COOL AND CASUAL

Easygoing styles with sharp details
and day-long comfort.

COOL AND CASUAL

Easygoing styles with sharp details
and day-long comfort.

Men's Casual Shoes

Laid-back never felt this good. Rockport casual shoes combine relaxed style with next-level comfort.

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  • Sale Limited Time Men's Whitlaw Slip-on Tassel Dress Loafers
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    Rockport
    Men's Whitlaw Slip-on Tassel Dress Loafers $120.00 $99.95
    Color: Dark Brown
    Price as Marked
  • Sale Limited Time Men's Noah Oxford
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    Rockport
    Men's Noah Oxford $135.00 $99.95
    Color: Medium Natural
    Price as Marked
  • Sale Limited Time Men's Southport Boat Shoe
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    Rockport
    Men's Southport Boat Shoe $130.00 $99.95
    Color: Medium Natural
    Price as Marked
  • Sale Limited Time Men's Whitlaw Slip-on Tassel Dress Loafers
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    Rockport
    Men's Whitlaw Slip-on Tassel Dress Loafers $120.00 $99.95
    Color: Dark Natural
    Price as Marked
  • Sale Sale Men's Jensen Casual Slip-on Almond Toe Loafers
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    Rockport
    Men's Jensen Casual Slip-on Almond Toe Loafers $120.00 $54.60
    Color: Dark Blue Suede
  • Sale Sale Men's Cacey Casual Almond Toe Lace-up Oxford
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    Rockport
    Men's Cacey Casual Almond Toe Lace-up Oxford $140.00 $79.60
    Color: Dark Natural
  • Sale Limited Time Men's Maverick Penny Loafer
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    Rockport
    Men's Maverick Penny Loafer $135.00 $79.99
    Color: Dark Brown
    Price as Marked
  • Sale Limited Time Men's World Tour Classic Lace Up
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    Rockport
    Men's World Tour Classic Lace Up $130.00 $124.95
    Color: Green Nubuck
    Price as Marked
  • Sale Sale Rockport X Reebok Men's DMX™ Dudley Casual Slip-on Flat Loafers
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    Rockport
    Rockport X Reebok Men's DMX™ Dudley Casual Slip-on Flat Loafers $150.00 $59.60
    Color: Dark Natural
  • Sale Limited Time Men's Garett Plain Toe Oxford
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    Rockport
    Men's Garett Plain Toe Oxford $135.00 $99.95
    Color: Dark Brown Leather
    Price as Marked
  • Sale Sale Men's Cacey Casual Almond Toe Lace-up Oxford
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    Rockport
    Men's Cacey Casual Almond Toe Lace-up Oxford $140.00 $79.60
    Color: Medium Gray
  • Sale Sale Men's Colle Lace-to-Toe Sneaker
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    Rockport
    Men's Colle Lace-to-Toe Sneaker $125.00 $74.60
    Color: Dark Green
  • Sale Sale Men's Dirk Casual Slip-on Flat Loafers
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    Rockport
    Men's Dirk Casual Slip-on Flat Loafers $120.00 $74.60
    Color: Dark Natural
  • Sale Sale Men's Colle Lace-to-Toe Sneaker
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    Rockport
    Men's Colle Lace-to-Toe Sneaker $125.00 $74.60
    Color: BREEN

New Arrivals

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  • Exclusive Men's Tolan Lace-Up Leather Chukka Boots
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    Rockport
    Men's Tolan Lace-Up Leather Chukka Boots $150.00
    Color: Medium Brown Leather
  • Exclusive Men's Tolan Lace-Up Leather Chukka Boots
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    Rockport
    Men's Tolan Lace-Up Leather Chukka Boots $150.00
    Color: Black Leather
  • Exclusive Men's Henry Casual Lace-Up Sneakers
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    Rockport
    Men's Henry Casual Lace-Up Sneakers $150.00
    Color: Dark Gray
  • Exclusive Men's Henry Casual Lace-Up Sneakers
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    Rockport
    Men's Henry Casual Lace-Up Sneakers $150.00
    Color: Ivory
  • NEW ARRIVALS Men's Macklin Moc Toe Lace-Up Leather Boots
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    Rockport
    Men's Macklin Moc Toe Lace-Up Leather Boots $160.00
    Color: Black Leather
  • Exclusive Men's ProWalker Pacer Lace-up Sneakers
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    Rockport
    Men's ProWalker Pacer Lace-up Sneakers $150.00
    Color: Dark Green
  • Exclusive Men's Tolan Lace-Up Leather Chukka Boots
    Quick view
    Rockport
    Men's Tolan Lace-Up Leather Chukka Boots $150.00
    Color: Dark Brown Leather
  • Exclusive Men's Macklin Moc Toe Lace-Up Leather Boots
    Quick view
    Rockport
    Men's Macklin Moc Toe Lace-Up Leather Boots $160.00
    Color: Medium Natural Leather
  • Sale Limited Time Men's Jonston Lace-up Casual Sneakers
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    Rockport
    Men's Jonston Lace-up Casual Sneakers $135.00 $99.99
    Color: Medium Gray Leather
    Price as Marked
  • Sale Limited Time Men's Falcon Casual Round Toe Slip-on Shoe
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    Rockport
    Men's Falcon Casual Slip-on Shoe $120.00 $99.95
    Color: Dark Brown
    Price as Marked
  • Exclusive Men's Keeney Casual Slip-On Boots
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    Rockport
    Men's Keeney Casual Slip-On Boots $170.00
    Color: Black Suede
  • Exclusive Men's Henry Casual Lace-Up Sneakers
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    Rockport
    Men's Henry Casual Lace-Up Sneakers $150.00
    Color: Dark Blue
  • Sale Limited Time Women's Ivette Waterproof Casual Boots
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    Rockport
    Women's Ivette Waterproof Casual Boots $290.00 $174.99
    Color: Dark Brown Leather
    Price as Marked

Explore Rockport's men's casual shoes collection, where comfort meets style in every step. Whether you're seeking versatile oxfords, classic lace-ups, or refined loafers, our selection ensures you stride confidently. Coordinate with men's sneakers for a sporty edge, or style with the Rockport x Reebok DMX Colby sneakers for modern flair. Complete your look with ease, and enjoy the seamless blend of fashion and functionality Rockport is known for.