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 73–96 of 209

Jul 23

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
Jul 23

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
Jul 23

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
Jul 23

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.

Jul 22

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
Jul 22

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.

Jul 22

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
Jul 22

Quick Service Restaurants for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$2.1MFood & Beverage
Cash Flow:$391K
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.

Jul 21

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
Jul 21

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
Jul 21

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.

Jul 21

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
Jul 20

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
Jul 20

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
Jul 19

Metal Fabrication Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.7MManufacturing & Production
Cash Flow:$300K
Multiple:5.7x
Why Buy

This precision tooling manufacturer serves diverse industrial customers through production of progressive and single-station dies. Its established reputation, specialized capabilities, and Chicago-area market presence create a compelling platform for an operator or strategic buyer.

High CapEx
Jul 16

High-volume Cafe Restaurant for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$225KFood & Beverage
Cash Flow:$180K
Multiple:1.3x
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
Jul 16

Established Retail & E Commerce for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$2.9MRetail & E-commerce
Cash Flow:$200K
Multiple:14.5x
Why Buy

Established retail & e-commerce business serving the Chicago-Naperville-Elgin metro. The business generates meaningful owner earnings, supporting an acquisition in the $2M–$3M range. Exact location, full description, and seller details are available after sign-up.

Low MarginsRegulatory Risk
Jul 13

Established Delivery Route Business for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$450KTransportation & Logistics
Cash Flow:$274K
Multiple:1.6x
Why Buy

This route-based transportation business includes contiguous delivery routes, vehicles, and drivers already in place, creating an efficient operating structure. It may appeal to a buyer seeking a cash-flowing logistics business with management support and growth potential in Illinois.

Recurring RevenueSticky Customers
Jul 13

Profitable Power Washing Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$380KHome Services
Cash Flow:$130K
Multiple:2.9x
Why Buy

This exterior cleaning business serves both residential and commercial clients with an efficiency-focused operating model. It may appeal to a buyer seeking a scalable home services company with recurring commercial work and strong margins in the Chicago region.

Jul 12

Established Food Distribution Route for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$185KWholesale & Distribution
Cash Flow:$102K
Multiple:1.8x
Why Buy

This food distribution route serves an established market in a large Illinois metro and produces solid annual sales and cash flow. It may appeal to buyers seeking a recurring-revenue route business with proven demand and a recognizable product line.

Recurring RevenueSticky CustomersSupplier Concentration
Jul 7

Very Profitable Trucking Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$3.8MTransportation & Logistics
Cash Flow:$957K
Multiple:4.0x
Why Buy

This trucking and logistics operation is built around recurring routes and long-term client relationships, producing predictable service demand. Buyers may value the stable operating model, diverse customer base, and established reputation across the Midwest.

Recurring RevenueSticky CustomersCustomer Concentration
Jul 6

Established Medical Clinic for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$400KHealthcare & Wellness
Cash Flow:$162K
Multiple:2.5x
Why Buy

This clinic operates in primary and immediate care, a category supported by consistent patient demand and broad community need. It may appeal to a buyer seeking a healthcare business in Illinois with recurring visits and essential-service economics.

Regulatory Risk
Jul 6

Established Trucking Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$399KTransportation & Logistics
Cash Flow:$120K
Multiple:3.3x
Why Buy

This asset-based transportation business includes equipment and active operations, which can reduce startup friction for a new owner. It may appeal to a buyer seeking a logistics company in Illinois with working trucks and an operating structure already in place.

High CapExRegulatory Risk
Jul 2

Profitable Service Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$699KOther Business Services
Cash Flow:$225K
Multiple:3.1x
Why Buy

This service company provides installation and maintenance work with recurring commercial demand and established customer relationships. Its route-based, specialized model offers predictable revenue and room for expansion in the Illinois market.

Recurring RevenueSticky CustomersRetirement Sale

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