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Trendy Back-To-School Outfit Ideas For High School & College

Windsor has trendy back-to-school outfits for high school and college students! Find inspo for cool outfits or cute and preppy looks. Get back-to-school outfits from trendy high school apparel to stylish college clothes. Shop jackets, tops, jeans, skirts, dresses, fall shoes, and bags!

Discover the basic tanks and tees you need in your wardrobe that you can layer with this fall season. Shop sleeveless fitted bodysuits, cropped tanks, short sleeve tees, and long sleeve tops you can pair with denim and your fave jackets. Layer on jean jackets, cropped corduroy jackets, trendy plaid shackets, and oversized blazers for cool outfits for school.

For an elevated vibe, create effortlessly stylish looks with cropped sweaters, cardigan and top sets, collared button-down tops, and chic blouses. Style your sweaters and cardigans with plaid mini skirts and ankle booties, and collared tops and blouses with wide-leg pants and mules. Windsor has the latest selection of jeans and a curated collection of Denim by Windsor to create college outfits you’ll love. Shop classic skinny jeans, boyfriend jeans, mom jeans, flare jeans, and other styles of denim in a range of trendy washes and levels of destruction. Bring the cool-girl vibes to your back-to-school fashion with relaxed-fitting joggers paired with cropped hoodies in new fall colors and ankle booties, or oversized sweaters with leggings and knee-high boots.

Rompers and jumpsuits make the perfect first-day-of-school outfits since they offer a dressier vibe while still keeping it laid back and chic. Explore flirty skater rompers you can layer with jean jackets, or cute denim jumpsuits styled with layered necklaces. Get the breakdown of trending outfits with these 5 Core Aesthetics for Back-To-School Fashion.

Transition into the fall season with basic ruched knit mini dresses paired with shackets and booties. Shop preppy collared dresses, cozy sweater dresses, and classic long sleeve dresses you can pair with flats, sneakers, boots, or mules to create outfits for school. Discover adorable matching sets, floral dresses, and marble print dresses that will level up your college fashion. Make Windsor your go-to for all your back-to-school shopping to create outfits you’ll love.

  • Darling Layer V-Neck Button Crop Cardigan

    A darling crop cardigan features fitted long sleeves, a flattering V-neckline, and button-up front closures for multiple styling options. Perfect for styling with your favorite bottoms.

    Fit & Features

    • Rib knit fabric, moderate stretch
    • Fitted long sleeves
    • V-neckline
    • Button-up front closures
    • Cropped length hem
    • Runs true to size

    Style Number/Barcode: 06005-2061

    Category Name: Back To Campus Outfits

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Short But Sweet Gingham Bow Shorts

    Short but super sweet! These gingham shorts are the cherry on top of a perfect sunny day look featuring a flattering high-rise waist and side bow ties.

    Fit & Features

    • Gingham print, cotton woven fabric
    • High-rise elasticized waist
    • Hidden side pockets
    • Side bow ties
    • Fitted hem
    • Runs true to size

    Style Number/Barcode: 06303-000017

    Category Name: Back To Campus Outfits

    Price: $26.90

    Availability: In Stock

    Available Color: RED

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival
  • Casual-Cool Utility Denim Jumpsuit

    Casual-cool is your go-to vibe for everyday styling! This trendy utility denim jumpsuit is just your type. It features a collared V-neckline with a zip-front design, short sleeves, dual buttoned chest pockets, a fitted high waist with adjustable buttoned side straps, dual front and back pockets, and a straight-leg silhouette. The cotton-blend denim fabric offers a moderate stretch. Complete your look with ankle booties.

    Fit & Features

    • Collared V-neckline, zip-front
    • Short sleeves. dual buttoned chest pockets
    • Fitted high waist, adjustable buttoned side straps
    • Dual front and back pockets
    • Straight-leg silhouette
    • Cotton-blend denim fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06602-0454

    Category Name: Back To Campus Outfits

    Price: $6.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stud Game Strong Mid-Rise Denim Jeans

    Hot girl hardware alert! These wide-leg jeans bring a serious edge, studded trim, and a laid-back mid-rise fit. Perfect for concerts or going out.

