CALDWELL | COMFORTABLE FIT MEN'S PANTS
CALDWELL | COMFORTABLE FIT MEN'S PANTS
CALDWELL | COMFORTABLE FIT MEN'S PANTS
CALDWELL | COMFORTABLE FIT MEN'S PANTS
CALDWELL | COMFORTABLE FIT MEN'S PANTS
CALDWELL | COMFORTABLE FIT MEN'S PANTS
CALDWELL | COMFORTABLE FIT MEN'S PANTS
CALDWELL | COMFORTABLE FIT MEN'S PANTS
CALDWELL | COMFORTABLE FIT MEN'S PANTS
CALDWELL | COMFORTABLE FIT MEN'S PANTS
CALDWELL | COMFORTABLE FIT MEN'S PANTS
CALDWELL | COMFORTABLE FIT MEN'S PANTS
CALDWELL | COMFORTABLE FIT MEN'S PANTS
4.6/5 | Based on 4400+ Reviews

CALDWELL | COMFORTABLE FIT MEN'S PANTS

Regular price $149.95 Sale price$54.95 Save 63%
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Free Shipping across the U.S.
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More than 50,000 satisfied customers
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Low in stock. Only 5 left.

REVIVAL SALE: Due to the high order volume, our stock is very limited... If you are still able to press the 'Add to Cart' button, there's still some stock left!

Move freely. Show off your style. Discover pants designed for true comfort and effortless elegance.

Imagine pants that move with you—lightweight, breathable, and perfectly tailored to your body. These relaxed-fit pants combine modern versatility with absolute comfort, offering a polished look that adapts to every moment of the day, from home to city.

Adjustable fit for perfect comfort
The adjustable drawstring waistband allows you to customize the fit to your liking. Whether you want a more fitted or relaxed fit, these pants adapt perfectly to your shape, ensuring comfort and security all day long—especially when you're on the move.

Absolute freedom with a loose fit
Enjoy maximum freedom of movement and excellent air circulation thanks to the wide-leg design. Unlike narrow or tapered styles, this relaxed line offers space and lightness, while maintaining a modern and confident silhouette. Perfect for relaxing or going out in style.

Breathable and natural structure
Made from soft woven fabric, they allow your skin to breathe while maintaining their shape and texture. The material regulates temperature and ensures you feel comfortable in any situation.

Versatile style that adapts to you
The sleek, minimalist design pairs easily with any outfit—from casual T-shirts to more refined shirts. These pants fit into your life as easily as they fit into your wardrobe.

Durable and reliable for everyday wear
Reinforced seams and quality fabrics ensure long-lasting durability. Even after numerous washes, they retain their shape, color, and impeccable appearance, just like on the first day.

At The Caldwell Brothers Boston,customer satisfaction comes first. That's why we keep you constantly updated on your order and always offer free shipping with a track & trace code.

Trusted by thousands of men - If for any reason you’re not happy with your order, simply send it back within 30 days. Shopping with us is worry-free.

We offer a range of secure and convenient payment methods to make your shopping experience seamless. Here’s what we currently accept:

  • Credit or Debit Cards: We welcome all major credit and debit cards, including Visa, Mastercard, and American Express.
  • Mobile Payment Services: You can also use Apple Pay, Shop Pay, or Google Pay for a quick and easy checkout.
  • Gift Cards or Store Credit: Have a gift card or store credit from us? You can use it towards your purchase.

OUR CUSTOMERS TELL IT BETTER THAN WE DO

Richard M.

Cambridge, MA

I’ve been buying quality clothing for years and I’m not easily impressed. The Caldwell Brothers offer well-made garments, knowledgeable advice, and a calm, respectful atmosphere. No sales pressure, just solid service.

Thomas O.

Brookline, MA

Finally a menswear shop that values quality over trends. I went in for a sweater and left with pieces I know I’ll be wearing for a long time. Quiet, professional, and well run.

Janet L.

Lexington, MA

I purchased a jacket here for my husband. He’s quite particular, but the fit and quality were exactly right. I ordered online and everything arrived neatly packaged and on time.

Lynn Cooper

Edward S.

This is a store that feels established and trustworthy. No loud music, no rush, just good clothing and people who know their product. A refreshing experience.

Margaret H.

Concord, MA

I often shop for my husband, and The Caldwell Brothers make it easy. Clear product descriptions online and consistent quality. What you see is what you get.

Paul D.

Boston, MA

Helpful staff, quality fabrics, and a well-curated selection. This is not fast fashion. It’s a proper men’s boutique, and it shows.

William K.

Salem, MA

I ordered online as I don’t get into the city often. The sweater arrived exactly as described and was very well made. I appreciate the attention to detail.

COMBINE AND GET 15% OFF

Built by Brothers. Kept Alive by You.

Built side by side by two brothers, this store is our life’s work. After a challenging year, we’ve opened our Revival Sale to keep our dream alive. Every order truly matters.

FREE SHIPPING

Free shipping on every order across the U.S. this week only. We’ll deliver straight to your door, safely and without extra cost.

30-DAY MONEY-BACK GUARANTEE

Available 24/7 for personalized support.
Professional, reliable, and always here for you.

SECURE CHECKOUT

Shop with confidence. Every order comes with a 30-day money back guarantee, so you can try us risk-free.

FREE SHIPPING

Free shipping on every order across the U.S. this week only. We’ll deliver straight to your door, safely and without extra cost.

30-DAY MONEY-BACK GUARANTEE

Available 24/7 for personalized support.
Professional, reliable, and always here for you.

SECURE CHECKOUT

Shop with confidence. Every order comes with a 30-day money back guarantee, so you can try us risk-free.