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 97–120 of 209

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
$400KPersonal Services
Cash Flow:$150K
Multiple:2.7x
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:$198K
Multiple:4.3x
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
$500KAutomotive Services
Cash Flow:$180K
Multiple:2.8x
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

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

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

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.

Jun 24

Commercial Landscaping Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$5.8MHome Services
Cash Flow:$600K
Multiple:9.7x
Why Buy

This commercial landscaping company is built on contracted maintenance work and snow management relationships with municipal and commercial accounts. It may appeal to a buyer seeking predictable revenue and a durable B2B service platform in the Midwest.

Recurring RevenueSticky CustomersHigh SeasonalityHigh CapEx
Jun 23

Profitable Pizza Restaurant for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$200KFood & Beverage
Cash Flow:$130K
Multiple:1.5x
Why Buy

This restaurant combines dine-in, takeout, and delivery channels to serve a broad local customer base. It may appeal to a buyer seeking a well-equipped food service business in Illinois with a familiar concept and flexible growth options.

Jun 18

Established Quick Service Restaurant for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$59KFood & Beverage
Cash Flow:$50K
Multiple:1.2x
Why Buy

This quick-service restaurant benefits from steady demand tied to a large nearby university population and surrounding local traffic. The concept offers a familiar menu with broad appeal, making it attractive to an operator seeking an established food service location with repeat customer potential in the broader northern Illinois market.

Sticky Customers
Jun 18

Managed It Services Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$650KTechnology & Software
Cash Flow:$120K
Multiple:5.4x
Why Buy

This managed technology services firm has recurring revenue, long-term client relationships, and a service mix centered on IT support and cybersecurity. It may appeal to a buyer seeking a professional technology business in Illinois with established operations and ongoing contract-based demand.

Recurring RevenueSticky Customers
Jun 16

Profitable Family Entertainment Center for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$7.5MEntertainment & Recreation
Cash Flow:$1.5M
Multiple:5.0x
Why Buy

This indoor entertainment business offers multiple attractions and food service under one roof in a major Midwestern metro area. Its diversified revenue streams and strong margin profile may appeal to a buyer looking for a destination concept with year-round demand and broad customer appeal.

Recurring RevenueHigh Seasonality
Jun 16

Luxury Medical Spa for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$500KHealthcare & Wellness
Cash Flow:$160K
Multiple:3.1x
Why Buy

This medical spa offers a broad menu of high-demand aesthetic and wellness services, supported by licensed staff and premium equipment. Its turnkey setup and established market presence make it appealing to buyers seeking a higher-end personal care business in Illinois.

Manager in PlaceRecurring RevenueSticky CustomersGrowth Trajectory
Jun 12

Private School Campus for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$3.0MEducation & Training
Cash Flow:$450K
Multiple:6.7x
Why Buy

This northern Illinois school campus sits within commuting distance of the Chicago metro area and is configured as a turnkey educational facility ready for operation. The property generates strong earnings relative to its asking price and benefits from its suburban location in a market with consistent demand for private education. A buyer could operate it in its current format or reposition the campus for a different educational model or grade range.

Jun 11

Medical Spa & Salon for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$2.2MHealthcare & Wellness
Cash Flow:$206K
Multiple:10.7x
Why Buy

This luxury medical aesthetics and nail lounge business operates from a fully leased multi-tenant retail strip center in the Chicago suburbs, with the commercial real estate included in the asking price. The business has built strong name recognition in its market through high-end aesthetic, wellness, and beauty services offered in a professionally designed facility. Owning the underlying real estate alongside the operating business creates a dual-return structure with both operating cash flow and commercial property income.

Sticky CustomersGrowth Trajectory
Jun 10

Freestanding Restaurant for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$55KFood & Beverage
Cash Flow:$60K
Multiple:0.9x
Why Buy

This freestanding restaurant in a premier Chicago north suburb commercial corridor offers a fully built-out space with a full bar, commercial pizza oven, walk-ins, and a spacious dining room at a low entry price. The independent structure carries no franchise royalties, advertising fees, or transfer fees, allowing a new operator to retain more of operating profits. The flexible buildout is suitable for multiple concepts, including continuation of a pizza format or conversion to a new culinary direction.

Jun 10

Juice & Smoothie Bar for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$79KFood & Beverage
Cash Flow:$48K
Multiple:1.6x
Why Buy

This juice, smoothie, and superfood bar franchise unit is positioned in one of Chicago's most active neighborhood retail corridors, benefiting from consistent day-to-night foot traffic driven by a dense residential and commercial customer base. The concept targets the fast-growing health and wellness consumer segment with cold-pressed juices, acai bowls, superfood smoothies, and wellness shots. The franchise model provides brand recognition and operational systems, reducing the learning curve for a new operator.

Growth TrajectorySticky Customers
Jun 10

Juice & Smoothie Bar for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$79KFood & Beverage
Cash Flow:$25K
Multiple:3.2x
Why Buy

This national juice and superfood bar franchise operates within a large mixed-use lifestyle development in Chicago's Lincoln Park neighborhood, serving a dense live-work-play community with built-in daily foot traffic. The concept addresses consumer demand for clean, convenient better-for-you food and beverage options across breakfast, lunch, and post-workout dayparts. The franchise model provides proven systems and national brand support, allowing a new operator to benefit from established customer recognition.

Growth Trajectory
Jun 10

Gastropub Restaurant & Bar for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$175KFood & Beverage
Cash Flow:$130K
Multiple:1.3x
Why Buy

This full-service modern American gastropub operates in an affluent western Chicago suburb surrounded by luxury retailers, hotels, and dense high-income residential neighborhoods, driving a broad customer base of both casual and upscale diners. The concept blends a chef-driven menu with craft cocktails, an extensive wine list, and 20-plus beers on tap, generating strong per-cover revenue. The business has earned a loyal local following and is offered turnkey with substantial infrastructure already in place.

Sticky Customers
Jun 10

Cafe & Deli Coffee for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$200KFood & Beverage
Cash Flow:$57K
Multiple:3.5x
Why Buy

This café, deli, and coffee shop has operated for over two decades in the heart of a historic downtown in Chicago's far northwest suburbs, building a loyal multi-generational customer base through a diverse menu of handcrafted foods, baked goods, and espresso beverages. The high-foot-traffic main street location with both pedestrian and vehicle visibility supports consistent daily revenue without heavy marketing spend. The long operating history and unique blended concept create a durable community asset with meaningful brand equity.

Sticky CustomersRecurring RevenueGrowth Trajectory

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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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