Shop Sperry Lug Chukkas

Sponsored
$124.99
$150.00
Most Comfortable Supportive Boots, Premium Arch Support, Orthotic Insloes, Men's Boots | Orthofeet Comfortable Footwear, Hunter, 7.5 / Medium / Brown
Orthofeet
411
16% off
$124.99
$150.00
Most Comfortable Supportive Boots, Premium Arch Support, Orthotic Insloes, Men's Boots | Orthofeet Comfortable Footwear, Hunter, 7.5 / Medium / Brown
Orthofeet
411
$89.99
World Wide Sportsman Blue Water Waterproof Chukka Boots For Men - Tan - 9m
Cabela's
In store
$89.99
World Wide Sportsman Blue Water Waterproof Chukka Boots For Men - Tan - 9m
Cabela's
$139.99
$160.00
Slip On Chukka Boots, Hands Free, Easy On/Off, Wide Toe Box Shoes, Comfortable Men's Boots | Orthofeet Parkinson's Shoes, Verno, 7.5 / Wide / Black
Orthofeet
4
12% off
$139.99
$160.00
Slip On Chukka Boots, Hands Free, Easy On/Off, Wide Toe Box Shoes, Comfortable Men's Boots | Orthofeet Parkinson's Shoes, Verno, 7.5 / Wide / Black
Orthofeet
4
$139.99
$160.00
Slip On Chukka Boots, Hands Free, Easy On/Off, Wide Toe Box Shoes, Comfortable Women's Boots | Orthofeet Parkinson's Shoes, Rosel, 11.5 / Wide / Brown
Orthofeet
12% off
$139.99
$160.00
Slip On Chukka Boots, Hands Free, Easy On/Off, Wide Toe Box Shoes, Comfortable Women's Boots | Orthofeet Parkinson's Shoes, Rosel, 11.5 / Wide / Brown
Orthofeet
$169.00
L.L.Bean | Men's Portland Boots, Chelsea Dark Russet 11 M(D), Leather/Rubber
L.L.Bean
Free shipping
$169.00
L.L.Bean | Men's Portland Boots, Chelsea Dark Russet 11 M(D), Leather/Rubber
L.L.Bean
Free shipping
$179.00
L.L.Bean | Men's Portland Boots, Lace-Up Dark Russet 11 M(D), Leather/Rubber
L.L.Bean
Free shipping
$179.00
L.L.Bean | Men's Portland Boots, Lace-Up Dark Russet 11 M(D), Leather/Rubber
L.L.Bean
Free shipping
$133.00
$150.00
Georgia Men's Wedge Chukka Wedge Work Boot - Tobacco - GB1222, 12 / Medium / Tobacco
Overlook Boots
11% off
$133.00
$150.00
Georgia Men's Wedge Chukka Wedge Work Boot - Tobacco - GB1222, 12 / Medium / Tobacco
Overlook Boots
$200.00
HOKA Men's Transport Chukka GTX Shoes In Black/Black, Size 8
HOKA (hoka.com)
Free shipping
$200.00
HOKA Men's Transport Chukka GTX Shoes In Black/Black, Size 8
HOKA (hoka.com)
Free shipping
$26.22
FLYLAND Men's Black Chukka Boots - Breathable, Insulated, Non-Slip Traction Sole For Hiking, Trekking & Casual Outdoor Wear, Lace-Up With Orange
Temu US
Special Offer
$26.22
FLYLAND Men's Black Chukka Boots - Breathable, Insulated, Non-Slip Traction Sole For Hiking, Trekking & Casual Outdoor Wear, Lace-Up With Orange
Temu US
Special Offer
$199.00
L.L.Bean | Men's Bucksport Boots, Plain-Toe Black 10.5 M(D), Leather/Rubber
L.L.Bean
Free shipping
$199.00
L.L.Bean | Men's Bucksport Boots, Plain-Toe Black 10.5 M(D), Leather/Rubber
L.L.Bean
Free shipping
$120.00
Sperry Men's Authentic Original 3-Eye Lug Boat Shoe
Amazon.com
40
Free shipping
$120.00
Sperry Men's Authentic Original 3-Eye Lug Boat Shoe
Amazon.com
40
$228.00
$325.00
Donald Pliner Colton Lug Sole Chukka Boot In Light Grey At Nordstrom, Size 11.5
Nordstrom
29% off
$228.00
$325.00
Donald Pliner Colton Lug Sole Chukka Boot In Light Grey At Nordstrom, Size 11.5
Nordstrom
$129.95
Twisted X Mens Original Chukka Driving Moccasin Bomber 12 Wide
Amazon.com
1K+
Free shipping
$129.95
Twisted X Mens Original Chukka Driving Moccasin Bomber 12 Wide
