern in tones that bring the fall vibes! Style this cardigan over a casual dress with over-the-knee boots.

    Fit & Features

    • Long blouson sleeves
    • Open front
    • Dual front pockets
    • Relaxed fit
    • Ribbed knit fabric, striped pattern
    • Runs true to size

    Style Number/Barcode: 06005-1100

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plaid Daze Cropped Tank

    Get on-trend for fall in this plaid cropped tank. It features a sleeveless design with wide straps, a scoop neckline, and a cropped form-hugging fit. The lightweight knit fabric offers a moderate stretch. Complete the look with the matching cardigan.

    Shop Matching Cardigan: Plaid Daze Cropped Cardigan

    Fit & Features

    • Sleeveless, wide straps
    • Scoop neckline
    • Cropped, form-hugging fit
    • Lightweight fabric, moderate stretch
    • Plaid print
    • Runs true to size

    Style Number/Barcode: 06005-1098

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Edgy Babe Platform Lace-Up Booties
    Keep your look edgy babe in this pair of platform booties that showcases your look just right. It features a lace-up front, almond toe, and stacked heel. Wear them with a lace mini dress for just the right amount of edge. 

    Fit & Features
    • Lace-up front
    • Almond toe
    • Stacked platform heel
    • Faux leather material 
    • Fits true to size

    Style Number/Barcode: 07403-1555

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casually On-Trend Striped Sweater

    Create a casual and trendy everyday look with this cute cropped sweater. It features a crew neckline, long dolman-style sleeves with a contrasting striped design, and a cropped, relaxed fit. Complete the outfit with high-rise jeans and sneakers.

    Fit & Features

    • Crew neckline
    • Long dolman sleeves
    • Contrasting striped design
    • Cropped ribbed hem, relaxed fit
    • Knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06005-1097

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy And Chill Colorblock Sweater

    Keep it cozy and chill with a sweater that keeps you on-trend. The sweater features a colorblock design, an off-the-shoulder neckline, long sleeves, and a mid-length hem. The sweater is composed of an unlined knit fabric that offers a relaxed fit with slight stretch. Complete look with ankle booties and a panama hat for those cool-girl vibes. 

    Fit & Features 

    • Colorblock pattern 
    • Off the shoulder neckline
    • Long sleeves
    • Mid-length hem 
    • Unlined knit fabric 
    • Relaxed fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06005-1094

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Get To The Point Lace-Up Pointed Toe Booties
    Show off your chic style in this pair of pointed-toe booties! They feature a lace-up vampy design, a stiletto heel, and a side zipper closure. Complete the look with a sultry matching set.

    Fit & Features
    • Pointed toe
    • Stiletto heel
    • Side zipper closure
    • Lace-up front
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-1261

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Vintage Glamour Multi Ring Pack

    Channel that vintage glamour with this pretty ring pack! The ring pack includes five rings in varying sizes that feature a vintage flower design, textured bands, and a geometric design. Complete look with a bustier and mom jeans. 

    Fit & Features

    • Pack includes five rings 
    • Rhinestones 
    • Vintage flower design 
    • Textured bands 
    • Geometric design 

    Style Number/Barcode: 07004-0218

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • City Chic Lace-Up Booties

    Step out in these booties to make a stylish step on your next brunch date! These versatile booties feature a lace-up front, a caged cutout design, an almond toe, and a trendy block heel. The booties are composed of a faux leather material. Complete look with a curve-hugging bodycon dress.

    Fit & Features

    • Lace-up front
    • Caged cutout design
    • Almond toe, strap over the toe
    • Block heel
    • Faux leather material

    Style Number/Barcode: 07403-1262

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bohemian Glam Nine Ring Pack

    Show off your bohemian side with a ring pack that is part glam, part trendy! The ring pack includes nine rings that feature a leaf design, a mini chain-link pattern, and a rhinestone flower design. Complete look with a tie-front top and high waist jeans. 

    Fit & Features

    • Pack includes nine rings
    • Rhinestones
    • Leaf design 
    • Mini chain link pattern
    • Rhinestone flower design 

    Style Number/Barcode: 07004-0219

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sassy Moment Stiletto Booties

    Have a sassy moment in these sultry and stylish stiletto booties. They feature an almond-shaped peep toe, a front lace-up design, an inner zipper closure, and a sleek stiletto heel. Wear these booties with a faux leather mini skirt for your next night out.

    Fit & Features

    • Above the ankle design
    • Almond-shaped peep toe
    • Front lace-up design
    • Inner zipper closure
    • Stiletto heel
    • Runs true to size

    Style Number/Barcode: 07403-1259

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Smooth Moves Tie Front Top

    Show off your smooth style with a top that brings the sleek factor to your look! The top features a plunging V-neckline, a tie-front hem, and long sleeves with an elastic cuff. The top is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with high waist jeans.

    Fit & Features

    • V-neckline 
    • Tie-front hem
    • Long sleeves, elastic cuff
    • Cropped hem
    • Smooth knit fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06202-0215

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cuddle Up Cable Knit Sweater

    Cuddle up in this cozy-chic cable knit sweater! It features a ribbed mock neckline, long dolman-style sleeves with cable knit detailing, and a relaxed, comfortable fit. Style this sweater with leggings and booties.

    Fit & Features

    • Ribbed mock neckline
    • Long dolman sleeves, cable knit detailing
    • Ribbed hems
    • Relaxed fit
    • Knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06005-1096

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Luxe Glitz Faux Patent Leather Heels

    Bring that luxe glitz with heels that take your look to the next level! The heels feature a closed-back, an adjustable ankle strap, a chunky chain link with rhinestones, an open square toe with a strap over the toe, and a block heel. The heels are composed of a faux patent leather material. Complete look with a bustier and mini skirt.

    Fit & Features

    • Closed-back
    • Adjustable ankle strap
    • Chunky chain link
    • Rhinestone
    • Open square toe, strap over the toe
    • Block heel
    • Faux patent leather material, runs true to size

    Style Number/Barcode: 07401-3082

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Plaid Mood Button Up Flannel Top

    Throw on a cute plaid top to go with your PSL this season, babe! The top features a plaid print, a collared neckline, a button-down front, a large chest pocket, long sleeves, and a frayed cropped hem. The top is composed of a flannel knit fabric that offers a relaxed fit. Complete the look with high waist jeans and booties.

    Fit & Features

    • Plaid print
    • Collared neckline
    • Button-down front, large chest pocket
    • Long sleeves, single button detail
    • Frayed cropped hem
    • Flannel knit fabric, no stretch
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06003-1411

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance