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  "title": "Men's Boots on sale in Chicago, IL: up to 50% off | Aisles",
  "description": "14 products in Men's Boots reported in stock below their regular price in the Chicago, IL area, deepest discounts first, as of Nov 7, 2026, 10:26 AM CST.",
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      "name": "Which men's boots are on sale in the Chicago, IL area?",
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  "updated": "2026-11-07T16:26:46.000Z",
  "updated_label": "Updated Nov 7, 2026",
  "summary": "As of Aisles' last check (Nov 7, 2026, 10:26 AM CST), 14 products in men's boots were reported in stock below their regular price in the Chicago, IL area. The deepest was UGG® Men's Classic Mini Mod Boot - Chestnut at Alamo Shoes Andersonville: $99.99 (regular $200.00), 50% off. Prices and regular prices are as each store reported them.",
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      "id": "on-sale",
      "title": "Men's Boots on sale, deepest discount first",
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            "text": "UGG® Men's Classic Mini Mod Boot - Chestnut",
            "url": "https://aislesinventory.com/chicago/chicago/alamo-shoes-andersonville-chicago-andersonville/ugg-mens-classic-mini-mod-boot-chestnut-alamo-shoes-8698389790973"
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          "Alamo Shoes Andersonville",
          "$99.99",
          "$200.00",
          "50% off"
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        [
          {
            "text": "Cole Haan Men's Chamberlin Grand Boots - Truffle Nubuck",
            "url": "https://aislesinventory.com/chicago/chicago/alamo-shoes-andersonville-chicago-andersonville/cole-haan-mens-chamberlin-grand-boots-truffle-nubuck-alamo-shoes-8958590255357"
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          "Alamo Shoes Andersonville",
          "$99.99",
          "$190.00",
          "47% off"
        ],
        [
          {
            "text": "Johnston & Murphy Johnson & Murphy Men's Calder 175th Anniversary Chukka Boot - Tan Oiled",
            "url": "https://aislesinventory.com/chicago/chicago/alamo-shoes-andersonville-chicago-andersonville/johnston-murphy-johnson-murphy-mens-calder-175th-anniversary-chukka-alamo-shoes-9092713251069"
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          "Alamo Shoes Andersonville",
          "$119.99",
          "$189.99",
          "37% off"
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        [
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            "text": "Sorel Men's Kezar Moc Toe Waterproof Boot - Coal/ Brown Flora",
            "url": "https://aislesinventory.com/chicago/chicago/alamo-shoes-andersonville-chicago-andersonville/sorel-mens-kezar-moc-toe-waterproof-boot-coal-brown-flora-alamo-shoes-7519542214909"
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          "Alamo Shoes Andersonville",
          "$139.99",
          "$210.00",
          "33% off"
        ],
        [
          {
            "text": "ECCO Men's Ult-Trn Mid Waterproof Boot - Mocha/Black",
            "url": "https://aislesinventory.com/chicago/chicago/alamo-shoes-andersonville-chicago-andersonville/ecco-mens-ult-trn-mid-waterproof-boot-mocha-black-alamo-shoes-8770936045821"
          },
          "Alamo Shoes Andersonville",
          "$149.99",
          "$225.00",
          "33% off"
        ],
        [
          {
            "text": "Dr Martens Men's 939 6-Eye Ben Boot - Black",
            "url": "https://aislesinventory.com/chicago/chicago/alamo-shoes-andersonville-chicago-andersonville/dr-martens-mens-939-6-eye-ben-boot-black-alamo-shoes-6266872365224"
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          "Alamo Shoes Andersonville",
          "$119.99",
          "$170.00",
          "29% off"
        ],
        [
          {
            "text": "Dr Martens Men's 939 6-Eye Ben Boot - Gaucho",
            "url": "https://aislesinventory.com/chicago/chicago/alamo-shoes-andersonville-chicago-andersonville/dr-martens-mens-939-6-eye-ben-boot-gaucho-alamo-shoes-6266872627368"
          },
          "Alamo Shoes Andersonville",
          "$119.99",
          "$170.00",
          "29% off"
        ],
        [
          {
            "text": "Keen Men's Hightrail Waterproof Hiking Boot - Martini Olive/Dark Olive",
            "url": "https://aislesinventory.com/chicago/chicago/alamo-shoes-andersonville-chicago-andersonville/keen-mens-hightrail-waterproof-hiking-boot-martini-olive-dark-olive-alamo-shoes-9156442816765"
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          "Alamo Shoes Andersonville",
          "$119.99",
          "$160.00",
          "25% off"
        ],
        [
          {
            "text": "Stacy Adams Men's Maury Cap Toe Chelsea Boot - Chocolate",
            "url": "https://aislesinventory.com/chicago/chicago/alamo-shoes-andersonville-chicago-andersonville/stacy-adams-mens-maury-cap-toe-chelsea-boot-chocolate-alamo-shoes-7563568021757"
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          "Alamo Shoes Andersonville",
          "$109.99",
          "$145.00",
          "24% off"
        ],
        [
          {
            "text": "Stacy Adams Men's Berkshire Chelsea Boot - Black",
            "url": "https://aislesinventory.com/chicago/chicago/alamo-shoes-andersonville-chicago-andersonville/stacy-adams-mens-berkshire-chelsea-boot-black-alamo-shoes-15199165251837"
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          "Alamo Shoes Andersonville",
          "$119.99",
          "$150.00",
          "20% off"
        ],
        [
          {
            "text": "Stacy Adams Men's Berkshire Chelsea Boot - Brandy",
            "url": "https://aislesinventory.com/chicago/chicago/alamo-shoes-andersonville-chicago-andersonville/stacy-adams-mens-berkshire-chelsea-boot-brandy-alamo-shoes-15199166398717"
          },
          "Alamo Shoes Andersonville",
          "$119.99",
          "$150.00",
          "20% off"
        ],
        [
          {
            "text": "Rockport Men's Northfield Plain Toe Waterproof Boot - Black",
            "url": "https://aislesinventory.com/chicago/chicago/alamo-shoes-andersonville-chicago-andersonville/rockport-mens-northfield-plain-toe-waterproof-boot-black-alamo-shoes-4499120488579"
          },
          "Alamo Shoes Andersonville",
          "$129.99",
          "$160.00",
          "19% off"
        ],
        [
          {
            "text": "Rockport Men's Northfield Plain Toe Waterproof Boot - Chocolate",
            "url": "https://aislesinventory.com/chicago/chicago/alamo-shoes-andersonville-chicago-andersonville/rockport-mens-northfield-plain-toe-waterproof-boot-chocolate-alamo-shoes-8669046374653"
          },
          "Alamo Shoes Andersonville",
          "$129.99",
          "$160.00",
          "19% off"
        ],
        [
          {
            "text": "Spring Step Men's Cevo Boots - Black",
            "url": "https://aislesinventory.com/chicago/chicago/alamo-shoes-andersonville-chicago-andersonville/spring-step-mens-cevo-boots-black-alamo-shoes-8961376190717"
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          "Alamo Shoes Andersonville",
          "$124.95",
          "$150.00",
          "17% off"
        ]
      ]
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          "name": "Where are the cheapest men's boots in the Chicago, IL area?",
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          "name": "All men's boots in the area",
          "url": "https://aislesinventory.com/chicago/categories/mens-boots"
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      "q": "Which men's boots are on sale in the Chicago, IL area?",
      "a": "As of Aisles' last check (Nov 7, 2026, 10:26 AM CST), 14 products in men's boots were reported in stock below their regular price in the Chicago, IL area. The deepest was UGG® Men's Classic Mini Mod Boot - Chestnut at Alamo Shoes Andersonville: $99.99 (regular $200.00), 50% off. Prices and regular prices are as each store reported them."
    },
    {
      "q": "How are discounts worked out?",
      "a": "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."
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