Amazon.com
1K+
$159.95
Danner Men's Forest Chukka 4.5" Leather Lifestyle Boot - 37640, 11 / Medium / Brown
Overlook Boots
$159.95
Danner Men's Forest Chukka 4.5" Leather Lifestyle Boot - 37640, 11 / Medium / Brown
Overlook Boots
$95.10
Florsheim Men's Neufeld Chukka Boot
Amazon.com
37
Free shipping
$95.10
Florsheim Men's Neufeld Chukka Boot
Amazon.com
37
$79.98
Danner Mens Forest Chukka 4.5 Leather Lifestyle Boot - 37640 - 12 , Medium , Brown
Callseguros Wholesale Shop
$79.98
Danner Mens Forest Chukka 4.5 Leather Lifestyle Boot - 37640 - 12 , Medium , Brown
Callseguros Wholesale Shop
$48.97
$69.99
Sperry Women's Crest Vibe Casual Shoes - Oat 6.5 By Sportsman's Warehouse
Sportsman's Warehouse
7K+
30% off
$48.97
$69.99
Sperry Women's Crest Vibe Casual Shoes - Oat 6.5 By Sportsman's Warehouse
Sportsman's Warehouse
7K+
$130.00
Sperry Authentic Original Double Sole Chukka In Medium Beige At Nordstrom, Size 11
Nordstrom
$130.00
Sperry Authentic Original Double Sole Chukka In Medium Beige At Nordstrom, Size 11
Nordstrom
$96.34
Sperry Top-Sider Men's Bahama Lug Chukka Bomber Black Boot
Walmart
Free shipping
$96.34
Sperry Top-Sider Men's Bahama Lug Chukka Bomber Black Boot
Walmart
Free shipping
$94.80
Deal-Rocky Mens Coronado Chukka 5" WP Public Service Duty Boot -Brown- RKC130 12.5 Medium Brown
oxsummit.com
$94.80
Deal-Rocky Mens Coronado Chukka 5" WP Public Service Duty Boot -Brown- RKC130 12.5 Medium Brown
oxsummit.com
$159.95
Danner Men's Forest Chukka 4.5" Leather Lifestyle Boot- Bracken- 37641, 11.5 / Medium / Brown
Overlook Boots
$159.95
Danner Men's Forest Chukka 4.5" Leather Lifestyle Boot- Bracken- 37641, 11.5 / Medium / Brown
Overlook Boots
$495.00
Allen Edmonds Chandler Weatherproof Chukka Boot Boots In Pecan Leather, Size 10.5 3E
Allen Edmonds
$495.00
Allen Edmonds Chandler Weatherproof Chukka Boot Boots In Pecan Leather, Size 10.5 3E
Allen Edmonds
$149.95
Rocky Coronado Chukka Boot - Brown Size 11.5 Wide
Kel-Lac Uniforms, Inc.
$149.95
Rocky Coronado Chukka Boot - Brown Size 11.5 Wide
Kel-Lac Uniforms, Inc.
$38.49
$90.00
St. John's Bay Mens Acton Flat Heel Chukka Boots | Brown | Regular 10 1/2 | Boots Chukka Boots | Memory Foam
JCPenney
In store
20
Curbside
$38.49
$90.00
St. John's Bay Mens Acton Flat Heel Chukka Boots | Brown | Regular 10 1/2 | Boots Chukka Boots | Memory Foam
JCPenney
20
$140.00
Georgia Wedge Chukka Boots, Men's Brown
WorkBoots.com
628
$140.00
Georgia Wedge Chukka Boots, Men's Brown
WorkBoots.com
628
$139.95
Rockport Works Prestige Point Work Chukka Steel Toe Boots, Men's Brown
WorkBoots.com
293
$139.95
Rockport Works Prestige Point Work Chukka Steel Toe Boots, Men's Brown
WorkBoots.com
293
$200.00
HOKA Men's Transport Chukka GTX Shoes In Asteroid/Stardust, Size 8
HOKA (hoka.com)
Free shipping
$200.00
HOKA Men's Transport Chukka GTX Shoes In Asteroid/Stardust, Size 8
HOKA (hoka.com)
Free shipping
$64.99
$130.00
Men's Sperry Top-Sider Authentic Original™ Unlined Lug 3-Eye Boat Shoe Beige, Size 12
Sperry
50% off
$64.99
$130.00
Men's Sperry Top-Sider Authentic Original™ Unlined Lug 3-Eye Boat Shoe Beige, Size 12
Sperry
$219.95
Twisted X Men's Ostrich Chukka Shoes - Moc Toe
Boot Barn
35
$219.95
Twisted X Men's Ostrich Chukka Shoes - Moc Toe
Boot Barn
35
$139.95
