Businesses for Sale in Chicago, IL

Browse 258 businesses currently for sale in the Chicago, IL metro area with an average asking price of $1.7M. Find acquisition opportunities across every industry in the metro.

Active Listings
258
Median Asking Price
$700K
Median SDE
$203K
Median Multiple
3.6x SDE
Avg Asking Price
$1.7M
Average SDE
$348K
Listed in Last 30 Days
101
Added This Week
10

Median figures are computed over the 206 listings currently browsable on this page. Averages and counts cover all 258 active listings tracked in the last 90 days.

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Businesses for Sale in Chicago, IL

Showing 49–72 of 209

Aug 10

Accounting Practice for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$150KProfessional Services
Cash Flow:$96K
Multiple:1.6x
Why Buy

This established accounting practice offers recurring client relationships and positive cash flow within a professional-services model. Continued owner transition support can help preserve continuity for a buyer entering the greater Chicago market.

Key Person RiskRegulatory Risk
Aug 10

Property Restoration Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$285KHome Services
Cash Flow:$90K
Multiple:3.2x
Why Buy

This Chicago-area restoration company provides inspection, remediation, drying, and indoor-air-quality services for residential and commercial properties. Certifications, trained teams, and demand tied to water damage and environmental issues support a specialized service platform with established market credibility.

Aug 9

Accounting Practice for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$375KProfessional Services
Cash Flow:$96K
Multiple:3.9x
Why Buy

This accounting practice serves individual and business clients through tax preparation, bookkeeping, payroll, advisory, and accounting support. A transition period and potential staff continuity may support client retention for a qualified buyer in the Chicago metropolitan region.

Sticky CustomersRecurring Revenue
Aug 8

Commercial Contractor for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$2.0MConstruction & Trades
Cash Flow:$593K
Multiple:3.4x
Why Buy

This commercial general contracting business serves retail and food-service clients with self-performed construction, carpentry, and finish capabilities. An experienced field team, longstanding reputation, and optional real estate create an attractive turnkey acquisition in Illinois.

Aug 8

Smoothie And Juice Bar for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$840KFood & Beverage
Cash Flow:$251K
Multiple:3.3x
Why Buy

This multi-unit healthy beverage concept operates turnkey cafés serving smoothies, bowls, juices, and grab-and-go products from locations with built-in fitness traffic. Recurring customer access, strong operating performance, and a low royalty burden support an attractive acquisition in the Chicago region.

Absentee OwnerManager in PlaceRecurring RevenueSticky Customers
Aug 7

Accounting Practice for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.4MProfessional Services
Cash Flow:$723K
Multiple:2.0x
Why Buy

This Illinois tax and accounting practice generates a high proportion of reported cash flow relative to revenue and serves affluent clients. A diversified service mix, established operations, staffing, and potential financing support make it attractive to an accounting professional or strategic buyer.

Manager in PlaceRecurring RevenueSticky Customers
Aug 7

Full Service Restaurant for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$499KFood & Beverage
Cash Flow:$180K
Multiple:2.8x
Why Buy

This restaurant opportunity pairs substantial reported sales with strong seller cash flow and potential financing flexibility. Its established operating model may suit an owner-operator or experienced hospitality buyer seeking scale in the Chicago region.

Aug 7

Residential Remodeling Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.8MConstruction & Trades
Cash Flow:$780K
Multiple:2.2x
Why Buy

This residential remodeling company provides whole-home renovations, additions, kitchen projects, and bathroom upgrades for an affluent regional clientele. Strong repeat and referral activity, diversified project work, and approximately $780,000 in annual cash flow create a compelling platform for an operator or strategic acquirer.

Sticky CustomersGrowth Trajectory
Aug 6

Photography Studio for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$600KPersonal Services
Cash Flow:$305K
Multiple:2.0x
Why Buy

This staff-operated portrait photography studio delivers a premium, end-to-end client experience supported by styling, coaching, retouching, and finished-product sales. A loyal referral base, dedicated studio, strong transaction economics, and reported cash flow create a scalable opportunity in Illinois.

Absentee OwnerManager in PlaceGrowth Trajectory
Aug 6

Tax And Accounting Practice for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.4MProfessional Services
Cash Flow:$723K
Multiple:2.0x
Why Buy

This tax and accounting practice serves affluent clients with strong average fees, a well-staffed operating model, and diversified revenue from accounting services. Its high reported profitability, established client relationships, and financing eligibility make it an attractive professional-services acquisition in Illinois.

Sticky CustomersRecurring Revenue
Aug 5

Counseling Practice for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$2.4MHealthcare & Wellness
Cash Flow:$742K
Multiple:3.2x
Why Buy

This behavioral health practice provides counseling for children, adolescents, adults, couples, and families through an experienced clinical and administrative team. Diverse referral sources, community relationships, returning clients, and insurance participation support a durable platform in the greater Chicago region.

Recurring RevenueSticky CustomersRetirement SaleManager in Place
Aug 4

Established Diversified Salon And Spa for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$825KPersonal Services
Cash Flow:$281K
Multiple:2.9x
Why Buy

This full-service salon and spa offers hair, nail, skincare, massage, and related personal-care services from a well-maintained facility. A diverse service mix, experienced staff, and loyal clientele provide a strong operating base for a new owner in the Chicago metropolitan region.

Recurring RevenueSticky CustomersRetirement Sale
Aug 4

Pet Services Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.3MPersonal Services
Cash Flow:$355K
Multiple:3.6x
Why Buy

This pet services business combines structured instruction, boarding and daycare programs, and complementary retail products. Autonomous staff, experienced management, and a customized commercial facility support a semi-absentee ownership model in Northern Illinois.

Absentee OwnerManager in PlaceRecurring RevenueSticky Customers
Aug 3

Accounting Firm for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.1MProfessional Services
Cash Flow:$556K
Multiple:2.0x
Why Buy

This established accounting practice offers a high-margin professional-services model with substantial reported cash flow. Its recurring client relationships and financing flexibility may appeal to an accounting professional or strategic buyer seeking a strong Chicago-area platform.

Retirement SaleRecurring RevenueSticky Customers
Aug 3

Recurring Profitable Pet Care Business for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$176KHealthcare & Wellness
Cash Flow:$94K
Multiple:1.9x
Why Buy

This pet care business combines waste removal, transportation, walking, and sitting services for a loyal repeat customer base. Recurring revenue and lean overhead support predictable cash flow, while continued consumer spending on pet services provides room for measured expansion in the Midwest.

Jul 31

Asphalt Contractor for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$12.5MConstruction & Trades
Cash Flow:$2.0M
Multiple:6.1x
Why Buy

This commercial-focused asphalt maintenance company provides paving, repair, sealcoating, striping, drainage, and related services. A high proportion of repeat customers and a diversified mix of property management, municipal, and private work support durable demand in the greater Chicago region.

Recurring RevenueSticky CustomersHigh SeasonalityHigh CapEx
Jul 31

Laundry And Dry Cleaning for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$4.6MPersonal Services
Cash Flow:$180K
Multiple:25.6x
Why Buy

This portfolio combines self-service laundry, dry-cleaning drop-off, full-service plants, and tailoring-related income. The inclusion of operating real estate, equipment, and multiple service formats provides an asset-backed platform for an experienced operator in the greater Chicago region.

High CapEx
Jul 30

High-margin Recurring Fitness Studio for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.8MHealthcare & Wellness
Cash Flow:$364K
Multiple:4.9x
Why Buy

This Illinois fitness business operates multiple locations and generates a substantial share of revenue from recurring memberships, supporting predictable cash flow. Experienced studio management and a broad instructor network provide an appealing foundation for an investor seeking a scalable wellness platform.

Absentee OwnerManager in PlaceRecurring RevenueSticky Customers
Jul 28

Gas Station Business for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$6.5MRetail & E-commerce
Cash Flow:$210K
Multiple:31.0x
Why Buy

This package of two newly constructed gas stations is designed to combine fuel sales with convenience retail and potential ancillary revenue opportunities. Seller financing and the ability to negotiate supply arrangements provide flexibility for an operator entering the Illinois market.

High CapEx
Jul 27

Home Improvement Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$205KHome Services
Cash Flow:$188K
Multiple:1.1x
Why Buy

This mobile home improvement company manufactures and repairs custom screens and shading products for residential and commercial customers directly at job sites. A home-based operating model reduces fixed overhead while convenience-focused service supports customer loyalty and attractive owner earnings in the Chicago region.

Growth Trajectory
Jul 26

Truck Repair Shop for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.7MAutomotive Services
Cash Flow:$319K
Multiple:5.3x
Why Buy

This commercial vehicle services company combines repair, diagnostics, roadside assistance, maintenance, parts, and rental revenue streams. Long-standing customer relationships, repeat fleet demand, and diversified operations provide a durable platform serving commercial customers in Northern Illinois.

Manager in PlaceSticky CustomersGrowth TrajectoryHigh CapEx
Jul 23

General Contractor for Sale in Chicago, IN

Chicago-Naperville-Elgin, IN
$900KConstruction & Trades
Cash Flow:$300K
Multiple:3.0x
Why Buy

This established general contracting business focuses on residential remodeling projects, with additional light commercial work and strong demand across a Midwest market. An approved project backlog and attractive cash flow provide a buyer with immediate operating momentum and room for continued growth.

Growth Trajectory
Jul 19

Medical Practice for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$22.3MHealthcare & Wellness
Cash Flow:$3.1M
Multiple:7.1x
Why Buy

This outpatient healthcare platform combines several service lines under one operating model, creating diversified, insurance-based revenue. Buyers may value the scale, infrastructure, and cross-referral potential across the broader Chicago region.

Manager in PlaceRecurring RevenueSticky CustomersGrowth Trajectory
Jul 24

Accounting Firm for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.2MProfessional Services
Cash Flow:$474K
Multiple:2.6x
Why Buy

This Chicago-area accounting practice generates recurring revenue across tax, accounting, payroll, and related professional services. Experienced staff, diversified service lines, and available financing support a smooth transition for an accounting professional or strategic buyer.

Recurring RevenueSticky CustomersRetirement SaleManager in Place

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Frequently Asked Questions

How many businesses are for sale in Chicago, IL?
Searcher OS currently tracks 258 businesses for sale in the Chicago, IL metro area, aggregated daily from broker websites and the major marketplaces. 10 of them were listed in the last 7 days. Locations are shown at the metro level — exact cities and broker contacts unlock with a free account.
How much does a business cost in Chicago, IL?
The median asking price of current listings is $700,000, and average seller's discretionary earnings run around $348,000. Most small businesses trade at a multiple of cash flow, so compare the asking price against earnings rather than revenue.
What multiple of earnings do businesses in the Chicago, IL metro area list for?
Across the 206 businesses currently browsable in the Chicago, IL metro area, the median asking price is $700K and the median seller's discretionary earnings (SDE) is $203K. The median asking price works out to 3.6x SDE. Multiples vary with size, growth, and owner dependence, so treat this as a benchmark rather than a rule.
Can I buy a business in Chicago, IL with an SBA loan?
Usually, yes. Most businesses in this size range qualify for SBA 7(a) acquisition financing, which typically covers up to 90% of the purchase price on a 10-year term, leaving a 10–15% down payment. Lenders look for steady cash flow that covers the loan payments with room to spare (debt service coverage), so listings with documented earnings are the easiest to finance.
How do I find businesses for sale in Chicago, IL before other buyers?
Most listings appear on individual broker websites days or weeks before they reach the national marketplaces. Searcher OS scrapes those broker sites daily and matches new Chicago, IL listings against your acquisition criteria, so you can be the first call instead of one of fifty.

Buying a Business in Chicago, IL

The Chicago, IL metro area supports a steady flow of small-business acquisitions across service, retail, and industrial sectors. Buying close to home has real advantages: you can meet sellers face to face, judge locations and crews yourself, and keep the local customer relationships that make these businesses durable after a transition.

Listings here are shown at the metro level to protect seller confidentiality — the exact city, full description, and broker contact unlock with a free account. Most businesses in this size range qualify for SBA 7(a) financing with 10–15% down, so compare each deal's cash flow against its projected debt service, not just the asking price. Start with these guides:

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