I’ve been deep in a Pinterest rabbit hole, curating over 35 rainy day outfit ideas that are absolutely everywhere this year.
35+ Rainy Day Outfits You Can’t Get Around on Pinterest This Year
Navy Blue Pullover with White Denim Skirt
This outfit is just so, so sweet. Especially for early fall or autumn and even into winter.
It’s a navy knit sweater with a white mini skirt and high-leg boots. And I love that combo – mini skirts with tall boots at the start of fall. It always looks adorable. Definitely a look I recommend.
Plaid blazer dress with black high-leg boots
Next is a blazer dress – and you really don’t see this that often.
It gives me full-on old money vibes, and I love that so much.
She styled it with black high-leg boots and a Chanel shopper bag – which, by the way, is such an underrated vintage piece. It’s super sweet and kind of gives you those college student, preppy, old-money fashion vibes.
And with a cute little umbrella too – it’s perfect for rainy weather. So, honestly, there’s no excuse – you can still dress beautifully even when it’s raining.
Oversized Knitted Sweater with Navy Blue Skirt
This one’s a wool knit sweater layered over a blue button-down shirt with a navy pleated skirt underneath. And again, we’ve got that cute combo of a skirt with high-leg boots.
I think this kind of look is perfect for fall or even for those colder summer days. It’s such a sweet look.
Oversized Beige Sweater with White Skirt and Beige Boots
Just like this next outfit in beige – a wool sweater with a white mini skirt and beige cowboy boots. Super cute.
Thick Brown Sweater with Light Blue Jeans and Ugg Boots
Then there’s an outfit with wide-leg blue jeans and a fleece pullover in soft brown and white tones, with a cozy little pattern on it.
It really reminds me of fall and winter. She wore it with Uggs – this is the perfect look for a day when the weather’s gloomy and you just want to head to the library, go shopping, or grab brunch somewhere cozy. I love this one.
Cute Pink and Beige Details
Next is a pink knitted sweater with a black pleated mini skirt. She layered a wool coat over it, so it’s perfect for colder days.
But just a heads-up: if you’re wearing a wool coat, always bring an umbrella. Wool and rain don’t mix well.
Otherwise, this outfit is giving total coquette and girly vibes. I love that this feminine look is coming back, and we’re wearing more pink again this year. This is the perfect outfit for that.
Plaid Skirt with Oversized Leather Jacket and Boots
Then we’ve got an oversized black leather jacket with a pleated beige skirt and a white sweater on top.
It’s so well-balanced with black boots, the leather jacket, and a matching bag in the same material.
Navy Blue Skirt Outfit
Next one’s all in navy blue – a navy turtleneck sweater with a pleated mini skirt in the same dark blue tone, styled with black boots.
Now, I know this is an unpopular opinion, but I love navy and black together. People say it doesn’t work – I think it’s super chic.
She even added a black bag to finish the look, and it ties everything together beautifully.
Oversized Knitted Pullover Outfit
This next look is a cozy knit pullover – and it just looks so, so warm and sweet.
I can totally imagine sitting in a library with friends, sipping coffee, and just relaxing and enjoying the moment. She styled it with Uggs and leg warmers.
Thick Beige Wool Coat with Tights and Black Boots
Then there’s a short wool trench coat – not long, which you don’t see as often – but it’s very classy and great for cold days.
She paired it with a mini black dress.
Like Karl Lagerfeld said: a woman can never go wrong with a black dress – and I live by that.
A black dress always looks classy, always polished. She added high-leg boots, and the whole look is just stunning for winter, fall, or any chilly day.
Beige Trench Coat with Monochrome Beige Outfit
Next up is a white pant with a light gray or cream-toned sweater, and a short camel-toned trench coat layered over it.
She’s also carrying a Longchamp bag and wearing Uggs – the whole look is perfectly coordinated in beige, white, and cream tones.
These kinds of colors are just made for fall. It’s such a well-balanced outfit.
Short Trench Coat with Vest and White Trousers
This outfit here is similar – white pants again, but this time styled with a white vest-style top and a trench coat. I love that she combined it with a vest top – it’s a nice detail.
I could totally see this for work, for the office, or even just meeting friends for brunch, or heading out for dinner on a rainy day. It’s just a really lovely, elevated outfit.
Grey Jeans with Tweed Jacket and Kitten Heels
The black button-up jacket paired with a simple white tee and gray jeans creates a perfect balance of casual and polished. I love how the pointed black flats add a touch of sophistication, making it ideal for a day out in the city.
Dark Denim Jeans with Fur Coat
This outfit is giving me all the Parisian vibes with the chic beret and luxurious faux fur coat. I love how the flared jeans add a touch of retro flair, perfectly balanced with the classic black handbag. It’s effortlessly stylish and perfect for a cozy yet fashionable stroll through the city.
Oversized Knitted Sweater Outfit
This chunky knit sweater dress paired with cozy tights and suede ankle boots is giving me all the cozy vibes. The oversized fit is perfect for layering and staying warm, while the neutral tones keep it effortlessly chic. Plus, the cute hair clip adds a touch of playfulness to the whole look!
Denim Skirt with Brown Leather Jacket Outfit
The knee-high boots and leg warmers combo is not only super stylish but also perfect for keeping warm on those crisp autumn days. I love how effortlessly chic and comfortable this look is for a casual day out in the park.
Burgundy Skirt Outfit
The burgundy sweater with the adorable teddy bear design is such a cute statement piece, and it pairs perfectly with the plaid pleated skirt. I love how the matching burgundy socks and classic loafers pull the whole look together, making it both stylish and comfortable for a crisp autumn day.
Burgundy and Navy Blue Skirt Outfit
The deep burgundy cardigan paired with a chic black mini skirt and sheer tights is such a perfect blend of cozy and stylish. And those knee-high brown boots? They add just the right touch of sophistication and warmth for the season.
Oversized Beige Sweater with Grey Pleated Skirt
The combination of the chunky knit and the playful skirt is both comfy and chic, perfect for a casual day out. Plus, the pop of color from the crossbody bag and the cute cap add just the right amount of flair to the outfit.
Typical Brown Autumn Outfit
The chunky knit and warm tones are perfect for a stroll through the fall foliage, and those knee-high socks with platform shoes add a cute, retro touch. Plus, the clear umbrella is such a chic way to stay dry while still showing off the beautiful scenery.
Beige Fur Jacket with Brown Skirt Outfit
The oversized brown bag and comfy slip-on shoes make it perfect for a casual stroll through the park. Plus, the neutral tones blend so beautifully with the autumn leaves.
Beige Swetaer with Light BeigePleated Skirt
The oversized cream sweater paired with the pleated beige mini skirt creates such a cozy yet chic vibe. And those white knee-high boots with the scrunched socks? Absolute perfection for adding a touch of edginess while keeping it stylishly warm.
Burgundy Pullover and Mary Jane Shoes
The chunky heels and white socks combo is such a fun throwback, and the little woven bag adds a perfect touch of texture. Plus, the hair ribbon is just the sweetest detail to top it all off!
Grey Jacket with Black Skirt Outfit
This rainy day outfit is absolutely stunning with its chic grey jacket paired with a flirty black skirt. The knee-high boots and cozy socks add a perfect touch of warmth and style, making it ideal for those crisp autumn days. Plus, the elegant handbag ties the whole look together, giving it a sophisticated yet playful vibe.