$148.99
Men's Rockport Steel Toe Chukka Work Boot RP2801 - Size 7 W
Steel-Toe-Shoes.com
$139.95
$148.99
Men's Rockport Steel Toe Chukka Work Boot RP2801 - Size 7 W
Steel-Toe-Shoes.com
$18.36
$19.43
Men's Fashion Chukka Boots - Sports & Casual Style, All-Season Solid Color, Universal Fit, PU Upper, Fabric Inner, PVC Sole, Fabric Insole, Lace-Up
Temu US
Special Offer
$18.36
$19.43
Men's Fashion Chukka Boots - Sports & Casual Style, All-Season Solid Color, Universal Fit, PU Upper, Fabric Inner, PVC Sole, Fabric Insole, Lace-Up
Temu US
Special Offer
$75.99
Red Wing Mens Weekender Chukka 3322 in Copper (D Width) - 12.0 Men
Bambudan Store
$75.99
Red Wing Mens Weekender Chukka 3322 in Copper (D Width) - 12.0 Men
Bambudan Store
$150.00
Timberland Men's 3-Eye Lug Handsewn Leather Boat Shoes, Mens, 9, Burgundy
Dillard's
117
$150.00
Timberland Men's 3-Eye Lug Handsewn Leather Boat Shoes, Mens, 9, Burgundy
Dillard's
117
$59.99
$100.00
Men's Sperry Top-Sider Halyard Storm Chukka Beige, Size 12
Sperry
40% off
$59.99
$100.00
Men's Sperry Top-Sider Halyard Storm Chukka Beige, Size 12
Sperry
$200.00
HOKA Men's Transport Chukka GTX Shoes In Oak/Alabaster, Size 7
HOKA (hoka.com)
Free shipping
$200.00
HOKA Men's Transport Chukka GTX Shoes In Oak/Alabaster, Size 7
HOKA (hoka.com)
Free shipping
$59.99
$100.00
Men's Sperry Top-Sider Halyard Storm Chukka Brown, Size 10
Sperry
40% off
$59.99
$100.00
Men's Sperry Top-Sider Halyard Storm Chukka Brown, Size 10
Sperry
See more
See less
    Some results have been hidden because they may be inaccessible to you.Show inaccessible results
    See more images

    Shop Sperry Lug Chukkas

    Sponsored
    $124.99
    $150.00
    Most Comfortable Supportive Boots, Premium Arch Support, Orthotic Insloes, Men's Boots | Orthofeet Comfortable Footwear, Hunter, 7.5 / Medium / Brown
    Orthofeet
    411
    16% off
    $124.99
    $150.00
    Most Comfortable Supportive Boots, Premium Arch Support, Orthotic Insloes, Men's Boots | Orthofeet Comfortable Footwear, Hunter, 7.5 / Medium / Brown
    Orthofeet
    411
    $89.99
    World Wide Sportsman Blue Water Waterproof Chukka Boots For Men - Tan - 9m
    Cabela's
    In store
    $89.99
    World Wide Sportsman Blue Water Waterproof Chukka Boots For Men - Tan - 9m
    Cabela's
    $139.99
    $160.00
    Slip On Chukka Boots, Hands Free, Easy On/Off, Wide Toe Box Shoes, Comfortable Men's Boots | Orthofeet Parkinson's Shoes, Verno, 7.5 / Wide / Black
    Orthofeet
    4
    12% off
    $139.99
    $160.00
    Slip On Chukka Boots, Hands Free, Easy On/Off, Wide Toe Box Shoes, Comfortable Men's Boots | Orthofeet Parkinson's Shoes, Verno, 7.5 / Wide / Black
    Orthofeet
    4
    $139.99
    $160.00
    Slip On Chukka Boots, Hands Free, Easy On/Off, Wide Toe Box Shoes, Comfortable Women's Boots | Orthofeet Parkinson's Shoes, Rosel, 11.5 / Wide / Brown
    Orthofeet
    12% off
    $139.99
    $160.00
    Slip On Chukka Boots, Hands Free, Easy On/Off, Wide Toe Box Shoes, Comfortable Women's Boots | Orthofeet Parkinson's Shoes, Rosel, 11.5 / Wide / Brown
    Orthofeet
    $169.00
    L.L.Bean | Men's Portland Boots, Chelsea Dark Russet 11 M(D), Leather/Rubber
    L.L.Bean
    Free shipping
    $169.00
    L.L.Bean | Men's Portland Boots, Chelsea Dark Russet 11 M(D), Leather/Rubber
