most comfortable dress shoes for men

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55162 items

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Finn Comfort

Vaasa - 1000

$304.95

5Rated 5 stars out of 5

Florsheim

Lexington Perfed Tip

$114.95

4Rated 4 stars out of 5

Florsheim

Welles Cap Toe Oxford

$129.95

4Rated 4 stars out of 5

Johnston & Murphy

Tabor Dress Cap Toe Oxford

$99.90MSRP: $135.00

4Rated 4 stars out of 5

Johnston & Murphy

Melton Classic Dress Cap Toe Oxford

$178.95

4Rated 4 stars out of 5

Johnston & Murphy

Conard Dress Casual Cap Toe Oxford

$149.90MSRP: $168.95

5Rated 5 stars out of 5

Florsheim

Amelio Cap Toe Oxford

$114.95

5Rated 5 stars out of 5

Allen Edmonds

Fifth Avenue

$394.95

4Rated 4 stars out of 5

ECCO

Vitrus III Cap Toe Tie

$156.25MSRP: $180.00

4Rated 4 stars out of 5

Johnston & Murphy

Waterproof XC4 Branning Cap Dress Cap Toe Oxford

$168.95

4Rated 4 stars out of 5

Allen Edmonds

Ace Cap

$208.86MSRP: $295.00

Deer Stags

Telegraph Comfort Oxford

$39.99MSRP: $70.00

4Rated 4 stars out of 5

Allen Edmonds

Park Avenue

$394.95

5Rated 5 stars out of 5

Allen Edmonds

Strand

$394.95

5Rated 5 stars out of 5

Rockport

Office Essentials Ellingwood

$56.84MSRP: $109.95

4Rated 4 stars out of 5

Florsheim

Noble Plain Toe Oxford

$124.95

5Rated 5 stars out of 5

Florsheim

Lexington Wingtip Oxford

$114.95

4Rated 4 stars out of 5

Johnston & Murphy

Bradford Dress Cap Toe Oxford

$129.95

4Rated 4 stars out of 5

Allen Edmonds

Bond Street

$424.95

4Rated 4 stars out of 5

ECCO

Vitrus III GORE-TEX® Tie

$90.00MSRP: $200.00

2Rated 2 stars out of 5

Florsheim

Jetson Cap Toe Double Monk Strap

$124.95

Rockport

Essential Details Waterproof Apron Toe

$99.95MSRP: $109.95

4Rated 4 stars out of 5

Clarks

Un Tailor Cap

$139.95

5Rated 5 stars out of 5

ECCO

Biarritz Cap Toe Tie

$99.97MSRP: $120.00

4Rated 4 stars out of 5

Johnston & Murphy

Daley Cap Toe

$168.95

5Rated 5 stars out of 5

Johnston & Murphy

Tabor Dress Plain Toe Oxford

$99.90MSRP: $135.00

4Rated 4 stars out of 5

Finn Comfort

Ikebukuro - 2911

$364.95

4Rated 4 stars out of 5

Bostonian

Birkett Cap

$62.99MSRP: $90.00

4Rated 4 stars out of 5

Rockport

Slayter Bike Toe

$90.00MSRP: $114.95

5Rated 5 stars out of 5

Bostonian

Hampshire Lace

$86.99MSRP: $110.00

3Rated 3 stars out of 5

Trask

Rogan

$294.95

Dockers

Gordon Cap Toe Oxford

$49.95MSRP: $75.00

4Rated 4 stars out of 5

Bostonian

Bridgeport Low

$144.95MSRP: $200.00

1Rated 1 stars out of 5

Bostonian

No. 16 Soft Wing

$127.50MSRP: $170.00

5Rated 5 stars out of 5

Bostonian

No. 16 Plain

$460.00

Allen Edmonds

McAllister

$394.95

4Rated 4 stars out of 5

Rockport

Slayter Apron Toe

$89.95MSRP: $114.95

3Rated 3 stars out of 5

Rockport

Essential Details Waterproof Wing Tip

$99.95MSRP: $109.95

4Rated 4 stars out of 5

Florsheim

Kenmoor Wingtip Oxford

$229.95

5Rated 5 stars out of 5

Allen Edmonds

Strandmok

$344.95

4Rated 4 stars out of 5

Florsheim

Belfast Cap Toe Oxford

$112.46MSRP: $124.95

Florsheim

Blaze Cap Toe Oxford

$124.95

4Rated 4 stars out of 5

Nunn Bush

Dixon Cap Toe Oxford with KORE Walking Comfort Technology

$49.95MSRP: $90.00

4Rated 4 stars out of 5

ECCO

Vitrus III Plain Toe Tie

$179.95

4Rated 4 stars out of 5

ECCO

Holton Apron Toe Tie

$190.00

4Rated 4 stars out of 5

Deer Stags

Times Comfort Oxford

$39.99MSRP: $70.00

4Rated 4 stars out of 5

Deer Stags

Tribune Comfort Oxford

$39.95MSRP: $70.00

4Rated 4 stars out of 5

