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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.

  • Serving Style Cargo Mini Skirt

    Serve major style in this on-trend cargo mini skirt! Featuring a high-rise waist, vertical seam detailing, cargo-style side pockets, a mini-length hem, and a form-hugging fit, this skirt will level up your basic looks. The twill fabric offers minimal stretch. Style with a halter bodysuit and strappy mules.

    Fit & Features

    • High-rise waist
    • Belt loops, hidden front zipper, button closure
    • Vertical seams
    • Cargo side pockets
    • Mini-length hem, form-hugging fit
    • Twill fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06301-0202

    Category Name: Back To Campus Outfits

    Price: $34.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: S, M, L, XL

  • Left And Right High Rise Bow Slit Mini Skirt

    You'll be catching glances left and right in this ponte mini skirt! Featuring a high-rise waist, this skirt boasts a flirty slit with dual bow trim and a bodycon silhouette that hugs your curves. Complete the look in a cute tee and sneakers for any casual day out!

    Fit & Features

    • Ponte knit fabric, minimal stretch
    • High rise waist
    • Slit accent with dual bow trim
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06501-1055

    Category Name: Back To Campus Outfits

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Appeal Mock Neck Bodycon Mini Dress

    A must-have basic for the upcoming season! This dress features fitted long sleeves, a mock neck, a flattering bodycon silhouette, and a mini-length hem. It's composed of a cotton-blend knit fabric with a moderate stretch for comfort. Complete the look in strappy heels for a birthday brunch!

    Fit & Features

    • Fitted long sleeves
    • Mock neck
    • Bodycon silhouette
    • Mini-length hem
    • Cotton-blend knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5153

    Category Name: Back To Campus Outfits

    Price: $19.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

  • Trendy Abstract Mesh Off-Shoulder Top

    This trendy abstract printed mesh top features an asymmetric off-shoulder neckline with long fitted sleeves and ruched side seams for a flattering fit. Create a cute and casual look with straight-leg jeans and sneakers.

    Fit & Features

    • Abstract printed sheer mesh fabric with partial brushed knit lining, plenty of stretch
    • Asymmetric off-shoulder neckline
    • Sheer long fitted sleeves
    • Ruched side seams
    • Mid-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-5470

    Category Name: Back To Campus Outfits

    Price: $29.90

    Availability: Out of Stock

  • Cool Trendsetter Zip Up Collared Crop Denim Jacket

    Layer on this cool crop denim jacket for a trendsetting vibe everywhere you go! This stylish jacket features long sleeves with button closures, a collared neckline, and a front zip-up closure for a modern touch. The faux flap pockets and cropped-length hem add a trendy twist. Complete the look in sleek western boots.

    Fit & Features

    • Denim fabric, non-stretch
    • Long sleeves with button closures
    • Collared neckline
    • Zip-up front closure
    • Faux flap pockets
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06203-0546

    Category Name: Back To Campus Outfits

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Girl On The Go Crossbody Wallet

    Perfect for the girl on the go, this crossbody wallet is a chic staple to keep your must-haves close and outfit on point! It features a sleek saffiano design on faux leather material, an envelope front flap with metal trim, a detachable chain link shoulder strap, and plenty of interior pockets for cash, cards, and more! Complete the look with statement earrings.

    Fit & Features

    • Envelope flap front, metal trim
    • Detachable chain link shoulder strap
    • Wristlet strap
    • Spacious interior pockets for cash, cards, and more
    • Saffiano design
    • Faux leather material

    Style Number/Barcode: 07201-0157

    Category Name: Back To Campus Outfits

    Price: $22.90

    Availability: In Stock

    Available Color: WHITE

    Available Size: NS

  • Casual Must-Have Crew Neck Crop Top

    This short-sleeve crop top is an essential staple for your wardrobe. Its classic crewneck design is versatile, perfect for everything from a casually chic layered outfit to a polished professional look. The short sleeves are the ideal length for warm-weather 'fit or for layering under a stylish jacket with ease.

    Fit & Features

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

    Style Number/Barcode: 06002-1335

    Category Name: Back To Campus Outfits

    Price: $16.90

    Availability: In Stock

    Available Color: IVORY, BLACK

    Available Size: S, XS, M, L

  • Essential Long Sleeve Crew Top

    Embrace a sleek silhouette with this long-sleeve fitted top, a versatile staple to your wardrobe. Its figure-hugging design ensures a flattering fit, while the comfortable stretch fabric allows for ease of movement. With the classic crew neckline, this top pairs effortlessly with high-waisted jeans or skirts, making it a staple for both casual and dressier ensembles. Perfect for layering or wearing on its own, it's a timeless piece that offers both style and comfort

    Fit & Features

    • Crew neckline
    • Long sleeves
    • Double layered
    • Stretchy knit fabric
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06002-1974

    Category Name: Back To Campus Outfits

    Price: $19.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: XL

  • Preppy Vibe Lace-Up Plaid Corset Top

    This corset top features adorable bow trims along the scoop neckline and a trendy lace-up back. Perfect for styling with denim jeans.

    Fit & Features

    • Plaid print, woven fabric
    • Bow trims, scoop neckline
    • Spaghetti straps
    • Lace-up back
    • Cropped length hem
    • Runs true to size

    Style Number/Barcode: 06003-2603

    Category Name: Back To Campus Outfits

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek And Chic Mini Tote

    Sleek and chic, this faux leather mini tote is perf for a night out! It features trendy O-ring handles and a detachable chain shoulder strap to convert the tote into a crossbody purse and a spacious satin-lined interior. Complete the look with strappy heels.

    Fit & Features

    • O-ring handles
    • Detachable chain shoulder strap
    • Spacious satin-lined interior, one pocket
    • Faux leather material

    Style Number/Barcode: 07203-0557

    Category Name: Back To Campus Outfits

    Price: $24.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: NS

    Product Badge:
    • Best Seller
  • Edgy Glam Faux Patent Leather Slingback Buckle Pumps

    Pull off an edgy-glam allure in these patent leather slingback buckle pumps perfect for styling with a crossbody purse.

    Fit & Features

    • 2.5" Low block heel
    • Faux patent leather material
    • Closed pointed-toe
    • Metal grommet strap over the toe
    • Slingback strap
    • Runs true to size

    Style Number/Barcode: 07401-5223

    Category Name: Back To Campus Outfits

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rocky High-Rise Destructed Boyfriend Jeans

    Strut in the Rocky High-Rise Destructed Boyfriend Jeans and make it known who the true trendsetter is! Featuring a high waist and destructed detailing, this pair of denim is perf for a shopping day. Take your look up a notch for a nice dinner by adding on heels and a mini tote!

    Fit & Features

    • Denim fabric, moderate stretch
    • High-rise waist
    • Destructed detailing
    • Boyfriend fit
    • Button-front closure, hidden zipper closure
    • Traditional five-pocket and belt loop design
    • Runs true to size

    Style Number/Barcode: 06602-0065

    Category Name: Back To Campus Outfits

    Price: $46.90

    Availability: In Stock

    Available Color: MEDIUM, DENIM

    Available Size: 3, 5, 13

  • The Classic Faux Patent Leather Mary Jane Flats

    A pair of classic mary jane flats with a modern edge. These flats feature a low block heel, closed pointy toe, and a strappy open design perfect for styling with a romper.

    Fit & Features

    • Faux patent leather material
    • Closed pointy toe
    • Single strap accent over toe with buckle detail
    • Open back with adjustable ankle strap and buckle detail
    • Low block heel
    • Faux leather padded insole
    • Runs true to size

    Style Number/Barcode: 07405-0214

    Category Name: Back To Campus Outfits

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Cutie Cargo Joggers

    Bring attention to any chic outfit with these must-have cargo joggers! These high-waist women's pants feature cargo pockets accented with metal ring trims and a straight-leg silhouette designed with an elastic hem for a sporty-inspired look. Create a casually chic 'fit with a sleek crop top or get a little dressy with a lace bustier bodysuit.

    Fit & Features

    • High-rise waist
    • Single-button and zipper closure
    • Slanted pockets and cargo-style pockets
    • Accent tab reading "Good Vibes"
    • Straight leg fit with elastic cuffed jogger hems
    • Cargo knit fabric
    • Relaxed fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06302-0626

    Category Name: Back To Campus Outfits

    Price: $46.90

    Availability: In Stock

    Available Color: IVORY, OLIVE, BLACK, OLIVE-2

    Available Size: XS, S, L, M

    Product Badge:
    • Sale
  • Instant Fave Faux Suede Platform Sneakers

    A pair of faux suede sneakers feature a round toe, rubber gum platform sole that elevates the look, a lace-up front, and a side striped design. Perfect for everyday styling.

    Fit & Features

    • Faux suede material
    • Round toe
    • Rubber gum platform sole
    • Lace-up front
    • Side striped design
    • Runs true to size

    Style Number/Barcode: 07407-0232

    Category Name: Back To Campus Outfits

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

  • Casual Vibe Camo Cargo Bootcut Pants

    These camouflage twill pants feature a high-rise waist paired with a trendy bootcut silhouette, accented with cargo flap pockets for added edge. Style with a crop top and sneakers for a casual vibe.

    Fit & Features

    • Camo-printed cotton-blend twill fabric, minimal stretch
    • High-rise waist with belt loops
    • Hidden front zipper with button closure
    • Front and back pockets, cargo flap pockets
    • Bootcut silhouette
    • Pants in size small have a 10.5" front rise with a 34.5" inseam
    • Runs true to size

    Style Number/Barcode: 06302-0835

    Category Name: Back To Campus Outfits

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Back to Basics Knit Ankle Booties

    Bring your look back to basics with a smooth knit bootie to compliment your style staples! The booties feature an above-the-ankle fit, a pointy toe, and a sturdy block heel. Complete with a cardigan and high waist jeans! 

