Once the weather dips below 35 degrees, the average Chicago winter attire involves some type of puffy (long) coat, warm hat, leather gloves or mittens and boots. We know you’re not an average basic and you are the type that will make sure your shoes stand out while braving the icy cold temps we’ve rounded up 10 tough yet chic boots that you can wear as your go to winter boots or before you change into your “work shoes.” The Louis Vuitton ‘Digital Gate’ boots are the perfect combination of tough and chic (can’t really say if they are comfy) but if spending $1,500-ish is out of your budget not to worry there are others within most price ranges. Options listed below offer cleated or rubber soles to ensure steady footing on the snow and shearling lining to keep those toes warm. Give #chiberia the middle finger with these tough yet chic winter boots.
Zara high heel biker ankle boots | Buy Here at Zara
Montelliana 600 calf-hair après-ski boots | Buy Here at MatchesFashion
Tabitha Simmons Bexley leather ankle boots | Buy Here at Barney’s
Jimmy Choo Shearling-trimmed leather ankle boots| Buy Here at Net-a-Porter
Give a girl the right shoes, and she can conquer the world. – Marilyn Monroe
Jeffrey Campbell Explorer Boots | Buy Here at Shopbop
Louis Vuitton Digital Gate Ankle boots | Buy Here at Louis Vuitton
Dr. Martens Magdalena fur lined ankle boot | Buy Here at Dr. Martens
Nike Woodside Chukka 2 | Buy Here at Nike
H:CE 1096 wool-lined après-ski boots | Buy Here
If your hair is done properly and you’re wearing good shoes, you can get away with anything – Iris Apfel
pronounced: Boh-la-jee, like the Bellagio but w/o the O. SLC Founder and Editor, loves to write about topics at the intersection of career and lifestyle for today's young professional and future leaders.