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 124 of 130

2w ago

Gas Station Business for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$6.5MRetail & E-commerce
Cash Flow:$210K
Multiple:31.0x
Why Buy

This package of two newly constructed gas stations is designed to combine fuel sales with convenience retail and potential ancillary revenue opportunities. Seller financing and the ability to negotiate supply arrangements provide flexibility for an operator entering the Illinois market.

High CapEx
2w ago

Staffing Services Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$4.0MProfessional Services
Cash Flow:$800K
Multiple:5.0x
Why Buy

This asset-light contract labor provider connects vetted independent technicians with corporate customers across a specialized business-to-business market. Nationwide reach and reported cash flow of approximately $800,000 offer attractive scalability for a strategic or financial buyer.

2w ago

Home Improvement Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$205KHome Services
Cash Flow:$188K
Multiple:1.1x
Why Buy

This mobile home improvement company manufactures and repairs custom screens and shading products for residential and commercial customers directly at job sites. A home-based operating model reduces fixed overhead while convenience-focused service supports customer loyalty and attractive owner earnings in the Chicago region.

Growth Trajectory
2w ago

Truck Repair Shop for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.7MAutomotive Services
Cash Flow:$319K
Multiple:5.3x
Why Buy

This commercial vehicle services company combines repair, diagnostics, roadside assistance, maintenance, parts, and rental revenue streams. Long-standing customer relationships, repeat fleet demand, and diversified operations provide a durable platform serving commercial customers in Northern Illinois.

Manager in PlaceSticky CustomersGrowth TrajectoryHigh CapEx
3w ago

General Contractor for Sale in Chicago, IN

Chicago-Naperville-Elgin, IN
$900KConstruction & Trades
Cash Flow:$300K
Multiple:3.0x
Why Buy

This established general contracting business focuses on residential remodeling projects, with additional light commercial work and strong demand across a Midwest market. An approved project backlog and attractive cash flow provide a buyer with immediate operating momentum and room for continued growth.

Growth Trajectory
3w ago

Medical Practice for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$22.3MHealthcare & Wellness
Cash Flow:$3.1M
Multiple:7.1x
Why Buy

This outpatient healthcare platform combines several service lines under one operating model, creating diversified, insurance-based revenue. Buyers may value the scale, infrastructure, and cross-referral potential across the broader Chicago region.

Manager in PlaceRecurring RevenueSticky CustomersGrowth Trajectory
2w ago

Auto Detailing Business for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$130KAutomotive Services
Cash Flow:$30K
Multiple:4.3x
Why Buy

This vehicle care business combines shop-based and mobile detailing with coatings, paint correction, fleet work, and specialty vehicle services in Illinois. A substantial customer database and multiple service lines provide a foundation for rebuilding activity and increasing repeat and referral revenue.

Sticky Customers
2w ago

Accounting Firm for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.2MProfessional Services
Cash Flow:$474K
Multiple:2.6x
Why Buy

This Chicago-area accounting practice generates recurring revenue across tax, accounting, payroll, and related professional services. Experienced staff, diversified service lines, and available financing support a smooth transition for an accounting professional or strategic buyer.

Recurring RevenueSticky CustomersRetirement SaleManager in Place
3w ago

Scalable Profitable Bakery for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$699KFood & Beverage
Cash Flow:$327K
Multiple:2.1x
Why Buy

This multi-unit dessert franchise package benefits from a rotating product lineup, technology-enabled ordering, and strong customer frequency. The established franchise infrastructure and attractive cash flow provide a buyer with a scalable platform in the greater Chicago market.

Sticky CustomersGrowth Trajectory
3w ago

Breakfast Restaurant for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$150KFood & Beverage
Cash Flow:$170K
Multiple:0.9x
Why Buy

This established breakfast and lunch restaurant serves a broad daypart with elevated menu offerings, premium beverages, and a loyal customer base. Strong cash flow and a turnkey presentation create an appealing owner-operator opportunity in the greater Chicago market.

Sticky Customers
3w ago

Trucking & Logistics Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.4MTransportation & Logistics
Cash Flow:$652K
Multiple:2.1x
Why Buy

This intermodal trucking and freight services company serves a major Illinois freight market through commercial relationships and a lean operating model. Strong profitability, recurring customers, and scalable transportation operations create an attractive platform for continued growth.

Manager in PlaceRecurring RevenueSticky CustomersHigh CapEx
3w ago

Garage Door Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$550KHome Services
Cash Flow:$171K
Multiple:3.2x
Why Buy

This garage door company serves residential and commercial customers through sales, installation, repair, replacement, and opener services. An equipped operating platform, repeat and referral demand, established customer records, and transition support create an attractive opportunity in Illinois.

3w ago

Child Care Center for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$599KEducation & Training
Cash Flow:$150K
Multiple:4.0x
Why Buy

This fully licensed child care center operates from an established facility with staffing and enrollment infrastructure already in place. Available capacity provides a direct avenue for growth, while qualified leadership and owner transition support can help maintain operating continuity in Illinois.

Recurring RevenueSticky Customers
3w ago

Custom Storage Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$275KProfessional Services
Cash Flow:$268K
Multiple:1.0x
Why Buy

This custom storage and organization business uses design software, manufacturer relationships, and mobile installation teams to serve residential customers. The low-overhead model avoids the cost of a large showroom while supporting strong reported cash flow and expansion potential in Illinois.

3w ago

Quick Service Restaurants for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$2.1MFood & Beverage
Cash Flow:$398K
Multiple:5.3x
Why Buy

This offering includes two established, fully staffed quick-service restaurant locations in affluent suburban trade areas within the Chicago metropolitan region. The multi-unit structure provides operating scale and may suit an approved franchise operator seeking an established platform.

3w ago

Interior Design Firm for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.4MProfessional Services
Cash Flow:$200K
Multiple:7.0x
Why Buy

This turnkey interior design firm serves affluent residential clients through a systemized project-delivery model, established vendor relationships, and a seasoned team. Reported cash flow of $200,000 may appeal to a buyer seeking a high-end professional-services platform with repeat business in Illinois.

Recurring RevenueSticky CustomersGrowth Trajectory
3w ago

Established Laundromat for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.7MPersonal Services
Cash Flow:$142K
Multiple:12.0x
Why Buy

This is a durable, owner-operated laundry business paired with the property it occupies, which adds both control and long-term asset value. It appeals to buyers looking for recession-resistant cash flow, neighborhood loyalty, and real estate upside in a major Midwest metro area.

Sticky CustomersHigh CapEx
3w ago

Established Game Store for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$600KRetail & E-commerce
Cash Flow:$174K
Multiple:3.4x
Why Buy

This specialty retail business benefits from recurring community engagement, event-driven traffic, and an experienced manager already handling day-to-day operations. Its product allocation position and loyal customer base make it appealing to buyers in the Illinois region.

Absentee OwnerManager in PlaceRecurring RevenueSticky Customers
3w ago

New Turnkey Gas Station for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$2.0MRetail & E-commerce
Cash Flow:$170K
Multiple:11.8x
Why Buy

This newly built gas station and convenience store in the Chicago metro provides a turnkey operation with modern infrastructure and limited near-term maintenance needs. Highway visibility, convenient access, and encouraging early sales create a platform for continued growth.

3w ago

Absentee Parts Distributor for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$925KWholesale & Distribution
Cash Flow:$343K
Multiple:2.7x
Why Buy

This is a remote-friendly distribution business built around recurring custom-part orders and a largely asset-light operating model. The strong forward order pipeline and low management time requirement make it appealing to buyers seeking a scalable wholesale platform in Illinois.

Absentee OwnerManager in PlaceRecurring RevenueSticky Customers
3w ago

Turnkey Cpa Firm for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$178KProfessional Services
Cash Flow:$40K
Multiple:4.5x
Why Buy

This accounting practice focuses on audit and review work for clients across a large Illinois metro area, which can create a stable professional-services revenue base. It may appeal to a buyer looking for an established firm with specialized engagements and a straightforward ownership transition.

Sticky Customers
3w ago

Contents Restoration Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$450KHome Services
Cash Flow:$287K
Multiple:1.6x
Why Buy

This restoration business provides urgent, insurance-adjacent services such as packing, cleaning, inventory tracking, and secure storage after property damage. Its specialized nature and service mix can support strong demand in the Chicago area and may appeal to buyers seeking a resilient home-services model.

3w ago

Established Waxing Studio for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$235KPersonal Services
Cash Flow:$50K
Multiple:4.7x
Why Buy

This boutique beauty studio focuses on waxing and complementary skin services with a loyal client base and low overhead. It may appeal to a buyer looking for a turnkey personal services business in a strong urban retail market in Illinois.

Recurring RevenueSticky Customers
4w ago

High-volume Cafe Restaurant for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$250KFood & Beverage
Cash Flow:$180K
Multiple:1.4x
Why Buy

This multi-revenue food concept combines café, restaurant, bar, and gaming income streams, helping diversify sales beyond traditional dine-in service. It appears attractive to a buyer looking for an established operation in the Chicago region with strong revenue and multiple dayparts.

Sticky Customers

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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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