These Trendy Back-to-School Outfits Will Help You Conquer the First Day (2024)

Pencils, schedule, backpack — check, check, and check. Now what about your first day of school outfit? If you haven't figured out the perfect first-day 'fit for strutting down the school halls, now is the time to start thinking about it. You want your look to jump out, but you also want to be totally comfortable and feel like yourself in whatever you end up wearing.

The good news is that there are a ton of easy-to-wear styles trending right now that are perfect for still-warm September days but also accommodate for your itch to break out the fall boots and sweaters. If you own a slip dresses, you could wear them under any jacket, over any T-shirt, or with any boots and it'll look put-together. Or take button-down shirts as another example – you can rock them over crop tops, under preppy sweaters, tucked into mom jeans or worn with biker shorts.

Whether you're headed back to high school or off to your first-ever day of college (Eeek!), take a quick scroll through these back to school looks before the first day of the fall semester comes around.

Ties For Days

These Trendy Back-to-School Outfits Will Help You Conquer the First Day (1)

Steal a necktie from your dad's closet for a Gossip Girl-worthy ensemble. All you need is an oversized blazer, a mini skirt, a pair of chunky loafers, and some sick shades.

Kihatwin Black White Polka Dot Silk Dress Tie

These Trendy Back-to-School Outfits Will Help You Conquer the First Day (2)

Kihatwin Black White Polka Dot Silk Dress Tie

Mixed Prints & Patterns

These Trendy Back-to-School Outfits Will Help You Conquer the First Day (3)

Feeling stuck in a fashion rut? Open up your closet and pick out three random pieces that spark the most joy, even if you end up with a print combo you wouldn't normally wear, and try them on together. There's something about tons of color that just hits different.

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ASOS DESIGN Satin Shirt With 70s Collar in Blue

These Trendy Back-to-School Outfits Will Help You Conquer the First Day (4)

ASOS DESIGN Satin Shirt With 70s Collar in Blue

All-White Before Labor Day

These Trendy Back-to-School Outfits Will Help You Conquer the First Day (5)

There's nothing crisper than an all-white monochrome 'fit. Pair a slip skirt with your freshest sneakers, and coordinate with your bestie for a double slay.

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Coconut Girl Vibes

These Trendy Back-to-School Outfits Will Help You Conquer the First Day (7)

Summer vacay may be over, but you can keep the party vibes going with hibiscus prints and bright primary colors that bring back beach mems.

Cider Landscape Painting Ruched Skirt

These Trendy Back-to-School Outfits Will Help You Conquer the First Day (8)

Cider Landscape Painting Ruched Skirt

Now 72% Off

Preppy Knit Sweaters

These Trendy Back-to-School Outfits Will Help You Conquer the First Day (9)

Bella Hadid knows how to do prep in a knit top layered over a white collared shirt. Graphic pants and chunky boots make this outfit feel more relaxed.

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Reformation Newsprint High Rise Straight Long Jeans

These Trendy Back-to-School Outfits Will Help You Conquer the First Day (10)

Reformation Newsprint High Rise Straight Long Jeans

Now 25% Off

Fresh Kicks

Sometimes all you need to spice up an outfit like a white top and jeans is a cool new pair of sneakers, like these Air Jordans that Adut Akech is rocking.

Nike WMNS AIR JORDAN 1 LOW‌

These Trendy Back-to-School Outfits Will Help You Conquer the First Day (12)

Nike WMNS AIR JORDAN 1 LOW‌

Now 31% Off

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Vacation Shirts, Repurposed

These Trendy Back-to-School Outfits Will Help You Conquer the First Day (13)

Those funky button-downs you wore on vacay? Take them with you into fall by layering them over crop tops to make them more school-appropriate. Steal your bf's shirt for that extra slouch factor.

L.L. Bean Organic Classic Cotton Shirt, Stripe, Short-Sleeve

These Trendy Back-to-School Outfits Will Help You Conquer the First Day (14)

L.L. Bean Organic Classic Cotton Shirt, Stripe, Short-Sleeve

Now 38% Off

Faux Leather

These Trendy Back-to-School Outfits Will Help You Conquer the First Day (15)

Take a page out of Olivia's book and fall-ify your colorful, bright summer crochet sets by tossing a leather jacket over them.

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BHMAWSRT Faux Leather Blazer

These Trendy Back-to-School Outfits Will Help You Conquer the First Day (16)

BHMAWSRT Faux Leather Blazer

Cropped Button-Downs

These Trendy Back-to-School Outfits Will Help You Conquer the First Day (17)

Your dad's button-down shirt can be refashioned into a crop top with a few snips and tucks. Pair it with a high-waisted mini to skirt (no pun intended!) past dress code rules.

OMSJ Long Sleeve Button-Down Shirt

These Trendy Back-to-School Outfits Will Help You Conquer the First Day (18)

OMSJ Long Sleeve Button-Down Shirt

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Playing With Bold Colors

These Trendy Back-to-School Outfits Will Help You Conquer the First Day (19)

Make your Euphoria-inspired going-out tops more classroom-ready with layering. Start with matching pants, and then grab a lightweight jacket for those chillier mornings.

Allegra K Sequined Shining Camisole

These Trendy Back-to-School Outfits Will Help You Conquer the First Day (20)

Allegra K Sequined Shining Camisole

Now 11% Off

These Trendy Back-to-School Outfits Will Help You Conquer the First Day (21)

Kelsey Stiegman

Senior Style Editor

Kelsey is Seventeen.com's fashion expert and resident Harry Potter nerd. At the office, she spends her day writing about style, beauty, and literally every move Kylie Jenner makes. On the weekends, you can find her sifting through vintage shops and hunting for the perfect burger. Follow her on Instagram at @klstieg.

These Trendy Back-to-School Outfits Will Help You Conquer the First Day (22)

Hannah Oh

Assistant Shopping Editor

Hannah is the assistant shopping editor at Cosmopolitan, covering all things from cute apartment decor to trendy fashion finds, TikTok products that are actually worth your $$$, and the perfect gift to buy for your boyfriend's mom. She previously wrote for Seventeen and CR Fashion Book. Follow her on Instagram for hot takes on red carpet fashion and unhinged updates on the books she’s reading on the train.

These Trendy Back-to-School Outfits Will Help You Conquer the First Day (2024)

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