When shopping for good Chelsea Boots these days, finding one isn’t hard–the hard part is turning up a great pair at a reasonable price. Below you will find a collection of Chelsea Boots for men under $300.

1.) Frye Sam Chelsea Boots – $298

Frye Sam Chelsea Boot
Frye

2.) Call It Spring Marmetto Chelsea Boot – $46

Call It Spring Marmetto Chelsea Boot
Call It Spring

3.) All Saints Reiner Chelsea Boot – $280

All Saints Reiner Chelsea Boot
All Saints

4.) Aldo Vinello-r Chelsea Boot – $128

Aldo Vinello-r Chelsea Boot
Aldo

5.) Johnston & Murphy 1850 Grayson Chelsea Boot – $120

Johnston & Murphy 1850 Grayson Chelsea Boot
Johnston & Murphy

6.) Dr. Martens 2976 Carpathian Chelsea Boot – $64

Dr. Martens 2976 Carpathian Chelsea Boot
Dr. Martens

7.) Base London Ferdinand Chelsea Boots – $85

Base London Ferdinand Chelsea Boots
Base London

8.) Cole Haan Lenox Hill Chelsea Boot – $160

Cole Haan Men's Lenox Hill Chelsea Boot
Cole Haan

9.) Kenneth Cole REACTION Prove-N Step Chelsea Boot – $73

Kenneth Cole REACTION Prove-N Step Chelsea Boot
Kenneth Cole

10.) Ted Baker ‘Camroon 4’ Chelsea Boot – $250

Ted Baker London 'Camroon 4' Chelsea Boot
Ted Baker London

How to dress Chelsea Boots

A good Chelsea Boot is timeless. More importantly, it works just as good dressed up as it does dressed down. I recommend coupling them up with a nice pair of skinny or boot cut jeans.

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Chelsea Boots for Men Under $300