Businesses for Sale in Chicago, IL

Browse 270 businesses currently for sale in the Chicago, IL metro area with an average asking price of $1.6M. Find acquisition opportunities across every industry in the metro.

Active Listings
270
Avg Asking Price
$1.6M
Average SDE
$302K
Added This Week
16

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Businesses for Sale in Chicago, IL

Showing 2548 of 130

4w ago

Established Retail & E Commerce for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$2.9MRetail & E-commerce
Cash Flow:$200K
Multiple:14.5x
Why Buy

Established retail & e-commerce business serving the Chicago-Naperville-Elgin metro. The business generates meaningful owner earnings, supporting an acquisition in the $2M–$3M range. Exact location, full description, and seller details are available after sign-up.

Low MarginsRegulatory Risk
Jul 13

Established Delivery Route Business for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$450KTransportation & Logistics
Cash Flow:$274K
Multiple:1.6x
Why Buy

This route-based transportation business includes contiguous delivery routes, vehicles, and drivers already in place, creating an efficient operating structure. It may appeal to a buyer seeking a cash-flowing logistics business with management support and growth potential in Illinois.

Recurring RevenueSticky Customers
Jul 13

Profitable Power Washing Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$380KHome Services
Cash Flow:$130K
Multiple:2.9x
Why Buy

This exterior cleaning business serves both residential and commercial clients with an efficiency-focused operating model. It may appeal to a buyer seeking a scalable home services company with recurring commercial work and strong margins in the Chicago region.

Jul 12

Established Food Distribution Route for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$185KWholesale & Distribution
Cash Flow:$102K
Multiple:1.8x
Why Buy

This food distribution route serves an established market in a large Illinois metro and produces solid annual sales and cash flow. It may appeal to buyers seeking a recurring-revenue route business with proven demand and a recognizable product line.

Recurring RevenueSticky CustomersSupplier Concentration
Jul 10

Scientific Equipment Manufacturer for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.5MManufacturing & Production
Cash Flow:$225K
Multiple:6.7x
Why Buy

This manufacturer produces analytical instruments for laboratory and industrial customers, supported by a long operating history and a diversified client base. The business may appeal to a buyer seeking a niche manufacturing company with recurring demand from scientific and industrial markets.

Recurring RevenueSticky CustomersRetirement Sale
Jul 10

Profitable Shipping Franchise for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$999KRetail & E-commerce
Cash Flow:$242K
Multiple:4.1x
Why Buy

This shipping and business-services franchise benefits from repeat customers and a recognizable brand presence. It may appeal to a buyer looking for a turnkey retail service business with opportunities to expand printing and mailbox-related revenue in a major Illinois market.

Recurring RevenueSticky CustomersGrowth Trajectory
Jul 7

Very Profitable Trucking Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$3.8MTransportation & Logistics
Cash Flow:$957K
Multiple:4.0x
Why Buy

This trucking and logistics operation is built around recurring routes and long-term client relationships, producing predictable service demand. Buyers may value the stable operating model, diverse customer base, and established reputation across the Midwest.

Recurring RevenueSticky CustomersCustomer Concentration
Jul 6

Established Cleaning Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$180KHome Services
Cash Flow:$67K
Multiple:2.7x
Why Buy

This mobile cleaning and property maintenance business serves both residential and commercial clients with repeat-service potential. It may appeal to a buyer seeking a service company in Illinois with operational flexibility and technology-supported scheduling.

Recurring RevenueSticky CustomersHigh Seasonality
Jul 6

Established Medical Clinic for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$400KHealthcare & Wellness
Cash Flow:$162K
Multiple:2.5x
Why Buy

This clinic operates in primary and immediate care, a category supported by consistent patient demand and broad community need. It may appeal to a buyer seeking a healthcare business in Illinois with recurring visits and essential-service economics.

Regulatory Risk
Jul 6

Established Trucking Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$399KTransportation & Logistics
Cash Flow:$120K
Multiple:3.3x
Why Buy

This asset-based transportation business includes equipment and active operations, which can reduce startup friction for a new owner. It may appeal to a buyer seeking a logistics company in Illinois with working trucks and an operating structure already in place.

High CapExRegulatory Risk
Jul 3

Modern Crematory for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$2.0MPersonal Services
Cash Flow:$275K
Multiple:7.3x
Why Buy

This specialty service business operates from a renovated facility with modern equipment and infrastructure. The model is supported by long-term demand trends and could appeal to a buyer seeking a stable, professionally run service operation in the Chicago area.

Recurring RevenueGrowth TrajectoryRegulatory Risk
Jul 2

Profitable Service Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$699KOther Business Services
Cash Flow:$225K
Multiple:3.1x
Why Buy

This service company provides installation and maintenance work with recurring commercial demand and established customer relationships. Its route-based, specialized model offers predictable revenue and room for expansion in the Illinois market.

Recurring RevenueSticky CustomersRetirement Sale
Jul 1

Well-established Accounting Practice for Sale in Chicago, IN

Chicago-Naperville-Elgin, IN
$514KProfessional Services
Cash Flow:$129K
Multiple:4.0x
Why Buy

This tax and accounting practice offers recurring professional-service revenue with transition support available for continuity. It may appeal to a buyer seeking a client-based firm with staff support and established software systems in the Midwest.

Recurring RevenueSticky CustomersRetirement Sale
Jul 1

Profitable Pressure Washing Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$390KConstruction & Trades
Cash Flow:$135K
Multiple:2.9x
Why Buy

This pressure washing company serves both residential and commercial customers with exterior cleaning and restoration services. It is attractive because it has a diversified customer base, repeat demand, and an operational model suited to route-based scaling.

Jul 1

Unique Spa Business for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$595KPersonal Services
Cash Flow:$150K
Multiple:4.0x
Why Buy

This is a destination wellness business with a differentiated service model, strong customer reviews, and a turnkey facility. It may appeal to buyers seeking a premium experience-based concept in a large Midwest metro.

Sticky Customers
Jul 1

Established Pet Grooming Salon for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$860KPersonal Services
Cash Flow:$196K
Multiple:4.4x
Why Buy

This is a recurring-service pet grooming business with repeat clientele and additional retail sales that support ongoing cash flow. It may appeal to buyers seeking a service-based personal care business with a loyal local customer base in a large Midwest metro.

Recurring RevenueSticky Customers
Jun 30

Established Auto Dealership for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$900KAutomotive Services
Cash Flow:$180K
Multiple:5.0x
Why Buy

This auto and truck sales business benefits from a high-visibility corridor, direct expressway access, and capacity to display a large vehicle inventory. Its appeal comes from steady drive-by exposure, diversified vehicle mix, and an established operating history in the broader Chicago region.

Retirement SaleGrowth Trajectory
Jun 29

Profitable Beauty Studio for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$150KPersonal Services
Cash Flow:$42K
Multiple:3.5x
Why Buy

This personal services business appears to offer a specialized beauty treatment model with room for additional locations or growth. It may appeal to buyers looking for a compact service concept in a major Illinois market.

Jun 29

Established Industrial Supply Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$545KWholesale & Distribution
Cash Flow:$298K
Multiple:1.8x
Why Buy

This industrial supply business serves buyers that need specialized materials and related wholesale distribution. Its appeal is a scalable model with strong cash flow relative to asking price, backed by demand in the broader Midwest market.

Growth Trajectory
Jun 28

Established Family Restaurant for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$179KFood & Beverage
Cash Flow:$85K
Multiple:2.1x
Why Buy

This is a long-standing restaurant with a loyal repeat customer base and a strong reputation for comfort food and service. The business model is straightforward and familiar, with appeal for a buyer seeking an operator-led opportunity in a major metro market. Its enduring presence suggests durable demand and community recognition.

Sticky Customers
Jun 26

Well-established Cpa Practice for Sale in Chicago, IN

Chicago-Naperville-Elgin, IN
$514KProfessional Services
Cash Flow:$125K
Multiple:4.1x
Why Buy

This CPA practice generates diversified revenue across tax and accounting services, which can provide a steadier year-round workload. A transition-ready client base and flexible office arrangement may appeal to a buyer seeking a professional services business in Northwest Indiana.

Retirement SaleSticky CustomersRecurring Revenue
Jun 25

Furniture Manufacturer for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$700KManufacturing & Production
Cash Flow:$191K
Multiple:3.7x
Why Buy

This specialty manufacturing business serves design-oriented and institutional customers with custom furniture and restoration work. Buyers may value the strong reputation, repeat business, and asset-light profit structure in Illinois.

Sticky CustomersRetirement Sale
Jun 25

Specialty Manufacturer for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$799KManufacturing & Production
Cash Flow:$229K
Multiple:3.5x
Why Buy

This specialty manufacturing business operates from a sizable facility and includes inventory and equipment in the transaction. It may appeal to a buyer seeking a stable production company with established customer relationships in Illinois.

High CapEx
Jun 25

Reliable Plumbing Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$339KHome Services
Cash Flow:$341K
Multiple:1.0x
Why Buy

This plumbing company serves homeowners with essential repair and maintenance work that tends to hold up across market cycles. Its repeat and referral customer base, along with an efficient operating structure, may appeal to a buyer seeking steady service demand in a major Illinois metro.

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Frequently Asked Questions

How many businesses are for sale in Chicago, IL?
Searcher OS currently tracks 270 businesses for sale in the Chicago, IL metro area, aggregated daily from broker websites and the major marketplaces. 16 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 $718,000, and average seller's discretionary earnings run around $302,000. Most small businesses trade at a multiple of cash flow, so compare the asking price against earnings rather than revenue.
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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