“comfortable dress shoes” we found 3550 items!

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Dr. Martens - Rakim Dr. Martens Rakim $95.00 NEW! View More Like This Finn Comfort - Hilversum - 1209 Finn Comfort Hilversum - 1209 $300.00 Rated: 5 stars! View More Like This Rockport - Essential Details Waterproof Dress Chukka Rockport Essential Details Waterproof Dress Chukka $109.95 Rated: 4 stars! View More Like This ECCO - Helsinki Slip On ECCO Helsinki Slip On $150.00 Rated: 5 stars!
View More Like This Rockport - Essential Details Waterproof Plain Toe Oxford Rockport Essential Details Waterproof Plain Toe Oxford $110.00 $99.95 Rated: 5 stars! View More Like This Sam Edelman - Hazel Sam Edelman Hazel $120.00 Rated: 5 stars! NEW! View More Like This ECCO - Helsinki Slip On ECCO Helsinki Slip On $150.00 Rated: 5 stars! View More Like This Dockers - Manvel Dockers Manvel $75.00 $49.99 Rated: 5 stars!
View More Like This Rockport - Classic Loafer Lite Penny Rockport Classic Loafer Lite Penny $99.95 Rated: 4 stars! View More Like This Nunn Bush - Keaton Moc Toe Kilty Tassle Loafer Nunn Bush Keaton Moc Toe Kilty Tassle Loafer $85.00 $68.00 Rated: 5 stars! View More Like This Naturalizer - Adelle Naturalizer Adelle $119.00 View More Like This Rockport - Classic Loafer Lite Penny Rockport Classic Loafer Lite Penny $99.95 Rated: 4 stars!
View More Like This Rockport - Classic Loafer Lite Penny Rockport Classic Loafer Lite Penny $99.95 Rated: 4 stars! View More Like This Nunn Bush - Maury Plain Toe Oxford Lace-Up Nunn Bush Maury Plain Toe Oxford Lace-Up $85.00 $68.00 Rated: 4 stars! View More Like This Giorgio Brutini - Fielding Giorgio Brutini Fielding $69.00 Rated: 4 stars! View More Like This Florsheim - Jet Penny Slip-On Florsheim Jet Penny Slip-On $124.95 Rated: 5 stars!
View More Like This Sam Edelman - Hazel Sam Edelman Hazel $119.95 Rated: 5 stars! View More Like This Johnston & Murphy - Dobson Cap Lace Up Johnston & Murphy Dobson Cap Lace Up $155.00 Rated: 4 stars! View More Like This Sam Edelman - Hazel Sam Edelman Hazel $119.95 $107.99 Rated: 5 stars! View More Like This Nunn Bush - Maury Plain Toe Oxford Lace-Up Nunn Bush Maury Plain Toe Oxford Lace-Up $85.00 $68.00 Rated: 4 stars!
View More Like This Florsheim - Cortland Moc Toe Oxford Florsheim Cortland Moc Toe Oxford $104.95 Rated: 4 stars! View More Like This Rockport - Essential Details Waterproof Plain Toe Oxford Rockport Essential Details Waterproof Plain Toe Oxford $110.00 $99.95 Rated: 5 stars! View More Like This Johnston & Murphy - Tabor Cap Toe Johnston & Murphy Tabor Cap Toe $135.00 Rated: 5 stars! View More Like This Florsheim - Como Imperial Slip-On Loafer Florsheim Como Imperial Slip-On Loafer $179.95 Rated: 5 stars!
View More Like This Rockport - Dressports Luxe Bike Toe Slip On Rockport Dressports Luxe Bike Toe Slip On $149.95 Rated: 4 stars! View More Like This Rockport - Essential Details Waterproof Plain Toe Rockport Essential Details Waterproof Plain Toe $99.95 Rated: 5 stars! View More Like This Naturalizer - Adelle Naturalizer Adelle $119.00 View More Like This ECCO - Helsinki Slip On ECCO Helsinki Slip On $150.00 Rated: 5 stars!
View More Like This Florsheim - Jet Plain Toe Oxford Florsheim Jet Plain Toe Oxford $124.95 Rated: 5 stars! View More Like This Johnston & Murphy - Tabor Cap Toe Johnston & Murphy Tabor Cap Toe $135.00 Rated: 5 stars! View More Like This Florsheim - Jet Penny Slip-On Florsheim Jet Penny Slip-On $124.95 Rated: 5 stars! View More Like This Florsheim - Jet Plain Toe Oxford Florsheim Jet Plain Toe Oxford $124.95 Rated: 5 stars!
View More Like This Rockport - Dressports 2+ Light Apron Toe Rockport Dressports 2+ Light Apron Toe $119.95 Rated: 4 stars! View More Like This Rockport - Fairwood Maccullum Rockport Fairwood Maccullum $124.95 $119.95 Rated: 4 stars! View More Like This Florsheim - Curtis Bike Toe Oxford Florsheim Curtis Bike Toe Oxford $104.95 Rated: 4 stars! View More Like This Rockport - Dressports Luxe Bike Toe Slip On Rockport Dressports Luxe Bike Toe Slip On $149.95 Rated: 4 stars!
View More Like This Rockport - Style Leader 2 Bike Toe Oxford Rockport Style Leader 2 Bike Toe Oxford $99.95 Rated: 5 stars! View More Like This ECCO - Illinois Wing Tip Tie ECCO Illinois Wing Tip Tie $260.00 Rated: 5 stars! View More Like This ECCO - Jared Cap Toe Tie ECCO Jared Cap Toe Tie $180.00 View More Like This ECCO - Illinois Wing Tip Tie ECCO Illinois Wing Tip Tie $260.00 $234.99 Rated: 5 stars!
View More Like This Johnston & Murphy - Tabor Wingtip Johnston & Murphy Tabor Wingtip $135.00 Rated: 5 stars! View More Like This Rockport - Dressports 2+ Light Slip On Rockport Dressports 2+ Light Slip On $119.95 Rated: 3 stars! View More Like This Rockport - Dressports 2+ Light Apron Toe Rockport Dressports 2+ Light Apron Toe $119.95 Rated: 4 stars! View More Like This Naot Footwear - Trendy Naot Footwear Trendy $185.00 Rated: 4 stars!
View More Like This Onex - Modest Onex Modest $108.00 Rated: 4 stars! View More Like This Florsheim - Como Imperial Slip-On Loafer Florsheim Como Imperial Slip-On Loafer $179.95 Rated: 5 stars! View More Like This Josef Seibel - Douglas 06 Josef Seibel Douglas 06 $160.00 Rated: 5 stars! View More Like This Rockport - Dressports 2+ Light Slip On Rockport Dressports 2+ Light Slip On $119.95 Rated: 3 stars!
View More Like This Johnston & Murphy - Nolen Double Buckle Johnston & Murphy Nolen Double Buckle $185.00 Rated: 5 stars! View More Like This Rockport - Style Leader 2 Bike Toe Oxford Rockport Style Leader 2 Bike Toe Oxford $99.95 Rated: 5 stars! View More Like This Sesto Meucci - Yetta Sesto Meucci Yetta $250.00 $174.99 Rated: 5 stars! View More Like This Jumping Jacks Kids - Buck (Toddler/Little Kid) Jumping Jacks Kids Buck (Toddler/Little Kid) $64.95 Rated: 5 stars!
View More Like This Mephisto - Taylor Mephisto Taylor $400.00 Rated: 5 stars! View More Like This ECCO - Jared Cap Toe Tie ECCO Jared Cap Toe Tie $180.00 View More Like This Johnston & Murphy - Cresswell Woven Tassel Johnston & Murphy Cresswell Woven Tassel $155.00 View More Like This Aetrex - Arielle Wedge Sandal Aetrex Arielle Wedge Sandal $129.95 Rated: 4 stars!
View More Like This Deer Stags - Calvin Deer Stags Calvin $50.00 Rated: 3 stars! View More Like This Aetrex - Arielle Wedge Sandal Aetrex Arielle Wedge Sandal $129.95 Rated: 4 stars! View More Like This Naot Footwear - Audience Naot Footwear Audience $200.00 Rated: 4 stars! View More Like This Johnston & Murphy - Cresswell Woven Tassel Johnston & Murphy Cresswell Woven Tassel $155.00
View More Like This Naot Footwear - Trendy Naot Footwear Trendy $184.95 Rated: 4 stars! View More Like This Naot Footwear - Magnate Naot Footwear Magnate $200.00 Rated: 5 stars! View More Like This Rockport - Fairwood Maccullum Rockport Fairwood Maccullum $124.95 $119.95 Rated: 4 stars! View More Like This Johnston & Murphy - Nolen Double Buckle Johnston & Murphy Nolen Double Buckle $185.00 Rated: 5 stars!
