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Men's Matching Sets

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Refine by Gender: Men

Refine by Category: Shorts
Refine by Category: Sleepwear

    • Refine by Price: CAD $0 - $25
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    New
    Regular Fit 7" Stripe Short
    $99.50 CAD $79.60 CAD 20% off
    Extra 20% Off $175+ for VIPs
    Hilfiger Logo Sleep Tank Top
    $32.00 CAD $22.40 CAD 30% off
    Extra 20% Off $175+ for VIPs
    Hilfiger Logo Drawstring Sleep Short
    $48.00 CAD $33.60 CAD 30% off
    Extra 20% Off $175+ for VIPs

    Effortless Style Matching Sets

    Make getting dressed easier—and sharper—with Tommy Hilfiger’s collection of men’s matching sets. Designed for style, comfort, and coordination, our two-piece sets combine modern ease with classic American cool. Whether you're heading out or staying in, these sets deliver a ready-to-wear look without the extra effort.

    From relaxed loungewear sets to smart-casual shirt and pant combos, each piece is made to match and built to stand out. Explore matching tops and bottoms crafted from soft jersey, structured wovens, and breathable cotton blends—all finished with iconic Tommy Hilfiger detail.