How to Dress Now: October 2021 Style Guide

AFFILIATE DISCLOSURE

Joanna Elizabeth

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Published October 3, 2021

October 2021 outfit ideas.
Check out outfit ideas for October 2021.

We’re fully into the fall season, and October 2021 includes layered looks that are functional yet fashionable. From plaid jackets to going-out dresses and ruffled blouses, these designs are so chic. A patent leather boot and crossbody bag can finish just about any look with ease.

You also can’t forget jeans. No matter the season, one can wear them in so many ways. A slim-fit pair of jeans go great with a cardigan sweater or cropped jacket. For dresses, a lace-embellished slip silhouette or long-sleeve style with pleating stands out.

Related: How to Dress Now | September 2021 Style Guide

A yellow plaid print mini skirt will have you feeling like Cher from Clueless. For outerwear, keep it classic in a wool greige coat featuring a relaxed fit. See more October style inspiration below!

October 2021 Outfit Ideas

Reiss Rosie Knitted Bodycon Midi Dress $325
Reiss Rosie Knitted Bodycon Midi Dress $325
Wear at work or date night, a midi-length dress stands out with side-striped detailing.
& Other Stories XOXO Cut Jeans in Mid Blue $99
& Other Stories XOXO Cut Jeans in Mid Blue $99
A tapered cut makes these mid wash blue jeans so chic.
Zimmermann Patent Boots $1,100
Zimmermann Patent Boots $1,100
Burgundy boots in patent leather go great with jeans or a dress.
Reformation Tullamore Dress $528
Reformation Tullamore Dress $528
A silk charmeuse maxi dress comes in a slip silhouette with a lace hem.
J. Crew Relaxed Topcoat with Brushed Italian Wool in Mushroom $348
J. Crew Relaxed Topcoat with Brushed Italian Wool in Mushroom $348
A classic topcoat comes in a roomy fit and includes flap pockets with a notch lapel.
Altuzarra Play Crossbody Mini Bag $995
Altuzarra Play Crossbody Mini Bag $995
Made from leather, a mini crossbody bag features a buckle detail and gold-tone hardware.
Warby Parker Tatum Glasses in Tortoise Collage III $195
Warby Parker Tatum Glasses in Tortoise Collage III $195
A square style is classic with a chic pattern at the frame.
Reiss Savannah Occasion Midi Dress in Red $395
Reiss Savannah Occasion Midi Dress in Red $395
A long sleeve red dress includes gathered detail and a fitted waist.
Reformation Winnie Sweater in Cream $168
Reformation Winnie Sweater in Cream $168
A ribbed knit top is so soft and will keep your cozy.
Maeve Plaid Mini Skirt $110
Maeve Plaid Mini Skirt $110
A yellow, checkered print mini skirt channels Clueless vibes.
J. Crew Wool-Cashmere Cardigan Dress $248
J. Crew Wool-Cashmere Cardigan Dress $248
Part cardigan and part dress, you can wear this piece alone or layer it over jeans.
& Other Stories A-Line Ruffle Embroidery Blouse in Light Blue $89
& Other Stories A-Line Ruffle Embroidery Blouse in Light Blue $89
This long-sleeve top features a ruffled neckline with voluminous sleeves.
Reformation Ainslie Jacket in Light Blue Plaid $268
Reformation Ainslie Jacket in Light Blue Plaid $268
Cover up in an oversized jacket made from a plaid print and including flap pockets.
Reiss Ariella Fine Jersey Pleated Midi Skirt in Yellow $260
Reiss Ariella Fine Jersey Pleated Midi Skirt in Yellow $260
A midi-length skirt comes with pleated accents and features a high waist.
& Other Stories Peter Pan Collar Jacket $129
& Other Stories Peter Pan Collar Jacket $129
Made from a wool blend, a buttoned jacket also features a Peter Pan collar.

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