Best Men's Pleated Shorts Under $100 (2026)
We ranked pleated shorts under $100 by a value score combining brand reputation, user ratings, key features (expandable waistband, moisture-wicking), and recurring price bracket presence
This roundup covers men's pleated shorts under $100, focusing on value, fit, and practical features like expandable waistbands and moisture-wicking fabrics. Selections prioritize reliable brands and repeat positive user ratings to identify versatile, well-made options for everyday and casual-wear needs
Top Picks
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1
Haggar Classic Fit Pleat Front Shorts with Expandable Waistband
Pleat-front shorts with expandable waistband for comfortable, relaxed fit. Fabric resists wrinkles, wicks moisture, and reduces static while staying breathable. Customers note comfortable fit and easy washing, with some sizing mixed
- expandable waistband
- pleat-front classic fit
- cool 18 fabric technology
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2
Haggar Cool 18 Classic Fit Pleat Front Shorts
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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3
Haggar Pleated Shorts with Expandable Waistband
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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4
Haggar mens pleat-front shorts with expandable waistband
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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5
Haggar Cool 18 Classic Fit Pleat Front Shorts
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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6
Haggar Pleat Front Shorts with Expandable Waistband
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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7
Haggar Classic Fit Pleat Front Shorts with Expandable Waistband
Classic pleat-front shorts with an expandable waistband for comfortable fit. Fabric resists wrinkles, wicks moisture, and reduces static; easy to wash and versatile for dress-up or casual wear. Customers note comfortable fit and good value, with some size guidance needed
- expandable waistband for comfort
- pleat-front classic fit
- fabric resists wrinkles and wicks moisture
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8
Haggar pleat-front shorts with expandable waistband
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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9
Haggar Cool 18 Classic Fit Pleat Front Shorts
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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10
Haggar Cool 18 Classic Fit Pleat Front Shorts
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