Looking to combine style and comfort this fall season? Finding the perfect pair of boots can be a challenge, but with a little attention, you can find the pair that meets your needs. Autumn brings unpredictable weather, and to handle it properly, it’s worth investing in a versatile and elegant model.

In this article, we’ll present the top men’s boots for fall, with options that work both for daytime outfits and evening looks. From Chelsea to Chukka and Jodhpur boots, you’ll discover models that offer the ideal mix of style and comfort. And the bonus at the end will surprise you with a unique proposal!
Chukka Boots
Originating in North Africa, Chukka boots were designed to walk easily on the hot desert sand. Today, however, they are your ally in the cold season (image 1). Usually made of suede, in shades of tan or beige, they feature natural rubber soles. Their minimalist design, with just two or three eyelet pairs, gives them a casual, Mediterranean-inspired air.
For daytime wear, you can pair them with a casual shirt and faded jeans for an urban look. On a weekend outing, combine them with corduroy trousers and a chunky knit sweater for a cozy, relaxed vibe.
Chelsea Boots
Chelsea boots first appeared in Victorian England. Their invention is attributed to Queen Victoria’s shoemaker, J. Sparkes-Hall. They quickly gained popularity thanks to their simple, laceless design. Easy to slip on thanks to the elastic side panels, they are elegant in their simplicity.
In a dark shade, they can be worn confidently to the office with a slim-fit suit. For daytime occasions, pair them with a casual blazer and jeans for a relaxed yet polished look. In the evening, wear them with wool trousers and a leather jacket for a sophisticated yet effortless style.

Jodhpur Boots
Inspired by the uniforms of Indian horse riders, Jodhpur boots stand out for their ankle strap with buckle. Crafted from smooth leather, they are perfect for a neat yet rebellious outfit. Being versatile, they work very well with chinos and a sport jacket.
During the day, wear them to a casual meeting with slim-fit jeans and a shirt. For weekend activities, pair them with corduroy trousers and a quilted vest.
Ankle Boots
Ankle boots have recently made a comeback in the urban landscape. They zip up on the side and are ideal for cold days without snow. Their decoration-free design makes them understated, best suited for elegant outfits.
For daytime wear, combine them with wool trousers and a merino turtleneck. For an evening out with friends, wear them with jeans and a bomber jacket if you want a contemporary urban look.
Lace-Up Boots
Originally work boots, lace-up boots have earned their place in today’s urban fashion. They usually feature decorative brogue perforations and medallion toe caps (image 2), though this isn’t mandatory (image 3).
These boots are ideal for a rugged, masculine look, pairing perfectly with chinos, sailor-style turtlenecks, or safari jackets. For daytime occasions, choose them with corduroy trousers and a wool sweater. On a weekend outing, match them with chinos and a denim shirt for a comfortable yet stylish and robust look.

Bonus: Balmoral Boots
Balmoral boots are perhaps the jewel of classic English style. They were invented by John Lobb, one of the most famous British craftsmen of the Victorian era. Their name comes from Balmoral Castle, suggesting ties to aristocracy and high society.
These boots became popular thanks to their striking elegance. Their construction is complex, combining leather panels of different colors, fastened with buttons on the side. Balmoral boots are ideal for more formal outfits, offering refinement and protection in the fall season.
For a day at the office, pair them with a three-piece suit and a crisp shirt. In the evening, wear them with tailored trousers and a camel overcoat for a dazzling appearance. And if you think these boots only circulated in England, think again! They were still seen among Romanian bourgeois a century ago. In the 1953 film adaptation of Caragiale’s A Lost Letter, Ștefan Tipătescu proudly wears Balmoral boots.
Autumn thus brings a varied palette of men’s boots, both casual and formal. Each type of boot, from Chukka to Balmoral, offers a balance between comfort and elegance, adapting to both daytime and evening occasions. Whatever your preference, choose the right boots to complete your wardrobe with style and confidence.