all-season-wear – High-Top Trainers, Boots, Sneakers & More

Made to Order: “Strider" Men's Chukka Boots

$ 45.62

$ 59.31

Made to Order: “Strider" Women's Chukka Boots

$ 69.67

$ 90.57

Clearcut Round Toe Chukka Boots

$ 97.99

$ 127.99

WOMEN'S NUALA II

$ 58.16

$ 75.61

Men’s Cascade Boot: Black

$ 41.49

$ 53.94

Men’s Cascade Boot: Capetown Trail

$ 53.77

$ 69.90

Women's Barn Boot: Toast Suede

$ 62.84

$ 81.69

Born Nuala II Boot Dark Brown Women's

$ 41.36

$ 53.77

Mens Seneca Bay Chukka

$ 64.41

$ 83.73

1056 Black

$ 68.45

$ 88.99

1056 Military

$ 61.20

$ 79.56

65031-beige

$ 59.04

$ 76.75

Ha54 Nero

$ 50.26

$ 65.34

HA54 Smoke

$ 66.16

$ 86.01

Timberland Morphix Composite Toe Work Sneaker Men's

$ 44.53

$ 57.89

Timberland Men's Maple Grove Leather Chukka Shoes - Black Nubuck

$ 42.19

$ 54.85

Seneca Bay Chukka

$ 44.05

$ 57.27

Born Women's Nuala II

$ 84.47

$ 129.95

Nuala

$ 44.07

$ 57.29

HUGE PRICE DROP: Rocky Black Leather Goretex Northern Ops Chukka Boots - Ships Same/Next Day!

$ 39.99

$ 94.99

Men’s Cascade Boot: Capetown Trail

$ 58.07

$ 75.49

Clearcut Round Toe Chukka Boots

$ 99.99

$ 127.99

Clearcut Round Toe Chukka Boots

$ 99.99

$ 127.99

TIMBERLAND TREE Men's Davis Square F/L TB0A1MHZ231

$ 89.99

Nellie Waterproof Chukka Boot For Women

$ 64.01

$ 83.21

Sprint Trekker Chukka For Men

$ 56.26

$ 73.14

Winsor Park Chukka For Men

$ 50.59

$ 65.77

Sun-Tans Chukka

$ 99.97

$ 154.99

"THE ORIGINAL" Chukka Driving Moc | MDM0003

$ 55.93

$ 72.71

Chukka Driving Moc | CDM0005

$ 84.95

Chukka Driving Moc | MDM0014

$ 64.19

$ 83.45

Chukka Driving Moc | MDM0030

$ 56.43

$ 73.36

Chukka Driving Moc | MDM0036

$ 59.48

$ 77.32

Chukka Driving Moc | MDM0048

$ 67.72

$ 88.04

Chukka Driving Moc | MDM0049

$ 45.79

$ 59.53

Chukka Driving Moc | MDM0057

$ 64.16

$ 83.41

Chukka Driving Moc | MDM0059

$ 48.16

$ 62.61

Chukka Driving Moc | MDM0076

$ 46.51

$ 60.46

Chukka Driving Moc | MDM0080

$ 64.67

$ 84.07

Chukka Driving Moc | MDM0086

$ 40.91

$ 53.18