Hot Dealsin Chukka
Limited time offersUS
10% off
6h 29m left

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BEST DEAL
Men's Chukka Boots Genuine Leather Ankle Boot for Men Classic Casual Oxford Style Footwear
$62.99$69.99Save $7.0
Deal runs: 6/16/2025 - 6/23/2025
43% off
6d 6h left

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BEST DEAL
Clarks Men's Shacre Ii Run Shoes Moccasin
$56.8$100.0Save $43.2
Deal runs: 6/16/2025 - 6/29/2025
10% off
6h 29m left

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BEST DEAL
Arkbird Chelsea Ankle Boots for Men Genuine Leather Oxford Casual and Formal Dress Boot
$68.39$75.99Save $7.6
Deal runs: 6/16/2025 - 6/23/2025
23% off
25d 6h left

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BEST DEAL
Lugz mens Convoy Classic 6-inch Chukka Boot
$50.02$64.99Save $14.97
Deal runs: 6/18/2025 - 7/18/2025
34% off
6h 29m left

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BEST DEAL
Jousen Mens Boots Casual Leather Boots for Men Chukka Fashion Men's Dress Boots
$65.69$99.0Save $33.31
Deal runs: 6/16/2025 - 6/23/2025
67% off
6h 29m left

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BEST DEAL
Jewel Badgley Mischka Gallant Platform Sandal
$43.2$129.0Save $85.8
Deal runs: 6/16/2025 - 6/23/2025
64% off
19d 6h left

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BEST DEAL
Trippie Redd Unisex-Adult Standard Miss The Rage Longsleeve
$19.89$55.0Save $35.11
Deal runs: 6/17/2025 - 7/12/2025
72% off
6h 29m left

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BEST DEAL
Eastland Women's High Fidelity Fashion Boot
$34.7$125.0Save $90.3
Deal runs: 6/16/2025 - 6/23/2025
61% off
19d 6h left

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BEST DEAL
Trippie Redd Unisex-Adult Standard Mtr Bat Tee
$13.8$35.0Save $21.2
Deal runs: 6/17/2025 - 7/12/2025
53% off
2d 4h left

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BEST DEAL
MCEMACHI Men's Handmade Suede High Boots Shoes for Waterproof Hiking Camping Slip-On Driving Walking Deck Loafers High Top Chukka Boots Mens
$25.0$53.0Save $28.0
Deal runs: 6/11/2025 - 6/25/2025
50% off
9d 4h left

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BEST DEAL
Jousen Mens Chukka Boots Leather Dress Boots for Men Retro Ankle Boots Mens High Top Boots
$49.99$99.99Save $50.0
Deal runs: 6/18/2025 - 7/2/2025
50% off
9d 4h left

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BEST DEAL
COWSDELLA Mens Chukka Biker Cowboy Stylish Motorcycle Combat Hiking Fashion Casual Cowhide Leather Ankle Side Zipper Boots 5008-1-DD1D2
$124.99$249.99Save $125.0
Deal runs: 6/18/2025 - 7/2/2025
50% off
5d 16h left

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BEST DEAL
OSSTONE Moto Boots for Men Fashion Zipper-up Leather Chukka Boots Casual Shoes OS-5008-1-ABNH
$49.99$99.99Save $50.0
Deal runs: 6/14/2025 - 6/28/2025
50% off
5d 16h left

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BEST DEAL
Psanfawq Motorcycle Boots Men CasuaL Riding Leather Motorcycle Combat Boot/Shoes Fashion Lace-up Chukka Boot Ankle Caramel Brown HF002-1
$89.99$179.99Save $90.0
Deal runs: 6/14/2025 - 6/28/2025
50% off
9d 4h left

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BEST DEAL
JIONS Mens Ankle Desert Chukka Boots Lace Up Suede Leather Shoes Round Toe Platform Deck Boots
$34.99$69.99Save $35.0
Deal runs: 6/18/2025 - 7/2/2025
50% off
5d 16h left
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BEST DEAL
LIBERTYZENO Mens Moccasin Toe Desert Boots Genuine Leather Adults Lace Up Casual Chukka Boot Shoes for Prom Graduation
$34.99$69.99Save $35.0
Deal runs: 6/14/2025 - 6/28/2025
50% off
9d 4h left

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BEST DEAL
Jousen Men's Dress Boots Leather Boots for Men Formal Chukka Boots Mens Business Mens Boots
$69.99$139.99Save $70.0
Deal runs: 6/18/2025 - 7/2/2025
48% off
25d 6h left

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BEST DEAL
Dearfoams Men's Bennett Indoor/Outdoor Memory Foam Comfort Chukka Boot
$26.19$50.0Save $23.81
Deal runs: 6/18/2025 - 7/18/2025
44% off
25d 6h left

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BEST DEAL
Cole Haan Men's 2.ZEROGRAND Chukka Boot
$101.56$180.0Save $78.44
Deal runs: 6/18/2025 - 7/18/2025
40% off
25d 6h left

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45% off
6d 6h left

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BEST DEAL
Propét Men's Blizzard Ankle Zip Snow Boot
$63.0$114.95Save $51.95
Deal runs: 6/16/2025 - 6/29/2025
38% off
25d 6h left

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BEST DEAL
Rockport Men's Classic Break Chukka Boot
$87.29$140.0Save $52.71
Deal runs: 6/18/2025 - 7/18/2025
44% off
19d 6h left

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BEST DEAL
Trippie Redd Unisex-Adult Standard Supernatural Tee
$19.51$35.0Save $15.49
Deal runs: 6/17/2025 - 7/12/2025
30% off
9d 4h left

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BEST DEAL
OSSTONE Moto Boots for Men Fashion lace-up Leather Chukka Boots Casual Shoes OS-6015-2-retro-brown-US-R
$118.99$169.99Save $51.0
Deal runs: 6/18/2025 - 7/2/2025
25% off
25d 6h left

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BEST DEAL
Skechers Men's Segment Melego Leather Chukka Waterproof Boot
$77.18$102.95Save $25.77
Deal runs: 6/18/2025 - 7/18/2025
30% off
9d 4h left

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BEST DEAL
Vostey Men's Chukka Boots Motorcycle Casual Hiking Boot for Men
$27.99$39.99Save $12.0
Deal runs: 6/18/2025 - 7/2/2025
28% off
25d 6h left

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BEST DEAL
Skechers Men's Segment Melego Ankle Bootie Boot
$71.97$100.0Save $28.03
Deal runs: 6/18/2025 - 7/18/2025
25% off
25d 6h left

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BEST DEAL
Dr. Martens Unisex-Adult Bonny Chukka Boot
$74.83$100.0Save $25.17
Deal runs: 6/18/2025 - 7/18/2025
35% off
6d 6h left

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22% off
2d 4h left

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BEST DEAL
Bruno Marc Men's Classic Dress Casual Chukka Boots 2.0
$23.49$29.99Save $6.5
Deal runs: 6/11/2025 - 6/25/2025
Deals are time-limited. Prices and availability are accurate as of the date/time indicated and are subject to change.