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Essential Fall Shoes for Men


Disclosure: The essential fall shoes for men below contain affiliate links, which means we’ll receive a commission if you click on a link. We hope you like our picks – click or tap the titles to shop!

Fall is arguably the best season for menswear – and that includes footwear. Shoes make up an integral part of any transitional-weather wardrobe. If you’re looking to do this whole shoe thing right, you’re going to need a range of styles that mirrors the range of weather we’re likely to encounter over the coming months. For instance, Loafers, dress boots, and high-top sneakers are just some of the styles you should be adding to your footwear rotation this season. But don’t stress! We’re going to break down how to pick the right shoes for cooler autumn weather, including a list of essential shoe styles for fall.

1. Bloomingdale’s, Nisolo Men’s Everyday Oxford Shoes, $253.65

These oxfords are the *chefs kiss* of fall shoes. Perfect for everyday wear or just special occasion, you’ll feel comfortable knowing you’re putting your best foot forward with this option.

2. DSW, Madden Mens Musman Chelsea Boot, $69.99 $59.98

Take your style up a notch this fall with these Chelsea boots by Madden Mens. This slip-on boot is bound to keep you comfortable all day long.

3. ShoeMall, Etnies Factor Skate Shoe, $89.76 $80.14

These skate shoes are a great option for everyday wear this fall. The neutral colours will definitely match with any outfit you decide to pair them with.

4. Macy’s, Madden Mens Anthin Textured Loafer, $79.99 $50.39

A perfect formal option for the fall season, these textured loafers are a must-have. Slip these on the next time you have a big meeting at work or a business dinner to attend.

5. DSW, Wolverine, I-90 Wedge Boot, $169.99

Keep your feet feeling completely pampered with these wedge boots – they’re a true 10/10! They’re crafted with waterproof leather, so you’ll be able to tackle the elements no matter what gets thrown at you this fall.

6. Bloomingdale’s, Clarks Men’s Leather Chukka Boots, $211.37 $147.96

These fall shoes are a must-have for us this season. They’re a perfect combo of sophisticated and chic. You’ll be able to dress them up or down, so you’ll absolutely get your money’s worth.

7. Toms, Mens Grey Dress Shoes, $99.95

Another classic pair of oxfords but this is a less-dressy option. They are made from water-resistant leather, making a great option for those rainy fall days.

8. Macy’s, Steve M-Krinkl Lace-Up Sneakers, $69.99 $44.09

Keep your style fresh this fall with these lace-up sneakers – a perfect combo of cool and contemporary.

9. Reebok, Energen Plus 2 Men’s Running Shoes, $70

Designed for those on the go this fall, these men’s Reebok running shoes are designed to give you a comfortable, lightweight ride. These are perfect for those warmer fall days!

10. Belk, Sperry Mens Billfish 3-Eye Boat Shoes, $100 $59.99

A classic boat shoe is an essential footwear staple. These slip-on, cushioned Sperry’s provide a no-slip traction and will ensure all day comfort.

Looking to add some sneakers to your fall wardrobe? We’ve rounded up a bunch of sneakers to help level up your style this season.

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