Fall Workwear Outfits Under $100

6 September |

Today, I’m sharing eight fall workwear outfits under $100. I love mixing splurge-worthy pieces with affordable finds to create an elevated wardrobe that doesn’t break the bank. From timeless blazers and on-trend trousers to cozy knits and skirts, these outfit combinations will have you feeling confident all season long!

This split-neck flare dress is a great piece to add to your workwear wardrobe. It features a flattering flare silhouette that cinches at the waist. Pair it with knee-high boots for a sophisticated fall look that can take you from desk to date night!

SKIRT | TOP (left) | BOOTS | BAG (left) | TOP (right) | HEELS | BAG (right)

One staple piece that belongs in every workwear rotation is a pleated midi skirt. Pair it with a cozy floral sweater and chic heels for a feminine touch that’s perfect for any office.

If you’re looking to style this skirt another way, try pairing it with a cropped v-neck cardigan and boots. This combo offers a more casual vibe while still keeping you office-appropriate!


For your next business meeting, consider swapping out your usual blazer for a stylish tunic sweater vest. Pair it with plaid flare pants for an on-trend professional feel. Complete the look with your favorite pair of heels and a roomy work bag. This quilted YSL bag is an investment worth making! I love that the neutral color allows you to pair it with any look, and the chevron quilting is a timeless touch that instantly elevates any outfit.


These versatile plaid trousers can be dressed up or down with ease, making them the ideal choice for any office setting. For a chic look, pair them with a matching plaid blazer and your favorite heels.

If you prefer a more laid-back vibe, I recommend pairing them with a cozy v-neck cardigan and flats for a polished ensemble.


If you’re looking for comfortable and fashionable options for casual Friday or work-from-home days, consider a henley shift dress paired with sneakers. This classic and versatile dress is perfect for creating a relaxed and professional look.

You can never go wrong with jeans and a cozy pocket poncho sweater. Throw on a pair of your straight-leg jeans and add neutral flats for a look that is equal parts cozy and chic!

As you refresh your work wardrobe this fall, be sure to check out my latest post, 6 ways to style a cardigan for fall.

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