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Deal.ai › Easy Street › Ankle Boots
Easy Street
Easy Street Annalee Boot

Easy Street Annalee Boot

Best price now

$38.99at Kohl'sObserved at 5:39 PM

35% under what the other stores charge

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

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Our take on the Easy Street Annalee Boot

The Easy Street Annalee is a women's ankle boot with a side zipper and a low, walkable heel. It comes in a wide run of sizes from 4 to 12, including half sizes, which is unusual at this price. The best new price is $38.99 at Kohl's as of November 7, 2026, and 4 stores list it new, so it sits at the low end of what it has recently sold for.

Best forShoppers who need half sizes or wide size runsEveryday wear and light office outfitsAnyone wanting a zip-up ankle boot under $50Buyers who prefer a low heel over a block or stiletto
Pros
  • Side zipper makes it quick to put on and take off
  • Half sizes from 4.5 to 11.5 cover hard-to-fit feet
  • Low heel is comfortable for standing and walking
  • Simple ankle-boot shape pairs with jeans, skirts and trousers
  • Under $40 at the best listed price
Cons
  • No Gore-Tex or other waterproof membrane, so wet weather is a risk
  • Synthetic upper and lining are less breathable than leather
  • Limited cushioning for long days on hard floors
  • Few color choices compared with leather ankle boots

Easy Street Annalee Boot prices at every store

  • Kohl'sNew

    In stock

    $38.99Free shippingObserved at 5:39 PM
    Visit Kohl's
  • NordstromNew

    In stock

    $89.99Free shippingObserved at 5:39 PM
    Visit Nordstrom
  • AmazonNew

    Availability unknown

    As an Amazon Associate, Deal.ai earns from qualifying purchases.

    $60.12Free shippingObserved at 5:39 PM
    Visit Amazon

Also available at

  • DSWCheck price at DSW
  • eBayCheck price at eBay
  • Famous FootwearCheck price at Famous Footwear
  • Rack Room ShoesCheck price at Rack Room Shoes

Store links may earn us a commission.

Easy Street Annalee Boot price history

Lowest price we've seen: $38.99 on Nov 7 at Kohl's. Tracked across 6 stores since Nov 7.

What reviewers say

Owners of Easy Street ankle boots generally describe them as comfortable and easy to pull on, with the zipper and low heel getting the most praise. Complaints tend to focus on the synthetic materials and on how well the boots hold up with heavy daily wear.

What people mention
  • ZipperPraisedBuyers like that the side zipper makes the boots fast to put on and take off.
  • ComfortPraisedOwners describe the low heel and footbed as comfortable for everyday wear.
  • MaterialsMixedSome find the synthetic upper and lining fine for the price, while others wish for leather.
  • WeatherCriticisedThe boots are not waterproof, so owners report wet feet in rain or slush.
  • SizingPraisedThe wide run of half sizes helps shoppers get a close fit.

Specifications

Gore-Tex
NoSource
Fastening
ZipperSource
Age Group
AdultSource
Gender
FemaleSource

Questions and answers

Is the Easy Street Annalee Boot good for wide feet?
It comes in sizes 4 to 12 with half sizes, but the listing does not specify a wide width. Shoppers with wide feet should check the width options before ordering.
Are these boots waterproof?
No. They have no Gore-Tex or waterproof membrane, so they are best kept for dry days.
How do you put them on?
They fasten with a side zipper, so you can slip them on without laces.
What is the best price right now?
The best new price is $38.99 at Kohl's as of November 7, 2026, with 4 stores listing the boot new.
What heel height does the Annalee have?
It is a low-heel ankle boot, though the exact heel height is not listed in the specs.
Is $38.99 a good price for this boot?
Yes. At $38.99 it is at the low end of its recent price range, and it is a low-heel zip boot that usually sells for more.
Where is the Easy Street Annalee Boot cheapest?
At Kohl's, for $38.99, 35% under what the other stores charge, as of our latest check.
Where can I buy the Easy Street Annalee Boot?
7 stores we checked sell it, including Nordstrom, Kohl's, Amazon, DSW, eBay.

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Stores we've priced the Easy Street Annalee Boot at

  • Famous Footwear deals and prices
  • Kohl's deals and prices
  • nordstrom.com deals and prices
  • Rack Room Shoes deals and prices

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