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 145–168 of 209

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
Jun 10

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
Jun 10

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
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
Jun 10

Tree Removal Landscaping Company for Sale in Chicago, IL

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

This tree removal and landscape firm carries approximately $925,000 in owned equipment, providing a significant tangible asset base that underpins the acquisition value and reduces the effective goodwill premium. The business serves residential and commercial clients with a range of arborist and landscaping services supported by a well-maintained fleet. Included equipment and an experienced crew enable a new owner to generate revenue from day one.

Recurring RevenueSticky CustomersHigh SeasonalityHigh CapEx
Apr 25

Event Planning & Production for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$895KEntertainment & Recreation
Cash Flow:$249K
Multiple:3.6x
Why Buy

This Chicago-area full-service event production company has built long-standing relationships with couples, corporate clients, and families over multiple decades, creating a referral-driven pipeline with predictable seasonal demand. The business operates through a coordinated vendor network spanning venues, catering, photography, and entertainment, enabling high-margin project management without carrying significant overhead. A new owner inherits proven systems, repeat client relationships, and established vendor partnerships built over many years.

Sticky Customers
Apr 5

Retail Bakery for Sale in Chicago, IN

Chicago-Naperville-Elgin, IN
$599KFood & Beverage
Cash Flow:$168K
Multiple:3.6x
Why Buy

This Indiana bakery has operated for over 40 years with a loyal repeat customer base and a simple, proven product model that runs with minimal complexity. Annual SDE of approximately $161,000 reflects consistent demand from a community that has supported the business across multiple decades and ownership transitions. The turnkey setup and strong neighborhood presence make this an accessible acquisition for a buyer seeking a stable, low-complexity small business with genuine local goodwill.

Sticky CustomersRecurring Revenue
Jun 10

Commercial Electrical Contractor for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.5MConstruction & Trades
Cash Flow:$404K
Multiple:3.7x
Why Buy

This union commercial electrical contracting business has served the greater Chicago market for nearly five decades, building a strong reputation for reliability across a broad commercial client base. The experienced workforce and long-standing contractor relationships provide operational continuity for a new owner, while the Chicago metro market offers continued demand for commercial electrical services. At the asking price and earnings level, this business offers an attractive multiple for a buyer seeking a defensible services platform.

Manager in PlaceSticky CustomersRegulatory RiskKey Person Risk
Jun 10

Montessori School for Sale in Chicago, IN

Chicago-Naperville-Elgin, IN
$725KEducation & Training
Cash Flow:$145K
Multiple:5.0x
Why Buy

This early childhood education center has operated for 50 years in the greater Chicago metro area, building deep community trust and a strong academic reputation serving children from infancy through kindergarten age. The purpose-built facility has been recently upgraded across HVAC, roofing, security, and outdoor spaces, reducing near-term capital expenditure needs for a new owner. A tenured staff and proven enrollment model provide a stable operational foundation in a structurally undersupplied childcare market.

Recurring RevenueSticky CustomersGrowth Trajectory
Jun 10

Bridal Retail Store for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$3.3MRetail & E-commerce
Cash Flow:$469K
Multiple:7.0x
Why Buy

This Illinois bridal retailer operates from a large, well-appointed showroom in a high-income market, maintaining a 67% close rate on consultations and growing revenue more than 12% annually. Over 1,000 gowns in stock and a team of trained consultants provide a premium, personalized experience that drives strong word-of-mouth and repeat referrals within the wedding market. SBA pre-qualification and $100,000 of included inventory lower the effective acquisition cost for a qualified buyer.

Growth Trajectory
Jun 10

Truck And Auto Repair for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.7MAutomotive Services
Cash Flow:$110K
Multiple:15.8x
Why Buy

A well-established repair facility in the Chicago metro area serving a mix of commercial diesel truck and consumer vehicle repair with limited local competition in the commercial segment. The 80% diesel revenue concentration positions the business in a higher-ticket, less price-sensitive customer category where strong goodwill and technical reputation drive repeat business. Established community relationships and an existing customer base provide a durable revenue foundation for a new owner-operator.

Aug 16

Cash-flowing Turnkey Flagged Hotel for Sale in Chicago, IN

Chicago-Naperville-Elgin, IN
$6.9MEntertainment & Recreation
Cash Flow:$300K
Multiple:23.0x
Why Buy

A 70-room flagged hotel in the Chicago metro area generates $1.8M in room revenue with no property improvement plan (PIP) required, limiting near-term capital outlay for a buyer. The property is currently absentee-operated, indicating strong systems are in place, while also suggesting an active owner-operator could extract significantly more value. At a $6.9M asking price with $300K in SDE, this is a hospitality acquisition suited for an experienced operator seeking a branded flag in a major metro market.

Absentee Owner
Aug 16

Flagged Motel for Sale in Chicago, IN

Chicago-Naperville-Elgin, IN
$4.0MEntertainment & Recreation
Cash Flow:$250K
Multiple:16.0x
Why Buy

A 122-room flagged motel in the Chicago metro area generates $1.3M in room revenue with no PIP required, keeping upfront capital needs low for an acquiring buyer. The property currently operates under absentee management, suggesting meaningful upside for an engaged owner-operator who can optimize occupancy and operational efficiency. Asking price of $4M with $250K in SDE positions this as a hospitality acquisition for a buyer seeking a branded flag in a high-demand corridor.

Absentee Owner
Jun 10

Auto Body Repair Shop for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$699KAutomotive Services
Cash Flow:$191K
Multiple:3.7x
Why Buy

This full-service auto body repair facility in the Chicago metro area has operated for two decades with all major certifications, a stellar online review profile, and the added value of an auto dealer license included with the sale. The dealer license enables the new owner to purchase vehicles at auction, recondition them, and resell at a profit — a meaningful secondary revenue stream beyond collision repair. The clean, well-organized facility and strong community reputation position this business as a rare turn-key opportunity in a major metropolitan market.

Sticky Customers
Jun 10

Landscape Design Build Company for Sale in Chicago, IN

Chicago-Naperville-Elgin, IN
$1.8MHome Services
Cash Flow:$383K
Multiple:4.6x
Why Buy

This Northwest Indiana landscaping and garden center has been designing and building custom outdoor spaces for nearly four decades, with crews trained to execute from architectural blueprints on both residential and commercial projects. A complementary on-site garden center selling bulk supplies and plants provides additional revenue diversification beyond design-build project work. With approximately $383K in annual seller earnings, the business offers a well-rounded platform for a buyer interested in the landscaping sector.

Sticky CustomersHigh Seasonality
Jun 10

Specialty Lingerie Retail Store for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$575KRetail & E-commerce
Cash Flow:$118K
Multiple:4.9x
Why Buy

This Chicago-area specialty undergarment retailer operates in a niche with minimal direct competition, serving a loyal clientele in a well-trafficked, upscale retail environment. The current owner runs the business near-absentee, suggesting strong systems and staff in place, and sees clear growth potential through digital marketing and automation that the next owner could unlock. With approximately $118K in annual cash flow on a $575K asking price, the business offers modest returns with meaningful upside from a more engaged operator.

Absentee OwnerSticky CustomersGrowth Trajectory
Jun 10

Facial Bar Franchise Portfolio for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.5MPersonal Services
Cash Flow:$285K
Multiple:5.3x
Why Buy

This multi-location facial bar portfolio in the Chicago metro area includes six operating locations plus exclusive territorial rights to develop two additional sites, representing a rare opportunity to acquire a scaled footprint in the fast-growing express skincare segment. The concept delivers results-focused 30-minute facial treatments at accessible price points, appealing to a broad consumer base that values efficiency. With a proven membership model and brand infrastructure already in place, a buyer can focus on operational optimization and franchise expansion.

Recurring RevenueGrowth Trajectory
Jun 10

Mexican Restaurant & Bar for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$550KFood & Beverage
Cash Flow:$132K
Multiple:4.2x
Why Buy

This elevated Mexican restaurant and bar in the Chicago metro generates consistent revenue from a loyal local following, benefiting from its proximity to multiple dense residential neighborhoods and a strong catering business serving corporate and event clients. Regular wait times reflect strong organic demand with no reliance on heavy marketing spend. The combination of dine-in, bar, and catering revenue streams diversifies cash flow for a new owner.

Manager in PlaceRecurring RevenueSticky CustomersGrowth Trajectory
Jun 10

Full Service Restaurant for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$599KFood & Beverage
Cash Flow:$230K
Multiple:2.6x
Why Buy

This Chicago suburban restaurant operates on a fully absentee basis, with an experienced staff managing all front- and back-of-house operations and financials independently verified by an outside CPA. The business has built a loyal destination-dining reputation with significant customer repeat rates, and revenue has trended upward through the most recent period. Bank pre-approval and substantial transferable assets reduce a buyer's financing and startup risk.

Absentee OwnerGrowth TrajectoryRecurring Revenue
Jun 9

Wellness Subscription Platform for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$800KTechnology & Software
Cash Flow:$30K
Multiple:26.7x
Why Buy

A subscription-based digital wellness and personal development platform serves over 200 active paying customers through guided programs, habit tracking, and goal-setting tools, generating recurring revenue with a single operator managing day-to-day operations. The business is structured as an LLC and operates entirely online, eliminating geographic constraints for a new owner. At $800K asking price with $30K in SDE, the valuation reflects platform and subscriber acquisition upside rather than current earnings, making this a fit for a buyer focused on growth over near-term cash flow.

Recurring RevenueSticky CustomersRevenue Decline
Jun 9

Trucking & Freight Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$6.0MTransportation & Logistics
Cash Flow:$1.2M
Multiple:5.0x
Why Buy

This Illinois trucking and logistics company has operated for nearly two decades, generating over $5M in annual revenue and approximately $1M in annual SDE with a fully owned fleet of 17 tractors and 20 trailers transferred free and clear. The business benefits from long-standing customer relationships, experienced personnel, and a proven operating infrastructure that supports continued growth. At a $5.95M asking price with significant hard-asset value embedded, this is a compelling acquisition for a logistics operator or strategic buyer seeking an established transportation platform in the Chicago region.

Sticky CustomersGrowth TrajectoryHigh CapEx
Jun 5

Industrial Parts Distributor for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.4MWholesale & Distribution
Cash Flow:$447K
Multiple:3.2x
Why Buy

A Midwest-based distributor of OEM and MRO industrial parts and kits serves a multi-state wholesale customer base with a catalog exceeding 25,000 unique SKUs and approximately 10 million pieces in stock sourced from thousands of vendors. The business also provides custom kit assembly to customer specifications, adding a value-added service layer to the distribution model. With nearly $450,000 in adjusted SDE and a well-organized inventory infrastructure in the Chicago area, the operation offers a reliable platform for an owner-operator or strategic acquirer.

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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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