Best Leather Chukka Boots - April 2024

CLARKS Men's Bushacre 2 Chukka Boot, Black Waxy Leather, 10.5 Medium US

The Bushacre 2 by Clarks Collection is one of our signature men’s chukka boots. Its recognizable shape is crafted of a smooth leather upper featuring a lace up front and sturdy rubber outsole. Pair with pants or jeans and you are sure to make a statement.

• ASIN: B01N0P7Y9M
• UPC: 889306476210
• ASIN: B01N0P7Y9M
• Brand: CLARKS
• Size: 10.5
• Manufacturer: Clarks

Bruno Marc Men's Urban-06 Black Suede Leather Chukka Ankle Boots - 11 M US

Pull off an edgy and comfortable look with these casual chelsea boots! Featuring Suede Leather upper, Slip on design, classic round toe design, elastic side panel for easy on and off. Finished with smooth fabric Lining, cushioned footbed for comfort, and non-skid outsole.

• ASIN: B06XTRGXV6
• ASIN: B06XTRGXV6
• Brand: BRUNO MARC NEW YORK
• Size: 11

Men's Chukka Boots Casual Dress - Genuine Leather Dress Boots, Comfort Casual Shoes for Men MS007-BLACK-11

▲How to measure your foot:Place your foot on a flat surface with your heel against a straight edge. Place a ruler beside your foot touching the straight edge your heel is also touching, then take the length in millimetres from the tip of your longest toe to your heel. Please be aware that your longest toe may not always be your big toe. ▲Attention:  1.Store the shoes in a dry and well ventilated place after wearing them on rainy days  2.Do not store in direct sunlight or dark and damp places  3.Keep ... [Read More]

• ASIN: B07M6WRTWM
• UPC: 632230815101
• ASIN: B07M6WRTWM
• Brand: Cestfini
• Size: 11

Rockport Men's Classic Break Chukka Boot- Dark Brown Leather-10.5 W

For the young urban professional who wants business attire with a little attitude. Character leathers and suedes give a new twist to the classic patterns.

• ASIN: B01AB8JNGW
• UPC: 889137219123
• ASIN: B01AB8JNGW
• Brand: Rockport
• Size: 10.5 Wide
• Manufacturer: Rockport

La Milano Mens Winter Ankle Dress Boots Slip on Monk Strap Buckle Comfortable Chukka Plain Toe Leather Oxford Boots for Men

La Milano always endeavors to produce comfortable men dress shoes. We pride ourselves in the COMFORT TECH+ technology - This classic men dress boot features a 3-layer insole to bring exceptional all-day comfort. Layer 1 memory foam insock + Layer 2 latex insole + Layer 3 laytex heel cushion. This style will have you dressed to press!Slip on construction is for easy on and off. The adjustable bukle offers a comfortable fit.This stylish and comfortable winter boot is perfect for work, vocation, parties or any formal and casual events.

• ASIN: B07JMC31MR
• UPC: 747742698460
• ASIN: B07JMC31MR
• Brand: La Milano
• Size: 9

Kenneth Cole REACTION Men's Desert Sun SU Chukka Boot, Black Pebbled Leather, 9.5 M US

Plain toe chukka boot

• ASIN: B00XIM5VJM
• UPC: 887059827709
• ASIN: B00XIM5VJM
• Brand: Kenneth Cole REACTION
• Size: 9.5
• Manufacturer: Kenneth Cole REACTION

Clarks Men's Stinson Hi Chukka Boot,Beeswax Leather,7.5 M US

Clarks has been in business for over 100 years making very fine men's dress shoes in a variety of styles. Featuring a wide range of top-quality components, Clarks gives you the options you desire in the quality you demand.

• ASIN: B0093RK0SS
• UPC: 046734864556
• ASIN: B0093RK0SS
• Brand: CLARKS
• Size: 7.5
• Manufacturer: Clarks

Sorel - Men's Madson Chukka Waterproof Boots, Leather, Major/Cordovan, 12 M US

The SOREL Men's Madson Chukka Waterproof Boot is a casual classic that's ready for action on the soggiest days. This stylish boot combines all-around waterproof construction and a sturdy, rubberized outsole with durable full-grain leather or suede in a clean, minimalist profile for a comfortable wear in wet and rainy conditions. With its casual design and sleek contour, the Madson Chukka transitions seamlessly from the office to the outdoors while keeping your feet cushioned and dry.

• ASIN: B01MSZL0Q2
• UPC: 190540709072
• ASIN: B01MSZL0Q2
• Brand: Sorel
• Size: 12
• Manufacturer: Sorel

Steve Madden Men's Harken Chukka Boot, Black Leather, 9 Wide US

Widely spaced stitches around the outsole pop in this classic chukka from Steve Madden.

• ASIN: B06Y5K16F8
• UPC: 888509852425
• ASIN: B06Y5K16F8
• Brand: Steve Madden
• Size: 9 Wide
• Manufacturer: Steve Madden

Nairobi gold Wallabee Genuine Leather Mens Lace Up Boots Moccasin Toe Chukka Lace Up (14, Navy/Gum)

This lace-up Wallabees by The Nairobi Gold is an original one of kind shoe when it comes being stylish and comfortable enough for your everyday style. Their classic look keeps you coming back year after year, while details like a crepe sole bottom with a pop of color keep your feet happy and you trendy.

• ASIN: B07SH24PMW
• UPC: 300845600640
• ASIN: B07SH24PMW
• Brand: Nairobi gold
• Size: 14

Bruno Marc Men's Philly_15 Camel Dress Combat Motorcycle Oxfords Chukka Boots Size 12 M US

Pick from our classic colors for an elegant look at any even with these chukka boots! Featuring Faux Leather upper, classic lace up design for secure hold, classic toe design, latex cushioned footbed for comfort, and non-skid outsole.

• ASIN: B07FCZR6YZ
• UPC: 192623055779
• ASIN: B07FCZR6YZ
• Brand: Bruno Marc
• Size: 12

Bruno Marc Men's Chukka Dark Brown Suede Leather Chukka Desert Oxford Ankle Boots - 7.5 M US

Give your outfit a classy look with these chukka Featuring suede upper, three eyelets lace up with elastic panel design for easy on/off wear, and contrast stitch detailing on vamp for added style, and classic plain toe Design, Finished with smooth suede and textile Lining, cushioned footbed for comfort, and non-skid outsole.

• ASIN: B015EW2CMM
• ASIN: B015EW2CMM
• Brand: BRUNO MARC NEW YORK
• Size: 7.5

Timberland Men's Logan Bay Chukka Boot, Black Full Grain Leather, 10 Medium US

Uppers made with 100% premium leather from an LWG silver-rated tannery. Anti-fatigue removable footbeds. Steel shanks. Gripstick rubber outsoles. Imported.

• ASIN: B078HTBCVD
• UPC: 191931524335
• ASIN: B078HTBCVD
• Brand: Timberland
• Size: 10
• Manufacturer: Timberland

JOUSEN Men's Chukka Boot Leather Desert Boot 2 Eyelets Ankle Boot (11.5,Brown)

JONSEN Men's Classic Desert Chukka Boot

• ASIN: B07DCR9333
• UPC: 680465935651
• ASIN: B07DCR9333
• Brand: JOUSEN
• Size: 11.5

Skechers Men's Segment Melego Chukka Boot, Dark Brown, 10 D(M) US

Expand your taste in style and comfort with the Relaxed Fit Segment - Melego by SKECHERS®. Smooth oiled leather upper is waterproof. Lace-up closure. Soft fabric lining. Relaxed Fit® design for a roomy comfortable fit. Gel Infused Memory Foam cushioned comfort insole. Shock absorbing supportive midsole. Flexible rubber high traction outsole. Imported. Measurements: Weight: 1 lb 1 oz Product measurements were taken using size 12, width D - Medium. Please note that measurements may vary by size. Weight of footwear is based on a single item, not a pair.

