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

·5 min read

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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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.

Buy it ($148)

Available in sizes XXs to 3X

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?

Buy it ($240)

Available in sizes 0 to 16

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.

Buy it ($109)

Available in sizes XS to L

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.

Buy it ($348)

Available in sizes XS to XXL

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.

Buy it ($79)

Available in sizes 0 to 14, also Petite

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.

Buy it ($365)

Available in sizes XXS to XL

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.

Buy it ($50)

Available in sizes 12 to 26

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.

Buy it ($44)

Available in sizes XS to 3X, also Petite

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?

Buy it ($100)

Available in sizes 14 to 28

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.

Buy it ($228)

Available in sizes 00 to 24, also Petite and Tall

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.

Buy it ($395; $237)

Available in sizes XS to L

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.

Buy it ($110)

Available in sizes 00 to 16

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.

Buy it ($284)

Available in sizes XS to L

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.

Buy it ($225)

Available in sizes 0 to 14

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.

Buy it ($59)

Available in sizes XXS to XXL

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.

Buy it ($248)

Available in sizes 14 to 24

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.

Buy it ($75)

Available in sizes XXS to XL

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.

Buy it ($60)

Available in sizes 14 to 28

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.

Buy it ($158)

Available in sizes XS to 3X, also Petite

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