Is the Eastland 1955 Edition chukka waterproof?

No. This version has no Gore-Tex or other waterproof lining, so it is best kept for dry days.

How does the sizing run?

Eastland chukkas generally run true to size for most men. If you wear thick socks or have wide feet, consider a half size up.

What is the sole made of?

The outsole combines EVA foam with rubber, which keeps the boot light but wears faster than a full rubber sole.

Is $57.50 a good price?

It is the lowest new price among the 8 stores listing it as of November 7, 2026, so it is a strong price for a leather chukka.

Can these be worn with a suit?

They are casual boots. They work with chinos and jeans but are too relaxed for most business suits.

One pair of boots. Laces come fitted; no extra laces or shoe care products are included.

Where is the Eastland 1955 Edition Men's cheapest?

At Amazon, for $57.50, 42% under what the other stores charge, as of our latest check.

Where can I buy the Eastland 1955 Edition Men's?

11 stores we checked sell it, including Kohl's, Nordstrom, Zappos.com, JCPenney, Famous Footwear.

Eastland 1955 Edition Men's

Best price now

$57.50at AmazonObserved at 8:17 AM

42% under what the other stores charge

Compared across 8 stores. Prices are checked against each store and labelled with when.

Visit Amazon

Ask our agent about this product

It checks today's price at every store, compares the alternatives and answers in about a minute.

Our take on the Eastland 1955 Edition Men's

The Eastland 1955 Edition is a men's leather chukka boot with a two-eyelet lace front, a foam insole and a lightweight EVA and rubber outsole. It is a casual everyday boot rather than a weatherproof one, since this version has no Gore-Tex lining. At $57.50 at Amazon as of November 7, 2026, it sits at the low end of what the 8 stores listing it new charge.