Written By Kelly Larkin

21 Best Fall Shoes for 2023

With the unofficial end to summer, I’m starting to think more about curating a minimal and versatile fall wardrobe, which wouldn’t be complete without fall shoes. Comfort and versatility are most important to me when investing in a new pair of shoes. Think classic fall shoes you’ll wear year after year, like loafers that you could walk miles in, or timeless boots that go with any outfit. Here are the best fall shoes for 2023.

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Fall, Kelly in the City, Outfits, Style
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Tuckernuck New Arrivals for Fall

Tuckernuck Fall Favorites

Every fall, I always get excited for the Tuckernuck New Arrivals, and I’m here to report that—to no one’s surprise—they’ve nailed it again this year, so I sifted through all the new pieces and pulled some of my favorite finds to share. These sweaters, jackets, jeans, and dresses have me ready for cooler temps to come.

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Fall, Kelly in the City, Outfits, Style
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3 Labor Day Sales I’m Shopping

My J.Crew Factory Labor Day Sale favorite picks. From sweater blazers and sweaters to coats and vests to skirts and shoes.

And just like that, somehow it’s September and Labor Day weekend is already here. These are the three best Labor Day Sales I’m shopping, and I’ve included my favorites from each brand.

J.Crew and J.Crew Factory are my go-to brands for versatile fall basics. Both just released their fall collections, and a bunch of new arrivals are included in their Labor Day sales. So, I thought I’d highlight some of their best products, as well as other pieces I have my eye on.

Abercrombie also has amazing fall wardrobe staples. I’m a big fan of their coats because of the quality you get for such a great price. They also have wonderful sweaters and workwear like blazers and tailored pants.

BTW: For J.Crew Factory, take 50-70% percent off everything (prices as marked,) use code “SALE60” for an extra 60% off clearance, and use code “FALLPREP” for an extra 20% off orders over $125. 25% off select styles plus an extra 15% off almost everything (prices as marked.) For J.Crew, use code “SHOPNOW” to take 40% off almost everything (including new arrivals) and an extra 60% off sale styles. For Abercrombie, take 25% off select styles plus an extra 15% off almost everything (prices as marked.)

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Kelly in the City, Sales
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Amazon Fall Fashion Finds

A few of my favorite Amazon Fall Fashion Finds. From left to right, a striped turtleneck sweater, a grey sweater, a cream cardigan sweater, a navy blazer, black ballet flats, a leather puffer jacket, a white quilted shacket, a tan long cardigan sweater, and a black quilted leather crossbody bag.

I’m back with another monthly round-up of Amazon Fashion Finds. This month, there are a bunch of incredible pieces for fall. I’m eyeing this cozy oversized cardigan sweater that I can wear with leggings around the house or with jeans and sneakers for a casual everyday outfit. This ivory quilted shirt jacket is a lovely lightweight layering piece under $50, as well as this tan long cardigan coat. These leather ankle boots are under $30. And these leather ballet flats come in many colors and are incredibly comfortable.

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Kelly in the City, Outfits, Style
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3 Transitional Fall Outfit Ideas

3 Transitional Fall Outfit Ideas

I’m feeling very inspired by all the new arrivals for fall. J.Crew and J.Crew Factory especially nailed it this year, and I’m looking forward to finally being able to wear some of those pieces in the next month. For now, I’m brainstorming some transitional fall outfit ideas that will carry me through the changing seasons and temperatures. Over time, I’ve found the key to styling transitional outfits is picking pieces that you can easily layer. You get double the wear out of the pieces in your closet, and it saves you from buying a whole new wardrobe every season. I’m a big advocate for wardrobe staples, and these versatile pieces are exactly that!

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Fall, Kelly in the City, Outfits, Style
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Affordable Fall Basics

Affordable Fall Staples

Is the high today in Chicago 102º F? Yes. Am I writing about fall basics? Sure am. It’s fine, I’m fine, everything is fine, haha. But in all seriousness, J.Crew Factory has some pieces I’m pretty excited about wearing once it cools down, just a touch. And you can take an extra 20% off $100+ with the code YESPLEASE. Here are a few of my favorites, from sweaters and coats to skirts and shoes.

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Fall, Kelly in the City, Outfits, Style
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