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.

  • Pretty And Preppy High Waist Plaid Mini Skirt

    Keep it pretty in a plaid mini skirt that is perf to style with your basic bodysuits this season! The skirt features a plaid print, a high-rise waist, dual mini side slits, and a mini-length silhouette. The skirt is composed of a lightweight woven fabric that offers a form hugging fit with a moderate stretch. 

    Fit & Features

    • Plaid print
    • High rise waist
    • Dual mini side slits
    • Mini length silhouette
    • Lightweight woven fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06401-0369

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Essence Of Cool Faux Leather Skirt

    You'll be the essence of cool-girl vibes arriving in this faux leather mini skirt featuring a sleek high-rise waist, hidden side zipper closure, and a pleated flared hem. Complete the look in a basic crop tee.

    Fit & Features

    • High-rise waist
    • Hidden side zipper closure
    • Pleated flare hem
    • Short-length
    • Non-stretch faux leather
    • Woven shorts lining
    • Fits true to size

    Style Number/Barcode: 06401-0511

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Autumn Spice Lace-Up Sweater

    Grab a pumpkin latte in this stylish fuzzy sweater that brings the autumn vibes! It features a V-neckline, long sleeves, a partially open back with a lace-up design, a cropped fit, and a trendy ombre knit pattern. Style with dark wash denim and ankle booties.

    Fit & Features

    • V-neckline
    • Long sleeves
    • Partially open back, lace-up design, tie closure
    • Cropped hem, form-hugging fit
    • Ombre knit pattern
    • Sweater knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06005-1561

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Polished Style Patent Leather Ballet Flats

    Poised and polished style is a step away with these cute patent leather ballet flats - perfect for office attire or an interview! They feature a sleek closed square toe with a bow inset, a slightly cushioned faux leather insole, and a flat sole. Complete the look in a chic blazer to top off your workwear style!

    Fit & Features

    • Closed square toe, bow inset
    • Slightly cushioned faux leather insole
    • Flat sole
    • Sleek patent leather material
    • Ballet-inspired design
    • Runs true to size

    Style Number/Barcode: 07405-0048

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spoil Yourself Faux Suede Rhinestone Booties

    Spoil yourself and get these faux suede booties for an edgy glam look! They feature a pointed toe, a rhinestone-embellished wrap design, an inner zipper closure, and a block heel. Style with a faux leather jacket for dinner and drinks downtown!

    Fit & Features

    • Pointed toe
    • Rhinestone-embellished wrap design
    • Inner zipper closure
    • Block heel
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-1695

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Got The Look Faux Leather Lace Up Lug Booties

    What are you waiting for? Get an edgy look in these faux leather lug booties for the perfect street style! The boots feature a round toe, a front lace-up placket, an inner side zipper, a chunky lug sole, and a block heel. Complete the look with an oversized blazer.

    Fit & Features

    • Round toe
    • Inner zipper closure
    • Front lace-up placket
    • Chunky lug sole and block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1694

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Mia Relaxed Fit Skinny Jeans

    Oasis by Eunina

    Think strategically—especially when it comes to denim! These jeans are designed to fit and flatter with a mid-rise cut, belt loops, a button-closure zip fly, classic five-pocket styling, and skinny legs with distressed detailing throughout. Jeans are made from mid-weight cotton with a hint of stretch.

    Style Number/Barcode: 06602-0028

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bold And Belted Zip Front Romper
    Make your next move a bold one in this belted zip front romper! It features a sleeveless bodice, thin adjustable shoulder straps, a slight sweetheart neckline, a sultry zip front, a belted waist with a double D ring buckle, slanted front pockets, and fitted shorts. The black romper is composed of a PU fabric and offers a form hugging fit with minimal stretch.

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

    Style Number/Barcode: 06403-1040

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • On The Move Cargo Pants

    Get up and get going in these must have pants! They feature a high rise waist, a double row fasten closure, a zipper closure, belt loops, side pockets, cargo pockets and a straight leg fit with an elastic hem. Pants are composed of a cargo knit fabric that offers a relaxed fit with minimal stretch.

    Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06302-0074

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Mineral Wash Crop Top

    An edgy update to your basic crop top. It features a crew neckline, long fitted sleeves, a cropped hem with a tie front detail, and an all over mineral wash print. The knit fabric offers moderate stretch.

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

    Style Number/Barcode: 06002-0279

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Baby Girl Rhinestone Face Mask With Earloops

    Stay safe baby girl in this face mask that won’t clash with your fit! The face mask is fitted with a breathable knit material, earloops, and a script that reads: "Baby Girl" in rhinestones. 

    Fit & Features

    • Baby Girl script in rhinestones
    • Earloops
    • Wash Before and After Use is Recommended
    • Not a Medical Grade Mask
    • Final Sale

    Style Number/Barcode: 07305-0138

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $7.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keep It Cozy Fringe Blanket Scarf

    Keep it cozy and chic by layering on this adorable blanket scarf! It features a classic allover plaid print with fringe detailing. Pair this scarf over a chunky knit sweater for the perf winter-time outfit.

    Fit & Features

    • Blanket scarf design
    • Allover plaid print
    • Fringe detailing

    Style Number/Barcode: 07305-0215

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Trendsetter Lug Sole Block Heel Booties

    Everyone in your squad will be coming to you for trendy style advice when you wear these chic block heel booties! They feature an ankle-high design, a round toe, zipper detailing on each side, a lug sole, and a low block heel. Pair these booties with high rise skinny jeans and a cropped sweater.

    Fit & Features

    • Ankle-high design
    • Round toe
    • Zipper detailing on each side
    • Lug sole
    • Low block heel
    • Faux nubuck material

    Style Number/Barcode: 07403-1220

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ruched Moment Cropped Bustier

    Have a major ruched moment and elevate your trendy look with this cropped bustier. This corset top features an off-the-shoulder, sweetheart neckline, ruched long sleeves and bust, padded cups, and a classic bustier-style bodice along the cropped hem. Style with a faux leather mini skirt to get an edgy date night look.

    Fit & Features

    • Sweetheart neckline, padded cups, ruched bust
    • Long ruched sheer sleeves
    • Front hidden hook-eye closures
    • Flexible boning inserts
    • Asymmetric cropped hem
    • Lined knit fabric, moderate stretch
    • Runs true to size

      Style Number/Barcode: 06001-2837

      Category Name: 2026 Fall Outfit Trends

      Price: $6.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Clara High Rise Distressed Details Skinny Jeans

      Oasis By Eunina

      Create a stylish moment with distressed jeans that add an edge to your look! The jeans feature a high-rise waist, a single button with a hidden zipper design, a traditional five-pocket design with belt loops, moderate distressing, a skinny leg fit, and a cropped tapered hem. Complete look with a crop top and combat boots.

      Fit & Features

      • High rise waist
      • Single-button with hidden zipper closure
      • Traditional five-pocket with belt loop design
      • Moderate distressing
      • Cropped tapered hem
      • Form hugging fit, moderate stretch
      • Runs true to size

      Style Number/Barcode: 06602-0223

      Category Name: 2026 Fall Outfit Trends

      Price: $16.97 $44.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Trendy Moment Claw Clip Set

      Have a totally trendy moment with these adorable claw clips! The set features three metal hair clips with varying designs to switch up your looks. Style with simple stud earrings and a charm necklace.

      Fit & Features

      • Set of three metal claw clips
      • Different designs

      Style Number/Barcode: 07006-0335

      Category Name: 2026 Fall Outfit Trends

      Price: $5.97 $13.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Mesmerizing Swirl Mesh Midi Dress

      Captivate the room with your unique style! Unveil this swirl print midi dress featuring a sleeveless V-neckline with sleek spaghetti straps, a bodycon silhouette, and an asymmetrical hem with a side slit cutout. Complete the look in strappy heels for a birthday party.

