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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.

  • Prepare To Love High RIse Boyfriend Denim Jeans

    Prepare to love styling every top with these high rise boyfriend denim jeans featuring trendy distressed accents and a cuffed hem. Complete the look with a cute top and mules.

    Fit & Features

    • Vintage-inspired denim fabric, minimal stretch
    • High-rise waist
    • Boyfriend fit
    • Distressed accents
    • Cuffed hem
    • Front button and hidden zipper closure
    • Belt loop accents, five-pocket styling
    • Runs true to size

    Style Number/Barcode: 06602-0558

    Category Name: Back To Campus Outfits

    Price: $46.90

    Availability: In Stock

    Available Color: DENIM

    Available Size: 1, 3, 5, 7, 9, 11, 13

  • Coolest Deets Wrap-Front Denim Cargo Skort

    This wrap-front denim cargo skort has the coolest deets to level up your looks! Made from a structured non-stretch denim fabric, the skort features a high waist, a faux wrap-front overlay with an asymmetric design, and fitted shorts. The dual buckled straps and flap pockets add that trendy cargo design, while the faux zippered pockets give that edgy vibe. Includes a hidden front zipper and button closure for effortless styling. Complete your 'fit with a graphic tee and combat boots.

    Fit & Features

    • Non-stretch denim fabric
    • High waist
    • Faux wrap-front overlay, fitted shorts
    • Belt loops, hidden front zipper, button closure
    • Dual buckled straps
    • Faux zippered pockets, flap pockets, back pockets
    • Runs true to size

    Style Number/Barcode: 06603-0411

    Category Name: Back To Campus Outfits

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Far So Good High-Rise Bootcut Denim Jeans

    Your best fit yet will always feature these high-rise bootcut denim jeans perfect for casual slays.

    Fit & Features

    • Dark wash denim fabric, slight stretch
    • High-rise waist, front button and hidden zipper closure
    • Hip-hugging slim fit
    • Bootcut silhouette
    • Slight flare hem
    • Five-pocket styling, belt loop accents
    • Runs true to size

    Style Number/Barcode: 06602-0562

    Category Name: Back To Campus Outfits

    Price: $44.90

    Availability: In Stock

    Available Color: DARK, DENIM

    Available Size: XS, S, M, L

  • Smooth Talker Lace Bow Pleated Ponte Mini Dress

    Smooth ponte knit fabric shapes this sleeveless mini dress featuring a lace bow trim square neckline, spaghetti straps, and a fitted silhouette that leads to a pleated flare mini-length hem.

    Fit & Features

    • Smooth pointe knit fabric, minimal stretch
    • Lace bow trim square neckline
    • Spaghetti straps
    • Fitted silhouette
    • Pleated flare mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3661

    Category Name: Back To Campus Outfits

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Official Business Striped Cuff Woven Blazer

    Chic and modern, this woven blazer elevates your look from casual to polished! With striped cuffs and a relaxed silhouette, you'll always feel your most confident.

    Fit & Features

    • Woven fabric, sewn-in lining
    • Shoulder pads for structure
    • Long sleeves with striped cuffs
    • Lapel collar neckline
    • Single front button closure
    • Front pockets
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06204-2099

    Category Name: Back To Campus Outfits

    Price: $49.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L, XL

  • Fall For You High-Rise Plaid Slit Skort

    This plaid mini skort features a flattering high-rise waist, form-hugging fit, and a flirty front slit. Perfect for back-to-school styling.

    Fit & Features

    • Plaid print, woven fabric, shorts lining
    • High-rise waist
    • Back zipper and hook-eye closure
    • Front slit
    • Form-hugging mini-length silhouette
    • Skort has an 11" front rise with a 1.5" inseam
    • Runs true to size

    Style Number/Barcode: 06303-0279

    Category Name: Back To Campus Outfits

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sealed With Chic Bow Crew Socks

    Seal your style with these chic bow crew socks perfect for styling with heels or loafers for an adorable look.

    Fit & Features

    • Knit fabrication
    • Crew length
    • Mini bow pattern
    • Ruffled trim

     

    Style Number/Barcode: 07306-0361

    Category Name: Back To Campus Outfits

    Price: $2.97 $5.90

    On Sale: Yes

    Availability: Out of Stock

  • Forever Staple Smooth Knit Long Sleeve Top

    This knit long sleeve top will be a forever staple for your everyday styling. Pair with high-rise pants or skirts and layer with a chic jacket.

