Which men's boots are on sale in the Chicago, IL area?

As of Aisles' last check (Nov 7, 2026, 10:26 AM CST), 13 products in men's boots were reported in stock below their regular price in the Chicago, IL area. The deepest was Cole Haan Men's Chamberlin Grand Boots - Truffle Nubuck at Alamo Shoes Andersonville: $99.99 (regular $190.00), 47% off. Prices and regular prices are as each store reported them.

Last checked by Aisles: from to  (the latest check was 33 hours before this page was generated).

This is the range of check times on this page; each listing has its own check time. Most stores are checked daily. A listing past its check window shows as unknown. Stock is what each store reported, not a live shelf count, and can change after a check.

About this data (1 note)

Each store reports its own stock. We check every store about once a day. If we can’t check again in time, the item shows as unknown, not in stock. We read the store’s own system. No one looks at the shelf, so an item can sell out after we check.

Men's Boots on sale, deepest discount first

ProductStorePriceRegularDiscount
Cole Haan Men's Chamberlin Grand Boots - Truffle NubuckAlamo Shoes Andersonville$99.99$190.0047% off
Johnston & Murphy Johnson & Murphy Men's Calder 175th Anniversary Chukka Boot - Tan OiledAlamo Shoes Andersonville$119.99$189.9937% off
Sorel Men's Kezar Moc Toe Waterproof Boot - Coal/ Brown FloraAlamo Shoes Andersonville$139.99$210.0033% off
ECCO Men's Ult-Trn Mid Waterproof Boot - Mocha/BlackAlamo Shoes Andersonville$149.99$225.0033% off
Dr Martens Men's 939 6-Eye Ben Boot - BlackAlamo Shoes Andersonville$119.99$170.0029% off
Dr Martens Men's 939 6-Eye Ben Boot - GauchoAlamo Shoes Andersonville$119.99$170.0029% off
Keen Men's Hightrail Waterproof Hiking Boot - Martini Olive/Dark OliveAlamo Shoes Andersonville$119.99$160.0025% off
Stacy Adams Men's Maury Cap Toe Chelsea Boot - ChocolateAlamo Shoes Andersonville$109.99$145.0024% off
Stacy Adams Men's Berkshire Chelsea Boot - BlackAlamo Shoes Andersonville$119.99$150.0020% off
Stacy Adams Men's Berkshire Chelsea Boot - BrandyAlamo Shoes Andersonville$119.99$150.0020% off
Rockport Men's Northfield Plain Toe Waterproof Boot - BlackAlamo Shoes Andersonville$129.99$160.0019% off
Rockport Men's Northfield Plain Toe Waterproof Boot - ChocolateAlamo Shoes Andersonville$129.99$160.0019% off
Spring Step Men's Cevo Boots - BlackAlamo Shoes Andersonville$124.95$150.0017% off

Questions shoppers ask

Which men's boots are on sale in the Chicago, IL area?

As of Aisles' last check (Nov 7, 2026, 10:26 AM CST), 13 products in men's boots were reported in stock below their regular price in the Chicago, IL area. The deepest was Cole Haan Men's Chamberlin Grand Boots - Truffle Nubuck at Alamo Shoes Andersonville: $99.99 (regular $190.00), 47% off. Prices and regular prices are as each store reported them.

How are discounts worked out?

From the regular price each store reported next to its current price, for items in stock at the last check. Discounts are "up to" because sizes and colors can differ.

Page generated . Stock is as each store reported it when we last checked.

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