2026 Fall Outfit Trends
From sweater dresses to pleated mini skirts with tights, these fall outfit ideas are made to mix, match, and layer on repeat. Try a sweeping maxi skirt with a belted jacket for a modern boho look, or layer a tie-front cardigan over your go-to mini with hosiery and boots for a polished finish. Add a statement sweater or bomber jacket to pull any look together. Rich tones like brown, burgundy, tan, and black keep every outfit sleek and autumn-ready.
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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.
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Trendy Flex Low-Rise Double Button Flare Jeans
Double buttons give this denim an extra point of interest. These flare-leg jeans combine an extended waistband tab with a low-rise fit for a clean, distinctive finish. Add them to the rotation when your denim lineup needs something with a little more personality.
Fit & Features
- Denim fabric
- Low-rise waist
- Extended waistband tab with double-button closure
- Flared-leg silhouette
- Runs true to size
Style Number/Barcode: 06602-000138
Category Name: 2026 Fall Outfit Trends
Price: $49.90
Availability: In Stock
Available Color: DARK, DENIM
Available Size: XS, S, M, L
Product Badge:- New Arrival
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Cute on Repeat Striped Ruffle Cardigan
Prep just got a little more playful. This striped cardigan pairs a cropped fit with a button front and ruffled trim for an easy look with any bottoms this fall.
Fit & Features
- Striped pattern, sweater knit fabric
- V-neckline
- Fitted long sleeves with ruffled trim cuffs
- Button front closures
- Ruffled trim crop-length fitted hem
- Runs true to size
Style Number/Barcode: 06005-000450
Category Name: 2026 Fall Outfit Trends
Price: $42.90
Availability: In Stock
Available Color: WHITE
Available Size: S, M, L
Product Badge:- New Arrival
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On Top Power Muse Pointed Toe Stiletto Boots
One pair of boots, plenty of ways to make an entrance. The pointed toe, stiletto heel, and side lace-up detail give these knee-high boots enough edge for Power Muse DIY costumes while still working with everyday statement outfits.
Fit & Features
- Knee-high silhouette
- Pointed toe
- Stiletto heel
- Side lace-up detail
- Inner side zipper closure
- Faux leather material
- Runs true to size
How to style for Halloween: Pair them with a top, shorts, or a fitted dress, and statement separates to build a Power Muse DIY look, then restyle them with everyday outfits after Halloween.
Style Number/Barcode: 07402-000168
Category Name: 2026 Fall Outfit Trends
Price: $52.90
Availability: Out of Stock
Product Badge:- Ships Free
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London Calling Studded Graphic Top
The studded London graphic gives this top plenty of attitude before you add a single accessory. The fitted shape and off-the-shoulder styling keep the silhouette sharp while the short sleeves make it easy to pair. Style it with plaid trousers or low-rise denim to lean into the city-girl edge.
Fit & Features
- Knit fabric, moderate stretch
- Off-the-shoulder neckline
- Short sleeves
- "London" graphic with stud detailing
- Mid-length hem
- Fitted silhouette
- Runs true to size
Style Number/Barcode: 06002-000713
Category Name: 2026 Fall Outfit Trends
Price: $26.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
Product Badge:- New Arrival
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Zip Into It Mock Neck Denim Jacket
Denim just got a sportier remix. This crop denim jacket pairs a mock neckline with a zip front and adjustable drawstring hem for that perfectly relaxed shape you can cinch your way. Style for easy layering this season.
Fit & Features
- Denim fabric, color fade effect
- Mock neckline
- Relaxed long sleeves
- Front zip-up closure
- Slouchy crop-length fit
- Adjustable drawstring crop hem
- Runs true to size
Style Number/Barcode: 06203-000059
Category Name: 2026 Fall Outfit Trends
Price: $49.90
Availability: In Stock
Available Color: DENIM
Available Size: XS, S, M, L
Product Badge:- New Arrival
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Polka Dot Play Asymmetrical Midi Skirt
The polka dot print makes this midi skirt an easy starting point for a dressed-up look. The ruched waistband draws into a draped polka dot silhouette that shifts in length, adding extra interest. Pair it with the matching halter top or a streamlined top to keep the print feeling polished.
