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.

Browse 209 listings free. Sign up free to unlock exact locations, broker contacts, and the full in-app deal feed.

Get started free

Businesses for Sale in Chicago, IL

Showing 193–209 of 209

Apr 30

Tree And Landscape Services for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$2.1MHome Services
Cash Flow:$318K
Multiple:6.6x
Why Buy

This Chicago-metro hardscape and landscape services company is supported by nearly $1 million in well-maintained, revenue-producing equipment including trucks and specialized machinery, making equipment availability a competitive advantage and a major component of business value. Core services span full tree removal, excavation, site work, and lawn maintenance, serving a repeat residential customer base that provides consistent seasonal demand. Strong owner income on an established revenue base and a significant hard-asset foundation make this an attractive acquisition for an operator already in the trades or a first-time buyer seeking a tangible, equipment-backed business.

Recurring RevenueSticky CustomersHigh SeasonalityHigh CapEx
Apr 29

Cnc Machine Shop for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$2.2MManufacturing & Production
Cash Flow:$638K
Multiple:3.4x
Why Buy

This century-old manufacturer in the greater Chicago area operates three distinct product divisions — commercial plumbing fittings, toilet partition hardware, and precision machining services — providing revenue diversification across multiple end markets and customer types. The long operating history supports deep customer relationships and institutional knowledge that would be difficult to replicate from scratch. At $638K in annual earnings on a $2.2M asking price, the business offers an attractive multiple for an acquirer with manufacturing operations experience.

Sticky Customers
Apr 25

Self Serve Frozen Yogurt for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$700KFood & Beverage
Cash Flow:$265K
Multiple:2.6x
Why Buy

This self-serve frozen yogurt and dessert café in the Chicago metro area generates approximately $718,000 in annual sales with $265,000 in EBITDA, driven by a high-volume rotating flavor menu, premium toppings bar, and complementary beverage offerings including bubble tea and organic smoothies. The efficient operation model and loyal customer base have sustained strong performance since 2010. The business is well-positioned for an owner-operator seeking a proven, community-embedded food-and-beverage concept with above-average margins.

Manager in PlaceSticky Customers
Apr 24

Full Service Restaurant Bar for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.3MFood & Beverage
Cash Flow:$300K
Multiple:4.3x
Why Buy

This neighborhood restaurant and bar in the Chicago metro area has operated for over a decade with a loyal following, award-recognized menu, and strong brand recognition within its community. Revenue is diversified across dine-in, outdoor patio, bar sales, and delivery, reducing reliance on any single channel and providing resilience across demand environments. Consistent net income over multiple years demonstrates a durable operating model rather than a single-year result.

Recurring RevenueSticky Customers
Apr 23

E Commerce Fulfillment Business for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$950KRetail & E-commerce
Cash Flow:$246K
Multiple:3.9x
Why Buy

This integrated e-commerce operation combines high-volume product distribution with in-house customization capabilities, generating consistent demand through a dominant marketplace presence. Revenue exceeds $1.2 million annually with strong year-over-year growth and approximately 20% margins. The asset-backed structure and SBA pre-qualification make it accessible to a wide range of buyers seeking an established digital retail operation in the Midwest.

Manager in PlaceGrowth Trajectory
Apr 21

Industrial Supplies Distributor for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$550KWholesale & Distribution
Cash Flow:$187K
Multiple:2.9x
Why Buy

This industrial supplies distributor in the Chicago metro area has served manufacturing and industrial clients for 25 years, specializing in abrasives, blast media, and finishing materials alongside value-added services including equipment repair, job shop processing, and equipment rental. The integrated product and service model supports recurring business and long-term customer relationships across a diversified base. A strong regional reputation and technical expertise provide meaningful barriers to entry for a prospective acquirer.

Apr 21

Trucking Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$2.0MTransportation & Logistics
Cash Flow:$508K
Multiple:3.9x
Why Buy

This Chicago-area trucking operation generates strong top-line revenue with diversified freight capabilities spanning temperature-controlled and dry van segments. The business transfers with a substantial owned fleet and dual licensed entities, reducing startup friction for an acquiring operator. Healthy seller discretionary earnings relative to the acquisition price reflect operational efficiency and disciplined cost management across the existing customer base.

Sticky CustomersRegulatory RiskHigh CapEx
Apr 18

Boutique Salon And Spa for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$250KPersonal Services
Cash Flow:$41K
Multiple:6.1x
Why Buy

Established Niche personal services business serving the Chicago-Naperville-Elgin metro. The business generates meaningful owner earnings, supporting an acquisition in the $250K–$500K range. Exact location, full description, and seller details are available after sign-up.

Apr 14

Home Staging Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.4MReal Estate Services
Cash Flow:$252K
Multiple:5.4x
Why Buy

This home staging business in the greater Chicago area has built a strong reputation serving real estate professionals with a comprehensive suite of services including vacant staging, occupied consultations, model staging, and concierge coordination. Properties staged by this company demonstrate fast average days-on-market and a track record of above-asking sale prices, driving repeat business from loyal realtors. The business offers a turnkey operation with proven systems and a strong referral network for an incoming owner.

Manager in PlaceRecurring RevenueSticky CustomersRetirement Sale
Apr 11

Full Service Restaurant for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.2MFood & Beverage
Cash Flow:$72K
Multiple:17.0x
Why Buy

This full-service restaurant in the greater Chicago metro area has operated successfully for over two decades, building a loyal customer base and multiple revenue streams including on-site gaming and event hosting. The 4,000-plus square foot property includes an expansive outdoor patio, providing seasonal revenue upside. The business is offered as a turnkey operation with real estate, making it attractive for an owner-operator seeking immediate cash flow.

Retirement Sale
Apr 9

Residential Plumbing Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$470KHome Services
Cash Flow:$167K
Multiple:2.8x
Why Buy

A well-established plumbing company in the Chicago metro area providing residential and light commercial services including repairs, drain cleaning, water heater installation, and general plumbing work. The business generates consistent referral-based revenue with experienced staff and streamlined operations that support a smooth ownership transition. Growth opportunities exist through expanded marketing and increased commercial service offerings.

Sticky CustomersRecurring RevenueRetirement Sale
Apr 9

Food Wholesale Distributor for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$500KWholesale & Distribution
Cash Flow:$131K
Multiple:3.8x
Why Buy

A multi-decade food wholesale business supplying prepackaged snacks to institutional cafeteria accounts in hospitals, schools, airports, and office buildings through a drop-ship model that requires no warehousing or inventory. The all-drop-ship structure keeps overhead minimal and allows the business to be managed from a small or home office, with over $1.4 million in gross annual sales underpinning a stable revenue base. Long-standing client relationships and a recurring-order revenue model make this a durable and scalable distribution platform.

Recurring RevenueSticky CustomersRetirement Sale
Apr 9

Wholesale Distribution Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.1MWholesale & Distribution
Cash Flow:$385K
Multiple:2.9x
Why Buy

This consumer staples wholesale distributor in the Chicago metro area has maintained stable revenue in the $5M range for multiple consecutive years, serving a highly diversified customer base with no single account representing more than a small fraction of total sales. The owner currently works only a few hours per week, supported by a team of 12 employees and direct import supplier relationships. Vehicles, warehouse equipment, and existing routes are included, making this a true semi-absentee acquisition with predictable cash flow and strong downside protection.

Absentee OwnerManager in PlaceRecurring RevenueSticky Customers
Apr 8

Coffee Shop & Roastery for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$590KFood & Beverage
Cash Flow:$94K
Multiple:6.3x
Why Buy

A coffee shop and roasting operation in the Chicago metro area with an established customer base and a vertically integrated model that combines retail sales with in-house roasting. The dual revenue streams from cafe sales and roasted product provide diversification within the specialty coffee segment. This is an opportunity for a coffee enthusiast or operator to acquire a functioning, equipped roastery-cafe concept with existing brand recognition.

Apr 8

Established Turnkey Auto Repair Shop for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$600KAutomotive Services
Cash Flow:$57K
Multiple:10.5x
Why Buy

A well-maintained, multi-bay auto repair facility in the Chicago metro area with a multi-decade operating history, offering a comprehensive range of automotive services under one roof including restoration, alignment, and A/C service. The shop features in-ground lifts and OEM-approved equipment, reducing near-term capital investment needs for a buyer. Real estate is available alongside the business, providing an asset-rich acquisition in a fast-growing community.

Apr 8

Industrial Equipment Manufacturer for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.3MManufacturing & Production
Cash Flow:$352K
Multiple:3.5x
Why Buy

A manufacturer of adhesive dispensing equipment and accessories for the construction and manufacturing industries, with a differentiated product line designed by practitioners with field experience. The company serves a specialized market with limited direct competition and offers technical field training that competitors do not provide, supporting strong customer relationships and repeat business. This is an attractive acquisition for a buyer seeking a defensible niche manufacturing platform with proprietary product knowledge.

Apr 7

Embroidery & Screen Printing for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$525KManufacturing & Production
Cash Flow:$209K
Multiple:2.5x
Why Buy

This embroidery and screen printing business in the Chicago metropolitan area serves both local and national accounts, providing custom apparel decoration services across commercial and institutional clients. Long-established operations have produced a stable customer base with recurring order volume and meaningful owner income potential. The business represents a hands-on acquisition opportunity in a fragmented industry with consistent demand from corporate, sports, and promotional markets.

Sticky Customers

Explore More Illinois Markets

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:

Access 258 Chicago, IL Deals

Get full access to every listing with detailed financials, broker contact info, AI-powered analysis, and pipeline management tools. Start free, no credit card required.

Start Free, no credit card

No credit card · Paid plans add a 7-day trial