Businesses for Sale in Chicago

Rejigg has 28+ active listings within 60 miles, spanning Illinois, Indiana and Wisconsin.

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8

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28

Active Listings

$1.5M

Median Asking Price

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Businesses in the Chicago Metro Area

Showing 25 of 28 listings within 60 miles of Chicago

Roofing Business

Offers services for roofing, siding, and gutters with a client base of 95% residential and 5% commercial in HOA subdivisions.
Price$1.8M
Revenue$2M
SDE$401.2K

HVAC / Electrical Services Business

Specializes in HVAC and electrical services, including installation, repair, maintenance, and replacement of heating systems, air conditioning, boilers, and electrical wiring, while offering home automation, security systems, server room cooling, and radiant heating solutions for residential and commercial clients across Illinois.
Price$660K
Revenue$1.5M
SDE$348.3K

Regional Trucking & Logistics Company

Operates a fleet of 500 trucks, providing transportation solutions across North American corridors with diversified revenue streams including contract carriage, spot market, and value-added services.
Price$45M
Revenue$135.8M
SDE$10.3M

Landscaping Company

Specializes in integrated landscape design, installation, hardscapes, water features, lighting, lawn maintenance, pest control, and snow removal for residential and commercial clients in Illinois.
Price$480K
Revenue$1.1M
EBITDA$168.7K

Digital Marketing Agency

Provides customizable digital marketing services such as SEO, website design, social media management, and online reputation management to small and midsize businesses across 30 states and three countries, with revenue from monthly contracts and a 90% two-year retention rate.
Price$2M
Revenue$494.2K
EBITDA$285.1K

Commercial and Industrial Steel Processor

Produces and warehouses steel wire and cold drawn bar, providing shot blast cleaning, coil compacting, coil-to-coil drawing, and custom cut-to-length processing for industrial and manufacturing clients
Price$9M
Revenue$9M
SDE$1.2M

Holistic Healing and Massage Therapy Center

Offers massage therapy, bodywork, energy healing, and one-on-one mentoring to foster holistic healing and personal growth.
Price$75K
Revenue$98.3K
SDE$60.4K

Intermodal Trucking Business

Operates a local intermodal trucking agency serving commercial freight brokers with transactional, order-by-order revenue from a highly recurring customer base
Price$750K
Revenue$1.5M
SDE$224.7K

Commercial Printing and Mailing Business

Provides a comprehensive range of printing, bindery, specialty finishing, and in-house mailing solutions to commercial clients and organizations across the United States, operating from a large facility in the Chicago area equipped with advanced offset and digital printing technology.
Price$3M
Revenue$3.5M
EBITDA$700K

Chemical Cleaning Supplier

Supplies wholesale janitorial products, cleaning chemicals, and maintenance equipment to institutional and commercial facilities, with recurring orders plus audits, training, installations, and vendor-managed inventory services
Price$1.5M
Revenue$3.5M
SDE$400K

Auto Repair Shop

Provides mechanical repair and maintenance services for cars, suvs, minivans, and light trucks to individual vehicle owners in suburban chicago with transactional per-visit revenue
Price$1.2M
Revenue$1.8M
SDE$370K

Midwest Urban Event Collective

Offers immersive street art workshops, neon art sessions, and guided tours at studios in chicago and atlanta, plus an online shop selling branded merchandise and artist collaborations
Price$350K
Revenue$805.7K
SDE$123K

Tech-Enabled Mental Healthcare Marketplace

Connects patients from the Latino community with psychologists for mental health services, earning revenue through transactions and subscriptions.
Price$3.3M
Revenue$917.3K
EBITDA-$103K

Retail Installation Services

Provides nationwide retail installation and project management for b2b fixture, millwork, signage and graphics manufacturers, including multi-trade electrical and flooring services on a project basis
Price-
Revenue$9.3M
EBITDA$1M

Construction Consulting Company

Provides building permit expediting, building code and zoning analysis, and wireless/telecom network consulting to keep construction and network projects compliant and on schedule, primarily serving developers and property managers in the chicago area with mostly recurring contract revenue
Price$2.2M
Revenue$876.9K
SDE$496.4K

Manufacturing Solutions Business

Specializes in assembly and automation processes, offering services like drilling, tapping, part dotting, painting, packaging, sorting, inspection, and distribution for industries including automotive, appliance, construction, and consumer goods.
Price-
Revenue$5.3M
SDE$459K

Consulting Firm for Nonprofit Organizations

Partners with mission-driven nonprofit organizations to advance fundraising, organizational development, and communications priorities through strategic planning, assessment, and implementation of capital campaigns, major gift programs, board development, and general fundraising services, serving over 300 clients primarily in the Chicago area.
Price-
Revenue$720K
EBITDA$395K

Mail Sorting / Handling Service

Specializes in presorting First Class letters, flats, and packages to help businesses save on postage costs in Illinois.
Price-
Revenue$2.6M
EBITDA$276.4K

CNC Machine Business

Engages in the sale and service of CNC machines, offering high-speed machining equipment and support to manufacturing companies and professionals, with revenue from transactions and servicing.
Price$300K
Revenue$482.8K
SDE$81.1K

Restoration Company

Specializes in masonry and concrete construction with a focus on restoration, scaffolding, facade inspection, and maintaining structural integrity and appearance through power washing and waterproof sealant application, serving primarily commercial clients on a project basis.
Price-
Revenue$3.3M
EBITDA$500K

Specialized Product Design Firm

Offers research, industrial design, user experience (UX/UI), and engineering services for developing manufacturable, award-winning products across diverse industries, serving clients from startups to large corporations.
Price$290.5K
Revenue$763.2K
SDE$111.4K

IT Infrastructure Company

Provides expertise in cabling, hardware, and software assistance for network and connectivity needs across multiple states, serving major corporations, small businesses, and industries like retail and logistics.
Price$10M
Revenue$1.9M
EBITDA$425K

Residential Senior Living Community

Provides independent living, assisted living, memory care, bridge care, and short-term respite services in a family-owned environment, with chef-prepared meals and a variety of apartment options.
Price$50M
Revenue$10M
SDE$1.2M

Custom Manufacturing Business

Designs and manufactures custom automation and test equipment, providing full-service machining, toolroom grinding, and precision steel tool components for low-volume and specialized projects
Price$294K
Revenue$780.2K
SDE$143.2K

Mexican Restaurant

Specializes in authentic Mexican cuisine with offerings like burritos, fajitas, and margaritas made from premium tequilas, also providing catering and hosting events across multiple locations in Illinois.
Price-
Revenue$1.7M
SDE$207.5K
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FAQ

Buying a Business in Chicago

What types of businesses are for sale in Chicago?

Rejigg lists a variety of businesses for sale in the Chicago metro area, including professional services, manufacturing, software companies, healthcare businesses, retail operations, construction companies, and more. Each listing is individually sourced and vetted by our team to ensure quality opportunities.

How do I buy a business in Chicago?

To buy a business in Chicago through Rejigg: 1) Create a free account and complete your buyer profile, 2) Browse listings and filter by industry, price range, and other criteria, 3) Request an introduction to connect directly with the business owner, 4) Schedule calls and conduct due diligence through our platform. We facilitate direct buyer-seller communication without expensive broker fees.

What is the typical price range for businesses in Chicago?

Businesses for sale in the Chicago area range from under $500,000 to over $10 million. Price depends on factors like annual revenue, profitability (EBITDA/SDE), industry, growth potential, and asset value. Use our filters to find businesses within your budget and financing capabilities.

Can I connect directly with business owners in Chicago?

Yes! Rejigg enables direct communication between buyers and sellers. Unlike traditional business brokers who act as intermediaries, we facilitate introductions so you can have authentic conversations with business owners about their companies, ask detailed questions, and build rapport before making an offer.

Are the businesses on Rejigg vetted?

Yes, all businesses listed on Rejigg are individually sourced and vetted by our team. We verify financial information, confirm owner motivation to sell, and ensure the opportunity is legitimate before listing. This means you're connecting with qualified, real opportunities rather than wasting time on tire-kickers or fraudulent listings.

What financing options are available for buying a business in Chicago?

Common financing options for acquiring businesses include SBA 7(a) loans (up to $5 million with favorable terms), conventional bank loans, seller financing (where the seller provides a loan), investor equity, or a combination. Rejigg provides tools like our SBA Calculator to help you understand your financing options. Many successful acquisitions use 10-20% buyer equity with the remainder financed.