Hush Puppies

Shepsky Wing Tip Oxford

$89.95

3Rated 3 stars out of 5

Cole Haan

Kneeland Plain Cap Toe Oxford

$221.40MSRP: $300.00

3Rated 3 stars out of 5

Bruno Magli

Butler

$395.00

Massimo Matteo

Cap Toe Brogue Classic

$68.00MSRP: $89.00

4Rated 4 stars out of 5

Rockport

Office Essentials Evander

$93.22MSRP: $109.95

4Rated 4 stars out of 5

Rockport

Style Leader 2 Apron Toe

$79.95MSRP: $114.95

4Rated 4 stars out of 5

Allen Edmonds

Cornwallis

$394.95

4Rated 4 stars out of 5

Florsheim

Salerno Cap Toe Oxford

$114.95

4Rated 4 stars out of 5

Dockers

Perspective Moc Toe Oxford

$58.99MSRP: $80.00

4Rated 4 stars out of 5

Steve Madden

Lorance

$102.00

5Rated 5 stars out of 5

Church's

Consul 173 Oxford

$790.00

Bally

Neddy/0 Oxford

$550.00

Bostonian

Birkett Apron

$69.99MSRP: $90.00

Massimo Matteo

6-Eye Bal Cap Toe

$131.33MSRP: $159.00

4Rated 4 stars out of 5

Allen Edmonds

Strandmok

$344.95

4Rated 4 stars out of 5

Massimo Matteo

5-Eye Cap Toe

$169.00

4Rated 4 stars out of 5

Florsheim

Postino Cap Toe Oxford

$99.95MSRP: $115.00

4Rated 4 stars out of 5

Nunn Bush

Pasadena Cap Toe Oxford

$69.95MSRP: $89.95

ECCO

New Jersey Tie

$86.95MSRP: $120.00

4Rated 4 stars out of 5

Rockport

Essential Details Waterproof Plain Toe Oxford

$99.95MSRP: $109.95

4Rated 4 stars out of 5

Bostonian

Nantasket Fly

$120.00

4Rated 4 stars out of 5

Florsheim

Midtown Plain Toe Oxford

$89.95MSRP: $115.00

5Rated 5 stars out of 5

Rockport

Big Bucks Margin

$99.95MSRP: $109.95

5Rated 5 stars out of 5

Rockport

Style Purpose Plaintoe

$77.99MSRP: $109.95

4Rated 4 stars out of 5

Rockport

Style Purpose Plaintoe

$69.97MSRP: $109.95

4Rated 4 stars out of 5

Rockport

Style Purpose Wingtip

$89.95MSRP: $109.95

4Rated 4 stars out of 5

Rockport

Style Purpose 3 Wing Tip

$89.95MSRP: $109.95

4Rated 4 stars out of 5

Rockport

Style Purpose 3 Plain Toe

$89.95MSRP: $109.95

4Rated 4 stars out of 5

Clarks

Gilman Plain

$120.00

Johnston & Murphy

Tabor Dress Cap Toe Oxford

$99.90MSRP: $135.00

4Rated 4 stars out of 5

Rockport

Essential Details Waterproof Cap Toe

$99.95MSRP: $109.95

4Rated 4 stars out of 5

Allen Edmonds

Delray

$394.95

4Rated 4 stars out of 5

Johnston & Murphy

Melton Classic Dress Cap Toe Oxford

$178.95

4Rated 4 stars out of 5

Kenneth Cole Reaction

Edge Flex Lace-Up B

$81.25MSRP: $125.00

3Rated 3 stars out of 5

Hush Puppies

Strategy

$134.95MSRP: $139.95

4Rated 4 stars out of 5

J&M Collection

Cormac Monk

$299.00

4Rated 4 stars out of 5

J&M Collection

Cormac Slip-On

$299.00

Dockers

Endow Bike Toe Oxford

$59.95MSRP: $80.00

4Rated 4 stars out of 5

Clarks

Un Tailor Tie

$145.00

4Rated 4 stars out of 5

Clarks

Kempton Run

$59.99MSRP: $100.00

Clarks

Ronnie Limit

$110.00

Clarks

Ronnie Walk

$160.00

Bostonian

Lamont Wing

$110.00

Allen Edmonds

Strandmok

$344.95

4Rated 4 stars out of 5

Allen Edmonds

Strandmok

$275.96MSRP: $344.95

4Rated 4 stars out of 5

J&M Collection

Cormac Cap Toe

$299.00

5Rated 5 stars out of 5

Kenneth Cole New York

Chief Council

$103.73MSRP: $148.00

4Rated 4 stars out of 5

Stacy Adams

Kordell

$94.95

4Rated 4 stars out of 5

J&M EST. 1850

Chambliss Cap Toe

$198.00

4Rated 4 stars out of 5

Florsheim

Tux Plain Toe Oxford

$114.95

4Rated 4 stars out of 5

John Lobb

Wren Cap Toe Oxford

$1,040.00

Florsheim

Amelio Cap Toe Oxford

$114.95

5Rated 5 stars out of 5

Bostonian

Luglite Cap

$55.08MSRP: $100.00

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