Skip to search results Skip to filters Skip to sort Skip to selected filters

Size 8.5 Casual Wingtip Shoes

49 items found

Sort By

Your Selections

Search Results

Florsheim - Lexington Wingtip Oxford. Color Black Legacy. $129.95. 4.3 out of 5 stars

Black Florsheim Lexington Wingtip Oxford

Black Florsheim Lexington Wingtip Oxford

Brand Name: Florsheim
Product Name: Lexington Wingtip Oxford
Color: Black Legacy
Price: $129.95
Rating: 4Rated 4 stars out of 5(448)

Florsheim - Kenmoor Wingtip Oxford. Color Heritage Calf Black. On sale for $234.95. MSRP $250.00.. 4.5 out of 5 stars

Black Florsheim Kenmoor Wingtip Oxford

Black Florsheim Kenmoor Wingtip Oxford

Brand Name: Florsheim
Product Name: Kenmoor Wingtip Oxford
Color: Heritage Calf Black
Price: $234.95MSRP: $250.00
Rating: 5Rated 5 stars out of 5(861)

Cole Haan - 2.Zerogrand Laser Wingtip Oxford Lined. Color Folkstone Gray/Marina. On sale for $109.95. MSRP $160.00.. 4.7 out of 5 stars

Navy Cole Haan 2.Zerogrand Laser Wingtip Oxford Lined

Navy Cole Haan 2.Zerogrand Laser Wingtip Oxford Lined

+16

Brand Name: Cole Haan
Product Name: 2.Zerogrand Laser Wingtip Oxford Lined
Color: Folkstone Gray/Marina
Price: $109.95MSRP: $160.00
Rating: 5Rated 5 stars out of 5(2927)

Cole Haan - Zerogrand Wing Tip Oxford. Color Black/Irish Coffee. $199.95. 4.8 out of 5 stars

Black Cole Haan Zerogrand Wing Tip Oxford

Black Cole Haan Zerogrand Wing Tip Oxford

+3

Brand Name: Cole Haan
Product Name: Zerogrand Wing Tip Oxford
Color: Black/Irish Coffee
Price: $199.95
Rating: 5Rated 5 stars out of 5(4)

Cole Haan - American Classics Montrose Plain Toe Oxford. Color Black/Black. $190.00.

Black Cole Haan American Classics Montrose Plain Toe Oxford

Black Cole Haan American Classics Montrose Plain Toe Oxford

+3

Brand Name: Cole Haan
Product Name: American Classics Montrose Plain Toe Oxford
Color: Black/Black
Price: $190.00
Rating

Cole Haan - Zerogrand Remastered Wing Tip Oxford Unlined. Color Dark Chocolate/Irish Coffee. On sale for $169.95. MSRP $220.00.. 4.5 out of 5 stars

Brown Cole Haan Zerogrand Remastered Wing Tip Oxford Unlined

Brown Cole Haan Zerogrand Remastered Wing Tip Oxford Unlined

+6

Brand Name: Cole Haan
Product Name: Zerogrand Remastered Wing Tip Oxford Unlined
Color: Dark Chocolate/Irish Coffee
Price: $169.95MSRP: $220.00
Rating: 5Rated 5 stars out of 5(4)

Cole Haan - Zerogrand Remastered Stitchlite Wingtip. Color Black/Ivory. $189.95. 3.0 out of 5 stars

Black Cole Haan Zerogrand Remastered Stitchlite Wingtip

Black Cole Haan Zerogrand Remastered Stitchlite Wingtip

+2

Brand Name: Cole Haan
Product Name: Zerogrand Remastered Stitchlite Wingtip
Color: Black/Ivory
Price: $189.95
Rating: 3Rated 3 stars out of 5(1)

Stacy Adams - Kaine Wing Tip Lace-Up Oxford. Color Cognac. On sale for $73.24. MSRP $120.00.. 4.6 out of 5 stars

Tan Stacy Adams Kaine Wing Tip Lace-Up Oxford

Tan Stacy Adams Kaine Wing Tip Lace-Up Oxford

+1

Brand Name: Stacy Adams
Product Name: Kaine Wing Tip Lace-Up Oxford
Color: Cognac
Price: $73.24MSRP: $120.00
Rating: 5Rated 5 stars out of 5(15)

Rockport - Truflex Dressport Wing Tip. Color Dark Brown. On sale for $101.95. MSRP $120.00.. 3.7 out of 5 stars

Brown Rockport Truflex Dressport Wing Tip

Brown Rockport Truflex Dressport Wing Tip

+2

Brand Name: Rockport
Product Name: Truflex Dressport Wing Tip
Color: Dark Brown
Price: $101.95MSRP: $120.00
Rating: 4Rated 4 stars out of 5(3)

Cole Haan - 2.Zerogrand Stitchlite Oxford. Color Truffle/Ivory. On sale for $89.97. MSRP $130.00.. 4.3 out of 5 stars

Brown Cole Haan 2.Zerogrand Stitchlite Oxford

Brown Cole Haan 2.Zerogrand Stitchlite Oxford

+10

Brand Name: Cole Haan
Product Name: 2.Zerogrand Stitchlite Oxford
Color: Truffle/Ivory
Price: $89.97MSRP: $130.00
Rating: 4Rated 4 stars out of 5(1009)

Cole Haan - Zerogrand Remastered Wingtip Oxford Unlined. Color Sesame/Dark Chocolate/Ivory. $210.00.

Taupe Cole Haan Zerogrand Remastered Wingtip Oxford Unlined

Taupe Cole Haan Zerogrand Remastered Wingtip Oxford Unlined

+4

Brand Name: Cole Haan
Product Name: Zerogrand Remastered Wingtip Oxford Unlined
Color: Sesame/Dark Chocolate/Ivory
Price: $210.00
Rating

Cole Haan - Zerogrand Remastered Wingtip Oxford Lined. Color Pecan/Hemp/Ivory. $210.00.

Brown Cole Haan Zerogrand Remastered Wingtip Oxford Lined

Brown Cole Haan Zerogrand Remastered Wingtip Oxford Lined

+2

Brand Name: Cole Haan
Product Name: Zerogrand Remastered Wingtip Oxford Lined
Color: Pecan/Hemp/Ivory
Price: $210.00
Rating

ECCO - S Lite Hybrid Brogue. Color Cognac. On sale for $119.99. MSRP $160.00.. 5.0 out of 5 stars

Tan ECCO S Lite Hybrid Brogue

Tan ECCO S Lite Hybrid Brogue

+5

Brand Name: ECCO
Product Name: S Lite Hybrid Brogue
Color: Cognac
Price: $119.99MSRP: $160.00
Rating: 5Rated 5 stars out of 5(2)

PIKOLINOS - Canet M7V-4137C1. Color Brandy. $190.00. 4.0 out of 5 stars

Brown PIKOLINOS Canet M7V-4137C1

Brown PIKOLINOS Canet M7V-4137C1

Brand Name: PIKOLINOS
Product Name: Canet M7V-4137C1
Color: Brandy
Price: $190.00
Rating: 4Rated 4 stars out of 5(1)

Cole Haan - 2.Zerogrand Wing Oxford. Color Irish Coffee/Turbulence. On sale for $143.74. MSRP $180.00.. 4.8 out of 5 stars

Brown Cole Haan 2.Zerogrand Wing Oxford

Brown Cole Haan 2.Zerogrand Wing Oxford

+4

Brand Name: Cole Haan
Product Name: 2.Zerogrand Wing Oxford
Color: Irish Coffee/Turbulence
Price: $143.74MSRP: $180.00
Rating: 5Rated 5 stars out of 5(20)

Cole Haan - Zerogrand WFA Plain Toe Oxford. Color British Tan/White Cap Grey. $125.00.

Tan Cole Haan Zerogrand WFA Plain Toe Oxford

Tan Cole Haan Zerogrand WFA Plain Toe Oxford

+5

Brand Name: Cole Haan
Product Name: Zerogrand WFA Plain Toe Oxford
Color: British Tan/White Cap Grey
Price: $125.00
Rating

Born - Tobias. Color Taupe Distressed Leather. $115.00. 4.0 out of 5 stars

Taupe Born Tobias

Taupe Born Tobias

+4

Brand Name: Born
Product Name: Tobias
Color: Taupe Distressed Leather
Price: $115.00
Rating: 4Rated 4 stars out of 5(6)

Florsheim - Premier Wing Tip Lace-Up Sneaker. Color Black Smooth/White Sole. On sale for $98.06. MSRP $115.00.. 4.5 out of 5 stars

Black Florsheim Premier Wing Tip Lace-Up Sneaker

Black Florsheim Premier Wing Tip Lace-Up Sneaker

Brand Name: Florsheim
Product Name: Premier Wing Tip Lace-Up Sneaker
Color: Black Smooth/White Sole
Price: $98.06MSRP: $115.00
Rating: 4Rated 4 stars out of 5(62)

Florsheim - Frenzi Wing Tip Oxford. Color Cognac Smooth/White Sole. On sale for $107.49. MSRP $130.00.. 4.5 out of 5 stars

Brown Florsheim Frenzi Wing Tip Oxford

Brown Florsheim Frenzi Wing Tip Oxford

+1

Brand Name: Florsheim
Product Name: Frenzi Wing Tip Oxford
Color: Cognac Smooth/White Sole
Price: $107.49MSRP: $130.00
Rating: 5Rated 5 stars out of 5(129)

Johnston & Murphy - Holden Embossed Wing Tip. Color Brown. $129.00. 3.8 out of 5 stars

Brown Johnston & Murphy Holden Embossed Wing Tip

Brown Johnston & Murphy Holden Embossed Wing Tip

Brand Name: Johnston & Murphy
Product Name: Holden Embossed Wing Tip
Color: Brown
Price: $129.00
Rating: 4Rated 4 stars out of 5(29)

Rockport - Total Motion Craft Wing Tip. Color Rocksand Nubuck. On sale for $67.60. MSRP $130.00.. 3.0 out of 5 stars

Gray Rockport Total Motion Craft Wing Tip

Gray Rockport Total Motion Craft Wing Tip

+2

Brand Name: Rockport
Product Name: Total Motion Craft Wing Tip
Color: Rocksand Nubuck
Price: $67.60MSRP: $130.00
Rating: 3Rated 3 stars out of 5(1)

Cole Haan - Go To Wing. Color British Tan. On sale for $119.99. MSRP $140.00..

Tan Cole Haan Go To Wing

Tan Cole Haan Go To Wing

+2

Brand Name: Cole Haan
Product Name: Go To Wing
Color: British Tan
Price: $119.99MSRP: $140.00
Rating

Cole Haan - Grand Crosscourt Wing Tip Sneaker. Color Black/Blanc De Blanc. Low Stock. On sale for $108.29. MSRP $125.00.. 4.7 out of 5 stars

3 left in stock

Black Cole Haan Grand Crosscourt Wing Tip Sneaker

Black Cole Haan Grand Crosscourt Wing Tip Sneaker

Brand Name: Cole Haan
Product Name: Grand Crosscourt Wing Tip Sneaker
Color: Black/Blanc De Blanc
Price: $108.29MSRP: $125.00
Rating: 5Rated 5 stars out of 5(20)

Deer Stags - Brayden. Color Black. On sale for $63.16. MSRP $100.00.. 3.0 out of 5 stars

Black Deer Stags Brayden

Black Deer Stags Brayden

+2

Brand Name: Deer Stags
Product Name: Brayden
Color: Black
Price: $63.16MSRP: $100.00
Rating: 3Rated 3 stars out of 5(1)

Stacy Adams - Marligan Wing Tip Oxford. Color Dark Gray. On sale for $99.95. MSRP $115.00.. 5.0 out of 5 stars

Gray Stacy Adams Marligan Wing Tip Oxford

Gray Stacy Adams Marligan Wing Tip Oxford

+4

Brand Name: Stacy Adams
Product Name: Marligan Wing Tip Oxford
Color: Dark Gray
Price: $99.95MSRP: $115.00
Rating: 5Rated 5 stars out of 5(5)

Johnston & Murphy - Upton Knit Wing Tip. Color Gray Knit. $159.00. 4.5 out of 5 stars

Gray Johnston & Murphy Upton Knit Wing Tip

Gray Johnston & Murphy Upton Knit Wing Tip

+3

Brand Name: Johnston & Murphy
Product Name: Upton Knit Wing Tip
Color: Gray Knit
Price: $159.00
Rating: 5Rated 5 stars out of 5(11)

Cole Haan - Original Grand Stitchlite Wingtip Oxford. Color Magnet/Ivory. $129.99. 4.6 out of 5 stars

Gray Cole Haan Original Grand Stitchlite Wingtip Oxford

Gray Cole Haan Original Grand Stitchlite Wingtip Oxford

+2

Brand Name: Cole Haan
Product Name: Original Grand Stitchlite Wingtip Oxford
Color: Magnet/Ivory
Price: $129.99
Rating: 5Rated 5 stars out of 5(254)

ECCO - ST1 Hybrid Brogue Tie. Color Black 1. $269.95. 4.1 out of 5 stars

Black ECCO ST1 Hybrid Brogue Tie

Black ECCO ST1 Hybrid Brogue Tie

+2

Brand Name: ECCO
Product Name: ST1 Hybrid Brogue Tie
Color: Black 1
Price: $269.95
Rating: 4Rated 4 stars out of 5(24)

Cole Haan - Zerogrand Remastered Remaster Embrostitch Wingtip. Color Stormy Weather. $210.00.

Clear Cole Haan Zerogrand Remastered Remaster Embrostitch Wingtip

Clear Cole Haan Zerogrand Remastered Remaster Embrostitch Wingtip

Brand Name: Cole Haan
Product Name: Zerogrand Remastered Remaster Embrostitch Wingtip
Color: Stormy Weather
Price: $210.00
Rating

Cole Haan - Originalgrand Shortwing Oxford. Color Black/Black. $149.95. 4.5 out of 5 stars

Black Cole Haan Originalgrand Shortwing Oxford

Black Cole Haan Originalgrand Shortwing Oxford

+5

Brand Name: Cole Haan
Product Name: Originalgrand Shortwing Oxford
Color: Black/Black
Price: $149.95
Rating: 4Rated 4 stars out of 5(1122)

Samuel Hubbard - Tipping Point. Color Whiskey Tan. $285.00. 4.4 out of 5 stars

Brown Samuel Hubbard Tipping Point

Brown Samuel Hubbard Tipping Point

+2

Brand Name: Samuel Hubbard
Product Name: Tipping Point
Color: Whiskey Tan
Price: $285.00
Rating: 4Rated 4 stars out of 5(19)

Cole Haan - Zerogrand Stitchlite Oxford. Color Black/Magnet/Black. On sale for $124.04. MSRP $188.00.. 4.5 out of 5 stars

Black Cole Haan Zerogrand Stitchlite Oxford

Black Cole Haan Zerogrand Stitchlite Oxford

+3

Brand Name: Cole Haan
Product Name: Zerogrand Stitchlite Oxford
Color: Black/Magnet/Black
Price: $124.04MSRP: $188.00
Rating: 4Rated 4 stars out of 5(377)

Nunn Bush - Odell Wingtip Boot with KORE Walking Comfort Technology. Color Black Tumbled. On sale for $84.95. MSRP $115.00.. 4.2 out of 5 stars

Black Nunn Bush Odell Wingtip Boot with KORE Walking Comfort Technology

Black Nunn Bush Odell Wingtip Boot with KORE Walking Comfort Technology

+3

Brand Name: Nunn Bush
Product Name: Odell Wingtip Boot with KORE Walking Comfort Technology
Color: Black Tumbled
Price: $84.95MSRP: $115.00
Rating: 4Rated 4 stars out of 5(116)

Clarks - Atticus LT Limit. Color Dark Tan Leather. $109.95.

Brown Clarks Atticus LT Limit

Brown Clarks Atticus LT Limit

Brand Name: Clarks
Product Name: Atticus LT Limit
Color: Dark Tan Leather
Price: $109.95
Rating

Cole Haan - Grand Evolution Shortwing. Color British Tan/Java. $135.00. 4.5 out of 5 stars

Beige Cole Haan Grand Evolution Shortwing

Beige Cole Haan Grand Evolution Shortwing

+2 colors/patterns

Brand Name: Cole Haan
Product Name: Grand Evolution Shortwing
Color: British Tan/Java
Price: $135.00
Rating: 4Rated 4 stars out of 5(106)

Johnston & Murphy Collection - Jameson Wing Tip. Color Brown. Low Stock. $285.00. 4.5 out of 5 stars

5 left in stock

Brown Johnston & Murphy Collection Jameson Wing Tip

Brown Johnston & Murphy Collection Jameson Wing Tip

Brand Name: Johnston & Murphy Collection
Product Name: Jameson Wing Tip
Color: Brown
Price: $285.00
Rating: 4Rated 4 stars out of 5(47)

Johnston & Murphy Collection - Jameson Wingtip. Color Gray. Low Stock. $285.00. 4.3 out of 5 stars

2 left in stock

Gray Johnston & Murphy Collection Jameson Wingtip

Gray Johnston & Murphy Collection Jameson Wingtip

Brand Name: Johnston & Murphy Collection
Product Name: Jameson Wingtip
Color: Gray
Price: $285.00
Rating: 4Rated 4 stars out of 5(37)

Martin Dingman - Countryaire Wingtip Oxford. Color Blueberry. Low Stock. $250.00.

