Let’s face it: September is a tricky month to navigate. At the beginning of the month, it can almost still feel like summer with temps high enough to rock shorts and miniskirts. By the middle, it can start to feel like winter is just around the corner. That’s why we’ve put together this calendar of looks to help you get through September in style and without overheating or freezing your butt off. The great part about these fall outfit ideas is that many can be adjusted to fit any weather fluctuations. Here are 30 fall outfits so you’ll have the next 30 days covered.
[ Next: Let These Transitional Outfits Inspire Your Between-Seasons Dressing ]
September 2018 Outfit Ideas
September 2018 Outfit Ideas #1
Keep your denim shorts in the lineup by slipping on a plaid button-down. Leave the shirt open to reveal a tee in a similar shade and finish things off with high heels.
Image: Imaxtree
September 2018 Outfit Ideas #2
Dresses over pants are still going strong, but switch it up by topping cropped jeans with a striped shirtdress with an exaggerated skirt. Balance out the layered look with black sneaks.
Image: Imaxtree
September 2018 Outfit Ideas #3
Pop the collar on your leather jacket when you wear it with a black top, structured white skirt and ankle-strap sandals.
Image: Imaxtree
September 2018 Outfit Ideas #4
Wrap up a white cropped top and baggy jeans with a lightweight trench. Pick a leopard topper for extra credit.
Image: Imaxtree
September 2018 Outfit Ideas #5
A leopard midi skirt is a must this season, but make it your own by knotting a tee on top.
Image: @slipintostyle
September 2018 Outfit Ideas #6
It's that time of year again when layering a tee under your favorite floral dress is a necessity. A strong red lip, furry bag and cognac boots signal fall's imminent arrival.
Image: @ada_oguntodu
September 2018 Outfit Ideas #7
Oversized hoodies as dresses were made for between-seasons dressing.
Image: Imaxtree
September 2018 Outfit Ideas #8
Take a mustard yellow (Grey Poupon, not French's) sweater and add in a button-up maxi skirt in a different shade of yellow. As fall wears on, you can button more of the buttons to stay toasty.
Image: @gildaambrosio
September 2018 Outfit Ideas #9
Tuck a graphic oversized tee into track pants boasting elasticized cuffs. Cap things off with strappy sandals.
Image: Imaxtree
September 2018 Outfit Ideas #10
Don't restrict camo to your pants. Try pairing a cropped camo sweatshirt with peachy pants, a belt bag worn crossbody style and strappy sandals.
Image: @sorayabakhtiar
September 2018 Outfit Ideas #11
A short-sleeve blazer and matching pants will help you transition from summer to fall, especially if the set is in a fun shade like pistachio.
Image: @alyssainthecity
September 2018 Outfit Ideas #12
Now is the time to bust out any asymmetrical tops and team them with (preferably distressed) blue jeans. Block-heeled sandals work wonders here.
Image: @shionat
September 2018 Outfit Ideas #13
That classic Burberry pattern will never go out of style. Use the brand's button-down to keep a bicolor flowy skirt and flip flops in play a little longer.
Image: Imaxtree
September 2018 Outfit Ideas #14
Double up on animal prints by slipping on a vivid snakeskin jacket over a zebra print top. Add in a vibrant fuchsia skirt to seal the deal.
Image: @karenbritchick
September 2018 Outfit Ideas #15
Go safari chic for fall by pairing a tan short-sleeve blouse with complementary trousers. A statement belt bag like this one from Nanushka gives off utilitarian vibes.
Image: @handinfire
September 2018 Outfit Ideas #16
Summer calls for a breezy white dress and cool kicks. A fall outfit demands layering a dark wash jean jacket on top.
Image: @lucywilliams02
September 2018 Outfit Ideas #17
Prairie chic is set to dominate fall, but you don't have to stick with dresses to get the look. Try combining a patterned blouse with shapely sleeves and a matching maxi skirt for the same effect.
Image: @doina
September 2018 Outfit Ideas #18
Rock your colored denim into September by teaming a pastel jean jacket with cropped pants. Plaid slides make the look more fall-appropriate.
Image: @lizzyvdligt
September 2018 Outfit Ideas #19
Tame a leopard maxi dress by wearing a two-tone jean jacket on top. Crushed velvet boots signal the season change.
Image: Imaxtree
September 2018 Outfit Ideas #20
Florals can still be bright in fall. Just pick ones with moody backdrops to keep the seasons straight. And don't be afraid of introducing more blossoms via your bag.
Image: @naomishimada
September 2018 Outfit Ideas #21
We're about to hit peak coat jacket weather. Go with a brightly patterned piece to make a statement and work in breezy blue bottoms and black loafers FTW.
Image: Imaxtree
September 2018 Outfit Ideas #22
Yes, sweatpants can be chic. Just combine them with a colorful hooded jean jacket with a bag to match and a cropped white tee.
Image: @palomija
September 2018 Outfit Ideas #23
Tie in your tie-dye turtleneck by capping off your dark denim with electric blue slides.
Image: @tamumcpherson
September 2018 Outfit Ideas #24
A colorful cut-out top will keep you cool when layered under a dark denim jacket, matching jeans and black over-the-jeans boots.
Image: Imaxtree
September 2018 Outfit Ideas #25
Quilting is another fall trend worth working into your wardrobe. Take a hybrid skirt version, add in an earthy two-tone top and snakeskin boots for a ton of texture.
Image: @double3xposure
September 2018 Outfit Ideas #26
Paper-bag waist pants are still a thing so take a denim pair and slip in an open-knit sweater in a cozy fall hue.
Image: @freddieharrel
September 2018 Outfit Ideas #27
Nothing could be simpler than styling your true blue jeans with a turtleneck. Opt for a topper in a berry shade to keep in line with fall.
Image: Imaxtree
September 2018 Outfit Ideas #28
Embrace horizontal and vertical stripes simultaneously. Make sure the pant legs are billowy and roll the sleeves on your sweater for vacation vibes.
Image: @camillecharriere
September 2018 Outfit Ideas #29
It's fashion girl 101: let the sleeves of your shirt poke out the cuffs of your blazer. Try teaming a stark top with a bright green blazer, blue jeans and white boots. A bright red bag adds extra pizzazz.
Image: Imaxtree
September 2018 Outfit Ideas #30
Scarves are another trend set to take over the colder months. Get ahead of the fashion pack by draping a plaid version over a sherbet-hued turtleneck and coordinating skirt. Work in white sandals to keep the look the right side of winter.
Image: Imaxtree
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