8 Pairs Of Stylish Men’s Leather Chukkas That Are Perfect For The Fall (And On Sale)

I’m a late Summer birthday man so I’ve always been very realistic about the beginning of August heralding the end of Summer. Fall is just around the corner whether you like it or not, but if you’re like me and happen to prefer Fall fashion above all others because it’s the comfiest time of the year then you’re probably at least a little bit stoked to break out those chukkas (casual boots), because they just look great with your jeans.

This article started with me looking for a new pair of chukkas for myself but quickly turned into me needing to share this crazy sale with you bros because over on the website ‘6pm’ there are literally hundreds of chukkas marked down by up to 70%, all stylish, and all perfect men’s footwear for the Fall. So I pulled together a handful of the most stylish chukkas for you bros because I know you’ll appreciate this sale as much as I do.

1. Sperry Top-Sider Dockyard Oxford Chukka ($84.99, Usually $140)

Purchase Today: $84.99 (Usualy $140)


2. Bass Hendrix Chukka For Men ($39, Usually $79)

Purchase Today: $39 (Usually $79)


3. John Varvatos Mick Espradrile Chukka ($139, Usually $278)

Purchase Today: $139 (Usually $278)


4. Clarks Desert Boot Men’s Chukka ($104, Usually $130)

Purchase Today: $104 (Usually $130)


5. UGG Hulman Perforated Men’s Chukka ($89, Usually $150)

Purchase Today: $89 (Usually $150)


6. Timberland Britton Hill Chukka ($127, Usually $160)

Purchase Today: $127 (Usually $160)


7. Calvin Klein Price Men’s Chukka ($64.99, Usually $130)

Purchase Today: $64 (Usually $130)


8. Levi’s® Shoes Banks UL ($34, Usually $50)

Purchase Today: $34 (Usually $50)



The BroBible team writes about gear that we think you want. Occasionally, we write about items that are a part of one of our affiliate partnerships and we may get a percentage of the revenue from sales.

Cass Anderson avatar
Cass Anderson is Editor-in-Chief of BroBible. He graduated from Florida State University, has been to more Phish concerts than he’d like to admit.