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.

  • Seal The Deal Plaid Blazer

    Take charge in plaid like the boss you are! The jacket features a plaid print throughout, a flat collar, quarter length puffed sleeves, faux front pockets and a long length. Blazer is composed of a lined textured knit fabric that offers a relaxed fit with a slight stretch. 

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

    Style Number/Barcode: 06204-0190

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fashionably Fierce Midi Dress

    Keep it fashionably fierce in this of the moment leopard print midi! The dress features a sleeveless bodice, adjustable spaghetti straps, a cowl neckline, a square back with a hidden back zipper and hook and eye closure, and a wrap front skirt with a mid-length, flowy fit. The lightweight satin woven fabric has no stretch.

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

    Style Number/Barcode: 05101-0384

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $50.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Floral Velvet Burnout Wrap Top

    Channel your vintage style! This velvet burnout top is a vintage inspired beauty designed with a deep v neckline, long bell sleeves, and a wrap style that folds over at the waist line and ties at the side. Top is composed of a mesh material with a velvet floral burnout pattern atop. Top offers a form with with  moderate stretch.

    Model is 5'7" with 32" bust, 24" waist and 34" hips. She is wearing a size small.  

    Style Number/Barcode: 06001-1792

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Coated Faux Leather Mini Skirt

    Look ever so chic in this adorable coated faux leather mini skirt. Featuring a short, curve-hugging silhouette, this skirt would pair perfectly with a cute crop top and some trendy clear heels for a date night out.

    Fit & Features

    • High rise waist
    • Front button closure
    • Front pockets
    • Short, form-hugging fit
    • Coated faux leather fabric

     

    Model is 5'7" with a 32.5" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06401-0215

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cubic Zirconia and Rhinestone Circle Statement Earrings

    Encircle yourself with earrings that bring the luxe to your favorite outfits! This pair features a dazzling combination of cubic zirconia gemstones and rhinestones to really amp the shine. The earrings feature a circle on the post with an attached circle with fringe trim. Complete your look with a dramatic ball gown dress

    Fit & Features

    • Cubic zirconia
    • Rhinestones
    • Interlinked circle design
    • Fringe trim 
    • Post-back closure

     

    Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged

    Style Number/Barcode: 07001-0504

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Delicate Love Bow V-Neck Lace Mini Dress

    You'll fall in love with the delicate details of this sleeveless lace mini dress featuring a V-neckline accented with a lace and ribbon bow trim and a stunning bodycon silhouette. Perfect for styling with heels.

    Fit & Features

    • Lace fabric lined with stretchy knit
    • V-neckline with lace and ribbon bow trim
    • Spaghetti straps
    • Mini-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3625

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lady In Red Block Heel Booties

    Here's looking at you lady! Stun in booties that add a burst of color to your outfits! The booties feature an ankle-length fit, a pointed toe, and a low block heel. Complete your look with a cardigan and high waist jeans

    Fit & Features

    • Ankle-length fit
    • Pointed toe
    • Low block heel
    • Inner zipper closure
    • Faux suede material 

    Style Number/Barcode: 07403-0322

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Feeling Good Faux Suede Block Heel Booties

    These booties bring major feel good vibes to your layered outfits! The booties feature an around the ankle fit, a back zipper closure, a pointed toe, and a low block heel. Complete look with a ribbed midi dress and moto jacket.

    Fit & Features

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

    Style Number/Barcode: 07403-0526

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Preppy Fall Vibes Knit Mini Skirt

    This adorable knit mini skirt will bring the preppy fall vibes to your looks! It features a high-rise waist, a short, curve-hugging fit, a chic side slit, and an all-over jacquard houndstooth print. Style with a corset top, a cropped cardigan, and mules.

    Fit & Features

    • High-rise elasticized waist
    • Mini-length hem, form-fitting silhouette
    • Side slit
    • Jacquard houndstooth print
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0718

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Not A Flare Woven Paper Bag Pants

    When you're outfit is stylish you won't have a care in the world! These paper bag pants are essential for dressing up any look. They feature a high-rise waist with a tie-front, belt loop accents, hidden side pockets, front zipper closure, and a flare-leg silhouette. Style with a bodysuit and booties.

    Fit & Features

    • High-rise waist
    • Tie-front, belt loops
    • Hidden side pockets and front zipper
    • Flare-leg silhouette
    • Woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06402-0486

    Category Name: 2026 Fall Outfit Trends

    Price: $20.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Swirls Of Attraction Strappy Marble Print Midi Dress

    Attract all the attention when you step out in this marble print midi dress for dinner and drinks! It features a sleeveless scoop neckline, spaghetti straps, an open strappy back design, a bodycon silhouette, and a flattering side ruched seam and slit along the asymmetrical hem. Complete the look with a fab earrings set and heels.

    Fit & Features

    • Sleeveless scoop neckline, spaghetti straps
    • Open strappy back design
    • Bodycon silhouette
    • Side ruched seam and slit
    • Asymmetrical midi-length hem
    • Marble print, stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5259

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Charmed By You Layered Chain Necklace

    They'll be charmed by you and your pretty style with this layered chain necklace! It features a three-row layered design, the shortest layer featuring a paperclip chain, the middle layer featuring a small box chain, and the longest layer featuring a paperclip chain with a center hanging textured coin charm. Includes a lobster clasp closure. Style with dainty rhinestone stud earrings.

    Fit & Features

    • Three-row layered necklace
    • Short layer, paperclip chain
    • Middle layer, small box chain
    • Long layer, paperclip chain, textured coin charm
    • Lobster clasp closure

    Style Number/Barcode: 07002-1567

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Keeping It Knit Chic Top
    Keep it chic in trendsetting textures! The sleeveless top features a V neckline with a scalloped trim, a geometric textured trim throughout and a cropped hem. Top is composed of a sweater knit fabric that offers a relaxed fit with a moderate stretch.

    Style Number/Barcode: 06005-0020

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Start A Conversation Flared Pants
    Break the ice with these head turning pants! They feature a mid rise fit, slant pockets and a wide leg pant with flared hem. Pants are composed of a lined lightweight textured woven fabric that offers a relaxed fit with minimal stretch. Includes a shorts length knit lining and hidden back zipper closure. Be sure to pick up the matching top to complete your look!

    Style Number/Barcode: 06502-0142

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Major Mesh Moment Mini Dress

    Have a major mesh moment in this stunning mini! The dress features a sleeveless bodice, a mock neck with a sheer mesh overlay, a partially lined front and back with a square neckline, a back zipper and hook and eye closure, a high waist seam, and a short, form hugging fit. The skirt of the dress is composed of a crepe fabric that offers moderate stretch, while the top is composed of mesh with a glitter dotted print.

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

    Style Number/Barcode: 05103-0061

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Long Line Camo Anorak Windbreaker
    Comin' in strong with some camouflage! This anorak jacket features a mock neckline with drawstrings, pockets, a zipper closure and wrist bands with stretch. This jacket offers a drawstring at the waist that offers shape of preferred. Fully lined with mesh and composed of a poly material that offers a lightweight over-sized  fit with no stretch. Back of jacket has a slit detail at center hemline. 

    Style Number/Barcode: 06204-0177

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spooky Chic Pearl Skeleton Hands Cropped Tank Top

    Get bad to the bone in a spooky costume! The ribbed cropped tank top features a sleeveless scoop neckline and faux pearl-embellished skeleton hands at the bust. Complete your costume with a faux leather skort, rhinestone earrings, and boots.

    Fit & Features

    • Ribbed knit fabric, plenty of stretch
    • Sleeveless scoop neckline
    • Cropped hem, form-hugging fit
    • Faux pearl-embellished skeleton hands
    • Runs true to size

    Style Number/Barcode: 06002-1904

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Again And Again Stacked Booties

    These go to booties have you pairing them with all of your looks again and again!

    • Ankle fit
    • Round toe
    • Lug sole
    • Belt detailing
    • Zipper located back heel
    • Faux leather
    • Stacked heel

    Style Number/Barcode: 07403-0192

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basic Face Mask With Earloops

    Stay safe in this solid face mask that won’t clash with your fit! Fitted with a soft breathable knit, contrasting black trim, and earloops for a comfortable customized fit. 

    • Wash before and after use is recommended
    • Not a medical-grade mask
    • Final Sale

    Style Number/Barcode: 07305-0117

    Category Name: 2026 Fall Outfit Trends

    Price: $2.97 $6.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • The Way To My Heart Shaped Hoop Earrings

    Fall head over heels in love with these pretty heart-shaped hoop earrings! They feature a large heart-shaped hoop encrusted with sparkly rhinestones. Pair with your fave off the shoulder top and mom jeans for a casual chic look you can wear to dinner with the girls.

    Fit & Features

    • Large heart-shaped hoop earrings
    • Rhinestone adorned

     

    Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07001-0667

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Destructed Boyfriend Denim Jacket

    Everyone needs a good destructed boyfriend denim jacket! This one features a button-up front and distressed detailing throughout. Layer over a graphic tee and some black skinny jeans for an edgy date look.

    Fit & Features

    • Collared neckline
    • Long sleeves with buttons to cuff
    • Button-up front
    • Buttoned pockets
    • Destructed detailing
    • Denim fabric

     

    Model is 5'8" with a 30" bust, 23" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06203-0098

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Essential Faux Croc Embossed Purse

    Add this essential purse for your chic every day look! The purse features a trendy faux croc-embossed design, a top zipper closure, and a shoulder strap. Complete look with a bodysuit and high waist jeans

    Fit & Features

    • Croc-embossed design
    • Top zipper closure
    • Small rectangular body
    • Shoulder strap 
    • Faux leather material

    Style Number/Barcode: 07203-0384

    Category Name: 2026 Fall Outfit Trends

    Price: $8.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Satin Faux Wrap Mini Skirt

    Sleek and sassy, this satin faux wrap mini skirt is the must-have satin piece you need this season! It features a flattering high rise waist and a flowy A-line fit with a slightly flared hem. Pair this skirt with a statement crop top for a gorgeous fall vibe.

    Fit & Features

    • High rise waist
    • Faux wrap front with tie at waist
    • A-line fit
    • Satin woven fabric

    Style Number/Barcode: 06401-0266

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Classic Chic Panama Hat

    Top off your trendy look with this classic chic Panama hat. It features a short flat brim and a basic ribbon band with a bow accent. Pair this hat with stylish hoop earrings.

    Fit & Features

    • Short flat brim
    • Ribbon band, bow detail
    • Faux wool material

    Style Number/Barcode: 07302-0426

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance