Retail Businesses For Sale in Cook County, IL

$80,000

High volume liquor store for lease

Cook County, IL

Liquor store doing 450,000 sales per month .Very profitable store. High margins . Absentee owner . High Margins . Store sells full liquor, beer, wine, and grocery. No direct competition. You can add...

$1,900,000

Established Vending Machine Route For Sale

Cook County, IL

Established Vending Machine Route For Sale in Chicago Land Area This profitable vending machine business presents an excellent opportunity for an entrepreneur seeking a straightforward,...

$60,000

Boutique Liquor Store in Chicago’s Affluent North Shore Priced to Sell

Winnetka, IL

Prime corner location and only liquor shop in Winnetka, one of the wealthiest places in the United States. Primarily a wine shop with a curated portfolio of labels not typically found at big box...

$225,000

Modern Vending Business – Flexible, Tech-Enabled Operations

Chicago, IL

This vending business offers a turnkey opportunity to provide snacks, beverages, and custom product selections through a network of advanced, technology-driven machines. Each machine features remote...

$159,500

Cash Flow: $132,000

Cook County, IL

Branded gas station doing 50000 inside sales and 65000 gallons per month . Other income 2000 per month . Beer and liquor license . Call for more information....

$2,000,000

Jim Parker

The Auto Repair Boss

Serving Cook County, IL

The Auto Repair Boss specializes in the sale of established, high-performing auto repair businesses across the United States. With a track record of success and a 90% closing rate (nine times the national average) our team helps sellers achieve faster sales, better terms, and top-market value. We focus on auto-related businesses with $1M+ in annual revenue and understand the unique challenges and opportunities in this industry. What sets us apart is a hands-on, industry-specific approach backed by decades of experience. We don’t charge upfront fees, we only get paid when your business sells. From accurate valuation and professional marketing to managing due diligence and closing, we handle the process from start to finish so you can stay focused on running your shop. Behind The Auto Repair Boss is a full-service team led by nationally recognized business broker Jim Parker. Our leadership is deeply involved in the industry, including serving as the 2026 Elected Chair of the International Business Brokers Association and past board member of both the IBBA and the Business Brokers of Florida. Whether you own a general repair shop, tire and alignment center, transmission shop, quick lube/oil change business, or a specialized diagnostics and performance facility, we have the industry knowledge and buyer network to help you succeed. If you're looking to sell, we’ll position your business to attract serious buyers. If you're looking to buy, we offer a curated selection of profitable, well-run auto repair businesses. Whether you're retiring, expanding, or just exploring your options, The Auto Repair Boss is your trusted partner in the sale or purchase of auto repair businesses nationwide.

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Cook County, IL

Liquor store package doing 325,000 sales per month .Very profitable store. High margins . Store sells beer , wine , liquor etc . Absentee owner . High Margins . New owner can add lotto and gaming ....

$2,750,000

Cook County, IL

Liquor store package doing 300,000 sales per month .Very profitable store. High margins . Store sells beer , wine , liquor etc . Absentee owner . High Margins . New owner can add lotto and gaming ....

$2,750,000

Cook County, IL

Liquor store doing 100,000 sales per month .Very profitable store. High margins . Absentee owner . High Margins . Store sells full liquor, beer, wine, and grocery. Call for more information ....

$1,250,000

Cook County, IL

Liquor store doing 130,000 sales per month .Very profitable store. High margins . Absentee owner . High Margins . Store sells full liquor, beer, wine, and grocery. No direct competition. Rental income...

$1,900,000

FranchiseOnce Upon A Child

Cook County, IL

Liquor store doing 200,000 sales per month .Very profitable store. High margins . Store sells beer , wine , liquor etc . Absentee owner . Extra income 4500 a month . Current owner only running store...

$1,995,000

Available Nationwide

Once Upon A Child buys and sells gently used and new children’s clothing, toys, equipment and more! With over 415 stores open in North America we are the nations largest chain of children’s resale stores.

$90,000

$90,000

Four Liquor store package deal

Cook County, IL

Liquor store doing 65,000 sales per month .Very profitable store. High margins . Store sells beer , wine , liquor etc . Absentee owner . Rent 3200 per month . Extra income 2000 a month . Current owner...

$249,000

Cook County, IL

Four high volume Liquor stores package deal . Very profitable stores. High margins . Store sells beer , wine , liquor etc . Call for more information ....

$9,800,000

Beverly cigar shop

Chicago, IL

Upscale smoke shop with a beautiful walk-in humidor inside one of the top Chicago neighborhoods, Beverly Hills. Located on 95th street next to the Metra station and across the street from a fire...

$50,000

Cook County, IL

Liquor store doing 400,000 sales per month .Very profitable store. High margins . Store sells beer , wine , liquor etc . Absentee owner . Call for more information...

$4,600,000

Profitable Sign Business with B2B Customer Base

Cook County, IL

High volume liquor store doing $750,000 sales per month with excellent margins. Store sells beer, wine, liquor, and limited grocery items. Financing available for qualified buyers. Corporate, investor...

$7,450,000

Cook County, IL

This business provides comprehensive sign and graphics solutions to local businesses, leveraging established brand recognition and a proven business model. The company has built a solid customer base...

$360,000

Cash Flow: $91,318

Established Running Shoe/Clothing/Accessory Store

Schaumburg, IL

An Established upscale running shoe Store presents a unique opportunity for a strategic buyer seeking to establish or expand a strong presence in the specialty running and athletic footwear industry....

$275,000

Cash Flow: $30,000

Long Standing Profitable Meat Market and Specialty Food Shop

Cook County, IL

This long-standing, family-owned business has been operating successfully for 50 years, spanning three generations of ownership. It has grown significantly over the decades, offering an expanded range...

$400,000

Chicago, IL - Multi-Unit Automotive Repair Franchise for sale

Arlington Heights, IL

Simple, repeatable operations that generate robust cash flow, boasting an impressive 70%+ repeat customer rate. Situated in a prime retail-dense trade area, this franchise is strategically positioned...

$3,570,000

Cash Flow: $1,356,000

Asset SaleReal Estate with a STUNNING CIGAR Store

Cook County, IL

Due to a sudden interruption of the Seller's time, this beautiful Cigar lounge much be sold as well as it's property. The inventory (and stunning build-out of the store) caters to the higher-end Cigar...

$1,950,000

Asset Sale

$1,950,000

Franchise810 Entertainment

Available Nationwide

810 is an upscale bowling, entertainment and dining experience where friends and family gather to be social, friendly competition and great food.

$650,000

$650,000

Established Auto Parts Store

Cook County, IL

This listing is for a well-established auto parts store location in the near west suburbs of Chicago that is available to a qualified buyer. It is a highly reputable and long-established auto parts...

$450,000

Cash Flow: $174,180

Cell Phone Repair

Lansing, IL

busy Location...

$44,000

Cash Flow: $72,000

Cook County, IL

Liquor store doing 120,000 sales per month .Very profitable store. High margins . Absentee owner . Store sells full liquor, beer, wine, and grocery. No direct competition. You can add gaming & lottery...

$650,000

Cook County, IL

Liquor store doing 75,000 sales per month .Very profitable store. High margins . Absentee owner . High Margins . Store sells full liquor, beer, wine . You can add gaming & lottery . Rent $7000 per...

$375,000

FranchiseChildren's Orchard®

Cook County, IL

Liquor store doing 70,000 sales per month .Very profitable store. High margins . Absentee owner . Store sells full liquor, beer, wine, and grocery. No direct competition. You can add gaming & lottery...

$250,000

Available Nationwide

It is resale reimagined. Children’s Orchard sells gently used name-brand kid’s clothing, shoes, and accessories for up to 70% off retail prices. If you have been feeling the need for a professional change that offers flexibility, growth potential, and personal fulfillment, Children’s Orchard franchise ownership might be the path you have been searching for. The resale industry is booming, and franchising has real advantages, but the best part is the process is already nailed down for you.

$100,000

Turnkey Bar & Eatery – A Beloved Neighborhood Gathering Spot

Cook County, IL

For over 22 years, this neighborhood bar has been a go-to hangout for locals looking for a laid-back, welcoming spot to unwind. Known for its easygoing atmosphere and strong community ties, it’s the...

$250,000

Established Medical Doctor Pediatric Business Business w/ Real Estate

Chicago Lawn, IL

Incredible Owner-User or Redevelopment Opportunity in the Heart of Chicago’s Southwest Side! This brand new, standalone medical office at S. Kedzie Avenue is situated on a rare double lot, offering...

$499,000

Shipping, Travel & Translation Business - Turnkey, Prime Location

Palos Hills, IL

Shipping, Travel & Translation Business for Sale – Turnkey, Prime Location Location: High-visibility storefront on main street Annual Revenue: $100,000 – $150,000 Reason for Sale: Owner relocation...

$29,500

Vending Machines | Advanced, High-Tech & High-Return

Chicago, IL

Thriving – Semi-Passive – Healthy Snacks & Drinks Vending Machines Business Covering the Greater Chicago area. Runs with minimal involvement, delivers high returns, and huge expansion potential. Each...

$170,000

Cash Flow: $192,000

Healthy Vending Machines Business: Semi-Passive in Chicago

Chicago, IL

This business sale includes twelve fully warranted “ultra-modern” vending machines. The business offers exactly what today’s customers are looking for… healthy snacks & drinks utilizing the latest...

$148,000

Cash Flow: $72,800

Dale Johnston

Ascend Business Services

Serving Cook County, IL

Ascend Business Services is a boutique consultancy firm concentrating in assisting small to mid-size companies in a variety of unique areas, including managing through financial distress, improving internal cash management and selling businesses. Through decades of experience, the professionals at Ascend achieves, for their clients, superior results in very specialized situations. Most Lawyers, Bankers, and even CPA's have extreme knowledge and expertise, however, this expertise is different than most small business require when struggling, needing working capital, or when selling their business. While we have general knowledge of all things business, we try to stick to what we know best: Turning around businesses Finding working capital for businesses Selling or acquiring businesses

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Upscale Dealer: Jewelry, Coins, Precious Metals, and Collectibles

Cook County, IL

Opportunity to acquire an established multi-location dealer of jewelry, coins, currency, precious metals, and collectibles with nearly two decades of success. What began as a single-location gold...

$18,500,000

Cash Flow: $3,887,945

Chicago South Side Liquor Store

Chicago, IL

Great For Beginners or Veterans...

$450,000

Cash Flow: $140,000

Established Liquor Store Loyal customer base

REAL ESTATE INCLUDED

Markham, IL

Take on 23 year old Neighborhood business...

$699,990

REAL ESTATE INCLUDED

Established Seafood Restaurant

Chicago, IL

Low Labor, proven customer base...

$268,000

Cash Flow: $200,000

Gas station for sale

Cook County, IL

Branded gas station doing 30000 inside sales and 50000 gallons per month . Other income 2000 per month . Call for more information....

$1,500,000

FranchiseFASTSIGNS

Available Nationwide

Signage has never been more important. Right now, businesses are looking for new and better ways to compete.

$80,000

Branded Gas station for sale

Cook County, IL

Branded gas station doing 50000 inside sales and 40000 gallons per month . Other income 2000 per month . Call for more information....

$850,000

Car wash for sale

Cook County, IL

Tunnel car wash, new owner can make hand wash and detailing center too. Big plot for future expansion. Owner recently spent $350k on renovations. seller financing for qualified buyers. Call for more...

$750,000

Cook County, IL

Branded Gas station doing 40,000 gallons and 170,000 inside sale per month . Absentee owner . High margins . Rental income $4000 a month . Call for more information....

$4,000,000

Branded Gas station

Cook County, IL

Branded Gas station doing 50,000 gallons and 130,000 inside sale per month . Absentee owner . Very high margins . 5000 extra income per month. Call for more information....

$3,950,000

Cook County, IL

Branded gas station doing 40,000 gallons at high margins and 45,000 inside sale Absentee owner . Great potential . Rental income $4000 a month. No gas supply contract . Potential to add Lottery , Food...

$1,200,000

FranchiseThe UPS Store®

Available in Illinois

Supporting Our Veterans

$100,000