Shop Matching Top: Polka Dot Play Plunging Halter Top
Fit & Features
- Polka dot printed mesh fabric with knit lining, high stretch
- Mid-rise waist
- Ruched waistband
- Midi-length asymmetric hem
- Draped silhouette
- Runs true to size
Style Number/Barcode: 06501-000206
Category Name: 2026 Fall Outfit Trends
Price: $39.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Dainty Plaid Bow-Front Mini Skort
Plaid gets a softer finish with one simple detail. This mini skort features a neat bow at the front waist, adding contrast to the structured pattern and close-to-the-body shape. The result feels polished, playful, and easy to work into your rotation.
Fit & Features
- Knit fabric
- Plaid pattern
- High-rise fit, bow detail at front waist
- Mini-length overlay, form-hugging fit
- Hidden built-in shorts
- Runs true to size
Style Number/Barcode: 06503-000418
Category Name: 2026 Fall Outfit Trends
Price: $39.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
Product Badge:- New Arrival
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Check Mate Cropped Plaid Tube Top
Fall plaid, but with better details. This cropped tube top uses a scarf accent to give the strapless neckline a trendy flair while the fitted silhouette flaunts your figure.
Shop Matching Bottoms: Check Mate Plaid Draped Asymmetrical Skirt
Fit & Features
- Plaid print, knit fabric
- Strapless neckline with scarf included
- Fitted crop-length hem
- Runs true to size
Style Number/Barcode: 06001-000807
Category Name: 2026 Fall Outfit Trends
Price: $32.90
Availability: In Stock
Available Color: BLUE
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Check Mate Plaid Draped Asymmetrical Skirt
Classic plaid, reworked for now. This asymmetrical skirt pairs a low-rise waist with draped construction and an uneven hem for a more fashion-forward fall look.
Shop Matching Top: Check Mate Cropped Plaid Tube Top
Fit & Features
- Plaid print, knit fabric
- Low-rise waist
- Draped asymmetric flowy silhouette
- Curve-hugging fit
- Runs true to size
Style Number/Barcode: 06501-000202
Category Name: 2026 Fall Outfit Trends
Price: $36.90
Availability: In Stock
Available Color: BLUE
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Subtle Glow Sequin Bodycon Mini Dress
Subtle shimmer is having a major moment. This bodycon mini dress updates the sequin trend with tiny clear embellishments, a clean halter neckline, and a low open back. The result feels fresh, streamlined, and ready for vacation plans and weekend dates.
Fit & Features
- Knit sweater fabric with mini clear sequin embellishments
- Sweater knit lining, high stretch
- Halter neckline
- Low open back
- Bodycon fit
- Mini-length hem
- Runs true to size
Style Number/Barcode: 06005-000432
Category Name: 2026 Fall Outfit Trends
Price: $44.90
Availability: Out of Stock
Product Badge:- Ships Free
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Zip Around Mid-Rise Mini Utility Skort
Utility details make this skort easy to build around. The mini silhouette pairs front pockets, a drawstring waist, and an exposed zipper for a casual base with more edge. Try it with a fitted knit or cropped jacket to keep the proportions sharp.
Fit & Features
- Nylon fabric
- Mid-rise waist, elasticized drawstring waistband
- Exposed center-front zipper
- Front buttoned utility pockets
- Back pockets
- Mini-length overlay, hidden built-in shorts
- Runs true to size
Style Number/Barcode: 06303-000067
Category Name: 2026 Fall Outfit Trends
Price: $36.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
Product Badge:- New Arrival
- Nylon fabric
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Sheer Detail Lace Waist Gaucho Pants
Gaucho pants are stepping back into the spotlight with a softer twist. The cropped wide-leg shape keeps the silhouette current, while the sheer lace waistband adds a delicate contrast to the clean knit body. It’s an easy way to tap into the throwback trend without going full retro.
Fit & Features
- Sheer lace waistband
- Smooth knit body, plenty of stretch
- Wide-leg gaucho silhouette
- Cropped length
- Runs true to size
Style Number/Barcode: 06502-000146
Category Name: 2026 Fall Outfit Trends
Price: $29.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
Product Badge:- New Arrival
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Cozy Curve Cable Knit Mock Neck Mini Dress
Soft texture meets a sharper silhouette in all the right places. The cable knit design pairs a high mock neckline with an open back for a clean mix of coverage and reveal. Consider it a fresh update to your knit dress rotation.
Fit & Features
- Cable knit fabric, moderate stretch
- High mock neckline
- Halter-style sleeveless cut
- Open back
- Mini-length hem
- Bodycon silhouette
- Runs true to size
Style Number/Barcode: 06005-000445
Category Name: 2026 Fall Outfit Trends
Price: $39.90
Availability: In Stock
Available Color: OATMEAL
Available Size: XS, S, M, L
Product Badge:- New Arrival
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Full Volume Mid Rise Barrel Leg Pants
The barrel-leg shape is bringing all the volume in the cutest way. A mid-rise waist and front pleats add structure up top before the legs curve into a relaxed silhouette. The result is a trend-forward shape that makes even a simple top feel more styled.
Fit & Features
- Mid-rise waist
- Front button closure
- Belt loops
- Front pleats
- Relaxed barrel-leg silhouette
- Seam detailing through the legs
- Runs true to size
Style Number/Barcode: 06302-000028
Category Name: 2026 Fall Outfit Trends
Price: $49.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
Product Badge:- New Arrival
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Line Up Pinstripe Flare Pants
These pinstripe pants are bringing all the chic vibes to your look. An extended waistband design gives the tailored-inspired print a bolder update, while the flared-leg silhouette keeps the detail going. Pair with the matching halter top.
Shop Matching Top: Line Up Pinstripe Halter Top
Fit & Features
- Woven fabric
- Pinstripe pattern
- High-rise waist
- Extended waistband, dual button closures, belt loops
- Fitted throughout the leg, flared silhouette
- Runs true to size
Style Number/Barcode: 06502-000135
Category Name: 2026 Fall Outfit Trends
Price: $46.90
Availability: In Stock
Available Color: BLACK/WHITE
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Howdy Season Jersey Mesh Graphic Crop Top
Howdy season just entered the rotation. This sheer jersey mesh graphic crop top pairs an oversized fit with a lace-trimmed V-neckline and cropped hem for game days, tailgates, and anything that calls for boots.
Fit & Features
- Sheer jersey mesh fabric, moderate stretch
- V-neckline with sheer lace trim
- Short sleeves
- "Texas" front sporty graphic
- Cropped hem
- Oversized fit
Style Number/Barcode: 06002-000730
Category Name: 2026 Fall Outfit Trends
Price: $39.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
Product Badge:- New Arrival
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Howdy Ready Varsity Graphic Halter Top
The varsity graphics bring instant team energy without losing the fashion point of view. A lace-up front, contrast side stripes, and bold number detail give this graphic halter top a sporty finish.
Fit & Features
- Knit fabric with stretch
- Sleeveless halter neckline with tie-back straps
- Lace-up front design
- "Texas" front and back sporty graphics
- Contrast side stripes
- Mid-length hem, form-hugging fit
- Runs true to size
Style Number/Barcode: 06002-000725
Category Name: 2026 Fall Outfit Trends
Price: $39.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: XS, S, M, L
Product Badge:- New Arrival
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Flirt In Faux Fur Vest
Texture is doing all the flirting here. This plush faux fur vest brings a cozy statement feel with sleek buckle detailing that makes layering look instantly more styled.
Fit & Features
- Plush faux fur, sewn-in woven lining
- Sleeveless vest silhouette
- Collared neckline
- Faux leather belted strap closure
- Fitted design
- Runs true to size
Style Number/Barcode: 06201-000103
Category Name: 2026 Fall Outfit Trends
Price: $59.90
Availability: Out of Stock
Product Badge:- Ships Free
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Fast Lane Faux Leather Moto Jacket
Racer styling just took a sharper turn. This glossy faux leather moto jacket pairs contrast paneling with sporty sleeve stripes and a cropped fit for an easy way to give denim, minis, and basics more edge.
Fit & Features
- Glossy faux leather fabric, sewn-in woven lining
- Stand collar with snap tab and front zipper closure
- Long sleeves with contrast stripe paneling and zip cuffs
- Cropped moto silhouette with zip pockets
- Runs true to size
Style Number/Barcode: 06204-000191
Category Name: 2026 Fall Outfit Trends
Price: $69.90
Availability: In Stock
Available Color: BLACK
Available Size: S, M, L, XL
Product Badge:- New Arrival
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City-Bound Faux Leather Cinched Waist Bomber Jacket
City-bound and looking chic. This faux leather bomber jacket brings a polished edge with a high mock neckline, zip front, and adjustable cinched waist that lets you switch up the shape.
Fit & Features
- Faux leather fabric, sewn-in woven lining
- High mock neckline
- Long sleeves with snap-button closures
- Chest pockets
- Zip-front design
- Adjustable drawcord cinched waist
- Runs true to size
Style Number/Barcode: 06204-000206
Category Name: 2026 Fall Outfit Trends
Price: $69.90
Availability: Out of Stock
Product Badge:- Ships Free
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Amber Hour Layered Stone Necklace
A little collected, a little luminous. Delicate mixed chains, beaded details, and faceted teardrop amber stones layer together for an artful finish that feels discovered with your autumn looks.
Fit & Features
- Layered chain necklace
- Teardrop amber stone insets
- Polished shine finish
- Lobster clasp closure
Style Number/Barcode: 07002-000697
Category Name: 2026 Fall Outfit Trends
Price: $16.90
Availability: In Stock
Available Color: GOLD
Available Size: NS
Product Badge:- New Arrival
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Tied With Intention Satin Bow Hair Clip
The prettiest way to finish the look. This satin bow hair clip brings a polished knotted shape and extra-long ribbon tails that make ponytails, half-ups, and buns feel instantly more styled.
Fit & Features
- Smooth satin ribbon
- Knotted bow design
- Extra-long ribbon tails
- Barrette clip closure
Style Number/Barcode: 07006-000255
Category Name: 2026 Fall Outfit Trends
Price: $8.90
Availability: In Stock
Available Color: IVORY
Available Size: NS
Product Badge:- New Arrival
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Glam Polish Rhinestone Cross Necklace
A little edge, a lot of polish. This rhinestone cross necklace pairs mixed faceted stones with an ornate pendant for a statement finish that instantly sharpens plunging necklines and sleek going-out looks.
Fit & Features
- Rhinestone-embellished necklace
- Mixed round and teardrop stones
- Ornate cross pendant
- Lobster clasp closure with extender
Style Number/Barcode: 07002-000646
Category Name: 2026 Fall Outfit Trends
Price: $16.90
Availability: In Stock
Available Color: BLACK
Available Size: NS
Product Badge:- New Arrival
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City Limits Faux Leather Cabby Hat
For coffee runs, crosswalk struts, and plans that somehow turn into three stops. This faux leather cabby hat gives your city uniform a polished edge with a sleek, structured shape, curved brim, and buckle detail.
Fit & Features
- Classic cabby hat silhouette
- Curved structured brim
- Buckle strap detail with hardware trim
- Lined interior
- Smooth faux leather material
Style Number/Barcode: 07302-000400
Category Name: 2026 Fall Outfit Trends
Price: $18.90
Availability: In Stock
Available Color: BLACK
Available Size: NS
Product Badge:- New Arrival