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

Size 8.5 Comfort Rockport Shoes

52 items found

Sort By

Your Selections

Search Results

. Rockport - Big Bucks Margin. Color Black Leather. On sale for $84.00. MSRP $114.95.. 4.5 out of 5 stars

Black Rockport Big Bucks Margin

Black Rockport Big Bucks Margin

+3

Brand Name: Rockport
Product Name: Big Bucks Margin
Gender: Men's
Color: Black Leather
Price: $84.00MSRP: $114.95
Rating: 5Rated 5 stars out of 5(1509)

Rockport - Garett Plain Toe. Color Cognac. On sale for $89.95. MSRP $125.00.. 4.3 out of 5 stars

Tan Rockport Garett Plain Toe

Tan Rockport Garett Plain Toe

+4

Brand Name: Rockport
Product Name: Garett Plain Toe
Gender: Men's
Color: Cognac
Price: $89.95MSRP: $125.00
Rating: 4Rated 4 stars out of 5(130)

Rockport - Style Leader 2 Bike Slip-On. Color Black. On sale for $89.95. MSRP $120.00.. 4.4 out of 5 stars

Black Rockport Style Leader 2 Bike Slip-On

Black Rockport Style Leader 2 Bike Slip-On

+2 colors/patterns

Brand Name: Rockport
Product Name: Style Leader 2 Bike Slip-On
Gender: Men's
Color: Black
Price: $89.95MSRP: $120.00
Rating: 4Rated 4 stars out of 5(360)

Rockport - Classic Loafer Lite Penny. Color Black II. On sale for $79.95. MSRP $115.00.. 3.9 out of 5 stars

Black Rockport Classic Loafer Lite Penny

Black Rockport Classic Loafer Lite Penny

+3

Brand Name: Rockport
Product Name: Classic Loafer Lite Penny
Gender: Men's
Color: Black II
Price: $79.95MSRP: $115.00
Rating: 4Rated 4 stars out of 5(396)

Rockport - Style Leader 2 Bike Toe Oxford. Color New Brown Gradient 1. On sale for $89.95. MSRP $120.00.. 4.5 out of 5 stars

Brown Rockport Style Leader 2 Bike Toe Oxford

Brown Rockport Style Leader 2 Bike Toe Oxford

Brand Name: Rockport
Product Name: Style Leader 2 Bike Toe Oxford
Gender: Men's
Color: New Brown Gradient 1
Price: $89.95MSRP: $120.00
Rating: 4Rated 4 stars out of 5(330)

Rockport - Garett Wing Tip. Color Cognac. On sale for $89.95. MSRP $125.00.. 4.5 out of 5 stars

Tan Rockport Garett Wing Tip

Tan Rockport Garett Wing Tip

+4

Brand Name: Rockport
Product Name: Garett Wing Tip
Gender: Men's
Color: Cognac
Price: $89.95MSRP: $125.00
Rating: 4Rated 4 stars out of 5(72)

Rockport - Main Route Northfield Waterproof. Color Dark Brown Leather. On sale for $89.95. MSRP $120.00.. 4.3 out of 5 stars

Brown Rockport Main Route Northfield Waterproof

Brown Rockport Main Route Northfield Waterproof

+3

Brand Name: Rockport
Product Name: Main Route Northfield Waterproof
Gender: Men's
Color: Dark Brown Leather
Price: $89.95MSRP: $120.00
Rating: 4Rated 4 stars out of 5(1399)

Rockport - Noah Wing Tip. Color New Brown. On sale for $74.99. MSRP $124.95..

