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WAYS OF STYLE

What to wear in the Winter – Outfit Ideas for when you are in a rut.

in Personal Style on 02/01/15

Home » What to wear in the Winter – Outfit Ideas for when you are in a rut.

It’s not easy to get dressed when it’s cold outside. I just moved to Chicago from Venezuela, so I can really say I have no idea what to wear in the Winter time. I don’t know how to look like myself and feel cute. It’s hard and way too cold to even bother sometimes, but today I’m making an extra effort and I’m putting together some outfits to hopefully inspire you to create a few Winter outfits of your own. I hope you like these outfit ideas for when you are in a rut.

When I moved to Chicago in May last year, everyone told me to watch out for the winter. I have to admit I was really scared. I mean I was actually cold in May when it was 60 degrees and I could not process how girls were wearing shorts and dresses while all I wanted was to wear a coat LOL. No matter how many warnings I received, deep down (very deep down) I was very excited for the wintertime. Being from an all-year warm South American country, I’ve never had the chance to experience cold weather and snow for more than a couple of weeks, so yes, I’m doing my best to soak it all in right now. It’s hard sometimes, I’m doing my best to stay positive, but overall I do like to live in a city with four seasons. I have been enjoying the snow every time I have the chance. It’s great to feel like a kid every once in a while.

What to wear in the Winter (and still look cute)

Disclaimer: These outfits might not be the warmest, especially because I don’t like to wear boots all the time, so just bear with me. If you have better shoes than I do and it’s an absolute necessity for you to have your feet warm, then try recreating the look but wear warm boots instead.

Look 1 – A classic neutral look

This outfit was definitely inspired by snow. I love neutrals, and I think they go perfect with winter. Sometimes is nice to give that black coat you wear everyday a little break. Initially my outfit was supposed to be with white pants but I’m still carrying some holiday weight lol so I had to go with grey pants that fit. I’m happy with the results. This is one of my favorite looks. You know why? Because it’s timeless! You can wear it every single year and never feel like it’s outdated.

Neutral winter outfit. Easy classic look for Winter

I must admit that the heels were only for the photo-shoot. Afterwards I wore a grey pair of suede boots (that you’ll get to see a lot in future posts) and took a nice long walk around Lincoln Park.

Links: Heels – Pants – Sweater – Coat – Scarf

Look 2 – An easy go-to outfit

I’m pretty basic with my clothes. I have tons of neutrals that I like to combine with different accessories, but since I decided to start a fashion blog, I’m trying to be more creative, not that much with colors but with textures and prints. Of course, always maintaining my unique style. I’m always ME no matter what. For this look, I combined military green, with a beige and gold sweater, ripped boyfriend jeans and my absolute favorite shoes right now.

This outfit works good for me because if I’m going out I’ll just add heels or booties and change my makeup. But the main reason this outfit is so perfect is because I’m comfortable with it and I feel beautiful because of that. You can always add a coat over it if it’s too cold, but the jacket I’m wearing is pretty warm. Perfect for a Winter day in the 40’s.

What to wear in the Winter - Easy go to winter outfit wearing all kinds of neutrals and jeans
What to wear in the Winter

Links: Shoes – Boyfriend jeans – Sweater – Jacket – Sunglasses

Look 3 – Winter look with an LBD and a jacket/coat

I created this look with a little black dress, tights, flats and a a jacket (that also looks like a coat? not sure what it is LOL) that I think is super chic. I got dressed really fast because I didn’t have much time but I thought that this basic street style was worth sharing. I’m wearing a long sleeve black sweater under the dress (Even though you can’t see it), an LBD from Loft that I love and I wore a lot during the winter and since it’s a short sleeve dress I can wear it all year round without the sweater. I love versatile clothes that you can wear any time just by changing the accessories. You will definitely see more of this black little number in future posts.

A classic winter look wearing all black and a classic cape
What to wear in the Winter

Links: Similar shoes – Warm tights – LBD – Similar Jacket – Necklace – Sunglasses

Look 4: Layering a trench coat

There comes a time during Winter where you are just over Winter coats! OVER THEM! That’s when your Spring Trench comes in handy. Have you done this? You just have to add a couple extra underneath. That’s why I recommend sizing up when shopping for a trench coat. I layered a chambray shirt and a sweater over a dress and of course, added tights too.

Layering some of my favorite pieces to create a classic winter look
how to dress in Winter

Links: Booties – Warm tights – Sweater Dress – Chambray Shirt – Sweater – Bag – Sunnies – Headband

Look 5: Skirts and Tights for the win

If you’ve been following along for a while perhaps you’ve noticed my love (or obsession) for skirts and tights this winter. Even though I do love this combo for various reasons (not having to shave being one of them!), I must confess that I’ve been dressing like this all the time because none of my pants fit! There you have it, that’s the truth LOL. I try not to buy bigger clothes and force myself to eat healthy and workout whenever things get out of control, which is what I’m doing right now, but in the meantime, this is how I dress.

