As summer winds down and the breeze gets a little crisper, your wardrobe needs to adapt. It’s too late for shorts and too early for wool trousers—so what’s the answer?
The solution lies in men’s casual trousers. Men’s casual trousers are lightweight, breathable, versatile, and an ideal choice for unpredictable late summer days and chilly evenings.
Whether you’re heading out for brunch, walking the dog, or just trying to look put-together while staying comfy, here’s your go-to guide to the best casual trousers that will carry you stylishly into autumn.

Cargo Trousers—Rugged Meets Relaxed
Best for: Outdoor adventures, weekend errands, and off-duty cool.
Cargo trousers are modern wardrobe essentials. With plenty of pockets and a practical edge, they blend function and fashion effortlessly.
Opt for breathable fabrics like cotton or linen blends in earthy tones—khaki, olive, or stone are all safe bets. Pair them with a simple tee and trainers for an effortless, street-smart look.
Check out Chums’ casual cargo trousers for a functional yet polished vibe.
2. Chinos—The Summer-to-Autumn Hero
Best for: Smart-casual events, Friday office fits, and date night.
Lightweight, flattering, and timeless, chinos are your ultimate transitional piece. Choose slim or straight-leg cuts in beige, stone, navy, or soft sage.
Dress them up with loafers and a tucked-in shirt or keep it casual with white sneakers and a polo. Don’t miss our style guide to men’s smart-casual dressing.
3. Corduroys—Vintage Texture, Modern Twist
Best for: Creative dressers, weekend hangouts, and casual evenings out.
Do you want to incorporate some retro style? Corduroys are coming back—and they’re cooler than ever. Go for pastel shades like dusty pink or sky blue to keep things summer-appropriate.
Pair them with a slim-fit tee or a lightweight jumper for a nostalgic but fresh feel.
Tip: Corduroy in thinner ridges (known as pinwale) is lighter and better for warmer weather.

4. Leisure Trousers—Comfort Meets Cool
Best for: Lazy Sundays, working from home, and casual coffee runs.
Often referred to as joggers or relaxed-fit trousers, leisure trousers prioritise comfort without compromising on style. Made from soft cotton or jersey, these trousers often come with drawstring waists and relaxed tailoring.
Stick with neutral colours like charcoal, tan, or navy and pair them with minimalist trainers and a graphic tee.
Read more: Our guide to effortless men’s loungewear.
4. High-Waisted Trousers—Elevated Everyday Style
Best for: Fashion-forward looks, casual-formal events, and standing out.
High-waisted trousers give a polished silhouette while keeping things airy and relaxed. They help elongate the legs and pair perfectly with tucked-in shirts or slim-fit tops.
To create a statement, opt for light, structured fabrics and experiment with bolder colours or subtle patterns.
Inspired by classic menswear? Explore timeless trouser fits here.

6. Fleece-Lined Trousers—Summer Evenings Sorted
Best for: Evening strolls, camping trips, and unpredictable weather.
When the sun sets and the temperature drops, thermal fleece-lined trousers are a lifesaver. Lightweight on the outside, warm on the inside—they deliver cosiness without the bulk.
Opt for darker hues such as navy, grey, or forest green to enhance your options for mixing and matching.
How to Style Men’s Trousers for Late Summer
- Smart casual? Go for chinos + polo + loafers.
- Weekend walk? Try cargo pants + tee + trainers.
- Lounge day? Soft joggers and an oversized sweatshirt.
- Evening plans? High-waisted trousers + button-down + leather shoes.
No matter your plans, there’s a pair of trousers to match—and they’ll keep you looking sharp while feeling comfortable.
Where to Shop the Look
Wrap-Up: Your Wardrobe’s Secret Weapon
End-of-summer dressing doesn’t have to be awkward. By strategically combis, chinos, corduroys, and leisurewear, you can effortlessly strike a balance between cool and cosy.
So pack away those shorts—but don’t reach for winter woollies just yet. Build your transitional wardrobe with versatile trousers that take you from sunny afternoons to breezy evenings in style.
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