30 Doable Ways to Upgrade Your Style This Fall

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(Image credit: Collage Vintage)

Welcome to our 11th 30-day wardrobe challenge! By now you should know the drill but if you’re new, here’s how it works. We set four weeks’ worth of outfit and style tips for you to test out over the next 30 days, in hopes to update and reboot your style for the new season. To keep things interesting, this round we changed it up a bit and reached out to some of our power challenge participants from previous seasons and had them submit and select a selection of the challenges. So the first 19 challenges you see below were created by a handful of our most engaged 30-day users. Are you ready to check out the latest fall style challenges?

Scroll down to see all of the challenges, and be sure to share your looks with the hashtag #WWWfall30 for a chance to be featured on our site at the end of the month.

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Day 1: Pair a turtleneck with statement trousers.
(Image credit: @jlbabe)

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Day 2: Sport the patterned suit trend.
(Image credit: @the.girlish.tomboy)

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Day 3: Go for an easy three-piece ensemble for fall.
(Image credit: @stilecara)

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Day 4: Try a statement sleeve.
(Image credit: @thestyleeasel)

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Day 5: Combine several textured fabrics.
(Image credit: @cuddlepill)

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Day 6: Wear a statement sweater.
(Image credit: @edaowofashion)

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Day 7: Play around with different fall prints.
(Image credit: @haifazakariaarora)

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Day 8: Take your LBD to the next level with chic metallic shoes.
(Image credit: @messybunsandburgers)

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Day 9: Mix unexpected prints for a bold office look.
(Image credit: @styledevotee)

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Day 10: Try a menswear-inspired look.
(Image credit: @shantelrousseau)

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Day 11: Make your slip dress appropriate for fall by layering.
(Image credit: @madeby8)

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Day 12: Wear plaid in an unexpected way.
(Image credit: @haifazakariaarora)

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Day 13: Embrace a French-inspired outfit.
(Image credit: @shantelrousseau)

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Day 14: Pair a silk kimono with bright colors.
(Image credit: @shewearscolor)

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Day 15: Transition your summer skirts into fall with over-the-knee boots.
(Image credit: @stephweizman)

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Day 16: Update your outerwear with an oversize trench coat.
(Image credit: @stilecara)

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Day 17: Pair socks with sandals or heels to add edge to your outfit.
(Image credit: @styledevotee)

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Day 18: Step up your sneaker game by tying your laces around your ankles.
(Image credit: @the.girlish.tomboy)

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Day 19: Try pairing an oversize blazer with neutral colors.
(Image credit: @thestyleeasel)

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Day 20: Add a pop of red to your denim on denim.
(Image credit: Collage Vintage)

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Day 21: Tuck in your fall sweaters for a sleek look.
(Image credit: Collage Vintage)

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Day 22: Pair your favorite slip with an oversize blazer.
(Image credit: Collage Vintage )

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Day 23: Test out the polka-dot trend.
(Image credit: Collage Vintage )

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Day 24: Swap your go-to hat for a chic beret.

Collage Vintage

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Day 25: Wear all black with sleek white ankle boots.
(Image credit: Collage Vintage)

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Day 26: Style a statement top with loose-fit jeans.
(Image credit: Collage Vintage)

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Day 27: Buy a pair of red boots.
(Image credit: Collage Vintage)

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Day 28: Dress up your sweaters with classic heels.
(Image credit: Collage Vintage)

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Day 29: Style your leather pants with a cozy fall sweater.
(Image credit: Collage Vintage)

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Day 30: Wear bright boots with a two-piece suit.
(Image credit: Collage Vintage)

Up next, shop fall's most popular boot silhouette

Michelle Scanga
Managing Editor
Who's your style icon?

Cher

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@infatuation @realisationpar @erinfoster @talitavon @lookdepernille 

What's the fashion essential you can’t live without?

A great pair of high-rise skinny jeans.