Last updated at 04/11/2026 23:51:51
Aquila Osbourne 2.0 Leather Chelsea Boots in Black 42
Free delivery
Aquila - Men's Black Ankle Boots - D'ORO Collection - Osbourne 2.0 Chelsea Boots - Size One Size, 42 at The Iconic
Free delivery between Fri – Mon
Aquila Men's Osbourne 2.0 Black Chelsea Boots - Size 42
Free delivery between 11–13 Nov
originally posted on aquila.com.au
These Boots are so surprisingly comfortable while maintaining a Smart Casual to Dressy Capability. Highly recommend
originally posted on aquila.com.au
High quality, stylish boot that looks great on and completes my uniform for work. I went one size bigger as I have wide feet and they are a narrow fit.
originally posted on aquila.com.au
I just love these boots!They are so comfortable and suit both dress and casual occasions.The rubber sole skin on the current version provides great slip resistance and protects the leather from deterioration.I have 3 pairs and recommend them to all my discerning mates.Great price for a great boot.
| Size | Size 42 |
| Width | Width Medium |
| Brand | Aquila |
| Material | Genuine Leather, Rubber |
| Color | Black |
Aquila Osbourne 2.0 Leather Chelsea Boots in Black 42
Free delivery
Aquila - Men's Black Ankle Boots - D'ORO Collection - Osbourne 2.0 Chelsea Boots - Size One Size, 42 at The Iconic
Free delivery between Fri – Mon
Aquila Men's Osbourne 2.0 Black Chelsea Boots - Size 42
Free delivery between 11–13 Nov
These Boots are so surprisingly comfortable while maintaining a Smart Casual to Dressy Capability. Highly recommend
High quality, stylish boot that looks great on and completes my uniform for work. I went one size bigger as I have wide feet and they are a narrow fit.
I just love these boots!They are so comfortable and suit both dress and casual occasions.The rubber sole skin on the current version provides great slip resistance and protects the leather from deterioration.I have 3 pairs and recommend them to all my discerning mates.Great price for a great boot.
My second pair in this style and such a great shoe. Perfect fit, great quality. A wardrobe staple that cannot be beaten.
Look: Proper pair of chelsea boots which gives a slender profile on foot, especially as I have meduim to wide feet they fit really well.Leather is super supple and malleable.
Boot is great, soft leather and so comfortable. Customer Service at Highpoint Store exceptional. Product knowledge and attention to detail at the highest standard. Will shop here again 100%
I have about 9 pair of Aquila shoes, all different styles and they just fit and provide comfort and due to the quality of the shoe, last. I have also just re-soled two pair of Brummell boots which get worn on a regular basis, so there was no hesitation when I tried on the Osborne and they just fit.It’s great that Aquila shoes and boots come in smaller sizes as not many other brands do so when you find a quality, comfortable shoe that fits on first try, and last, then you have my loyalty.Not to forget, they are a classy, modern looking shoe!The staff at the store were extremely helpful and made purchasing my Osborne Chelsea boot an easy decision.Thanks Aquila!
Love the style, suits perfectly in both pants and jeans. Leather is so comfy. Had a pair of RM Williams too but Aquila is my new preferred Chelsea boots especially if you’re in your suit so I bought 2 pairs. And not forgetting the service provided. Impeccable! Thank you!
The most comfortable, the most stylish shoes I’ve ever worn . I have RM WILLIAMS , the Osbourne Aquila shoe by far the better shoe . Thank you !Ps . I also have the brown Osbourne
Hi I'm not happy. in early November while I was in Sydney on a business trip I purchase Osbourne 2.0 Black and Osbourne 2.0 Dark Brown size 41. I'm normally a size 42 but the fitting of 42 at Myer was too big and the fitting of 41 was fine.i then purchased on line 2 Osbourne 2.0 Black and Osbourne 2.0 Tobacco Chelsea boots all size 41.On delivery I did not try the black as I was busy with a num,ber of things. but last weekend for my son's wedding I went to put on the newly purchased black boots for the day to find that the size 41 is too tight!!would you please advise as to what I should do with the online purchases??appears to be no consistencey with sizing.
| Size | Size 42 |
| Width | Width Medium |
| Brand | Aquila |
| Material | Genuine Leather, Rubber |
| Color | Black |
Aquila Men's Osbourne 2.0 Leather Chelsea Boots 42
WHY YOU'LL LOVE THEM:Our best selling Chelsea boots just got better with the Osbourne 2.0 in tobacco. - Part of our exclusive D'ORO Collection, the tobacco Osbourne 2.0 is made in Italy and produced sustainably, using Incas vegetable tanning. This process reduces water consumption, while natural plant chemicals are used to tan the shoes, providing a more considered finish. The boot is also designed with a cushioned heel for all-day comfort and flexibility for natural foot movement. - WEAR THEM TO:With its chiselled toe and contoured design, the Osbourne 2.0 in tobacco is perfect for any occasion. From work to smart casual events, dinners with in-laws or even winter weddings, these boots will level up weekend or workday style. - WEAR THEM WITH: Pair the tobacco Osbourne 2.0 with any shade of blue for a sleek look. Wear it with your favourite suit to the office or dress down for casual Fridays with navy chinos and a collared shirt. For all day comfort, wear with a pair of high-quality Aquila socks. - Features Premium leather upper; Washed/dip-dyed finish; Premium leather lining; Blake-stitched leather sole; D'ORO Collection; Made in Italy;
WHY YOU'LL LOVE THEM:Our best selling Chelsea boots just got better with the Osbourne 2.0 in tobacco. - Part of our exclusive D'ORO Collection, the tobacco Osbourne 2.0 is made in Italy and produced sustainably, using Incas vegetable tanning. This process reduces water consumption, while natural plant chemicals are used to tan the shoes, providing a more considered finish. The boot is also designed with a cushioned heel for all-day comfort and flexibility for natural foot movement. - WEAR THEM TO:With its chiselled toe and contoured design, the Osbourne 2.0 in tobacco is perfect for any occasion. From work to smart casual events, dinners with in-laws or even winter weddings, these boots will level up weekend or workday style. - WEAR THEM WITH: Pair the tobacco Osbourne 2.0 with any shade of blue for a sleek look. Wear it with your favourite suit to the office or dress down for casual Fridays with navy chinos and a collared shirt. For all day comfort, wear with a pair of high-quality Aquila socks. - Features Premium leather upper; Washed/dip-dyed finish; Premium leather lining; Blake-stitched leather sole; D'ORO Collection; Made in Italy;
WHY YOU'LL LOVE THEM:Our best selling Chelsea boots just got better with the Osbourne 2.0 in tobacco. - Part of our exclusive D'ORO Collection, the tobacco Osbourne 2.0 is made in Italy and produced sustainably, using Incas vegetable tanning. This process reduces water consumption, while natural plant chemicals are used to tan the shoes, providing a more considered finish. The boot is also designed with a cushioned heel for all-day comfort and flexibility for natural foot movement. - WEAR THEM TO:With its chiselled toe and contoured design, the Osbourne 2.0 in tobacco is perfect for any occasion. From work to smart casual events, dinners with in-laws or even winter weddings, these boots will level up weekend or workday style. - WEAR THEM WITH: Pair the tobacco Osbourne 2.0 with any shade of blue for a sleek look. Wear it with your favourite suit to the office or dress down for casual Fridays with navy chinos and a collared shirt. For all day comfort, wear with a pair of high-quality Aquila socks. - Features Premium leather upper; Washed/dip-dyed finish; Premium leather lining; Blake-stitched leather sole; D'ORO Collection; Made in Italy;
WHY YOU'LL LOVE THEM:Our best selling Chelsea boots just got better with the Osbourne 2.0 in tobacco. - Part of our exclusive D'ORO Collection, the tobacco Osbourne 2.0 is made in Italy and produced sustainably, using Incas vegetable tanning. This process reduces water consumption, while natural plant chemicals are used to tan the shoes, providing a more considered finish. The boot is also designed with a cushioned heel for all-day comfort and flexibility for natural foot movement. - WEAR THEM TO:With its chiselled toe and contoured design, the Osbourne 2.0 in tobacco is perfect for any occasion. From work to smart casual events, dinners with in-laws or even winter weddings, these boots will level up weekend or workday style. - WEAR THEM WITH: Pair the tobacco Osbourne 2.0 with any shade of blue for a sleek look. Wear it with your favourite suit to the office or dress down for casual Fridays with navy chinos and a collared shirt. For all day comfort, wear with a pair of high-quality Aquila socks. - Features Premium leather upper; Washed/dip-dyed finish; Premium leather lining; Blake-stitched leather sole; D'ORO Collection; Made in Italy;
in 3 offers
The lowest price for Aquila Men's Osbourne 2.0 Leather Chelsea Boots 42 right now is $649.00 at Myer, compared across 3 retailers.
The all-time low was $486.75 on 24 Nov 2024 — today's price is 33% above the lowest ever. It has been notably cheaper before — worth setting a price alert.
Prices last updated 4 Nov 2026.
