The Best Men’s Outerwear Sale of the Year Is Officially Here

As its name suggests, this hoodie is designed to last at least a decade (and will likely last much longer). And it will only get better with age. For those who prefer pullovers, there’s also a non-zip version also on sale.

We like the look of this beefy hoodie. We also like that it’s cut, sewn and finished in America and available in both tall and classic sizes in a wide range of colors.

Flint and Tinder remained faithful to the Type II look with this jacket but snuck in some modern features to make it more comfortable and functional. It is made from a twelve-ounce stretch denim with 1 percent spandex. Two hand pockets are placed along the side seams, which the 1953 design did not have. A hint of selvedge detailing is inside the cuffs, which can be shown off when the cuff is turned up.

A modern take on a rugged workwear staple, this Classic Chore Coat blends heritage utility with everyday versatility. Crafted from soft, midweight cotton twill with a hint of stretch, it feels broken-in from the start and layers easily over tees or sweaters. Reinforced stitching and roomy patch pockets bring practical durability, while muted, timeless colors keep the look clean and wearable season after season.

This is one of the most interesting takes on a waxed jacket we’ve seen in a long time. It combines a puffer jacket’s light and warm insulation with the tried-and-true weather resistance of a waxed canvas jacket. Plus, it includes other nice modern touches like an interior phone pocket, a hanging loop, snap tab adjusters at the waist and cuff, and a reinforced collar that can be worn up or down. 

This quilted shirt-jacket features PrimaLoft insulation to keep you warm, but it’s still light enough to layer should the weather get colder.

Denim trucker jackets are among the most iconic styles around. This one benefits from a sherpa collar and matching lining, making it far more adept at handling cold weather than its brethren.

Flint and Tinder gave the Harrington jacket, invented for playing golf in the 1930s, a burly makeover with dry-waxed canvas from Scottish mill Halley Stevensons. It has a 100% cotton flannel lining, snap cuffs and an open waist with snap tabs. It comes in navy blue and olive green.

Built for real weather, the Flint and Tinder Waxed Parka combines proven heritage materials with modern insulation technology. The shell features Halley Stevensons waxed ripstop from Scotland—a fabric trusted since 1864 for its durability and weather resistance. Inside, Primaloft Eco Black insulation provides warmth without bulk. Functional details include a two-way zipper with snap guard, ribbed storm cuffs, adjustable hood with leather stoppers, and multiple pockets for gear. This parka handles wind, rain, and snow with the reliability of classic military design.

The Hudson falls a little lower than a Trucker jacket to offer extra protection in inclement weather. A removable hood and warm flannel lining double down on the premise, while the moleskin-lined collar and cuffs result in a more premium jacket overall.

Inspired by vintage ranch jackets, this coat boasts a British Millerain Tekwax Evolution 6 exterior fabric boasting an impeccable strength-to-weight ratio. And it’s even more weather-resistant than traditional waxed cotton canvas.

The James Waxed Snap Jacket from Flint and Tinder offers versatile year-round wear with a refined, approachable design. This lightweight waxed canvas jacket features a clean silhouette that pairs easily with any wardrobe, making it simple to dress up or down. Built with a re-waxable exterior for lasting water resistance, it includes practical details like dual waist welt pockets, adjustable cuff snaps, and metal snap closures. The interior features breathable Jaspe cotton lining and a hidden welt pocket. More streamlined than the brand’s iconic Flannel Lined Waxed Trucker, this jacket strikes an ideal balance between durability and everyday sophistication without unnecessary complications.

This is a nice mid-layer alternative to a thinner down jacket or thicker sweater. It’s made from recycled poly fill and a water-resistant nylon fabric. It also includes two pockets for warming up your hands. All four color options are included in this sale.

This stunning jacket was based on ’70s designs and features a suede-like rough out leather exterior that’s durable and striking. And since its unlined, its perfect as a standalone or used for layering.

The Flint and Tinder UPF Fishing Shirt takes inspiration from classic fishing wear with modern performance features. Built with UPF 45-rated fabric, this lightweight shirt provides sun protection during extended outdoor sessions. The design includes a mesh-lined back yoke vent for airflow, two buttoned chest pockets with drainage eyelets, and roll-up sleeves secured with paracord loops. Additional details include an extra chest pocket for smaller items and button cuffs at the sleeves and placket.

Flint and Tinder bolstered the ranks of its fan-favorite chinos with a vintage-fit option. Compared to the straight fit, there is just over an inch of additional room in the thigh, with an inch and a quarter added to the width of the leg opening. Six color options are available — off-white, stone, khaki, brown, navy and charcoal — while two percent spandex gives the fabric a touch of give without feeling “stretchy.”

Short season is somewhere out there on the horizon, and Flint and Tinder’s 365 chinos are an excellent option if your old pairs are pondering retirement. This sale applies to the 5″, 7″, and 9″ versions, which means there’s a style available to suit all body types.

The Flint and Tinder Stretch Selvedge Denim delivers the durability and craftsmanship of traditional selvedge denim with modern comfort built in. These jeans feature 11.7 oz. selvedge denim woven on shuttle looms, with 1 percent stretch for immediate, no-break-in-needed comfort. The HB Straight fit offers a classic straight cut through the hip and thigh with a slight taper at the leg. Heritage details include copper rivets, contrast stitching, and a suede brand patch. Designed for year-round wear, these jeans combine hardwearing quality with excellent value, making them a versatile addition to any wardrobe.

Flint and Tinder’s signature All-American Stretch Denim feels just like your favorite broken-in pair right out of the box. Each pair is made in limited batches in the USA from premium denim with just the right amount of stretch, and features details like the brand’s signature antique metal buttons and a chain-stitched hem.