229 Active Deals
📦 50,398 Tracked
DANISH ENDURANCE
DANISH ENDURANCE Men's Sports Boxer Briefs – Long Leg, 6‑Pack, Black, XL
69% off
Limited time deal
$20.76
$67.00
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ROSTITCH
ROSTITCH Ultra Cool Men's Boxer Briefs with Fly – Multipack S-3XL (4 Colors)
67% off
Limited time deal
$9.99
$29.99
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Tommy John
Tommy John Men's Comfort Micro 4" Trunk Underwear - 3-Pack (Dress Blues, Tangerine Tango, Blue Horizon) X-Large
66% off
Limited time deal
$19.99
$59.50
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DANISH ENDURANCE
DANISH ENDURANCE Men's Sports Boxer Briefs, & Long Leg, 3-Pack, Black, L
57% off
Limited time deal
$17.95
$42.00
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DANISH ENDURANCE
DANISH ENDURANCE Men's Sports Boxer Briefs – Long Leg 3‑Pack, Black, Size M
57% off
Limited time deal
$17.95
$42.00
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Arjen Kroos
Arjen Kroos Jock Strap-Free Back Men’s Thong Dual-Pouch Underwear – Comfortable Support Without Straps
55% off
Limited time deal
$8.99
$19.99
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Kanu Surf
Kanu Surf Men's Flex Swim Trunks – Avalon Black/Aqua – Regular & Extended Sizes, Medium US
54% off
Limited time deal
$9.26
$19.99
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Jockey
Jockey Men's Underwear Microfiber Stretch String Bikini - 3 Pack, Northern Light/Psychedelic/True Navy, L
53% off
Limited time deal
$17.99
$38.00
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Jockey
Jockey Men's Microfiber Stretch String Bikini Underwear - 3 Pack, Striated Steel, Size M
53% off
Limited time deal
$17.99
$38.00
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SAXX Underwear Co.
SAXX Daytripper Men's Boxer Brief 3-Pack – Comfort Stretch, Fly, Large (Black, Grey, Navy)
50% off
Limited time deal
$35.98
$71.95
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Casey Kevin
Casey Kevin Men's Swim Briefs – Quick Dry Drawstring Bikini Swimwear
50% off
Limited time deal
$9.99
$19.99
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New Balance
New Balance Men's Performance 5" No Fly Boxer Brief – 4‑Pack, Medium, Thunder & Black
49% off
Limited time deal
$17.93
$35.00
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SAXX Underwear Co.
SAXX Underwear Co. Men's Non-Stop Stretch Cotton Trunk Fly 2-Pack - Deep Navy/Black, Medium
49% off
Limited time deal
$24.98
$48.95
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papi
Papi Men’s 6‑Pack Cotton Low Rise Briefs – Soft Stretch, Supportive Fit, Everyday Comfort in Crown Blue (Medium)
47% off
Limited time deal
$20.23
$38.00
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True Religion
True Religion Men's Boxer Briefs – Cotton Stretch Underwear Pack of 4 Camo
45% off
Limited time deal
$17.99
$32.99
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Tommy Hilfiger
Tommy Hilfiger Men's Underwear Woven Boxers – Sailor Navy, Large
44% off
Limited time deal
$13.46
$24.00
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Under Armour
Under Armour Men's Performance Tech Long-Leg Underwear - 9" Inseam, 3-Pack, Medium (Black/Steel)
41% off
Limited time deal
$24.95
$42.00
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westwolf
Men's Swimming Trunks with Compression Liner - 9 Inch Black White Bathing Suits, XL
41% off
Limited time deal
$19.98
$33.99
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Jockey
Jockey Sport Men's Underwear Stability Pouch Microfiber Jock Strap, Blue Stones, L
40% off
Limited time deal
$11.99
$20.00
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Casey Kevin
Casey Kevin Men's Printed Swim Briefs – Square Cut Trunks with Adjustable Drawstring
40% off
Limited time deal
$11.99
$19.99
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Underwear Deals — Best Discounts on Amazon (2026)
Browse 229 active Underwear deals curated from Amazon, updated daily. Whether you're hunting for deep discounts or the latest arrivals, TheFashionDeals tracks every price drop so you don't have to. All prices shown are in USD and include Amazon Prime–eligible items.