Best Men's Pleated Shorts Under $100 (2026)
We ranked models under $100 by a composite value score using fit, waistband design, fabric performance, and construction quality
The Verdict
- Best Overall: Haggar Classic Fit Pleat Front Shorts with Expandable Waistband — Best for everyday wear: classic-fit construction with an expandable waistband for comfort and reliability
- Best Value: Haggar Cool 18 Classic Fit Pleat Front Shorts — Best for warm climates: breathable Cool 18 fabric and a classic pleat that balances comfort and neatness
This page collects durable, value-focused men's pleated shorts priced under $100 and ranks them by a value score emphasizing construction, fit, and features. Picks were selected from widely available models and evaluated for fabric performance, waistband design, and overall versatility
Top Picks
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1
Best Overall Haggar Classic Fit Pleat Front Shorts with Expandable Waistband
Best for everyday wear: classic-fit construction with an expandable waistband for comfort and reliability
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
Best Value Haggar Cool 18 Classic Fit Pleat Front Shorts
Best for warm climates: breathable Cool 18 fabric and a classic pleat that balances comfort and neatness
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
utility: expandable waistband and solid tailoring that prioritizes comfort without excess detailing
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 Pleat Front Shorts with Expandable Waistband
Best summer staple: lightweight construction and an expandable waistband that keeps a tidy pleated silhouette
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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5
Haggar Cool 18 Classic Fit Pleat Front Shorts
Best budget classic: streamlined pleat-front fit that delivers a traditional look with straightforward comfort
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 mens pleat-front shorts with expandable waistband
Best for active days: moisture-wicking fabric and an expandable waistband for sweat management and mobility
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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7
Haggar Classic Fit Pleat Front Shorts with Expandable Waistband
Best for low-maintenance wear: wrinkle-resistant finish and a classic fit that stays presentable with minimal care
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
Best casual pick: simple pleat-front styling with an expandable waistband that favors easy everyday use
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 pleat-front shorts with expandable waistband
Best dependable option: consistent classic fit and expandable waistband that prioritize comfort and durability
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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10
Haggar Cool 18 Classic Fit Pleat Front Shorts
Best cool-feel choice: Cool 18 fabric technology paired with a classic pleat for breathable, tidy dressing
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