5 left in stock

Blue Martin Dingman Countryaire Wingtip Oxford

Blue Martin Dingman Countryaire Wingtip Oxford

Brand Name: Martin Dingman
Product Name: Countryaire Wingtip Oxford
Color: Blueberry
Price: $250.00
Rating

Cole Haan - Zerogrand WFA. Color Dove Nubuck/Ivory. $146.73. 4.4 out of 5 stars

Pewter Cole Haan Zerogrand WFA

Pewter Cole Haan Zerogrand WFA

+3

Brand Name: Cole Haan
Product Name: Zerogrand WFA
Color: Dove Nubuck/Ivory
Price: $146.73
Rating: 4Rated 4 stars out of 5(87)

Josef Seibel - Tyler 33. Color Black. $145.00. 4.3 out of 5 stars

Black Josef Seibel Tyler 33

Black Josef Seibel Tyler 33

+2

Brand Name: Josef Seibel
Product Name: Tyler 33
Color: Black
Price: $145.00
Rating: 4Rated 4 stars out of 5(3)

Martin Dingman - Countryaire Wing Tip. Color Cigar. $275.00. 5.0 out of 5 stars

Brown Martin Dingman Countryaire Wing Tip

Brown Martin Dingman Countryaire Wing Tip

Brand Name: Martin Dingman
Product Name: Countryaire Wing Tip
Color: Cigar
Price: $275.00
Rating: 5Rated 5 stars out of 5(2)

Johnston & Murphy - Upton Wing Tip. Color Black Full Grain. $159.00. 3.8 out of 5 stars

Black Johnston & Murphy Upton Wing Tip

Black Johnston & Murphy Upton Wing Tip

+2

Brand Name: Johnston & Murphy
Product Name: Upton Wing Tip
Color: Black Full Grain
Price: $159.00
Rating: 4Rated 4 stars out of 5(12)

Steve Madden - Harith. Color Coffee. On sale for $130.32. MSRP $150.00.. 5.0 out of 5 stars

Brown Steve Madden Harith

Brown Steve Madden Harith

+2 colors/patterns

Brand Name: Steve Madden
Product Name: Harith
Color: Coffee
Price: $130.32MSRP: $150.00
Rating: 5Rated 5 stars out of 5(1)

etnies - Windrow. Color Black/Gum. Low Stock. $79.90. 4.2 out of 5 stars

1 left in stock

Black etnies Windrow

Black etnies Windrow

+5

Brand Name: etnies
Product Name: Windrow
Color: Black/Gum
Price: $79.90
Rating: 4Rated 4 stars out of 5(4)

Allen Edmonds - William. Color Dark Chili. Low Stock. On sale for $217.25. MSRP $395.00.. 4.4 out of 5 stars

4 left in stock

Red Allen Edmonds William

Red Allen Edmonds William

+4

Brand Name: Allen Edmonds
Product Name: William
Color: Dark Chili
Price: $217.25MSRP: $395.00
Rating: 4Rated 4 stars out of 5(25)

Stacy Adams - Gallinari Wingtip Lace Up. Color Black/Gray/White. On sale for $79.67. MSRP $104.95.. 4.0 out of 5 stars

Gray Stacy Adams Gallinari Wingtip Lace Up

Gray Stacy Adams Gallinari Wingtip Lace Up

+2

Brand Name: Stacy Adams
Product Name: Gallinari Wingtip Lace Up
Color: Black/Gray/White
Price: $79.67MSRP: $104.95
Rating: 4Rated 4 stars out of 5(5)

Stacy Adams - Preston Lace Up Oxford. Color Ice. On sale for $109.95. MSRP $114.95.. 5.0 out of 5 stars

White Stacy Adams Preston Lace Up Oxford

White Stacy Adams Preston Lace Up Oxford

+4

Brand Name: Stacy Adams
Product Name: Preston Lace Up Oxford
Color: Ice
Price: $109.95MSRP: $114.95
Rating: 5Rated 5 stars out of 5(4)

Deer Stags - Walkmaster Wing Tip Oxford. Color Black. $105.00. 4.6 out of 5 stars

Black Deer Stags Walkmaster Wing Tip Oxford

Black Deer Stags Walkmaster Wing Tip Oxford

Brand Name: Deer Stags
Product Name: Walkmaster Wing Tip Oxford
Color: Black
Price: $105.00
Rating: 5Rated 5 stars out of 5(18)

Josef Seibel - Douglas. Color Bozen Black. $165.00. 4.1 out of 5 stars

Black Josef Seibel Douglas

Black Josef Seibel Douglas

+2

Brand Name: Josef Seibel
Product Name: Douglas
Color: Bozen Black
Price: $165.00
Rating: 4Rated 4 stars out of 5(25)

Get on the List

Subscribe to Zappos emails for exclusive product launches, early notifications for sales, and a few extra-special surprises.