Best Men's Pleated Shorts Under $50 (2026)
We scored products based on waistband design, fabric performance (moisture control and breathability), fit options, construction quality, and overall value under $50
The Verdict
- Best Overall: Haggar Cool 18 Classic Fit Pleat Front Shorts — Best for classic fit seekers: classic-fit pleat front with a focus on traditional tailoring and comfort
- Best Value: Haggar Pleated Shorts with Expandable Waistband — Best for comfort: expandable waistband delivers adaptable fit ideal for active or variable days
Top Picks
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1
Best Overall Haggar Cool 18 Classic Fit Pleat Front Shorts
Best for classic fit seekers: classic-fit pleat front with a focus on traditional tailoring and comfort
Pleated shorts with expandable waistband and moisture-wicking, wrinkle-resistant fabric. Comfortable, stretchable fit with relaxed hip and thigh for versatile wear; sizing may vary by user
- moisture-wicking & wrinkle-resistant
- expandable waistband for comfort
- pleat-front classic style
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2
Best Value Haggar Pleated Shorts with Expandable Waistband
Best for comfort: expandable waistband delivers adaptable fit ideal for active or variable days
Pleat-front shorts with expandable waistband for relaxed fit. Fabric resists wrinkles, wicks moisture, and reduces static, while staying comfortable. Customers cite easy care and versatile styling, with mixed sizing feedback
- expandable waistband
- cool, wrinkle-resistant fabric
- classic pleated fit
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3
Haggar mens pleat-front shorts with expandable waistband
Best for moisture control: combines expandable waistband with moisture-wicking fabric for drier wear
Pleat-front shorts with stretchy, expandable waistband and moisture-wicking, wrinkle-resistant fabric. Relaxed fit through hip and thigh with sit-at or below waist depending on size. Customers report comfortable fabric and easy care, with mixed sizing feedback
- expandable waistband
- cool 18 fabric tech
- classic pleat-front with relaxed fit
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4
Haggar Cool 18 Classic Fit Pleat Front Shorts
Best budget classic fit: classic-fit pleat-front construction that prioritizes traditional styling and ease
Pleated, classic-fit shorts with expandable waistband and moisture-wicking, wrinkle-resistant fabric. Elastic waist offers comfortable growth, and fabric stays versatile for casual or dressier looks
- moisture-wicking and wrinkle resistance
- expandable waistband for comfort
- classic pleat-front short
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5
Haggar Pleat Front Shorts with Expandable Waistband
Best summer-ready option: expandable waistband paired with lightweight construction for warm-weather comfort
Pleat-front shorts with expandable waistband for relaxed fit. Resists wrinkles, wicks moisture, and reduces static for all-day comfort. Customers note flexible sizing and easy care
- expandable waistband
- wrinkle-resistant and moisture-wicking
- classic pleat-front style
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6
Haggar pleat-front shorts with expandable waistband
pick: expandable waistband and simple pleat-front design focused on affordability and practicality
Pleat-front men's shorts with expandable waistband for comfortable fit. Wrinkle-resistant, moisture-wicking fabric with low static. Customers note comfortable fit and versatile styling, though sizing can run small
- expandable waistband
- moisture-wicking fabric
- wrinkle-resistant
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7
Haggar pleat-front shorts with expandable waistband
Best everyday short: expandable waistband and standard pleat styling for reliable daily wear
Pleated shorts with an expandable waistband for comfortable fit. Wrinkle-resistant, moisture-wicking, and anti-static fabric; versatile enough to dress up or down. Customers note comfortable fit and easy care, with some sizing inconsistencies
- expandable waistband
- wrinkle-resistant fabric
- moisture-wicking and anti-static
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8
Haggar Cool 18 Classic Fit Pleat Front Shorts
Best for Cool 18 fans: classic-fit pleat-front using the Cool 18 fabric line for lighter, cooler performance
Breathable pleat-front shorts with moisture-wicking, wrinkle-resistant fabric and expandable waistband for comfort. Customers note comfortable fit with adjustable sizing and versatile style
- moisture-wicking and wrinkle resistance
- expandable waistband for comfort
- classic pleat-front style
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9
Haggar Cool 18 Classic Fit Pleat Front Shorts
Best for moisture-wicking needs: classic fit with fabric treatments aimed at improving breathability and dryness
Pleated men's shorts with expandable waist and moisture-wicking, wrinkle-resistant fabric. Comfortable classic fit with a relaxed hip and thigh; customers note easy washability and versatile style
- expandable waistband
- pleat front for classic look
- moisture-wicking and wrinkle-resistant fabric
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10
Haggar Cool 18 Classic Fit Pleat Front Short
Best balance of features: combines expandable waistband, moisture-wicking elements, and classic pleat styling
Pleated men's shorts with expandable waistband and moisture-wicking, wrinkle-resistant fabric. Relaxed through hip and thigh with a sit-at-or-below waist fit; customers cite comfortable fabric and adjustable waistband as key benefits
- moisture-wicking fabric
- expandable waistband
- pleat-front classic style