Brown Derby Shoes with Dress Pants Fall Outfits

Favorite

Unfavorite

Navy Scarf Light Blue Dress Shirt Navy Tie Navy V-neck Sweater Black Overcoat Khaki Corduroy Dress Pants Brown Leather Derby Shoes

Try teaming a black overcoat with dress pants - this look is bound to turn every head in the proximity. Want to dial it down in the shoe department? Complete your outfit with a pair of brown derby shoes for the day. Rest assured, this combination will keep you snug as well as looking stylish in this in-between weather.

Favorite

Unfavorite

Red Vertical Striped Dress Shirt Navy Wool Tie Red Cardigan Tan Herringbone Wool Blazer Grey Wool Dress Pants Brown Suede Derby Shoes

This is hard proof that a tan herringbone wool blazer and dress pants look amazing if you pair them together in a refined getup for a modern gent. We love how a pair of brown derby shoes makes this outfit complete. This look is an obvious choice if you're picking out a stylish summer-to-fall transition look.

Favorite

Unfavorite

White Dress Shirt Brown V-neck Sweater Burgundy Wool Blazer Brown Suede Barn Jacket Grey Dress Pants Brown Leather Derby Shoes

Opt for a brown suede barn jacket and dress pants if you're aiming for a clean, classic ensemble. Introduce a pair of brown derby shoes to this outfit and the whole outfit will come together. Loving that this ensemble is perfect when cooler weather arrives.

Favorite

Unfavorite

Light Blue Vertical Striped Dress Shirt Navy and White Polka Dot Scarf Brown Overcoat Tobacco Check Blazer Tobacco Leather Briefcase Charcoal Wool Dress Pants Brown Suede Derby Shoes

For a look that's elegant and gasp-worthy, go for a brown overcoat and dress pants. Dial down the classiness of your ensemble by sporting a pair of brown derby shoes. On not so cold afternoons, wear a variation of this transitional look and look absolutely awesome.

Favorite

Unfavorite

Dark Brown Wool Hat Light Blue Dress Shirt Tan Print Tie Olive Blazer Olive Military Jacket Grey Wool Dress Pants Brown Leather Derby Shoes

An olive military jacket and dress pants are a sophisticated getup that every modern man should have in his arsenal. The whole ensemble comes together if you complement your outfit with a pair of brown derby shoes. So as you can see, this ensemble is a really smart choice, especially for awkward transition weather, when the temperatures are dropping.