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.

  • Poised in Plaid Belted Shacket

    Keep it poised in a plaid shacket to usher in those winter vibes. Style this plaid shacket with an adorable top and ankle booties to take you to an upcoming coffee date. The shacket features a collard neckline, a multi-button down front, a belted waist, and a plaid print.

    Fit & Features

    • Collared neckline
    • Multi-button down front
    • Two small chest pockets
    • Long sleeves
    • Belted waist
    • Plaid print 
    • Corduroy fabric with no stretch

    Style Number/Barcode: 06204-0718

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stay Chic High Rise Skinny Jeans

    Level up your everyday look with these chic skinny jeans! They feature a figure-flattering high rise waist with front seam detailing and a skinny leg fit for an elongated look. Pair these jeans with a cute crop top for a look you can wear to hang with your squad.

    Fit & Features

    • High rise waist
    • Back zipper closure
    • Front seam detailing
    • Skinny leg fit
    • Denim fabric

    Style Number/Barcode: 06602-0197

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Posh And Pleated Long Sleeve Crop Top

    Posh and pleated, this long sleeve crop top is a fall must-have. It features a deep V-neckline, long peasant sleeves, a cinched front design with a drawstring, and a cropped, form-hugging fit. The trendy pleated knit fabric offers a moderate stretch. Style with faux leather pants and heels.

    Fit & Features

    • V-neckline
    • Long peasant sleeves
    • Cinched front, drawstring
    • Cropped hem
    • Pleated detailed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4524

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Style Goals Flared-Leg Denim Jumpsuit

    You'll be total style goals in this trendy denim jumpsuit perfect for a country concert! It features a collared neckline, a zip-front design creating a V-neckline, short sleeves, vertical seam detailing and a high waist seam, dual front pockets, a form-hugging fit to flaunt your figure, and a flared-leg silhouette. The cotton-blend denim fabric has a moderate stretch. Complete the look with ankle booties.

    Fit & Features

    • Collared neckline
    • Zip-front design, V-neckline
    • Short sleeves
    • Vertical seam detailing, high waist seam, dual front pockets
    • Form-hugging fit, flared-leg silhouette
    • Cotton-blend denim fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06602-0444

    Category Name: 2026 Fall Outfit Trends

    Price: $22.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy Must-Have Plaid Flare Pants

    These trendy must-have plaid pants will be your go-to pair for the fall season. They feature a flattering high waist, a form-hugging fit, and a chic flared hem. The soft brushed knit fabric offers plenty of stretch. Complete the look with a cute cropped sweater.

    Fit & Features

    • High-rise waist, elastic waistband
    • Form-hugging fit
    • Flared hem
    • Brushed knit fabric, plenty of stretch
    • Plaid print
    • Runs true to size

    Style Number/Barcode: 06502-0711

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Preppy Vibe High Waist Pants

    Give your style a preppy vibe with these fab pants! The pants feature a high-rise waist, a straight leg, and a flared hem. The pants are composed of a ribbed knit fabric that offers a form hugging fit. Complete look with the matching crop top.

    Shop Matching Crop Top: Preppy Vibe Collared Crop Top

    Fit & Features

    • High rise waist
    • Straight leg
    • Flared hem
    • Ribbed knit fabric
    • Form hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-0728

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sultry Lace-Up Thigh-High Boots

    These sultry lace-up thigh-high boots deserve all the attention! They feature a pointed toe, a sleek stiletto heel, an inner zipper closure, a stunning lace-up back design, and a form-hugging fit. Style with a mini dress and a faux leather clutch.

    Fit & Features

    • Thigh-high design
    • Pointed toe
    • Stiletto heel
    • Partial inner zipper closure
    • Lace-up back design, stud accents, tie closure
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 07402-0824

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • As If Moment Tweed Crop Blazer

    Have your iconic as-if moment looking major in this 90s-inspired tweed crop blazer featuring long sleeves, shoulder pads for structure, a lapel collar neckline, a front button closure, and a chic plaid pattern. Style with the matching bottoms to complete the look!

    Shop Matching Skirt: As If Moment Tweed Mini Skirt

    Shop Matching Shorts: As If Moment Tweed Fitted Shorts

    Fit & Features

    • Long sleeves, shoulder pads
    • Lapel collar neckline
    • Front button closure
    • Cropped hem
    • Plaid pattern
    • Tweed fabric, woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1566

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Casually Cozy Plaid Woven Cropped Shacket

    Casually cozy, this plaid woven shacket features a collared neckline, long sleeves, a button-down front with buttoned chest pockets, and a cropped cinched hem with an overall relaxed fit. Layer over a basic top with a denim skirt and booties!

