Save big on the comfiest boots you'll ever wear.

By Katie Holdefehr
Updated November 25, 2019
Each product we feature has been independently selected and reviewed by our editorial team. If you make a purchase using the links included, we may earn commission.
Advertisement
Aerosoles

Black Friday and Cyber Monday may be the official start to the holiday gift shopping season, but it's also the best time of year to treat yourself too. In between shopping for your aunt, nephews, and grandpa, don't miss the amazing deals on that pair of comfy winter boots or trendy loafers you've been coveting. Shop our favorite Black Friday and Cyber Monday deals on comfortable boots and walk-everywhere flats, below.

Nordstrom

1
Sam Edelman Petty Boots

Nordstrom has given us a sneak peek at some of its best Cyber Sale deals to come. The one that's really catching our eye: the Sam Edelman Petty Boot will be on sale in select colors for $78 (originally $130) starting on Wednesday, November 27. Set your alarm clocks! 

To buy: $78 (originally $130), nordstrom.com

J.Crew

2
Perfect Winter Boots

Still on the hunt for durable-yet-cute winter boots that will help you survive all the upcoming rain, sleet, and snow? We just found them. With a waterproof rubber sole and on-trend plaid cuff, these are snow boots you'll actually be excited to wear. Even better: They're now 40 percent off with code WHYWAIT at checkout. 

To buy: $119 (originally $198), jcrew.com

Aerosoles

3
Aerosoles Step Dance Booties

If you're looking for another excuse to stock up on booties you actually won't mind walking around in for hours, here it is. This Black Friday, Aerosoles is offering 50 percent off fall boots (and 30 percent off everything else). The company is known for making shoes that prioritize comfort (hello, memory foam footbeds!) while still following the latest trends. With its subtle heel and stylish suede, the Step Dance bootie is the perfect blend of fashion and function. 

To buy: 50% off starts on 11/29, aerosoles.com

Hunter

4
Hunter Chelsea Boots

Hunter is the gold standard in comfortable, waterproof boots, and for Cyber Week (starting now), select styles are 30 percent off and sale styles are an extra 20 percent off. One of the superstars of the sale: these Hunter Chelsea Boots, which are now just $65 and come in dark teal and bright red. 

To buy: $65 (originally $135), hunterboots.com

M.Gemi

5
M.Gemi The Stellato Sacchetto

Black Friday is the perfect time to order that pair of handmade Italian shoes you've had your eye on all year. To convince us, M.Gemi is currently offering up to 40 percent off every single pair, including this suede slip-on shoe with a cushiony rubber heel. This versatile, wear-all-day flat will take you from early-morning meetings, to the office holiday party, to after-hours drinks. 

To buy: $185 (originally $228), mgemi.com

Cole Haan

6
Cole Haan Women's Quinney Waterproof Bootie

These Cole Haan booties are the perfect blend of style and comfort. Chic suede meets warm shearling in this waterproof bootie with a walkable 1.5-inch stacked heel. And lucky for us, Cole Haan has them marked at 60 percent off right now. Plus: Cole Haan started its Black Friday sale early, with dozens of other styles now available for half off. 

To buy: $112 (originally $280), colehaan.com

Dear Frances

7
Hans Loafers

You don't need to wait until Black Friday to shop the deals at Dear Frances. All their luxurious Italian boots, loafers, and flats are 25 percent off with the code BF25 at checkout. Now's your chance to splurge on handmade leather loafers that will mold to your feet over time. 

To buy: 25% off sitewide, dearfrances.com