Verdict from 100+ user reviews

10 reasons to buy

  • The Timberland Killington Chukka Sneaker Boots have been commended by buyers for its out of the box comfort. 
  • Several buyers have cited the lightness of these sneakers.
  • Few buyers have mentioned that they found this sneaker by Timberland as the best chukka cleat available in the market.
  • The sole is very flexible, some satisfied buyers have revealed.
  • Many like the ample ventilation of this footwear.
  • Some testers love the sufficient arch support of this sneaker.
  • Some find this sneaker versatile as it can be styled with almost any outfit. 
  • This sneaker runs true to size, for many users.
  • A large percentage of respondents highly recommend the Timberland Killington Chukka to their friends.
  • The durability of this sneaker is highly commendable, many respondents have said.

2 reasons not to buy

  • A couple of buyers complain that there is a some discrepancy on the colors posted online.
  • Few critics disclose that this pair is hard to get on and off.

Bottom line

Timberland Killington Chukka Sneaker Boot fuses athletics and leisure, giving its wearers the best of both worlds. It provides a smart alternative to the usual hiking-inspired kick with the comfort of the athletic footwear.

This crossover sneaker is durable and breathable with a vibe that can match any unexpected events thrown at them. The Killington Chukka Sneaker Boot is a practical pair to own for its timeless look with modern comfort and durability.

Tip: see the best sneakers.

Good to know

The high-top Killington Chukka Sneaker Cleats from Timberland is presented in both genders' sizing. Like most lace-up sneakers, this kick provides personalized, snug fit by adjusting the rope-like laces. 

This model has been injected with the Ortholite PU footbed that delivers comfort and support for the all-day use. Also, the mesh upper enhances breathability and lightness of this model. Meanwhile, Timberland injected a supportive and flexible underfoot called the SensorFlex technology for an independent suspension; thus, delivering a very smooth ride on any kinds of terrains.

Timberland revamped a dressier take on its Killington silhouette with a one-off fusion of mesh and leather. This unique fusion of sporty mesh and classier full-grain leather add contrasting style which makes this kick more appealing. Many love to style their Timberland Killington Chukka Sneaker Cleats with trousers or dark jeans for a smart casual look during the weekend night-out. Meanwhile, some don this with jogger, skinnies, or shorts for a more relaxed, everyday street-style fashion.

This model blended the sports and luxurious vibe effortlessly making it very interesting for the majority of the buyers. The mesh on the toe box delivers an athletic look that takes its cue from the tennis kicks while the full-grain leather on the quarter, heel, and ankle gives a premium feel of the chukkas.

Timberland was first dubbed as Abington Shoe Company which was founded in 1952. It was the first brand that utilized the injection-molding technology for footwear in 1962 which opened the doors for the innovation of waterproof cleats that can be worn for cold and tropical settings.

From the waterproof footwear, the company branched out to lifestyle and boat shoes and further expanded their growth in the US and around the globe in the 80s. The company then acquired a more massive factory in Tennessee to cater to the international market.

Timberland offers their Killington silhouette which is intended for the city pavements. This model has undergone several remodeling to serve the diverse needs of the consumers. One iteration molded from the Killington silhouette is the Timberland Killington Chukka Sneaker Cleats. This model features the fusion of mesh and leather that make this pair more alluring.

  • This model approximately weighs 306 grams.
  • The mesh lining used in this sneaker is made of 50% PET or recycled plastic bottles that are used in sodas.
  • The Ortholite insole used in this kick absorbs the moisture, prevents the formation of bacteria, and delivers lasting cushioning.
  • The SensoryFlex technology is made up of the triple-layer suspension system that bends with every step to instantaneously adapt to uneven surfaces, thus offering smooth and effortless stride.


How Timberland Killington Chukka Sneaker Boots ranks compared to all other shoes
Bottom 49% sneakers
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Bottom 38% Timberland sneakers
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Top 49% high sneakers
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Danny McLoughlin
Danny McLoughlin

Danny is a sports nut with a particular interest in football and running. He loves to watch sports as much as he loves to play. Danny was lead researcher on RunRepeat and The PFA’s report into Racial Bias in Football Commentary. His football and running research has been featured in The Guardian, BBC, New York Times and Washington Post.