    Fit & Features

    • Plaid woven fabric, no stretch
    • Collared neckline
    • Long sleeves with single-button detail
    • Button-down front
    • Dual buttoned chest pockets
    • Cropped hem, elastic cinched back hem, relaxed fit
    • Runs true to size

    Style Number/Barcode: 06204-1930

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • High Rise Stun On Them Cropped Skinny Jeans

    Stun on them in skinny jeans that bring low-key glam to your every day looks. Step out for that next coffee run in style with skinny jeans that feature a high rise waist, slight destruction, and a cropped hem. Complete your look with a cute crop top and sporty sneakers

    Fit & Features

    • High rise waist
    • Single-button with zipper closure 
    • Traditional five-pocket with belt loop design 
    • Slight destruction 
    • Skinny leg 
    • Cropped hem 

    Style Number/Barcode: 06602-0167

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Makin' Moves Faux Suede Long Line Blazer

    Make major moves in this chic long line blazer! It features a smooth faux suede fabric with a slight allover snake print to keep it trendy. The blazer offers three quarter length cuffed sleeves and an overall relaxed fit. Layer this piece over a curve-hugging mini dress to get major boss babe vibes.

    Fit & Features

    • Lapel collar
    • Three quarter length cuffed sleeves
    • Slanted faux front pockets
    • Long line design
    • Faux suede fabric with allover snake print

    Style Number/Barcode: 06204-0691

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Snow Bunny Faux Sherpa Rain Boots

    Hop into these chic rain boots to keep you cozy and protected from the drizzle. The rain boots feature a square toe, a sturdy traction lug bottom and block heel, and a soft faux sherpa trim with a strap accent and zipper closure for added flair. Complete the look in style with a cute jacket for a coffee run and errands! 

    Fit & Features

    • Square toe
    • Sturdy traction lug bottom and block heel
    • Faux sherpa trim with strap accent
    • Side zipper closure
    • Ankle-length shaft height
    • Waterproof rubber material
    • Runs true to size

    Style Number/Barcode: 07403-1691

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Clara High Rise Destructed Skinny Jeans

    Oasis by Eunina

    Level up your denim game in the trendy Clara High Rise Destructed Skinny Jeans! They feature a high waist, destructed detailing, and a skinny jean fit. Perf for everyday wear! Pair with a square neck tank and some clear heels.

    Fit & Features

  • High rise waist
  • Front button closure
  • Traditional five pocket and belt loop design
  • Front destructed detailing
  • Skinny jean fit
  • Denim fabric
        •  

          Model is 5'8" with a 32" bust,  23" waist and 36" hips. She is wearing a size small. 

        Style Number/Barcode: 06602-0118

        Category Name: 2026 Fall Outfit Trends

        Price: $6.97 $42.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Ships Free
      • Ruched To The Maxi Knit Dress

        This sultry long summer-ready dress is ruched to the max! It features a sleeveless bodice, spaghetti straps, a square neck and back, a front and back waist cutout, ruched detailing along the sides, and a floor-length hem with a knee-high side slit. The dress is composed of a stretchy knit with a short knit skirt lining and offers a flattering, curve-hugging fit. Complete your look with wedges and statement earrings

        Fit & Features

        • Sleeveless square neckline
        • Spaghetti straps
        • Front and back cutouts 
        • Ruched dealing 
        • Maxi length silhouette
        • Knee-high slit
        • Form hugging fit, stretchy knit fabric

         

        Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.

        Style Number/Barcode: 05101-0886

        Category Name: 2026 Fall Outfit Trends

        Price: $14.97 $36.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Chic Colorblock Knit Sweater

        Keep it chic in a sweater that stands out while keeping it cozy! The sweater features a ribbed off the shoulder neckline that styles so cute with a dainty necklace, a color block pattern, and composed of a knit fabric. Complete look with skinny jeans and ankle booties

        Fit & Features

        • Off the shoulder neckline
        • Long sleeves
        • Colorblock pattern
        • Knit fabric
        • Relaxed fit 

        Style Number/Barcode: 06005-0878

        Category Name: 2026 Fall Outfit Trends

        Price: $6.97 $38.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Distressed And Chic Chenille Sweater

        Add a little edge to your everyday look with this chic distressed chenille sweater! It features a V neckline, long dolman-style sleeves, and a trendy destructed hem. Pair this sweater with faux leather joggers and heeled booties for a cozy holiday party 'fit.

