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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.

  • Adorably Chic Lace Trim Plaid Mini Dress

    This adorable plaid mini dress features sheer lace trims at the neckline and hem and a center bow detail to add a chic touch of femininity. The bodycon silhouette will hug your gorgeous curves, a perfect option for date night.

    Fit & Features

    • Plaid printed woven fabric with sheer lace trims, moderate stretch
    • Square neckline with small bow detail
    • Spaghetti strap
    • Mini-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5838

    Category Name: Back To Campus Outfits

    Price: $21.00 $29.90

    On Sale: Yes

    Availability: In Stock

    Available Color: CHARCOAL

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Tiny & Textured Shimmer Hoops

    These hoop earrings have a hint of shimmer to them and are the perfect detail to complete your look. They feature a dainty textured design that is unique from your typical hoop earrings. A great accessory for girl's night, pair these hoops with a crop top and faux leather mini skirt for an edgy vibe.

    Fit & Features

    • Thin textured design
    • Slight shimmer
    • Hook and loop closure, post-back closure

     

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

    Style Number/Barcode: 07001-0116

    Category Name: Back To Campus Outfits

    Price: $6.90

    Availability: Out of Stock

  • Autumn Attitude Strapless Pleated Plaid Mini Dress

    Embrace the new season in this plaid mini dress featuring a strapless neckline, form-hugging silhouette, and a flirty pleated mini-length hem. Perfect for back-to-school and styling with flats.

    Fit & Features

    • Plaid pattern, knit fabric, moderate stretch
    • Strapless folded neckline
    • Form-hugging silhouette
    • Pleated mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-5863

    Category Name: Back To Campus Outfits

    Price: $25.00 $34.90

    On Sale: Yes

    Availability: In Stock

    Available Color: GRAY

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Cubic Zirconia Studs Set

    Glam up your look with this cubic zirconia stud earrings set. This pack of six varying-sized studs gives you the option of how much bling you want to rock for the day. Perfect to dress up an everyday outfit to go run errands. Pair with a chic bodysuit and distressed denim and you'll be all ready to go!

    Fit & Features

    • Cubic zirconia
    • Post-back closures, rubber stoppers
    • Set of six studs

     

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

    Style Number/Barcode: 07001-3731

    Category Name: Back To Campus Outfits

    Price: $12.90

    Availability: Out of Stock

  • Sweetly Trendy High-Rise Pleated Denim Mini Skirt

    This denim mini skirt features a flattering high-rise waist and pleated hem for added flirty flair. Perfect for styling with a basic tee and sneakers.

    Fit & Features

    • Cotton-blend denim fabric, minimal stretch
    • High-rise waist
    • Hidden front zipper with dual button closures
    • Four-pocket styling, belt loops
    • Fitted pleated mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 06601-0211

    Category Name: Back To Campus Outfits

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M

    Product Badge:
    • Sale
  • Girl On The Go Platform Block Heel Loafers

    These faux leather loafers feature a sleek closed design, a platform sole that elevates the style, and a block heel. Perfect for styling with a blazer for a posh look.

    Fit & Features

    • Block heel
    • Faux leather material
    • Square toe
    • Closed design
    • Platform sole
    • Runs true to size

    Style Number/Barcode: 07401-4989

    Category Name: Back To Campus Outfits

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Back To Basics Ribbed Knit Midi Dress

    Every girl needs this basic ribbed knit midi dress in her line up! The dress features a classic crew neckline and short sleeves perfect for layering with a sweater or jacket and a form-hugging fit.

    Fit & Features

    • Ribbed knit fabric with brushed knit lining, plenty of stretch
    • Crew neckline
    • Short sleeves
    • Midi-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05102-5603

    Category Name: Back To Campus Outfits

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: In Stock

    Available Color: CHARCOAL

    Available Size: L

    Product Badge:
    • Sale
  • Buckle Up Babe Sleeveless Bodycon Mini Dress

    This sleeveless mini dress boasts a flattering square neckline with edgy faux leather adjustable belt buckle straps and a bodycon fit. Complete the look with booties.

    Fit & Features

    • Woven fabric, stretchy knit lining
    • Square neckline
    • Faux leather belt buckle adjustable straps
    • Back zipper closure
    • Bodycon mini-length fit
    • Runs true to size

    Style Number/Barcode: 05103-5841

    Category Name: Back To Campus Outfits

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Crush Long Sleeve Cable Knit Sweater Topper

    A cable knit sweater topper features cozy fitted long sleeves, a crew neckline, and an ultra-cropped hem perfect for layering over your favorite outfits. 

