Skip to main content


too cool for school: back to school outfit ideas

August 6, 2019

Summer is finally starting to wind down. Soon, you’ll pack away your swimsuits and reminisce about that resort vacation you took with the family—daydreaming about poolside piña coladas. School is almost back in session, which means your outfit game needs to be strong. The kids have their checklist of school supplies: binders, notebooks, and pencils…you know the drill. But do you have a checklist for yourself?

Forget about what the kids are wearing! What will you wear to drop-off and pick-up, parent-teacher conferences, and bake sales? We’ve put together six outfits for various school-related events you’ll be attending this year. Take a look below to make sure you get an A+ on style this school year! Oh, and while you’re at it…why not make a mother-child bonding day out of picking your first-day-of-school outfits? A little extracurricular styling never hurt anyone.

When you’re dealing with the morning rush, comfort is key. Opt for stretchy leggings and pieces that are easy to layer like the cozy Shetland Sweater, since those early fall mornings can be chilly. Try this look with a fun pair of sneakers and a tote for all your belongings.

Featured Items: Big Sur Shirt, High Legging, Shetland Sweater, Espadrilles, Tote

First impressions are always important, and while this is your chance to meet your child’s teacher, it’s also their chance to meet you! A wide-leg black trouser is professional, while the jacket and top add whimsical details. The warm color of our Sprinkle Top is great for first meetings.

Featured Items: Sprinkle Top, Chance Wide Leg, Checkmate Jacket, Pumps, Briefcase

When parents band together, they’re a force to be reckoned with! For your next PTA meeting, try our University Skirt for an academic flare, and pair it with a red blouse so you stand out. A classic long trench will tie this look together and give off that “getting things done” vibe.

Featured Items: Hothouse Blouse, University Skirt, Sherlock Jacket, Pumps, Tote

Heading to the game? This look has the perfect sporty flare with a little leopard print for a fierce, yet feminine touch. Our Turn Back Cardigan is a nod to vintage varsity jackets. You can complete the look with sneakers, a baseball cap, and some loud cheers for your kid on the field!

Featured Items: Crossover Cami, Turn Back Cardigan, Tuxedo High Straight, Sneakers, Baseball Cap

Whether the kids are out playing on the playground or working hard on a group project, you’ll be able to catch up with all the other moms over coffee in this girly, yet casual look. Belt this look at the waist (try it over the cardigan for some added interest), and sport some flats to keep your feet happy in case of a spontaneous game of tag.

Featured Items: Muse Dress, B-Side Cardigan, Beast Belt, The Dressmaker’s Necklace, Flats

Our Around the Clock Collection offers both style and comfort when it comes to athleisure outfits. Try adding some pink accessories for a pop of color in an otherwise neutral-toned look. Track your heart rate and more with an Apple Watch—the sleekest and chicest wearable accessory. Add some suede sneakers with this look for a little nostalgic wink.

Featured Items: Mini Stripe Tank, Pivot Jogger, Pivot Jacket, Sneakers, Apple Watch

This is more than enough to get you through the start of the school year. But while we’ve covered a ton of school-related events in this post, the question still remains: what’ll you wear on the first day of school? Snap a mother-child photo side by side, and post it to Instagram to show off your back to school style #toocoolforschool @cabiclothing. Class dismissed!