We Asked Teachers Across the Country to Share Their Most Comfortable Work ’Fits for School This Year

Best Teacher-Recommended Clothes for Back to School

As the back-to-school season approaches, teachers are gearing up with their most comfortable and stylish outfits to tackle the challenges of a new academic year. Who better to provide fashion advice for the classroom than those who spend their days juggling between lessons and activities? To streamline your wardrobe choices, we asked educators from various regions to share their top picks for comfortable work attire that doesn’t compromise on style.

From the bustling hallways to the classroom cleanup duties, teachers need clothing that can keep up with their demanding schedules. Drawing insights from a diverse group of teachers, we’ve curated a list of teacher-recommended wardrobe essentials that promise both comfort and chic style. The recommendations span a range of styles, including midi skirts, overalls, wide-leg pants, sandals, and accessories, with prices starting as low as $15.

Among the highlighted teacher-recommended back-to-school clothing options are versatile pieces that are both practical and fashionable. The selection includes items like the Drop Florencia Linen Maxi Dress, Lee Vintage Overalls, Mlxsj High-Waisted Midi Skirt with Pockets, Zara Basic Poplin Shirt, Old Navy High-Waisted Pixie Skinny Ankle Pants, Old Navy Soft-Knit Pointed-Toe Ballet Flats, Vera Bradley Zip ID Case and Lanyard, Minibee Cropped Corduroy Pants, The Drop Samantha Flat Strappy Lace-Up Sandal, and Denim Trucker Jacket.

Former elementary school teacher, Nicolette Paraschak, based in Tampa, Florida, favours the lightweight and breathable Drop Florencia Linen Maxi Dress from Amazon as a go-to option for staying cool and comfortable throughout the day. The polka-dot design adds a touch of whimsy to her wardrobe, while the dress’s quality ensures ease of movement during classroom activities.

In Hawai’i, teacher Madison Rice recommends overalls as a versatile and practical choice for educators due to their casual yet functional appeal. Whether it’s for storing classroom essentials or embracing personal style, overalls offer both comfort and mobility for teachers like Rice. The embroidered overalls from Free People or the pink ones by Lee Vintage are popular picks among educators looking for a blend of style and functionality.

For sixth-grade humanities teacher Jennifer Reinhardt, the focus is on simplicity and convenience. She opts for the Mlxsj High-Waisted Midi Skirt with Pockets as a versatile piece that pairs well with school spirit wear like a mascot T-shirt and comfortable footwear. The skirt’s practicality, with handy pockets and an adjustable waistband, simplifies the daily task of outfit selection for busy educators.

Incorporating classic pieces into her wardrobe, eighth-grade teacher Angel Chapman values comfort and professionalism. She recommends the Zara Basic Poplin Shirt as a versatile staple that can be effortlessly paired with different bottoms for a polished look. The collared button-up shirt’s timeless appeal makes it a versatile piece for various occasions, whether in or out of the classroom.

Former third-grade teacher Sylwia Gorczyca swears by the reliability of Old Navy High-Waisted Pixie Skinny Ankle Pants for enduring the school year’s demands. The pants’ stretchy fabric and range of colours make them a practical and stylish choice for everyday wear. With positive reviews highlighting their comfort and versatility, these pants are a favourite among educators seeking durability and style.

Comfort is key for 12th-grade teacher Carlee Augliera, who prioritises footwear that can withstand long days on her feet. The Old Navy Soft-Knit Pointed-Toe Ballet Flats provide the right balance of comfort and style, making them an essential part of Augliera’s wardrobe. The flats’ design, with a soft material and pointed toe, offers both comfort and sophistication for educators looking for practical yet stylish footwear.

To stay organised and efficient in the school setting, former middle school teacher Lindsay O’Mara recommends the Vera Bradley Zip ID Case and Lanyard as a functional accessory for holding essential items like IDs and keys. The convenient zip pocket and lanyard design make it easy for teachers to keep their essentials at hand while navigating their daily routines with ease.

In regions like Southern California, layering becomes a crucial style strategy to adapt to fluctuating temperatures throughout the day. Eighth-grade teacher Angel Chapman opts for the versatile Denim Trucker Jacket as a go-to piece for transitioning between cool mornings and warmer afternoons. The jacket’s structured design and convenient features make it a practical yet stylish choice for educators seeking comfort and functionality.

As the back-to-school rush approaches, it’s clear that teachers are not only dedicated to their students’ education but also to their own comfort and style. By incorporating practical and chic wardrobe essentials like versatile skirts, reliable pants, comfortable footwear, and functional accessories, educators are ready to tackle the new school year with confidence and ease. From classroom essentials to personal style statements, these teacher-recommended clothing picks offer a blend of comfort, functionality, and fashion-forward appeal for educators navigating the demands of the academic setting.