30 Outfit Ideas for September

Transitioning into Fall takes a little thought and planning, sure, but it shouldn’t be complicated. Our favorite outfits of the moment are all about simple pieces that are easy to assemble. Don’t know what to wear this month? We’ve got you covered with some inspiration from our designers and boutiques.

 

Photo via @7115nyc
Photo via @7115nyc

Loose shapes, ankle socks and boots — an effortless go-to.

 

Photo via @ajaie_alaie
Photo via @ajaie_alaie

Is there anything more classic than a white top and denim? Nope. But subtle slash standout details keep it fresh.

 

Photo via @aligolden
Photo via @aligolden

The classic white-and-denim combo works in so many ways — including oversized silhouettes.

 

Photo via @are_studio
Photo via @are_studio

Easiest way to look chic this fall? An oversized coat and a light turtleneck.

 

Photo via @carleen_us
Photo via @carleen_us

Playful prints and A-line midis are a perfect pairing.

 

Photo via @charlieandlee
Photo via @charlieandlee

Layer your fave black summer dress with a sweat top and slides for a cool transitional look.

 

 

Photo via @firstriteclothing
Photo via @firstriteclothing

The wide leg pant (one of our favorite pieces for fall) goes great with the contrast of a cropped jacket.

 

Photo via @fandfnyc
Photo via @fandfnyc

One thing to invest in this September? A long, comfy knit. Super versatile and casually sophisticated.

Photo via @goodstudiosaus
Photo via @goodstudiosaus

It’s all about comfort this season. We like to think of it as elevated lounge wear.

 

Photo via @gravitypope_shop
Photo via @gravitypope_shop

Best way to feel like you’re rocking your comfiest sweats but still look put together enough to hit the street? Tailored cuts and a trench.

 

Photo via @shopidun
Photo via @shopidun

Add big, bold patterns to make any outfit a little bit more interesting.

 

Photo via @shopkaleidos
Photo via @shopkaleidos

Still hanging onto those summer vibes? Just add a straw hat to fluid  trousers and a dreamy top.

 

Photo via @leoboutique
Photo via @leoboutique

Catch those ’90s feels with high-waisted light denim and a tucked in tank.

 

Photo via @lowellmtl
Photo via @lowellmtl

September-ize your summer dresses by layering — just add a plain t-shirt and a fuzzy coat for the cooler weather.

 

Photo via @miramirasf
Photo via @miramirasf

Look on the bright side this season and stock up on colorful pieces to balance a usual sea of neturals.

 

Photo via @shopmyrtle
Photo via @shopmyrtle

How to add a little femininity to menswear-inspired silhouettes? Add a cute sandal.

 

 

Photo via @neighbourwoman
Photo via @neighbourwoman

Remember that candy-colored bomber jacket you had in high school? It’s back, with a modern twist.

 

Photo via @shop_nonna
Photo via @shop_nonna

A tailored coat in a neutral color like gray or navy is on our essential list and a perfect Fall topper for that summery LBD.

 

Photo via @objectswithoutmeaning
Photo via @objectswithoutmeaning

Our go-to Fall color palette also includes shades of gray. Then layer, layer, layer.

 

Photo via @shoponeofafew
Photo via @shoponeofafew

We love a good cropped pant as much as anyone, but pooling at the ankle in a straight leg jean has us giddy this season.

 

Photo via @shoponeofafew
Photo via @shoponeofafew

A classic khaki pant is always in season, but this time around it’s all about reinventing elegance.

 

Photo via @parcshop
Photo via @parcshop

Layer your blouse with a turtleneck for a vintage vibe that feels so now. And functional to boot.

 

Photo via @ridershop
Photo via @ridershop

Add in some texture — like a ruffled skirt — to give a classic sweater dress a little extra kick.

 

Photo via @therisingstates
Photo via @therisingstates

Show a little skin with a slit and a cropped sweater, while still keeping the rest of your body warm with long sleeves and a calf grazing hem.

 

Photo via @seldomseen.co
Photo via @seldomseen.co

Grunge never died. Keep its memory alive and well with an oversized denim jacket and a sheer, striped t-shirt.

 

Photo via @shopboswell
Photo via @shopboswell

Let the mule walk you all the way into winter.

 

Photo via @whit_ny
Photo via @whit_ny

Cutesy prints and girly details, like ruffles and bows, make for a sweet September.

ceri hoover -@sherminehghane
Photo via @ceri_hoover

Layer up your spring/summer staples. White pants after Labor Day and sweet hues will ward off those back to work/school blues.

 

babyandco 1
Photo via @babyandcompany

An easy trench coat is a wardrobe staple for both fall and spring’s transitional months. Add personality with standout, look-at-me heels in an autumnal hue.

 

duo
Photo via @duonyc

Fluid silhouettes in textural fabrics are an easy way to channel the Fall feels.

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