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 1–24 of 209

Jul 10

Established Profitable Pack Ship Store for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$999KTransportation & Logistics
Cash Flow:$267K
Multiple:3.7x
Why Buy

This established shipping, packing, mailbox, and business-services operation benefits from a recognized franchise model and recurring customer needs in the greater Chicago region. Reported cash flow provides an attractive platform for an owner seeking a proven retail-service business.

2w ago

Home Care Agency for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$165KHealthcare & Wellness
Cash Flow:$158K
Multiple:1.0x
Why Buy

This in-home care business offers a mix of respite, transitional, and longer-term personal care services. Its layered approach to client support and reported cash flow may appeal to buyers seeking a care services operation.

Regulatory Risk
2w ago

Recurring Scalable Lawn Care Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$255KHome Services
Cash Flow:$209K
Multiple:1.2x
Why Buy

This seasonal lawn care business is built around scheduled treatments that encourage repeat customer engagement and predictable service demand. Centralized scheduling and payment support may help keep administration manageable while leaving room to expand service offerings in Illinois.

Recurring Revenue
2w ago

Fast Casual Restaurant for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$300KFood & Beverage
Cash Flow:$120K
Multiple:2.5x
Why Buy

The restaurant combines a drive-through with indoor dining and established kitchen preparation processes. Its long operating history and existing service infrastructure may appeal to a buyer seeking an established food-service business in the Chicago metropolitan area.

Sticky CustomersRetirement Sale
3w ago

Cabinet Manufacturer for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.5MManufacturing & Production
Cash Flow:$250K
Multiple:6.0x
Why Buy

The business sells, assembles, and distributes cabinetry through a showroom serving consumer and commercial customers. Reported sales, cash flow, and seller financing availability may offer a buyer an established platform with multiple customer channels.

Recurring Revenue
3w ago

Sign Manufacturing Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$175KManufacturing & Production
Cash Flow:$70K
Multiple:2.5x
Why Buy

The business manufactures signs and has an established presence in its market. Reported cash flow and a long-running owner-operated business model may appeal to a buyer seeking a small manufacturing operation.

3w ago

Truck Parts Distributor for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.5MWholesale & Distribution
Cash Flow:$400K
Multiple:3.8x
Why Buy

The business supplies truck and trailer parts to transportation and emergency-service customers. Its established customer relationships and reported cash flow may appeal to a buyer seeking a specialized distribution operation.

Sticky Customers
3w ago

Food Wholesale Distributor for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$500KWholesale & Distribution
Cash Flow:$150K
Multiple:3.3x
Why Buy

The business supplies food products to a longstanding customer base and reports substantial annual sales and cash flow. Its established client relationships and wholesale model may appeal to a buyer seeking a business with repeat commercial demand.

Sticky Customers
3w ago

Roofing Contractor for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$4.5MConstruction & Trades
Cash Flow:$525K
Multiple:8.6x
Why Buy

The contractor serves residential and commercial customers with roofing and related exterior restoration work, including insurance-driven projects. Reported revenue, project-level margins, and near-term business visibility may appeal to a buyer seeking a growth-oriented construction platform.

Growth Trajectory
3w ago

Floor Coating Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$150KHome Services
Cash Flow:$110K
Multiple:1.4x
Why Buy

The business installs floor coatings for residential, commercial, and industrial customers and operates from a home-based, relocatable model. Reported cash flow and demand across several customer segments may appeal to a buyer seeking a flexible service business.

Key Person Risk
3w ago

Auto Repair Shop for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$319KAutomotive Services
Cash Flow:$85K
Multiple:3.8x
Why Buy

The business provides automotive services through a franchise operation with an established reputation and customer base. Reported cash flow and a high-visibility setting may appeal to a buyer seeking an operating auto-service business.

Sticky Customers
3w ago

Freight And Logistics Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$4.0MTransportation & Logistics
Cash Flow:$900K
Multiple:4.4x
Why Buy

The business combines asset-based freight transportation with cross-dock and warehouse operations. Reported revenue and cash flow across complementary logistics services may appeal to a buyer seeking a scaled transportation platform.

