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Men's Matching Sets

28 Items
28 Items |
28 Items
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Refine by Gender: Men

Refine by Category: Hoodies + Sweatshirts
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Refine by Category: Sweatpants + Joggers

    • Refine by Price: CAD $25 - $50
    Refine by Price: CAD $50 - $100
    New
    Relaxed Fit Stripe Camp Shirt
    $119.00 CAD $95.20 CAD 20% off
    New
    Relaxed Fit Terry Crewneck Sweatshirt
    $119.00 CAD $95.20 CAD 20% off
    New
    Relaxed Fit Terry Sweatshort
    $119.00 CAD $95.20 CAD 20% off
    Tommy Jeans Textured Stripe Camp Shirt
    $99.50 CAD $69.65 CAD 30% off
    Tommy Jeans Textured Stripe Beach Short
    $69.50 - $84.50 CAD $48.65 - $59.15 CAD 30% off
    Embroidered Tommy Logo Hoodie
    $119.00 CAD $83.30 CAD 30% off
    Embroidered Tommy Logo Sweatshort
    $84.50 CAD $39.99 CAD 52% off
    Tommy Jeans Slub Cotton Stripe Shirt
    $89.50 CAD $62.65 CAD 30% off
    Tommy Jeans Slub Cotton Beach Short
    $84.50 CAD $59.15 CAD 30% off
    Tommy Jeans Allover Print Shirt
    $89.50 CAD $62.65 CAD 30% off
    Tommy Jeans Printed Beach Short
    $84.50 CAD $59.15 CAD 30% off
    Low Inventory
    Tommy Jeans Textured Stripe Camp Shirt
    $99.50 CAD $69.65 CAD 30% off
    Tommy Jeans Textured Stripe Beach Short
    $69.50 - $84.50 CAD $48.65 - $59.15 CAD 30% off
    Embroidered Tommy Logo Hoodie
    $119.00 CAD $83.30 CAD 30% off
    Embroidered Tommy Logo Sweatshort
    $84.50 CAD $39.99 CAD 52% off
    Embroidered Tommy Logo Hoodie
    $119.00 CAD $83.30 CAD 30% off

    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.