As one of its early Black Friday special deals, Macy's offers a selection of women's boots for $19.99. Pad your order with a beauty item (they start at $3) to bag free shipping; otherwise, shipping adds $10.95. (In-store pickup may also be available.) That's a savings of $40 to $50 off list price. Deal ends November 25.

Buy Now

A couple of best bets:
-- ZIGIny Women's Rebel by Zigi Nanon Block-Heel Booties for $19.99 ($20 off)
-- Style & Co Women's Madixe Wide-Calf Riding Boots for $19.99 (pictured, $30 off)