High CapEx
3w ago

Exterior Maintenance Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$125KHome Services
Cash Flow:$50K
Multiple:2.5x
Why Buy

The business provides deck and patio cleaning, staining, and sealing services, using subcontractors to support delivery. Its established customer demand and reported cash flow may appeal to a buyer seeking a service operation with a subcontractor-based model.

High Seasonality
3w ago

Accounting Firm for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.2MProfessional Services
Cash Flow:$250K
Multiple:4.9x
Why Buy

The practice provides tax, accounting, and payroll services, supported by staff and a diversified client offering. Its reported revenue and cash flow may appeal to a buyer seeking an established professional-services operation.

Recurring RevenueSticky Customers
3w ago

Trucking And Logistics Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$3.8MTransportation & Logistics
Cash Flow:$700K
Multiple:5.4x
Why Buy

The business provides trucking and logistics services to a diverse base of corporate customers across the Midwest. Its established client relationships and reported cash flow may appeal to a buyer seeking a regional transportation operation.

Recurring RevenueSticky Customers
3w ago

Home Improvement Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$290KHome Services
Cash Flow:$139K
Multiple:2.1x
Why Buy

This home improvement business designs customized storage solutions and uses outside crews for installation. A home-based model and direct sourcing help limit overhead, while visual design tools support the customer consultation process.

Growth Trajectory
3w ago

Property Restoration Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$140KHome Services
Cash Flow:$800K
Multiple:0.2x
Why Buy

This needs-based restoration company serves residential and commercial customers with fire, water, storm, mold, and remediation services. Its scalable model, strong margins, and recession-resistant demand create appeal for an owner focused on financial oversight and market development in the Chicago metropolitan area.

3w ago

Dependable Profitable Handyman Service for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$209KHome Services
Cash Flow:$166K
Multiple:1.3x
Why Buy

This property maintenance business serves homeowners with practical repair and upkeep services supported by repeat demand and relationship-driven referrals. Its straightforward service model and established local trust offer an appealing foundation for growth in the Chicago metropolitan area.

Aug 22

Established Premium Flooring Store for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.9MRetail & E-commerce
Cash Flow:$140K
Multiple:13.6x
Why Buy

This established flooring retailer serves residential and commercial customers with tile, stone, and carpeting products supported by personalized service. The sale includes the operating real estate, creating an integrated retail and property ownership opportunity in the greater metropolitan region.

Sticky CustomersGrowth Trajectory
Aug 22

Business Networking Organization for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$800KProfessional Services
Cash Flow:$599K
Multiple:1.3x
Why Buy

This territory-based membership organization provides access to an established operating model, technology, marketing resources, and event infrastructure. The structured support platform and recurring membership orientation may appeal to buyers seeking a scalable professional-services opportunity in a major Illinois market.

Recurring RevenueSticky Customers
3w ago

Exterior Cleaning Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$270KHome Services
Cash Flow:$35K
Multiple:7.7x
Why Buy

This Chicago-region exterior cleaning company generates year-round demand through power washing, gutter maintenance, and snow removal services. Stable customers, multi-year contracts, referral activity, and included operating assets provide a practical platform for an owner seeking flexible involvement.

Recurring RevenueSticky Customers
Jul 19

Fence Installation Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$450KHome Services
Cash Flow:$124K
Multiple:3.6x
Why Buy

This established fencing company provides installation, repair, and replacement services to residential and commercial customers in the Chicago region. Its reputation, diversified service offering, and positive cash flow create a solid base for an owner-operator or strategic buyer.

Sep 1

Metal Fabrication Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$625KManufacturing & Production
Cash Flow:$81K
Multiple:7.8x
Why Buy

This Illinois metal fabrication operation serves commercial and public-sector demand with custom work across multiple metals, welding methods, and finished-product categories. A full-sized shop, experienced workforce, and established project capabilities provide a platform for an engineering-minded or strategic buyer.

Sep 1

Profitable Turnkey Pizza Restaurant for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$630KFood & Beverage
Cash Flow:$243K
Multiple:2.6x
Why Buy

This established pizza restaurant combines dine-in, bar, and sports-viewing revenue with consistent sales and strong cash flow in the Chicago metropolitan area. Absentee-friendly operations, experienced management, reliable staff, modern equipment, and an established franchise-supported model offer a buyer a ready-to-run platform.

Absentee OwnerManager in PlaceSticky Customers

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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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