10 Comfortable & Cute Work-from-Home Outfits

When it comes to remote work style, it really depends on the job. Back when I worked in finance, I dressed up a little more—even from home. These days, as someone who works for herself, has two young kids and creates content from home – but also goes into my team office most days – my wardrobe leans business casual with a strong emphasis on comfort and polish.

If you’re on camera in Zoom meetings often, that will factor into what you wear. But no matter your setup, getting ready in the morning matters. It signals the start of your day, boosts productivity, and makes it easier to transition from “home mode” to “work mode.”

Here are ten of my go-to work-from-home outfits that strike the balance between comfortable and camera-ready. These aren’t the stiff suits of your old office job—but they’re not pajamas or workout gear either. Think soft fabrics, easy pieces, and elevated basics you can move in (and Zoom in).

10 Comfortable & Cute Work-from-Home Outfits

1. Jeans or Jean Shorts + Elevated Top

Perfect for warmer months or when you want to feel “dressed” without going all-in. I pair classic jeans or tailored denim shorts with a puff-sleeve blouse or linen button-down.

Pro tip: Stretch denim makes this combo extra wearable. Also, see my roundup of the best white jeans I rotate through as a working mom!

Here’s my roundup of The Best Comfortable Work Shoes to finish off your outfit!

2. Wide-Leg or Barrel Jeans + Fitted Tee

This combo feels effortless but styled. The volume on the bottom of wide-leg jeans balances a slim-fit tank or body-skimming tee on top. Great for standing meetings or school pickups right after.

Pro tip: Add gold jewelry or a simple belt to pull it together.

Here are The Best Jeans to Add to Your Closet (and how to style them)

3. Shirt Dress (Short or Long)

Shirt dresses are my warm-weather staple. They’re put-together but don’t cling or overheat. I love my Frank & Eileen shirt dress with woven leather slides and a messy bun on writing-heavy days.

Pro tip: Add a wide belt for shape or throw on a cardigan for cooler mornings.

4. Matching Set

Whether it’s a linen set– I love these linen shorts and button-down vest– or an elevated, structured travel set, matching sets create instant outfit energy. They look intentional even when they sometimes feel like loungewear.

Pro tip: Choose sets in neutral tones for easy accessorizing.

5. Midi Skirt + Elevated Tee

A flowy skirt and a tucked-in tee is the comfiest way to look polished. Add any of these white sneakers or neutral sandals, and you’re good to go.

Pro tip: Look for skirts with elastic waists for that WFH comfort factor.

6. Jumpsuit or Romper

One and done! I love a soft cotton or linen jumpsuit for days when I don’t want to think about what matches what.

Pro tip: Add earrings (I love these earrings from Susan Shaw) and slides and it’ll feel more styled than sweats—but just as easy.

7. Linen Pants + Button Down

Linen pants are an everyday go-to in spring and summer. I leave the button down half-tucked and wear it open over a ribbed tank if I’m heading out.

Pro tip: Choose breathable fabrics like cotton or linen to keep cool.

8. Button Down with Anything

Seriously—throw it over leggings, tuck it into joggers, pair it with trousers. A crisp button-down upgrades everything.

Pro tip: Keep one “Zoom-ready” button-down on a hook in your office for last-minute meetings.

Frank & Eileen carries some of my absolute favorite button-downs and other timeless basics — I actually rounded up all my top Frank & Eileen pieces in a separate post if you want to see my must-haves!

9. Tailored Short + an Elevated Top

If you’re working from home and tired of choosing between feeling put-together or staying comfy, tailored shorts and a polished top is a perfect solution. Add a simple slide or a pair of small gold hoops, and you’ve got an effortless, chic look that means business without ever leaving your living room.

Pro tip: Go for high-waisted shorts with structure– it instantly elongates the legs and pairs perfectly with a tucked-in blouse or lightweight sweater.

10. Loungewear (Very Rarely)

If I’m having a low-energy day or working late, I’ll reach for elevated loungewear. Think matching ribbed sets (I love this ribbed shirt and wide-leg pant set from Nuuds, cashmere joggers, or buttery soft knit pullovers).

Pro tip: Avoid old sweats unless you want to feel like you’re still in bed.

How Should I Dress When Working from Home?

It depends on your industry, your camera schedule, and your personal preference, but aim for a balance of comfort and polish. Clothes you can move in but still make you feel ready for the day. Business casual is a great baseline– you’ll be more productive when you feel put together.

What to Wear on the First Day of a Remote Job?

Go one notch more polished than you think you’ll need—especially if you’re meeting anyone on video. A white button-down, clean jeans, and simple jewelry never fail and make a great first impression. Skip the hoodie until you know the culture.

Final Thoughts:

Your work-from-home style doesn’t have to be fussy or formal. Build a small, versatile wardrobe of cozy pieces with structure: button-downs, easy dresses, linen pants, and matching sets. These outfits help you feel professional, comfortable, and motivated—even if your desk is ten feet from the couch.

And if you’re looking to upgrade your essentials, check out these related posts:

• Comfortable Work Shoes (That Aren’t Ugly)
  
• The Best Designer Work Bags
  
• Best Home Office Set Up Tips

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