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Deal.ai › Dockers
Dockers
Dockers Derrick Rugged Chukka Boot

Dockers Derrick Rugged Chukka Boot

Best price now

$47.50at Macy'sChecked 4 h ago

21% under what the other stores charge

Compared across 9 stores. Prices are checked against each store and labelled with when.

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Price facts

  • Last seen at $47.50 at Macy's on Nov 10.
  • Checked at 9 stores.

Our take on the Dockers Derrick Rugged Chukka Boot

The Dockers Derrick is a men's chukka boot in a synthetic upper with a moc toe and a thick rubber outsole. Its cushioned EVA footbed and moisture-wicking sock lining are built for all-day casual wear, and the rugged sole adds grip. It sits at the budget end of chukkas, where most rivals use leather and stitched construction. Owners treat it as an everyday knockabout boot rather than a dress shoe.

Best forEveryday casual wearStanding or walking all dayBuyers who want a leather-look chukka without leather upkeepWet or uneven pavement
Pros
  • Cushioned EVA footbed with massaging texture
  • Moisture-wicking, breathable lining
  • Thick rubber outsole with real traction
  • Moc-toe chukka shape suits jeans and chinos
  • Synthetic upper wipes clean and needs no polishing
Cons
  • Synthetic upper looks and creases less like leather
  • Not resoleable, so the boot's life ends with the outsole
  • Less breathable than a full leather chukka over long days
  • Limited arch support for people who need it

Dockers Derrick Rugged Chukka Boot prices at every store

  • Macy'sNew

    In stock

    $47.50Checked 4 h ago
    Visit Macy's
  • Shoe StationNew

    In stock

    $49.98Checked 4 h ago
    Visit Shoe Station
  • Zappos.comNew

    In stock

    $57.00Checked 4 h ago
    Visit Zappos.com
  • Nordstrom RackNew

    In stock

    $59.97Checked 4 h ago
    Visit Nordstrom Rack
  • Famous FootwearNew

    In stock

    $69.99Checked 4 h ago
    Visit Famous Footwear
  • TargetNew

    Availability unknown

    $59.85Checked 4 h ago
    Visit Target
  • ShopSimonNew

    Availability unknown

    $59.99Checked 4 h ago
    Visit ShopSimon
  • DSWNew

    Availability unknown

    $69.99Checked 4 h ago
    Visit DSW
  • Kohl'sNew

    Availability unknown

    $80.75Checked 4 h ago
    Visit Kohl's

Dockers Derrick Rugged Chukka Boot price history

Lowest price we've seen: $47.50 on Nov 11 at Macy's. Tracked across 9 stores since Nov 11.

What reviewers say

Buyers describe the Derrick as a comfortable, light everyday boot that holds up to daily wear. The main complaints are the synthetic upper's look and the lack of long-term support.

What people mention
  • ComfortPraisedOwners say the cushioned footbed is comfortable for full days on their feet.
  • BuildMixedThe thick rubber sole feels sturdy, but the synthetic upper draws comparisons to leather.
  • TractionPraisedBuyers report the outsole grips well on wet and uneven ground.
  • SupportCriticisedSome wearers find the footbed flattens and offers little arch support over time.
  • FitMixedSeveral buyers say the boot runs a little wide and roomy.

About the Dockers Derrick Rugged Chukka Boot

The Dockers Derrick is a men's chukka boot with a rugged design and a moc toe. It closes with laces and is made for casual wear.

The upper is synthetic. The footbed is EVA, which is cushioned and massaging, and gives underfoot support throughout the day. A sock lining is breathable and wicks moisture.

The thick rubber outsole has traction features for grip and durability.

Style
Chukka boot, rugged design
Closure
Lace-up
Toe
Moc toe
Upper
Synthetic
Footbed
EVA, cushioned and massaging
Lining
Sock lining, moisture-wicking and breathable
Outsole
Thick rubber with traction
Occasion
Casual
Gender
Men's

Specifications

Gender
Men's
Material
Synthetic (upper), EVA (footbed), Rubber (outsole)
Boot Style
Chukka Boot
Type
Boots
Closure Style
Lace-up
Occasion
Casual
Sole Material
Rubber, EVA
Sole Style

Questions and answers

Is the Derrick good for standing all day?
Yes, for casual use. The cushioned EVA footbed and light build suit long shifts on hard floors. If you need firm arch support, add an insole.
How does it compare with a leather chukka like Clarks Desert Boot?
The Derrick has a thicker, grippier rubber sole and a cushioned footbed, so it is more of a work-casual boot. Leather chukkas look dressier and can be resoled, but need more care.
Does the synthetic upper breathe?
Reasonably. The moisture-wicking sock lining helps, but a synthetic upper traps more heat than leather over a long, warm day.
Can the sole be replaced?
No. The rubber outsole is bonded to the upper, so the boot is not resoleable. Expect to replace it when the tread wears through.
What is the fit like?
Buyers report it runs slightly wide and roomy. If you are between sizes or have narrow feet, consider sizing down.
Is it waterproof?
No. The synthetic upper and lining resist light damp but are not sealed, so avoid puddles and heavy rain.
Where is the Dockers Derrick Rugged Chukka Boot cheapest?
At Macy's, for $47.50, 21% under what the other stores charge, as of our latest check.
Where can I buy the Dockers Derrick Rugged Chukka Boot?
9 stores we checked sell it, including Macy's, Shoe Station, Zappos.com, Target, Nordstrom Rack.

Stores we've priced the Dockers Derrick Rugged Chukka Boot at

  • Famous Footwear deals and prices
  • Kohl's deals and prices
  • Macy's deals and prices
  • Nordstrom Rack deals and prices
  • Shoe Station deals and prices
  • ShopSimon deals and prices
  • Target deals and prices
  • Zappos.com deals and prices

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Thick sole
Traction Features
Traction
Department
Men's
Outsole Material
Rubber
Outsole Style
Thick outsole
Outsole Support
Traction
Insole Support Type
Underfoot support
Insole Features
Daylong underfoot support, Cushioned
Footbed Features
Massaging
Lining Material
Sock lining
Lining Type
Moisture-wicking, Breathable
Toe Style
Moc-toe
Breathable
Yes
Moisture Wicking
Yes
Design Style
Rugged