Hot Dealsin Chukka
Limited time offersUS
14% off
15d 23h left

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BEST DEAL
Amazon Essentials Men's Desert Chukka Boot
$23.94$27.93Save $3.99
Deal runs: 6/17/2025 - 7/8/2025
54% off
6d 23h left

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BEST DEAL
Clarks Men's Shacre Ii Run Shoes Moccasin
$45.7$100.0Save $54.3
Deal runs: 6/16/2025 - 6/29/2025
67% off
23h 33m 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 23h 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
23h 33m 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 23h 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 21h 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 21h 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
9d 21h 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
6d 9h 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
9d 21h 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
50% off
6d 9h 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 21h 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
6d 9h 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
48% off
25d 23h 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 23h 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
41% off
6d 23h left

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BEST DEAL
Propét Men's Blizzard Ankle Zip Snow Boot
$67.7$114.95Save $47.25
Deal runs: 6/16/2025 - 6/29/2025
40% off
25d 23h left

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38% off
25d 23h 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
31% off
23h 33m left

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BEST DEAL
Jousen Mens Boots Casual Leather Boots for Men Chukka Fashion Men's Dress Boots
$65.69$95.2Save $29.51
Deal runs: 6/16/2025 - 6/23/2025
44% off
19d 23h 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
41% off
25d 23h left

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BEST DEAL
Lugz mens Convoy Classic 6-inch Chukka Boot
$47.43$80.0Save $32.57
Deal runs: 6/18/2025 - 7/18/2025
25% off
25d 23h left

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BEST DEAL
Skechers Men's Segment Melego Leather Chukka Waterproof Boot
$74.6$100.0Save $25.4
Deal runs: 6/18/2025 - 7/18/2025
30% off
9d 21h 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
30% off
9d 21h 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 23h 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
28% off
25d 23h left

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BEST DEAL
Dr. Martens Unisex-Adult Bonny Chukka Boot
$72.03$100.0Save $27.97
Deal runs: 6/18/2025 - 7/18/2025
25% off
6d 23h left

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22% off
2d 21h 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
20% off
12d 23h left

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BEST DEAL
John Varvatos Men's Morrison Sharpei Boot Mid Calf
$598.4$748.0Save $149.6
Deal runs: 6/4/2025 - 7/5/2025
Deals are time-limited. Prices and availability are accurate as of the date/time indicated and are subject to change.