    Shop Matching Crop Top & Skort: Sweet Crush Sweetheart Knit Crop Top, Sweet Crush High Rise Belt Knit Mini Skort

    Fit & Features

    • Cable knit fabric, moderate stretch
    • Fitted long sleeves
    • Crew neckline
    • Ultra-cropped length hem
    • Runs true to size

    Style Number/Barcode: 06005-2031

    Category Name: Back To Campus Outfits

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: In Stock

    Available Color: TAUPE

    Available Size: L

    Product Badge:
    • Sale
  • Legendary Style Western Buckle Faux Leather Sandals

    It's impossible not to make an iconic fashion statement in these faux leather sandals! Featuring a sleek square toe, a flat sole, and a Western-inspired buckle along the strap for added flair. Complete the look with a trendy denim jacket.

    Fit & Features

    • Square toe
    • Flat sole
    • Western-inspired buckle on strap
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07404-1239

    Category Name: Back To Campus Outfits

    Price: $9.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chicly Femme Bodycon Abstract Mesh Midi Dress

    A sleeveless midi dress features a square neckline and a bodycon silhouette that flaunts your curves. The abstract print mesh fabric offers an artsy look. Perfect for styling with stilettos.

    Fit & Features

    • Abstract print, mesh fabric
    • Square neckline
    • Spaghetti straps
    • Bodycon midi-length fit
    • Runs true to size

    Style Number/Barcode: 05102-5580

    Category Name: Back To Campus Outfits

    Price: $19.97 $34.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Effortless Mentality Scoop Neck Crop Top

    Create a flawless outfit with this essential basic crop top! The top features a flattering scoop neckline, spaghetti straps, and a fitted crop hem on double-lined stretchy rib knit fabric. Complete the look with denim shorts.

    Fit & Features

    • Stretchy rib knit double-lined fabric
    • Scoop neckline
    • Spaghetti straps
    • Fitted crop length
    • Runs true to size

    Style Number/Barcode: 06002-1855

    Category Name: Back To Campus Outfits

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN, OFF, WHITE

    Available Size: S, M

    Product Badge:
    • Sale
  • Up A Notch Sleeveless V-Neck Knit Bodysuit

    Take your classic style up a notch with this sleeveless bodysuit to create all sorts of trendy outfits this season! The bodysuit is crafted from a stretchy knit fabric with a V-neckline, tank shoulder straps that cross in the back, a form-hugging fit, and a thong bottom with snap-button closures. Complete the look in high-rise jean shorts and sandals for casual plans!

    Fit & Features

    • Knit fabric, moderate stretch
    • V-neckline
    • Tank shoulder straps
    • Form-hugging fit
    • Thong bottom, snap-button closures
    • Runs true to size

    Style Number/Barcode: 06005-2001

    Category Name: Back To Campus Outfits

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lounge Moments Basic Short Sleeve Rib Knit Romper

    Get obsessed with leisurely days when all you need is this rib knit romper and an iced latte! Crafted with a stretchy rib knit fabric, this romper will keep you feeling snug all day long with its perfect form-hugging fit. Featuring short sleeves, a square neckline, and a short-length hem, you'll love running errands or lounging in it. Complete the look with sneakers and a cropped jacket. 

    Fit & Features

    • Stretchy rib knit fabric, double-lined
    • Square neckline
    • Form-hugging fit
    • Short-length
    • Romper in size small is 28" shoulder to hem with a 4" inseam
    • Runs true to size

    Style Number/Barcode: 07109-0398

    Category Name: Back To Campus Outfits

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Preppy Impression Striped V-Neck Sweater Crop Top

    Make a preppy impression in this sweater crop top featuring cozy long sleeves and a striped V-neckline. The knit fabric offers comfortable stretch and softness perfect for pairing with your favorite bottoms and boots.

    Fit & Features

    • Soft and stretchy knit fabric
    • Long sleeves
    • Striped V-neckline
    • Cropped length hem
    • Runs true to size

    Style Number/Barcode: 06005-2055

    Category Name: Back To Campus Outfits

    Price: $36.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Staple Ribbed Knit Skater Dress

    A chic staple skater dress featuring a flirty off-the-shoulder folded neckline and a short-length perfect for styling with boots or heels.

    Fit & Features

    • Ribbed knit fabric with plenty of stretch
    • Off-the-shoulder neckline, fold-over accent
    • Long fitted sleeves
    • Short-length hem
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 06005-2237

    Category Name: Back To Campus Outfits

    Price: $36.90

    Availability: In Stock

    Available Color: PINK, OATMEAL, BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Stunning Sparkle Large Hoop Earrings

    Give off a stunning sparkle when these hoops catch the light! These hoop earrings feature beautiful crystal-like details to top off all your looks with a bit of bling. Topped with post-back closures for easy wear. Style these sleek hoops with a chic bodysuit and high waist jeans for an effortlessly put-together look.

    Fit & Features

    • Large hoop design
    • Cyrstal-like details 
    • Post-back closure

     

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

    Style Number/Barcode: 07001-0105

    Category Name: Back To Campus Outfits

    Price: $10.90

    Availability: In Stock

    Available Color: GOLD

    Available Size: NS

  • Flirty Expression Sleeveless Plaid Mini Dress

    A sleeveless plaid mini dress features a flattering square neckline with a satin bow, shoulder straps, and a bodycon silhouette. Perfect for back-to-school styling.

    Fit & Features

    • Plaid woven fabric, bust lining, minimal stretch
    • Square neckline with satin bow
    • Shoulder straps
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5825

    Category Name: Back To Campus Outfits

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

  • Stealing Looks Sleeveless Zip-Up Romper

    You'll steal all the stares in this sleeveless romper! This romper is made to flatter with a zip-up front collar neckline for sporty flair and a form-hugging fit that flaunts your curves.

    Fit & Features

    • Stretchy rib knit fabric
    • Zip-up front collar neckline
    • Form-hugging silhouette
    • Short-length hem
    • Runs true to size

    Style Number/Barcode: 06503-000069

    Category Name: Back To Campus Outfits

    Price: $39.90

    Availability: In Stock

    Available Color: BLACK, PINK

    Available Size: XS, S, M, L

  • Easy Bliss Turtleneck Striped Mini Dress

    This sleeveless knit mini dress boasts a turtle neckline and a bodycon silhouette with a trendy striped pattern. Style with simple hoop earrings for any casual plans.

    Fit & Features

    • Striped pattern, stretchy knit fabric
    • Turtle neckline
    • Bodycon mini-length fit
    • Runs true to size

    Style Number/Barcode: 06005-2045

    Category Name: Back To Campus Outfits

    Price: $7.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet But Savage Lace Floral Leopard Mini Dress

    Giving major heartbreaker energy! This flirty A-line mini dress hugs you just right with its mesh fabric and mixed prints. Pair it with heels or a chunky boot—your vibe, your rules.

    Fit & Features

    • Floral leopard print, mesh fabric, stretchy knit lining
    • Sweetheart neckline, adjustable spaghetti straps
    • Lace underwire bust with bow
    • Back zipper and hook-eye closure
    • Princess seams down the front
    • A-line silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000267

    Category Name: Back To Campus Outfits

    Price: $39.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: S, M, L

    Product Badge:
    • New Arrival
  • Flirty Perfection Ruffled Floral Chiffon Skort

    A floral chiffon skort features a flattering high-rise waist with a side tie for trendiness and a faux wrap ruffled mini-length hem. Perfect for styling with a basic top and boots.

    Fit & Features

    • Floral print, chiffon fabric, stretchy knit shorts lining
    • High-rise waist with side tie
    • Form-hugging fit
    • Faux wrap ruffled mini-length hem
    • Runs true to size

    Style Number/Barcode: 06403-0571

    Category Name: Back To Campus Outfits

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mexico Tulum Graphic Tee

    Grab your crew and head on vacay with this cute knit graphic tee with a paradise graphic and a script that reads "Mexico Tulum".

    Fit & Features

    • Stretchy cotton-blend knit fabric
    • Short sleeves
    • Crew neckline
    • Paradise graphic, script reads "Mexico Tulum"
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06002-000037

    Category Name: Back To Campus Outfits

    Price: $22.90

    Availability: In Stock

    Available Color: WHITE

    Available Size: XS, S, M, L

  • Channel Cute Mid-Rise Pleated Denim Mini Skirt

    You'll be channeling cute in this denim mini skirt to the coffee shop or casual plans with friends! The mid-rise waist and pleated A-line silhouette create a flattering fit, while the cargo flap pockets add a touch of utility to hold your cash, cards, or keys. Perfect for any occasion, this mini-length skirt will be a versatile addition to your wardrobe. Complete the look in a smooth basic tee and boots for an edgy-cute vibe!

    Fit & Features

    • Denim fabric with stretch
    • Cargo flap pockets
    • Front button and hidden zipper closure
    • Mid-rise waist
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 06601-0215

    Category Name: Back To Campus Outfits

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock