Who What Wear's 30-Day Fall Wardrobe Challenge

By now, you should be familiar with our 30-day wardrobe challenge, but if you’re joining for the first time, here’s how it works. We've set a month’s worth of fresh style and shopping tips in an effort to revamp and update your wardrobe and personal style for the new season. From unique outfit combinations to simple fashion hacks, follow along for a mini style makeover. 

While this marks our seventh round, this one is quite special for a few reasons: It’s our first fall edition, our first time partnering with Saks Off 5th for an in-store sweepstakes, and the first time we’ve teamed up with bloggers to showcase some of the tips. Are you ready to take on our fall 30-day challenge? 

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. 

Day 1: Step out in your favorite striped top.

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Style du Monde 

Stripes are the perfect way to add a bold statement to any outfit.

Day 2: Layer your favorite choker necklaces.

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This Time Tomorrow

Layering necklaces is a simple way to accessorize your outfit.

Day 3: Style loose trousers with a sleeveless sweater.

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Style du Monde 

If you're going to be out all day, trousers are the perfect alternative to jeans.

Day 4: Add a structured bag to your go-to jeans-and–T-shirt look.

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Collage Vintage

A structured bag will tie your outfit altogether.

 

Day 5: Layer a thin turtleneck under an oversize button-down.

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Collage Vintage

Make sure to tuck in your turtleneck for an extra chic look.

Day 6: Try the off-the-shoulder jacket look.

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Collage Vintage 

Fall is the perfect weather to try out the off-the-shoulder-jacket look. 

Day 7: Wear a pair of block heels with cropped flares.

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This Time Tomorrow

Pair block heels with cropped jeans in order to show off your new shoes.

Day 8: Shop our favorite tops with statement sleeves.

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Collage Vintage 

Head here to check out our favorite statement-sleeve picks

Day 9: Style a bomber jacket with your go-to athleisure look.

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Sequins & Stripes

Add a unique twist to your athleisure clothes.

Day 10: Swap your classic black blazer for an oversize option.

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Style du Monde 

Accessorize your outfit with a non-traditional blazer.

Day 11: Pair over-the-knee boots with an A-line skirt.

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Sequins & Stripes

Side note, this look can be worn from day to night. 

Day 12: Practice your best street style pose.

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Collage Vintage

Need some tips? Here's how to pose for photos like an off-duty model

Day 13: Wear a printed blouse you haven't wore in a while.

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Pandora Sykes

Pair your printed blouse with simple bottoms.

Day 14: Mix different textures for a luxe fall look.

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Style du Monde

Bring in the fall weather with a mix of textures. 

Day 15: Personalize your bag with cool patches or pins.

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Collage Vintage

Don't stop at adding patches to denim jackets. Add them to handbags too!

Day 16: Style menswear-inspired shoes with a feminine outfit.

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Thrifts and Threads

Try this out for your next date night.

Day 17: Dress up a casual denim outfit with your prettiest pair of heels.

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Style du Monde

Keep your outfit simple and accessorize with heels.

Day 18: Style updated Mary Janes with a cool jumpsuit.

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Thrifts and Threads

Our favorite early-2000s shoes made a comeback.

Day 19: Accessorize your look with a pop of red.

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Collage Vintage

Make a statement by adding a bold color to your outfit.

Day 20: Start shopping for your go-to winter puffer coat.

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Collage Vintage 

It's never too early to shop for next season.

Day 21: Layer a long vest over a fitted turtleneck.

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Collage Vintage

Let your vest double as an accessory.

Day 22: Layer unexpected pieces to make an all-black outfit interesting.

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Chronicles of Her

Add bold textures and patterns to complete your look. 

Day 23: Add a statement knit sweater to your fall wardrobe.

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Style du Monde

Sweater weather is here, and we're so excited! Pair jeans with a unique knit sweater to complete this look.

Day 24: Wear an all-white (or cream) look with pastel outerwear.

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Collage Vintage

This is the only way we're wearing white after Labor Day.

Day 25: Add a new leather (or faux leather) bag to your purse collection.

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Collage Vintage 

Leather fabric is the perfect way to welcome in the cooler weather. 

Day 26: Take your jeans to the nearest tailor to finally get the perfect fit.

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Collage Vintage

Tailoring is the unspoken truth behind our perfect-fitting jeans.

Day 27: Ditch your basic black trousers for a pair of party pants.

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Collage Vintage 

We know you've been eyeing these statement pants. 

Day 28: Wear your favorite top with a special back detail.

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Collage Vintage

The simple detail will add so much to your outfit. 

Day 29: Belt an oversize dress at the waist for a flattering look.

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Chronicles of Her

If your oversize dress looks heavy, make sure to pair it with a belt.

Day 30: Update your go-to black heels for a fresh pair.

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Collage Vintage

Now is the perfect time to buy your heels for the fall. 

Be sure to tag a friend in the comments below, and share your fresh new outfits with the hashtag #wwwfall30!