Crestwood, IL

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All results for Cook County, IL
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Premium Coworking Location For Sale

Cook County, IL

The business is very well established and has built a strong reputation, resulting in a high level of repeat business year after year. Many previous clients continue to return for additional services...

$194,500

EBITDA: $28,000

2

$194,500

EBITDA: $28,000

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Promotional Products & Branded Apparel Business

Cook County, IL

This is an opportunity to step into a full-service branded merchandise and marketing business in Cook County at a compelling entry price — with seller financing available and exceptionally low monthly...

$110,000

$110,000

Opportunity to purchase a very profitable asphalt maintenance co.

Cook County, IL

Great opportunity to purchase a very profitable well managed Asphalt Maintenance company. The company is located near the Cook County Area and within the Chicagoland area. For over 20 years this...

$12,500,000

Cash Flow: $2,050,000

$12,500,000

Cash Flow: $2,050,000

Window Cleaning Business - Prime Territory in Chicago

Chicago, IL

The Opportunity: Own a piece of a national powerhouse. We are offering a high-potential territory within the Squeegee Squad network one of the nation’s largest and most respected brands in commercial...

$100,000

6

$100,000

Proven Boudoir Photography Studio with Team-Led, Scalable Model

Cook County, IL

A rare opportunity to acquire a highly profitable, staff-operated portrait photography business located in the Winnetka, IL area. The studio caters to a premium clientele seeking an elevated,...

$600,000

Cash Flow: $305,000

$600,000

Cash Flow: $305,000

Background Check Business | SBA Pre-Qualified
Asset Sale

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

$65,000

Employment Background Checks Business | SBA Pre-Qualified
Asset Sale

Chicago, IL

The employment background check industry is very difficult to get started in. This business has removed all of the barriers of entry into the market and has advantages that are typically only...

$65,000

$65,000

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

$185,000

Cash Flow: $150,000

25-Year Home Inspection Business with Strong Reputation

Palatine, IL

People call on this business when they’re making one of life’s biggest decisions: buying a home. Today, it carries a 4.9-star Google rating across 386 reviews, longstanding relationships with local...

3

$210,000

$210,000

Express Employment Professionals in Northbrook, IL

Northbrook, IL

***Inquire for financial performance information*** Here is an opportunity to buy an established Express Employment Professionals staffing agency in Northbrook, Illinois—one of the more affluent and...

5

$70,000

$70,000

911 Restoration
Franchise

Available Nationwide

Water, fire, & mold damage restoration experts. We handle your leads & marketing via our 24/7 national call center. AI proof and recession proof business.

$100,000

$100,000

Avg. Unit Revenue: $312,316

GREAT PRICE Mission Tortilla Route for Sale Niles - Seller Financing

Cook County, IL

High Income Route - 40 Hours A Week Mission Foods Route for Sale | Niles, IL — $90,000 About the Route Mission Foods distribution route for sale - $90,000. The territory services portions of Niles,...

$90,000

$90,000

Cash Flow: $146,250

Low investment, Passive, with reoccurring revenue: Dog Waste Pick Up

Lincoln Park, IL

Great home service business for the right person. This can be passive income while performing an essential service for homeowners and business owners. No office is needed. Low overhead business! There...

$85,000

$85,000

Cash Flow: $148,500

Semi Absent Owner - 2 Ops Mgr - Moving & Junk Removal Franchise

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

$499,000

Recurring Pet Waste Service Route With Local Customers

Orland Park, IL

Recurring service routes are the center of this residential pet-service company. Customers schedule routine pet-waste removal and related outdoor services, creating repeat visits without requiring a...

$162,400

$162,400

Cash Flow: $76,800

Power Washing and Snow Removal Business

Chicago, IL

For over 45 years this Chicago area business has thrived by serving clients with year-round services that include power washing, gutter maintenance, snow removal, and more. This is an opportunity to...

$270,000

$270,000

Cash Flow: $97,177

Ori Eldarov

OffDeal

Serving Cook County, IL

OffDeal offers small business owners a hassle-free way to sell their company for the highest price to the best possible buyer. We leverage years of Wall Street experience and our custom-built proprietary technology to ensure you realize the full value for your life's work. Unlike traditional advisors, we don't just list your business on public marketplaces and wish for the best - we build a tailored list of hundreds of potential buyers for your business that have relevant industry and operating experience and engage in proactive outreach - maximizing the number of offers your business receives - and ultimately the sale price. We typically work with businesses in the $1-50 million range, but can sometimes flex outside of that range on a deal by deal basis.

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Mosquito Shield Sub-Territory for Sale

Cook County, IL

A prime, established residential territory covering the corridor from just east of O'Hare Airport to the Lake Michigan shoreline, spanning the North Shore suburbs of Chicago, north of Evanston —...

4

$89,900

$89,900

MasterDeveloper Resale Chicago/for a Laundromat Franchisor

Chicago, IL

The ideal candidate for the role of Area Developer is immersed in there community, has business development experience and sales expertise in addition to business acumen. The Area Developer will...

$350,000

$350,000

Express Employment Professionals in Chicago, IL (West Loop)

Chicago, IL

***Inquire for financial performance information*** Take ownership of a well-positioned Express Employment Professionals staffing office serving Chicago's dynamic West Loop and surrounding market, one...

6

$70,000

$70,000

Profitable Print, Marketing & Mail Business – Affluent Chicago Suburb

Cook County, IL

Well-established, profitable printing, marketing, and direct-mail business operating in an affluent suburban Chicago market — at the same location for 25+ years, with a loyal base of repeat customers...

6

$249,000

$249,000

Cash Flow: $105,000

3-Location Coin Laundry & Dry Cleaning Portfolio – Real Estate Incl

Chicago, IL

Rare opportunity to acquire an established three-location laundry and dry-cleaning portfolio together with three commercial properties on Chicago’s Northwest Side. This is a complete package sale—not...

$4,600,000

$4,600,000

Established Polish Restaurant in Niles, IL – Turnkey Operation

Niles, IL

Established Polish Restaurant in Niles, IL with Lease Through 2029 – Turnkey Opportunity Rare opportunity to acquire a fully operational and established Polish restaurant located on busy Milwaukee...

6

$247,000

$247,000

Turnkey Residential Cleaning Business – Will & Cook County, IL

Cook County, IL

This established residential cleaning business operates Monday through Friday from 8:00 a.m. to 5:00 p.m., offering a rare combination of operational efficiency, lifestyle balance, and meaningful...

$250,000

$250,000

Global Accreditation Company with IP, Brand History, Scalable Growth

Chicago, IL

The International Sports Professionals Association (ISPA) is an established global certification and credentialing organization serving sports professionals, academic institutions, and healthcare...

$95,000

$95,000

Cash Flow: $10,885

Established Rolling Suds Franchise Chicago and North Shore

Northbrook, IL

Own an established Rolling Suds franchise serving Chicago and the North Shore, one of the Midwest's strongest markets for residential and commercial exterior cleaning services. The business is on pace...

$160,000

$160,000

Independent Optical Retail & Practice - High Margin & Upside

Cook County, IL

Opportunity to acquire a well-established, independent optical retail and optometry practice with over 20 years of operating history and a loyal, insurance-driven patient base in a desirable...

$535,000

$535,000

Cash Flow: $217,367

Profitable B2B Center - Print, Promotional & Marketing Business

Cook County, IL

Leading print, marketing & promo provider in Cook County. This is a great business to own for families, partnerships and sole proprietors. This center provides print, mail marketing, design and...

$250,000

$250,000

Cash Flow: $120,000

Established Esthetics School with Trained Staff and Strong Reputation

Chicago, IL

This esthetics school has built a strong reputation since 2018 for producing confident, state-board-ready graduates. Small class sizes and true one-on-one instruction set it apart from larger programs...

$375,000

$375,000

Cash Flow: $126,148

High-Volume Long-Established Family-Owned Deli & Caterer w/Property!

REAL ESTATE INCLUDED

Cook County, IL

High-Volume Long-Established Family-Owned Deli & Caterer w/Property Sought-After SW Suburb Of Chicago - Sales Over $1.4M! "Established Over 44 Years - Award Winning - Rave Reviews - Sales Up" A rare...

$1,000,000

$1,000,000

Cash Flow: $197,302

REAL ESTATE INCLUDED

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,...

$350,000

$350,000

Cash Flow: $120,305

Reputable successful law firm

Chicago, IL

A Chicago-based law firm providing legal representation and advisory services to individuals and businesses. The firm focuses on delivering practical legal solutions with an emphasis on personalized...

$430,000

$430,000

Cash Flow: $352,357

Rare Find! Chicago Area 18-Year Dryer Vent Wizard Franchise Resale!

Chicago, IL

ESTABLISHED 18-YEAR DRYER VENT WIZARD FRANCHISE - CHICAGO TERRITORY BUSINESS OVERVIEW Rare Find! This profitable owner-operator franchise has maintained continuous operations for 18 years in a premium...

2

$189,000

$189,000

EBITDA: $65,000

Fully Established Dog Grooming Business!

Cook County, IL

Located in a very busy, and beautiful downtown area inside a strip alongside other businesses, the owners are ready to hand this gem over to a new owner. A new owner will enjoy this business with its...

$270,000

$270,000

Cash Flow: $116,860

Appliance Sales & Repair Business – Serving Greater Chicagoland

Cook County, IL

For over 25 years, this well-established appliance store has been a trusted name in the Greater Chicagoland area, offering a wide selection of new and used major appliances, including refrigerators,...

$480,000

$480,000

Cash Flow: $52,313

ABA Clinic Opportunity for Licensed Behavioral Analyst

Cook County, IL

ABA Clinic Opportunity for Licensed Behavioral Analyst Conveniently situated in the south suburbs of Chicago, this clinic specializes in Autism Management through evidence-based Applied Behavior...

$750,000

$750,000

Cash Flow: $221,979

NEW LISTING! LUCKY BEAR Laundromat
Asset Sale

Chicago, IL

LUCKY BEAR LAUNDROMAT ASKING $489,000 Transform your investment into immediate cash flow with this turnkey laundromat featuring brand-new equipment and advanced cashless payment systems. Located at...

$489,000

$489,000

Swimming Pool Services Business - Cleaning, Maintenance And Repair

Chicago, IL

For Sale - This profitable swimming pool services business is for sale and includes professionally wrapped, leased work vehicles. This business is operated using our cell phones. The sale includes a...

$235,500

$235,500

Cash Flow: $176,800

Established Home Cleaning Company with Team in Place

Chicago, IL

This established residential cleaning company has built a strong base of repeat customers throughout the Chicago market. Trained cleaning teams handle the day-to-day service while ownership focuses on...

$249,000

$249,000

Cash Flow: $177,000

Chicago Laundromat + Real Estate | 4,500 SF | 29 Parking Spaces

Chicago, IL

We only communicate with prospective buyers through Sue at (248) 762-7634. Please do not send messages/emails. You must call Sue directly between 9:00 a.m. and 7:00 p.m. Chicago time. Before...

$1,300,000

$1,300,000

South Suburb Retool Opportunity

Cook County, IL

Opportunity to acquire an established laundromat business and reposition it with new, high-efficiency equipment and an updated store concept. The approximately 3,200-square-foot space would be leased,...

$150,000

$150,000

Established Disaster Restoration & Remediation Business

Cook County, IL

This established disaster restoration and remediation company serves a mix of residential and commercial customers throughout the Northwest Chicago suburbs. The business provides a comprehensive range...

$2,100,000

$2,100,000

Cash Flow: $392,000

High-Growth Security, Cabling & A/V Services Firm | $200k+ Cash Flow

Chicago Heights, IL

This is a rare opportunity to acquire a surging Low Voltage, Security, and Structured Cabling business in the Chicago Metro area. 2025 was a record-breaking year, with Net Income hitting $180k and SDE...

$300,000

$300,000

Cash Flow: $234,700

High Income Turnkey Chicago Vending Route for Sale

Chicago, IL

Price: $219,000 – Weekly Sales: $1,600 This listing is for a turnkey income vending route with six (6) active locations and eight (8) active vending machines in the the Chicago area. There is an...

$219,000

$219,000

Cash Flow: $49,400

Established & Profitable Multi-Territory Appliance Repair Business

Chicago, IL

Fantastic opportunity to acquire an established, turn-key appliance repair business serving two highly desirable markets in the Chicagoland area. Launched in 2021, this business has built a solid...

$150,000

$150,000

Alex Christodoulou

Matrx.ai

Serving Cook County, IL

MaTrx.ai is a New York-based boutique advisory firm helping family businesses navigate growth, capital, and strategic transitions. We combine Wall Street expertise with proprietary AI-driven technology to deliver clarity and execution across a range of services - from M&A advisory and capital raising to strategic planning and working capital optimization. Our philosophy is built on three principles: integrity, innovation, and excellence. We invest in long-term client relationships and tailor our approach to the unique needs of each business - whether you're looking to exit, acquire, or simply optimize your cap structure. MaTrx.ai delivers results at the intersection of technology, trust, and strategic acumen.

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Cleaning Business with 300+ 5-Star Reviews and 5-Figure MRR

Chicago, IL

ESTABLISHED CLEANING SERVICE WITH EXCEPTIONAL ONLINE REPUTATION This thriving Chicago-based cleaning business represents a rare opportunity to acquire a well-established operation with outstanding...

$200,000

$200,000

Cash Flow: $65,000

Exclusive LOI Pending - Landscaping Company | Recurring Revenue Base

Cook County, IL

Rare opportunity to acquire a long-established landscaping company serving one of Chicagoland’s most affluent markets. This business has operated for more than five decades and has built a loyal...

$1,991,849

$1,991,849

Scalable Cleaning & Mitigation Company

Chicago, IL

This cleaning and restoration business combines essential cleaning services with higher-value property restoration, creating two complementary revenue streams. The company provides carpet, upholstery,...

$275,000

$275,000

Cash Flow: $318,358

Restoration Company Opportunity #1110

Chicago, IL

Assisting homeowners and businesses for over 30+ years. Certified Specialists. Fast, reliable and eco-friendly solutions. We work to recover multi-millions of dollars in water damage, mold, and...

$285,000

$285,000

Cash Flow: $90,293

Cleaner Business Opportunity – Long Established customer based

Cook County, IL

Cleaner Business Opportunity – Long Established customer based Well-established Cleaner generating approximately $300,000–$400,000 in annual revenue with estimated Seller’s Discretionary Earnings over...

$175,000

$175,000

Chicago Intermodal Trucking & Drayage Company | $462K Net Profit

Chicago, IL

HS Listing ID-72169 Asking Price: $549,000 ( Annual Revenue (2025): $2,123,131 Net Profit: $462,000 Business Type: Intermodal Trucking, Container Drayage & Freight Brokerage Location: (Chicago Metro),...

$549,000

$549,000

Cash Flow: $462,000

Local/Profitable/Mobile: Flooring Company

Chicago, IL

The business is currently home-based and fully mobile. The business has become a staple for 1000’s of customers over the years and is highly recognized in the market. Few employees to manage. The sale...

$365,000

$365,000

Cash Flow: $346,890