20 Shoes We’re Dying to Add to Our Fall Wardrobes

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Now that it’s officially fall in Chicago, it’s time to ditch the sandals and rosé and make room for warmer wear. As we all know, fall in Chicago is never truly “fall”. It will be the perfect crisp fall weather one day, and you’re sweating by noon the next. Our serious love/hate relationship with Chicago’s erratic changes in temperature make it difficult to look your chicest. So, instead of stressing, we’re doing the work for you! 20 ready-for-fall kicks that we can’t wait to get our hands on this season. From styles that are trending now to classics like Mary Jane’s that will last you season after season.  All 20 fall footwear picks are versatile enough to wear from your 9-5 to dinner/drinks/more meetings, while maintaining your style in our unpredictable Chicago climate. Click through the gallery for more and shop our favorite picks.

Sam Edelman Reesa Mid Heel Booties
Sam Edelman | Buy Here

Pointed lace up flats are elegant and chic when paired with lace

vince-camuto-emmari-lace-up-pointed-toe-flats
Vince Camuto | Buy Here

Mary Janes are adorable (and sensible!) when paired with lace
Sam Edelman Lola Mary Janes
Sam Edelman Mary Jane | Buy Here

 

Make it funky by mixing patterns- lace and velvet are made for each other
Steve Madden Velvet Block Heel Bootie
Steve Madden Bootie | Buy Here

 

 

If you’re trying to dress it up but not in the mood for heels? These glam oxfords pair perfectly anything from a lace LBD to jeans and blazers
Shelly's London Platform Oxford
Shelly’s London Platform Oxford | Buy Here

 

These studded smoking slippers will elevate your leather jacket to a new level of bad ass
Adrianna Papell Smoking Slipper
“Prince” Studded Smoking Slipper | Buy Here

 

Over the knee black suede boots will look killer paired with leather pants or a nice fitted leather jacket ensemble
Blondo Riding BootBlondo Eden Riding Boot | Buy Here

 

 

Thanks to Alessandro Michelle, Gucci’s fur lined mules are the shoe of the season but these floral embossed mules are the perfect lower priced option with a combination of casual chic, and will go perfectly with your new leather jacket

Sole Society Mule
Sole Society Mules | Buy Here

 

Varsity/athleisure style is totally in, and these old school Nikes are a perfect pairing to achieve that throwback vintage look
Nike Varsity SneakerNike Varsity Sneakers | Buy Here

 

These chic but casual western inspired booties are the perfect accent to anything in your closet: leather pants/pleated maxi skirt/ankle jeans are a few options

Jeffrey Campbell Cutout Western Bootie
Jeffrey Campbell Cutout Western Boot | Buy Here

 

Nicolas Ghesquière Louis Vuitton squad at different variations of the Digital Gate ankle boots from Louis Vuitton and it looks to be the perfect fall to winter rugged but chic boots
louis-vuitton-digital-gate-boots
Louis Vuitton Digital Gate ankle boot |  Buy Here

Anything suede will accentuate the hunter green of these adorable patchwork boots for that perfect fall look

coach-chelsea-boots
Coach Chelsea Boot | Buy Here

Everyone needs a staple fall boot- and these are it. Suede will partner perfectly with this sleek style
Sam Edelman "Joey" BootieSam Edelman Bootie | Buy Here

 

The 70’s is back and that means the chunkier the better when it comes to shoes. These loafers will be bomb with a suede skirt
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ASOS Chunky Loafers | Buy Here

 

Trying to pair your suede with something a little more grunge? These embellished Rebecca Minkoff booties are the perfect fit
Rebecca Minkoff Buckle BootiesRebecca Minkoff Buckle Bootie | Buy Here

 

 

Anything Velvet and these Michael Kors mules are fall perfection
Michael Kors Mule
MICHAEL Michael Kors Natasha Mules | Buy Here

 

To elevate your look, pair these chunky loafers with velvet
linea-paolo-gorgi-loafers
Linea Paelo Loafer Pump | Buy Here

These pointed lace up pumps are elegant and chic, and couple well with anything velvet
Matisse Lace Up Pump
Matisse Lace Up Bootie| Buy Here

The dark cabernet color of these Steve Madden booties will be perfect when pair with black velvet
Steve Madden Austin Booties
Steve Madden Bootie | Buy Here

 

Pair these Zara high heel mules with your day-night look
Zara leather mules
Zara High Heel Mule | Buy Here

 

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