Men's Fashion, Shoes & Accessories

(32)

Trending for fall: relaxed tailoring

Comfort-first styles for workdays, weekend getaways & beyond.

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Update your denim

Bootcut, baggy & more—we’ve got it all.

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Statement loafers

Your new go-to shoe for fall.

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What's trending now

Brands we love

Stacy Adams
NEW! Men's Isaacson Chelsea Slip-On Boots
$150.00
Bonus Offer With Purchase
Stacy Adams
NEW! Men's Townsend Round Toe Chukka Boots
$150.00
Bonus Offer With Purchase
Club Room
Men's Henrry Chelsea Boots, Macy's Exclusive
$79.99
Bonus Offer With Purchase
Club Room
NEW! Men's Gaibe Lace Up Boots, Macy's Exclusive
$79.99
Bonus Offer With Purchase
Sorel
NEW! Men's Slabtown 62 Chelsea Round Toe Shoes
$170.00
Bonus Offer With Purchase
Sorel
NEW! Men's Slabtown Round Toe Boots
$175.00
Bonus Offer With Purchase
Sorel
NEW! Men's Scout 87 Pro Plus Round Toe Shoes
$180.00
Bonus Offer With Purchase
Barbour
NEW! Men's Hale Boots
$230.00
Bonus Offer With Purchase
Rodd & Gunn
NEW! Men's Lyttleton Chelsea Boot
$198.00
Stacy Adams
NEW! Men's Finnegan Wingtip Lace Boots
$160.00
Bonus Offer With Purchase
Skechers
Men's Slip-Ins Relaxed Fit: Respected 2.0 - Hagler Moccasin Toe Casual Boots from Finish Line
$95.00
Cole Haan
NEW! Men's Muir Moc Casual Dress Boots
$200.00 - $208.00
Bonus Offer With Purchase
Cole Haan
NEW! Men's Chamberlin Grand Chukka Lug Sole Boots
$200.00
Bonus Offer With Purchase
Alfani
Men's Thommas Chelsea Round Toe Boots, Macy's Exclusive
$79.99
Bonus Offer With Purchase
Columbia
Men's Newton Nimble Leather Shoe
$90.00
Bonus Offer With Purchase
Nike
Men's Manoa Leather Boots from Finish Line
$115.00
Rodd & Gunn
Men's Lyttleton Chelsea Boot
$198.00
Club Room
Men's Felixx Lace Up Boots, Macy's Exclusive
$79.99
Bonus Offer With Purchase
Converse
NEW! Men's Chuck Taylor All Star Malden Street Mid Waterproof Casual Boots from Finish Line
$75.00
Stacy Adams
NEW! Men's Eastmont Almond Toe Chukka Boots
$145.00
Bonus Offer With Purchase
Nike
Men's Manoa Leather Boots from Finish Line
$115.00
Converse
NEW! Men's Chuck Taylor All Star Malden Street Mid Waterproof Casual Boots from Finish Line
$75.00
The North Face
Men's Chilkat V Lace-Up Waterproof Boots
$135.00
Bonus Offer With Purchase
Stacy Adams
NEW! Men's Kaius Double Monk Strap Boots
$150.00
Bonus Offer With Purchase
Rodd & Gunn
NEW! Men's Dargaville Chelsea Boot
$198.00
Rodd & Gunn
Ealing Chelsea Boot
$198.00
Cole Haan
Men's Original Grand Cityspectre Chelsea Boots
$230.00
Bonus Offer With Purchase
Sorel
NEW! Men's Round Toe Boots
$155.00
Bonus Offer With Purchase
Stacy Adams
NEW! Men's Brumley Round Toe Lace Boots
$160.00
Bonus Offer With Purchase
Stacy Adams
NEW! Men's Thompson Elastic Lace Round Toe Boots
$150.00
Bonus Offer With Purchase
Weatherproof Vintage
NEW! Jack Cold Weather Boots
$90.00
Bonus Offer With Purchase
Cole Haan
NEW! Men's Chamberlin Grand Cap Toe Boots
$210.00
Bonus Offer With Purchase

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