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Portland Boot Company
Portland by Portland Boot Company Casual Chelsea Boot
Portland Boot Company

Portland by Portland Boot Company Casual Chelsea Boot

4.2· 880 ratings

Best price now

$30.19at WalmartObserved at 4:07 PM

Compared across 3 stores. Prices are checked against each store and labelled with when.

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Our take on the Portland by Portland Boot Company Casual Chelsea Boot

The Portland Boot Company Casual Chelsea Boot is a pull-on ankle boot with a polyurethane and polyester upper, elastic goring panels, front and back pull tabs, a memory foam insole and a lug outsole. It is a low-cost take on the classic Chelsea silhouette, sold mainly on price rather than materials. At $30.19 at Walmart as of November 3, 2026, it sits at the low end of its recent range, with only two stores listing it new.

Best forShoppers who want the Chelsea look on a tight budgetEveryday wear in dry, mild weatherPeople who prefer wipe-clean synthetic uppersBuyers who want a true-to-size pull-on boot with a cushioned insole
Pros
  • Low price for a Chelsea-style boot
  • Wipe-clean synthetic upper needs little care
  • Memory foam insole adds cushioning underfoot
  • Elastic goring and pull tabs make it easy to put on
  • Sturdy construction for the money, per owners
  • Lug outsole gives some grip
Cons
  • Not real leather despite the classic look
  • Upper does not breathe well in hot weather
  • Reported to run narrow for wider feet
  • Small pull-tab loops can make removal awkward
  • Isopropyl alcohol reportedly stripped color from the toe

Portland by Portland Boot Company Casual Chelsea Boot prices at every store

  • eBayPre-owned

    In stockSold by fantastic_shoes

    $17.99Observed at 4:07 PM
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  • PoshmarkPre-owned

    In stock

    $23.00Observed at 4:07 PM
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  • WalmartNew

    In stock

    $30.19Observed at 4:07 PM
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  • PoshmarkNew

    In stock

    $39.00Observed at 4:07 PM
    Visit store

Also available at

  • DepopCheck price at Depop

Portland by Portland Boot Company Casual Chelsea Boot price history

Lowest price we've seen: $30.19 on Nov 3 at Walmart. Tracked across 3 stores since Nov 3.

What reviewers say

With 4.2 out of 5 from 880 ratings, owners mostly see good value: a comfortable, true-to-size boot that looks more expensive than it is. Complaints center on the synthetic upper, narrow fit and the small pull tabs.

Pros
  • Good quality for the price
  • Comfortable enough for all-day wear
  • True to size for most buyers
  • Classic look with sturdy materials
Cons
  • Not leather
  • Runs narrow for some feet
  • Poor breathability in summer
  • Pull tabs too small to grip easily

From Walmart

  • Polyurethane/polyester upper with manmade materials for long-lasting wear
  • Wipe-clean surface for easy care
  • 1/12 stacked heel for a subtle lift and added comfort
  • Pull-on style for easy wear and removal
  • Memory foam comfort with round toe and lug bottom for all-day wearability
  • Elastic goring panels and front and back pull tabs
Sizes
8
Materials
Polyurethane/polyester upper and manmade materials
Sizing
Reviews say it fits nearly true to size but runs a bit narrow, so get the wide size; one reviewer found the standard width fit loose like a wide.
Care
Wipe-clean surface
Returns
Free 90-day returns
Shipping
Shipping arrives Nov 5; pickup available; delivery not available
In the box
Boots

What buyers say

Buyers like
  • Excellent quality at a lower price point
  • Contemporary and classic aesthetic
  • Comfortable for all-day wear
  • True to size fit, with some variations
  • Solid materials and sturdy construction
  • Gel insoles a bonus
Buyers complain about
  • Not made with real leather
  • Cleaning with isopropyl alcohol removed the color from the toe
  • Small pull-tab loops can hinder removal
  • Runs a bit narrow
  • Does not breathe well enough for summer

Questions and answers

Is the Portland Chelsea Boot worth it at $30.19?
At $30.19 at Walmart as of November 3, 2026, it is a cheap way to get the Chelsea look with a cushioned insole. Expect synthetic materials and a narrower fit, not leather.
Is it real leather?
No. The upper is polyurethane and polyester with manmade materials, which is why it wipes clean but does not breathe like leather.
How does it fit?
Most owners report a true-to-size fit, but several say it runs narrow, so wide feet may want to size up or try another style.
What is in the box?
The box contains the boots only. No extra laces, insoles or care products are included.
When is it cheapest?
The current $30.19 at Walmart is already at the low end of its recent range. Clearance and end-of-season sales are the usual times it drops further.
Can I wear it in summer?
It is best for mild weather. Owners say the synthetic upper does not breathe well enough for hot summer days.
Where is the Portland by Portland Boot Company Casual Chelsea Boot cheapest?
At Walmart, for $30.19, as of our latest check.
What do buyers say about the Portland by Portland Boot Company Casual Chelsea Boot?
Rated 4.2 out of 5 from 880 ratings. Buyers like: Excellent quality at a lower price point; Contemporary and classic aesthetic; Comfortable for all-day wear. Common complaints: Not made with real leather; Cleaning with isopropyl alcohol removed the color from the toe.
Where can I buy the Portland by Portland Boot Company Casual Chelsea Boot?
4 stores we checked sell it, including eBay, Poshmark, Walmart, Depop.