Best of all, you don’t have to wait until the event begins to score major discounts. There are hundreds of Prime Early Access deals already live, including plenty of Chelsea boots, knee-high styles, and insulated pairs to help you handle all the rain, sleet, and snow that’s on the way soon — whether temperatures are dropping in your hometown or you’re traveling to a cold-weather destination. One early boot deal that we’re loving involves these super cute ankle boots from Lucky Brand that are 43 percent off; they’re travel writer-approved and come in so many pretty colors, so it’s easy to incorporate them into your wardrobe. And in the men’s section, we can’t get enough of these highly rated mid-height snow boots from Aleader, which are insulated, waterproof, and a whopping 49 percent off, bringing their price tag down to just $51 in select colors and sizes.

Shoppers Say They Can Walk All Day in These Cute, Pain-free Chelsea Boots — and They’re Under $40

Best Women’s Ankle Boots and Booties

  • Lucky Brand Basel Ankle Boot, $75 (originally $129)
  • Vepose Chunky Cutout Booties, $53 (originally $108)
  • Athlefit Wedge Booties, $41 (originally $90)
  • Soda Pilot Lug Sole Low Heel Chelsea Boot, $34 (originally $109)
  • LifeStride Adriana Bootie, $60 (originally $85)
  • Clarks Adreena Ease Ankle Boot, $70 (originally $130)
  • Dr. Scholl’s Shoes Create Ankle Boot, $72 (originally $100)
  • MIA Jody Bootie, $50 (originally $69)
  • Soda Sweeten Bootie, $30 (originally $50)
  • Steve Madden Women’s Howler Chelsea Boot, $80 (originally $100)
  • Dr. Martens Arbor Steel Toe Light Industry Boots, $130 with on-site coupon (originally $180)

Best Women’s Tall Boots

If knee-high or over-the-knee boots are more your style, there are plenty of picks for you in that category. These gorgeous riding boots from LifeStride, for instance, are $40 off their usual price, while this knee-high, microsuede boot in snake skin is now less than $70. However, if you’re looking for a steal (and for footwear that’ll keep you toasty on chilly flights, as well as in cold destinations), the Kenneth Cole Reaction sleek over-the-knee boots are going for 54 percent off in select colors and sizes.

  • Tommy Hilfiger Shyenne Equestrian Boot, $61 (originally $80)
  • LifeStride X-Anita Knee-High Boot, $70 (originally $110)
  • Lucky Brand Calypso Knee Boot, $104 with on-site coupon (originally $139)
  • White Mountain Mazed Knee-High Boot, $45 (originally $99)
  • Clarks Camzin Branch Knee-High Boot, $110 (originally $180)
  • The Drop Bayonne Tall High-Heeled Boot, $69 (originally $99)
  • Kenneth Cole Reaction Wind-y Boot, $60 (originally $129)
  • Soul Naturalizer Approve Knee-High Boot, $100 (originally $140)
  • Franco Sarto Tribute High Boot, $130 (originally $170)
  • Naturalizer Jessie Knee-High Boot, $180 (originally $225)
  • Frye Melissa D-Ring Tall Knee-High Boot, $224 (originally $368)

Best Women’s Waterproof and Snow Boots

Get ahead of the upcoming winter weather by picking up a pair of waterproof boots from popular brands like Hunter and Sperry. Right now, the Original Tall Snow Boots from Hunter and Sperry’s Saltwater Core style are nearly 40 percent off. And if you want something even more heavy-duty, check out this durable muck boot for a whopping 53 percent off and this cute lace-up, under-$50 Timberland dupe that features a water-resistant exterior and cozy lined interior to keep you warm.

  • Hunter Original Tall Snow Boot, $116 (originally $160)
  • Sperry Saltwater Core Boots, $68 (originally $110)
  • Columbia Ice Maiden II, $65 (originally ($80)
  • Asgard Waterproof Chelsea Boots, $33 (originally $50)
  • Anjoufemme Hiking Snow Winter Boots, $48 with on-site coupon (originally $66)
  • Muck Boot Arctic Sport Li Mid Snow Boot, $75 (originally $160)
  • Dream Pairs Mid-Calf Waterproof Winter Snow Boots, $48 (originally $69)
  • Hobibear Snow Boots, $33 with on-site coupon (originally $46)
  • Keen Greta Boot Wp Snow Boot, $108 (originally $190)
  • Joules Molly Welly Rain Boot, $52 (originally $80)

Best Men’s Boots

  • Timberland White Ledge Mid Waterproof Hiking Boot, $80 (originally $115)
  • Ecco Exostrike Mid Outdoor Boot, $173 (originally $300)
  • Clarks Bushacre 2 Chukka Boot, $60 (originally $106)
  • Bruno Marc Dress Ankle Motorcycle Boots, $41 (originally $60)
  • Deer Stags Rockland Chelsea Boot, $50 (originally $75)
  • Timberland Classic 6-inch Premium Boot, $155 (originally $198)
  • Eastland Jason Fashion Boot, $38 (originally $90)
  • Dr. Martens Unisex 1460 Crazy Horse Leather Boot, $124 (originally $170)
  • Wolverine 1000 Mile Fashion Boot, $289 (originally $385)

Best Men’s Waterproof and Snow Boots

Lots of great men’s waterproof boots and snow boots are on sale ahead of the two-day event, as well. We’re big fans of these tall and cushioned winter boots from Aleader, going for nearly 50 percent off their normal price, as well as these sporty-looking snow boots from Sperry that are currently half off at just $50. And if you’re on the hunt for a pair of waterproof leather boots that are more dressy, comfortable styles from shopper-loved brands like Timberland and Rockport are up to 46 percent off.

  • Timberland 6-inch Premium Waterproof Boot, $150 (originally $198)
  • Columbia Hyper-Boreal Omni-Heat Tall Snow Boot, $93 (originally $160)
  • Rockport Rugged Bucks Waterproof Boot, $65 (originally $140)
  • Aleader Insulated Waterproof Winter Snow Boots, $51 (originally $100)
  • Whitin Waterproof Cold-Weather Boots, $46 (originally $58)
  • Columbia Newton Ridge Plus II Waterproof Hiking Boot, $68 (originally $90)
  • Wolverine Core Floorhand Waterproof Boot, $75 (originally $100)
  • Sperry Striper Storm Hiker Snow Boot, $50 (originally $100)
  • Huk Rogue Wave Shoe, $69 (originally $90)

At the time of publishing, the prices were as reflected in the article.

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