Chelsea & Dress Boots

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  • Sterling Green Leather Lace-Up Dress Boots

    Sterling Green Leather Lace-Up Dress Boots

    $252.99
  • Finley Brown Leather Dress Boots

    Finley Brown Leather Dress Boots

    $169.99

Buying guide

Chelsea & dress boots

Leather Chelsea boots, chukkas and lace-up dress boots — smart enough for tailoring, sturdy enough for cooler days.

Can I wear Chelsea boots with a suit?

Yes. A slim leather Chelsea boot in black or dark brown sits neatly under suit trousers and is a classic cold-weather alternative to oxfords.

How should dress boots fit?

Snug around the heel and ankle with room to move your toes. Expect a little heel lift at first; it settles as the sole flexes.