    Fit & Features

    • Ribbed smooth knit fabric, plenty of stretch
    • Square neckline
    • Long fitted sleeves
    • Mid-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06002-2048

    Category Name: Back To Campus Outfits

    Price: $24.90

    Availability: In Stock

    Available Color: BANANA

    Available Size: S, M, L

  • Flawless 'Fit Off-The-Shoulder Smooth Knit Top

    Create a simply flawless 'fit with this trendy off-the-shoulder smooth knit top! Designed with the iconic smooth double-lined knit fabric, it offers an ultra-soft buttery feel and plenty of stretch for comfortable wear. The top features an asymmetric off-the-shoulder neckline with pleated detailing, short fitted sleeves, ruching down the side seams to accentuate your curves, and a mid-length hem with a form-hugging fit. Style with your fave pair of denim!

    Fit & Features

    • Smooth double-lined knit fabric, plenty of stretch
    • Asymmetric pleated off-the-shoulder neckline
    • Short sleeves
    • Ruched side seams
    • Mid-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-5298

    Category Name: Back To Campus Outfits

    Price: $28.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

  • The Next Level Cropped Fleece Denim Jacket

    Take your look to the next level with a cropped denim jacket that features a contrast fleece drawstring hood with zipper closure, a faux button-down front design, dual chest pockets, and long sleeves. Complete the look with sneakers.

    Fit & Features

    • Cotton-blend denim and fleece fabrics, minimal stretch
    • Long sleeves with single button detail
    • Drawstring fleece hood with zipper closure
    • Dual small buttoned chest pockets
    • Faux button-down front design
    • Cropped frayed hem
    • Runs true to size

    Style Number/Barcode: 06203-0558

    Category Name: Back To Campus Outfits

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Traits Cap Sleeve Crisscross Rib Knit Bodysuit

    A babe like you knows how to style this sweet rib knit bodysuit! Featuring cap sleeves and a V-neckline, this form-hugging knit bodysuit highlights your curves while the crisscross bust design adds a flirty appeal. The cheeky bottom with snap-button closures makes for easy wear. Complete the look with a trendy denim skirt and sandals for casual plans.

    Fit & Features

    • Rib knit fabric, moderate stretch
    • V-neckline
    • Crisscross bust design
    • Form-hugging fit
    • Cheeky bottom, snap-button closures
    • Runs true to size

    Style Number/Barcode: 06002-1811

    Category Name: Back To Campus Outfits

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling 23 Crop Graphic Tee

    Flaunt a casual vibe in this 23' graphic crop tee whether it's your b-day or off-duty day!

    Fit & Features

    • Stretchy knit cotton-blend fabric
    • Short sleeves
    • Crew neck
    • 23 front graphic
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06002-000025

    Category Name: Back To Campus Outfits

    Price: $19.90

    Availability: In Stock

    Available Color: RED

    Available Size: S, M, L

  • Darling Impression High Rise Ruffle Lace Mini Skirt

    A darling lace mini skirt features a high-rise waist with a rosette trim, a form-hugging fit, and a ruffled mini-length hem. Perfect for styling with heels.

    Fit & Features

    • Lace fabric lined with stretchy knit
    • High-rise waist, rosette trim
    • Form-hugging fit
    • Ruffled mini-length hem
    • Runs true to size

    Style Number/Barcode: 06501-1066

    Category Name: Back To Campus Outfits

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Leave It Me Belted Long Vest

    Layer on chic with this sleeveless long vest! It features a lapel collar neckline, belted waist, and convenient side pockets.

    Fit & Features

    • Woven fabric, sewn-in knit lining
    • Lapel collar neckline
    • Belted waist
    • Side pockets
    • Long length hem
    • Runs true to size

    Style Number/Barcode: 06204-000005

    Category Name: Back To Campus Outfits

    Price: $52.90

    Availability: In Stock

    Available Color: BEIGE, BLACK

    Available Size: S, M, L, XL

  • Trendy One-Shoulder Boho Print Crop Top

    A boho print knit top features an on-trend one-shoulder neckline and a fitted crop hem perfect for styling with jeans.

    Fit & Features

    • Boho print, mesh stretchy fabric, sewn-in knit lining
    • One-shoulder neckline
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06001-5471

    Category Name: Back To Campus Outfits

    Price: $26.90

    Availability: Out of Stock

  • Winter Slay Turtleneck Long Sleeve Bodysuit

    Get cozy in the winter slay turtleneck long sleeve bodysuit top. With ribbed knit fabric and a form-hugging fit, it's your go-to for effortless style. Snap closure for easy wear.

    Fit & Features

    • Ribbed knit fabric, plenty of stretch
    • Turtleneck
    • Long fitted sleeves
    • Thong-cut bottom, dual snap-button closure
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06005-2087

    Category Name: Back To Campus Outfits

    Price: $29.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Looking Flawless Smooth Off-The-Shoulder Top

    You'll be looking simply flawless in this smooth knit off-the-shoulder top. It features an asymmetric off-the-shoulder neckline with pleated detailing, long fitted sleeves, ruching down the side seams, a mid-length hem, and a form-hugging fit. The double-lined smooth knit fabric offers a seamless look with plenty of stretch. Style with cargo pants and mules!