View More Like This Mephisto - Taylor Mephisto Taylor $400.00 Rated: 5 stars! View More Like This Naot Footwear - Magnate - Hand Crafted Naot Footwear Magnate - Hand Crafted $240.00 View More Like This Naot Footwear - Audience Naot Footwear Audience $200.00 Rated: 4 stars! View More Like This Johnston & Murphy - Tabor Slip-On Johnston & Murphy Tabor Slip-On $135.00
View More Like This Onex - Modest Onex Modest $108.00 Rated: 4 stars! View More Like This Onex - Modest Onex Modest $108.00 Rated: 4 stars! View More Like This Mephisto - Fabio Mephisto Fabio $375.00 Rated: 5 stars! View More Like This Mephisto - Fabio Mephisto Fabio $375.00 Rated: 5 stars!
View More Like This Aetrex - Naya Wedge Sandal Aetrex Naya Wedge Sandal $129.95 Rated: 5 stars! View More Like This Naot Footwear - Magnate - Hand Crafted Naot Footwear Magnate - Hand Crafted $240.00 View More Like This Johnston & Murphy - Tabor Wingtip Johnston & Murphy Tabor Wingtip $135.00 Rated: 5 stars! View More Like This Born - Kerri Born Kerri $109.95 Rated: 5 stars!
View More Like This Walking Cradles - Pamela Walking Cradles Pamela $110.00 Rated: 5 stars! View More Like This Bostonian - Mendon Bostonian Mendon $80.00 Rated: 4 stars! View More Like This ECCO - Touch Ballerina 2.0 Scale ECCO Touch Ballerina 2.0 Scale $130.00 Rated: 4 stars! View More Like This Rockport - Alpenglow Rockport Alpenglow $119.95 $109.95 Rated: 5 stars!
View More Like This Florsheim - Lexington Wingtip Tassel Slip-On Florsheim Lexington Wingtip Tassel Slip-On $109.95 Rated: 4 stars! View More Like This Deer Stags - Tribune Deer Stags Tribune $49.99 Rated: 4 stars! View More Like This Bostonian - Mendon Bostonian Mendon $80.00 Rated: 4 stars! View More Like This Florsheim - Como Slip-On Loafer Florsheim Como Slip-On Loafer $109.95 Rated: 5 stars!
View More Like This Rockport - Dressports Luxe Apron Toe Ox Rockport Dressports Luxe Apron Toe Ox $149.95 Rated: 4 stars! View More Like This Rockport - Dressports Luxe Cap Toe Ox Rockport Dressports Luxe Cap Toe Ox $149.95 Rated: 4 stars! View More Like This Allen-Edmonds - Strandmok Allen-Edmonds Strandmok $295.00 Rated: 4 stars! View More Like This Bostonian - Ensboro Step Bostonian Ensboro Step $115.00 NEW!
View More Like This Florsheim - Lexington Wingtip Tassel Slip-On Florsheim Lexington Wingtip Tassel Slip-On $109.95 Rated: 4 stars! View More Like This Rockport - Dressports Luxe Plain Toe Ox Rockport Dressports Luxe Plain Toe Ox $149.95 Rated: 3 stars! View More Like This Rockport - Dressports Luxe Apron Toe Ox Rockport Dressports Luxe Apron Toe Ox $149.95 Rated: 4 stars! View More Like This ECCO - Johannesburg Tie ECCO Johannesburg Tie $150.00 Rated: 4 stars!
View More Like This ECCO - Johannesburg Tie ECCO Johannesburg Tie $150.00 Rated: 4 stars! View More Like This Florsheim - Lexington Perfed Tip Florsheim Lexington Perfed Tip $109.95 Rated: 4 stars! View More Like This Mephisto - Marlon Mephisto Marlon $400.00 Rated: 5 stars! View More Like This Rockport - Dressports Luxe Cap Toe Ox Rockport Dressports Luxe Cap Toe Ox $149.95 Rated: 4 stars!
View More Like This Bostonian - Melshire Plain Bostonian Melshire Plain $100.00 View More Like This Florsheim - Frisco Plain Toe Oxford Florsheim Frisco Plain Toe Oxford $124.95 $99.99 View More Like This Bostonian - Narrate Vibe Bostonian Narrate Vibe $105.00 Rated: 5 stars! NEW! View More Like This Mephisto - Marlon Mephisto Marlon $400.00 Rated: 5 stars!