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.

  • Faux Leather Lace Lug Boots

    Lace up in these commanding boots to give your look a bold edge! They feature an around the ankle fit, a lace up front, a round toe, a block heel and a textured lug sole. Boots are composed of a faux leather material.

    Style Number/Barcode: 07403-1171

    Category Name: 2026 Fall Outfit Trends

    Price: $25.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Croc Darling Mini Bag
    Mini bags are in! Rock this petite tote bag designed with a short handle and a button flap top closure. Includes a zipper top with an interior patch pocket and detachable chain shoulder strap. Features an embossed exterior with textile lining.

    Style Number/Barcode: 07203-0060

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • On The Run Leopard Booties
    These fall ready booties are composed of a faux suede, and showcase a dark toned and subtle leopard print pattern. They have an almond toe, a zipper closure at the side and a short block heel.

    Style Number/Barcode: 07403-0051

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Snap To It Croc Booties

    Textured croc embossing lends these booties their bite! Shoes feature a short shaft, ring hardware and zip closure, a sturdy block heel, and a pointed toe. Booties are made from a faux leather material.

    Style Number/Barcode: 07403-0044

    Category Name: 2026 Fall Outfit Trends

    Price: $22.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Essential Snake Chain Clutch
    This essential clutch is all you need to pair with your casual and dressy looks! It features a rectangular body, a fold over closure and a dainty snake chain shoulder strap. Clutch is composed of a faux leather material.

    Style Number/Barcode: 07203-0066

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Timeless Chevron Clutch
    Stay timeless with this simply chic quilted clutch. Designed with an envelope top and glitzy hardware detail, this bag includes a detachable shoulder strap for crossbody styling. Pair with both everyday and evening wear for a classic touch.

    Style Number/Barcode: 07203-0055

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • The Minimal Mini Backpack

    This one is for the minimalist girl! The essential backpack feature a top zipper closure, a front zippered pocket and adjustable shoulder straps. Backpack is composed of a faux leather material.

    Style Number/Barcode: 07203-1924

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • On The Go Tassel Purse
    Are you on the go girl? So are we but we still gotta look good! This purse is a chic small rectangular purse with a double zipper closure. It is composed of faux leather and has a shoulder strap and a structured body. Our favorite part is the cute little tassel that is attached on the side.

    Style Number/Barcode: 07203-0053

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • She Bites Chelsea Boots
    Show 'em some growl power in these faux suede chelsea boots with felt contrast. This slip-on style features elasticized gussets for a classic and simple fit and a beautiful cheetah print design. Heel is covered in faux leather, while the sole is made of man-made materials.

    Style Number/Barcode: 07403-0050

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty And Fun Paper Bag Shorts
    Keep your 'fit flirty and fun with these adorable paper bag shorts! They feature a high rise paper bag style waist, a tie front belt, front slanted pockets, and fitted shorts. The bottoms are composed of a shiny faux leather fabric with moderate stretch.

    Style Number/Barcode: 06403-0029

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Snake Trim Tote Satchel
    Get your hands on a cute yet simple structured purse! This baby features a square body, with U shaped handles and a detachable long strap. Purse has a snake print textured trim as well as a matching pattern print at the base of the handles, the rest of the purse simple and smooth. This satchel is composed of a faux leather material and has four studs on the bottom to for extra protection of the material.

    Style Number/Barcode: 07203-0054

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • The Minimal Mini Backpack

    This one is for the minimalist girl! The essential backpack feature a top zipper closure, a front zippered pocket and adjustable shoulder straps. Backpack is composed of a faux leather material.

    Style Number/Barcode: 07203-1923

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • On The Go Tassel Purse
    Are you on the go girl? So are we but we still gotta look good! This purse is a chic small rectangular purse with a double zipper closure. It is composed of faux leather and has a shoulder strap and a structured body. Our favorite part is the cute little tassel that is attached on the side.

    Style Number/Barcode: 07203-0052

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dainty Details 14 Ring Pack

    Your look is all in the deets! This ring back includes 14 rings that feature a variety a textured bands, flat metal bands, dainty gemstones and geometric designs. Pack includes 14 rings that can be worn together or separately.

    Style Number/Barcode: 07004-0987

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Corduroy Babe Jumpsuit
    Keep it chic and fab in this statement making jumpsuit! It features a flat collar, two chest pockets, a zippered down front, long sleeves with single button cuffs, an adjustable belt with loops, a double ring slid through buckle and slant pockets. The slim fit bodice leads to a straight leg with flared hem. Jumpsuit is composed of a corduroy knit fabric that offers a form hugging fit with minimal stretch.

    Style Number/Barcode: 06302-0034

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Shake Things Up Necklace Set

    Shake your style up with this trendy snake chain necklace set! The pack features two flat snake chain necklaces to accessorize with any look!

    Style Number/Barcode: 07002-0094

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • On The Prowl Jumpsuit
    Embrace your kitty-kat energy with this sexy off-the-shoulder catsuit. This features a surplice front, an off the shoulder styling, an exposed back zipper closure and is fitted throughout. It's made of a crepe fabric with little stretch.

    Style Number/Barcode: 06502-0073

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Waist Leather Shorts

    Get cheeky with your spooky looks in easy to style shorts! Shorts are high waisted with a thick waist band and a short fit. They are composed of a faux leather material that offers moderate stretch.

    Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size small.

    Style Number/Barcode: 06503-0022

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Waist Paperbag Pants
    Make a statement in these power play making pants! They feature a high rise paperbag waist, a cinching tie waist belt accented with small metal grommets and a straight leg fit with a flared hem.

    Style Number/Barcode: 06402-0019

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Satin Paper Bag Dress Shorts

    These satin paper bag dress shorts are oh so chic. They feature a high rise waist, belt loops with a tie front belt, a hidden front zipper and hook and bar closures, slanted front pockets, and fitted shorts. Bottoms are composed of a satin-like fabric with a sublte sheen and minimal stretch.

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

    Style Number/Barcode: 06403-0028

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Checkmate Glen Plaid Mini Skirt
    Score points for style (and win) in this glen plaid mini. Slip-on skirt features a large- and small-check print and a paperbag waist. Skirt is made from a soft, faux-wool material with a touch of stretch.

    Style Number/Barcode: 06501-0035

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweet In Satin Mini Skirt

    Hey there sweet thing! Whether it's date night or a night on the town with your babes this mini is bound to add some sweetness to your look! It is high waisted and has a zipper closure at the center back. Hem hits mid thigh and is compose of a satin like material that offers a form fit with minimal stretch. Mini is also fully lined. Pair with some strappy  heels the matching top to complete the look!

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

    Style Number/Barcode: 06401-0026

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fierce And Fashionable Velvet Jacket

    Keep it fierce and fashionable in this leopard printed velvet jacket! It features a collar with faux button accents, an asymmetrical zip front, vertical zippered faux pockets, long fitted sleeves, and a mid-length hem. The velvet fabric offers plenty of stretch and a form-fitting style.

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

    Style Number/Barcode: 06204-0112

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cute In Cuban Chain Necklace
    Make it cute with this Cuban style chain necklace ! Featuring smooth Cuban style links and a lobster claw clasp closure. This chain will jazz up any basic outfit , wear it to the office or on a night out with the girls !

    Style Number/Barcode: 07002-0083

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance