Eastland 1955 Edition Men's Boots

Inspired by boat shoes and moccasins, these durable outdoor boots were pulled from the 1955 design archives of a Maine-based footwear brand

$215 $59.93

Joseph Abboud Samuel Men's Dress Boot

Suede boot perfect for pairing with jeans or slacks for casual or business wear

$99.99 $39.99

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Adolfo Men's Charles and Lex Boots

Designer boots with a faux fine leather upper, genuine leather sock and lining, and fully cushioned foot bed on a flexible rubber outsole

$175 $29.93

Adolfo Men's Faux Suede Chukka Boots

Richly toned faux suede contrasts with a pop of bright color that adds modern style to these men's boots; flexible outsole for comfort

$110 $35.93

Franco Vanucci Men's Casual Boots

Faux-leather boots keep feet warm and comfortable with features such as fully padded insoles and skid-resistant rubber outsoles

$109 $24.93

143 Girl Ada Three-Button Boot

Cozy boots with decorative buttons and faux-fur lining keep girls' feet warm and stylish; thick man-made soles

$59.99 $24.93

Lugz Men's Boots

Sturdily built boots keep feet and ankles safe even on job sites, but the boots' stylish designs fit in at casual post-work bars

$74.99 $39.99

Franco Vanucci Men's Chuck Combat Boot

Simple military-style boot exudes a masculine air that complements fall and winter pieces such as dark jeans, canvas jackets, and pea coats

$120 $29.99

Rocky Men's Camouflage Athletic Mobility Maxprotect Level 3 Boot

Boots encase feet in an athletic fit and weather-shielding construction with details such as waterproof yet breathable GORE-TEX fabric

$184.99 $79.98

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Seven7 Men's Jeans

Boot-cut, straight-leg, and stretch skinny jeans expand guys' looks with a variety of finishes for pairing with different shirts and shoes

$64 $9.93

Request Men's Slim Straight-Leg Jeans

Slim-fit jeans capture a tailored look, giving you a jean that can dress up or down with garments such as blazers, T-shirts, and boots

$75 $19.93

J.D. Fisk Men's Chukka Boots or Wing-Tip Oxfords

Sleek, minimalistic canvas chukka boots and intricate wing-tip oxfords have one very modern attribute in common: bright, contrasting soles

$129 $69.99

Antique Rivet Men's Staton Jean Jackets

Classic staple goes great with autumn pieces such as dark khakis and corduroys, boots, and driver's caps

$125 $14.93

Henry Ferrera Classic Rain Boots | Brought to You by ideel

This deal is brought to you by ideel, Groupon's fashion-forward sister site that features top designers & trends daily at up to 70% off.

$29 $19.99

Silvare Women's Microfiber Australian-Style Boots

These hip Australian-style microfiber boots feature extra-thick faux shearling lining, memory-foam insoles, and slip-resistant outsoles

$58.99 $19.93

Rampage Women's Buckley Faux-Suede Boots

Slouchy, faux-suede ankle booties keep feet covered in cooler months while adding style to outfits

$59 $14.93

Henry Ferrera Plaid Rain Boots | Brought to You by ideel

This deal is brought to you by ideel, Groupon's fashion-forward sister site that features top designers & trends daily at up to 70% off.

$75 $24.99

Unze Women's Riding Boots

These closed-toe riding boots add a touch of classic elegance to outfits, featuring a fashionable back zipper and a 1" heel

$119 $34.93

Relent Liz Lace-Up Combat Boots

Edgy combat boots add an eye-catching gleam with a gold-metal buckle and heel plaque

$120 $19.93

Relent Marlee Women's Riding Boots

Faux leather and snakeskin women's riding boots with a subtle two-tone design and strap-and-buckle detail around the ankle

$99.99 $29.93

RELENT Women's Double-Buckle Combat Boots

These faux-leather combat boots pair stylish metal-plate accents with a convenient side zipper

$120 $24.93

XOXO Natalia Engineer Knee-High Boots

Supple vegan leather and simple buckle details make these boots a perfect pairing with a polished weekend outfit

$80 $24.93

Relent Women's Jenny Boot

Easy-to-wear women's boots with neutral tones and pull-on styling; accented by three decorative buckles

$99 $15.93

Lady Godiva Kelly Heeled Boots

With stylish lace-up or buckle detailing at the ankle, these otherwise classic riding boots add a unique look to any outfit

$150 $29.93

Cleopatra Duke Women's Heeled Riding Boot

These knee-high riding boots instantly add an edgy, glamorous vibe to outfits

$120 $39.99

Yoki Trisha Faux-Suede Boot

Colorful faux-suede boots cover legs to the knee and go well with skinny jeans or leggings and belted tunics

$69.99 $17.93

Rasolli Wind- and Waterproof Snow Boots

Waterproof faux-fur-lined snow boots keep feet warm and dry during colder weather, while a rubber outsole helps to prevent slipping

$79.99 $19.93

Lady Godiva Vegan-Leather Riding Boots

Vegan-leather riding boots rise to the mid-calf or closer to the knee for a sleek, edgy look enhanced with studded trim

$129 $24.93

Rasolli Kathy Fur Moccasin Boot

Feet stay warm and trendy in fashionable fur moccasin boots with faux suede leather

$89.99 $19.93

Lady Godiva Women's Boots

Vegan leather riding-style boots with buckle details and semiflexible rubber outsoles look snazzy with skinny jeans or patterned tights

$129 $24.93

Sugar Moragami Knit Boot

Playful knit boots with ties on the side and a durable rubber sole make a casual statement when paired with solid leggings or jeans

$49.99 $14.93

Henry Ferrera Patterned Rain Boots | Brought to You by ideel

This deal is brought to you by ideel, Groupon's fashion-forward sister site that features top designers & trends daily at up to 70% off.

$75 $14.99

Relent Carol Spring Combat Boots

Combat boots with eyelets and gold-tone zippers put a quirky twist on the traditionally edgy style

$119.95 $24.93

Carrini Women's Riding Boot

Knee-high riding boots with double buckles and lacing detailing complement autumn wear such as dark skirts, leggings, and jeans

$100 $24.93

Rasolli Fur Cuff Combat Boots

Vegan leather tall-shaft and mid-calf boots keep feet warm and comfortable in classic colors; trendy fur cuffs and buckle detailing

$99 $19.93

Rasolli Cory-1 Over the Knee Riding Boot

Tall equestrian boot with an oversized buckle at the ankle, in either faux leather or suede

$100 $29.93

Apres by Lamo Amber Faux-Fur Boot

Heavy-duty winter boots with faux-suede upper, rubber sole, and faux-fur trim keep the wintry weather out; comes in a tall or short option

$60 $19.93

Yoki Cheri-01 Riding Boots

Environmentally friendly vegan-leather riding boots pair well with fall styles

$99 $19.93

Rasolli Faux-Suede or Riding Boots

Women’s fashion boots reach to midcalf; riding boots have a warm faux-fur lining

$89.99 $19.93

Michael Antonio Manley Ankle Boots

Ankle boots with a side zipper and buckle detailing can be dressed up with tights or paired with jeans or leggings for a more casual look

$49 $14.93

Kensie Heeled Ankle Boots

Mid-shaft and ankle booties crafted from sumptuous leather keep feet warm, dry, and stylish during chilly days

$149 $39.93

Carrini Faux-Leather Riding Boots

Soluchy, double-belted riding boots keep wearers comfortable in classic fall colors

$54 $19.93

Relent Hanna Short Boot with Harness

Ankle boots with harness detailing pair well with jeans and leggings; PU upper is designed to look like distressed leather

$100 $24.93

BootsiTootsi Women's Quilted Rain Boots

Easily slip into a pair of these lightweight rain boots, which feature a classic quilted equestrian boot silhouette and an anti-skid sole

$54.99 $26.93

Yoki Chopper-10 Women's Combat Boot

Detailing such as stud ornaments, a band with buckle, and traction outsole strike a look that's a bit rugged and a bit punk

$58.99 $14.93

Electric Karma Country Back-Zip Ankle Boots

Vegan-leather, ankle-length boots with swirling circle- and pyramid-shaped gold or silver studs lend a rustic look to outfits

$69 $14.93

Michael Antonio Bristol Knee-High Riding Boots

Knee-high boots with leatherlike accent panels across the heels and the tops of the feet come in simple, natural colors

$59 $24.93

Bucco Ayita, Atipa and Alawa Fringe Booties

Moccasin-style trendy ankle boots with fringe detailing pair well with fall styles

$80 $19.93