My Bag

You have no items in your shopping cart.

Timberland Ciityroam Chukka Timberland Ciityroam Chukka Timberland Ciityroam Chukka Timberland Ciityroam Chukka Timberland Ciityroam Chukka Timberland Ciityroam Chukka

Timberland Cityroam Chukka

Regular Price: $259.99

Special Price $194.99

Buy now, pay later:
6 payments of $32.50 ?

Availability: In stock

Black Friday: 25%-50% Off Storewide*

* Required Fields

Regular Price: $259.99

Special Price $194.99

Product Description

Timberland's lightweight AeroCore system provides ultra cushioning and comfort with every step in these men's chukkas. Timberland reinvented the classic cupsole design to make it even more city ready with AeroCore technology and a diamond-patterned outsole. Premium leather teams with a breathable lining and cushioning OrthoLite footbed so you can rely on comfortable footwear with good grip.

Outer: 100% Leather
Sole: Rubber

- premium full-grain leather from a Leather Working Group Silver-rated sustainable tannery
- contrast details and diamond-patterning catch the eye
- comfy and breathable mesh lining
- supportive cupsole design

Aero Core Energy System:
A super light sole with comfortable padding that gives a longer, light footed tread. Made of durable materials that will not degrade over time. Immediate padding, from the first step.

OrthoLite insoles:
The comfortable ORTHOLITE® insoles made of foam transport moisture away from the foot, are antimicrobial and provide long-lasting cushioning. The highly breathable material keeps its shape and cushioning function over time, so you can rely on comfortable footwear with good grip.

Product code: BAS20562_TAN


There are no questions. Be the first to ask the question.

Shoe Size Guide

This style is listed in US sizing. All shoe-size conversions are approximate. Fits may vary by shoe style, manufacturer or personal preference. If you require measurements or fit advice, contact our customer service team with your request on Live Chat or by email at and they’ll be happy to help!

SIze Guide414243444546
US 8 9 10 11 12 13
UK 7 8 9 10 11 12

How to Measure: Shoes

Barkers Shoes are genuine leather. Meaning with all leather shoes the will give the more you wear them.

You want them to be a little tight around the bridge of the shoe when you first put them on as over time the leather will shape to your feet and expand up to half a size.

Measurements listed are reflective of our wider range. If you'd like more specific help - please contact us and include your typical size and measurements if possible.

Check out our Care Guides for tips and tricks to looking after your favorite items

How to Measure: Shoes


Barkers offers FREE overnight delivery on all New Zealand orders placed Mon-Thur before 2pm.

Order placed outside of this will be delivered between 1-2 days. Please note that the delivery network is experiencing delays due to Covid 19. 

This applies to both to Click and Collect and delivery to your address. 

If you require same day pick-up, please use our Click and Reserve service: Explained here

For more information visit our full Shipping Guide Here




We accept returns or exchanges of online all purchases, including Sale & Outlet within 30 days from the date you receive your product. 

All orders come with a pre-paid and pre-addressed return courier sticker to make returns easy. 

You can return or exchange both new season and Outlet sale product by sending it back to us via post, or by taking it into any Barkers store. 

For our full returns policy and more information visit our full Returns Guide Here

Store Availability

Please select a region and colour of product to view store availability.

Sold Out
Low in Stock
In Stock
Store 7 8 9 10 11 12 13
  • 1. Select store
  • 2. Make reservation
  • 3. Reservation complete
  • 1.
    Select store
  • 2.
    Make reservation
  • 3.

Click & Reserve

Please read our Click N Reserve process for Level 3 Locations.
Then select your region, colour and size below to view store availability on the right.

Timberland Ciityroam Chukka

Timberland Cityroam Chukka

Regular Price: $259.99

Special Price $194.99

Product code: BAS20562_TAN
In Stock
Low in Stock
Sold Out

Reservation Details

Fill in the form below to complete your reservation request.
Reservation requests will be processed within approximately 1 hour, and we will keep it on hold for 24 hours. Please note the operating hours of your selected store.

Timberland Cityroam Chukka
has been successfully reserved


A confirmation has been sent to . Please allow for 1 hour between reservation and collection to give us time to set your item aside. This item would be reserved in store for a maximum of 24 hours. Do consider store working hours for pickup.

Please note this booking does not guarantee availability. We will contact you in case of any issues with your reservation.

Reservation Review

Reservation Details

Product details
Timberland Ciityroam Chukka

Timberland Cityroam Chukka


Regular Price: $259.99

Special Price $194.99

Product code: BAS20562_TANEdit
Customer details

New to Barkers?

  • 10% off full price products in store and online*
  • Be first access to exclusive deals and VIP days
  • Exclusive invites to VIP events
  • Access to order history, so we remember your sizes
  • Save your address details for a fast and easy order processing.