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

Best Chukkas For Men

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)

Sperry Top-Sider Dockyard Oxford Chukka

Purchase Today: $84.99 (Usualy $140)


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

Bass Hendrix Chukka For Men

Purchase Today: $39 (Usually $79)


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

John Varvatos Mick Espradrile Chukka

Purchase Today: $139 (Usually $278)


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

Clarks Desert Boot Men's Chukka

Purchase Today: $104 (Usually $130)


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

UGG Hulman Perforated Men's Chukka

Purchase Today: $89 (Usually $150)


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

Timberland Britton Hill Men's Chukka

Purchase Today: $127 (Usually $160)


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

Calvin Klein Men's Chukka

Purchase Today: $64 (Usually $130)


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

Levi's® Shoes Banks UL Men's Chukka

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.