Cheapest Chelsea boots for men
387 items from 37 stores. Cheapest right now: $35.99 at Old Navy; typical price $170.
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Chelsea Boots for Men
Old Navy · Cognac Brown
$35.99
Quality: Fair
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Chelsea Boots for Men
Old Navy · Black Jack
$35.99
Quality: Fair
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Logan Round Toe Pull On Chelsea Boots
Shoebacca
$39.97 Not really a sale
Quality: Good
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Chelsea Rain Boot - Men's
DSW
$59.99
Quality: Good
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Brady Plain Toe Chelsea Boots
Zappos · Black
$61.55 Not really a sale
Quality: Good
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Vance Men's Co. Marshon Chelsea Boot
American Eagle · Gray
$64.99
Quality: Fair
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Vance Men's Co. Marshon Chelsea Boot
American Eagle · Tan
$64.99
Quality: Fair
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Men's Caterpillar, Striver Chelsea Waterproof Steel Toe Work Boot
Peltz Shoes
$65.97 Not really a sale
Quality: Very good
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Stonington Chelsea Boot Suede
Zappos · Deepest Brown
$69.50 Dropped
Quality: Good
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FRANCO FORTINI MENS GLORY CHELSEA BOOT - BLACK
Rack Room Shoes
$69.99
Quality: Good
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FRANCO FORTINI MENS RON CHELSEA BOOT - BROWN
Rack Room Shoes
$69.99
Quality: Good
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RESTORATION MENS AUSTIN CHELSEA BOOT - BLACK
Rack Room Shoes
$69.99
Quality: Good
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RESTORATION MENS AUSTIN CHELSEA BOOT - BROWN
Rack Room Shoes
$69.99
Quality: Good
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Karnak Plain Toe Chelsea Boots Lightweight Comfortable Chukka
Zappos · Black
$72 Not really a sale
Quality: Good
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Connor Chelsea
Frye · Black
$79.98 Not really a sale
Quality: Very good
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Connor Chelsea
Frye · Dark Walnut
$79.98 Not really a sale
Quality: Very good
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Connor Chelsea
Frye · Mushroom
$79.98 Not really a sale
Quality: Very good
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Cyrus Chelsea Boot - Men's Black
DSW · 2 stores
$84.99
Quality: Good
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Chelsea Ankle Boots
Shoebacca
$84.99
Quality: Good
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Chelsea Ankle Boots
Shoebacca
$84.99
Quality: Good
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Briggs Plain Toe Chelsea Chukka Leather Boots
Zappos · Black
$89.95 Not really a sale
Quality: Good
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Otis 2.0 Chelsea Fashion Leather Boots
Zappos · Black
$89.95 Not really a sale
Quality: Good
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Redwood Edge Chelsea Boot - Men's
DSW · 4 stores
$89.98
Quality: Good
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VANCE CO MENS LANDON CHELSEA BOOT - WIDE - CHESTNUT
Rack Room Shoes
$89.99
Quality: Good
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ROPER Men's Logan Brown Chelsea Boot
Rods
$89.99
Quality: Good
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ROPER Men's Logan Tan Chelsea Boot
Rods
$89.99
Quality: Good
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Eastland Men's Cyrus Chelsea Boot
American Eagle · Black
$90
Quality: Fair
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Eastland Men's Cyrus Chelsea Boot
American Eagle · Brown
$90
Quality: Fair
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NUNN BUSH MENS DELTON PLAIN TOE CHELSEA BOOT - BROWN
Rack Room Shoes
$94.99
Quality: Good
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NUNN BUSH MENS DELTON PLAIN TOE CHELSEA BOOT - BLACK
Rack Room Shoes
$94.99
Quality: Good
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NUNN BUSH MENS BRADY PLAIN TOE CHELSEA BOOT - BROWN
Rack Room Shoes
$94.99
Quality: Good
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NUNN BUSH MENS BRADY PLAIN TOE CHELSEA BOOT - BLACK
Rack Room Shoes
$94.99
Quality: Good
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DOCKERS MENS BLACKWELL BURNISHED CRAZYHORSE CHELSEA BOOT - DARK TAN
Rack Room Shoes
$94.99
Quality: Good
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DOCKERS MENS BLACKWELL BURNISHED CRAZYHORSE CHELSEA BOOT - BLACK
Rack Room Shoes
$94.99
Quality: Good
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Men's Chelsea Boot Tuff
Lems Shoes · Ash (Final Sale)
$97.50 Not really a sale
Quality: Very good
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Timberland Redwood Falls Chelsea
Shoe Show
$99.98
Quality: Fair
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Sorel Ankeny II Chelsea Waterproof Winter Boot (Men's)
Peter Glenn
$99.99
Quality: Good
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CATERPILLAR MENS THRESHOLD CHELSEA BOOT - GREY
Rack Room Shoes
$99.99
Quality: Good
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Embury Chelsea Boot - Men's
DSW
$104.98
Quality: Good
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Men's Rainscape Chelsea Boot
Murdoch's
$104.99
Quality: Good
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Caterpillar Striver Chelsea Steel-Toe
Shoe Show
$104.99 Dropped
Quality: Good
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CATERPILLAR MENS STRIVER CHELSEA WP STEEL TOE WORK BOOT - BROWN
Rack Room Shoes
$104.99
Quality: Very good
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Townsend Chelsea Boots
Zappos · Black Tumble
$105 Real deal
Quality: Good
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Rancher Level Chelsea Slip-on Steel-toe Work Boot
Zappos · Sudan Brown
$109.95 Not really a sale
Quality: Good
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Sauvie Chelsea II Boot - Men's
DSW
$109.99
Quality: Good
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Striver Steel Toe Chelsea Work Boot - Men's Dark Brown
DSW
$109.99
Quality: Very good
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Men's Marcello Waterproof Chelsea Boots
Rockport · Medium Natural Suede
$109.99 Real deal
Quality: Good
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VANCE CO MENS SALTER CHELSEA BOOT - BLACK
Rack Room Shoes
$109.99
Quality: Good
Narrow these down by size, store or price
Real price drops
From our own daily checks, last 30 days-
Men's Marcello Waterproof Chelsea Boots
Rockport · Medium Natural Suede
$109.99 Real deal
Quality: Good
−31%
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Classic Muleskin Leather Chelsea Boots
Shopbop · Hawthorne Muleskinner
$210 Real deal
Quality: Very good
−30%
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Camden Chelsea Boots
Zappos · Chocolate
$245 Real deal
Quality: Good
−30%
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Tinstone Chelsea Boots
Zappos · Choc Suede
$122.50 Real deal
Quality: Good
−29%
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Men's Marcello Waterproof Chelsea Boots
Rockport · Black Leather
$119.99 Real deal
Quality: Good
−25%
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Hartford Chelsea Boots
Zappos · Beige Italian Suede
$246 Real deal
Quality: Good
−25%
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Townsend Chelsea Boots
Zappos · Black Tumble
$105 Real deal
Quality: Good
−22%
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Men's Go-To Chelsea Boot 2.0 British Tan
Nisolo
$219 Real deal
Quality: Very good
−21%
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Men's Go-To Chelsea Boot 2.0 Whiskey
Nisolo
$219 Real deal
Quality: Very good
−21%
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Men's Go-To Chelsea Boot 2.0 Black
Nisolo
$219 Real deal
Quality: Very good
−21%
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Italian Leather Square-Toe Chelsea Boot
Banana Republic · Black
$205 Real deal
Quality: Very good
−21%
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Textured Suede Chelsea Boot
Banana Republic · Medium Brown
$205 Real deal
Quality: Good
−21%
Quick answers
- Which store has the cheapest Chelsea boots for men?
- Right now: Old Navy ($35.99), Shoebacca ($39.97), DSW ($59.99), Zappos ($61.55), American Eagle ($64.99).
- What do Chelsea boots for men usually cost?
- Half cost $170 or less; the middle 80% run $105 to $293.
- How many are 100% cotton?
- 0 of 387 (0%). 48 (12%) are made entirely of natural fibers.
- What's the cheapest one we rate Very good or better?
- Men's Caterpillar, Striver Chelsea Waterproof Steel Toe Work Boot at Peltz Shoes, $65.97. See it
- Any real price drops right now?
- Yes. The biggest: Men's Marcello Waterproof Chelsea Boots at Rockport, down 31% to $109.99. See it
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