To Boot New York Sale: Black Friday Deals 2026

Prices checked Nov 8, 2026, 11:18 PM ET

Is To Boot New York on sale?

Yes: 2 To Boot New York deals live now, up to 86% off.

To Boot New York deals

−86%
ShoesNordstrom Rack
To Boot New York Men's Merrill Penny Loafer
Penny loafers that mean business
$59.99$425.00 Nordstrom Rack's regular price
Deal score 10.0 · Unreal
Visit Nordstrom Rack
−86%
ShoesNordstrom Rack
To Boot New York Men's Merrill Penny Loafer
Penny loafers that look like you summer in the Hamptons
$59.99$425.00 Nordstrom Rack's regular price
Deal score 10.0 · Unreal
Visit Nordstrom Rack

Yes. 2 To Boot New York deals are live now, up to 86% off, each checked against other stores' prices. The deepest: To Boot New York Men's Merrill Penny Loafer at $59.99 at Nordstrom Rack, 86% under its usual price.

To Boot New York is a New York label known for men's dress shoes and boots made in Italy, with the Merrill penny loafer among its most recognized styles. The line covers leather loafers, oxfords, boots and sneakers built for everyday wear. Every store's price for each To Boot New York style is checked side by side, with each store's price history shown.

Ask our shopping agent

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

To Boot New York prices today, and how low they've been

To Boot New York Men's Merrill Penny Loafer$59.99 at Nordstrom RackThe lowest we've tracked Visit Nordstrom Rack

Black Friday deals with To Boot New York

Early Black Friday Shoe Deals 2026

Questions and answers

What is To Boot New York known for?: Leather dress shoes and boots made in Italy, sold through department stores and specialty retailers. The Merrill penny loafer is one of its longest-running styles.
Where are To Boot New York shoes made?: Most of the line is made in Italy, which is central to how the brand positions its leather and construction. Check the product page for the specific style, since some models differ.
Does To Boot New York have sales?: Discounting comes mostly from retailers clearing seasonal stock rather than from the brand itself. The page shows each store's live price and its price history, so you can see how often a style moves.
What is the warranty on To Boot New York shoes?: There is no broad published warranty; defects are usually handled by the retailer that sold the pair. Keep the receipt and check the seller's return window before ordering.
How does To Boot New York sizing run?: The Merrill loafer and most leather styles run true to size for a dress shoe, with a slightly narrow fit. If you wear thick socks or have wide feet, consider going up half a size.
Are there To Boot New York discount codes?: Deal.ai checks what To Boot New York products actually cost at every store, so a real markdown shows on this page as a deal as soon as it starts, and each product's page has its price history to tell a sale from its usual price.

Questions and answers

What is To Boot New York known for?

Leather dress shoes and boots made in Italy, sold through department stores and specialty retailers. The Merrill penny loafer is one of its longest-running styles.

Where are To Boot New York shoes made?

Most of the line is made in Italy, which is central to how the brand positions its leather and construction. Check the product page for the specific style, since some models differ.

Does To Boot New York have sales?

Discounting comes mostly from retailers clearing seasonal stock rather than from the brand itself. The page shows each store's live price and its price history, so you can see how often a style moves.

What is the warranty on To Boot New York shoes?

There is no broad published warranty; defects are usually handled by the retailer that sold the pair. Keep the receipt and check the seller's return window before ordering.

How does To Boot New York sizing run?

The Merrill loafer and most leather styles run true to size for a dress shoe, with a slightly narrow fit. If you wear thick socks or have wide feet, consider going up half a size.

Are there To Boot New York discount codes?

Deal.ai checks what To Boot New York products actually cost at every store, so a real markdown shows on this page as a deal as soon as it starts, and each product's page has its price history to tell a sale from its usual price.