DresSports Modern Chukka

$150.00 - $155.00


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$150.00 - $155.00


Special Offer:
30% off with code SUMMER30 Details
*30% off promotion expires at 11:59 PM PST on 7/19/18.  Offer is not valid on the  following storefronts and styles: Aravon; Dunham; select DresSports; Essential Details; Rockport Works; Cabot Plain Toe; Jaxson Plaintoe Bal; Margin; Perth; World Tour Men's Classic; Rugged Bucks; RocSports Lite Five; Total Motion Classic Dress; Total Motion Sport Dress; Men' select truFLEX; select Cobb Hill; REVchi; Total Motion Ruch Slip On, Catrin Plain Pump, Mid-Pump, Valerie Luxe Pump, Zuly Luxe Tassle Slide, Perf Luxe Slip On; truStride Side Zip and Derby Trainer.   Cannot be combined with other product promotions. Offer not valid on prior purchases or gift cards. Free Shipping applies to ground shipping only.  For online purchases, enter online code at checkout. ©2018. The Rockport Group, LLC. Rockport ®   


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  • Fit: 75% of customers say this fits as expected ?
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75% of customers say this fits as expected

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"I've received many compliments for the style and they are very comfortable."

"Purchased them for my husband for Christmas. He loves them! He says they are very comfortable, and the color is great."

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Product Details

DresSports® Modern Chukka combines comfort with style for the Metro Professional who wants the versatility of footwear he can wear with a suit and tie or tailored jeans and jacket.


  • Strobel construction provides forefoot flexibility.
  • Padded collar and tongue help prevent blisters and lace bruising.
  • PU outsole provides lightweight shock absorption to help reduce foot and leg fatigue.
  • VIBRAM® rubber pads provide a durable grip on a variety of surfaces.
  • EVA footbed cushioning provides fast comfort and lightweight support.
  • Rich leather uppers provide immediate fit, comfort and become more beautiful with each wearing and shine.
  • DEWIX linings help reduce foot odor
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Product Reviews

DresSports Modern Chukka is rated 4.5 out of 5 by 14.
Rated 5 out of 5 by from Great style and comfort I've received many compliments for the style and they are very comfortable.
Date published: 2018-04-16
Rated 5 out of 5 by from Love! Purchased them for my husband for Christmas. He loves them! He says they are very comfortable, and the color is great.
Date published: 2017-12-29
Rated 5 out of 5 by from Love the dress boots I've always liked dress boots because (1) there different (2) I don't like too much socks showing (3) I like the ankle support. All 3 factors are in these shoes. They look really good in dress clothes! I suggest Rockport sell more dress boots. Every time I'm at the Rockport outlet in Commerce CA, the first shoes to sell out are always dress boots.
Date published: 2017-11-12
Rated 4 out of 5 by from Good shoes Shoes feel great. I wear them for 12 hour shift and they do the job.
Date published: 2017-04-16
Rated 4 out of 5 by from They're great! Bought online, which always comes with some natural trepidation when it comes to shoes, but they fit just right, was exactly the look I was looking for and came with that trusted Rockport comfortability
Date published: 2017-03-31
Rated 3 out of 5 by from Must try on first Bought on line looked great . But the boot has an elevated heel , your heel sits much higher than the line of sole from the photo. It is like you are wearing lifts . Might be ok for some but it was awkward for me . Returned them
Date published: 2017-03-26
Rated 5 out of 5 by from Dressports are just that. Great looking shoe with Rockport comfort. The combination I was looking for.
Date published: 2017-03-14
Rated 4 out of 5 by from Nice shoe, but they run really large I like the quality and comfort of these Chukkas, but I wish I had ordered a smaller size. They really run large and unfortunately I wore them outside so I don't think I can exchange them. They are good looking and can be worn with both jeans and business attire. Just be careful with the sizing.
Date published: 2017-02-16
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