    Fit & Features

    • 3.5" Block heel, 4" leg opening, 6" shaft height
    • Smooth knit material 
    • Pointy toe
    • Above-the-ankle fit
    • Runs true to size

    Style Number/Barcode: 07403-1794

    Category Name: Back To Campus Outfits

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: 7, 7.5, 8, 8.5

    Product Badge:
    • Sale
  • Chic And Trendy Huggie Hoop Earrings Set

    This dainty huggie hoop earrings set features a classic design, a heart charm design, and a rhinestone cross charm design for the perfect mix of chic and trendy. Pair with a layered necklace!

    Fit & Features

    • Three-pack huggie hoop earrings set
    • Small open-ended hoops with heart charm, post-back closure
    • Small classic hoops, omega closure
    • Small open-ended hoops with rhinestone cross charm, post-back closure

     

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

    Style Number/Barcode: 07001-2163

    Category Name: Back To Campus Outfits

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Buckled Beauty Mid-Rise Denim Shorts

    These mid-rise denim shorts serve attitude with buckle side straps that flirt hard. Pair with a crop top and watch heads turn at concerts, carnivals, and summer nights out!

    Fit & Features

    • Dark wash denim fabric
    • Mid-rise waist, front zipper closure
    • Side buckled strap accents
    • Back pockets
    • Form-hugging fit
    • Cheeky hem
    • Runs true to size

    Style Number/Barcode: 06603-000070

    Category Name: Back To Campus Outfits

    Price: $36.90

    Availability: In Stock

    Available Color: DARK, DENIM

    Available Size: S, M, L, XL

    Product Badge:
    • New Arrival
  • Simple Statement Layered Stone Pendant Necklace

    Adorn your outfit with this statement layered necklace featuring a sleek snake chain choker layer and a dainty twist chain layer with a colored stone pendant. Complete the look in a chic midi dress for any occasion!

    Fit & Features

    • Snake chain choker layer
    • Dainty twist chain layer with colored stone pendant
    • Lobster clasp closure

    Style Number/Barcode: 07002-1852

    Category Name: Back To Campus Outfits

    Price: $10.90

    Availability: Out of Stock

  • Sun’s Out, Shorts On High-Rise Denim Shorts

    If summer had a uniform, it’d start right here. With a high-rise waist, distressed accents, and a frayed hem, these denim shorts bring all the heat without trying.

    Fit & Features

    • Medium wash denim fabric
    • High-rise waist
    • Distressed accents
    • Frayed hem
    • Front button closure, belt loop accents
    • Five-pocket styling
    • Runs true to size

    Style Number/Barcode: 06603-000014

    Category Name: Back To Campus Outfits

    Price: $34.90

    Availability: In Stock

    Available Color: MED, DENIM

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

    Product Badge:
    • New Arrival
  • On Point In Ponte Knit High Waist Mini Skirt

    Make every outfit on-point in this high-waist mini skirt. This moderately stretchy ponte fabric creates a form-fitting look perfect to pair with a bodysuit blouse for the office or head for a night out with the squad in a trendy crop top and strappy heels.

    Fit & Features

    • High-rise waist
    • Bodycon silhouette
    • Mini-length hem
    • Ponte lined fabric
    • Moderate stretch
    • Style runs small

    Style Number/Barcode: 06501-2602

    Category Name: Back To Campus Outfits

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

  • Feel The Romance Long Sleeve Lace Skater Romper

    This lace romper features sheer fitted long sleeves, a tie-back design, and a flattering ruffled skater silhouette. Style with heels for any occasion.

    Fit & Features

    • Lace fabric, stretchy short knit lining
    • Sheer fitted long sleeves with flare cuffs
    • Square neckline
    • Tie-back design
    • Ruffled skater silhouette
    • Romper in size small is 29" shoulder to hem with a 10" front rise and a 1.5" inseam
    • Runs true to size

    Style Number/Barcode: 06503-1231

    Category Name: Back To Campus Outfits

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Double Duty Cropped Tank

    Elevate your outfits with this sleek and smooth crop tank top, perfect for dressy or casual ensembles. The flattering square neck tank top is made of soft knit fabric that hugs and sculpts your curves flawlessly. The wide shoulder straps are designed to discreetly hide your bra, while the double-lined bodice creates a seamlessly smooth look. Elevate any denim 'fit or complement any dressy ensemble for a perfectly polished look.

    Fit & Features

    • Sleeveless scoop neckline
    • Tank shoulder straps
    • Cropped hem
    • Double-lined knit fabric
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06002-1174

    Category Name: Back To Campus Outfits

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale