Men's Boots under $150 in the Chicago, IL area
30 products in Men's Boots were reported in stock at $150 or less in the Chicago, IL area as of Nov 7, 2026, 10:26 AM CST, from $94.99. Prices and availability are as reported by each retailer.
Last checked by Aisles: from to (the latest check was 45 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 under $150
- Vegace Men's 8614 Steel Toe Boot - Black from $94.99 · in stock at 1 store at or under $150
- Timberland Men's Davis Sqare Chukka Mid Lace Sneaker - Black from $94.99 · in stock at 1 store at or under $150
- Cole Haan Men's Chamberlin Grand Boots - Truffle Nubuck from $99.99 · in stock at 1 store at or under $150
- Columbia Sportswear Company Columbia Men's Newton Wander LTR Boots - Cordovan from $109.99 · in stock at 1 store at or under $150
- Stacy Adams Men's Maury Cap Toe Chelsea Boot - Chocolate from $109.99 · in stock at 1 store at or under $150
- Stacy Adams Men's Maury Cap Toe Chelsea Boot - Cognac from $109.99 · in stock at 1 store at or under $150
- Merrell Men's Speed Strike 2 Mid Leather Waterproof Boots- Talus/Red Ochre from $119.95 · in stock at 1 store at or under $150
- Stacy Adams Men's Berkshire Chelsea Boot - Brandy from $119.99 · in stock at 1 store at or under $150
- Stacy Adams Men's Berkshire Chelsea Boot - Black from $119.99 · in stock at 1 store at or under $150
- Keen Men's Hightrail Waterproof Hiking Boot - Martini Olive/Dark Olive from $119.99 · in stock at 1 store at or under $150
- Johnston & Murphy Johnson & Murphy Men's Calder 175th Anniversary Chukka Boot - Tan Oiled from $119.99 · in stock at 1 store at or under $150
- Merrell Men's Speed Strike 2 Mid Waterproof Boot - Drab from $119.99 · in stock at 1 store at or under $150
- Dr Martens Men's 939 6-Eye Ben Boot - Gaucho from $119.99 · in stock at 1 store at or under $150
- Dr Martens Men's 939 6-Eye Ben Boot - Black from $119.99 · in stock at 1 store at or under $150
- Columbia Sportswear Company Columbia Men's Fairbanks Omni-Heat Boots - Kettle from $124.95 · in stock at 1 store at or under $150
- Spring Step Men's Cevo Boots - Black from $124.95 · in stock at 1 store at or under $150
- Columbia Sportswear Company Columbia Men's Fairbanks Omni-Heat Boot - Graphite from $129.99 · in stock at 1 store at or under $150
- Merrell Men's Speed Strike 2 Mid Waterproof Hiking Boots - Rock from $129.99 · in stock at 1 store at or under $150
- Merrell Men's Speed Eco Mid Waterproof Boot - Black from $129.99 · in stock at 1 store at or under $150
- Columbia Sportswear Company Columbia Men's BugabootTM III Waterproof Boot - Graphite from $129.99 · in stock at 1 store at or under $150
- Rockport Men's Northfield Plain Toe Waterproof Boot - Black from $129.99 · in stock at 1 store at or under $150
- Rockport Men's Northfield Plain Toe Waterproof Boot - Chocolate from $129.99 · in stock at 1 store at or under $150
- Dr Martens Men's Combs Poly Casual Boot - Black from $139.95 · in stock at 1 store at or under $150
- Timberland Men's Redwood Edge Essential Chukka Boot - Black from $139.99 · in stock at 1 store at or under $150
- Cole Haan Men's Chamberlin Grand Boot - Black from $139.99 · in stock at 1 store at or under $150
- Merrell Men's Moab Adventure Chelsea Pull On Waterproof 100G Insulation Boot from $139.99 · in stock at 1 store at or under $150
- Sorel Men's Kezar Moc Toe Waterproof Boot - Coal/ Brown Flora from $139.99 · in stock at 1 store at or under $150
- Columbia Sportswear Company Columbia Men's Bugaboot III XTM - Black from $149.99 · in stock at 1 store at or under $150
- Timberland Men's Chillberg Waterproof Hiking Boots - Black from $149.99 · in stock at 1 store at or under $150
- ECCO Men's Ult-Trn Mid Waterproof Boot - Mocha/Black from $149.99 · in stock at 1 store at or under $150
Page generated . Stock is as each store reported it when we last checked.