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.

  • High Rise Destructed Skinny Jeans

    Get a trendy everyday look in these high rise destructed skinny jeans! They feature a figure-flattering tapered fit with major distressed detailing down the front. Pair these jeans with a chic crop top and heeled booties for a go-to look to hang with your girls.

    Fit & Features

    • High rise waist
    • Traditional five-pocket and belt loop design
    • Front button and hidden zipper closure
    • Destructed detailing
    • Skinny leg fit
    • Denim fabric with moderate stretch

    Style Number/Barcode: 06602-0182

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Break The Record Corduroy Flare Pants

    Break the record for the most stylish fashion queen in these corduroy flare pants! They feature a flattering, high-rise waist with a lattice back design, side zipper closure, a form-fitting hip, and a flared hem. Complete the look in a flirty floral top.

    Fit & Features

    • High-rise waist with lattice back design
    • Side zipper closure
    • Form-fitting hip
    • Flared hem
    • Corduroy woven fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06302-0635

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glam Icon Rhinestone Lace-Up Jeans

    Serve iconic glam looks in these trendy rhinestone lace-up jeans! They feature a high-rise waist, rhinestone-embellished lace-up sides with tie closures at the hems, and a relaxed straight-leg silhouette. The jeans include two front and back pockets and a hidden front zipper and button closure. The medium-wash denim fabric has a rigid fit with no stretch. Style with a basic crop top and clear mules.

    Fit & Features

    • High-rise waist, belt loops
    • Rhinestone-embellished lace-up sides, tie closures
    • Straight-leg silhouette
    • Two front and back pockets
    • Hidden front zipper, button closure
    • Medium-wash cotton-blend denim fabric, rigid fit, no stretch
    • Runs true to size

    Style Number/Barcode: 06602-0436

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $65.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Make Things Mesh Wired Cutout Top

    Elevate your closet in this mesh crop top perfect for showcasing a sultry vibe! It features long sleeves and a crew neck with hook closure atop a cutout bust with underwire support on a cropped hem. Complete the look in sleek faux leather leggings and heels.

    Fit & Features

    • Long fitted sleeves
    • Crew neck with hook closure
    • Cutout bust, underwire support
    • Cropped hem
    • Partial sheer mesh-lined fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4354

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • I'm Too Pretty For This Crop Graphic Tee

    This graphic tee features a classic crew neckline, short sleeves, and a sassy front graphic script that reads "I'm Too Pretty For This" along the cropped fitted hem. Perfect for casual styling with jeans or a skirt.

    Fit & Features

    • Stretchy knit fabric
    • Crew neckline
    • Short sleeves
    • Front graphic script reads "I'm Too Pretty For This"
    • Cropped fitted hem
    • Runs true to size

    Style Number/Barcode: 06002-1941

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Raise The Bar Rhinestone Layered Necklace

    Set the trend in this rhinestone layered necklace featuring a layered design with charm-bar accents and lobster clasp closure. Complete your look in a low-cut blouse.

    Fit & Features

    • Layered design
    • Dainty chains
    • Rhinestone charm-bar accents
    • Lobster clasp closure

    Style Number/Barcode: 07002-1174

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Kelly Formal V-Neck Wrap Slim Long Dress

    Special Occasion

    You'll be a vision in the Kelly formal long dress as the guest of honor or bridesmaid! She features a sexy and sleeveless V-neckline, a surplice bust, spaghetti straps, and a side ruched seam that accentuates your curves, a slim bodycon silhouette, and a wrap-style long hem that creates the front slit. The formal dress is composed of a smooth knit fabric with moderate stretch. Complete the look with a bracelet for a touch of glamour!

    Fit & Features

    • Sleeveless V-neckline, surplice bust
    • Spaghetti straps
    • Side ruched seam, slim bodycon silhouette
    • Wrap-style long hem, front slit
    • Smooth knit fabric, moderate stretch
    • Strapless bra or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7322

    Category Name: 2026 Fall Outfit Trends

    Price: $29.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • The Essential Anorak Jacket

    Always on trend to create new looks! Pair this layer-ready anorak with your favorite prints!

    Fit & Features

    • Drawstring Hood
    • Roll-Up Sleeves
    • Tie String Waist 
    • Large Pockets
    • Brushed Knit Fabric
    • Relaxed Fit 
    • Minimal Stretch 

    Style Number/Barcode: 06204-0472

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Zipper Key Hole Ribbed Knit Mini Dress

    This ribbed mini dress features a zippered keyhole that adds an element of sexiness! We love to see you pairing this look with some booties or heels! 

    Fits & Features

    • Ribbed Crew Neck 
    • Front Zipper Opens To Keyhole Cut Out 
    • Mini Length Silhouette
    • Ribbed Fabric
    • Form Hugging Fit I Plenty Of Stretch 

    Style Number/Barcode: 05102-0574

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dare To Layer Denim Jacket

    Layer up this season in a denim jacket to create those casually chic vibes! The jacket features a collared neckline, a multi-button down front, two chest pockets, and long sleeves that can be cuffed. Layer with a mini dress and ankle booties

    Fit & Features

    • Collared neckline
    • Multi-button down front
    • Two chest pockets
    • Long sleeves with buttoned cuff
    • Light-medium wash denim fabric
    • Mid-length fit

    Style Number/Barcode: 06203-0068

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Leopard Print Crew Neck Sweater

    Stand out this season in a sweater that brings the fierce factor to your fit! The sweater features a crew neck, long sleeves, a leopard print pattern, and composed of a soft to the touch knit fabric. Complete your fit with a trendy hat and distressed jeans

    Fit & Features

    • Crew neckline
    • Long sleeves
    • Leopard print pattern
    • Knit fabric 
    • Relaxed fit, moderate stretch 

    Style Number/Barcode: 06005-0714

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Simply Stylish Faux Suede Booties

    These simple yet stylish faux suede booties are a fall and winter essential! They feature a pointed toe, an ankle-high design, an inner zipper closure, and a short block heel for comfortable wear. Pair these booties with a sweater dress and a cute Panama hat.

    Fit & Features

    • Pointed toe
    • Ankle-high design
    • Inner zipper closure
    • Short block heel
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07403-1406

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $31.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek And Trendy Corset Tube Top

    This sleek and trendy tube top is perf for styling up for nights out. It features a strapless neckline, a corset-designed bodice, a partially open back with a strappy lace-up design, and a majorly cropped hem. Style this faux leather top with high-rise denim and clear mules.

    Fit & Features

    • Strapless neckline
    • Corset-designed bodice
    • Partially open back, strappy lace-up design, tie closure
    • Cropped hem, form-hugging fit
    • Faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06001-4531

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jog My Memory High Rise Cargo Joggers

    Remind everyone of your fashion status! These high-rise twill cargo joggers are sure to command the room. They feature a front button, hidden zipper closure, belt loops, four-pocket styling, and elasticized cuffs. Complete the look in a cute henley crop top and mules.

    Fit & Features

    • High-rise waist
    • Front button and hidden zipper closure
    • Belt loops, four-pocket styling
    • Jogger style leg
    • Elasticized cuffs
    • Twill woven fabric
    • Runs true to size

    Style Number/Barcode: 06302-0668

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glimmer And Shimmer Lace Skater Dress

    Glimmer and shimmer the night away in this pretty dazzling skater dress! It features a sleeveless bodice, a V neckline, spaghetti straps that lead to a sheer lace back with a zipper closure, a lower back cut out followed by a zipper closure, a high waist seam, and a flowy high low skater skirt. The dress is composed of a sheer glitter lace fabric with a stretchy knit lining.

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

    Style Number/Barcode: 05101-8680

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $50.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cool-Girl Vibes Faux Leather Wrap Skort

    Give off those cool-girl vibes in this sleek faux leather wrap skort! It features a high-rise waist, a wrap-front overlay with pleated detailing, and fitted shorts. The smooth faux leather fabric offers a moderate stretch. Style this skort with a chic corset top and ankle booties.

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Wrap-front overlay, pleating
    • Fitted shorts
    • Smooth faux leather fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06403-0244

    Category Name: 2026 Fall Outfit Trends

    Price: $22.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S

  • Lace It Up Heeled Booties
    Fall is calling and these booties are just the touch! They feature a lace up detail, with a zipper at the side, a round toe and a chunky block heel. Boots are composed of a faux suede material.

    Style Number/Barcode: 07403-0091

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Always Alluring Cutout Midi Dress

    Keep your night out look alluring and chic in this sleek knit midi dress. It features a sleeveless asymmetrical one-shoulder neckline with dual spaghetti straps, a ruched side cutout to add a sultry vibe, and a midi-length, curve-hugging silhouette. Style with hoop earrings and your fave mules.

    Fit & Features

    • Sleeveless asymmetrical one-shoulder neckline
    • Dual spaghetti straps
    • Ruched side cutout
    • Midi-length, form-fitting, bodycon silhouette
    • Smooth knit fabric, full knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4716

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sergeant Of Style Cargo Pocket Mini Dress

    Elevate your status to sergeant of style in this edgy mini dress perfect for casual plans! Featuring a sleeveless square neckline, adjustable spaghetti straps, a lightly padded bust, an underbust seam, cargo-style flap side pockets, and a short bodycon silhouette. Style with strappy clear strap heels.

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Lightly padded bust, underbust seam
    • Back zipper and hook-eye closure
    • Bodycon silhouette, mini-length hem
    • Twill woven fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5104

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Show Off Your Curves Smooth Knit Midi Skirt

    This smooth knit midi skirt will show off your curves and create an alluring silhouette. It features a high-rise waist, a midi-length hem with a high-cut side slit accent, and a form-hugging fit to flaunt your figure. The ribbed smooth knit fabric includes a full-length knit lining and offers plenty of stretch. Style this mid-length skirt with a corset top and mules for happy hour.

    Fit & Features

    • High-rise elasticized waist
    • Midi-length hem
    • High-cut side slit
    • Curve-hugging fit
    • Ribbed smooth knit fabric, full-length knit lining
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0897

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Classic Chic Tapered Jumpsuit

    Classic chic is your total vibe. This tapered jumpsuit is your perfect match.

    Fit & Features

    • Adjustable spaghetti straps
    • Wrap front folded V neckline
    • Back zipper and hook and eye closure
    • High waist seam | Tie front belt
    • Slanted front pockets
    • Tapered pant legs
    • Woven fabric | No stretch

    Style Number/Barcode: 06402-0138

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stacked on Style Faux Suede Booties

    Lace-up in stylish booties this season! The booties feature an around the ankle fit, an outer lace-up design with small metal grommets, and a stacked block heel. Complete your look with cuffed mom jeans and a soft to the touch oversized sweater

    Fit & Features

    • Around the ankle fit
    • Almond toe
    • Outer lace-up design with small grommets
    • Inner zipper closure
    • Stacked block heel
    • Faux microsuede material 

    Style Number/Barcode: 07403-0364

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic And Cozy Boat Neck Sweater

    Look oh-so-chic while still being cozy in this adorable sweater! It features a wide boat neckline that can be worn off the shoulder, long puff sleeves with tight hems and an overall relaxed, comfortable fit. Pair this sweater with dark wash denim and heeled booties for the perfect fall look.

    Fit & Features

    • Wide boat neckline
    • Long puff sleeves with tight hems
    • Relaxed fit
    • Textured knit fabric

    Style Number/Barcode: 06005-0712

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Walk It Out Nubuck Peep Toe Stiletto Heels
    Walk it out in style with this pair of stiletto heels! It features a peep toe front, side zipper closure, and stiletto heel. Wear them with leather pants and a bodysuit for an eye-catching look.

    Fit & Features
    • Peep toe 
    • Side zipper closure
    • Stiletto heel
    • Fits true to size 

    Style Number/Barcode: 07403-1257

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free