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Dickies outfits for back to school bring effortless style and confidence to your everyday rotation. Whether you’re heading from class to after-school hangs or just want to keep it fresh in the halls, these looks are all about comfort and versatility. Get ready to step into the new year with fresh fits that make getting dressed easy—because back to school is all about showing up as your best self, every single day.

$49.99
Now $34.97 (30% Off)

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A durable olive pant with double knee construction, moisture-wicking polyester blend, and contrast stitching.

$29.99
Now $14.97 (50% Off)

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A durable, stain-resistant khaki pant with a slim fit and straight-leg style for boys.

$69.99
Now $48.99 (30% Off)

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A versatile cotton-blend denim overall with reinforced panels, 11 pockets, and a straight leg design.

$44.99
Now $19.97 (56% Off)

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A pair of black cotton cargo shorts with multiple pockets and contrast stitching, exclusive to Tillys.

$39.99

A Tillys exclusive slim taper pant in black with a polyester-cotton blend and button welt pockets.

$39.99
Now $19.97 (50% Off)

SALE!

A versatile pair of black straight-leg pants with utility pockets and loop, made from 98% cotton.

$39.99

A pair of brown slim taper pants with flex fabric and convenient slant front pockets.

$39.99

A classic black pant with a tab closure, slant pockets, and a durable polyester-cotton blend.

$49.99

A durable black pant with reinforced knees, slim fit, and easy-care brushed twill fabric.

$39.99

A Tillys exclusive pair of slim taper pants with a polyester-cotton blend and multi-color design.

$39.99

A slim taper pant in a multi-color polyester-cotton blend with flex fabric and contrast zip trim.

$29.99

A durable charcoal work pant with wrinkle resistance and stain release, made from polyester-cotton blend.

$34.99

A durable pair of multi-color pants featuring reinforced knees and multiple pockets, crafted from polyester-cotton blend.

$34.99

A durable pair of black pants featuring double knee panels and multiple pockets, crafted from polyester-cotton blend.

$49.99
Now $29.97 (40% Off)

SALE!

A pair of black, wrinkle-resistant, regular fit pants with a 27" cuffed inseam, made from polyester-cotton.

$39.99

A multi-colored pant with a tab closure, slant pockets, and a polyester-cotton blend.

$44.99
Now $24.97 (44% Off)

SALE!

An olive boys' hoodie with front and back graphics, fleece lining, and a front pouch pocket.

$39.99

A slim fit, wrinkle-resistant cargo pant made from lightweight polyester-cotton flex fabric in a multi-color design.

$59.99

A versatile pair of multi-colored cotton jorts featuring utility pockets and a hammer loop.

$49.99
Now $29.97 (40% Off)

SALE!

A durable olive pant with reinforced knees, slim fit, and wrinkle-resistant brushed twill fabric.

$39.99
Now $31.99 (20% Off)

SALE!

A versatile pair of brown straight-leg pants with utility pockets and loop, made from 98% cotton.

$44.99

A multi-colored blend of polyester and cotton cargo pants with multiple pockets and a belt loop waist.

$29.99

A moisture-wicking, wrinkle-resistant poly/cotton pant with a slim tapered fit and stain-release finish.

$39.99

A slim fit, wrinkle-resistant cargo pant with expandable pockets, crafted from durable polyester-cotton blend.

Dickies Outfits For Back To School

When it comes to gearing up for a new school year, nothing beats the feeling of a fresh start and a closet full of new looks that set the tone for the months ahead. Dickie outfits are a go-to for students who want to blend comfort, durability, and effortless style into their everyday fits. Whether you’re heading into high school, starting your first year of college, or just looking to update your wardrobe with pieces that work as hard as you do, these looks have a way of fitting right in. The versatility is unmatched—think classic workwear-inspired fits that transition easily from first period to after-school hangs, all while keeping your vibe on point. For parents, these picks are a solid choice for back-to-school shopping because they’re built to keep up with packed schedules, spontaneous adventures, and everything in between. If you’re shopping for a younger sibling, a best friend, or even treating yourself, these pieces make a great gift—especially for anyone who values both function and style in their daily routine.

July is all about those long, sun-soaked days and the anticipation of what’s next. As the countdown to the first bell begins, there’s a real energy in the air—the kind that has you planning out each outfit for the week, mixing and matching layers, and experimenting with new combos. Dickie outfits are perfect for this season, offering lightweight options that keep you cool during the final weeks of summer and easy-to-layer staples for when the mornings start to get crisp. Picture yourself stepping out in relaxed fits, sturdy fabrics, and colors that pop against the late summer sun, ready to take on whatever the day throws your way. These pieces aren’t just about looking good—they’re about feeling confident, moving freely, and showing up as your best self, whether you’re hitting the books, catching up with friends, or heading straight from class to your favorite skate spot. With so many ways to style these looks, you can make every day feel like a new opportunity to express yourself.

As you put together your back-to-school wardrobe, keep in mind the importance of finding pieces that are as practical as they are stylish. Dickie outfits are designed to handle the real-life wear and tear of a busy student lifestyle, from morning commutes to late-night study sessions. They’re easy to dress up or down, making them a smart pick for anyone who wants to keep their options open without sacrificing comfort. And if you’re looking to round out your collection with more on-trend picks, don’t miss the curated selection of Trendy Back To School Clothes for even more fresh styles to kick off the school year right. Whether you’re shopping for yourself or picking up a gift for someone special, these looks are ready to help you step into the new semester with confidence, creativity, and a little bit of that signature Tillys edge.

Top Picks For Dickies Outfits For Back To School