    Fit & Features

    • Dark wash denim fabric, no-stretch
    • Mid-rise waist
    • Front and back studded trim
    • Wide-leg fit
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Runs true to size

    Style Number/Barcode: 06602-000009

    Category Name: Back To Campus Outfits

    Price: $44.90

    Availability: In Stock

    Available Color: DARK, DENIM

    Available Size: S, M, L, XL

    Product Badge:
    • New Arrival
  • Effortless Style Casual Crop Top

    Show off an effortless style in this casual and cute crop top. It features a scoop neckline, short sleeves, and a cropped, form-hugging fit. Complete the look with your fave pair of high-rise denim and sneakers.

    Fit & Features

    • Scoop neckline
    • Short sleeves
    • Cropped, form-hugging fit
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-0952

    Category Name: Back To Campus Outfits

    Price: $11.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Starstruck Straight-Leg Denim Jeans

    These rhinestone-studded star jeans are made to shine with a classic mid-rise and straight-leg fit—perfect for concerts, backyard BBQ parties, or just outshining everyone.

    Fit & Features

    • Medium wash denim fabric
    • Mid-rise waist
    • Straight-leg fit
    • Rhinestone-embellished star pattern
    • Front button closure, belt loop accents
    • Five-pocket styling
    • Runs true to size

    Style Number/Barcode: 06602-000011

    Category Name: Back To Campus Outfits

    Price: $69.90

    Availability: In Stock

    Available Color: MEDIUM, DENIM

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival
  • Main Feed Moment Denim Mini Skort

    Classic with a modern twist, this denim mini skort brings Y2K vibes in a trending silhouette! Style with a graphic top for any casual plans.

    Fit & Features

    • Medium wash non-stretch denim, knit shorts lining
    • Mid-rise waist
    • Seam front detailing, form-hugging fit
    • Mini-length hem
    • Front button tab and hidden zipper closure
    • Three-pocket styling, belt loop accents
    • Runs true to size

    Style Number/Barcode: 06603-000025

    Category Name: Back To Campus Outfits

    Price: $36.90

    Availability: In Stock

    Available Color: MED, DENIM

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival
  • Season Of Fun Denim Collared A-Line Mini Dress

    It's the season of fun with this casual and cute denim mini dress perfect for everyday styling! It features long sleeves with dual button cuffs, a collared neckline, button-down front closures, two flap pockets, a belted waist with buckle closure, and a flattering A-line silhouette. Complete the look in sleek hoop earrings.

    Fit & Features

    • Long sleeves, dual button cuffs
    • Collared neckline
    • Button-down front closures, two flap pockets
    • Belted waist, buckle closure, belt loop accents
    • A-line silhouette, mini-length hem
    • Denim fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 05102-5402

    Category Name: Back To Campus Outfits

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Zip It Up Foldover Tube Top

    This tube top is giving streetwear siren with main-stage energy. This zip-up top is your new off-duty fave—perfect with pants or mini skirts.

    Fit & Features

    • Twill cotton-blend woven fabric, minimal stretch
    • Foldover strapless tube neckline, no-slip grip lining
    • Front zip-up closure
    • Fitted hem
    • Runs true to size

    Style Number/Barcode: 06003-000119

    Category Name: Back To Campus Outfits

    Price: $36.90

    Availability: In Stock

    Available Color: KHAKI

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival
  • Chic Factor Cat-Eye Sunglasses

    Amp up the chic factor of your everyday looks with these sleek shades! The sunglasses feature an angled cat-eye design, gold metal arms with chain detailing, and tinted lenses. Style with hoop earrings and a mini handbag.

    Fit & Features

    • Angled cat-eye design
    • Plastic frame
    • Gold metal arms, chain detailing
    • Tinted lenses

    Style Number/Barcode: 07008-1012

    Category Name: Back To Campus Outfits

    Price: $3.97 $11.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Preppy In Plaid Belted And Pleated Skort

    This preppy plaid woven skort features a high-rise belted waist and a mini-length pleated A-line overlay with fitted knit shorts for coverage. Style with a cropped cardigan and sneakers.

    Fit & Features

    • Plaid printed woven fabric, minimal stretch
    • High-rise belted waist
    • Hidden side zipper with hook-eye closure
    • Mini-length pleated A-line overlay
    • Fitted knit shorts
    • Skort in size small has a 7" front rise with a 2" inseam
    • Runs true to size

    Style Number/Barcode: 06403-0515

    Category Name: Back To Campus Outfits

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

  • Mini Mood Activated Denim Skort

    Lowkey is obsessed with how this skort eats every time in a flattering and classic look with a modern flair. Perfect for coffee runs and any weekend plans.

    Fit & Features

    • Dark wash denim fabric
    • Mid-rise waist
    • Front skirt overlay, form-hugging fit
    • Shorts bottom
    • Front button closure, belt loop accents
    • Five-pocket styling
    • Runs true to size

    Style Number/Barcode: 06603-000076

    Category Name: Back To Campus Outfits

    Price: $36.90

    Availability: In Stock

    Available Color: DARK, DENIM

    Available Size: XS, S, M, L, XL

    Product Badge:
    • New Arrival
  • 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: Back To Campus Outfits

    Price: $6.97 $65.90

    On Sale: Yes

    Availability: Out of Stock

  • Classically Chic Plaid Long Sleeve Oversized Shacket

    Your new favorite plaid long sleeve oversized shacket for cozy and trendy vibes. Complete the look with the matching skort.

    Shop Matching Bottoms: Classically Chic Plaid High Waist Wrap Skort

    Fit & Features

    • Plaid faux wool fabric, no stretch
    • Collared neckline
    • Button down front
    • Dual chest pockets with snap-button closures
    • Long sleeves with dual snap-button details
    • Runs true to size

    Style Number/Barcode: 06204-1898

    Category Name: Back To Campus Outfits

    Price: $10.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Belt It Babe Strapless Denim Mini Dress

    This denim tube dress understood the assignment—snatched waist, pleats for drama, and grommets for edge. The belted fit hugs you just right, and the mini hem? Major moment.

    Fit & Features

    • Denim fabric
    • Strapless tube neckline with grommet trim
    • Fitted bodice with seam detail
    • Adjustable belted waist
    • Pleated mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000171

    Category Name: Back To Campus Outfits

    Price: $49.90

    Availability: In Stock

    Available Color: DENIM

    Available Size: S, M, L

    Product Badge:
    • New Arrival
  • Style Goals Flared-Leg Denim Jumpsuit

    You'll be total style goals in this trendy denim jumpsuit perfect for a country concert! It features a collared neckline, a zip-front design creating a V-neckline, short sleeves, vertical seam detailing and a high waist seam, dual front pockets, a form-hugging fit to flaunt your figure, and a flared-leg silhouette. The cotton-blend denim fabric has a moderate stretch. Complete the look with ankle booties.

    Fit & Features

    • Collared neckline
    • Zip-front design, V-neckline
    • Short sleeves
    • Vertical seam detailing, high waist seam, dual front pockets
    • Form-hugging fit, flared-leg silhouette
    • Cotton-blend denim fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06602-0444

    Category Name: Back To Campus Outfits

    Price: $22.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

  • Cozy Feels Faux Sherpa Lined Platform Booties

    Slip into these cozy faux sherpa lined platform booties perfect for casual coffee and hanging with friends watching movies! Pair with a crop jacket and leggings.

    Fit & Features

    • Faux sherpa interior lining
    • Above ankle-fit
    • Round toe
    • Platform sole
    • Runs true to size

    Style Number/Barcode: 07403-1791

    Category Name: Back To Campus Outfits

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

  • Tied With a Pearl Hair Bow

    Dress up your pony or half-up moment with this pearl-dusted bow for instant pretty-girl points.

    Fit & Features

    • Faux pearl embellished
    • Bow design
    • Metal barrette closure

    Style Number/Barcode: 07006-000003

    Category Name: Back To Campus Outfits

    Price: $10.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: NS

    Product Badge:
    • New Arrival
  • Hometown Hottie Corset Graphic Tee

    You've made a touchdown in the looks department! Show up to the big game in this graphic tee featuring cap sleeves, a crew neck, front graphic detail that reads, "Hometown Hottie 76", corset-style seam detailing, and a cropped hem. Complete the look in trendy sunglasses and shorts.

    Fit & Features

    • Cap sleeves
    • Crew neck
    • Front graphic detail reads, "Hometown Hottie 76"
    • Corset-style seam detailing
    • Cropped hem
    • Smooth cotton fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06002-1352

    Category Name: Back To Campus Outfits

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Twice The Shine Double Hoop Earrings

    One hoop is cute, but two? Iconic. These double hoop earrings are the ultimate upgrade for your ear game—effortlessly bold, endlessly wearable.

    Fit & Features

    • Chunky double hoop design
    • Post-back closure

     

    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-000031

    Category Name: Back To Campus Outfits

    Price: $9.90

    Availability: In Stock

    Available Color: GOLD

    Available Size: NS

    Product Badge:
    • New Arrival
  • Classic Style Wide-Fit Block Heels

    This staple pair of block heels are a classic style you need in your wardrobe. They feature a comfortable wide-fit design with an open almond-shaped toe, a toe strap, an adjustable ankle strap with a buckle detail, and a sturdy block heel. The heels are composed of a faux suede material. Complete your formal look with a sleek envelope clutch.

    Fit & Features

    • Wide-fit design
    • Open almond-shaped toe, toe strap
    • Adjustable ankle strap, circular buckle
    • Closed back
    • Block heel
    • Faux suede material, faux leather insole
    • Runs true to size

    Style Number/Barcode: 07401-3897

    Category Name: Back To Campus Outfits

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendsetter Pleated Denim Cargo Mini Skort

    This denim mini skort features a high-rise fit, a trendy drop waist design, cargo side pockets, and a short pleated overlay with fitted shorts for coverage. Style with a cropped sweater and boots for the perfect fall 'fit!

    Fit & Features

    • Cotton-blend denim fabric, minimal stretch
    • High-rise fit with belt loops
    • Back zipper with hook-eye closure
    • Drop waist design, dual cargo side pockets
    • Mini-length pleated overlay, fitted shorts
    • Skort in size small has a 7.5" front rise with a 2" inseam
    • Runs true to size

    Style Number/Barcode: 06603-0419

    Category Name: Back To Campus Outfits

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glow Up Essentials Hoop Earrings Set

    Proof that good things come in tiny, shiny trios. This three-pack hoop earrings set is your everyday glow-up—ideal for leveling up your ear game from coffee runs to late-night plans.

    Fit & Features

    • Three-pack hoop earrings set
    • Three varying small hoop designs
    • Post-back closures

     

    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-000034

    Category Name: Back To Campus Outfits

    Price: $10.90

    Availability: In Stock

    Available Color: GOLD

    Available Size: NS

    Product Badge:
    • New Arrival
  • Butterfly Linear Fringe Earrings

    Spread your wings and give your look a mystical allure with these earrings featuring a dainty fringe with etched butterfly charms and a post-back closure. Complete the look in a cocktail dress for a semi-formal event. 

    Fit & Features

    • Dainty fringe 
    • Etched butterfly charms
    • Post-back closure

     

    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-1337

    Category Name: Back To Campus Outfits

    Price: $5.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale