19 Pieces of Cute, Comfy Workwear to Ease You Back Into Office Life

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We may have gotten used to wearing button-down shirts over cozy cashmere sweatpants during this past year of working from home, but more and more offices are starting to welcome folks back to their desks. Consequently, searches for office attire—like work dresses, blazers and trousers—are on the rise once more. But if you ask us, we’re not quite ready to give up our comfy WFH wardrobe staples just yet. Rather than campaign our HR departments to make sweatpants acceptable office attire, we’re on the hunt for workwear that’s both professional and comfortable to help us ease back into the daily practice of dressing up for work. Here, 19 cute, comfy pieces we plan to add to cart ASAP.

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jcrew cardigan cute comfy workwear

1. j.crew Juliette Collarless Sweater-blazer

Part blazer, part cardigan, this easy knit has enough structure to feel like an office-ready jacket but is cozy enough to rival your favorite robe.

Available in sizes XXs to 3X

mmlafleur jumpsuit cute comfy workwear

2. m.m.lafleur The Demi Jumpsuit

This easy wide-leg jumpsuit is machine-washable, wrinkle-resistant and it has pockets—need we say more?

Available in sizes 0 to 16

bardot skirt cute comfy workwear

3. bardot Pleat Button Skirt

Wear this cozy knit midi with a crisp white button down through the end of the summer, then layered under a cashmere crewneck come fall. And, yes, the buttons are functional so you can adjust how much leg you want to show.

Available in sizes XS to L

boss dress cute comfy workwear

4. boss Esoara Belted A-line Dress

Another great seasonal transition piece, this jersey frock can be dressed to fit just about any office vibe or weather situation, making it well worth the splurge in our opinion.

Available in sizes XS to XXL

nic zoe pants cute comfy workwear

5. nic + Zoe Wonderstretch Straight-leg Pant

These simple work pants have almost 300 five-star reviews, with many comparing their comfort level to that of your favorite at-home leggings.

Available in sizes 0 to 14, also Petite

vince dress cute comfy workwear

6. vince Wrap-front Long-sleeve Shirtdress

The issue with many wrap dresses is that they show off more cleavage than is appropriate for an office, but that’s not the case with this Vince beauty. We also love the unexpected faded teal hue as alternative to simple gray or navy.

Available in sizes XXS to XL

asos dress cute comfy workwear

7. asos Curve Linen Wrap Midi Dress

Another flattering wrap dress, this one features elegant draping at the waist to further help create the illusion of an hourglass figure.

Available in sizes 12 to 26

maeve top cute comfy workwear

8. maeve Mock Neck Tank

An elegant mock-neck tank looks fabulous under blazers, cardigans and crew-neck sweaters too, plus this one comes in a variety of pretty colors and even two striped options.

Available in sizes XS to 3X, also Petite

eloquii pants cute comfy workwear

Eloquii High-waisted Wide-leg Pant

Because who really wants to wear clinging skinny pants if you’re also wearing heels and a structured blazer?

Available in sizes 14 to 28

jcrew blazer cute comfy workwear

10. J.crew Parke Blazer In Wool Flannel

Speaking of blazers, this J.Crew style is one of the brand’s ultimate best sellers and hits that sweet spot between comfortable and professional looking for a timeless appeal.

Available in sizes 00 to 24, also Petite and Tall

theory dress cute comfy workwear

11. Theory Flared Rib Dress

Yes, a sweater dress can absolutely look office appropriate. Just look for something that isn’t too clingy and that hit just below the knee.

Available in sizes XS to L

everlane blouse cute comfy workwear

12. Everlane The Washable Silk Relaxed Shirt

You can never go wrong with a sleek silk button down, but it’s an even smarter choice if that button down is also machine washable.

Available in sizes 00 to 16

nonchalant pants cute comfy workwear

13. Nonchalant Fabi Wide-leg Pant

These breezy pants also come in black, white and a pale pink if you want to stock up on a variety of color options.

Available in sizes XS to L

mmlafleur skirt cute comfy workwear

14. M.m.lafleur The Melrose Skirt

The subtle high-low hem of this A-line skirt ensures that even the most petite frames won’t look dowdy or overwhelmed by the fabric.

Available in sizes 0 to 14

vince camuto top cute comfy workwear

15. Vince Camuto Rumpled Satin Blouse

Honestly, we’re having a hard time choosing between the 11 color options of this wrinkle-resistant top and may just need to add two (or three or four) to cart.

Available in sizes XXS to XXL

pari passu dress cute comfy workwear

16. Pari Passu Poplin Shirtdress

Pari Passu’s innovative sizing system makes it easier for plus sized women to shop for button-front designs, like this gorgeous shirtdress, without having to worry about gaping or pulling at the bust or hips.

Available in sizes 14 to 24

everlane pants cute comfy workwear

17. Everlane The Paperbag Pant

This is one piece that works well all week long, whether you’re wearing them with a silky blouse and pumps for meetings on a Monday or letting loose in a flirty tank and sandals on Saturday.

Available in sizes XXS to XL

eloquii top cute comfy workwear

18. Eloquii Pleated Hem Top

Consider this an easy upgrade of your favorite T-shirt. P.S. It also comes in black, khaki green and bright pink.

Available in sizes 14 to 28

daily practice set cute comfy workwear

19. Daily Practice By Anthropologie Three-piece Polo Set

Mix and match these comfy knit pieces—a skirt, tank top and short-sleeve cardigan—with your other favorite workwear, or wear them as one coordinated look with some gold hoops and smart pointy-toe flats.

Available in sizes XS to 3X, also Petite