Monthly outfit planner | January

Hi friends, and Happy Friday! We’ve one day left of the year, can you believe it? Whether you’re set to watch the ball drop live or you’ve plans to be in bed by 10, here’s to health, happiness, and new blessings to count each day in 2023!

I had an overwhelming response to last month’s outfit planner, so I thought to continue the share for January. I do plan to take a little time away from content creation this next month, but wanted to ensure you’d have a month’s worth of outfit ideas at your fingertips, whenever needed!


I love January for a few reasons. Not only is it smack dab in the heart of Winter – which means, layers upon layers and justifies any excuse for added coat warmth, but it’s my birthday month! I love dressing for the season, and of course having an extended opportunity to get dressed up and celebrate!

January is also very much known as a time for new. New routines, new habits, new mindsets. I know for me, the act of getting dressed each day and sticking to a routine (even if I am just going downstairs to my office), shifts a mindset and has proven me more productive. And what better way to promote that shift, then to source you with new outfit ideas? With all the newness January brings, setting a course of action – at least in the style department – is a pretty good place to start. Even if it’s simply bookmarking this outfit planner for days where time and energy is limited, having it on hand when it’s time to get dressed, will ease overwhelm and secure a productive day. Trust me!

This month I am providing looks that make sense; anything from Monday meetings, casual Fridays, date nights, weekend errands, fitness looks, you name it. The majority of these fits suit my casual style and stem from basics alone, so it should be pretty simple to recreate them with items you’ve already in closet. And if not, I’ve made sure to provide links for all.

You can view the entire calendar of January outfits at a glance, but if you keep scrolling each individual look is available for you to pin, save, click and shop the products directly. I’ve also listed the products below, tho if they’re no longer available, you can find alternatives when clicking on each image. I hope you enjoy this Winter style inspiration just as much as I’ve loved creating it! 

outerwear: tweed crop jacket | camel overcoat | wrap ivory overcoat | fishbone blazer | black puffer | olive crop puffer | quilted vest | brown plaid blazer | check plaid overcoat | wrap grey overcoat | brown coatigan | plaid shacket | fur ivory vest

sweaters: stripe pullover | grey rollneck | fair isle mockneck | black wrap knit | grey quarter zip | white crop turtleneck

tops: turtleneck bodysuit | white button up | green perform bra | black quarter zip pullover | beige hoodie | stripe turtleneck tee | graphic sweatshirt | black blouse | white bodysuit | black turtleneck tee | black crop boxy tee | black corset bodysuit | grey bodysuit

bottoms: black legging | wide leg jean | dark straight jean | black straight jean | dark green legging | beige jogger | black coated pant | light wash skinny jean | grey wash skinny jean | black split hem pant | black faux leather legging

skirts + dresses: maroon slip skirt | white sweater dress

shoes: ultra mini Ugg | black bootie | star sneaker | grey flat | running shoe | black pump | black lug boot | leopard print slingback | taupe lug boot | black knee high boot | black d’orsay pump | lace up shearling boot | blue sneaker | white trainer sneaker | brown lug boot | Veja sneaker | brown knee high boot | black buckle boot | black loafer mule

accessories: ivory beanie | black belt | pink scarf

handbags: black tote | black satchel | black clutch | olive tote | black zip top crossbody | black flap shoulder bag | wine shoulder crossbody bag | taupe top handle crossbody | olive camera crossbody

January outfit idea casual striped sweater leggings Ugg boots
Slip skirt style turtleneck black bootie tweed jacket Winter workwear
Winter outfit idea casual
Fair isle sweater outfit neutrals
Winter blazer outfit idea monochrome look
January outfit fitness idea perform leggings sports bra sneakers pullover
Winter date night outfit idea turtleneck bodysuit straight jeans pumps overcoat
Warm winter casual outfit puffer coat jogger sweat set
Winter workwear outfit idea coated jeans sweater classic button up
January Winter outfit puffer coat turtleneck tee
Winter casual outfit sweater quilted vest leggings lug boot
January casual outfit idea graphic sweatshirt blazer sneakers
January outfit idea knee high boot oversized blazer date night
January winter outfit idea date night split hem pant turtleneck blouse
Winter outfit fair isle sweater puffer coat skinny jean
Winter monochrome outfit idea neutral grey
Winter outfit idea leggings striped turtleneck sweater coatigan
Casual classic chic style Winter outfit overcoat wide leg jean sneakers
Winter outfit idea shacket turtleneck tee black jeans
Winter casual outfit sweater sneakers slip skirt
Winter date night outfit idea leggings knee high boot blazer
Casual Winter outfit idea jogger sweats coatigan
Winter whites outfit sweater dress knee high boot fur vest
January outfit idea plaid shacket wide leg jean Ugg boot
Winter outfit grey wrap coat faux leather leggings
January outfit date night tweed jacket monochrome look
Winter outfit puffer coat skinny jeans lug boot
Winter outfit graphic sweatshirt black jeans
Winter outfit idea turtleneck sweater skinny jeans
January outfit idea classic style workwear
January outfit idea camel coat faux leather leggings
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Disclosure: Some of the links above are affiliate links. This means that, at zero cost to you, I will earn an affiliate commission if you click through the link and finalize a purchase.

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