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This hour's deals
Madden
Madden Maxxin Chelsea Boot
−50%
Shoes · Macy's

Chelsea boots that go with everything you own

Madden Maxxin Chelsea Boot

Madden's Maxxin Chelsea boot for the everyday wardrobe that needs a pull-on staple.

Deal score 5.6 · Good deal
$49.99$100.00 Macy's regular price

You save $50.01 at Macy's

Deal.ai's agents found this deal on November 10. The store may have changed its price since.

Why it's a great deal

  • Macy's lists its regular price at $100.00: 50% off by its own figures
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Every store we checked

  • eBayNew

    In stockSold by tradinginvintage

    $45.84Checked 56 min ago
    Visit eBay
  • Macy'sNew

    In stock

    $49.99Checked 56 min ago
    Visit Macy's

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Reading Macy's’s product page for the details…

About the Madden Maxxin Chelsea Boot

The Madden Maxxin is a women's Chelsea boot with the classic elastic side gore and pull tab, built on a chunky lugged sole. It leans toward a casual, streetwear look rather than a sleek dress boot. Owners like the easy slip-on fit and the grippy sole, but the 3.8 rating reflects recurring complaints about sizing and how the synthetic upper holds up. It suits shoppers who want a trend-forward everyday boot at a budget-brand level, not buyers after leather or long-term durability.

Best forEveryday casual wearShoppers who want a chunky lug soleQuick slip-on dressingStreetwear and jeans outfits
Pros
  • Elastic side gore makes it easy to pull on and off
  • Chunky lugged outsole gives good grip on wet pavement
  • Cushioned footbed is comfortable for standing and short walks
  • Versatile silhouette pairs with jeans, leggings and midi skirts
  • Wide range of colorways and finishes
Cons

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Price facts

  • This deal was $49.99 at Macy's on Nov 10.
  • Lowest price today: $45.84 at eBay (checked Nov 10, 2026).
  • Checked at 2 stores.

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Sizing runs inconsistent; many owners say to size up
  • Synthetic upper creases and can peel with regular wear
  • Break-in period can rub at the heel and ankle
  • Not a true dress boot; the lug sole reads casual

    • What reviewers say

    • 3.8 / 5546 ratings

    Owners generally like the look and the easy slip-on fit, and several call the footbed comfortable for all-day wear. The main complaints are sizing that runs small or narrow and uppers that scuff or peel after a few months.

    What people mention
    • SizingCriticisedMany owners say the boot runs small or narrow and recommend sizing up.
    • ComfortPraisedReviewers find the cushioned footbed comfortable for standing and walking.
    • Build qualityCriticisedSome owners report the synthetic upper creasing, scuffing or peeling after a few months.
    • Ease of wearPraisedThe elastic side panels make the boot quick to slip on and off.
    • Break-inMixedSome say it is comfortable out of the box, while others get heel rubbing at first.

    Questions and answers

    Does the Madden Maxxin run true to size?
    It tends to run small and narrow. Many owners suggest going up half a size, especially if you wear thick socks.
    Is it real leather?
    No. The upper is synthetic, which is why some owners see creasing and peeling with heavy wear.
    Is it good for rain and snow?
    The lugged sole grips well on wet pavement, but the upper is not waterproof, so long exposure to slush will soak through.
    How does it compare with a classic leather Chelsea boot?
    It is more casual and less durable than a leather Chelsea, but the chunky sole and lower cost of ownership make it a trend piece rather than a long-term staple.
    Can I wear it to the office?
    Only in casual workplaces. The lug sole and synthetic finish read streetwear, not business casual.
    What should I check before buying?
    Confirm the size chart, since fit varies by colorway, and expect a short break-in at the heel.
    Madden Cushioned Goring Maxxin Chelsea Boot