14 best looking dress boots

Looking dress boots are a popular type of footwear that combines the style of a dress shoe with the functionality and comfort of a boot. These boots are typically designed to be more formal than casual, making them suitable for a range of dressier occasions. Here are some key points to consider:

  1. Style: Dress boots come in various styles, but they often have a sleek and polished appearance. They may feature details like brogueing, cap toes, or plain leather finishes to enhance their dressy look.

  2. Materials: These boots are typically made from high-quality materials such as leather or suede. Leather dress boots are especially popular due to their durability and classic appearance.

  3. Colors: Common colors for dress boots include black, brown, and various shades of tan. The choice of color depends on personal preference and the formality of the occasion.

  4. Lacing: Dress boots can have different lacing systems. Some have traditional eyelets and laces, while others may feature speed hooks for easier lacing and a unique aesthetic.

  5. Sole: The sole of a dress boot can vary. Leather soles are common for a formal look, while rubber soles may provide more comfort and traction for everyday wear.

  6. Toe Shape: The toe shape of dress boots can range from rounded to pointed. This choice can affect the overall look and formality of the boot.

  7. Fit: Proper fit is crucial for comfort and style. Many dress boots are available in different widths and sizes, so it's essential to find the right fit for your feet.

  8. Occasions: Dress boots are versatile and can be worn for various occasions, including business meetings, weddings, and formal events. They can also be dressed down with the right outfit for a more casual look.

  9. Care: To maintain the appearance and longevity of dress boots, it's essential to care for them properly. Regular cleaning, conditioning, and polishing can help keep them looking their best.

  10. Price Range: The price of dress boots can vary widely depending on the brand, materials, and craftsmanship. Higher-quality boots tend to be more expensive, but they often last longer and offer better comfort.

When selecting dress boots, it's essential to consider your personal style, the specific occasion, and your comfort preferences.Finding the right pair of dress boots can elevate your outfit and make a statement at formal events or in professional settings.

Below you can find our editor's choice of the best looking dress boots on the market
  

Deer Stags Unisex-Child Zeus Memory Foam Dress Comfort Chukka Boot

Deer Stags

Based on 248 reviews Check latest price

Product description

Keep your little man looking sharp in the Deer Stags® Kids Zeus chukka boots. Faux-leather upper. Chukka boot silhouette. Lace-up closure. Man-made lining. Memory foam footbed offers all-day comfort. TPR outsole. Imported. Measurements: Heel Height: 1 in Weight: 11.8 oz Product measurements were taken using size 7 Big Kid, width M. Please note that measurements may vary by size. Weight of footwear is based on a single item, not a pair.

  • Man Made
  • Imported
  • Synthetic sole
  • Keep your little man looking sharp in the Deer Stags® Kids Zeus chukka boots.
  • Faux-leather upper.
  • Chukka boot silhouette.
  • Lace-up closure.
  • Man-made lining. Memory foam footbed offers all-day comfort. TPR outsole. Imported. Measurements: Heel Height: 1 in Weight: 11.8 oz Product measurements were taken using size 7 Big Kid, width M. Please note that measurements may vary by size.

User questions & answers

Question: If my son wears a 6.5 in sneakers what size should I get in these for him
Answer: These boots runs big..I wear a 6.5, but I always order down size in Deer Stags, size 5.
Question: Can girls wear this
Answer: I'm not a sexist woman can wear these shoes and not worry about their feet falling off
Question: My 4 year old wears a size 11, what size do you recommend
Answer: I ordered these for my 14 year old. For a 4 year old I would get the little kid sizes.
Question: Will the big kids size 5 be a 7 in womans
Answer: Yes

Florsheim Men's Medfield Plain Toe Zip Boot Fashion, Black, 11

Florsheim

Based on 46 reviews Check latest price

Product description

A sturdy boot built with unique technology for superior comfort and support, the Florsheim medfield plain toe zip boot is a sharp alternative to your classic dress footwear. This handsome shoe is constructed with smooth leather and has an easy fit.

  • 100% Leather
  • Imported
  • Rubber sole
  • Shaft measures approximately 7" from arch
  • Boot opening measures approximately 10.5 around
  • CLASSIC STYLE: The Medfield features clean lines and a burnished finish and comes in a variety of patterns.
  • QUALITY: The uppers are genuine leather. The linings are breathable, moisture wicking Suedetec. The sole is durable, non marking, slip resisting and flexible rubber.

Product features

Leather Upper & Suedetec Linings

A naturally breathable material, leather helps keep your feet cool, dry and comfortable. It also has the ability to stretch and fold, allowing it to mold to your foot without cracking or creasing. The result is a durable and longer lasting shoe with a luxurious look and feel. With soft Suedtec linings we’ve added extra comfort and an even more luxurious feel.

Durable Rubber Sole

Florsheim rubber soles offer an unbeatable combination of style, comfort and durability. These long-lasting soles are suitable for all-weather wear with greater slip resistance than other soles. With their out-of-the-box flexibility and shock absorbing qualities, these soles also provide enhanced all-day comfort.

Ortholite Comfortech Insole

The Florsheim Ortholite Comfortech Insole uses the latest in open cell technology to offer the superior comfort. Featuring high rebound foam, these insoles provide enhanced shock absorption and longer lasting cushioning.

Laredo Women's Access

Laredo

Based on 374 reviews Check latest price

Product description

Laredo is known for its popular prices, authentic Western styling and excellent fit in men, women and children's boots. Every boot in the Laredo line offers excellent quality and style at an affordable price. They cover the style spectrum from ropers to classic Western to buckaroo styles, always keeping you in mind. 2.5 Inch High fashion heel

  • 100% Leather
  • Imported
  • Rubber sole
  • Shaft measures approximately Knee-High" from arch
  • Genuine leather upper for a smooth to the touch feel
  • Detailed stitching amplifies the Western feel and style
  • Deep scallop pattern for added aesthetic appeal

User questions & answers

Question: I need a normal sole but wide shaft for big calves. which size is appropriate b(m) or c/d
Answer: The B(M) is the normal width of the sole the shaft width does not change and the C(D) is the wide width. Thanks!
Question: Will these fit calf sizes of 19" circumference? Are these wide fit as I have wide feet and True to size
Answer: I can only speak for the 11M (not the 11 WIDE) and can state it will fit a 19" calf. As you go down in size, generally the shaft circumference decreases by one half inch. If you require a wide foot bed, order the WIDE shoe size. These boots come in both Medium and Wide foot sizes. BOTH Medium & Wide boots are for wide calves. Please note these are pointed toed boots. Depending on how wide your feet, you might experience some initial pinching in the toe box.
Question: can yo wear these under jeans
Answer: The shaft on these boots is extra, extra roomy; however, you can definitely wear these under jeans if they are flared bottom jeans. Boot cut jeans might be more restrictive. I guess it's going to depend on the overall size of your jeans neg opening.
Question: what is the calf circufrance? of these boots
Answer: Very nice boots but I have small calves and they are real loose. Would be great for women with thick or large calves.

Product features

laredo access

Laredo has been a steadfast western brand for more than 45 years. Created to offer authentic western styling at affordable prices, Laredo has become known as America’s choice for popular western footwear. What makes these boots even more appealing is you can find quality choices for everyone in the family - including your little buckaroos.

Rubber outsole

Rubber outsole for additional comfort feature.

Hinged cushion insole

  • Soft, breathable footbed cover for the “ahhh” feel
  • Hinged insole construction for flexibility
  • Support shank for stability and protection

Asher Green AG2632 - Men's Dress Boots - Designer Vintage Genuine Leather Boots for Men - Formal Perforated Wingtip, Double Gore, Chelsea Boots

Based on 136 reviews Check latest price
  • 100% Leather
  • Synthetic sole
  • Shaft measures approximately Ankle from arch
  • HANDCRAFTED MATERIALS - Genuine leather was used to create these mens Chelsea boots. Due to the nature of leather, colors may vary slightly. Differences in color, grain, or texture and markings reflect natural variation.
  • CLEAN LOOK - Finally, a pair leather Chelsea boots men can wear everyday! This boot features a double gore design and perforated wingtip styling. This boot also features toe and heel burnishing for a sophisticated look.
  • SIMPLE SLIP ON FIT - This Chelsea boot has a pull-on double gore design so you don't have to deal with the hassle of laces.
  • VERSATILE COLORS - Available in tan, navy blue, dark green, and black versions so that you have the chance to switch up your style.
  • EXCEPTIONAL CUSTOMER SERVICE - Asher Green crafts shoes for the sophisticated modern man. We value your business and want to ensure you have a great experience when shopping with us. If you are not 100% satisfied with your order, please contact us and we will do anything we can to make it right.

User questions & answers

Question: Hi did you guys use the US or the Europe size chart and did it fit as expected
Answer: I used the US size chart and ordered my usual size. They fit perfectly and are very comfortable. I've received a lot of compliments on them as well.

Deer Stags Men's Rhodes Chukka Boot

Deer Stags

Based on 434 reviews Check latest price

Product description

Style and comfort. Who knew they could coexist? The Deer Stags Rhodes will elevate your outfit without hurting your feet. A styling mixing of materials meets a classic cap toe boot. Throw in a small pop of color on the sole and you've got yourself the perfect boot!

  • Man Made
  • Imported
  • Synthetic sole
  • Shaft measures approximately 5" from arch

User questions & answers

Question: Do the soles make a loud clicking sound on a hard floor
Answer: No they don't they have a foam like material under the soles
Question: What size are these? Doesnt day or give and option
Answer: I was given an option
Question: Are these true to size or should I get a size larger or smaller I wear size
Answer: I also wear size 11 and they are true to size.
Question: How likely is it these boots will fit wide feet
Answer: no

London Fog Womens Event Heeled Dress Boot

E.S Originals

Based on 679 reviews Check latest price

Product description

Look spectacular with comfort and style with these sensational shoes by London Fog! London Fog is one of the oldest and most established U.S. fashion brands. For over 90 years, the brand has embodied a classic metropolitan appeal. Today, London Fog is ranked as the #1 recognized brand of outerwear in the United States. London Fog continues to enjoy iconic status.

  • Synthetic sole
  • Shaft measures approximately 14.5" from arch
  • Shaft Height 14.5 inches
  • Calf Circumference 14.5 inches
  • Heel Height 2 and 3/4 inch
  • Fashion Buckle
  • Vegan Leather

User questions & answers

Question: I wear 8 is 81/2 okay
Answer: I usually wear an 8, but got an 81/2 so I could wear socks. I think you will be fine.
Question: I have small calves, will this boot work for me
Answer: Calves are fairly wide
Question: It's not for narrow calf
Answer: Yes it fits narrow calf
Question: Are these boots wide around the calves
Answer: No. They didn't even come close to being wide enough in the calf area for me. They were even tight around my ankle bone. Very different fit from other actual wide calf boots that I've purchased that actually border on being TOO wide for me.

Deer Stags Unisex-Child Hamlin Memory Foam Dress Comfort Cap Toe Boot

Deer Stags

Based on 390 reviews Check latest price

Product description

Keep your little man looking sharp in the Deer Stags® Kids Hamlin chukka boots. Faux-leather upper. Chukka boot silhouette. Lace-up closure. Man-made lining. Cushioned footbed offers all-day comfort. Man-made outsole. Imported. Measurements: Heel Height: 3⁄4 in Weight: 7 oz Product measurements were taken using size 2 Little Kid, width M. Please note that measurements may vary by size. Weight of footwear is based on a single item, not a pair.

  • 100% Synthetic
  • Imported
  • Synthetic sole
  • Keep your little man looking sharp in the Deer Stags® Kids Hamlin chukka boots.
  • Faux-leather upper.
  • Chukka boot silhouette.
  • Lace-up closure.
  • Man-made lining. Cushioned footbed offers all-day comfort. Man-made outsole. Imported. Measurements: Heel Height: 3⁄4 in Weight: 7 oz Product measurements were taken using size 2 Little Kid, width M. Please note that measurements may vary by size. Weight of footwear is based on a single item, not a pair.

User questions & answers

Question: Does 1 little kid fit a 3 year old using a size 10T
Answer: It depends on the size of the kid. I am sorry, but I really cannot tell.
Question: Can the shoes be tightened at all or are the laces just for show
Answer: Yeas you can tighten and loosen the laces just like all ther shoes
Question: Can wear my son this shoes with dress pants
Answer: I would say yes. We have them in brown they definitely work as formal, especially for a boy.
Question: Why are the bottoms so flat (slick
Answer: I think they are for dress up shoes and they looked pretty good with suits. It actually made well, good quality.

London Fog Crissy Dress Ankle Boot Ladies Lace Up Bootie with Collar

E.S Originals

Based on 301 reviews Check latest price

Product description

The London Fog Crissy is a short ankle bootie perfect to go with your jeans this fall! London Fog is one of the oldest and most established U.S. fashion brands. For over 90 years, the brand has embodied a classic metropolitan appeal. Today, London Fog is ranked as the #1 recognized brand of outerwear in the United States. London Fog continues to enjoy iconic status.

  • Synthetic sole
  • Shaft measures approximately 4" from arch
  • Classic Women's Lace Bootie
  • Cap Toe and Collar Edge
  • Perfect For All Occasions!
  • Thick Cushioned Insole Makes Them Very Comfortable
  • Boot Height 4 IN, Boot Circumference 9.5 IN

User questions & answers

Question: Are these shoes non-slip? (Study soles, like for restaurant work
Answer: Yes, they are non slip but in my opinion knowing how demanding restaurant work is and the toll it takes on your feet, I dont feel that these would give you the support and cushioning one would need to be on their feet for long periods of time. However, they are definitely and attractive, non-slip shoe. Hope this helps.
Question: Is the toe box roomy
Answer: toe box is roomy. boot was too roomy for me.
Question: Where are these made
Answer: In USA
Question: Are those synthetic leather boots
Answer: yes. they are NOT leather but look like it. they are very nice.

Rockport Men's Essential Details Water Proof Chukka Boot

Rockport

Based on 753 reviews Check latest price

Product description

A classic ankle boot silhouette is built with comfort and durability in mind, utilizing adidas adiPRENE and Hydro-shield waterproofing technologies.

Rockport has always been one step ahead of the times, believing the perfect shoe has not yet been invented. This positive dissatisfaction compels them to constantly improve upon their footwear. Founded in 1971, they were the first company to use advanced athletic technologies in casual shoes to achieve lightweight comfort, and the first company to engineer walking comfort in dress and casual shoes.

  • 100% Full Grain Leather
  • Imported
  • Rubber sole
  • Heel measures approximately 1"
  • GENUINE LEATHER: Waterproof leather upper is easy to clean and maintain, and looks and feels even better with time
  • ALL-DAY COMFORT FOOTBED: Sponge EVA footbed conforms to the shape of your feet to help provide a personalized fit
  • SHOCK ABSORPTION: truTECH is Rockport's lightweight comfort feature that absorbs shock and provides long-lasting cushioning in the heel

User questions & answers

Question: What kind of shoe strings are these? One of mine are getting close getting ripped into two and I wanted to replace them with the same kind
Answer: Waxed (round) laces.
Question: Rockport dress Boots made in China
Answer: Do you put polish on these boots or do you need to pre-treat the waterproof boots? How do you maintain the shine?
Question: Definitions of Shoe sizes codes
Answer: I have a pretty wide foot, and got the 6E Chukka. It is a pretty good fit, but I am still finding that I am going to have to stretch the shoe across the front of the bridge where the ball of the foot is, and the shoes narrow down.
Question: How to keep the shoes shiny
Answer: A can of Kiwi shoe polish, and old T-shirt, a lighter, and a natural bristle shoe brush. 1.) Remove the laces. 2.) Use the to heat the bottom of the can of polish until it gets soft or liquid if you want. 3.) Dab the cotton T-shirt in the polish and start rubbing it into the leather. 4.) Let it sit 10 minutes or so and brush it briskly with the shoe brush. Optional..... 4.) Polish the shoe using a clean portion of the T-shirt using spit as a lubricant. If you really want a high gloss shine, use Kiwi Parade Gloss polish and the optional Step 4 "spit shine" process mentioned above. Warning, on new shoes, you will need to do this 20 or more times to completely fill the pores in the leather and build up a glass smooth layer of polish on top of the leather. Once that initial shine is achieved, maintaining a spit shine is easy. Don't rub too hard. You'll need to develop a feel for working the polish so you're not just rubbing it off after you put it on. There's a "touch" to it.

Deer Stags Men's Rockland Memory Foam Dress Casual Comfort Chelsea Boot

Deer Stags

Based on 1 reviews Check latest price

Product description

Complete your sophisticated look with the attractive Deer Stags® Rockland Chelsea Boot. Smooth synthetic upper. Easy slip-on construction with dual goring for a comfortable fit. Soft fabric linings help to wick moisture to keep your feet cool. Removable memory foam insole. Durable rubber outsole. Imported. Measurements: Heel Height: 1 in Weight: 15 oz Circumference: 11 in Shaft: 4 1⁄2 in Platform Height: 1⁄2 in Product measurements were taken using size 9, width M (D). Please note that measurements may vary by size. Weight of footwear is based on a single item, not a pair.

  • 100% Leather
  • Imported
  • Rubber sole
  • Shaft measures approximately 4.5" from arch
  • Platform measures approximately 0.5 inches
  • Boot opening measures approximately 11" around
  • Complete your sophisticated look with the attractive Deer Stags® Rockland Chelsea Boot.

User questions & answers

Question: Are these boots ok for wide feet
Answer: I too have a wide foot. It took less then two hours to break them in. I have found them to be comfortable.
Question: What is the chance thse boots will fit wide feet
Answer: Will they fit a wide?
Question: Do these boots run narrow? My husband wears size 10. What size should I buy
Answer: I have a pair of these in 12.5, wear them but use the for "working" outside and to kick around in...size is not an issue as they seem to be correctly sized but if you are buying boots as a present, why purchase Plastic Exterior boots that will make your feet sweat. Instead, a better boot, that I purchased that cost maybe $20 more are the Eastland "Daily Double" that are real leather, have a great rubber sole and are a worthy boot and not just imitation nice, as I would call the Deer Stags, the listing on Amazon says they are leather but are NOT
Question: Is this leather or synthetic
Answer: Synthetic not leather

Skechers Men's Bregman-calsen Street Dress Collection Ankle Boot

Skechers

Based on 184 reviews Check latest price

Product description

Mid top leather lace up.

  • fabric-and-synthetic
  • Imported
  • Synthetic sole
  • Shaft measures approximately ankle-high from arch
  • Street dress collection
  • Goga Mat Arch
  • Air Cooled Memory Foam

User questions & answers

Question: Are these wide or do I have to order 1/2 size up
Answer: I have a rather wide foot and these fit me in my usual size.
Question: where is it made
Answer: It is imported. Which means it isn't made in the U.S.
Question: How do i specify width
Answer: Medium

Deer Stags Unisex-Child Zane Memory Foam Dress Comfort Chelsea Boot

Deer Stags

Based on 566 reviews Check latest price
  • 100% Leather
  • Imported
  • Rubber sole
  • Shaft measures approximately 4.75" from arch
  • Boot opening measures approximately 10.5" around
  • Like father, like son, add some handsome footwear to his wardrobe with the Deer Stags® Kids Zane bootie!
  • Faux-leather upper with stitch detail.

User questions & answers

Question: I wear a women’s size 7-7.5. Would a big kids size 5-6 fit me
Answer: My daughter wears an 8 women’s and she tried these on in big kids 7 with thin socks and had a lot of room in the heel. I’d say get a 5 for thin socks or 6 with heavier cotton socks.
Question: What size is little kid 3? Does this mean 3 year old
Answer: Kid size 3 does not mean age 3.
Question: Order#1037576, you never sent me a free return label and I do not see them on my list. Can you give me some information on how to return them free?p
Answer: You should just talk to the seller not the reviews
Question: My son is 3 years old. His tennis shoes are size 7 or 8. I’m just not sure what size to buy from this chart
Answer: Hello get his regular shoe size but if he has fat feet go up a size and a half. Cause it's not a zipper & is hard to get on his feet

Laredo Men's Nash Snip Toe Cowboy Boots Western

Laredo

Based on 8 reviews Check latest price

Product description

Step into high style With the nash boot. This stunning, two-toned boot is constructed with tan and brown leather. Loaded with details. Wingtip overlay on the snip toe. Traditional western stitching. Leather overlay on the collar. Also comes with a cushion comfort insole.

  • 100% Leather
  • Import
  • Synthetic sole
  • Shaft measures approximately 12" from arch
  • Boot opening measures approximately 16" around
  • Two-tone leather upper
  • snip toe

Product features

Laredo Men's Nash Boot

Laredo has been a steadfast western brand for more than 45 years. Created to offer authentic western styling at affordable prices, Laredo has become known as America’s choice for popular western footwear.

Nautica Kids Youth Boys Lace Up Dress Chukka Boot (Little/Big Kids)

Nautica

Based on 149 reviews Check latest price
  • Synthetic sole
  • Classic Boys Dress Chukka Boot
  • Easy to wear, Lace up – So simple, he’ll be doing it himself
  • Lightweight And Very Comfortable

User questions & answers

Question: what size do i get for my son hes 9 and wears a
Answer: They were true to size for my son. He wears a 2, I purchased a 2 and it’s a perfect fit.
Question: What size should I buy for my son he is 6 and wears a size
Answer: I ordered my grandson’s Regular size and they fit him perfectly.
Question: Para talla us 9 que debo escoger al comprar no están claras sus tallas
Answer: Es de Niño los zapatos
Question: Un niño de 4años la talla
Answer: Talla 11-12

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