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fashion for winter in chicago

Effortlessly Cozy & Chic Winter Outfits

The ultimate morning struggle: choosing an outfit that is cute enough to be seen in public, yet comfortable enough to get everything done on your to-do list. Let’s be real, we’re all going for that “oh I just threw this on but I still look dope” look.

fashion for winter in chicago

Channeling your inner cool-girl isn’t really that hard, as long as you have the right wardrobe staples to work that effortlessly-chic outfit!


1. Cozy and Chic Watercolor Long Sleeve Tshirt in Dusty Pink

 This super comfy, crazy soft long sleeve tshirt is thin enough to wear with a bralette — but for those extra cozy days, you’ll want our fleece lined leggings and a beanie hat, too!

cozy chic long sleeve tshirt in dusty pink watercolor

This top can also be purchased as a gift bundle here:


2. Cozy and Chic Watercolor Long Sleeve Tshirt in Blue

This long sleeve tshirt has a calming watercolor print that keeps your look cool and easy! This top is definitely long enough to pair with leggings, score!

long sleeve tshirt with watercolor print

This top can also be purchased as a gift bundle here:


3. Fleece Lined Leggings

Do you have a pair of fleece lined leggings yet? Because they’re kind of a game changer! Super cozy and lined with a layer of fleece on the inside, they’re thick enough to wear on those cold and windy days. Yes, they totally double as pants — don’t let anyone tell you differently! In the winter, you’ll basically replace all your other leggings with these cozy fleece lined leggings.

So even if you already have 6 pairs of black leggings, you still need these. Did I mention you have the leggings in brown too? We know you’ll want to pick up a pair of each color!

fleece lined leggings in black

fleece lined leggings in brown


4. Pom Pom Beanies

No pun intended, but beanies really top off an entire look, don’t they? These super cute knit hats feature a faux fur pom pom ball on top. But that’s not even the best part — they are fuzzy fur lined!! Meaning, these hats aren’t just fashionable, but they’re also totally functional for the freezing windy winter days!! Who said looking cute wasn’t practical? Those people are so wrong!

solid black knit pom pom beanieknit pom pom beanie for winter

Pom Pom beanies can be purchased through our Holiday bundles here:

5. Blanket Scarves

Who decided to wrap themselves in a blanket and call it fashion? Not gonna lie, that person is our hero. Blanket scarves are the epitome of effortless-chic. And somehow, the more you throw it around you, the more chic you look.

navy and red plaid oversized blanket scarf         

About 522 Envy

Kristi Pawlowicz is a small business owner from Chicago Illinois

Hey, I’m Kristi, and I’d love to welcome you to 522 Envy! Established in 2013, 522 Envy is an online fashion boutique based in Chicago, IL. We’re constantly empowered by the modern Chicago woman, and inspired by  the surrounding of the city that we love. 522 Envy was created as a nod to the Chicago urban lifestyle: the practical necessity of a girl-on-the-go wardrobe combined with a creative sophistication of women in the Windy City.  To say it short: We know Casual-Cool!

Our collections range from Coffee House Chic, with items designed to be cute enough to be seen in public, but cozy enough to get your girlboss on, to The City is Mine, which makes looking chic effortless no matter the weather. We’ve even put together Holiday Gift Bundles where we’ve matched together a cozy beanie hat, fleece lined leggings, and a top to make finding that perfect gift oh so easy!

Not sure where to get started? Check out some of our all-time best sellers for inspiration!

classic plaid blanket scarf for fall
Classic Plaid Blanket Scarf

classic wide blanket scarf with beige plaid
Wide Plaid Blanket Scarf

cowl neck striped sweater
Cowl Neck Striped Sweater

fleece lined leggings in black
Black Fleece Lined Leggings

loose fit open knit pullover sweater
Go All Out Loose Knit Sweater

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