    Fit & Features

    • Asymmetric off-the-shoulder neckline, pleating
    • Long fitted sleeves
    • Ruched side seams
    • Mid-length hem, form-hugging fit
    • Double-lined smooth knit fabric
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06001-5704

    Category Name: Back To Campus Outfits

    Price: $29.90

    Availability: In Stock

    Available Color: BLACK, WHITE, PINK

    Available Size: S, M, L, XL

  • Adorable Entrance Tie-Front Ponte Vest

    Make your entrance something everyone will notice in this sleeveless ponte vest! This adorable vest features dual tie-front closures and a split center design, giving you a versatile, cropped piece that can be dressed up or down. Complete the look in denim jeans and mules.

    Fit & Features

    • Ponte woven fabric, sewn-in knit lining, slight stretch
    • Dual tie-front design
    • Split center design
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06202-0485

    Category Name: Back To Campus Outfits

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

  • Casual Act Button-Up Plaid Crop Top

    A plaid crop top features long sleeves with button cuffs, a classic collar neckline, and button-up front closures for versatile styling. Perfect for pairing with jeans.

    Fit & Features

    • Plaid pattern, woven fabric, no stretch
    • Collar neckline
    • Long sleeves with button cuffs
    • Button-up front closures
    • Cropped length hem
    • Runs true to size

    Style Number/Barcode: 06003-2611

    Category Name: Back To Campus Outfits

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Eye For Style Belted Faux Suede Trench Coat

    Trend right in this stylish essential faux suede trench coat for chic days downtown! You'll be a total fashionista with a classic trench design and a belted waist that cinches the look together. 

    Fit & Features

    • Smooth-lined faux suede fabric, slight stretch
    • Long sleeves, strap accents on shoulders
    • Lapel collared neckline
    • Double-breasted button front closures
    • Tie-waist belt
    • Front pockets
    • Short-length hem
    • Runs true to size

    Style Number/Barcode: 06204-2074

    Category Name: Back To Campus Outfits

    Price: $54.90

    Availability: In Stock

    Available Color: TAUPE

    Available Size: S, M, L, XL

  • Forever On Trend High Rise Ponte Capri Pants

    Slip into these classic and chic ponte capri pants for effortless style! Channel a 90s vibe in these pants featuring a flattering high-rise waist, form-hugging fit, and flirty side slit accents along the hem. Complete the look in a basic tee and sandals!

    Fit & Features

    • Ponte knit fabric, minimal stretch
    • High-rise waist
    • Form-hugging fit
    • Side slit accents
    • Runs true to size

    Style Number/Barcode: 06502-2533

    Category Name: Back To Campus Outfits

    Price: $28.90

    Availability: Out of Stock

    Product Badge:
    • Best Seller
  • Chic Structure Long Sleeve Cropped Corset Top

    Fit & Features

    • Woven fabric with minimal stretch
    • Collared V-neckline
    • Button-down front closure
    • Long sleeves with dual button details
    • Corset-like bodice with flexible boning, side smocked accents
    • Angled cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-2660

    Category Name: Back To Campus Outfits

    Price: $39.90

    Availability: In Stock

    Available Color: WHITE

    Available Size: S, M, L

  • Chic Staple Crew Neck Cropped Knit Cardigan

    Bring your look together with a cropped knit cardigan that features a crew neckline, a button-down front, and fitted long sleeves. Pair with a pleated skirt and sneakers for a casual vibe! 

    Fit & Features

    • Knit fabric with ribbed hems, plenty of stretch
    • Crew neckline
    • Button-down front 
    • Long sleeves
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06005-2066

    Category Name: Back To Campus Outfits

    Price: $32.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M

  • Casual Cool Button Down Denim Romper

    Casual and cool, this sleeveless denim romper is perfect for everyday styling. The romper features a classic crew neckline, button-down front closure, and fitted silhouette. Pair with booties.

    Fit & Features

    • Cotton-blend denim fabric, minimal stretch 
    • Sleeveless crew neckline
    • Button-down front closure
    • Dual front pockets, dual faux back pockets
    • Fitted mid-thigh shorts
    • Romper in size small is 30.5" shoulder to hem with an 8.5" front rise and a 2" inseam
    • Runs true to size

    Style Number/Barcode: 06603-0423

    Category Name: Back To Campus Outfits

    Price: $20.97 $49.90

    On Sale: Yes

    Availability: Out of Stock