most comfortable tennis shoe (42,963 RESULTS)

You prefer the comfort of a tennis shoe, but you like a dressier shoe you can wear to work. These men's Jesse casual shoes from Thom McAn offer comfort and style. Lace-up closures ensure... Thom McAn Men's Jesse Casual Oxford - Black 11

Thom McAn Men's Jesse Casual Oxford -...

Sears.com
Thom McAn
$50.00 $19.99

60%

Off

Added to Favorites

You prefer the comfort of a tennis shoe, but you like a dressier shoe you can wear to work. These men's Jesse casual shoes from Thom McAn offer comfort and style. Lace-up closures ensure... Thom McAn Men's Walt Casual Oxford - Tan 11

Thom McAn Men's Walt Casual Oxford -...

Sears.com
Thom McAn
$50.00 $19.99

60%

Off

Added to Favorites

Barricade breaks free in the most comfortable clay court version yet. Now with Barricade chassis support and stability in the midfoot, the forefoot is much freer to move and flex with each... Adidas Barricade 2015 Clay Men's Tennis Shoes Solid Gray / Gray / Bright Red

Adidas Barricade 2015 Clay Men's...

Amazon Marketplace
Adidas
$124.95
Free Shipping

Added to Favorites

Barricade breaks free in the most comfortable clay court version yet. Now with Barricade chassis support and stability in the midfoot, the forefoot is much freer to move and flex with each... Adidas Barricade 2015 Clay Men's Tennis Shoes Solid Gray / Gray / Bright Red

Adidas Barricade 2015 Clay Men's...

Amazon.com
Adidas
$124.95
Free Shipping

Added to Favorites

Up for sale are 100% genuine Men's New Balance 1005 tennis shoes. One of the most comfortable tennis shoes in the market.Will ship the shoes in the actual box.No International buyers. Will... Men's Balance Mc1005 Tennis Shoes

Men's Balance Mc1005 Tennis Shoes

eBay
New Balance
$104.95
Free Shipping

Added to Favorites

This boat oxford is the perfect addition to any casual look. It features a soft upper with contrast stitching, laces, mesh lining, Dexter's signature padded Comfort insole, and a super... Dexter, Mens Skiff Boat Oxford, lightweight shoe, mens boat shoe, comfortable mens boat shoe

Dexter, Mens Skiff Boat Oxford,...

Payless.com
Dexter
$19.00

Added to Favorites

This boat oxford is the perfect addition to any casual look. It features a soft upper with contrast stitching, laces, mesh lining, Dexter's signature padded Comfort insole, and a super... Dexter, Mens Skiff Boat Oxford, lightweight shoe, mens boat shoe, comfortable mens boat shoe

Dexter, Mens Skiff Boat Oxford,...

Payless.com
Dexter
$19.00

Added to Favorites

This boat oxford is the perfect addition to any casual look. It features a soft upper with contrast stitching, laces, mesh lining, Dexter's signature padded Comfort insole, and a super... Dexter, Mens Skiff Boat Oxford, lightweight shoe, mens boat shoe, comfortable mens boat shoe

Dexter, Mens Skiff Boat Oxford,...

Payless.com
Dexter
$19.00

Added to Favorites

This boat oxford is the perfect addition to any casual look. It features a soft upper with contrast stitching, laces, mesh lining, Dexter's signature padded Comfort insole, and a super... Dexter, Mens Skiff Boat Oxford, lightweight shoe, mens boat shoe, comfortable mens boat shoe

Dexter, Mens Skiff Boat Oxford,...

Payless.com
Dexter
$19.00

Added to Favorites

This boat oxford is the perfect addition to any casual look. It features a soft upper with contrast stitching, laces, mesh lining, Dexter's signature padded Comfort insole, and a super... Dexter, Mens Skiff Boat Oxford, lightweight shoe, mens boat shoe, comfortable mens boat shoe

Dexter, Mens Skiff Boat Oxford,...

Payless.com
Dexter
$19.00

Added to Favorites

This boat oxford is the perfect addition to any casual look. It features a soft upper with contrast stitching, laces, mesh lining, Dexter's signature padded Comfort insole, and a super... Dexter, Mens Skiff Boat Oxford, lightweight shoe, mens boat shoe, comfortable mens boat shoe

Dexter, Mens Skiff Boat Oxford,...

Payless.com
Dexter
$19.00

Added to Favorites

This boat oxford is the perfect addition to any casual look. It features a soft upper with contrast stitching, laces, mesh lining, Dexter's signature padded Comfort insole, and a super... Dexter, Mens Skiff Boat Oxford, lightweight shoe, mens boat shoe, comfortable mens boat shoe

Dexter, Mens Skiff Boat Oxford,...

Payless.com
Dexter
$19.00

Added to Favorites

This boat oxford is the perfect addition to any casual look. It features a soft upper with contrast stitching, laces, mesh lining, Dexter's signature padded Comfort insole, and a super... Dexter, Mens Skiff Boat Oxford, lightweight shoe, mens boat shoe, comfortable mens boat shoe

Dexter, Mens Skiff Boat Oxford,...

Payless.com
Dexter
$19.00

Added to Favorites

This boat oxford is the perfect addition to any casual look. It features a soft upper with contrast stitching, laces, mesh lining, Dexter's signature padded Comfort insole, and a super... Dexter, Mens Skiff Boat Oxford, lightweight shoe, mens boat shoe, comfortable mens boat shoe

Dexter, Mens Skiff Boat Oxford,...

Payless.com
Dexter
$19.00

Added to Favorites

This boat oxford is the perfect addition to any casual look. It features a soft upper with contrast stitching, laces, mesh lining, Dexter's signature padded Comfort insole, and a super... Dexter, Mens Skiff Boat Oxford, lightweight shoe, mens boat shoe, comfortable mens boat shoe

Dexter, Mens Skiff Boat Oxford,...

Payless.com
Dexter
$19.00

Added to Favorites

This boat oxford is the perfect addition to any casual look. It features a soft upper with contrast stitching, laces, mesh lining, Dexter's signature padded Comfort insole, and a super... Dexter, Mens Skiff Boat Oxford, lightweight shoe, mens boat shoe, comfortable mens boat shoe

Dexter, Mens Skiff Boat Oxford,...

Payless.com
Dexter
$19.00

Added to Favorites

This boat oxford is the perfect addition to any casual look. It features a soft upper with contrast stitching, laces, mesh lining, Dexter's signature padded Comfort insole, and a super... Dexter, Mens Skiff Boat Oxford, lightweight shoe, mens boat shoe, comfortable mens boat shoe

Dexter, Mens Skiff Boat Oxford,...

Payless.com
Dexter
$19.00

Added to Favorites

We started with the Beach trade clog, but have raised the sail with the Crocs trade Ace Boating shoe. Ideal for outings at sea and other wet surfaces, it features rubber outsoles for suberb... Crocs Graphite / Volt Green Ace Boating Mens Comfortable Boat Shoes

Crocs Graphite / Volt Green Ace...

Crocs - Official Site
Crocs
$39.99

Added to Favorites

The Crocs trade Off Road offers a thicker, more rugged sole to the already comfortable Croslite trade footbed. Whether walking through mountain streams or hiking the desert, this is the... Crocs Army Green / Orange Off Road Comfortable Outdoor Clogs

Crocs Army Green / Orange Off Road...

Crocs - Official Site
Crocs
$39.99

Added to Favorites

The Crocs trade Off Road offers a thicker, more rugged sole to the already comfortable Croslite trade footbed. Whether walking through mountain streams or hiking the desert, this is the... Crocs Black / Black Off Road Comfortable Outdoor Clogs

Crocs Black / Black Off Road...

Crocs - Official Site
Crocs
$39.99
Free Shipping

Added to Favorites

The Crocs trade Off Road offers a thicker, more rugged sole to the already comfortable Croslite trade footbed. Whether walking through mountain streams or hiking the desert, this is the... Crocs Army Green/Red Off Road Comfortable Outdoor Clogs

Crocs Army Green/Red Off Road...

Crocs - Official Site
Crocs
$39.99
Free Shipping

Added to Favorites

The Crocs trade Off Road offers a thicker, more rugged sole to the already comfortable Croslite trade footbed. Whether walking through mountain streams or hiking the desert, this is the... Crocs Smoke/Pewter Off Road Comfortable Outdoor Clogs

Crocs Smoke/Pewter Off Road...

Crocs - Official Site
Crocs
$39.99
Free Shipping

Added to Favorites

All the style of our classic Crocs trade Yukon but now in a slide. With a sophisticated stylish leather upper and a croslite trade material sole this sporty new slide will quickly become a... Crocs Khaki / Coffee Yukon Slide Comfortable Sandals

Crocs Khaki / Coffee Yukon Slide...

Crocs - Official Site
Crocs
$44.99
Free Shipping

Added to Favorites

You know that Crocs trade clogs are comfortable. Crocs trade Yukon gives you the comfort of clogs with leather details for rugged sophistication. The base for these mens clogs are the... Crocs Graphite / Pewter Yukon Men's Comfortable Clogs

Crocs Graphite / Pewter Yukon Men's...

Crocs - Official Site
Crocs
$54.99
Free Shipping

Added to Favorites

All the style of our classic Crocs trade Yukon but now in a sandal. With the rugged leather upper and comfortable Croslite trade material sole this amazingly comfortable sandal will... Crocs Khaki / Coffee Yukon Flip Comfortable Sandals

Crocs Khaki / Coffee Yukon Flip...

Crocs - Official Site
Crocs
$39.99
Free Shipping

Added to Favorites

Red Wing Shoes was founded on the principle of providing comfortable and durable footwear, resulting in hard-wearing shoes that have rugged, masculine appeal. This pair of brown chukka... Red Wing Shoes was founded on the principle of providing comfortable and durable footwear, resulting in hard-wearing shoes that have rugged, masculine appeal. This pair of brown chukka boots was originally designed for men doing light-duty labour, and...

Red Wing Shoes was founded on the...

Mr. Porter
Red Wing Shoes
$250.00

Added to Favorites

Red Wing Shoes was founded on the principle of providing comfortable and durable footwear, resulting in hard-wearing shoes that have rugged, masculine appeal. This pair of brown chukka... Red Wing Shoes was founded on the principle of providing comfortable and durable footwear, resulting in hard-wearing shoes that have rugged, masculine appeal. This pair of brown chukka boots was originally designed for men doing light-duty labour, and...

Red Wing Shoes was founded on the...

Mr. Porter
Red Wing Shoes
$250.00

Added to Favorites

Red Wing Shoes was founded on the principle of providing comfortable and durable footwear, resulting in hard-wearing shoes that have rugged, masculine appeal. This pair of brown chukka... Red Wing Shoes was founded on the principle of providing comfortable and durable footwear, resulting in hard-wearing shoes that have rugged, masculine appeal. This pair of brown chukka boots was originally designed for men doing light-duty labour, and...

Red Wing Shoes was founded on the...

Mr. Porter
Red Wing Shoes
$250.00

Added to Favorites

Red Wing Shoes was founded on the principle of providing comfortable and durable footwear, resulting in hard-wearing shoes that have rugged, masculine appeal. This pair of brown chukka... Red Wing Shoes was founded on the principle of providing comfortable and durable footwear, resulting in hard-wearing shoes that have rugged, masculine appeal. This pair of brown chukka boots was originally designed for men doing light-duty labour, and...

Red Wing Shoes was founded on the...

Mr. Porter
Red Wing Shoes
$250.00

Added to Favorites

Red Wing Shoes was founded on the principle of providing comfortable and durable footwear, resulting in hard-wearing shoes that have rugged, masculine appeal. This pair of brown chukka... Red Wing Shoes was founded on the principle of providing comfortable and durable footwear, resulting in hard-wearing shoes that have rugged, masculine appeal. This pair of brown chukka boots was originally designed for men doing light-duty labour, and...

Red Wing Shoes was founded on the...

Mr. Porter
Red Wing Shoes
$250.00

Added to Favorites