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Timberland Bradstreet Chukka Boots Brown
Timberland Bradstreet Chukka Boots Brown
Timberland Bradstreet Chukka Boots Brown
Timberland Bradstreet Chukka Boots Brown
Timberland Bradstreet Chukka Boots Brown
Timberland Bradstreet Chukka Boots Brown
Timberland Bradstreet Chukka Boots Brown
Timberland Bradstreet Chukka Boots Brown
Timberland Bradstreet Chukka Boots Brown
Timberland Bradstreet Chukka Boots Brown
Timberland Bradstreet Chukka Boots Brown
Timberland Bradstreet Chukka Boots Brown
Timberland Bradstreet Chukka Boots Brown
Timberland Bradstreet Chukka Boots Brown
Timberland Bradstreet Chukka Boots Brown

Timberland Bradstreet Chukka Boots Brown

$162.99

(325 reviews)

This sporty lace-up sneaker is from the well-known Timberland brand. The Timberland Bradstreet Chukka is made from premium full-grain leather and features a comfortable lining that lets your feet breathe and is made from 100% recycled material. The shoe is equipped with a special SensorFlex technology that provides good support as well as optimal suspension and flexibility. In addition, the shoe has an OrthoLite PU footbed. This footbed offers cushioning and extra support while walking. The shoe also features durable laces made from recycled materials, is lightweight and has a soft edge for extra comfort. The Timberland Bradstreet Chukka is the ideal combination of style, comfort and quality.

This sporty lace-up sneaker is from the well-known Timberland brand. The Timberland Bradstreet Chukka is made from premium full-grain leather and features a comfortable lining that lets your feet breathe and is made from 100% recycled material. The shoe is equipped with a special SensorFlex technology that provides good support as well as optimal suspension and flexibility. In addition, the shoe has an OrthoLite PU footbed. This footbed offers cushioning and extra support while walking. The shoe also features durable laces made from recycled materials, is lightweight and has a soft edge for extra comfort. The Timberland Bradstreet Chukka is the ideal combination of style, comfort and quality.

Timberland Bradstreet Chukka Boots Brown

(325 reviews)

This sporty lace-up sneaker is from the well-known Timberland brand. The Timberland Bradstreet Chukka is made from premium full-grain leather and features a comfortable lining that lets your feet breathe and is made from 100% recycled material. The shoe is equipped with a special SensorFlex technology that provides good support as well as optimal suspension and flexibility. In addition, the shoe has an OrthoLite PU footbed. This footbed offers cushioning and extra support while walking. The shoe also features durable laces made from recycled materials, is lightweight and has a soft edge for extra comfort. The Timberland Bradstreet Chukka is the ideal combination of style, comfort and quality.

This sporty lace-up sneaker is from the well-known Timberland brand. The Timberland Bradstreet Chukka is made from premium full-grain leather and features a comfortable lining that lets your feet breathe and is made from 100% recycled material. The shoe is equipped with a special SensorFlex technology that provides good support as well as optimal suspension and flexibility. In addition, the shoe has an OrthoLite PU footbed. This footbed offers cushioning and extra support while walking. The shoe also features durable laces made from recycled materials, is lightweight and has a soft edge for extra comfort. The Timberland Bradstreet Chukka is the ideal combination of style, comfort and quality.

$162.99 - $405.00

in 31 offers

The lowest price for Timberland Bradstreet Chukka Boots Brown right now is $162.99 at Techinn.com, compared across 9 retailers.

The all-time low was $113.15 on 30 Aug 2026 — today's price is 44% above the lowest ever. It has been notably cheaper before — worth setting a price alert.

Prices last updated 4 Sept 2026.

Size:

6½
7
7½
8
8½
9
9½
10
11
11½
12½

Price comparison

Price data powered by pricesAPI.io

Last updated at 04/09/2026 22:44:32

Please note: price history and price alerts are not available for some stores, including Amazon.com.au.
https://www.google.com/s2/favicons?domain=tradeinn.com&sz=64Techinn.com