Brown Rockport Noah Wing Tip

Brown Rockport Noah Wing Tip

+3

Brand Name: Rockport
Product Name: Noah Wing Tip
Gender: Men's
Color: New Brown
Price: $74.99MSRP: $124.95
Rating

Rockport - Eureka. Color Black Leather. On sale for $69.95. MSRP $120.00.. 4.0 out of 5 stars

Black Rockport Eureka

Black Rockport Eureka

+6

Brand Name: Rockport
Product Name: Eureka
Gender: Men's
Color: Black Leather
Price: $69.95MSRP: $120.00
Rating: 4Rated 4 stars out of 5(108)

Rockport - Charles Road Cap Toe Oxford. Color British Tan. On sale for $79.95. MSRP $109.95..

Tan Rockport Charles Road Cap Toe Oxford

Tan Rockport Charles Road Cap Toe Oxford

+3

Brand Name: Rockport
Product Name: Charles Road Cap Toe Oxford
Gender: Men's
Color: British Tan
Price: $79.95MSRP: $109.95
Rating

Rockport - Darwyn Fishermen. Color Brown II Leather. On sale for $79.95. MSRP $100.00.. 4.1 out of 5 stars

Brown Rockport Darwyn Fishermen

Brown Rockport Darwyn Fishermen

Brand Name: Rockport
Product Name: Darwyn Fishermen
Gender: Men's
Color: Brown II Leather
Price: $79.95MSRP: $100.00
Rating: 4Rated 4 stars out of 5(183)

Rockport - Taylor Waterproof Cap Toe. Color Black. $124.95. 3.8 out of 5 stars

Black Rockport Taylor Waterproof Cap Toe

Black Rockport Taylor Waterproof Cap Toe

+2

Brand Name: Rockport
Product Name: Taylor Waterproof Cap Toe
Gender: Men's
Color: Black
Price: $124.95
Rating: 4Rated 4 stars out of 5(58)

Rockport - World Tour Classic Walking Shoe. Color Black Tumbled Leather. On sale for $114.95. MSRP $120.00.. 4.3 out of 5 stars

Black Rockport World Tour Classic Walking Shoe

Black Rockport World Tour Classic Walking Shoe

+2

Brand Name: Rockport
Product Name: World Tour Classic Walking Shoe
Gender: Men's
Color: Black Tumbled Leather
Price: $114.95MSRP: $120.00
Rating: 4Rated 4 stars out of 5(2997)

Rockport - Style Leader 2 Apron Toe. Color Tan. On sale for $89.95. MSRP $120.00.. 4.4 out of 5 stars

Tan Rockport Style Leader 2 Apron Toe

Tan Rockport Style Leader 2 Apron Toe

+2

Brand Name: Rockport
Product Name: Style Leader 2 Apron Toe
Gender: Men's
Color: Tan
Price: $89.95MSRP: $120.00
Rating: 4Rated 4 stars out of 5(171)

Rockport - Palmer Venetian. Color Black. On sale for $49.99. MSRP $125.00.. 3.4 out of 5 stars

Black Rockport Palmer Venetian

Black Rockport Palmer Venetian

+3

Brand Name: Rockport
Product Name: Palmer Venetian
Gender: Men's
Color: Black
Price: $49.99MSRP: $125.00
Rating: 3Rated 3 stars out of 5(94)

Rockport - Darwyn Quarter Strap. Color Brown II Leather. On sale for $79.95. MSRP $95.00.. 3.8 out of 5 stars

Brown Rockport Darwyn Quarter Strap

Brown Rockport Darwyn Quarter Strap

Brand Name: Rockport
Product Name: Darwyn Quarter Strap
Gender: Men's
Color: Brown II Leather
Price: $79.95MSRP: $95.00
Rating: 4Rated 4 stars out of 5(157)

Rockport - Classic Loafer Lite Venetian. Color Dark Brown. On sale for $79.95. MSRP $115.00.. 3.8 out of 5 stars

Brown Rockport Classic Loafer Lite Venetian

Brown Rockport Classic Loafer Lite Venetian

Brand Name: Rockport
Product Name: Classic Loafer Lite Venetian
Gender: Men's
Color: Dark Brown
Price: $79.95MSRP: $115.00
Rating: 4Rated 4 stars out of 5(259)

Rockport - Charles Road Plain Toe Oxford. Color Black Leather. On sale for $79.95. MSRP $109.95.. 4.7 out of 5 stars

Black Rockport Charles Road Plain Toe Oxford

Black Rockport Charles Road Plain Toe Oxford

+3

Brand Name: Rockport
Product Name: Charles Road Plain Toe Oxford
Gender: Men's
Color: Black Leather
Price: $79.95MSRP: $109.95
Rating: 5Rated 5 stars out of 5(3)

Rockport - Darwyn Cross Band. Color Black Leather II. On sale for $34.99. MSRP $85.00.. 3.8 out of 5 stars

Black Rockport Darwyn Cross Band

Black Rockport Darwyn Cross Band

Brand Name: Rockport
Product Name: Darwyn Cross Band
Gender: Men's
Color: Black Leather II
Price: $34.99MSRP: $85.00
Rating: 4Rated 4 stars out of 5(94)

Rockport - Colle Tie. Color Black. On sale for $72.25. MSRP $114.95.. 4.2 out of 5 stars

Black Rockport Colle Tie

Black Rockport Colle Tie

+4

Brand Name: Rockport
Product Name: Colle Tie
Gender: Men's
Color: Black
Price: $72.25MSRP: $114.95
Rating: 4Rated 4 stars out of 5(267)

Rockport - Tristen Step-In Lace To Toe. Color Tan. $119.95. 1.0 out of 5 stars

Tan Rockport Tristen Step-In Lace To Toe

Tan Rockport Tristen Step-In Lace To Toe

+3

Brand Name: Rockport
Product Name: Tristen Step-In Lace To Toe
Gender: Men's
Color: Tan
Price: $119.95
Rating: 1Rated 1 star out of 5(1)

Rockport - Rugged Bucks Waterproof Boot. Color Boston Tan. On sale for $99.95. MSRP $140.00.. 3.9 out of 5 stars

Brown Rockport Rugged Bucks Waterproof Boot

Brown Rockport Rugged Bucks Waterproof Boot

+2

Brand Name: Rockport
Product Name: Rugged Bucks Waterproof Boot
Gender: Men's
Color: Boston Tan
Price: $99.95MSRP: $140.00
Rating: 4Rated 4 stars out of 5(166)

Rockport - ProWalker M7100. Color Sport White/Wheat. On sale for $79.95. MSRP $120.00.. 4.1 out of 5 stars

Beige Rockport ProWalker M7100

Beige Rockport ProWalker M7100

+3

Brand Name: Rockport
Product Name: ProWalker M7100
Gender: Men's
Color: Sport White/Wheat
Price: $79.95MSRP: $120.00
Rating: 4Rated 4 stars out of 5(982)

Rockport - Style Leader 2 Plain Toe. Color Dark Brown. On sale for $89.95. MSRP $120.00.. 4.3 out of 5 stars

Brown Rockport Style Leader 2 Plain Toe

Brown Rockport Style Leader 2 Plain Toe

+3

Brand Name: Rockport
Product Name: Style Leader 2 Plain Toe
Gender: Men's
Color: Dark Brown
Price: $89.95MSRP: $120.00
Rating: 4Rated 4 stars out of 5(23)

Rockport - Junction Point Slip-On. Color Chocolate. On sale for $89.99. MSRP $109.95.. 4.3 out of 5 stars

Brown Rockport Junction Point Slip-On

Brown Rockport Junction Point Slip-On

+2 colors/patterns

Brand Name: Rockport
Product Name: Junction Point Slip-On
Gender: Men's
Color: Chocolate
Price: $89.99MSRP: $109.95
Rating: 4Rated 4 stars out of 5(16)

Rockport - Classic Break Chukka. Color Dark Brown Leather. On sale for $92.75. MSRP $139.95.. 4.3 out of 5 stars

Brown Rockport Classic Break Chukka

Brown Rockport Classic Break Chukka

Brand Name: Rockport
Product Name: Classic Break Chukka
Gender: Men's
Color: Dark Brown Leather
Price: $92.75MSRP: $139.95
Rating: 4Rated 4 stars out of 5(210)

Rockport - Darwyn Slide. Color Brown II Leather. On sale for $54.99. MSRP $85.00.. 3.4 out of 5 stars

Brown Rockport Darwyn Slide

Brown Rockport Darwyn Slide

+2

Brand Name: Rockport
Product Name: Darwyn Slide
Gender: Men's
Color: Brown II Leather
Price: $54.99MSRP: $85.00
Rating: 3Rated 3 stars out of 5(56)

Rockport - Northfield. Color Jetty Leather. On sale for $89.95. MSRP $119.95.. 2.8 out of 5 stars

Brown Rockport Northfield

Brown Rockport Northfield

+3

Brand Name: Rockport
Product Name: Northfield
Gender: Men's
Color: Jetty Leather
Price: $89.95MSRP: $119.95
Rating: 2Rated 2 stars out of 5(4)

Rockport - Total Motion Craft Venetian. Color Cognac. On sale for $115.70. MSRP $130.00.. 4.5 out of 5 stars

Tan Rockport Total Motion Craft Venetian

Tan Rockport Total Motion Craft Venetian

+2

Brand Name: Rockport
Product Name: Total Motion Craft Venetian
Gender: Men's
Color: Cognac
Price: $115.70MSRP: $130.00
Rating: 5Rated 5 stars out of 5(2)

Rockport - Noah Plain Toe. Color New Brown. On sale for $89.95. MSRP $124.95.. 3.8 out of 5 stars

Brown Rockport Noah Plain Toe

Brown Rockport Noah Plain Toe

+4

Brand Name: Rockport
Product Name: Noah Plain Toe
Gender: Men's
Color: New Brown
Price: $89.95MSRP: $124.95
Rating: 4Rated 4 stars out of 5(4)

Rockport - Ports of Call Perth. Color Tobacco. $150.00. 4.2 out of 5 stars

Brown Rockport Ports of Call Perth

Brown Rockport Ports of Call Perth

+4

Brand Name: Rockport
Product Name: Ports of Call Perth
Gender: Men's
Color: Tobacco
Price: $150.00
Rating: 4Rated 4 stars out of 5(467)

Rockport - Jasper X Band. Color Chestnut Leather. On sale for $59.15. MSRP $84.95..

Brown Rockport Jasper X Band

Brown Rockport Jasper X Band

+2

Brand Name: Rockport
Product Name: Jasper X Band
Gender: Men's
Color: Chestnut Leather
Price: $59.15MSRP: $84.95
Rating

Rockport - Chranson. Color Black. On sale for $89.95. MSRP $124.95.. 3.9 out of 5 stars

Black Rockport Chranson

Black Rockport Chranson

+3

Brand Name: Rockport
Product Name: Chranson
Gender: Men's
Color: Black
Price: $89.95MSRP: $124.95
Rating: 4Rated 4 stars out of 5(15)

Rockport - Jasper Quarter Strap. Color Black Leather. On sale for $58.87. MSRP $94.95..

Black Rockport Jasper Quarter Strap

Black Rockport Jasper Quarter Strap

Brand Name: Rockport
Product Name: Jasper Quarter Strap
Gender: Men's
Color: Black Leather
Price: $58.87MSRP: $94.95
Rating

Rockport - Storm Surge Water Proof Plain Toe Boot. Color Black. On sale for $99.95. MSRP $139.95.. 3.3 out of 5 stars

Black Rockport Storm Surge Water Proof Plain Toe Boot

Black Rockport Storm Surge Water Proof Plain Toe Boot

+2

Brand Name: Rockport
Product Name: Storm Surge Water Proof Plain Toe Boot
Gender: Men's
Color: Black
Price: $99.95MSRP: $139.95
Rating: 3Rated 3 stars out of 5(11)

Rockport - Charles Road Cap Toe Oxford. Color Black Leather. On sale for $77.00. MSRP $109.95..

Black Rockport Charles Road Cap Toe Oxford

Black Rockport Charles Road Cap Toe Oxford

Brand Name: Rockport
Product Name: Charles Road Cap Toe Oxford
Gender: Men's
Color: Black Leather
Price: $77.00MSRP: $109.95
Rating

Rockport - Taylor Waterproof Slip-On. Color Black. $124.95. 2.7 out of 5 stars

Black Rockport Taylor Waterproof Slip-On

Black Rockport Taylor Waterproof Slip-On

Brand Name: Rockport
Product Name: Taylor Waterproof Slip-On
Gender: Men's
Color: Black
Price: $124.95
Rating: 3Rated 3 stars out of 5(24)

Rockport - Total Motion Craft Wing Tip. Color Rocksand Nubuck. On sale for $85.06. 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
Gender: Men's
Color: Rocksand Nubuck
Price: $85.06MSRP: $130.00
Rating: 3Rated 3 stars out of 5(1)

Rockport - TruFlex DresSports Penny. Color New Dress Blues. On sale for $73.17. MSRP $119.95.. 5.0 out of 5 stars

Blue Rockport TruFlex DresSports Penny

Blue Rockport TruFlex DresSports Penny

+3

Brand Name: Rockport
Product Name: TruFlex DresSports Penny
Gender: Men's
Color: New Dress Blues
Price: $73.17MSRP: $119.95
Rating: 5Rated 5 stars out of 5(2)

Rockport - Tristen Step-In Slip-On. Color New Dress Blues Suede. $119.95. 1.0 out of 5 stars

Black Rockport Tristen Step-In Slip-On

Black Rockport Tristen Step-In Slip-On

+3

Brand Name: Rockport
Product Name: Tristen Step-In Slip-On
Gender: Men's
Color: New Dress Blues Suede
Price: $119.95
Rating: 1Rated 1 star out of 5(1)

Rockport - Northfield Waterproof Boot. Color Chocolate. On sale for $99.95. MSRP $140.00.. 4.3 out of 5 stars

Brown Rockport Northfield Waterproof Boot

Brown Rockport Northfield Waterproof Boot

+2

Brand Name: Rockport
Product Name: Northfield Waterproof Boot
Gender: Men's
Color: Chocolate
Price: $99.95MSRP: $140.00
Rating: 4Rated 4 stars out of 5(205)

Rockport - Mitchell Moc Boot. Color Tan. On sale for $109.28. MSRP $139.95.. 4.2 out of 5 stars

Tan Rockport Mitchell Moc Boot

Tan Rockport Mitchell Moc Boot

+2

Brand Name: Rockport
Product Name: Mitchell Moc Boot
Gender: Men's
Color: Tan
Price: $109.28MSRP: $139.95
Rating: 4Rated 4 stars out of 5(6)

Rockport - Elkhart. Color Chocolate. On sale for $99.99. MSRP $149.95.. 4.8 out of 5 stars

Brown Rockport Elkhart

Brown Rockport Elkhart

Brand Name: Rockport
Product Name: Elkhart
Gender: Men's
Color: Chocolate
Price: $99.99MSRP: $149.95
Rating: 5Rated 5 stars out of 5(6)

Rockport - Total Motion Court T-Toe. Color New Dress Blues. Low Stock. On sale for $85.89. MSRP $120.00.. 5.0 out of 5 stars

8 left in stock

Blue Rockport Total Motion Court T-Toe

Blue Rockport Total Motion Court T-Toe

+3

Brand Name: Rockport
Product Name: Total Motion Court T-Toe
Gender: Men's
Color: New Dress Blues
Price: $85.89MSRP: $120.00
Rating: 5Rated 5 stars out of 5(1)

Rockport - Total Motion City Plain Toe. Color Breen. On sale for $131.31. MSRP $145.00.. 3.7 out of 5 stars

Olive Rockport Total Motion City Plain Toe

Olive Rockport Total Motion City Plain Toe

+2

Brand Name: Rockport
Product Name: Total Motion City Plain Toe
Gender: Men's
Color: Breen
Price: $131.31MSRP: $145.00
Rating: 4Rated 4 stars out of 5(41)

Rockport - TruFlex DresSports Mesh Plain Toe. Color Black. Low Stock. On sale for $97.78. MSRP $109.95.. 3.0 out of 5 stars

6 left in stock

Black Rockport TruFlex DresSports Mesh Plain Toe

Black Rockport TruFlex DresSports Mesh Plain Toe

+2

Brand Name: Rockport
Product Name: TruFlex DresSports Mesh Plain Toe
Gender: Men's
Color: Black
Price: $97.78MSRP: $109.95
Rating: 3Rated 3 stars out of 5(1)

Rockport - Rhyder Venetian Loafer. Color Java Tumbled. Low Stock. $109.95. 4.1 out of 5 stars

6 left in stock

Brown Rockport Rhyder Venetian Loafer

Brown Rockport Rhyder Venetian Loafer

+2

Brand Name: Rockport
Product Name: Rhyder Venetian Loafer
Gender: Men's
Color: Java Tumbled
Price: $109.95
Rating: 4Rated 4 stars out of 5(69)

Rockport - Cold Springs Plus Hiker II Waterproof. Color Java Leather Waterproof. Low Stock. On sale for $122.96. MSRP $149.95.. 4.0 out of 5 stars

1 left in stock

Brown Rockport Cold Springs Plus Hiker II Waterproof

Brown Rockport Cold Springs Plus Hiker II Waterproof

Brand Name: Rockport
Product Name: Cold Springs Plus Hiker II Waterproof
Gender: Men's
Color: Java Leather Waterproof
Price: $122.96MSRP: $149.95
Rating: 4Rated 4 stars out of 5(5)

Rockport - XCS Pathway Waterproof Mid Boot. Color Steel Grey. $139.95. 3.1 out of 5 stars

Gray Rockport XCS Pathway Waterproof Mid Boot

Gray Rockport XCS Pathway Waterproof Mid Boot

Brand Name: Rockport
Product Name: XCS Pathway Waterproof Mid Boot
Gender: Men's
Color: Steel Grey
Price: $139.95
Rating: 3Rated 3 stars out of 5(34)

Rockport - Truflex Dressport Wing Tip. Color British Tan. $120.00. 3.7 out of 5 stars

Tan Rockport Truflex Dressport Wing Tip

Tan Rockport Truflex Dressport Wing Tip

+2

Brand Name: Rockport
Product Name: Truflex Dressport Wing Tip
Gender: Men's
Color: British Tan
Price: $120.00
Rating: 4Rated 4 stars out of 5(3)

Rockport - Colle Wing Tip. Color Black. $114.95. 5.0 out of 5 stars

Black Rockport Colle Wing Tip

Black Rockport Colle Wing Tip

+2

Brand Name: Rockport
Product Name: Colle Wing Tip
Gender: Men's
Color: Black
Price: $114.95
Rating: 5Rated 5 stars out of 5(1)

Rockport - truFLEX Evolution Mudguard Pull Up. Color Steel Grey. On sale for $81.94. MSRP $109.95.. 3.2 out of 5 stars

Gray Rockport truFLEX Evolution Mudguard Pull Up

Gray Rockport truFLEX Evolution Mudguard Pull Up

+2 colors/patterns

Brand Name: Rockport
Product Name: truFLEX Evolution Mudguard Pull Up
Gender: Men's
Color: Steel Grey
Price: $81.94MSRP: $109.95
Rating: 3Rated 3 stars out of 5(49)

Get on the List

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