Something went wrong. Please try again.

Men's Matching Sets

16 Items
16 Items |
16 Items
Filter
Filter & Sort

Refine by Gender: Men

Refine by Category: Hoodies + Sweatshirts
Refine by Category: Shirts
Refine by Category: Shorts
Refine by Category: Sleepwear
Refine by Category: Sweatpants + Joggers

    • Refine by Price: CAD $0 - $25
    Refine by Price: CAD $25 - $50
    Refine by Price: CAD $50 - $100
    Refine by Price: CAD $100 - $150
    New
    Relaxed Fit Stripe Camp Shirt
    $119.00 CAD
    Extra 20% Off $175+ for VIPs
    New
    Relaxed Fit Terry Crewneck Sweatshirt
    $119.00 CAD
    Extra 20% Off $175+ for VIPs
    New
    Relaxed Fit Terry Sweatshort
    $119.00 CAD
    Extra 20% Off $175+ for VIPs
    Tommy Jeans Allover Print Shirt
    $89.50 CAD $53.70 CAD 40% off
    Extra 20% Off $175+ for VIPs
    Tommy Jeans Printed Beach Short
    $84.50 CAD $50.70 CAD 40% off
    Extra 20% Off $175+ for VIPs
    Tommy Jeans Slub Cotton Stripe Shirt
    $89.50 CAD $53.70 CAD 40% off
    Extra 20% Off $175+ for VIPs
    Tommy Jeans Slub Cotton Beach Short
    $84.50 CAD $50.70 CAD 40% off
    Extra 20% Off $175+ for VIPs
    Embroidered Tommy Logo Hoodie
    $119.00 CAD $83.30 CAD 30% off
    Extra 20% Off $175+ for VIPs
    (60)
    Tommy Logo Sweatpant
    $99.50 CAD $59.70 CAD 40% off
    Extra 20% Off $175+ for VIPs
    (61)
    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
    Embroidered Tommy Logo Hoodie
    $119.00 CAD $83.30 CAD 30% off
    Extra 20% Off $175+ for VIPs
    (60)
    Embroidered Tommy Logo Sweatshort
    $84.50 CAD $50.70 CAD 40% off
    Extra 20% Off $175+ for VIPs
    (6)
    T-Shirt & Short Sleep Set
    $79.50 CAD $55.65 CAD 30% off
    Extra 20% Off $175+ for VIPs
    Long-Sleeve Top & Pant Sleep Set
    $99.50 CAD $69.65 CAD 30% off
    Extra 20% Off $175+ for VIPs
    Long-Sleeve Top & Pant Sleep Set
    $99.50 CAD $69.65 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.