• ASIN: B00SLIU4I6
• UPC: 889110055670
• ASIN: B00SLIU4I6
• Brand: Skechers
• Size: 10
• Manufacturer: Skechers

Deer Stags Men's James Chukka Boots

The Deer Stags James Chukka Boot features a sleek, glossy lace-up styling. Featuring blind eyelets, stacked heel and decorative stitching for a casual or formal look. Leather upper with synthetic man-made details Memory foam

• UPC: 914382889
• Model: JAMES-VEGA-DLUG
• Color: BrownDark Luggage
• Rating: 4.25

ROAN by Bed Stu Greenland Brown Mens Boots Chukka Vintage Leather Shoes

ROAN by Bed Stu Greenland Brown Mens Boots Chukka Vintage Leather ShoesFrom Roan, the Stone men's chukka boots feature: Tanned leather upper with tonal stitch detailing. Lace-up closure. Fabric lining. Comfort flex rubber outsole. D/M/S:

• UPC: 276033993
• Color: Brown
• Size: 8.5
• Rating: 1.0

Franco Fortini Mens Dade Leather Chukka Boot Shoes

Brand: Franco Fortini. Style Number: 350-140. Style Name: Dade. Material: Leather Upper, Textile Lining/Sock, Rubber Outsole. Lace Up Front Closure With Metal Eyelets. Welt-Stitch Detailing. Plain Rounded Toe. Rich Leather Combines Sophistication And Casual Styles.

• UPC: 287512313
• Model: 340-140
• Color: Brown
• Rating: 4.0

Men's Deer Stags Bangor Chukka Boot

Creating a new classic look, the Deer Stags Bangor Chukka Boot will be your go-to for showing your personal style. Updated with contrast stitching and a crepe-like grippy bottom, this handsome boot is looks great

• UPC: 732958506
• Color: Black/Black Simulated LeatherBlack

Restoration Mens Wayne Leather Chukka Ankle Boot Shoes

Brand: Restoration. Style Number: 350170. Style Name: Wayne. Material: Leather And Manmade Upper, Thermoplastic Rubber (TPR) Outsole. Lace Up Front Closure With Blind Eyelets. Traction Sole Ensures Secure Footing. Plain Round Toe. Shaft Height Measures

• UPC: 871593506
• Model: 350170
• Color: Black

Women's Twisted X Driving Moc Chukka Boot

Casual, comfortable, and stylish, the Twisted X Boots Driving Moc Chukka Boot is an ideal addition to your footwear collection. This casual shoe features a rubber outsole that offers slip resistance and an antibacterial, molded

• UPC: 438696618
• Model: WDM0080
• Color: Bomber/Nude Print LeatherBeige
• Size: 6 MEDIUMM
• Rating: 5.0

Robert Wayne Mens Tatum Lace Up Chukka Boot Shoes

Brand: Robert Wayne. Style Name: Tatum. Made In China. Material: Suede Leather Upper, Leather Lining, Rubber Outsole. Lace Up Closure With Blind Eyelets. Apron Toe. Moccasin Inspired. Cushioned Insole. Shaft Height Measures 3 1/2" From

• UPC: 140565390
• Color: BrownDark Brown
• Size: 13D13 D(M)
• Rating: 5.0

Men's Steve Madden Harken Chukka Boot

Classic construction contributes to a nostalgic sensibility in the Steve Madden Harken chukka boot. Genuine leather upper with contrast stitching and lace-up front. Select styles features a fabric quarter section. Textile liner and man-made sole.

• UPC: 888196010
• Model: Style Name: HARKEN
• Color: Black LeatherBlack
• Rating: 3.7

Men's Bedford Steel Toe Chukka Boot

Look stylish and stay comfortable wearing the Wolverine Bedford Steel Toe Chukka Boot. This flexible boot features the EPX Anti-Fatigue footbed that ensures cushioning, stability, and shock-absorption. Moreover, the Wolverine slip-resistant outsole with rubber pads

• UPC: 877571555
• Color: MulticolorBlack Full Grain Leather

Men's Wolverine Bedford Soft Toe Chukka Boot

Stay comfortable whether you are at the office or out for a meeting with the Wolverine Bedford Soft Toe Chukka Boot. Featuring the dual-density EPX Anti-Fatigue footbed, this boot enhances flexibility, cushioning, and stability, and

• UPC: 871184094
• Color: BrownBrown Full Grain Leather
• Size: 13
• Rating: 3.0

Bally Mens Shoes Lace Up Derby Tan Suede Scribe Best Chukka Boots Ankle Size 10

• UPC: 183863447251
• Category: Dress Shoes
• Price: 99 USD