A Fashion & Lifestyle blog by Tobi.com, featuring fashion inspiration, beauty tips & tricks, travel guides, delicious recipes, fitness & health routines and more!

Winter, Bring It: Chic Winter Outfit Ideas for 2019 source: tobi.com

Winter, Bring It: Chic Winter Outfit Ideas for 2019

Written by Jessica Moore

BRRR. It’s cold out there, babe, and we’ve got just the thing (or two, or three).

Winter is upon us and it’s time to bundle up. It’s the wonderful season of thick jackets, comfy leggings, sexy sweater dresses, and cozy layers stacked on layers.

Get winter-ready and stay on top of stylish winter outfit ideas and trends for all your snowy getaways and chilly nights out on the town.

Because the cold is the BEST excuse to wear a ton of chic clothes all at once.


Don’t ever let the chill stop you from going out-out, babe. Don’t worry–we’ve got coats for that.

tobi.com - all business no play grey plaid coat source: tobi.com

For instant on-trend coverage for bar-hopping nights or seeing the city sights, reach for a longline plaid coat like the All Business No Play Plaid Coat. Sleek nights out are always better with plaid.

tobi.com - grant light wash oversized jacket source: tobi.com

If you’re in a serious denim mood, the Grant Oversized Jacket’s oversized faux fur collar is perfect for adding a touch of glam to the most casual of ‘fits.

tobi.com - the lucky one mocha coat source: tobi.com

Babes lookin’ for edge love our The Lucky One Coat for its cool straps, buckles, and faux fur magic.

When in doubt, size up to cover all your layers.


Yep, we wish it was sweater weather forever. Nothing’s better than a chunky knit–it’s like a snug hug on the go.

Elevate your casual looks with a beautifully knit pullover or an oversized open-front cardigan.

tobi.com - cecilia hot pink chunky knit sweater source: tobi.com

Start all your lazy Sundays and sofa days with the Cecilia Chunky Knit Sweater, with bubble sleeves for an unforgettable silhouette. Winter indoor lounging always sounds like the best idea during these cold months, so don’t forget to take this chunky sweater outside once in a while to show off your knits! Pair it with skinny denim and boots with a holiday drink in hand.

tobi.com - raga nicki mustard fringe pullover sweater source: tobi.com

For a touch of boho, get Raga’s Nicki Fringe Pullover Sweater, with mesmerizing fringe on the sleeves. Twirling is highly encouraged.

tobi.com - shannon sienna oversized cardigan source: tobi.com

When it’s freezing but that won’t stop you from getting your daily PSL, you’ll love the Shannon Oversized Cardigan over a turtleneck top.

Sweater Dresses

Your winter wardrobe is far from complete without several sweater dresses. It’s instant warmth without having to sacrifice style (or showing just enough skin).

tobi.com - olivia cold shoulder sweater dress source: tobi.com

For a dressy winter look, slip on the irresistible Olivia Cold Shoulder Sweater Dress, with alluring split cold shoulder sleeves and an asymmetrical hem that demands attention. Add barely-there heels for a minimalist touch.

tobi.com - don't let me down toast sweater dress source: tobi.com

So you’re dreaming of a laid-back winter. Don’t worry–the vibes are all here. The Don’t Let Me Down Sweater Dress plunges and slouches to perfection. You’ll easily nail the “I look like I tried, but really I didn’t” look.

tobi.com - nikki off the shoulder sweater dress source: tobi.com

And that’s what we all love about sweater dresses to begin with, right? The effortlessness of it all. The Nikki Off The Shoulder Sweater Dress is the best way to show some shoulder, even when it’s frigid.


Ok babes, and now for the grand finale, the element of all good winter ‘fits: booties. Let’s be honest, your outfit isn’t complete without some serious boots to take charge.

tobi.com - sara suede mid calf booties source: tobi.com

Pointed boots are hot and add a sharp, sleek effect to any look. Take the Sara Suede Mid Calf Booties for a walk–these sexy boots will take any ‘fit from casual to dressed up in a flash.

tobi.com - sol sana harlan lace up leather boots source: tobi.com

Maybe combat is more your style–and we get it–nothing beats stompin’ around with edge. Sol Sana combines combat with faux fur with the Harlan Lace Up Leather Boots and we’re loving these boots in the cold outdoors.

tobi.com - lustful black slouchy source: tobi.com

And of course, we can’t forget to include the ultimate boots this time of year, the thigh high boot. We can’t get enough of the Lustful Slouchy Satin Thigh High Boots with short sweater dresses.

OK babes, take on the cold in style. You’re one step closer to being winter-ready.