5 Pairs Of Shoes And Boots That Are Ideal For Fall 2019

Fall 2019 Shoes and Boots for Men

Fall is the best fashion season. It’s not even up for debate. We get to wear our most comfortable clothing and it’s not too cold outside yet so we’re not stuffed inside of suffocating jackets that we sweat under. To go with your favorite fleeces, sweaters, and hoodies you can pick up any or all of these pairs of shoes and boots below that are perfect for Fall 2019.

This is a hand-picked selection of shoes that are as comfortable and functional as they are stylish and complementary to Autumn styles and colors. Go ahead and treat yourself to some new footwear because dammit you deserve it. I personally like to incorporate a little bit of leather into my Fall shoes so I thought I’d share some of my favorites with you gentlemen.

We’ll start on the top left with the SeaVees Mariner Boot in Dark Green, an exclusive colorway to Huckberry. This boot has waterproof suede leather uppers so you can live a rugged life in this shoe and wear it in in the rain. It also features antique brass eyelets and extra foxing rubber for protection.

The Saucony Shadow 5000 Vintage is one of my favorite classic-style sneakers. This one comes in several colorways for you to choose from. I picked the Tan/Navy/White seen above and below because it is a great Fall color scheme. The upper is made from durable suede and nylon and it has a breathable mesh so your feet won’t get too hot.

Fall 2019 Shoes and Boots for Men

I’m loving the Olukai Huaka’I Puki which is a boot but packs the comfort of a shoe. It has a waxed nubuck leather upper that’s both water-resistant and durable. The flex of the soft suede allows your foot to sit comfortably instead of being packed into a rigid boot. The comfortable EVA midsole also feels excellent on your foot for all-day wear and walking.

On the bottom right is the Olukai Hawai’Ilao Manu Ihu, one of my favorite Olukai shoes out there right now. This is a terrain-tested boot-shoe hybrid with a soft nubuck leather upper that’s easy to walk in all day long. It packs a lightweight compression-molded EVA midsole and a single-density poured PU anatomical footbed with a soft microfiber cover so you feel like you are walking around in a cloud. Seriously, these are excellent.

Last up, we seeNew Balance Fresh Foam Crag. I’ve included the Mineral Green colorway here but I know you bros will love the Grey too so definitely click through and check that out, Green just seemed appropriate for Fall. This is a perfect trail running sneaker or a classic look for everyday wear.

Let’s check out these shoes one more time:

[1] SeaVees Mariner Boot [$158]

[2] Saucony Shadow 5000 Vintage [$85]

[3] Olukai Huaka’I Puki [$180]

[4] Olukai Hawai’Ilao Manu Ihu [$150]

[5] New Balance Fresh Foam Crag [$85]

Fall 2019 Shoes and Boots for Men

Are you looking for other styles of boots? Peruse this selection of the Best Chukka Boots For Men. You can check out this roundup of the Best Waterproof Boots For Men or this collection of the 14 Best Hiking Boots For Men.

By the way, if you know of a product that should be featured here you can hit me up on email at cass@brobible.com, or find me on Twitter at @casspa. Or if you’ve got an idea for a daily theme I should touch on then hit me up!


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 will get a percentage of the revenue from sales.