Can you tell I’m not really a morning person? I can’t promise that this is my last post about it. That. Cold. Morning. School. Drop-off. We’ve been over this regarding shoes, but then we also need some clothes to go with. And…I’m not rushing the days while Sienna is still young enough to want me to walk her into school, don’t get me wrong. But…but. It does mean getting out of the warm car in a somewhat presentable manner because I vowed years ago not to wear my PJs in public. 

6 Comfy Outfit Ideas For Cold Mornings

Sienna still wants me to walk her all the way to her classroom door every morning. Kindergarten was nice because they had an external door for easy daily drop-off, allowing the sleepy parents to totally skirt the utter chaos that is the front hallway. But this year, I have to not only brave the front hallway chaos, pre-8am, but actually see people I know now. #firstgradeparentprobs Hahaha. What this does not mean is that I try to shove myself into high-waisted jeans at 7am. Oh, no no. But we just implement what I like to call the outfit saver (aka at least one item that doesn’t look like athleisure) and voilà. We’re all set for entering school chaos while also trying to avoid eye contact and have to make small talk. #stillnotamorningperson

1. Cozy Sweater Pants + Structured Jacket

These pants may look fab, but they’re also the coziest. Shana and I even had a battle last year of Who Wore Them Best. It doesn’t matter. We both win because they’re SO freaking comfy. They can easily lean PJs, but throw on a great jacket over your t-shirt (that you may or may not have slept in) and you’re set. Finish off with warm rad boots or high tops, and you look totally ready to tackle the day. Extra points for lipgloss.

Running out the door on cold mornings kinda sucks. We're here for ya w/ 6 cute, comfy outfit ideas for school drop-off, errands or maybe even....work. Wink;-)denim jacket // moto jacket // sherpa (similar) // sweater pants (similar) // leopard combat boots (similar)


 

2. Cozy Sweater + Very Stretchy Mid-Rise Jeans + Cool Sneaks

I could wear a soft cashmere sweater every day in the fall and winter, and be quite happy. I simply swap out my sweatpants for these stretchy, non-high-rise jeans, and slip on the cool sneaks and voilà. I try not to sleep in this sweater to keep it looking um, like I don’t sleep in it, but it doesn’t mean I haven’t. (I love this thing).

Running out the door on cold mornings kinda sucks. We're here for ya w/ 6 cute, comfy outfit ideas for school drop-off, errands or maybe even....work. Wink;-)sweater (same brand and fiber, different neckline) // jeans // sneakers


3. A Chic Snuggie?

I had been eyeing this gorgeous long, split sweater tunic since last winter, and it recently came back in stock. Yes, please. It’s like wearing a throw blanket. It comes in light gray, too. Slip into the stretchy jeans and add high tops, and yes. There are no additional options on this one because it’s the only sweater like this I’ve seen. If you see something else like this, please send it my way!

Running out the door on cold mornings kinda sucks. We're here for ya w/ 6 cute, comfy outfit ideas for school drop-off, errands or maybe even....work. Wink;-)

cozy sweater tunic (os) // jeans // sneakers (favs)

4. Always Joggers

OK, these are pushing it a little bit, I do realize, but joggers allow me to easily roll out of bed, throw on a bra (or this one that I often sleep in when it’s cold — SO comfy) and slip into my lovely leather moto jacket, finish off with high-tops and go. Did you roll out of bed or are you on your way to your rad hip hop class for moms? NO ONE KNOWS. 

Running out the door on cold mornings kinda sucks. We're here for ya w/ 6 cute, comfy outfit ideas for school drop-off, errands or maybe even....work. Wink;-)jacket // joggers (very similar) // sneakers (similar so cute!) 


 

5. Leggings Aren’t Going Anywhere

OK, so whether you sleep in said leggings, or you hit the studio or gym after drop-off (no judgment) bring in an element or two to take this momiform staple to the next level. I love a cool sneaker or a structured jacket to make the whole look more intentional. Or trying layering. It always helps everything look cooler. Or, just go all in and style faux leather leggings up with your hiking boots because that’s how you roll. 

Running out the door on cold mornings kinda sucks. We're here for ya w/ 6 cute, comfy outfit ideas for school drop-off, errands or maybe even....work. Wink;-)

sweatshirt // leggings // sneakers (favorites ever)

Running out the door on cold mornings kinda sucks. We're here for ya w/ 6 cute, comfy outfit ideas for school drop-off, errands or maybe even....work. Wink;-)

Teva Ember Moc (tts) //  leggings // sweater (similar) // jacket

Running out the door on cold mornings kinda sucks. We're here for ya w/ 6 cute, comfy outfit ideas for school drop-off, errands or maybe even....work. Wink;-)jacket (similar) // hoodie (love!) // leggings // boots (or similar)


 

6. Knit Jumpsuits Are Your Friend

And finally, for those days when you have to be all put together in the early morn’ but you still want to be comfy, enter the knit jumpsuit. This time of year is the best because you can layer a great overcoat to break up the color or pattern of your jumpsuit: printed coats for solid jumpsuits and the opposite for jumpsuits with prints. This is one of my favorite looks right now. They’re great travel looks, too. I find knit jumpsuits, in general, way easier to put on and off throughout the day, too. And the comfort level here is off the charts. 

Running out the door on cold mornings kinda sucks. We're here for ya w/ 6 cute, comfy outfit ideas for school drop-off, errands or maybe even....work. Wink;-)

jumpsuit (xs) // leopard coat (s) // sneakers (**sustainable**) // earrings (similar)

Running out the door on cold mornings kinda sucks. We're here for ya w/ 6 cute, comfy outfit ideas for school drop-off, errands or maybe even....work. Wink;-)overcoat (similar and plus size option) // jumpsuit (S – small run, artist-designed! this style is my fav and comes in different prints) // sneakers (FAVS) 

Running out the door on cold mornings kinda sucks. We're here for ya w/ 6 cute, comfy outfit ideas for school drop-off, errands or maybe even....work. Wink;-)jumpsuit (xs)// jacket (similar) // boots (similar) or these


 

Alright…here’s where I ask you to share your favorite comfy-but-put-together combos with us. I have no witty quips to leave you with, but just the fact that we must come together in support for anything that has to be done pre-second cup of coffee, friends. May the force be with you.

xo,

L

Hey, friends. Hop on over to follow me on Instagram @laurajansenstyle to see more of what I’m up to in Portland, Oregon. If you want to shop my current pieces I’m loving and wearing, head over to My Closet!

8 COMMENTS

  1. YES! to all of these. You look fab, totally like a morning person.
    I know what I’ll be thankful for this Thanksgiving. THE RETURN OF SUB-8″-RISE JEANS. Thank you for those AG links! I am so over the jeans I can’t even sit in to work 2 hours at my desk, never mind after lunch. Ugh.

    • Omg I hear you! The high rise are so flattering for standing, but UH yeah eating or sitting not so much. I struggle to decide which I can stand for the day. Haha. And thank you so much for the kind words of support…we all need it for morning times. Hahaha. Thanks, mama.

  2. Great ideas, all! Those $595 sneakers though. I’m a teacher. I just can’t. $600 sneakers? What is the message here?

  3. Now that it’s finally cooler out, I have a reason to wear my Sundry striped sweater pants and top from Anthro to the bus stop! The pants are super flattering, the top is perfectly cropped, I love the sporty vibe, and the 70% wool 30% cashmere blend is so cozy/not itchy! Plus, they are currently on sale + an additional 40% off! If the set came in another color I would totally go for it. https://www.anthropologie.com/shop/sundry-striped-sweater-pants?color=041&size=6000

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