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Bargain search results - Chelsea Boot:

2 DAYS AGO

12 327 $62.96 drop after 1 year and 1 monthbetter than ½ price 2 days ago

[Reduced to clear] Florsheim Ceduna Dark Brown Chelsea Boot

$98 $229.95 Save 57% @ Myer

A Dress Casual side gusset Chelsea Boot Fullgrain Calf leather upper Suedetech microfibre and leather lining Moulded Rubber Flexsole with stitched randing Breathable Suedetech sock with Ortholite foam Durable non-slip r... show more

12 313 $62.96 drop after 1 year and 1 monthbetter than ½ price 2 days ago

[Reduced to clear] Florsheim Ceduna Cognac Chelsea Boot

$98 $229.95 Save 57% @ Myer

A Dress Casual side gusset Chelsea Boot Fullgrain Calf or Suede leather Suedetech microfibre and leather lining Moulded Rubber Flexsole with stitched randing Breathable Suedetech sock with Ortholite foam Durable non-slip... show more

6 DAYS AGO

11 176 $59 drop after 6 months better than ½ price 6 days ago

[Reduced to clear] Tommy Hilfiger Fashion Hilfiger Suede Chelsea Boot In Rustic Ranch

$140 $399 Save 65% @ Myer

Elevate your footwear with these suede Chelsea Boots, with a chunky flatform sole injecting a fresh take on the classic look. Highlights Suede upper Leather lining Recycled polyurethane and polyurethane insock ... show more

25 MARCH 2024

13 125 last month

Tommy Hilfiger CASUAL HILFIGER NUBUCK Chelsea Boot

$279 $399 Save 30% @ David Jones

Made from soft-touch nubuck leather and complete with understated branding, these Chelsea Boots are a timeless addition to your look.HighlightsNubuck leather upperOrganic cotton liningRecycled polyurethane and polyureth... show more

12 MARCH 2024

6 148 last month

Hush Puppies FIN LEATHER Chelsea Boot

$119 $199.95 Save 40% @ David Jones

Not your average Boot! Fin has a special kind of comfort, featuring Bounce™ removable footbed with soft mesh sock lining a double elastic gusset with pull loop for easy on & off.. Soft pebbled leather uppers. BioD... show more

5 64 last month

BOSS BOSS KENSINGTON Chelsea Boot

$450 $649 Save 31% @ David Jones

Shop the Boss Boss Kensington Chelsea Boot online at David Jones with express delivery available* or in-store click and collect. show more

4 MARCH 2024

3 77 March 2024

Giancarlo Moretti Halpert Chelsea Boot

$199.90 $249.90 Save 20% @ Merchant 1948

Giancarlo Moretti Halpert Chelsea Boot show more

10 JANUARY 2024

7 156 January 2024

Wild Rhino STEELE Chelsea Boot

$119 $199.95 Save 40% @ David Jones

A classic pair of Chelsea Boots like Steele are a staple in any mans wardrobe. They're essential because of how versatile they can be, dressed up or down you will always look put together. With buttery Portuguese leathe... show more

4 JANUARY 2024

19 332 $80.95 drop after 7 months January 2024

Julius Marlow REFORM Chelsea Boot

$119 $199.95 Save 40% @ David Jones

You'll love Reform, a versatile men's Boot that blurs the lines between dress and casual. With the perfect blend of style and comfort, Reform features Crystal Sole technology and removable foam footbed. A must-have that... show more

1 JANUARY 2024

13 362 $20 drop after 1 month January 2024

Men's Atwell Ave Chelsea Boot

$149.99 $259.99 Save 42% @ Timberland

These Chelsea Boots will be your new closet staple. At the forefront of current fashion, they’re also full of comfort benefits like its pull-on style feature with dual stretch gore. A GreenStride™ sole made using an ... show more

24 DECEMBER 2023

8 138 December 2023

Ted Baker MAISONN Chelsea Boot

$199 $339 Save 41% @ David Jones

Step into pure luxury in leather and cotton. MAISONN are a stylish and versatile pair of Chelsea Boots with timeless appeal. These Boots offer a sharp accent to any outfit and are finished with a subtle debossed magnol... show more

12 DECEMBER 2023

10 146 December 2023

NINE WEST Rives Chelsea Boot

$189.95 $279.95 Save 32% @ David Jones

Spend your day outdoors in a sporty-chic style donning the Rives Bootie. Featuring a round toe, contrast lug sole and stretchy gores on the side for extra functionality and support. It is the perfect Boot to make a stom... show more

22 NOVEMBER 2023

15 350 $10 drop after 19 days November 2023

ExpiredMen's Atwell Ave Chelsea Boot

$169.99 $259.99 Save 35% @ Timberland

These Chelsea Boots will be your new closet staple. At the forefront of current fashion, they’re also full of comfort benefits like its pull-on style feature with dual stretch gore. A GreenStride™ sole made using an ... show more

14 NOVEMBER 2023

3 75 November 2023

Paul Smith ELTON Chelsea Boot

$620 $899 Save 31% @ David Jones

- Men's 'Elton' Chelsea Boots - Luxurious leather - Elasticated side gores with 'Artist Stripe' detail - Leather heel pulls - Lightweight rubber soles for comfort 80% Leather, 20% Elastane Uppers with Rubber Soles ... show more

12 NOVEMBER 2023

3 102 November 2023

BOSS BOSS LISBON Chelsea Boot

$380 $549 Save 31% @ David Jones

Shop the Boss Boss Lisbon Chelsea Boot online at David Jones with express delivery available* or in-store click and collect. show more

8 NOVEMBER 2023

8 151 November 2023

Clarks WOMEN'S TILHAM Chelsea Boot

$159 $269.95 Save 41% @ David Jones

A drop for the trendsetters, meet the Tilham Chelsea Boot - our boldest utility Boots yet. They rework the classic Chelsea style with a rounded shape, sleek lines and cleated sole, creating a style-of-the-moment Boot ma... show more

3 NOVEMBER 2023

21 395 $20 drop after 1 month November 2023

ExpiredMen's Atwell Ave Chelsea Boot

$179.99 $259.99 Save 31% @ Timberland

These Chelsea Boots will be your new closet staple. At the forefront of current fashion, they’re also full of comfort benefits like its pull-on style feature with dual stretch gore. A GreenStride™ sole made using an ... show more

16 OCTOBER 2023

8 167 October 2023

Julius Marlow Gaucho Black Chelsea Boot

$149.96 $199.95 Save 25% @ Myer

These classic Chelsea Boots combine soft leather with latex foam sock padding for maximum all-day (and night!) comfort. Leather upper is durable and breathable for everyday wear TPR outsole provides increased trac... show more

15 OCTOBER 2023

10 155 October 2023

Julius Marlow MENACE Chelsea Boot

$150 $219.95 Save 32% @ David Jones

Menace is a class Boot for the fine man! Featuring a multi-tone rubber outsole that provides increased traction & support, and a single horizontal stitch detailing on the breathable leather uppers says 'wow' without bei... show more

11 OCTOBER 2023

6 138 ½ price October 2023

Tommy Hilfiger Fashion Hilfiger Suede Chelsea Boot In Rockfeller Brown

$199 $399 Save 50% @ Myer

Elevate your footwear with these suede Chelsea Boots, with a chunky flatform sole injecting a fresh take on the classic look. Highlights Suede upper Leather lining Recycled polyurethane and polyure... show more

16 311 $80.30 drop after 5 months ½ price October 2023

ExpiredTommy Hilfiger Fashion Hilfiger Suede Chelsea Boot In Rustic Ranch

$199 $399 Save 50% @ Myer

Elevate your footwear with these suede Chelsea Boots, with a chunky flatform sole injecting a fresh take on the classic look. Highlights Suede upper Leather lining Recycled polyurethane and polyurethane insock ... show more

10 OCTOBER 2023

6 199 better than ½ price October 2023

Sold outGold Chelsea Boot - Shoes

$49.95 $109 Save 54% @ Country Road Outlet

Composition: Leather, Polyurethane Style Code: 60283107 show more

8 OCTOBER 2023

2 90 October 2023

Sold outBullboxer Matakana Chelsea Boot

$209.90 $259.90 Save 19% @ Merchant 1948

Our Matakana Chelsea Boot is perfect for year-round style. Constructed with premium suede, a rubber sole and knitted gusset, these are a sure way to elevate any outfit. show more

7 OCTOBER 2023

3 89 October 2023

Bally GINNY FLAT Chelsea Boot

$945 $1350 Save 30% @ David Jones

Grained calf leather Rubber sole Elasticated side panels Front and rear pull tabs Made in Italy This shoe design and technical construction has a regular fit. Please take your normal size. For wider set feet, please sel... show more

5 OCTOBER 2023

12 134 October 2023

Tommy Hilfiger ESSENTIAL HILFIGER LEATHER Chelsea Boot

$299 $449 Save 33% @ David Jones

Enliven your smart-casual ensembles with these sleek and timeless Chelsea Boots, made from premium leather for a bespoke feel. Highlights: - Leather upper - Leather lining - Recycled polyurethane and polyurethan... show more

2 OCTOBER 2023

11 133 October 2023

Aquila HARLEY Chelsea Boot

$245 $349 Save 30% @ David Jones

When it comes to cool weather dressing, we're happy to lead the way, and the Harley Chelsea Boot is exactly where we are going to start. - Chelsea Boot - Washed leather upper - Leather lining - Sacchetto construction - ... show more

20 SEPTEMBER 2023

3 91 September 2023

ExpiredMen's Atwell Ave Chelsea Boot

$199.99 $259.99 Save 23% @ Timberland

These Chelsea Boots will be your new closet staple. At the forefront of current fashion, they’re also full of comfort benefits like its pull-on style feature with dual stretch gore. A GreenStride™ sole made using an ... show more

11 SEPTEMBER 2023

13 337 $7.99 drop after 1 year½ price September 2023

Windsor Smith Lille Tan Heeled Chelsea Boot

$99.98 $199.95 Save 50% @ Myer

Leather upper Non leather lined  Textured elastic gusset Heel height of 8cm  show more

7 SEPTEMBER 2023

6 129 September 2023

R.M. Williams COMFORT CRAFTSMAN SUEDE Chelsea Boot

$450 $649 Save 31% @ David Jones

Handcrafted in Australia, the Comfort Craftsman is perfect for everyday wear with a classic chisel square toe, made from a single piece of water resistant Italian suede, featuring a flat heel, fully lined upper, brown e... show more

4 SEPTEMBER 2023

8 266 4-day best price September 2023

Sold outGiancarlo Moretti Beesly Chelsea Boot

$169.90 $209.90 Save 19% @ Merchant 1948

Giancarlo Moretti Beesly Chelsea Boot show more