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.

  • Babe In Pointed Toe Boots

    Walk tall babe in these PU pointed-toe boots featuring a stylish and sleek under-the-knee silhouette with a block heel and side zipper closure. Complete the look with a boyfriend blazer.

    Fit & Features

    • Pointed toe
    • Block heel
    • Side zipper closure
    • Under-the-knee length
    • PU material
    • Runs true to size

    Style Number/Barcode: 07402-0796

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Good For You Sweater Maxi Dress

    Cause you like looking good for yourself! This sweater maxi dress is the perfect staple for your seasonal closet. It features long sleeves, a collared v-neckline, a form-hugging silhouette, and a flirty front cutout slit. Style with booties for an afternoon lunch.

    Fit & Features

    • Long sleeves
    • Collared v-neckline
    • Form-hugging silhouette
    • Front cutout slit
    • Maxi-length hem
    • Ribbed knit fabric
    • Fits true to size

    Style Number/Barcode: 06005-1482

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Refresh Striped Sweater Dress

    Refresh your closet in this striped sweater dress featuring a sleeveless, crew neckline, bodycon silhouette, and a mini-length hem on stretchy, rib-knit fabric. Complete your trendy look in statement heels.

    Shop More Styles: The Sweater Collection

    Fit & Features

    • Sleeveless, crew neckline
    • Bodycon silhouette
    • Mini-length hem
    • Striped pattern
    • Stretchy rib-knit fabric
    • Fits true to size

    Style Number/Barcode: 06005-1485

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Waist Paperbag Skinny Dress Pants

    Keep it chic and dressy with these paper bag waist pants perfect for any occasion. These high-waist pants feature a self-tie belt to help cinch your waist, slanted front pockets, and a skinny-leg fit with a tapered hem. Make a lasting impression for a polished office ensemble or sleek date night outfit. Pair these paper bag pants with a long-sleeve blouse and strappy heels for a fierce and sultry look.

    Fit & Features

    • High-rise paper bag waist
    • Hidden front zipper closure
    • Tie-front belt
    • Slanted front pockets
    • Pleated detailing
    • Woven fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06402-1168

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Staple Bodycon Mini Dress

    This chic mini dress is an elevated staple! It features a sleeveless mock neckline, tank shoulder straps, and a mini-length, form-hugging, bodycon silhouette. Style with strappy mules and a cute handbag.

    Fit & Features

    • Sleeveless mock neckline
    • Tank shoulder straps
    • Mini-length hem
    • Bodycon silhouette
    • Brushed knit fabric, knit lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4663

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Soft Serve Marble Print Mini Dress

    Look sweet enough to eat in this marble print mini dress featuring a sleeveless, square neck, bungee spaghetti straps, a form-fitting silhouette, and a fitted hem. Complete the look in lace-up heels for a date night.

    Fit & Features

    • Sleeveless, square neck, bungee spaghetti straps
    • Form-fitting silhouette
    • Mini fitted hem
    • Marble print 
    • Fits true to size

    Style Number/Barcode: 05102-4662

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Classic Style Mini Dress

    Showcase a chic classic style in this curve-hugging mini dress. It features a sleeveless sweetheart neckline, a built-in padded bust, adjustable spaghetti straps, a short, bodycon silhouette with a wrap-front skirt, and side ruched detailing. Complete your night-out look with a sleek clutch.

    Fit & Features

    • Sleeveless sweetheart neckline, built-in padded bust
    • Adjustable spaghetti straps
    • High waistband, back zipper, hook and eye closure
    • Mini-length, bodycon silhouette
    • Wrap-front skirt, side ruching
    • Ponte knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1669

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Party For One Shoulder Crepe Dress

    The party will revolve around you in this gorge crepe mini dress! Designed with a sleeveless, one-shoulder neckline and a multi-strap detail, and a curve-loving silhouette on crepe lined fabric with minimal stretch. Complete your party look with statement earrings and heels.

    Fit & Features

    • Sleeveless, one-shoulder neckline
    • Multi-strap detail
    • Curve-hugging silhouette
    • Mini-length hem
    • Crepe lined fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 05101-1671

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Up Cropped Knit Sweater

    Cozy up in this adorable knit sweater for the autumn season! It features a crew neckline, long balloon sleeves with notched details, and a cropped, relaxed fit. Style with faux leather pants and combat boots.