        Fit & Features

        • V Neckline
        • Long dolman sleeves
        • Destructed hem
        • Relaxed fit
        • Chenille knit fabric with minimal stretch

        Style Number/Barcode: 06005-0802

        Category Name: 2026 Fall Outfit Trends

        Price: $6.97 $36.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Basic Chic Faux Leather Booties

        Keep it chic with basic booties that complete your layered outfits. The booties feature an around the ankle fit, a pointed toe, a back zipper closure, and a low block heel. The booties are composed of a faux leather material. Complete look with a chunky oversized sweater and high waist jeans. 

        Fit & Features

        • Around the ankle fit
        • Pointed toe
        • Back zipper closure
        • Low block heel 
        • Faux leather material 

        Style Number/Barcode: 07403-1254

        Category Name: 2026 Fall Outfit Trends

        Price: $12.97 $32.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Open Invite Crepe Strappy Dress

        This crepe short dress invites you to a sultry night out a the club! It features a sleeveless v-neckline, dual bungee spaghetti straps, an open strappy back design, a high waist seam, a slit accent, and a form-hugging fit. Complete the look with a glam clutch and heels.

        Fit & Features

        • Sleeveless v-neckline
        • Dual bungee spaghetti straps
        • Open strappy back design
        • High waist seam, slit accent
        • Form-hugging fit
        • Short-length
        • Crepe-lined fabric, moderate stretch, fits true to size

        Style Number/Barcode: 05103-4552

        Category Name: 2026 Fall Outfit Trends

        Price: $6.97 $33.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • 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
      • Edgy Cuteness High-Rise Cargo Faux Leather Mini Skort

        This cute and edgy faux leather mini skort features a flattering high-rise waist, form-hugging fit, and cargo side pockets that give this skort a functional flair. 

        Fit & Features

        • Faux leather material, stretchy knit shorts lining
        • High-rise waist
        • Side flap pockets
        • Front snap-button and hidden zipper closure
        • Form-hugging mini-length hem
        • Runs true to size

        Style Number/Barcode: 06403-0558

        Category Name: 2026 Fall Outfit Trends

        Price: $39.90

        Availability: Out of Stock

        Product Badge:
        • Ships Free
      • Cute Weekend Vibes Ribbed Knit Mini Dress

        This cute and cozy ribbed knit mini dress is perf for your weekend plans! It features a crew neckline, long fitted sleeves, ruched detailing down the side seams, and a short, curve-hugging silhouette. The soft ribbed knit fabric offers plenty of stretch. Style with knee-high boots to grab coffee with your friends.

        Fit & Features

        • Crew neckline
        • Long fitted sleeves
        • Ruching down the sides
        • Mini-length hem, fitted bodycon silhouette
        • Ribbed knit fabric, plenty of stretch
        • Runs true to size

        Style Number/Barcode: 05102-4839

        Category Name: 2026 Fall Outfit Trends

        Price: $19.97 $28.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Everyday Chic Faux Suede Lace Up Heels

        Lace-up in these everyday heels that dress up your casual outfits! The heels feature an open back, lace-up straps, a double-row strap design, an open square toe, and a block heel. The heels are composed of a faux suede material. Complete look with a midi skirt and blouse for a chic workwear outfit. 

        Fit & Features

        • Open back 
        • Lace-up straps
        • Double-row strap design 
        • Open square toe
        • Block heel
        • Faux suede material 
        • Runs true to size

        Style Number/Barcode: 07401-3602

        Category Name: 2026 Fall Outfit Trends

        Price: $14.97 $30.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Cozy Basic Velour Hoodie

        This adorable velour hoodie is the cozy basic you need in your life! It features a drawstring hood, a complete zip-front, long sleeves, a cute ribbed knit design at the waist, and a cropped, form-hugging fit. The hoodie is composed of a soft velour fabric that offers a moderate stretch. Style this hoodie with denim and sneakers.

        Fit & Features

        • Drawstring hood
        • Zip-front closure
        • Long sleeves, ribbed hems
        • Cropped rib-knit waistband
        • Velour fabric, moderate stretch
        • Runs true to size

        Style Number/Barcode: 06204-0931

        Category Name: 2026 Fall Outfit Trends

        Price: $9.97 $34.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Totally Chic Peep-Toe Booties

        Totally chic, these peep-toe booties will dress up your everyday looks. They feature an above the ankle design, an inner zipper closure, and a sturdy block heel. Style these booties with your fave pair of skinny jeans.

        Fit & Features

        • Peep-toe
        • Above the ankle design
        • Inner zipper closure
        • Block heel
        • Faux microsuede material
        • Runs true to size

        Style Number/Barcode: 07403-1318

        Category Name: 2026 Fall Outfit Trends

        Price: $15.97 $32.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale