Curating a versatile, well-rounded wardrobe is no easy feat. It might seem simple, but between basics, statement pieces, and those in-between items that bring everything together, there's a lot to take into account before entering a single credit-card digit. Plus, apart from those core year-round pieces, it's essential to consider how styles change every season and every year, meaning that one always has to stay on their toes, prepped and ready to add or remove garments, shoes, and accessories at any given moment.
If only there was a checklist like the one we all got on the first day of school that listed off every notebook, marker, and folder that was paramount to our success in the 180 days ahead, but instead of school supplies, it would name wardrobe items for each of the four seasons. That way, no one would ever get caught up unexpectedly mid-season and have to scramble to find a core piece of their wardrobe after every option has already sold out.
That was my train of thought at least, which is why I went ahead and made one myself—starting with summer, of course. This list will allow you to easily and in a very organized manner (can you tell I'm extremely type A?) check off this season's most necessary garments, shoes, and accessories one by one until your warm-weather wardrobe is complete. From every variation of ballet flats to the perfect white denim, scroll through the ultimate summer checklist below.
Skims dresses are baby soft, shockingly flattering, and priced perfectly. What more could you ask for?
Reformation
Sawyer Linen Dress
This feels like a dress I shouldn't have to convince anyone to buy.
Favorite Daughter
The Favorite Dress
To be worn 1000 different ways.
H&M
Crêped Slip Dress
This is the kind of dress you keep on you at all times just in case of emergency dinners, dates, and parties that call for a pretty all-occasion ensemble.
Madewell
Embroidered Eyelet Tie Back Cami Dress
Summer looks good on you when this dress is what you're wearing.
Christopher Esber
Galathea Lace-Trimmed Jersey Mini Dress
If it's daring, short, and fun to dance in, you've found a keeper.
If vintage is your vibe, though, just type "vintage Yves Saint Laurent Rivé Gauche blazer" into the search bar on The RealReal's app.
Zara
Textured Short Blazer
This jacket is the moment.
H&M
Double-Breasted Jacket
It wouldn't be wrong to add ivory and navy alternatives to your collection as well.
Mango
Classic Long Trench Coat
Whenever possible, prioritize staying dry.
Mango
Distressed-Effect Biker Jacket
Looking cool has never been easier.
Pants and Shorts
Reformation
Stevie Pant
The fold-over waist makes these timeless trousers feel modern and unexpected.
Wilfred
Alanya Pant
When black starts to feel boring.
Madewell
The Harlow Wide-Leg Pant
Size up for a slouchier look.
J.Crew
Maritime Tapered Pant
Yes, you need *both* linen and cotton trousers in white.
Staud
Luisa Pants
When the tag says Staud, the product most likely is a 10.
Zara
Long Pleated Shorts
There's a great pair from Khaite, too, but these are just as chic and a fraction of the price.
Miu Miu
Panama Cotton Shorts
It's only summer once a year. Don't shy away from taking advantage of it.
Tibi
Sid Wide-Leg Jeans
For anyone on a budget, go for this more affordable alt from Free People. That said, as a proud owner of Tibi's Sid jeans, I can say with certainty that they're worth the price.
Levi's
501 '90s Jeans
If you know, you know.
Madewell
The Perfect Vintage Raw Hem Straight Leg Jeans
Black jeans are as essential as blue ones.
Agolde
Fusion Low Rise Relaxed Straight Leg Organic Cotton Jeans
But in the summer, nothing beats a crisp white pair.
Skirts
Reformation
Lucy Skirt
Trust me—just do it.
Reformation
Gia Linen Midi Skirt
Nobody will expect you to pick a skirt in this shade. But that's exactly why you should.
Free People
Come As You Are Maxi Skirt
The '70s called. It wants its skirt trend back.
J.Crew
Gwyneth Slip Skirt
This season, style this skirt underneath a longline top or minidress for an interesting twist.
Vince
Satin Slip Skirt
There's a reason why Vince continues to make this skirt season after season. It's perfect just the way it is.
Since you already got mesh flats from The Row, you might as well save in the Mary Jane department by choosing this chic and affordable Sam Edelman style over the luxury brand's take on the retro footwear silhouette.
Mango
Bow Leather Ballerina
Metallic ballet flats are, indeed, a need and not a want.
J.Crew
Winona Penny Loafers
If you're not ready to splurge on a designer pair of loafers, either go with this on-sale pair from J.Crew or one from G.H. Bass—period.
Adidas
Samba OG Shoes
Yes, these are back in stock. Go wild.
Onitsuka Tiger
Mexico 66 Sneakers
Big fan—huge.
ME + EM
Patent Kitten Heel
Chic, classic, and utterly timeless, black point-toe kitten heels will always warrant a purchase.
H&M
Strappy Sandals
Buy before the white pair, like its snakeskin counterpart, sells out.
Tkees
Liners Flip Flops
Beach lovers know that Tkees flip-flops are elite.
Toteme
The Strappy Leather Sandals
I'm spellbound by these gorgeous strappy sandals from Toteme.
Bags
Charles & Keith
Cesia Metallic Accent Shoulder Bag
Add a zero and you'll get the price I thought this bag would be when I first saw it.
Bottega Veneta
Sardine Intrecciato Crossbody Bag
It's a big purchase certainly, but it's one you won't soon regret. (Trust me—I just made it myself.)
Khaite
Lotus Medium Suede Tote
Your computer's never had a chicer home.
Accessories
H&M
Cat Eye Sunglasses
If you're one to lose sunglasses on a monthly basis, it's paramount that you find chic pairs that cost next to nothing.
Ray-Ban
Classic Wayfarer 50mm Sunglasses
However, if you can hold onto your shades, timeless Wayfarers will last you forever.
The Frankie Shop
Embroidered Wool-Blend Baseball Cap
For bad hair, beach, and incognito days alike.
Madewell
Leather Western Belt
To wear with everything, every day.
Khaite
Julius Patent Leather Belt
To wear when you want to impress people and/or transform an otherwise boring ensemble. We love a versatile accessory.
Ben-Amun
Silver-Tone Cuff
Your wrist has never looked chicer.
Cartier
Panthère de Cartier Watch
My bad—I spoke too soon.
Zara
Sphere Earrings
Items in the frame may appear smaller than they really are.
Eliza Huber is an NYC-based senior fashion editor who specializes in trend reporting, brand discovery, and the intersection of sports and fashion. She joined Who What Wear in 2021 from Refinery29, the job she took after graduating with a business degree from the University of Iowa. She's launched two columns, Let's Get a Room and Ways to Wear; profiled Dakota Fanning, Diane Kruger, Katie Holmes, Gracie Abrams, and Sabrina Carpenter; and reported on everything from the relationship between Formula One and fashion to the top runway trends each season. Eliza lives on the Upper West Side and spends her free time researching F1 fashion imagery for her side Instagram accounts @thepinnacleoffashion and @f1paddockfits, watching WNBA games, and scouring The RealReal for discounted Prada.