It’s said that March comes in like a lion and out like a lamb. Well, October is the exact opposite. The month starts out almost summery by sticking in or close to the 70s, then can crash to the harsh 30s by the time Halloween rolls around. (And nothing was worse as a kid than having to sport a coat over your killer costume.) But instead of fearing that dramatic temperature swing, we’re going to steer into the skid and embrace the impending cold weather.
Between all the cool coats, corduroy pants and turtlenecks, October can be a treasure trove of cute fall outfit possibilities. Plus, you can still get away with wearing your fave sneakers or dressy (aka not snow) boots for most of the month. Though once the leaves start to litter sidewalks and streets, things can get a little messy.
Read on for 31 cute fall outfits outfit for every day of the month.
[ Next: 30 Outfit Ideas for Every Day of September (No Matter the Weather) ]
October 2018 Outfits
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October 2018 Outfits #1
Keep things sporty up top, but fashion on bottom. You can still get away with cropped jeans this time of year, especially when teamed with black and white boots.
Image: Imaxtree
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October 2018 Outfits #2
Keep a flowy pink blouse in check by half tucking it into high-waisted white pants (which still work after Labor Day). A contrasting saddle bag is an unexpected yet stylish finishing touch.
Image: Imaxtree
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October 2018 Outfits #3
Opt for softer yellows for fall and combine your sunny structured blazer with moss-colored pants. Match your shoes to your slacks for the ultimate exclamation point.
Image: @maria_bernad
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October 2018 Outfits #4
Go matchy-matchy by teaming a plush short-sleeve button-down top with complementary pants. Add a little kick with pointy-toe white cowboy boots boasting block heels.
Image: @alwaysjudging
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October 2018 Outfits #5
Who says you have to give up shorter skirts this time of year? Just wrap one around a coordinating pair of pants, top with a white tee and brightly colored coat and you’re good to go.
Image: @palomija
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October 2018 Outfits #6
Pleats and wide legs? Totally doable as long as your pants are pink and you tuck in your top(s).
Image: Imaxtree
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October 2018 Outfits #7
This cute fall outfit pairs a slightly moody floral top with black flared jeans. Super pointy white boots FTW.
Image: @emilisindlev
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October 2018 Outfits #8
Double up on neutrals, especially if your top and khakis are both statement pieces. Cap it off with sleek white sneakers.
Image: @weworewhat
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October 2018 Outfits #9
This cute fall outfit does denim on denim with a wrap top and wide-leg jeans secured by a long belt. Sport a white jean jacket off your shoulders and yellow Converse to pull the look together.
Image: @asos_kicki
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October 2018 Outfits #10
Take a knitted skirt with a tulip-like hem and tuck a white tee into it. Add a cropped jacket and tall slouchy boots to have a little fun with texture and proportions.
Image: Imaxtree
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October 2018 Outfits #11
Layer a black leather jacket over a longer white button-down for an edgy play on proportions. Cropped black pants and white mules keep the two-tone theme going.
Image: @lamickirabo
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October 2018 Outfits #12
Pops of plaid on your jeans is a fresh way to rock the trending pattern. Add in a rusty sweater and studded black sandals for a fall-barely-started vibe.
Image: @lucywilliams02
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October 2018 Outfits #13
Make full use of your hoodie by wearing the hood up — great for bad hair days or to combat a chilly breeze. Work in a jacket over top in a lighter color and roll both the sleeves of your jacket and hoodie to keep cool.
Image: Imaxtree
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October 2018 Outfits #14
A classic navy blazer and dark jeans combo gets new life when you work in eye-catching accessories. Make sure your drawstring bag coordinates with your footwear for a cohesive finish.
Image: @ada_oguntodu
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October 2018 Outfits #15
Engage in a little pattern play by pairing your plaid button-down with jeans and snakeskin boots. Reinforce the preppy vibes by tying a sweatshirt over your shirt.
Image: Imaxtree
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October 2018 Outfits #16
Lean into pumpkin spice season with an orange bag and red-orange shoes. Drape a light brown blazer over your go-to white blouse from summer and fall-friendly plaid pants. The chain-link belt is up to you.
Image: Imaxtree
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October 2018 Outfits #17
Make fall florals a little brighter by styling your turtleneck with bright blue boots. An army green maxi skirt boasting an asymmetrical waist adds another dimension to this fall outfit.
Image: Imaxtree
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October 2018 Outfits #18
Help summer last a little longer by opting for purple pastel pants. Half tuck a sweatshirt inside and secure with a statement belt bag worn crossbody. Pastel yellow footwear also helps your cause.
Image: Imaxtree
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October 2018 Outfits #19
Think bedazzled sweaters are more grandma than great? Try pairing a dark-colored version with patterned corduroys and white high heel boots for a fresh spin.
Image: Imaxtree
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October 2018 Outfits #20
Wondering how to pull off acid wash jeans IRL? Take the focus off them with an animal print top tamed by a reddish brown blazer.
Image: Imaxtree
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October 2018 Outfits #21
Complement a vivid logo-clad turtleneck with two-tone jeans. Tuck in the top to expose the jeans’ unique waistband and slip on socks before slipping on your sandals for extra warmth.
Image: Imaxtree
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October 2018 Outfits #22
Give the illusion of a jumpsuit by straight tucking a white denim shirt into white denim pants. Break it up slightly by adding a pale green belt.
Image: Imaxtree
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October 2018 Outfits #23
Jazz up a plaid coat by layering a white top tucked into a belted, pleated red skirt underneath. Somewhat slouchy white boots bring it all together.
Image: @tk_wonder
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October 2018 Outfits #24
Animal print denim totally works when combined with a bright Western shirt with a 70s-style extended collar and contrasting exposed pockets. Slip a black long-sleeve shirt underneath for warmth.
Image: Imaxtree
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October 2018 Outfits #25
Don’t be afraid to sport similarly washed denim pieces together. Break up the jean monopoly with a black turtleneck and matching ankle boots plus a brown belt.
Image: Imaxtree
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October 2018 Outfits #26
Tuck a cozy knit into a high-waisted pleated skirt wrapped up by a black belt. Lace-up boots tie this cute fall outfit up nicely.
Image: @erika_boldrin
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October 2018 Outfits #27
Black leather pants tucked into tall black leather boots with structured heels makes legs look miles long. Tuck a rust-colored jacket in as well for additional style cred.
Image: @patriciamanfield
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October 2018 Outfits #28
Snakeskin pants simply scream fall, especially if they have motocross accents. Keep the focus on your sleek bottoms by incorporating a gray sweater and basic black boots.
Image: Imaxtree
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October 2018 Outfits #29
Here’s proof dark brown suits can be chic. Layer a white turtleneck under a khaki button-down and round things out with white pumps to punctuate the look.
Image: Imaxtree
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October 2018 Outfits #30
It’s completely appropriate to mix plaid patterns a la Olivia Palermo. A purple zip-up adds an extra barrier against the cold and pointy black booties keep things this side of winter.
Image: Imaxtree
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October 2018 Outfits #31
This cute fall outfit matches the pattern on the maxi skirt to the boots for a uniform look. A cozy camel turtleneck tucked up top and a micro bag make this both fall- and winter-appropriate.
Image: Imaxtree
