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Winter Outfit Ideas
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Did any of you know that it’s been a little cold lately? Heard it on facebook at all? The news? Nope? Haha.

Since the weather is all anyone can talk about these days, I thought today would be a great time to post some of my ideas for winter outfits. Dressing for cold temps and snow can be pretty challenging, especially if you have to look nice for work or an event. Here are a few of my ideas that I put together:

winter outfits collage



Leggings, leggings, leggings! Comfortable, warm and easily slipped into tall boots, leggings are the perfect option if you need something casual. Ashley talked last week about her favorite ways to wear leggings, but here are a couple of mine.

Find a long sweater or shirt, and when it’s cold out be sure to layer up underneath with an extra tank top.

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winter clothes 2

I also have a few big, long cardigans that are perfect for winter. Just pick a colorful or pattered tank to wear underneath and you’re set! This is a favorite of mine when I’m working in a chilly coffee shop since my cardigan doubles as a blanket.

winter clothes 5



Work is a lot trickier when it comes to dressing in the winter, especially if you have a more conservative office. If you’re planning to wear tights or heels in the office, leave a pair of heels there and wear your boots while you’re commuting. If it’s super cold or you have a bit of a walk, you can even pull on some sweat pants over your tights until you get to the office. This might sound silly, but walk around Chicago this week – you’ll see women doing it everywhere!

winter clothes 1

Another option is to go with thicker tights or even fleece lined leggings underneath a dress or skirt. Also, if you’re tired of blazers and cardigans, try layering a button-up shirt or blouse underneath a sleeveless dress or top to add some warmth.

winter clothes 3

Finally, if you just can’t bring yourself to wear tights or if you have a little more wiggle room with your wardrobe, try some skinny legged pants with either ankle boots or riding boots.

winter clothes 4


Cold Weather Necessities:

COAT! When I first moved to Chicago I thought everyone looked ridiculous in their sleeping bag coats, as I called them. Come November I was singing a different tune. I went out and bought this North Face knee-length coat and never looked back.

north face coat

I absolutely love this coat because it really, really keeps me warm. I can easily get away with wearing a tank top underneath when it’s 30-40 degrees out and be perfectly fine!

Erin, from Loop Looks, also wrote a post yesterday about what coat to wear in Chicago (or similar weather).

Boots are also a very important one! I have a pair of Uggs, but it’s my Hunter rain boots that I rely on most during the winter months. They aren’t warm by themselves, but if you buy the liners and wear some thick socks, they’re great even in this –10 degree weather!

hunter boots

Why rain boots in the winter? Well we get lot of snow here in Chicago and their height keeps me from worrying about snow getting into my boots. Trust me, you’ll be thankful when the bus you’re getting off pulls up in front of a snow drift. Also – snow turns to slush when it gets too warm, which my Uggs are not made for.


How do you dress for the cold weather?

Do you own winter boots? What kind?


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