      Fit & Features

      • Sleeveless V-neckline
      • Spaghetti straps
      • Bodycon silhouette
      • Asymmetrical midi hem, side slit cutout
      • Swirl print
      • Sheer mesh fabric, full knit lining, moderate stretch
      • Runs true to size

      Style Number/Barcode: 05102-4823

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Autumn Chic Mini Sweater Dress

      This form-hugging sweater dress will give you that autumn chic vibe! It features a crew neckline, long fitted sleeves, asymmetrical ruched detailing with an adjustable drawstring, and a short, fitted silhouette. The stretchy ribbed knit fabric has a trendy space-dye design for an eye-catching look. Style with knee-high boots.

      Fit & Features

      • Crew neckline
      • Long fitted sleeves
      • Asymmetrical ruching, side drawstring
      • Mini-length hem, form-hugging fit
      • Stretchy ribbed sweater knit fabric
      • Space-dye design
      • Runs true to size

      Style Number/Barcode: 06005-1584

      Category Name: 2026 Fall Outfit Trends

      Price: $6.97 $46.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Into the Wild Leopard Duster Cardigan

      Look fierce in the wild wearing this leopard duster cardigan featuring cozy long sleeves, an open-front design, and a longline hem on soft and comfortable knit fabric. Complete the look in a basic bodysuit and jeans.

      Fit & Features

      • Long sleeves
      • Open-front design
      • Longline hem
      • Leopard pattern
      • Soft and comfortable 
      • Moderate stretch
      • Runs true to size

      Style Number/Barcode: 06005-1526

      Category Name: 2026 Fall Outfit Trends

      Price: $8.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Laid Back Cool Denim Crop Hoodie

      Look laid back and cool in this trendy denim crop hoodie perfect for school and weekend hangs! It features drop-shoulder long sleeves with button cuffs and seam details, a drawstring hoodie neckline, a front zip-up closure, faux flap pockets with snap-button closures, and a slightly oversized silhouette. Complete the look with basic booties.

      Fit & Features

      • Drop-shoulder long sleeves, button cuffs, seam details
      • Drawstring hoodie neckline
      • Front zip-up closure
      • Faux flap pockets, snap-button closures
      • Slightly oversized silhouette, cropped hem
      • Medium wash denim, no stretch
      • Runs true to size

      Style Number/Barcode: 06203-0514

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $46.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Western Glam Girl Pearl And Rhinestone Statement Belt

      Channel that western glam girl energy with this on-trend statement belt! The faux leather belt features a large western-style buckle with a textured studded design, small rhinestone embellishments, and larger faux pearl accents. Style over an oversized blazer for a snatched silhouette!

      Fit & Features

      • Faux leather belt
      • Large western-style buckle
      • Textured studded design
      • Rhinestones, faux pearls
      • Adjustable fit

      Style Number/Barcode: 07301-0685

      Category Name: 2026 Fall Outfit Trends

      Price: $6.97 $14.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Casual Fave Long Sleeve Open-Knit Bolero

      This adorable long sleeve sweater knit bolero will become a new casual fave for everyday! Made with a trendy soft open-knit fabric for a sheer look, it features an open-front design, long loose sleeves with ribbed hems, and an ultra-cropped hem with a relaxed fit. Layer over your staple crop tops styled with cargo pants for a trendy vibe.

      Fit & Features

      • Soft non-stretch open-knit fabric
      • Open-front design
      • Long loose sleeves, ribbed hems
      • Ultra-cropped hem
      • Relaxed fit
      • Runs true to size

      Style Number/Barcode: 06005-1880

      Category Name: 2026 Fall Outfit Trends

      Price: $14.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Basic Flare Pants
      These basic flare pants will dress up your everyday 'fit! They feature a high rise elastic banded waist paired with form-fitting pant legs with a a flared hem. The pants are composed of a stretchy knit fabric for a comfortable fit.

      Style Number/Barcode: 06502-0146

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $22.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Fine Mesh Crop Top

      It's a sheer thing! You'll love this delicate floral mesh crop. Layer it with your fave bodysuit and go! Top features a mock neck, and half sleeves. Top is made from an ultra-lightweight mesh with moderate stretch.

      Style Number/Barcode: 06001-1459

      Category Name: 2026 Fall Outfit Trends

      Price: $6.97 $18.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance