Benjamin | Straight Comfort Trousers

€74,95
/
  • 30-Day Money-Back Guarantee
  • Free Shipping with UPS
  • US Family Owned & Operated
Color
Size

Only few items left in stock!

Sent no later than
FREE DELIVERY
If the 'Add to Cart' button still works, your item is in stock! But hurry — once it's gone, it's gone.
2 items
5%
extra off
3 items
10%
extra off
4 items
15%
extra off
5+ items
20%
extra off
Discounts apply automatically at checkout · No code needed

RELAXED STRUCTURE. DAILY VERSATILITY.

Benjamin™ is designed for men who appreciate clean simplicity, breathable comfort, and effortless polish. The soft fabric drapes naturally for all-day ease, while the straight-leg cut delivers a relaxed yet refined silhouette. Built for movement, travel, and everyday moments without compromising presence.

• Loose Straight-Leg Silhouette: Relaxed through the leg with a clean, balanced finish that feels comfortable without looking oversized.
• Breathable Soft-Touch Fabric: Lightweight construction designed for consistent day-to-day comfort.
• Comfort Waistband & Functional Pockets: Easy fit that moves with you, paired with practical storage for essentials.

100% SATISFACTION GUARANTEE

• Free Shipping – Available today in selected regions
• Secure Payments – Safe checkout with trusted payment methods
• 30-Day Returns – Easy returns within 30 days after delivery
• Customer Support – Always here to help with your questions

A modern everyday essential defined by balance, comfort, and understated refinement.



All orders are shipped free of charge with a track & trace number, handled exclusively by trusted carriers such as UPS, FedEx, and USPS.

Processing Time: 1–2 business days (Mon–Fri).

Delivery Time: 3–9 business days, depending on your location.

You’ll receive a confirmation email as soon as your order ships — including live tracking details to follow your delivery in real time.

All orders are shipped free of charge with a track & trace number, handled exclusively by trusted carriers such as UPS, FedEx, and USPS.

Processing Time: 1–2 business days (Mon–Fri).

Delivery Time: 3–9 business days, depending on your location.

You’ll receive a confirmation email as soon as your order ships — including live tracking details to follow your delivery in real time.

COMBINE AND GET UP TO 25% EXTRA OFF

View all
Faren | Trousers
€59,95
André | Linen Trousers
€46,95
Nathan | Happy Shorts
€59,95
Gerald | Relaxed Wide-Leg Trousers
€59,95
View all
31 products

OUR CUSTOMERS TELL IT BETTER THAN WE DO!

Excellent 4.7 / 5
★★★★★

based on 1596+ reviews

Review Image
Verified customer
2 days ago

Great color, great fit.

The dark green is bold and I love it. Wide enough to move freely, the cream drawstring adds a nice contrast. Already recommended these to three friends.

Alex P. — Miami, FL
★ ★ ★ ★ ★
Review Image
Verified customer
1 week ago

Wore these all weekend and didn't want to take them off.

The olive corduroy texture is subtle and rich-looking. Super comfortable and the fit is relaxed without losing shape. White sneakers are the only way to go with these.

Ryan T. — Dallas, TX
★ ★ ★ ★ ★
Review Image
Verified customer
4 days ago

Best cargo shorts I've owned.

The olive green is the right shade — not too bright, not too military. Comfortable waistband and the length is spot on. Will be living in these all summer.

Daniel W. — San Diego, CA
★ ★ ★ ★ ★
Review Image
Verified customer
2 weeks ago

Solid everyday cargo trouser.

Functional, durable, and the olive color goes with almost everything. Would pair better with a slimmer top but that's on me — the trousers themselves are great quality.

Steve R. — Chicago, IL
★ ★ ★ ★ ★
Review Image
Verified customer
5 days ago

A statement piece that actually works.

The high waist and wide leg are bold but the grey keeps it wearable. I wore these with a dark top and Converse and felt genuinely cool for the first time in years.

Chris M. — Seattle, WA
★ ★ ★ ★ ★
Review Image
Verified customer
1 month ago

Relaxed fit done right.

Soft, breathable, and the fit is generous without being sloppy. I wear these most days now. The cat approved too.

Peter V. — Phoenix, AZ
★ ★ ★ ★ ★
Review Image
Verified customer
1 week ago

The perfect smart-casual trouser.

I've been looking for something between jogger and chino for years. This is it. The drawstring keeps it relaxed, the straight leg keeps it clean.

Lars B. — Austin, TX
★ ★ ★ ★ ★
Review Image
Verified customer
3 days ago

My favorite trousers this season.

The navy waffle fabric is something else. Dressed up or down, they always look sharp. Comfortable enough to wear all day without thinking about it.

Tom H. — Denver, CO
★ ★ ★ ★ ★
Review Image
Verified customer
1 week ago

Bold cut, great quality.

These are wide and relaxed but the buttons on the side make them feel intentional. I was skeptical but I get compliments every time I wear them.

Mark D. — Nashville, TN
★ ★ ★ ★ ★
Review Image
Verified customer
2 weeks ago

Finally, trousers I actually want to wear every day.

I've been wearing these around the house and out to run errands and they look good both ways. The waffle texture gives them structure without feeling stiff. Paired with a white tee and sneakers — effortless.

James K. — Portland, OR
★ ★ ★ ★ ★
A lifetime of care. One final collection.

Our Story

When we founded The Fifth Season in our early twenties, we didn’t have much capital—just a tiny storefront and a shared vision: to offer apparel designed for longevity. We didn't believe in fleeting trends or fast fashion; we wanted to provide garments that could be cherished, worn for years, and passed down.

Throughout the decades, this philosophy has been the cornerstone of our brand. We never take shortcuts. Every fabric, cut, and detail is chosen with uncompromising care to ensure the highest quality possible.

Today, while we’ve grown from that small storefront, our core mission remains exactly the same. We still believe that a wardrobe should be built on timeless pieces that stand the test of time. We pour our hearts into curating collections that feel personal, ensuring that every garment you receive is something we are proud to put our name on.

The Fifth Season has always been more than just a business to us. It was built with our own hands, reflecting our personal taste and dedication to quality. We are incredibly grateful to everyone who has supported our vision over the years, and we look forward to continuing this beautiful journey with you.

Thank you for being part of our story.

— James & Claire ♥

FAQ

All orders are processed within 1–3 business days and delivered within 5–10 business days, depending on your location.

You’ll receive a tracking link as soon as your order ships.

Items must be unworn, unwashed, and in their original condition with tags attached.

To request a return, email support@the-fifth-season.com with your order number.

We accept all major payment options, including Visa, MasterCard, American Express, Discover, PayPal, Apple Pay, Google Pay, and Shop Pay.

All transactions are securely processed.

Yes. Our pieces are designed with a relaxed, modern fit.

For detailed sizing, please refer to the Size Guide available on each product page.

Each piece is produced with trusted manufacturing partners who share our values of quality, craftsmanship, and timeless design.

Every garment is designed to last beyond the season.

FREE FAST SHIPPING

FREE FAST SHIPPING

We are offering free shipping only today. All orders ship with UPS and include full tracking.

24/7 CUSTOMER SERVICE

24/7 CUSTOMER SERVICE

If you have any questions, feedback, or concerns about your order, don't worry! Our customer service team is here to assist you.

30-DAY MONEY-BACK GUARANTEE

30-DAY MONEY-BACK GUARANTEE

At The Fifth Season, you can shop with peace of mind thanks to our 30-day money-back guarantee. Simply return your items within 30 days.

SECURE PAYMENT

SECURE PAYMENT

Your payment information is processed securely. We accept American Express, Apple Pay, Google Pay, MasterCard, Shop Pay, and Visa.