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| Best Seller  | Dryshod Legend Ankle Work Boots Densoprene Men's, Black/Camo SKU - 617447 When you dont need a tall boot, but still need protection, the Dryshod Legend Ankle Work Boots are ideal. Its like stepping into your favorite slippers. Upgraded sole provides superior traction and stability for everyday wear.FeaturesAggressive... more | go to store |
 | WIDE FIT Darcy Chelsea Boot - black Elevate your look with the Darcy Chelsea Boot. Perfect for AM to PM, enjoy the stylish detailing and ultra comfortable cushioned insoles. Key Features Include:- Rounded toe ankle boot- Wide width fit- Side zip closure- Cloudwalkers cushioned insole-... more | $99.99 $69.99 go to store |
| Best Seller  | Free People Shoes | Black Free People Ankle Chelsea Boot | Color: Black | Size: 8 There Are A Euro Size 41 (Us 8) Free People Cowboy/ Chelsea Boot Style Stretchy On The Side Like A Chelsea Boot Small Heel more | go to store |
 | Brand - Free People Size - Eu 39.5 / Us 9.5 Excellent Preowned Condition Ankle, Chelsea, Studded Trim, Scalloped Lace Trim, Pull On, Side Stretch, Suede, Leather, Round Toe, Comfortable, Hiking, Causal, Winter, Fall, Combat, Booties more | go to store |
 | Excellent Used Condition. Size 39. Ankle Upper Is Stretchy On The Sides. more | go to store |
 | Dryshod Legend Ankle Work Boots Densoprene Men's, Black/Camo SKU - 327885 When you dont need a tall boot, but still need protection, the Dryshod Legend Ankle Work Boots are ideal. Its like stepping into your favorite slippers. Upgraded sole provides superior traction and stability for everyday wear.FeaturesAggressive... more | go to store |
 | Men's Territory Holloway Chelsea Boot - Black - Casual boots A unique take on a traditional profile, the Holloway Chelsea boot by Territory is sure to catch the onlooker's attention. Elastic stretch panels at the ankle offer a comfortable slip-on... more | FREE shipping go to store |
 | Dryshod Legend Ankle Work Boots Densoprene Men's, Black/Camo SKU - 576450 When you dont need a tall boot, but still need protection, the Dryshod Legend Ankle Work Boots are ideal. Its like stepping into your favorite slippers. Upgraded sole provides superior traction and stability for everyday wear.FeaturesAggressive... more | go to store |
 | Men's Vance Co. Thorpe Chelsea Boot - Black - Casual boots Experience casual luxury with the Thorpe Chelsea boot from Vance Co. Boasting a pull-on silhouette, this ankle boot has vegan synthetic upper with stretch gore accents and wingtip detailing for... more | go to store |
 | Men's Vance Co. Thorpe Chelsea Boot - Black - Casual boots Experience casual luxury with the Thorpe Chelsea boot from Vance Co. Boasting a pull-on silhouette, this ankle boot has vegan synthetic upper with stretch gore accents and wingtip detailing for... more | go to store |
 | WIDE FIT Darcy Chelsea Boot - black Elevate your look with the Darcy Chelsea Boot. Perfect for AM to PM, enjoy the stylish detailing and ultra comfortable cushioned insoles. Key Features Include:- Rounded toe ankle boot- Wide width fit- Side zip closure- Cloudwalkers cushioned insole-... more | $99.99 $69.99 go to store |
 | Salewa Alp Mate Mid WP Hiking Boots - Men's Onyx/Black 8 00-0000061412-876-8 Salewa Alp Mate Mid WP Hiking Boots - Men's Onyx/Black 8 00-0000061412-876-8. It has a high-quality suede upper backed with a waterproof breathable membrane that keeps the weather out and is fast drying. For additional breathabilty the tongue and ankle... more | FREE shipping go to store |
 | Salewa Alp Mate Mid WP Hiking Boots - Men's Onyx/Black 7 00-0000061412-876-7 Salewa Alp Mate Mid WP Hiking Boots - Men's Onyx/Black 7 00-0000061412-876-7. It has a high-quality suede upper backed with a waterproof breathable membrane that keeps the weather out and is fast drying. For additional breathabilty the tongue and ankle... more | FREE shipping go to store |
 | Salewa Alp Mate Mid WP Hiking Boots - Men's Onyx/Black 9 00-0000061412-876-9 Salewa Alp Mate Mid WP Hiking Boots - Men's Onyx/Black 9 00-0000061412-876-9. It has a high-quality suede upper backed with a waterproof breathable membrane that keeps the weather out and is fast drying. For additional breathabilty the tongue and ankle... more | FREE shipping go to store |
 | Skechers Work Moltke-200024 - Mens 12 Black Boot Medium *Smooth flexible rubber and soft exible neoprene fabric upper *Slip-on waterproof rain boot *Cutaway side with fabric stretch neoprene panels for easy on *Chelsea work boot design *Padded collar *4" shaft height *Soft fabric boot lining *Memory Foam... more | FREE shipping go to store |
 | Skechers Work Moltke-200024 - Mens 13 Black Boot Medium *Smooth flexible rubber and soft exible neoprene fabric upper *Slip-on waterproof rain boot *Cutaway side with fabric stretch neoprene panels for easy on *Chelsea work boot design *Padded collar *4" shaft height *Soft fabric boot lining *Memory Foam... more | FREE shipping go to store |
 | Salewa Alp Mate Mid WP Hiking Boots - Men's Onyx/Black 9 00-0000061412-876-9 Salewa Alp Mate Mid WP Hiking Boots - Men's Onyx/Black 9 00-0000061412-876-9. It has a high-quality suede upper backed with a waterproof breathable membrane that keeps the weather out and is fast drying. For additional breathabilty the tongue and ankle... more | FREE shipping go to store |
 | Territory Boots Territory Yellowstone Water Resistant Wide Width Chelsea Boot - Black - 8.5 Territory's Yellowstone hiking boot is ready to pull on and go whenever adventure calls. This water-resistant genuine leather boot features stretch gore at the ankles for easy entry and a wide-width footbed for a roomy fit. An EVA/Rubber sole paired... more | go to store |
 | Territory Boots Territory Yellowstone Water Resistant Wide Width Chelsea Boot - Black - 12 Territory's Yellowstone hiking boot is ready to pull on and go whenever adventure calls. This water-resistant genuine leather boot features stretch gore at the ankles for easy entry and a wide-width footbed for a roomy fit. An EVA/Rubber sole paired... more | go to store |
 | Territory Boots Territory Yellowstone Water Resistant Wide Width Chelsea Boot - Black - 13 Territory's Yellowstone hiking boot is ready to pull on and go whenever adventure calls. This water-resistant genuine leather boot features stretch gore at the ankles for easy entry and a wide-width footbed for a roomy fit. An EVA/Rubber sole paired... more | go to store |
 | Great Used Condition. Distressed Croc Chelsea Ankle Boots By Anthropologie Brand Sixtyseven In Black. Chic, Edgy Aesthetic, A Versatile Capsule Wardrobe Piece For The Season That Can Be Dressed Up Or Worn Casually. Slip-On Ankle Boots With Textured... more | go to store |
 | Free People Shoes | Free People Atlas Textile Chelsea Ankle Boots | Color: Black/Blue | Size: 38eu Rounded Toes ~ Ankle Height Shaft ~ Dual/Two Stretchy Gore Panels On The Sides Of The Ankle Shafts ~ Leather Panels On Toes And Heels ... With Scalloped Leather Trims Trimming The Gore/Stretch Panels ~ Woven Textile Panels On Top Of The Foot And On The... more | go to store |
 | Madewell Shoes | - Madewell Chelsea Tan Slip On Ankle Boots Sz 9 | Color: Tan | Size: 9 Tan Leather With Elastic Stretch On Both Side For Easy Slip On Round Toe Leather Sole Preowned But In Good Condition more | go to store |
 | Madewell Shoes | Madewell Nico Gray Suede Pull-On Chelsea Ankle Boots Size 9 | Color: Gray | Size: 9 Madewell Nico Gray Suede Pull-On Chelsea Ankle Boots Size 9 Pointed Toe Very Small Heeled Sole, Less Than 1" Pull On Style Stretch Panel For Ease Getting On And Off Great Condition, A Few Tiny Marks As Shown more | go to store |
 | Excellent Condition ... No Flaws!! Bundle And Save 20%... Free Shipping On All Bundles! ~ Offers Welcome! ~ Fast Shipping! ~ For Offers European Size 40 Appreciate Your Wonderful Sense Of Style And Make A Statement In These Jaw-Dropping Chelsea Boots... more | go to store |
 | J. Crew Shoes | J Crew Chelsea Ankle Boot In Evergreen Size 5 | Color: Green | Size: 5 Slightly Worn J Crew Ankle Boot. True To Size. Rubber With Elastic Stretch Around Ankle. Low Heel. more | go to store |