    Fit & Features

    • Crew neckline
    • Long balloon sleeves, notched details, tapered hems
    • Cropped, relaxed fit
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1474

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Check Ya Later Plaid Flannel Shacket

    This plaid flannel shacket will make you look effortlessly stylish! With long sleeves, button cuffs, and a classic collar neckline, you'll be the talk of the town. Featuring a button-down front, front pocket, and oversized silhouette, and is crafted on soft flannel woven fabric with a classic plaid print you'll adore this season. Style with sleek leggings and boots for the perf cold-weather fit'!

    Fit & Features

    • Long sleeves with button cuffs
    • Collar neckline
    • Button-down front, pocket
    • Oversized silhouette
    • Soft flannel woven fabric
    • Plaid print
    • Runs true to size

    Style Number/Barcode: 06204-1609

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Fall Vibes Belted Plaid Shacket

    Layer on this trendy plaid flannel shacket for all the cozy fall vibes! It features a collared neckline, long sleeves, a complete button-down front, pockets, a tie-front belt to stylishly cinch your waist, and a relaxed fit. Pair with a basic bodysuit and a knit midi skirt.

    Fit & Features

    • Collared neckline, long sleeves, single button details
    • Button-down front
    • Buttoned chest pockets, faux side pockets
    • Tie-front belt
    • Relaxed fit
    • Plaid print, woven flannel fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1447

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Autumn Nights Plaid Cropped Shacket

    This trendy plaid cropped shacket is perfect for those chilly autumn nights. It features a collared neckline, long sleeves, a complete button-down front, flap pockets, and a cinched elastic back. Layer over a long sleeve top and pair with your fave jeans for a cute and casual vibe.

    Fit & Features

    • Collared neckline
    • Long sleeves, button cuffs
    • Button-down front, Flap pockets with button closures
    • Cropped hem with a cinched elastic back
    • Plaid pattern
    • Flannel woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1451

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Plaid's My Favorite Woven Shacket

    It's the season for cozy layers and your favorite print! This plaid woven shacket features long sleeves, a collar neckline, button-down closures, a front pocket, and an oversized fit. Complete the look with matching bottoms. 

    Shop The Matching Bottoms: Plaid's My Favorite Woven Skirt

    Fit & Features

    • Long sleeves
    • Collar neckline
    • Button-down closures
    • Front pocket
    • Oversized silhouette
    • Plaid pattern, woven fabric
    • Fits true to size

    Style Number/Barcode: 06204-1449

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Forever In Plaid Woven Skirt

    They can find you forever in this plaid woven skirt all season! It features a high-rise waist, back zipper and hook-eye closure, a bodycon fit, and a mini-length hem. Complete the look in the matching shacket.

    Shop Matching Ivory Shacket: Paint The Town Plaid Flannel Shacket

    Shop Matching Taupe Shacket: Forever In Plaid Woven Shacket

    Fit & Features

    • High-rise waist
    • Back zipper and hook-eye closure
    • Bodycon fit
    • Mini-length hem
    • Plaid pattern, non-stretch soft woven fabric
    • Runs true to size

    Style Number/Barcode: 06401-0635

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $27.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Forever In Plaid Woven Shacket

    They can find you forever in this plaid woven shacket all season! It features cozy long sleeves with snap-button closures, a collar neckline, front snap-button closures, flap pockets, and a relaxed fit. Complete the look with the matching skirt.

    Shop Matching Bottoms: Forever In Plaid Woven Skirt

    Fit & Features

    • Long sleeves with snap-button closures
    • Collar neckline
    • Front snap-button closures
    • Flap pockets
    • Relaxed fit
    • Plaid pattern, non-stretch soft woven fabric
    • Runs true to size

    Style Number/Barcode: 06204-1452

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In Knots Faux Wrap Mini Dress

    You'll get tied up in knots for this elevated basic mini! It features a sleeveless, scoop neck, spaghetti straps, a bodycon silhouette, and an asymmetrical faux-wrap skirt with a knot accent. Complete the look in trendy sandals for a coffee date.

    Fit & Features

    • Sleeveless, scoop neck, spaghetti straps
    • Bodycon silhouette
    • Asymmetrical faux-wrap skirt
    • Knot accent
    • Mini-length hem
    • Rib-knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4661

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Options Open O-Ring Midi Dress

    Keep your options open and wear this dress for your weekend plans! It features a sleeveless, v-neck, spaghetti straps, an open-back with an o-ring insert, a bodycon silhouette, and a midi hem on stretchy rib-knit fabric. Complete the look with chic heels.

