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Rockport Deals

Top Rockport Deals & Price Drops for January 2026

Explore verified Rockport discounts and price drops updated in the last 30 days.

Men's Active Shoes | Active Shoes |  Jaimin Round Toe Slip-on Casual Sneakers | Size 12 W | Rockport

Men's Active Shoes | Active Shoes | Jaimin Round ...

Comfort and style collide in the Jaimin casual sneakers. It offers a slip-on silhouette and a cushioned insole. Making this men's shoe a great choice for everyday activities. Featuring truTECH® technology for lightweight shock absorption. This shoe is orthotic friendly.
$130.00
$89.9531% OFF
Men's Dress Shoes | Dress Shoes |  Style Leader 2 Plain Toe Oxford | Size 8 XW | Rockport

Men's Dress Shoes | Dress Shoes | Style Leader 2 ...

Whether it’s a job interview, wedding, or back-to-office, calendars are filling up. The Style Leader 2 is a no-fuss dress shoe that’s an essential for each of these step-it-up occasions. An EVA outsole helps to reduce foot fatigue so you can walk and stand more comfortably, all day long.
$130.00
$99.9523% OFF
Men's Dress Shoes | Dress Shoes |  Classic Penny Loafer | Size 6.5 W | Rockport

Men's Dress Shoes | Dress Shoes | Classic Penny L...

The Classic Loafer Penny feels so comfortable you will not believe it's a dress shoe. This classic men's dress shoe is as stylish and comfortable in a business meeting as it is worn barefoot. The Classic Loafer Penny is the perfect dress shoe to pair with a suit for the office, or khaki's for a dinner with friends. This leather men's dress shoe is built with a polyurethane outsole that helps provide durable shock absorption to help reduce foot fatigue, leather uppers that are easy to clean, and an EVA footbed that will conform to the shape of your foot to help with a more personalized fit. This comfortable men's shoe is also built with truTECH® sport technology that helps provide all day comfort.
$125.00
$89.9528% OFF
Men's Dress Shoes | Dress Shoes |  Style Leader 2 Plain Toe Oxford | Size 6.5 M | Rockport

Men's Dress Shoes | Dress Shoes | Style Leader 2 ...

Whether it’s a job interview, wedding, or back-to-office, calendars are filling up. The Style Leader 2 is a no-fuss dress shoe that’s an essential for each of these step-it-up occasions. An EVA outsole helps to reduce foot fatigue so you can walk and stand more comfortably, all day long.
$130.00
$99.9523% OFF
Women's Casual Shoes | Casual Shoes |  Kacey Penny Loafer | Size 7.5 W | Rockport

Women's Casual Shoes | Casual Shoes | Kacey Penny...

Loafers elevated, literally. Our Kacey penny loafers for women get a stylish lift with a lug sole. The lug design not only gives the shoes eye appeal — it adds traction too. The outsole’s hand-finished stitching accents the smooth upper, and shock-absorbing heel cushioning brings added comfort to every step you take.
$140.00
$79.6043% OFF
Men's Dress Shoes | Dress Shoes |  Style Leader 2 Plain Toe Oxford | Size 8.5 XW | Rockport

Men's Dress Shoes | Dress Shoes | Style Leader 2 ...

Whether it’s a job interview, wedding, or back-to-office, calendars are filling up. The Style Leader 2 is a no-fuss dress shoe that’s an essential for each of these step-it-up occasions. An EVA outsole helps to reduce foot fatigue so you can walk and stand more comfortably, all day long.
$130.00
$99.9523% OFF
Men's Casual Shoes | Casual Shoes |  Garett Plain Toe Oxford | Size 14 W | Rockport

Men's Casual Shoes | Casual Shoes | Garett Plain ...

Sophisticated enough for the office and sleek enough for dinner out, the Garett plain toe oxfords feature a supple leather upper paired with a clean overall design. An EVA outsole delivers flexible comfort to minimize foot fatigue, so you're good to go from day to night.
$135.00
$99.9526% OFF
Men's Casual Shoes | Casual Shoes |  Coltin Casual Lace-up Round Toe Shoes | Size 14 W | Rockport

Men's Casual Shoes | Casual Shoes | Coltin Casual...

A fashionable blend of comfort and functionality, the Rockport Coltin casual shoes are the perfect wardrobe staple that can go from day to night. Featuring a lace-up design, round toe, and a cushioned insole. This shoe can take you where you need to be in style with its perfing and wingtip design. Featuring truTECH® technology for lightweight shock absorption. This shoe is orthotic friendly.

$135.00
$99.9526% OFF
Men's Casual Shoes | Casual Shoes |  Southport Boat Shoe | Size 12 W | Rockport

Men's Casual Shoes | Casual Shoes | Southport Boa...

The nautically inspired Southport boat shoes have all the features of the classic form. A leather upper offers timeless style, and an unlined interior lets you go sockless. truTECH in the heel absorbs shock for an easy step, and a rubber outsole offers a reliable grip, so you stay steady through any journey.
$120.00
$84.9929% OFF
Men's Boot Shoes | Boot Shoes |  Seamus Waterproof Casual Lace-up Boots | Size 8.5 W | Rockport

Men's Boot Shoes | Boot Shoes | Seamus Waterproof...

A fashionable blend of comfort and functionality, the Seamus boot keeps you ready for any adventure. Featuring a lace-up front, cushioned insole and is waterproof friendly. Featuring truTECH® technology for lightweight shock absorption. This shoe is orthotic friendly.
$150.00
$94.9937% OFF
Men's Dress Shoes | Dress Shoes |  Total Motion NextGen Wing Tip Dress Shoe | Size 9 W | Rockport

Men's Dress Shoes | Dress Shoes | Total Motion Ne...

Standout technology meets smart style in our Next Gen wingtips. Long-wearing soles offer well-cushioned comfort while advanced flexibility and shock absorption keep you moving ahead. A refined square toe and premium materials create a look that’s perfect for work or special occasions.

$125.00
$74.9940% OFF
Men's Dress Shoes | Dress Shoes |  Total Motion NextGen Wing Tip Dress Shoe | Size 8 W | Rockport

Men's Dress Shoes | Dress Shoes | Total Motion Ne...

Standout technology meets smart style in our Next Gen wingtips. Long-wearing soles offer well-cushioned comfort while advanced flexibility and shock absorption keep you moving ahead. A refined square toe and premium materials create a look that’s perfect for work or special occasions.

$125.00
$74.9940% OFF
Women's Dress Shoes | Dress Shoes |  Taren Total Motion Pointy Toe Dress Flats | Size 10 W | Rockport

Women's Dress Shoes | Dress Shoes | Taren Total M...

Lend a sophisticated touch to your polished look with the Taren dress flats. The Taren features arch support and an adjustable mary jane strap.
$125.00
$89.9528% OFF
Women's Dress Shoes | Dress Shoes |  Taren Total Motion Pointy Toe Dress Flats | Size 5.5 M | Rockport

Women's Dress Shoes | Dress Shoes | Taren Total M...

Lend a sophisticated touch to your polished look with the Taren dress flats. The Taren features arch support and an adjustable mary jane strap.
$125.00
$89.9528% OFF
Women's Casual Shoes | Casual Shoes |  Tessa Total Motion Pointy Toe Dress Flats | Size 10.5 W | Rockport

Women's Casual Shoes | Casual Shoes | Tessa Total...

Add a sophisticated touch to your polished look with the Tessa dress flats. Featuring a slip-on silhouette, arch support and a pointed toe. Featuring truTECH® technology for lightweight shock absorption. Engineered with Total Motion technology for added support and flexibility in every step.

$125.00
$89.9528% OFF
Women's Dress Shoes | Dress Shoes |  Taren Total Motion Pointy Toe Dress Flats | Size 5 M | Rockport

Women's Dress Shoes | Dress Shoes | Taren Total M...

Lend a sophisticated touch to your polished look with the Taren dress flats. The Taren features arch support and an adjustable mary jane strap.
$125.00
$89.9528% OFF
Women's Casual Shoes | Casual Shoes |  Tessa Total Motion Pointy Toe Dress Flats | Size 5 M | Rockport

Women's Casual Shoes | Casual Shoes | Tessa Total...

Add a sophisticated touch to your polished look with the Tessa dress flats. Featuring a slip-on silhouette, arch support and a pointed toe. Featuring truTECH® technology for lightweight shock absorption. Engineered with Total Motion technology for added support and flexibility in every step.

$125.00
$89.9528% OFF
Women's Casual Shoes | Casual Shoes |  Tessa Total Motion Pointy Toe Dress Flats | Size 5.5 M | Rockport

Women's Casual Shoes | Casual Shoes | Tessa Total...

Add a sophisticated touch to your polished look with the Tessa dress flats. Featuring a slip-on silhouette, arch support and a pointed toe. Featuring truTECH® technology for lightweight shock absorption. Engineered with Total Motion technology for added support and flexibility in every step.

$125.00
$89.9528% OFF
Women's Dress Shoes | Dress Shoes |  Taren Total Motion Pointy Toe Dress Flats | Size 11 W | Rockport

Women's Dress Shoes | Dress Shoes | Taren Total M...

Lend a sophisticated touch to your polished look with the Taren dress flats. The Taren features arch support and an adjustable mary jane strap.
$125.00
$89.9528% OFF
Women's Casual Shoes | Casual Shoes |  Tessa Total Motion Pointy Toe Dress Flats | Size 10 W | Rockport

Women's Casual Shoes | Casual Shoes | Tessa Total...

Add a sophisticated touch to your polished look with the Tessa dress flats. Featuring a slip-on silhouette, arch support and a pointed toe. Featuring truTECH® technology for lightweight shock absorption. Engineered with Total Motion technology for added support and flexibility in every step.

$125.00
$89.9528% OFF
Women's Dress Shoes | Dress Shoes |  Taren Total Motion Pointy Toe Dress Flats | Size 10.5 M | Rockport

Women's Dress Shoes | Dress Shoes | Taren Total M...

Lend a sophisticated touch to your polished look with the Taren dress flats. The Taren features arch support and an adjustable mary jane strap.
$125.00
$89.9528% OFF

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