Stylist-Approved Outfits for Every Day of the Week

The challenge of what to wear to work in the summer is all too real. With rising temperatures outside and blasting AC units inside, it can be difficult to determine what’s office appropriate and what’s cool enough for the commute. Here, our cheat sheet on how to dress for your 9-to-5 and beyond.

  • Warm Raffia and Black Tokyo Tote
    Demellier
    Warm Raffia and Black Tokyo Tote

    $5,100

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Summer in the City

With sophisticated silhouettes, cool-yet-crisp materials, and on-trend accessories, consider this your capsule wardrobe for hot days ahead.

  • Chocolate Croc Mini Bucket
    Mansur Gavriel
    Chocolate Croc Mini Bucket

    $4,750 $2,400

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Monday

Whether you’re working from home or walking to work, an on-trend suit vest and short combo is a smart choice to kick off the week. Tip: Add the cool factor with a studded black ballet flat and shiny bucket bag that can be worn crossbody to carry all the essentials. 

  • Ivory Cashmere Crewneck Sweater
    Tuckernuck
    Ivory Cashmere Crewneck Sweater

    $1,450

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  • Caramel Medium Tulip Shoulder Bag
    Little Liffner
    Caramel Medium Tulip Shoulder Bag

    $5,000 $3,500

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Tuesday

You know how you reach for your darkest jeans when you want to dress up an outfit? Apply the same logic when selecting a midi dress for work. The dark denim material will feel current and sophisticated in the boardroom and just as chic after hours.

  • Blue Stripe Sofia Shirt
    Tuckernuck
    Blue Stripe Sofia Shirt

    $860

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  • Gold Camille Earrings
    Lie Studio
    Gold Camille Earrings

    $2,000

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Wednesday

Put a twist on the classic button-up with a short-sleeve silhouette in a menswear-inspired stripe. This boyish crop looks great with a white slip skirt and little red kitten heels—plus, the woven bag is practical enough to carry your laptop but adds a seasonal touch of texture that we love.

  • Ecru Merida Jean
    Apiece Apart
    Ecru Merida Jean

    $2,600 $2,100

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  • Brown Croc-Embossed Classic Belt
    Tuckernuck Accessories
    Brown Croc-Embossed Classic Belt

    $785

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  • Gold Snake Chain Necklace
    Tuckernuck Jewelry
    Gold Snake Chain Necklace

    $385 $250

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Thursday

This outfit is proof that investing in wardrobe workhorses pays off time and time again. For summer, keep the blazer at the office (hello, cold boardrooms!) and break up the monochromatic look with an outfit-making belt in a glossy croc. Tip: Opt for an on-trend mesh flat that’s a fun take on an open-toe shoe for the office.

  • Gold Gia Bangle
    Jenny Bird
    Gold Gia Bangle

    $1,350

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  • Gold Chunky Doune Hoops
    Jenny Bird
    Gold Chunky Doune Hoops

    $1,100

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  • Black Original Wayfarer Classic Low Bridge Sunglasses
    Ray-Ban
    Black Original Wayfarer Classic Low Bridge Sunglasses

    $1,450

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Friday

A tailored tweed romper takes the thought out of dressing and makes an instant outfit for running to meetings around town. Be practical in woven Mary Janes and a roomy shoulder bag, then take your wallet out straight to happy hour.

  • Black Original Wayfarer Classic Low Bridge Sunglasses
    Ray-Ban
    Black Original Wayfarer Classic Low Bridge Sunglasses

    $1,450

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  • Gold Ingrid Earrings
    Lie Studio
    Gold Ingrid Earrings

    $2,000

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  • Brown Leather Meg Mini Skirt
    Tuckernuck
    Brown Leather Meg Mini Skirt

    $1,350

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Saturday

Shake things up for playtime plans by pairing the color of the season (tomato red!) with a mini skirt in an unexpected leather material. Tip: Warm up this outfit for summer with a raffia flat and straw bag.

  • Black Cashmere Silk Blend Katie Tee
    Tuckernuck
    Black Cashmere Silk Blend Katie Tee

    $1,200

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  • Black Croc Effect Vancouver Bag
    Demellier
    Black Croc Effect Vancouver Bag

    $4,700

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  • Gold Chunky Doune Hoops
    Jenny Bird
    Gold Chunky Doune Hoops

    $1,100

    Shop Now
  • Gold Snake Chain Necklace
    Tuckernuck Jewelry
    Gold Snake Chain Necklace

    $385 $250

    Shop Now
  • Black Original Wayfarer Classic Low Bridge Sunglasses
    Ray-Ban
    Black Original Wayfarer Classic Low Bridge Sunglasses

    $1,450

    Shop Now
Sunday

A lightweight cashmere tee is a weekend staple that can be layered any number of ways. This crew is brunch ready with the addition of a gold necklace, linen midi skirt, and black slides that make the look pop.