In need of some business casual work outfits that are cute yet comfy at the same time? Check out this post of stylish work outfit ideas for some inspiration!

Stylish Work Outfits That Are Still Comfy

By
Carolyn Arentson
Last Modified on December 16, 2023

This post may contain affiliate links.

Good morning!

It was requested of me to talk about business casual outfits that are still comfortable so here I am with my first try-on giving you some ideas on stylish work outfits that are still comfy!

Though I work from home now, I remember the first office type job I got. I was so excited to put my uniforms behind me and embrace the world of FASHUN!

Sayonara aprons!

Adiós clunky and ugly work shoes!

Peace out bow ties!

All of those describe the same job uniform haha, but it was tragic, in terms of fashion of course.

When you think of business looks, teetering stilettos and stuffy structured blazers may come to mind, but that doesn’t always have to be the case! Here’s my take on comfy and stylish work outfits!


Stylish Work Outfits That Are Still Comfy

I popped into Old Navy for this try-on, because they have a great professional clothing selection at a really good price. Not sponsored, it’s just where I originally went when I needed to start my business casual wardrobe!

1. Sheath Dress + Low Block Heels

We all know that sheath dresses are a classic, but I love that the ruffles give this one a flirty and updated approach!

This dress is ponte knit (meaning it’s soft like jersey, but has more shape), so it’s insanely comfortable!

I paired it with a low block heel to keep that flirty, yet professional vibe. Plus lower heel= more comfortable to walk in! Unless you’re blessed like Heidi Klum and can walk in 6-inch heels.

Not me.

Broken legs all over the place.


also love this dress and this dress!

2. Pixie Ankle Pants + White Button Down + Slingback Flats

Seeing this look now I realize it gives off strong mailman vibes haha, but I’m digging it.

Mailman jokes aside, I love the Pixie pants. They’re stretchy and comfortable, yet still look professional.

This top is more relaxed than stiff, which is always nice. Though a bit see-through, so you’ll have to wear something underneath it.

Slingback flats in a red patent give it that stylish touch!


also love these pants and these pants!

3. Straight Jeans + Chambray Shirt + Black Blazer + Low Block Heels

If you’re allowed to wear jeans at work, straight jeans are also a safe bet because they’re classic and grown up. Not only that, but they have a little extra breathing room. Avoid anything that has rips or is super skinny!

Jeans get elevated when you add in a denim button-down, blazer, and block heels!

Related: 15 Ways to Wear a Black Blazer

4. White Button Down + Stevie Pants + Slingback Flats

These pants feel like leggings but are more structured. They do run on the tight side FYI, but a button-down brings that profesh touch!

5. Chambray Shirt Dress + Sweater Cardigan + Low Block Heels

A chambray shirt dress is versatile and easy to dress up or down. It makes this outfit so cozy when you pair it with a soft cardigan!

I think it comes down to soft fabrics (like a cozy cardigan), dresses with a little wiggle room, and pants with a little stretch to make for comfy outfits. Yet it still looks work appropriate when you pair those items with classic pieces, like a button-down or a blazer.

Let me know if you want to (or don’t want to) see more of these try-ons in the future! Send me an email or comment below!

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37 Comments

  1. I’m loving all these outfits – so perfect for the office! I used to be a high heel girl, but I don’t put myself through that pain anymore ?

  2. UGh now I need a chambray dress, but it’s already to hot for a cardigan here in AZ. Love this post, and also love to be comfy and cute!

  3. I love the remote work environment. I admit I work remotely quite often and don’t get out of sweats usually during the day. When I go into the office though I love to dress up! These are all very chic but professional. I think #4 would be my favorite. Thank you for sharing, Carolyn!

    -Sara
    http://www.mindovermango.com

    1. If I’m staying home all day I usually go for leggings or super stretchy jeans too. It’s nice to look more dressed up every once in a while though!

  4. This *almost* makes me miss working in a corporate environment that begged for these styles. However, if I think about it, in my job I can wear whatever the heck I want – so who’s stopping me from these looks haha!

  5. I seriously need ALL of these for my work days! Haha. I am NOT very good at pairing things together! You are the cutest. Saving for later inspiration!!

  6. Thank you for the outfit inspo! I feel like I haven’t been feeling as inspired when it comes to workwear lately. I am loving that gray dress!!

    1. IT’s definitely easy to fall out of inspiration at times. Glad I could help!