Cook County, IL
This thriving confectionery business combines artisanal baked goods with premium soft-serve ice cream offerings in a prime suburban location within a major Midwestern market. The establishment has...
$670,000
Cash Flow: $260,000
Local Info
Profitable Sweet Treats & Frozen Dessert Shop - Multi-Revenue Streams
Chicago North Side- Open and Operating Home Services Franchise Resale
Chicago, IL
Our home services are a fundamentally AI-resistant, needs-based business tied to home ownership, real estate transactions, damage remediation, and ongoing renovation cycles. Homes are continually...
$350,000
Liquor store for sale
Cook County, IL
Liquor store package doing 250,000 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 ....
$1,850,000
Established Montessori School for sale
REAL ESTATE INCLUDED
Cook County, IL
Privately owned and operated childcare center providing the highest quality Montessori education for children 15 months to 6 years. • Montessori education designed to help children maximize their...
$1,950,000
Cash Flow: $255,089
10
Auction
NNN Citibank Location | Chicago Suburb
Chicago, IL
Online auction: May 11-13, 2026
4,400 SF Bank For Sale...
Not Disclosed
11
Hi-Rise Grocery Store or Upscale Deli Opportunity
Chicago, IL
Established grocery store and deli operation located in a luxury high-rise building in Chicago's downtown core, presenting an exceptional opportunity for an experienced retail food operator. This...
$240,000
3
Novelty Toy Vending Route – Chicago Metro – $1.8K Monthly Cash Flow
Chicago, IL
Established single-unit vending operation in the Chicago metro area generating $1,800 in monthly cash flow on $3,500 in monthly gross revenue. The Crane merchant model machine is located in a...
$28,500
Cash Flow: $21,600
Iconic DT Tinley Restaurant and Wedding Venue for sale.
REAL ESTATE INCLUDED
Cook County, IL
Price lowered, motivated sellers. All serious offers being considered. $400,000 for the business $2.5 million for the real estate. Gorgeous Full-service restaurant, banquet private room rental, huge...
$2,900,000
Dry Cleaner Business
Chicago, IL
Well-established and profitable dry cleaning business with over 20 years of successful operation and a loyal customer base. This turnkey opportunity is ideal for an owner-operator or investor looking...
$310,000
Cash Flow: $202,000
2
Profitable Sign Business with B2B Customer Base
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
FranchiseHello Sugar
Available in Illinois
Hello Sugar dominates the Hair Removal category by offering the trifecta: wax, sugar, & laser hair removal! Our innovative approach to technology and franchisor services reduces franchisee workload and oversight requirements allowing you to scale without the need to work long nights in the business.
$150,000
Commercial Heating, Air Conditioning & Refrigeration Company For Sale
Alsip, IL
The buyer would be taking over a business with a strong reputation with over 30 years of established commercial and residential accounts. The company is a light commercial HVAC and refrigeration...
$166,900
4
Trailer Leasing Company FOR SALE
Chicago, IL
Our reefer trailer rental business is in the trucking niche which is always going to be around. There are growth opportunities. We are priced low compared to other companies and there is an...
$140,000
Cash Flow: $6,450
6
**PENDING SALE** Property Management Business for Sale in Chicago!
Chicago, IL
This is a compelling opportunity to acquire an established property management franchise operating in the Northern Chicago, Illinois market. The business is fully operational and positioned within a...
$159,000
Dealership for Sale with Service Area! ALL INVENTORY INCLUDED!
Schaumburg, IL
**Please do not call the dealership and spook employees** Established Auto Dealership + Repair + Rental Business For Sale – CRS Auto Group – Turnkey Opportunity! Location: Schaumburg Illinois Asking...
$375,000
10
Asset SaleBackground Check Business | SBA Pre-Qualified
Chicago Heights, IL
This company is set up to handle all services needed across the country for Background Checks and Pre-Employment screening. This opportunity provides you the ability to get into this industry while...
$65,000
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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Asset SaleHR Services Business (Background Checks) | Recession Resistant Industr
Chicago Heights, IL
This company is set up to handle all services needed across the country for Background Checks and Pre-Employment screening. This opportunity provides you the ability to get into this industry while...
$40,000
Asset SaleAI Math Tutoring Website with 8.1 Million Annual Visitors
Berkeley, IL
Before reading further, be advised this is an intellectual property sale. So if you are strictly buying for cash flow or looking for a starter SaaS, this wouldn't be a good fit. Business Overview...
$1,000,000
2
Real EstateRARE / 5,295 SF 2nd gen. restaurant in Heart of River North for lease
Chicago, IL
Perfect opportunity for rebranding, located at ground level with large bi-fold opening windows, to a very nice size sidewalk cafe. Large dining room with a 35' bar and 175 Occupancy. Has an excellent...
Not Disclosed
6
Established Home Care Agency with Immediate Growth Opportunity
Elmwood Park, IL
This established national franchise home care agency, located in an affluent and demographically favorable territory, provides a buyer with a turnkey platform supported by an existing client base,...
$250,000
Cash Flow: $63,000
$2M Corporate Real Estate Consulting Firm
Oak Park, IL
Founded in 2004, The Company is a specialized transition-management and owners-representation firm that plans and executes complex workplace relocations and corporate real estate transitions. Known...
$2,000,000
Cash Flow: $687,000
Stretch Zone Franchise in Prime Chicago Location – Turnkey Operation
Glenview, IL
Opportunity to acquire a well-established Stretch Zone franchise in the historic suburb of Glenview, IL. This location is fully operational, staffed, and positioned in a high-traffic, affluent...
4
$25,000
Chicago Illinois Wedding Caterer for Sale – Same Owner 25 Years
Chicago, IL
Chicago Illinois Caterer for Sale w/Freestanding Commissary – Same Owner 25 Years – $3.2M Sales – Profitable – SBA Friendly – Clean Books & Tax Returns Same Owner 25 Years. 2023 Gross Sales $3,236,000...
$695,000
Cash Flow: $200,013
Video Gaming Lounge & Full Bar - Newly Remodeled - Motivated Seller
Cook County, IL
Take advantage of this rare opportunity to own a well-established bar and gaming lounge with over 40 years of local history. Recently remodeled with modern upgrades, this neighborhood staple combines...
$99,000
Profitable Home Staging Company - Midwest Metro Market
Cook County, IL
Picture yourself owning a thriving home staging business that's been the go-to choice for real estate professionals since 2009. This isn't just another service business - it's your gateway into a...
$1,350,000
Cash Flow: $251,640
Proven Hazard Management and Cleaning Service with Recurring Revenue
Chicago, IL
Operating in one of the most essential service categories, this biohazard cleanup business provides expert decontamination, hoarding remediation, and surface sanitation for residential and commercial...
$209,000
Cash Flow: $222,237
Steel Fabrication Erecting biz. $4,182,982 Profit. 4X this with Seller
REAL ESTATE INCLUDED
Cook County, IL
Rare Opportunity: Take a Thriving Manufacturing Business to the Next Level An established, high-performing steel fabrication business is seeking a visionary buyer to quadruple sales and capacity in...
$17,500,000
Cash Flow: $4,182,982
Exclusive Facial Bar
Cook County, IL
Unique investment opportunity offering immediate revenue from six established, profitable stores, with expansion potential through the rights to build 2 additional locations. Facials in 30 Minutes. A...
$1,500,000
Cash Flow: $89,994
Established Flooring Installation Business with Strong Reputation
Cook County, IL
Established Flooring Installation Business with Strong Reputation This well-established hardwood flooring business has been serving the greater Chicago and North Shore areas operating for over 30...
4
$195,000
Gaming Cafe for Sale
South Chicago Heights, IL
Gaming Cafe and Bar located in a desirable, high-visibility area, next to two big box retailers. This beautifully updated space offers a welcoming and modern atmosphere in a high traffic area. The...
$120,000
Beloved Longstanding Breakfast & Lunch Restaurant Chicago - 5 Decades!
Chicago, IL
Beloved Longstanding Breakfast & Lunch Restaurant Chicago, IL - Over 5 Decades! "At A High-Traffic Intersection Along A Major E-W Arterial Corridor On Chicago’s Northwest Side" A rare opportunity to...
$300,000
Stretch & Mobility Franchise Studios in Upscale Chicago Suburbs
Cook County, IL
Rare opportunity to acquire two modern wellness studios in northern suburbs of Chicago. These membership-based studios specialize in one-on-one assisted stretching and mobility sessions that help...
$74,999
Amazing Moving & Junk Removal Franchise - Semi Absent Owner
Cook County, IL
High?Demand, SBA?Preapproved Moving & Junk Removal Franchise $800K Revenue, Fully Staffed, Semi?Absentee, and Positioned for Immediate Growth Serious buyers look for businesses with strong revenue,...
6
$499,000
Outdoor Maintenance Services with Consistent Demand
Chicago, IL
This business provides irrigation system services including inspections, maintenance, repairs, and seasonal adjustments for residential and light commercial properties. Systems require ongoing...
$209,900
Cash Flow: $152,834
Profitable Residential Cleaning Franchise Resale | Established Team
Cook County, IL
STEP INTO IMMEDIATE PROFITABILITY WITH THIS TURNKEY RESIDENTIAL CLEANING FRANCHISE Transform your entrepreneurial goals into reality with this established Chicago-area cleaning franchise that delivers...
$369,900
Cash Flow: $147,771
Established Multi-Territory Yard Sign Franchise | Chicago NW Suburbs
Arlington Heights, IL
Location: Northwest Suburbs of Chicago, IL Business Type: Franchise Resale (Owner-Operated Service Business) ~~~Overview~~~ Turn-key opportunity to acquire a bundled package of three established Card...
$99,000
Cash Flow: $44,100
Home Remodeling North Shore Chicago suburbs
Cook County, IL
ESTABLISHED RESIDENTIAL REMODELING ENTERPRISE - NORTH SHORE CHICAGO SUBURBS This well-established design-build remodeling company serves the affluent North Shore Chicago market and surrounding...
Not Disclosed
Cash Flow: $780,458
Holistic Supplement Store in SW Cook County
Cook County, IL
This is a well-established, independent (non-franchise) holistic vitamin and supplement store that has been serving the community for over a decade. The business has built a strong local presence...
$250,000
Cash Flow: $72,141
True Value Hardware store for sale
REAL ESTATE INCLUDED
Chicago, IL
Established True Value Hardware Store - Chicago Location This well-established True Value franchise hardware store presents an exceptional opportunity in Chicago's retail market. Operating...
$600,000
Cash Flow: $105,000
Successful Profitable Pizza Shop
Cook County, IL
A well-established neighborhood dining concept offering classic Italian cuisine and traditional New York–style pizza. Known for its approachable menu and casual atmosphere, the restaurant serves a...
$295,000
Cash Flow: $130,031
Established Polish Business Ready to Grow!
Oak Lawn, IL
Are you looking to grow a residual revenue stream? Look no further than this stablished Farmers Insurance Agency with $70,000 in annual revenue. With a loyal customer base and the opportunity to...
2
$70,000
Cash Flow: $65,000
Established Child Care Center with Real Estate (Confidential Location)
REAL ESTATE INCLUDED
Cook County, IL
We are pleased to present the opportunity to acquire the business and real estate assets of a long-established child care center located in a densely populated suburban market within the Chicago...
$10,550,000
Specialty Bakery
Cook County, IL
Established Niche Bakery - Turnkey Business Opportunity This well-established specialty bakery offers an exceptional investment opportunity in Cook County's vibrant food service sector. Operating...
$100,000
Flagged Hotel with Real Estate for Sale 25 min from Chicago Downtown
Cook County, IL
A very strong and rare pro-forma deal opportunity in Chicago Area to own a fully remodeled strong branded hotel with no pip. Everything was gut down remodeled along with new roof. The str report shows...
$5,750,000
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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Virtual Reality Park
Cook County, IL
Willing to sell just the equipment! Have 15 machines, will help with transportation/shipping. For sale is a very cool/unique virtual reality center. 6000sqf open area, brand new equipment, under...
3
$150,000
Established Technical Staffing Solutions Business
Cook County, IL
Established Staffing firm that specialized in staffing services, connecting experienced technical professionals to select industry roles. Recognized for its rigorous candidate assessment protocols,...
$550,000
Cash Flow: $120,305
5 Fedex Linehaul routes for sale
Chicago, IL
Very well established business with 5 linehaul runs, 4 pm designated and 1 pm unassigned rotation and 1 daytime local driver in the Chicago land area.7 trucks included with business, 6 employees....
$1,350,000
Low Overhead Easy Cash Flow
Rolling Meadows, IL
Established Mattress Warehouse - Rolling Meadows, IL This profitable mattress retail business presents an excellent opportunity for an entrepreneur seeking a low-overhead operation with strong cash...
4
$75,000
5-Star Medicare-Certified Home Health Agency | Chicago Mkt | $2mm+ SDE
Cook County, IL
Highly profitable Medicare-certified home health agency (Not Home Care) serving the greater Chicago area for over 13 years. This 5-star CMS-rated agency generates approximately $5.8 million in annual...
2
$8,500,000
Cash Flow: $2,300,000
Established ramen shop for sale -Prime Lakeview location, turnkey
Chicago, IL
Established Ramen Restaurant - Prime Lakeview Location This turnkey ramen shop presents an exceptional opportunity in Chicago's desirable Lakeview neighborhood. Operating successfully since 2019, the...
6
$250,000
Cash Flow: $170,000
Tech-Stack Enabled Property Manager
Cook County, IL
Turnkey, tech-enabled short- and mid-term rental brand specializing in student housing near the University of Chicago. Portfolio of newly renovated, furnished apartments serving students, faculty, and...
3
$185,000
Cash Flow: $150,000
Franchise Childcare Center Operations in Chicago, IL
Chicago, IL
Sands Investment Group is pleased to exclusively represent the sale of business operations for an established childcare center in downtown Chicago with SBA loan pre-approval. Operating under a...
$2,881,892
