We spent 5.8 hours reading reviews from experts and users. In summary, this is what sneaker fanatics think:

12 reasons to buy

  • This pair has a reasonable price range.
  • The large percentage of respondents highly recommended this kick to their friends.
  • The Timberland Killington Chukka Sneaker Cleats have been commended by buyers for its out of the box comfort. 
  • This model is available in multiple colorways.
  • The durability of this sneaker is highly commendable, said many respondents.
  • Several buyers cited the lightness of these sneakers.
  • Few buyers mentioned that they found this model the best chukka cleat available in the market.
  • The sole is very flexible, revealed by some satisfied buyers.
  • Many liked the ample ventilation of this footwear.
  • Some testers loved the sufficient arch support of this sneaker.
  • Some found this sneaker versatile as it can be styled with almost any outfit. 
  • This sneaker runs true to size.

2 reasons not to buy

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

Bottom line

The Timberland Killington Chukka Sneaker Cleats boasts its winning fusion of 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.

Many praised this crossover sneaker for its durability and breathability with a vibe that can match any unexpected events thrown at them. While some reviewers complained few minor drawbacks, this sneaker is a practical pair to own for its timeless look with modern comfort and durability.


Top: High
Inspired from: Casual
Collection: Timberland Killington
Price: $125
Colorways: Brown, Black
Small True to size Large
See more facts


A top 6% best sneaker
A top rated Timberland sneaker
Top 6% most popular sneakers
It has never been more popular than this November

Expert Reviews

Experts are sneaker fanatics, who post reviews at youtube, directly at RunRepeat or at their own websites. Each expert is categorized from level 1 to level 5 based on expertise. See stats on expert reviews and how we calculate scores here.

Are you an expert? Apply to contribute here.

Become an expert


The high-top Killington Chukka Sneaker Cleats from Timberland is presented in both genders' sizing. Men have a size range of 7 to 13 and women can choose from sizes 6 to 12 US in medium width. The lace-up closure with rope-like laces provides personalized, snug fit.

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 the 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.