 | Dryshod Legend Ankle Work Boots Densoprene Men's, Black/Camo SKU - 881931 When you dont need a tall boot, but still need protection, the Dryshod Legend Ankle Work Boots are ideal. Its like stepping into your favorite slippers. Upgraded sole provides superior traction and stability for everyday wear.FeaturesAggressive... more | go to store |
 | Men's Vance Co. Thorpe Chelsea Boot - Black - Casual boots Experience casual luxury with the Thorpe Chelsea boot from Vance Co. Boasting a pull-on silhouette, this ankle boot has vegan synthetic upper with stretch gore accents and wingtip detailing for... more | go to store |
 | Men's Thomas & Vine Ventura Chelsea Boot - Black - Casual boots Make a charismatic entry in the Thomas & Vine Ventura Chelsea boot. A plush suede shaft gives a different dimension to the ankle boot, crafted with a genuine leather upper. An Extralight... more | FREE shipping go to store |
 | Men's Territory Holloway Chelsea Boot - Brown - Casual boots A unique take on a traditional profile, the Holloway Chelsea boot by Territory is sure to catch the onlooker's attention. Elastic stretch panels at the ankle offer a comfortable slip-on... more | FREE shipping go to store |
 | Men's Vance Co. Thorpe Chelsea Boot - Blue - Casual boots Experience casual luxury with the Thorpe Chelsea boot from Vance Co. Boasting a pull-on silhouette, this ankle boot has vegan synthetic upper with stretch gore accents and wingtip detailing for... more | go to store |
 | Men's Thomas & Vine Ventura Chelsea Boot - Brown - Casual boots Make a charismatic entry in the Thomas & Vine Ventura Chelsea boot. A plush suede shaft gives a different dimension to the ankle boot, crafted with a genuine leather upper. An Extralight... more | FREE shipping go to store |
 | J. Crew Shoes | J. Crew Willa Stacked Heel Leather Chelsea Boots, Black, 9 | Color: Black | Size: 9 These Refined Leather Ankle Boots Have A High Shaft That Looks Extra-Cool Peeking Out From The Hem Of A Midi Skirt Or Your Favorite Straight- Leg Jeans. Detail We Love: Stretchy Side Panels Make Them Easier To Take On And Off. Leather Upper And Lining.... more | go to store |
 | Men's Vance Co. Thorpe Chelsea Boot - Gray - Casual boots Experience casual luxury with the Thorpe Chelsea boot from Vance Co. Boasting a pull-on silhouette, this ankle boot has vegan synthetic upper with stretch gore accents and wingtip detailing for... more | go to store |
 | Men's Vance Co. Thorpe Chelsea Boot - Brown - Casual boots Experience casual luxury with the Thorpe Chelsea boot from Vance Co. Boasting a pull-on silhouette, this ankle boot has vegan synthetic upper with stretch gore accents and wingtip detailing for... more | go to store |
 | Men's AllSaints Steam Chelsea Boot - Black - Casual boots Stretchy goring and a rubber sole enhance the ease and comfort of a leather chelsea boot that adds a polished and refined look to any ensemble. Leather upper and lining/rubber and leather sole... more | $299.00 $224.25 FREE shipping go to store |
 | Men's Eastland Cyrus Chelsea Boot - Black - Casual boots Get inspired by the classiness of the Cyrus Chelsea boot by Eastland. Dual gores on the sides of the pull-on boot offer a comfortable fit while the aux leather sole absorbs shocks while keeping... more | FREE shipping go to store |
 | Terence Waterproof Chelsea Boot Men's Geox Terence Waterproof Chelsea Boot - Black - Casual boots An elegant buckle bridges the stretchy inset of this waterproof Chelsea Boot crafted from smooth leather. This boot is made with the brand's patented tech sole, which is durable,... more | $210.00 $168.00 FREE shipping go to store |
 | Men's Dolce & Gabbana Stretch Mesh Ankle Boots - Black - Casual boots Ankle-high stretch polyester mesh boots in black. more | FREE shipping go to store |
 | Men's Thomas & Vine Hanford Chelsea Boot - Black - Casual boots Step out in style and comfort with the Hanford Chelsea boot from Thomas & Vince. Dual stretch gores make this pull-on boot flexible and comfortable to wear. A Tru Comfort insole ensures... more | FREE shipping go to store |
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