Businesses for Sale in Chicago, IL

Browse 260 businesses currently for sale in the Chicago, IL metro area with an average asking price of $1.4M. Find acquisition opportunities across every industry in the metro.

Active Listings
260
Median Asking Price
$692K
Median SDE
$192K
Median Multiple
3.5x SDE
Avg Asking Price
$1.4M
Average SDE
$307K
Listed in Last 30 Days
68
Added This Week
9

Median figures are computed over the 182 listings currently browsable on this page. Averages and counts cover all 260 active listings tracked in the last 90 days.

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Businesses for Sale in Chicago, IL

Showing 121–144 of 183

Jun 10

Carryout & Delivery Pizza for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$450KFood & Beverage
Cash Flow:$159K
Multiple:2.8x
Why Buy

This beloved neighborhood pizza operation in an affluent western Chicago suburb has generated consistent repeat business for over two decades through authentic Chicago-style pizzas and a streamlined carryout and delivery model with no dine-in seating. The simple counter-service operation keeps overhead low while strong year-over-year revenue growth demonstrates robust local demand. The independent structure eliminates royalty and advertising fees, delivering superior economics compared to franchise alternatives.

Sticky CustomersGrowth TrajectoryRecurring Revenue
Jun 10

Full Service Restaurant for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$300KFood & Beverage
Cash Flow:$163K
Multiple:1.8x
Why Buy

This chef-owned farm-to-table restaurant in a Chicago north suburb has built a 20-year track record of critical acclaim and community loyalty, generating over $2.9 million in annual revenue through a seasonally driven menu emphasizing locally sourced ingredients. The restaurant has become a regional dining destination known for culinary excellence and a warm neighborhood atmosphere, creating a durable brand that supports premium pricing and strong repeat visitation. Long-standing acclaim and an entrenched loyal following reduce customer acquisition costs and provide meaningful downside protection for an acquiring operator.

Recurring RevenueSticky Customers
Jun 10

Supper Club Restaurant for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$159KFood & Beverage
Cash Flow:$97K
Multiple:1.6x
Why Buy

This distinctive supper club-style full-service restaurant generates over $1.4 million in annual revenue from a prime historic downtown location in an affluent western Chicago suburb, blending vintage charm with a creatively curated American menu featuring prime steaks, fresh seafood, and seasonal small plates. Weekly signature events including Thursday Rib Night, Friday Fish Fry, and Saturday Prime Rib drive predictable repeat traffic and strong customer loyalty. The intimate dining experience and local reputation for quality create a durable competitive position in a desirable suburban market.

Recurring RevenueSticky CustomersGrowth Trajectory
Aug 16

Discount And Liquidation Retail for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$600KRetail & E-commerce
Cash Flow:$203K
Multiple:3.0x
Why Buy

This Chicago-area discount and liquidation retailer generates $203K in SDE through established supplier relationships that provide access to name-brand merchandise at deep discounts, passed on to a loyal base of repeat bargain-hunting customers. The business benefits from consistent repeat traffic and proven inventory sourcing systems that support reliable margins. The discount retail model is structurally resilient across economic cycles as consumers seek value-oriented purchasing alternatives.

Recurring RevenueGrowth Trajectory
Apr 28

Full Service Restaurant for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.2MFood & Beverage
Cash Flow:$264K
Multiple:4.5x
Why Buy

This Illinois full-service restaurant and bar includes gaming machines, multiple dining areas, and banquet facilities, offering diversified revenue across dining, bar service, private events, and video gaming. Located on a primary regional corridor with a freestanding building on over three acres, the property and business together present a rare combination of real estate and operating income. The banquet and catering component adds incremental high-margin revenue to an already diversified model.

Manager in Place
Jun 10

Home Health Agency for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$600KHealthcare & Wellness
Why Buy

This licensed home health agency in the Chicago metro area serves a multi-county Illinois territory and maintains a census of approximately 70 patients under Medicare and managed care plans. The business has demonstrated revenue stability with consecutive years of growth approaching $850,000 in annual revenue and is 36-month-rule exempt, providing compliance certainty that is highly valuable to acquirers in the home health sector. Healthcare-specific industry experience is required, making this best suited for an existing home health operator or licensed clinical buyer.

Recurring RevenueGrowth TrajectoryRegulatory Risk
Jun 10

Truck Stop Fuel Retailer for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$2.7MRetail & E-commerce
Why Buy

A mini truck stop in the greater Chicago area serving commercial diesel demand alongside consumer gasoline sales and in-store convenience retail, with additional gaming income. Diesel-focused operations typically command stronger per-gallon margins than consumer fuel, and the commercial trucker customer base provides predictable, high-volume throughput. Gaming and inside sales further diversify the revenue base beyond fuel.

Jun 10

Steel Fabrication Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$625KManufacturing & Production
Cash Flow:$221K
Multiple:2.8x
Why Buy

This Chicago metro steel fabrication and welding operation holds government contracts with city and state entities and has received numerous industry awards, providing both credibility and a diversified revenue base. The shop handles a broad range of structural and custom metal fabrication work across commercial and infrastructure applications. The business's minority enterprise status may provide procurement advantages in government contract bidding, adding a strategic value layer for qualifying buyers.

Jun 10

Gas Station Convenience Store for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.5MRetail & E-commerce
Why Buy

A branded fuel and convenience retailer in the northern Chicago suburbs generating consistent inside sales and fuel volume alongside supplemental monthly income. National brand affiliation provides fuel supply stability and consumer trust that supports steady traffic. The business offers a straightforward entry point into petroleum retail for an owner-operator or strategic acquirer adding to an existing portfolio.

High CapEx
Jun 10

Gas Station Convenience Store for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$975KRetail & E-commerce
Why Buy

A recently remodeled branded fuel and convenience store in the Chicago metro suburbs operating under absentee ownership with improving sales trends. The updated store infrastructure reduces near-term capital expenditure needs while the absentee structure signals an operational playbook that transfers to a new owner. Rising sales and a busy neighborhood location suggest organic growth potential without requiring significant intervention.

Absentee OwnerGrowth TrajectoryRegulatory Risk
Jun 10

Gas Station Convenience Store for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.9MRetail & E-commerce
Why Buy

A convenience fuel retailer in the Chicago metro area generating revenue across fuel sales, in-store retail, lottery, U-Haul commissions, and gaming — a diversified income profile uncommon in single-site fuel retail. The business currently operates under absentee ownership, indicating systems and staff are in place for semi-passive management. Multiple revenue streams reduce dependence on fuel margins alone and offer a new operator clear levers for improvement.

Absentee Owner
Jun 10

Profitable High-volume Gas Station for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.3MRetail & E-commerce
Why Buy

This Illinois gas station in the Chicago metro area combines fuel sales with an active automotive repair operation generating approximately $300,000 in annual mechanic revenue, creating a diversified income model from a single property. High fuel volume and competitive inside margins contribute to the overall economics alongside the repair business. The dual-revenue structure provides natural cash flow stability across market conditions.

Jun 10

Full Service Landscaping Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.0MHome Services
Cash Flow:$243K
Multiple:4.2x
Why Buy

This Chicago-area landscaping company provides design, build, installation, paving, drainage, and lighting services to a diversified client base spanning government, corporate, and residential accounts. The business carries a substantial inventory included in the sale and employs long-tenured staff, both of which facilitate a smooth operational transition. Revenue has remained resilient through economic downturns, reflecting the essential and recurring nature of its contracted client relationships.

Recurring RevenueSticky CustomersGrowth Trajectory
Jun 10

Gas Station Convenience Store for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$4.0MRetail & E-commerce
Why Buy

A branded fuel and convenience operation in the Chicago metro area with strong inside sales volume, meaningful rental income, and absentee ownership in place. High margins across both fuel and in-store categories support a compelling return profile relative to the asking price. The absentee structure is attractive to investors seeking a manageable asset without full-time operational involvement.

Absentee Owner
Jun 10

Gas Station Convenience Store for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$4.0MRetail & E-commerce
Why Buy

A branded gas station in the Chicago metro area generating 50,000 gallons and $130,000 in monthly inside sales under absentee ownership, with additional supplemental income streams and very high retail margins. The Cook County location in one of the nation's densest metro markets provides a structural traffic advantage that supports sustained volume without heavy marketing investment. The absentee operation suggests upside for a hands-on owner-operator who can optimize staffing and merchandising.

Absentee OwnerRegulatory Risk
Aug 16

Gas Station Convenience Store for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.4MRetail & E-commerce
Why Buy

A branded gas station in the Chicago metro area generating 40,000 gallons and $45,000 in monthly inside sales with additional ancillary income, operating in Will County within the broader Chicago trade area. The branded fuel supply agreement and consistent convenience retail volume provide a predictable income profile for a buyer seeking a stable owner-operator business. Supplemental income streams add diversification beyond core fuel and retail revenue.

High CapEx
Aug 16

Branded Gas Station for Sale in Indianapolis, IL

Chicago-Naperville-Elgin, IL
$2.6MRetail & E-commerce
Why Buy

This branded interstate gas station in Illinois generates fuel volume of 50,000 gallons monthly along with strong inside sales, supplemented by rental income and gaming revenue that diversify total cash flow. Absentee ownership confirms the business operates effectively without on-site owner management. The four-acre land holding adds real asset value beyond the operating business itself.

Absentee OwnerRegulatory RiskLow Margins
Aug 16

Gas Station Convenience Store for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$975KRetail & E-commerce
Why Buy

A branded gas station in the Chicago metro area generating approximately 55,000 gallons and $40,000 in monthly inside sales with supplemental ancillary income streams. The Lake County location benefits from Chicago-area density and traffic patterns that support reliable fuel and convenience retail volume. Strong SDE relative to asking price reflects a well-run operation with established customer flow.

Regulatory Risk
Aug 16

Cabinet Sales & Distribution for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.5MWholesale & Distribution
Cash Flow:$270K
Multiple:5.6x
Why Buy

Operating from a 22,000-square-foot warehouse in the Chicago metropolitan area, this cabinet sales and assembly company distributes European and value-priced product lines to both consumers and commercial accounts, supported by over $1 million in on-hand inventory included in the sale. Multiple hard assets — including vehicles, forklifts, and fabrication equipment — transfer with the business, providing a buyer with significant tangible value alongside the operating cash flow. Significant seller financing is available, lowering the buyer's capital requirement at close.

High CapEx
Jun 10

Established Profitable Hvac Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$625KHome Services
Cash Flow:$205K
Multiple:3.0x
Why Buy

This residential and commercial HVAC service business operates in the Chicago metro area with nearly $1 million in annual gross billings and strong discretionary earnings. The company employs a lean team supplemented by subcontractors, providing flexibility to scale capacity with demand. Year-round service requirements in the Midwest climate and an established customer base support consistent revenue for a new owner or strategic acquirer.

Recurring RevenueSticky CustomersGrowth Trajectory
Jun 10

Real Estate Acquisition Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.5MReal Estate Services
Cash Flow:$552K
Multiple:2.7x
Why Buy

This Chicago-area real estate acquisition and redevelopment business sources, renovates, and repositions residential properties in high-demand markets through a relationship-driven approach with streamlined deal identification and execution systems. The business model generates strong returns on invested capital through a disciplined acquisition and value-add strategy, supported by an experienced team and established market relationships. The scalable operating systems and proven deal flow pipeline provide an acquiring buyer with a replicable platform for continued growth in the residential real estate investment sector.

Growth TrajectoryKey Person Risk
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

A structural and miscellaneous metals fabrication business in the Chicago metro area operating from roughly 38,000 total square feet of owned facility space — including an operating fabrication building and a separately fenced outdoor storage parcel — with CNC machinery and a skilled fabrication team handling custom and production work. The business serves a diversified mix of clients across the region with a reputation for quality workmanship and reliable delivery. Owned real estate provides a significant tangible asset component alongside the operating business cash flow.

Sticky CustomersHigh CapEx
May 16

Self Service Car Wash for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$685KAutomotive Services
Cash Flow:$45K
Multiple:15.2x
Why Buy

This renovated self-service car wash in the affluent northwest suburbs of Chicago includes seven self-service bays, one automatic bay, and seven vacuum stations on a 0.55-acre commercial parcel, all fully owned with the real estate. Major capital improvements completed between 2023 and 2024 — including roof replacement, masonry repairs, upgraded wall systems, and new operating equipment — reduce near-term capex requirements for a new owner. The 24/7 semi-absentee operating model and strong Chicago suburban demographics provide a stable platform with meaningful value-add potential.

Absentee OwnerHigh CapEx
May 6

Eyelash Extension 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 services group has operated profitably for ten years in the Chicago metro area, supported by a membership-based recurring revenue model and experienced technicians across both sites. Both studios are situated in high-traffic, high-visibility locations with loyal client bases and strong online reviews. A fully trained staff, booking systems, and vendor relationships are in place, enabling a smooth ownership transition from day one.

Recurring RevenueSticky Customers

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Frequently Asked Questions

How many businesses are for sale in Chicago, IL?
Searcher OS currently tracks 260 businesses for sale in the Chicago, IL metro area, aggregated daily from broker websites and the major marketplaces. 9 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 $692,000, and average seller's discretionary earnings run around $307,000. 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 182 businesses currently browsable in the Chicago, IL metro area, the median asking price is $692K and the median seller's discretionary earnings (SDE) is $192K. The median asking price works out to 3.5x 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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