$162.99

Timberland Bradstreet Chukka Boots Brown EU 45 Men

Delivery $42.49

https://www.google.com/s2/favicons?domain=schuhe-lueke.com&sz=64Schuhe Lueke

$193.50

Timberland #A13EE, Lace-up boots in Brown for Men, size 7

Delivery $40.35

https://www.google.com/s2/favicons?domain=schuhe-lueke.com&sz=64Schuhe Lueke

$193.50

Timberland #A13EE, Lace-up boots in Brown for Men, size 11

Delivery $40.35

https://www.google.com/s2/favicons?domain=schuhe-lueke.com&sz=64Schuhe Lueke

$193.50

Timberland #A13EE, Lace-up boots in Brown for Men, size 10,5

Delivery $40.35

https://www.google.com/s2/favicons?domain=schuhe-lueke.com&sz=64Schuhe Lueke

$193.50

Timberland #A13EE, Lace-up boots in Brown for Men, size 8,5

Delivery $40.35

https://www.google.com/s2/favicons?domain=schuhe-lueke.com&sz=64Schuhe Lueke

$193.50

Timberland #A13EE, Lace-up boots in Brown for Men, size 10

Delivery $40.35

https://www.google.com/s2/favicons?domain=schuhe-lueke.com&sz=64Schuhe Lueke

$193.50

Timberland #A13EE, Lace-up boots in Brown for Men, size 9

Delivery $40.35

https://www.google.com/s2/favicons?domain=schuhe-lueke.com&sz=64Schuhe Lueke

$193.50

Timberland #A13EE, Lace-up boots in Brown for Men, size 8

Delivery $40.35

https://www.google.com/s2/favicons?domain=schuhe-lueke.com&sz=64Schuhe Lueke

$193.50

Timberland #A13EE, Lace-up boots in Brown for Men, size 11,5

Delivery $40.35

https://www.google.com/s2/favicons?domain=schuhe-lueke.com&sz=64Schuhe Lueke

$193.50

Timberland #A13EE, Lace-up boots in Brown for Men, size 9,5

Delivery $40.35

Price history

Price history

Please note: price history and price alerts are not available for some stores, including Amazon.com.au.

Reviews

17 May 2023henglife

originally posted on shopee.sg

Value for Money:GoodQuality:GoodWearing Comfort:Very comfortableNote as this is not wide fitting, those have wide foot may consider to order half or one size bigger. I order half size bigger and is JUST nice for fit my wide foot. As expected, 1st wear cause blister on wider end of my foot. After that it's fine already.

Break in for Comfortable shoe / grey is light in colour
2 December 2022Danno

originally posted on timberland.co.uk

These are the right size shoe, they are light and comfortable but need breaking in.Also worth noting, the colours shown on these shoes is completely inaccurate.Grey is not dark grey as shown in the photos. Actual shoes are a lot lighter more accurately mid grey, which could be questionable with Darker jeans. Unfortunately these are the only colour that comes with a black sole.May return for a darkest brown or black.

Perfect for my winter gear !
22 December 2022Anuj.bossman

originally posted on timberland.co.uk

I kept checking for a grey 10.5 Mens great size for a couple of weeks on the site and brought them straight away when I revived a notification from Google lolHesitant as buying an online product after reading reviews but I believed in the brand. When I revived them couldn't be happier ! Wearing them on every occasion during winter and thinking about a second pair already! LolI've recommended to their friends who've brought online too in time for Xmas.Revived our orders in nicely presented bixes and prompt delivery too

Specification

Outer FabricLeather
ColourBrown
Heel HeightFlat
FastenerLaces
StyleCasual

Price comparison

Updated 7 days ago
Please note: price history and price alerts are not available for some stores, including Amazon.com.au.
https://www.google.com/s2/favicons?domain=tradeinn.com&sz=64
Techinn.com

$162.99

Timberland Bradstreet Chukka Boots Brown EU 45 Men

Delivery $42.49

https://www.google.com/s2/favicons?domain=schuhe-lueke.com&sz=64
Schuhe Lueke

$193.50

Timberland #A13EE, Lace-up boots in Brown for Men, size 7

Delivery $40.35

https://www.google.com/s2/favicons?domain=schuhe-lueke.com&sz=64
Schuhe Lueke

$193.50

Timberland #A13EE, Lace-up boots in Brown for Men, size 11

Delivery $40.35

https://www.google.com/s2/favicons?domain=schuhe-lueke.com&sz=64
Schuhe Lueke

$193.50

Timberland #A13EE, Lace-up boots in Brown for Men, size 10,5

Delivery $40.35

https://www.google.com/s2/favicons?domain=schuhe-lueke.com&sz=64
Schuhe Lueke

$193.50

Timberland #A13EE, Lace-up boots in Brown for Men, size 8,5

Delivery $40.35

Price history

Price history

Please note: price history and price alerts are not available for some stores, including Amazon.com.au.

Reviews

17 May 2023

Value for Money:GoodQuality:GoodWearing Comfort:Very comfortableNote as this is not wide fitting, those have wide foot may consider to order half or one size bigger. I order half size bigger and is JUST nice for fit my wide foot. As expected, 1st wear cause blister on wider end of my foot. After that it's fine already.

henglife originally posted on shopee.sg
Break in for Comfortable shoe / grey is light in colour
2 December 2022

These are the right size shoe, they are light and comfortable but need breaking in.Also worth noting, the colours shown on these shoes is completely inaccurate.Grey is not dark grey as shown in the photos. Actual shoes are a lot lighter more accurately mid grey, which could be questionable with Darker jeans. Unfortunately these are the only colour that comes with a black sole.May return for a darkest brown or black.

Danno originally posted on timberland.co.uk
Perfect for my winter gear !
22 December 2022

I kept checking for a grey 10.5 Mens great size for a couple of weeks on the site and brought them straight away when I revived a notification from Google lolHesitant as buying an online product after reading reviews but I believed in the brand. When I revived them couldn't be happier ! Wearing them on every occasion during winter and thinking about a second pair already! LolI've recommended to their friends who've brought online too in time for Xmas.Revived our orders in nicely presented bixes and prompt delivery too

Anuj.bossman originally posted on timberland.co.uk
Really smart looking and comfy
5 June 2023

I got these recently together at the same as another much cheaper pair of similar looking boots.These were far more comfortable and smart looking (there's a reason Timberland are a well-known brand). I was out all day in them walking around town, and didn't feel any discomfort at any point.One bit to be aware of: I normally wear size 9 trainers, but the size 9 boots were massive. I went for the 8.5 instead.

KhaledZ originally posted on timberland.co.uk
Timberland Bradstreet Chukka Boot
6 August 2024

I saw these online and instantly wanted a pair.. they are a great fit and do comfortable with the quality you expect from Timberland. Delivered quickly, very impressed with the service, so much so I will be buying another pair, different colour of course. 10/10

Alan W originally posted on masdings.com
Unsatisfactory
8 October 2017

First month of wearing was absolutely fine, I had no issues. But after week 5 or so, I started to notice wearing around the padding, at the ankle. I thought this was really strange, considering I had only had these for several weeks. Around 6 weeks in and the threading around the ankle has completely come loose.I now have zero support around the ankle, which makes my foot constantly slip up and down inside the shoe when walking. It's also an eye sore, as the padding sticks out and just looks unsightly. I use these regularly, but only for general walking. I could understand if I was hiking in these everyday.I was really happy up until this point which is such a shame. This is my first time purchasing a Timberland Chukka and my first impression are one of ... MoreFirst month of wearing was absolutely fine, I had no issues. But after week 5 or so, I started to notice wearing around the padding, at the ankle. I thought this was really strange, considering I had only had these for several weeks. Around 6 weeks in and the threading around the ankle has completely come loose.I now have zero support around the ankle, which makes my foot constantly slip up and down inside the shoe when walking. It's also an eye sore, as the padding sticks out and just looks unsightly. I use these regularly, but only for general walking. I could understand if I was hiking in these everyday.I was really happy up until this point which is such a shame. This is my first time purchasing a Timberland Chukka and my first impression are one of disappointment. I had always associated this brand and their products, with long lasting quality, that really stand the test of time. Clearly, I was wrong.

Markey originally posted on timberland.co.uk
best shoes ever
13 April 2020

18 years ago I broke my back in a motorcycle crash and I have drop foot in both feet as a result of my troubles. I have to wear AFO's to walk and 3/4 years back Otto Bock invented the GoOn ankle-foot orthosis, great if you have drop foot. My next challenge was finding the right shoes to wear with them, I tried trainers, shoes, boots and I eventually purchased a pair of Bradstreet Chukka boots - wow. they are so comfortable, the highish ankle offers me additional support and the number of eyelets means my AFO's are properly secured in the shoe. They also keep my feet warm and dry. I will now only wear these boots and will be buying more pairs in the coming months - just in case Timberland stop making them :)

Jabbafumi46 originally posted on timberland.co.uk
colour and size
16 October 2021

These are great boots. Several reviewers appear to be giving a poor ratings based on their perception of size and colour. I'm a 9 in Lacoste, 8.5 in Timberland and 8 in Clarks and Sketchers! You can't blame Timberland for that. Also, Bradstreet comes in at leat 8 colours so you need to research this. If you find your boots are too big or the wrong shade of brown you only have yourself to blame! I have 2 pairs of these, great quality and comfortable.

Ben originally posted on johnlewis.com

Specification

Outer FabricLeather
ColourBrown
Heel HeightFlat
FastenerLaces
StyleCasual

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