    L.L.Bean
    Free shipping
    $179.00
    L.L.Bean | Men's Portland Boots, Lace-Up Dark Russet 11 M(D), Leather/Rubber
    L.L.Bean
    Free shipping
    $179.00
    L.L.Bean | Men's Portland Boots, Lace-Up Dark Russet 11 M(D), Leather/Rubber
    L.L.Bean
    Free shipping
    $133.00
    $150.00
    Georgia Men's Wedge Chukka Wedge Work Boot - Tobacco - GB1222, 12 / Medium / Tobacco
    Overlook Boots
    11% off
    $133.00
    $150.00
    Georgia Men's Wedge Chukka Wedge Work Boot - Tobacco - GB1222, 12 / Medium / Tobacco
    Overlook Boots
    $200.00
    HOKA Men's Transport Chukka GTX Shoes In Black/Black, Size 8
    HOKA (hoka.com)
    Free shipping
    $200.00
    HOKA Men's Transport Chukka GTX Shoes In Black/Black, Size 8
    HOKA (hoka.com)
    Free shipping
    $26.22
    FLYLAND Men's Black Chukka Boots - Breathable, Insulated, Non-Slip Traction Sole For Hiking, Trekking & Casual Outdoor Wear, Lace-Up With Orange
    Temu US
    Special Offer
    $26.22
    FLYLAND Men's Black Chukka Boots - Breathable, Insulated, Non-Slip Traction Sole For Hiking, Trekking & Casual Outdoor Wear, Lace-Up With Orange
    Temu US
    Special Offer
    $199.00
    L.L.Bean | Men's Bucksport Boots, Plain-Toe Black 10.5 M(D), Leather/Rubber
    L.L.Bean
    Free shipping
    $199.00
    L.L.Bean | Men's Bucksport Boots, Plain-Toe Black 10.5 M(D), Leather/Rubber
    L.L.Bean
    Free shipping
    $120.00
    Sperry Men's Authentic Original 3-Eye Lug Boat Shoe
    Amazon.com
    40
    Free shipping
    $120.00
    Sperry Men's Authentic Original 3-Eye Lug Boat Shoe
    Amazon.com
    40
    $228.00
    $325.00
    Donald Pliner Colton Lug Sole Chukka Boot In Light Grey At Nordstrom, Size 11.5
    Nordstrom
    29% off
    $228.00
    $325.00
    Donald Pliner Colton Lug Sole Chukka Boot In Light Grey At Nordstrom, Size 11.5
    Nordstrom
    $129.95
    Twisted X Mens Original Chukka Driving Moccasin Bomber 12 Wide
    Amazon.com
    1K+
    Free shipping
    $129.95
    Twisted X Mens Original Chukka Driving Moccasin Bomber 12 Wide
    Amazon.com
    1K+
    $159.95
    Danner Men's Forest Chukka 4.5" Leather Lifestyle Boot - 37640, 11 / Medium / Brown
    Overlook Boots
    $159.95
    Danner Men's Forest Chukka 4.5" Leather Lifestyle Boot - 37640, 11 / Medium / Brown
    Overlook Boots
    $95.10
    Florsheim Men's Neufeld Chukka Boot
    Amazon.com
    37
    Free shipping
    $95.10
    Florsheim Men's Neufeld Chukka Boot
    Amazon.com
    37
    $79.98
    Danner Mens Forest Chukka 4.5 Leather Lifestyle Boot - 37640 - 12 , Medium , Brown
    Callseguros Wholesale Shop
    $79.98
    Danner Mens Forest Chukka 4.5 Leather Lifestyle Boot - 37640 - 12 , Medium , Brown
    Callseguros Wholesale Shop
    $48.97
    $69.99
    Sperry Women's Crest Vibe Casual Shoes - Oat 6.5 By Sportsman's Warehouse
    Sportsman's Warehouse
    7K+
    30% off
    $48.97
    $69.99
    Sperry Women's Crest Vibe Casual Shoes - Oat 6.5 By Sportsman's Warehouse
    Sportsman's Warehouse
    7K+
    $130.00
    Sperry Authentic Original Double Sole Chukka In Medium Beige At Nordstrom, Size 11
    Nordstrom
    $130.00
    Sperry Authentic Original Double Sole Chukka In Medium Beige At Nordstrom, Size 11
    Nordstrom