    Fit & Features

    • Sleeveless, v-neck, spaghetti straps
    • Open-back, o-ring insert
    • Bodycon silhouette
    • Midi hem
    • Stretchy rib-knit fabric
    • Fits true to size

    Style Number/Barcode: 05102-4659

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfect Swirls V-Neck Mini Dress

    Perfectly swirled and smoothed to perfection! Showcase a head-turning look in this sleeveless mini dress featuring a v-neck, bungee spaghetti straps, bodycon silhouette, slit accent, and a marble print on brushed knit fabric. Complete the look in lace-up heels for a summer party. 

    Fit & Features

    • Sleeveless, v-neck, bungee spaghetti straps
    • Bodycon silhouette
    • Slit accent
    • Mini-length hem
    • Marble print
    • Brushed knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4660

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Babe Faux Suede Mini Dress

    Step it up with a mini dress that showcases those trendy-chic vibes! It features a sleeveless scoop neckline, spaghetti straps that lead to a cross-back lace-up design, a fitted high waist seam, and a short, form-fitting silhouette. Style with knee-high boots.

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • Cross-back, lace-up strappy design, tie closure
    • Fitted high waist seam
    • Mini-length, form-fitting silhouette
    • Smooth faux suede fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4491

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Always In Plaid Woven Crop Shacket

    Don't be surprised if you find yourself wearing this plaid crop shacket on repeat! It features long sleeves with button cuffs, a collar neckline, a button-down placket, pockets, and a boyfriend silhouette. Complete the look in knee-high boots for a chic autumn outfit!

    Fit & Features

    • Long sleeves with button cuffs
    • Collar neckline
    • Button-down placket, pockets
    • Boyfriend silhouette
    • Cropped hem
    • Plaid pattern, flannel woven fabric
    • Fits true to size

    Style Number/Barcode: 06204-1454

    Category Name: 2026 Fall Outfit Trends

    Price: $21.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • Plaid's My Favorite Woven Skirt

    It's the season for cozy layers and your favorite print! This plaid woven skirt features a high-rise waist, back zipper closure, bodycon silhouette, and a mini-length hem. Complete the look with the matching shacket. 

    Shop The Matching Shacket: Plaid's My Favorite Woven Shacket

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Bodycon silhouette
    • Mini-length hem
    • Plaid pattern, woven fabric
    • Fits true to size

    Style Number/Barcode: 06401-0460

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love For Fall Plaid Cropped Shacket

    Showcase your love for this cozy season with this on-trend cropped shacket. It features a collared neckline, long sleeves, a multi-button down front, and a cropped, cinched back hem. The flannel woven fabric features an all-over plaid print, perfect for the fall time. Layer over a bodysuit with faux leather pants for an elevated look.

    Fit & Features

    • Collared neckline
    • Long sleeves, button details
    • Multi-button down front
    • Buttoned chest pockets
    • Cropped hem with a cinched back
    • Plaid print, flannel woven fabric
    • Runs true to size

    Style Number/Barcode: 06204-1450

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Elevated Cutout Mini Sweater Dress

    This elevated mini sweater dress is a trendy staple for this fall season! It features a mock neckline, long fitted sleeves, waist cutouts that lead to the back, and a short, curve-hugging, bodycon silhouette. Style with strappy heels.

    Fit & Features

    • Mock neckline
    • Long fitted sleeves
    • Waist cutouts that lead to the back
    • Mini-length hem
    • Fitted bodycon silhouette
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1469

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Hometown Girl Plaid Crop Shacket

    This layer-ready plaid shacket is essential for building your perfect fall wardrobe! The crop shacket features long sleeves with buttoned cuffs, a collar neckline, button-down closures, flap pockets, and a trendy oversized fit. Complete the look in the matching skirt.

    Shop The Matching Skirt: Hometown Girl Plaid Mini Skirt

    Fit & Features

    • Long sleeves, buttoned cuffs
    • Collar neckline, flap pockets
    • Button-down closures
    • Oversized fit, cropped hem
    • Plaid pattern
    • Brushed woven fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06204-1446

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale