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.

  • Preppy and Poised Plaid Skinny Pants

    Keep it preppy in plaid pants that are perf for creating chic back to school outfits. The pants feature a mid-rise fit, slant pockets, a single button with zipper closure, two small zippered pockets, and a plaid print. The pants are composed of a stretchy woven fabric that offers a form hugging fit. Complete look with a faux leather jacket.

    Fit & Features

    • Mid-rise fit
    • Single-button with zipper closure
    • Slant pockets 
    • Two zippered pockets
    • Belt loops
    • Plaid print
    • Stretchy woven fabric with skinny leg fit

    Style Number/Barcode: 06402-0289

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Knit Alone Mock Neck Top

    Cute alone but better together! This rib-knit top features a sleeveless mock neckline and a cropped hem. Complete the look in the matching bottoms and clear strap heels.

    Shop Matching Bottoms: Knit Alone Slit Maxi Skirt

    Fit & Features

    • Mock neckline
    • Sleeveless
    • Cropped hem
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06001-4439

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sun Goes Down Satin Tie Back Crop Top

    A stunning satin crop top for your next dinner and dancing plans! It features peasant long sleeves, a plunge V-neckline, and a flirty tie-back cropped hem design on silky satin woven fabric with no stretch. Complete the look in hot faux leather shorts.

    Fit & Features

    • Peasant long sleeves
    • Plunge V-neckline
    • Corpped hem
    • Tie-back closure
    • Silky satin woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-2191

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cable Knit Cutie High Waist Leggings

    Set the season in cozy leggings for those days spent in! The leggings feature an elastic high rise waist, a cable-knit fabric, and a straight leg fit. Complete your cozy loungewear outfit with the matching crop top. 

    Shop Matching Crop Top: Cable Knit Cutie Crop Top

    Fit & Features

    • Elastic high rise waist
    • Cable-knit fabric 
    • Straight leg fit
    • Matching crop top sold separately 

    Style Number/Barcode: 06502-0439

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tie Waist Long Line Cardigan

    Tie your look all together with this adorable long line cardigan! It features a lapel collar, a long line design with side slits, side pockets, and a tie front belt to cinch your waist. Layer this cardigan over a simple cropped tee and high waist denim for a chic fall time look.

    Fit & Features

    • Lapel collar
    • Long sleeves
    • Open front
    • Tie front belt
    • Long line design with side slits
    • Sweater knit fabric with moderate stretch

    Style Number/Barcode: 06005-0703

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • City Chic Sleeveless Wrap Romper

    Keep it chic in the city with a romper that is perf for your next night out! The romper features a sleeveless square neckline, a wrap skirt overlay, and wide-leg shorts. Complete look with wedges and door knocker earrings. 

    Fit & Features

    • Sleeveless square neckline
    • Wrap skirt overlay 
    • Wide leg shorts
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06503-0312

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Faux Suede Lug Sole Block Heels

    Lug it out with heels that make a chic statement! The heels feature a closed-back, an adjustable ankle strap, an open almond toe with a strap over the toe, a lug platform, and a block heel. The heels are composed of a faux suede material. Complete look with a romper

    Fit & Features

    • Closed-back 
    • Adjustable ankle strap
    • Open almond toe, strap over the toe
    • Lug platform 
    • Block heel
    • Faux suede material 
    • Runs true to size

    Style Number/Barcode: 07401-2782

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $28.90

    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
  • Street Style Straight-Leg Cargo Denim Jeans

    Level up your street style with these cargo denim jeans featuring a mid-rise waist and trendy straight-leg silhouette.

    Fit & Features

    • Cotton-blend denim fabric, moderate stretch
    • Mid-rise waist
    • Five-pocket and belt loop design
    • Large side flap pockets
    • Cargo-style seams
    • Straight-leg fit
    • Runs true to size

    Style Number/Barcode: 06602-000003

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • All The Trendy Vibes Bra Top

    Showcase all the trendy vibes with this fitted bra top. It features a sleeveless V-neckline, adjustable spaghetti straps, a cropped, form-hugging fit, and an all-over square windowpane pattern. Style with the matching button-up top and dark wash denim.

    Shop Matching Top: All The Trendy Vibes Button-Up Top

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Smocked back design
    • Cropped, form-hugging fit
    • Square windowpane pattern
    • Woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-1873

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cutie In Plaid Long Sleeve Mesh Crop Top

    You'll be a total cutie in this trendy plaid mesh crop top! Featuring a crew neckline, long fitted sleeves, a fitted cropped hem, and adorable lettuce-edge trims, this top is a casual style staple. The lightweight sheer mesh fabric features a patchwork plaid print and offers plenty of stretch. Complete the look with high-rise denim and clear mules. 

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Fitted cropped hem
    • Lettuce-edge trims
    • Patchwork plaid print
    • Sheer mesh fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06002-1669

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Cool Girl Parachute Cargo Pants

    Give off major cool girl vibes with these trendy parachute cargo pants! They feature a high-rise waist with an elasticized back waistband, dual front and back pockets, cargo-style side pockets, a relaxed silhouette, and elastic drawstrings at the hems to create a tapered jogger fit. The lightweight smooth cotton fabric has no stretch. Style with a crop top and clear mules!

    Fit & Features

    • High-rise waist, elasticized back waistband
    • Belt loops, hidden front zipper, button closure
    • Dual front pockets, dual buttoned back pockets
    • Cargo-style side pockets, cargo-seam detailing
    • Relaxed silhouette, elastic drawstrings at the hem
    • Smooth cotton fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06302-0754

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Curves Ahead Bandage Midi Dress

    Showcase curves in this showstopping dress! The dress features a sweetheart neckline, adjustable narrow straps, a narrow waist band accent and a trumpet midi silhouette. Dress is composed of a stretchy bandage ponte fabric that offers a curve hugging fit. 

    Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06005-0138

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basic Knit Maxi Skirt

    Create a casual chic look with this basic knit maxi skirt! It features a high rise elastic banded waist paired with a long, maxi length. The skirt is composed of a soft ribbed knit fabric that offers plenty of stretch and a curve hugging fit.

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.



    Style Number/Barcode: 06501-0067

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Still Got Knit Mini Dress

    Flaunt your love for knit with this casual mini dress! It features a turtle neck, long fitted sleeves and a curve hugging mini length silhouette that rests at the mid-thigh level. Dress is composed of a cable-knit fabric that offers a relaxed fit with a moderate stretch.

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0186

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • X Marks the Spot Open Back Bodysuit

    Stop your search, this bodysuit is the one you need in your life! The bodysuit features a scoop neckline, spaghetti straps, and a bold open back with a cross-strap accent. Complete your look with high waist denim and hoops

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • Open back with cross-strap accent 
    • Snap button closure

     

    Model is 5'8" with a 32" bust,  25" waist and 35" hips. She is wearing a size small. 

    Style Number/Barcode: 06001-2650

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Play On Plaid Skort

    Play on in a playful plaid skort! The skort features a high rise waist, a plaid print, and a cheeky fit with skirt overlay. Complete your cute outfit with a black bodysuit and thigh high boots for a night out outfit. 

    Fit & Features

    • High rise waist
    • Plaid print
    • Skirt overlay
    • Cheeky fit

    Style Number/Barcode: 06403-0137

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Retro Babe Chiffon Paisley Print Tie-Front Blouse
    Bring those retro vibes on in this must-have chiffon blouse! It features a cropped hem with a paisley print, tie front detail, and long sleeves. Wear it with high-waisted denim and a crossbody for a casual night out.

    Fit & Features
    • Plunging V-neckline
    • Tie front detail
    • Long sleeves
    • Cropped hem
    • Fits true to size

    Style Number/Barcode: 06204-1061

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Loving Knit Cropped Sweater

    We're loving cute and cozy sweaters this season! This cropped sweater features a notched front V-neckline, long dolman-style sleeves, and a relaxed fit. The cable knit fabric has adorable multi-colored threads for a trendy pop of color! Pair this sweater with mom jeans and sneakers.

    Fit & Features

    • Notched V-neckline
    • Long dolman sleeves
    • Cropped, relaxed fit
    • Cable knit fabric, multi-colored threads, no stretch
    • Runs true to size

    Style Number/Barcode: 06005-1299

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glam Western Vibe Rhinestone Buckle Strap Cowboy Hat

    Glam up your western vibe with this trendy cowboy hat featuring a structured top, a curved brim, and a thin strap with a sparkly rhinestone-embellished buckle. Style with rhinestone hoop earrings!

    Fit & Features

    • Faux wool material
    • Structured top
    • Curved brim
    • Inner adjustable strings for a snug fit
    • Strap with rhinestone buckle

    Style Number/Barcode: 07302-1690

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Comfy Cute Sweater Knit Bolero Hoodie

    Comfy and cute, you'll want to style this sweater knit bolero hoodie over all of your everyday 'fits! It features an open front, a hooded design, long sleeves, and an ultra-cropped hem. The ribbed sweater knit fabric offers plenty of stretch. Layer over a bodysuit paired with high-rise jeans and ankle boots.

    Fit & Features

    • Open front
    • Hooded design
    • Long sleeves, tapered hems
    • Ultra-cropped hem
    • Ribbed sweater knit fabric
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1858

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Satin Clear Strap Bodysuit

    This sleek satin bodysuit will level up your sultry look! It features clear adjustable spaghetti straps, a flattering scoop neckline and a form-hugging fit to enhance your curves. Pair this bodysuit with a pair of chic faux leather pants to keep it of the moment and trendy.

    Fit & Features

    • Clear adjustable spaghetti straps
    • Scoop neckline
    • Thong bottom with dual snap button closure
    • Stretchy satin-knit fabric

    Style Number/Barcode: 06001-2846

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Tie Dye Drawstring Crop Top

    Keep it trendy in a crop top that brings a burst of color to your outfit. The crop features a V-neckline, a ruched drawstring center, and a tie-dye print. Complete your casual outfit with high waist jeans

    Fit & Features

    • V-neckline
    • Long sleeves
    • Ruched drawstring center
    • Tie-dye print 
    • Cropped hem 

    Style Number/Barcode: 06002-0630

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fashionably Frayed Denim Jacket

    Layer on this fashionably frayed denim jacket to add an edge to your classic everyday look! It features a collared neckline, long sleeves with single buttons to cuff, a complete button-down front, and a frayed hem. Pair this jacket over a knit mini dress and style it with chunky sneakers.

    Fit & Features

    • Collared neckline
    • Long sleeves with single buttons to cuff
    • Complete button-down front
    • Top buttoned chest pockets
    • Side pockets
    • Frayed hem
    • Cotton blend fabric with no stretch

    Style Number/Barcode: 06203-0112

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale