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.

Browse 209 listings free. Sign up free to unlock exact locations, broker contacts, and the full in-app deal feed.

Get started free

Businesses for Sale in Chicago, IL

Showing 169–192 of 209

Jun 5

Family Amusement And Water for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$5.9MEntertainment & Recreation
Cash Flow:$795K
Multiple:7.4x
Why Buy

A multi-attraction family entertainment destination in the Chicago metro area with over 60 years of operating history serves more than 170,000 annual guests across amusement rides, water attractions, animal exhibits, an indoor ice arena, food and beverage, and retail. Diversified revenue streams from admissions, season passes, events, and ancillary spending provide resilience across seasonal cycles. A strong season pass base, multi-generational customer loyalty, and a long-term land lease structure offer a buyer a differentiated regional asset with a well-established demand foundation.

Sticky CustomersHigh SeasonalityHigh CapEx
Jun 4

Auto Repair Shop for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.5MAutomotive Services
Cash Flow:$200K
Multiple:7.5x
Why Buy

This specialty auto repair business in Chicago's North Suburbs has built a strong reputation serving premium vehicle owners, with a focus on high-end European brands that typically command above-market service rates and attract quality-conscious clientele. The asking price includes both the operating business and the underlying real estate on a prime corner location, providing the acquiring operator with significant hard asset value and elimination of lease risk. The combination of a specialty service niche, real estate inclusion, and established customer relationships makes this a differentiated opportunity in the automotive services sector.

Sticky Customers
Jun 4

Property Damage Restoration Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$299KHome Services
Cash Flow:$134K
Multiple:2.2x
Why Buy

This property damage restoration business in the Chicago metro area provides water damage, fire disaster restoration, mold remediation, and biohazard services to residential and commercial clients, backed by preferred vendor relationships with national and regional insurance carriers. The executively operated model requires the owner to focus on marketing and relationship management rather than field work, with operations structured to scale to any volume level. Insurance-backed recurring demand and high service margins relative to the asking price create a resilient and scalable cash flow profile.

Jun 3

Specialty Apparel Retail Store for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$575KRetail & E-commerce
Cash Flow:$118K
Multiple:4.9x
Why Buy

This specialty intimate apparel retailer operates in an affluent, high-traffic venue in the greater Chicago area with a loyal, repeat customer base and minimal direct competition in its niche category. The current owner runs the business on a near-absentee basis, indicating strong operational systems and staff independence that reduce transition risk. A buyer with customer relationship skills could meaningfully grow revenue through expanded digital outreach and automation, building on a stable existing foundation.

Absentee OwnerManager in Place
Jun 3

Precision Cnc Machining Shop for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$700KManufacturing & Production
Cash Flow:$139K
Multiple:5.0x
Why Buy

This precision manufacturing job shop in Northeastern Illinois has operated for over four decades, producing custom machined components for a wide range of industries including medical, automotive, packaging, and food production. Modern CNC technology and a flexible job-shop model allow the business to serve diverse customers across small-to-medium batch production requirements, reducing dependence on any single sector. An experienced team, strong client relationships, and a modernized facility provide a buyer with a well-maintained platform requiring minimal immediate capital investment.

Jun 3

Residential Landscaping Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$2.0MHome Services
Cash Flow:$538K
Multiple:3.7x
Why Buy

This Chicagoland landscaping company has operated for over five decades serving one of the Chicago metro area's most affluent suburban markets, with the majority of revenue derived from recurring maintenance contracts. The business generates approximately $537,000 in annual SDE on a roughly $2 million asking price, with predictable cash flow supported by long-term client relationships and strong word-of-mouth referrals. Meaningful upside exists through expansion of hardscape, outdoor living, lighting, and seasonal services beyond the current maintenance focus.

Recurring RevenueSticky CustomersGrowth TrajectoryHigh Seasonality
May 30

High-margin Established Cpa Practice for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.6MProfessional Services
Cash Flow:$655K
Multiple:2.4x
Why Buy

This well-positioned CPA firm in the Chicago metro area serves a book of business heavily weighted toward business owners and high-net-worth individuals, producing cash flow above 60% of gross revenue. Revenue is diversified across high-end tax work, accounting and bookkeeping, and payroll and consulting engagements. The seller's willingness to support a long-term transition reduces key-person risk and supports client retention through an ownership change.

Recurring RevenueSticky CustomersKey Person Risk
May 29

Cpa & Accounting Firm for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$266KProfessional Services
Cash Flow:$76K
Multiple:3.5x
Why Buy

This accounting, tax preparation, and bookkeeping practice in the western suburbs of Chicago generates strong annual revenue relative to its asking price, reflecting a buyer-friendly acquisition multiple. Professional services firms with recurring client relationships and predictable seasonal demand provide stable earnings for incoming owners. The business is well-positioned for an accounting professional seeking an established book of business or a firm looking to expand in the Chicago metro market.

Recurring RevenueSticky Customers
May 27

Freight Brokerage Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$7.0MTransportation & Logistics
Cash Flow:$1.2M
Multiple:5.9x
Why Buy

This nationwide first-and-final-mile logistics company operates a non-asset model with a fleet of 70 commercial trucks — 90% fully owned — and an established customer base that provides consistent cash flow across multiple U.S. markets. All existing company loans are structured to be satisfied at closing, delivering a clean balance sheet to the incoming owner. At a $1.189 million SDE on a $7 million asking price, the business offers an acquirer a scaled logistics platform with proven operational infrastructure and low capital expenditure requirements relative to asset-heavy transportation peers.

Recurring RevenueSticky CustomersManager in Place
May 26

Preschool & Daycare Center for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$300KEducation & Training
Cash Flow:$143K
Multiple:2.1x
Why Buy

This year-round preschool and daycare in the Chicago metro area offers programs for infants through junior kindergarten age, with a play-based curriculum and dedicated teaching staff focused on early literacy, math, science, and social-emotional development. The pristine facility is ready for immediate operation and represents an ideal bolt-on acquisition for an existing childcare operator looking to add capacity in the market. SDE of approximately $143,000 on a $300,000 asking price reflects a stable and cash-generative operation in a sector with consistent demand.

Absentee OwnerRetirement SaleRecurring RevenueSticky Customers
May 23

Dog Training Facility for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$258KPersonal Services
Cash Flow:$93K
Multiple:2.8x
Why Buy

This established dog training business in the Chicago metro area operates with proven training methods and a loyal client base seeking behavior modification and obedience programs. The facility generates consistent cash flow relative to its modest asking price, offering an accessible entry point for a dog trainer, pet industry operator, or enthusiast buyer. The business's track record and proven curriculum provide a replicable foundation that supports continued enrollment growth.

Recurring RevenueKey Person Risk
May 22

Kitchen And Bath Remodeling for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.1MHome Services
Cash Flow:$408K
Multiple:2.7x
Why Buy

This upscale kitchen and bath remodeling contractor in the western Chicago suburbs has operated for multiple decades, specializing in complete design, demolition, and rebuild of kitchens and bathrooms with comprehensive services including cabinetry, countertops, flooring, plumbing, and lighting. The business has built a loyal repeat client base in an affluent suburban market and generates over $400K in annual SDE. At $1.1M on a sub-3x multiple, this is an attractive acquisition for a contractor or home services platform with the operational capacity to sustain and grow the business.

May 21

Mental Health Practice for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$800KHealthcare & Wellness
Cash Flow:$193K
Multiple:4.2x
Why Buy

This Chicago-area mental health practice has grown consistently since founding, reaching over $845,000 in 2025 revenue with strong profit margins and an established patient base supported by a comprehensive insurance panel including Medicare and Medicaid. High employee retention and a committed clinical team reduce transition risk and support continuity of care for existing patients. The practice's demonstrated growth trajectory and broad payer mix position it well for continued expansion under new ownership.

Recurring RevenueSticky CustomersGrowth Trajectory
May 18

Metal Roofing Contractor for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$9.0MConstruction & Trades
Cash Flow:$2.5M
Multiple:3.7x
Why Buy

This metal roofing contractor and sheet metal distributor in the greater Chicago area combines contracting services with distribution capabilities, generating substantial discretionary earnings from a well-established position in the regional construction supply chain. The dual business model — providing both installation services and material distribution — creates multiple revenue streams and differentiated market positioning. Strong cash flow and a high-volume operation make this a compelling acquisition for a construction or distribution-focused buyer.

May 18

Residential Remodeling Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.6MConstruction & Trades
Cash Flow:$760K
Multiple:2.1x
Why Buy

This well-established remodeling business has served the greater Chicago metro area for over two decades, providing comprehensive residential and commercial renovation services across both interior and exterior segments. With approximately $760K in annual cash flow on a $1.6M asking price, the business offers a strong earnings multiple with a proven operational history. The company's longstanding market presence and reputation for quality workmanship provide a durable competitive position for an acquiring operator.

Sticky CustomersGrowth Trajectory
May 14

Restaurant Building for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$3.1MFood & Beverage
Cash Flow:$211K
Multiple:14.7x
Why Buy

A fully built-out restaurant property in the Chicago metro area combining an operating restaurant business with owned commercial real estate, featuring over 8,000 square feet, an outdoor patio, significant street frontage, and a multi-tenancy setup offering flexible use options. The property and business have been in operation since 2017 and include dedicated parking and a versatile two-story layout suitable for food and beverage or mixed commercial use. Seller financing is available, improving accessibility for qualified buyers seeking both operating income and real estate asset value.

May 13

Metal Fabrication Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$3.9MManufacturing & Production
Cash Flow:$685K
Multiple:5.6x
Why Buy

This custom metal fabrication business in the Chicago metro area offers a full spectrum of welding, cutting, forming, and finishing services to commercial and industrial clients across construction, manufacturing, and infrastructure sectors. The company operates from a modern, well-equipped facility with a skilled team capable of handling projects across a wide range of complexity and scale. Real estate is included, adding tangible asset value alongside the operating business.

High CapEx
May 12

Pediatric Therapy Practice for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$2.0MHealthcare & Wellness
Cash Flow:$523K
Multiple:3.8x
Why Buy

This pediatric therapy practice delivers occupational, physical, and speech therapy services through in-home and community-based care models in the greater Chicago metro area. The business has established referral networks with healthcare partners and serves a growing population of pediatric clients through evidence-based, individualized treatment protocols. Recurring referral-driven demand and the essential nature of developmental pediatric services provide stable, predictable revenue for a new owner.

Growth TrajectoryRecurring Revenue
May 12

Fuel & Liquid Transportation for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.7MTransportation & Logistics
Cash Flow:$407K
Multiple:4.2x
Why Buy

This specialized trucking company transports fuel and bulk liquids for commercial clients in the Midwest and Mid-Atlantic regions, generating approximately $4.2 million in annual revenue with $407,000 in EBITDA. The business operates with a fully staffed 24/7 dispatch operation, experienced general manager, and a fleet of leased tractors and tanker trailers, enabling strong management infrastructure without requiring hands-on owner involvement. Recurring commercial contracts and dedicated operational support staff create a scalable foundation for a new owner seeking a logistics platform.

Manager in PlaceRecurring RevenueRegulatory Risk
May 9

Pack & Ship Franchise for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.1MRetail & E-commerce
Cash Flow:$218K
Multiple:5.0x
Why Buy

This franchise location in the Chicago metro area generates approximately $850,000 in annual gross revenue with approximately $218,000 in seller discretionary earnings, supported by a dense residential population and strong e-commerce-driven demand. The store offers a diversified mix of shipping, printing, mailbox, and small business services under one of the most recognized brands in the retail services industry. Revenue has continued to grow consistently, supported by loyal customers and community demand.

Recurring RevenueSticky CustomersGrowth Trajectory
May 7

Experiential Restaurant Franchise for Sale in Illinois

Chicago-Naperville-Elgin, IL
$1.2MFood & Beverage
Cash Flow:$210K
Multiple:5.7x
Why Buy

A franchise restaurant in Illinois combining self-pour beverage technology with a full-service dining program, ranked in a national franchise publication's annual list. The flagship location features an experienced management team and operates in a high-traffic downtown suburban corridor that was previously impacted by a multi-year construction project, creating a compelling recovery and upside story for a new owner. Pre-construction revenue and earnings were materially higher, offering a clear path to restored performance.

Manager in PlaceSticky CustomersRevenue Decline
May 6

Luxury Rental E Commerce for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$300KRetail & E-commerce
Cash Flow:$60K
Multiple:5.0x
Why Buy

This online luxury bridal accessory rental brand operates an asset-light model with strong gross margins driven by high inventory turnover, generating $220,000 in annual revenue with over 55,000 social media followers in the Chicago, Illinois market. The rental economy model appeals to sustainability-conscious buyers seeking access to high-end products without the purchase price, creating a differentiated value proposition relative to traditional retail. The business presents upside for a full-time operator to accelerate growth beyond its current part-time operating pace.

Growth Trajectory
May 6

Eyelash & Brow Studio for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$799KPersonal Services
Cash Flow:$204K
Multiple:3.9x
Why Buy

This two-location eyelash extension and facial studio group in the Chicago, Illinois metro has operated profitably for over ten years, generating approximately $204,000 in seller discretionary earnings across both locations. The membership-based model drives predictable recurring revenue and strong client retention, supported by trained technicians, booking software, and established marketing assets at each location. Both studios occupy high-traffic locations with loyal client bases and are designed for seamless new-owner transition.

Manager in PlaceRecurring RevenueSticky Customers
May 2

Restaurant And Bar for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$472KFood & Beverage
Cash Flow:$215K
Multiple:2.2x
Why Buy

This Chicago-area restaurant and bar generates substantial owner earnings from a high-traffic location near a college campus, benefiting from consistent foot traffic and a built-in recurring customer base. The food and beverage model combines dining and bar revenue, diversifying income across meal periods and late-night hours. At the asking price relative to cash flow, this opportunity suits a hospitality operator looking to acquire a proven, high-volume concept.

Explore More Illinois Markets

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:

Access 258 Chicago, IL Deals

Get full access to every listing with detailed financials, broker contact info, AI-powered analysis, and pipeline management tools. Start free, no credit card required.

Start Free, no credit card

No credit card · Paid plans add a 7-day trial