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Deal.ai › Timberland PRO › Safety Boots
Timberland PRO
Timberland PRO True Grit Chelsea Soft Toe Waterproof Work Boot

Timberland PRO True Grit Chelsea Soft Toe Waterproof Work Boot

4.2(8 ratings)

Best price now

$179.95at shoebacca.comObserved at 3:53 PM

Compared across 2 stores. Prices are checked against each store and labelled with when.

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Our take on the Timberland PRO True Grit Chelsea Soft Toe Waterproof Work Boot

The Timberland PRO True Grit Chelsea is a men's slip-on work boot with a waterproof membrane, oil-resistant rubber outsole and electrical hazard rating. It uses Timberland PRO's ExoSpine shank for structure and a soft toe, so it is not a safety-toe boot. The best new price is $179.95 at shoebacca.com as of November 7, 2026, with two stores listing it new.

Best forMen who want a slip-on work boot without lacesWet or oily job sites and outdoor workElectricians and trades needing EH-rated footwearLong shifts on hard floors
Pros
  • Waterproof internal membrane keeps feet dry
  • Chelsea design pulls on and off quickly
  • Oil-resistant, slip-resistant rubber outsole
  • Electrical hazard rated
  • ExoSpine shank adds underfoot structure
Cons
  • Soft toe, so no ASTM impact or compression protection
  • Mid-calf shaft can feel warm in hot weather
  • Chelsea fit suits some feet better than others
  • Fewer stores stock it, which limits price shopping

Timberland PRO True Grit Chelsea Soft Toe Waterproof Work Boot prices at every store

  • ShoebaccaNew

    In stock

    $179.95Free shippingObserved at 3:53 PM
    Visit Shoebacca
  • shoebacca.comNew

    In stock

    $179.95Observed at 3:53 PM
    Visit shoebacca.com

Also available at

  • SierraCheck price at Sierra
  • TimberlandCheck price at Timberland

Store links may earn us a commission. Some prices via Klarna.

Timberland PRO True Grit Chelsea Soft Toe Waterproof Work Boot price history

Lowest price we've seen: $89.99 on Nov 7 at Sierra. Tracked across 4 stores since Nov 7.

What reviewers say

Owners of the True Grit line generally rate the waterproofing and comfort well for all-day wear. Chelsea versions draw mixed comments on fit and break-in.

What people mention
  • WaterproofingPraisedBuyers say the membrane keeps feet dry through wet work days.
  • ComfortPraisedOwners report the footbed and shank hold up over long shifts.
  • FitMixedSome find the Chelsea fit true to size, others say it runs narrow or loose at the ankle.
  • Break-inCriticisedSeveral owners say the leather and sole need time to soften.
  • WarmthCriticisedThe waterproof build and mid-calf shaft feel hot in summer.

Specifications

Gender
Male, Men's, Men's, Male
Boot Style
Work Boot, Chelsea
Type
Boots
Closure Style
Chelsea
Heel Height
Flat
Outsole Material
Timberland Pro Rubber
Hazard Protection
Electrical hazard, Oil Resistant

Questions and answers

Is this boot safety toe?
No. It is a soft toe version, so it does not carry ASTM impact or compression toe protection. Choose a steel or composite toe model if your site requires it.
Is it really waterproof?
Yes. It has an internal waterproof membrane, and owners report dry feet in rain and puddles.
What does EH rated mean?
Electrical hazard rated footwear is built to reduce the risk of contact with live circuits under dry conditions. It is not a substitute for insulated electrical boots.
How does it fit?
It fits like a standard men's work boot, but Chelsea boots can feel loose at the ankle. Try your usual size first.
Is $179.95 a good price?
That is the best new price across the two stores listing it as of November 7, 2026. Timberland PRO work boots commonly sell in the $150 to $200 range, so it is a fair mid-range price.
What is in the box?
One pair of boots. No insoles or care products are included.
Where is the Timberland PRO True Grit Chelsea Soft Toe Waterproof Work Boot cheapest?
At shoebacca.com, for $179.95, as of our latest check.
What do buyers say about the Timberland PRO True Grit Chelsea Soft Toe Waterproof Work Boot?
Rated 4.2 out of 5 from 8 ratings.
Where can I buy the Timberland PRO True Grit Chelsea Soft Toe Waterproof Work Boot?
4 stores we checked sell it, including Shoebacca, shoebacca.com, Sierra, Timberland.

Stores we've priced the Timberland PRO True Grit Chelsea Soft Toe Waterproof Work Boot at

  • shoebacca.com deals and prices
  • Sierra deals and prices
  • Timberland deals and prices

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Safety Features
Slip-resistant sole, Abrasion resistance, Electrical hazard protection
Shaft Height
Mid Calf
Sole Material
Timberland Pro Rubber
Sole Support
Shank support (ExoSpine technology helps provide lasting structure)
Age Group
Adult
Occasion
Work
Theme
Western
Slip Resistant
Yes
Traction Features
Slip-resistant
Weather Highlights
Waterproof, Internal waterproof membrane
Weather Proofing
Waterproof
Water Resistant
Yes
EH Rated
Yes
Oil Resistant
Yes
Department
Men's