What to wear in the Winter - skirts and tights for the win!
What to wear in the Winter

Links: Similar Booties – Winter Tights – Skirt – Jacket – Scarf – Sunnies – Bag

Look 6: Neutrals with a pop of color

Hope you like this outfit. I simply chose to combine black with any color (burgundy this time) and adding a cute black and white coat with a pop of color (the scarf). This pink scarf reminded me that spring is coming soon and I’m beyond excited for what next season will bring.

What to wear in the Winter when you don't know what to wear. Black and white with a pop of color
What to wear in the Winter

Links: Booties – Winter Tights – Similar Coat – Scarf – Sunnies

Other posts related to what to wear in the Winter:

Make sure to check out these other posts too! There are over 200 Winter looks for you to recreate with things you already have in your closet.

How to Style a Long Cardigan – 7 Winter looks

Related Winter Outfits Videos:

Here you have a couple of videos I shared on my YouTube channel. Please have mercy because these videos are old and not super high quality, but I hope you still find them useful. The goal is just to give you ideas to style things you already have in your closet and get creative.

5 Classic Coats You Will Need Every Winter:

How to Style Glitter Boots for Winter: (4 looks)

4 Ways of Styling a Faux Fur Vest:

Feel free to share and leave your comments or questions. Thank you so much for reading,

XO,

Aimara

Like this post? Pin it!

OTHER STYLE POSTS I THINK YOU MAY LIKE:

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  • How to style a black dress
  • Outfit ideas for Spring 2021 – I styled the same dress in 4 different ways!
  • What to wear with leather leggings – 10 updated Spring looks
  • Your ethical clothing brand shopping guide – Support sustainable clothing
  • On the hunt for Spanx Leggings? Read my Spanx Leggings Review before you spend a dime!

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1 Comment

« My take on monochromatic outfits
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Comments

  1. Dani says

    July 10, 2015 at 4:40 pm

    Absolutely love this outfit! Who knew neutrals could look so chic during winter? too points!
    #nomoreblackonwinter

    Reply

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About Aimara

Hi! I’m Aimara and I’m the voice behind Ways of Style.

I created this Blog as a space to express my thoughts and life experiences while wearing cute outfits of course! What started as a hobby is now my full time job and I’m here to encourage you to always be yourself, work hard and to always show up until your dreams come true. Read More…

More looks on Instagram!

I have a million photos to post! Trying to catch u I have a million photos to post! Trying to catch up here but somehow I never seem to sit down and share stuff in this account. I guess I like our travel account better! 😜 @waysoftheworld_ 

I’ve been trying to stay active with travel outfits and styling tips on the @shop.ltk app, so if you are interest you can check them all out by clicking the link in my bio. This dress was one of the best pieces I packed this time! It’s so cute for photos with any background basically!

We are currently on day 53 our of our 70 day trip through the Yucatan Peninsula 🤯 We’ve been to Cozumel, Punta Allen, Bacalar, Campeche, Merida and today we made it to Valladolid. We have one more stop before spending a week in Mexico City with family and then off to a new country we go! This lifestyle comes with its unexpected challenges, but we wouldn’t change it for anything!! 💕

Let this be a reminder to keep working hard to make your dreams happen! We are actively doing that right with @waysoftheworld_ 🙃 Hoping things end up working out for us!
…
#waysofstyle #campechemexico #travelblog #travelvlog #seetheworld #visitmexico #mexicotravel
What a crazy feeling when you start loving somethi What a crazy feeling when you start loving something you once thought was scary. It really makes you realize that fear is not real and exists only in your mind.

Never stop pursuing what sets your heart on fire. Even if it’s scary. And if you don’t know what that is yet, I encourage you to make the time to find out 💙

PS: this photo was taken on a scuba dive trip while in Cozumel a couple of weeks ago. If you ever find yourself there, do yourself a favor and do it with @scubatonycozumel 🤿 You will not regret it!

We are currently slow traveling through the Yucatan peninsula. We are having the time of our lives and documenting it all on @waysoftheworld_ 🌎 See you there? 🙃
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#waysofstyle #scubadiving #experiencesoverthings #scubatony #scubatonycozumel #cozumel #cozumeldiving #cozumelscuba #fulltimetravel #travelvlog #travelblog
Yesterday we had a full day of exploring different Yesterday we had a full day of exploring different places and I needed different outfits but I didn’t have space to bring a whole new look. That’s when button down shirts + sneakers come handy! 

In the morning we went to the beach to snorkel and in the afternoon we explored Mayan ruins and had drinks and dinner. I needed sun protection and sneakers because they don’t recommend to walk the ruins in sandals (uneven terrain). I was able to change the wet bathing suit at the beach restaurant and didn’! get sunburn! Win win!!

PS: you can now shop all my looks via the @shop.ltk app ☺️ or via stories!
…
#waysofstyle #jumpsuit #howtostyleajumpsuit #grayson #buttondownshirt #cariumas #whitesneakers #travelstyle #vacationlooks #stylehack
🎅🏽 GIVEAWAY TIME!!!! 🎅🏽 Giveaway close 🎅🏽 GIVEAWAY TIME!!!! 🎅🏽 Giveaway closed! Winner @_downbythesea_ 

This little device has made a huge difference in how I travel! I barely have to worry about shaving thanks to laser hair removal 🙌🏻 And today, I’m teaming up with @silknsolution to give one away to one of YOU! 🌟

It’s super easy to enter:

1️⃣ FOLLOW me @waysofstyle & @silknsolution
2️⃣ LIKE this photo 
3️⃣ TAG a friend (each comment with a tag is a separate entry)
4️⃣ BONUS post this photo on your story and tag me! 

Winner will be announced this weekend!! Good luck everyone ❤️

Giveaway not associated with Instagram or Facebook. US or CAD residents only.
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#silkn12daysofgiveaways #silknsolution #giftidea #hairremoval #mysilknsolution #silkn #giveaway #skincare #selfcare #selflove #treatyourself
Back home after spending the best 3 months of my l Back home after spending the best 3 months of my life in Turkey 🇹🇷❤️

We definitely left a piece of our hearts there, but we also learned so much and we know we will be back many times! And it feels good to be with family this time of the year.

I know I didn’t do a good job at posting in here. Honestly, I thought it was going to be easier, but starting a new Instagram, blog and YouTube channel from scratch for @waysoftheworld_ took a lot more time than I ever thought it would! So now, I’ll try to share some of my favorite photos from this trip in here because it’s never too late 🙃

This one was taken in a small mediterranean town called Kas. It was one of our favorite places in all of Turkey! It’s the perfect vacation spot to just enjoy life 💕

Feels good to be back! Hope everyone has a great week ahead and thanks so much for being here!!
…
#waysofstyle #travelstyle #kasturkey #vacationlooks #capsulewardrobe #experiencesoverthings #turkeytravel #visitturkey
Sharing 25 travel outfit ideas I created with the Sharing 25 travel outfit ideas I created with the best 7 pieces I packed! 🙌🏻

I believe these 7 pieces are not only good for traveling, but to add as part of your capsule wardrobe if you are thinking about starting to live with less things. I promise you won’t regret it!

I hope you find it useful and that you feel inspired to recreate any of these looks with pieces you already have in your closet. If you have any questions, let me know! I’m always here to help 🙂

Happy Monday ❤️
…
#waysofstyle #capsulewardrobe #whiteshirt #midiskirt #travelstyle #traveloutfits #capsulewardrobechecklist #capsulewardrobes #minimalism #sustainablefashion
Turkey has been incredible. We are blown away by h Turkey has been incredible. We are blown away by how beautiful it is, all the different landscapes, the food, and above everything, the people ❤️

Looking back to a few weeks ago when I was really afraid of going on this trip, thinking about all the things that could go wrong, being a little upset with myself in a way for not wanting the traditional life path I always thought was my only choice; get married, buy a house, have kids, save money and travel when you retire. That’s not for me. 

I’m very happy I followed my heart 💕 I wrote a letter to myself on the blog: “What’s the best that can happen if the worst happens?” You can check it out by clicking the link in my bio. I hope it inspires you to think about what YOU really want in your heart, make a plan and go after it (but be patient). I promise that if I did it, so can you.

You have everything it takes ❤️

Link in bio to read.
…
#waysofstyle #pamukkale #turkeytravel #followyourheart #seetheworld
I basically only wear olive green and white now 😂 

Our days in beautiful Kas are almost over. I’m leaving a piece of my heart in this cute little town and we will definitely be back! Now it’s time to hop on a 6 hour bus to Pamukkale and see what that place is all about! 

Honestly, the only reason we are going there is because of me. G is not too crazy about it, but I’ve seen it on Instagram so much that I wanted to see for myself what the buzz was all about. So I’ll keep you posted on what it actually is!

If you are interested in knowing more about Kas (and all the amazing places we are visiting) we share a lot more on @waysoftheworld_ 💞 
We talk about useful tips, costs, best things we do, where we stay and so much more. I also update those stories daily! So I hope to see you there 🙃

Until next time friends 👋🏻
…
#waysofstyle #travelstyle #midiskirt #traveloutfits #kas #kasturkey #worldtraveler #styleblogger #styleinspo #mystyle #fashionblogger #capsulewardrobe
I was brave 💙 This was the most amazing experi I was brave 💙

This was the most amazing experience. I was SO nervous and anxious before but somehow I managed to push through and tried this very scary thing for the first time. And you know what I learned? That I loved it! I would do it again a million times! It wasn’t scary at all. It was all in my head and it wasn’t real. Also, they had the sweetest dog at the shop named Lucy that really help me not to think about it (swipe to see her 😍)

We didn’t do any crazy tricks like G did and it was a very peaceful flight. It’s up to you how you want to do it.

I can see why Ölüdeniz is one of the top places in the world to go paragliding. If you only want to do it once to cross it off your bucket list, this is the place you go to. We shared a post about with useful information in case you are interested. Link in bio + stories.

Would you do it? 🙃
Make sure to follow our adventures around Turkey on @waysoftheworld_ 🙏🏻
…
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