Businesses for Sale in Chicago, IL

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

A multi-attraction family entertainment destination in the Chicago metro area with over 60 years of operating history serves more than 170,000 annual guests across amusement rides, water attractions, animal exhibits, an indoor ice arena, food and beverage, and retail. Diversified revenue streams from admissions, season passes, events, and ancillary spending provide resilience across seasonal cycles. A strong season pass base, multi-generational customer loyalty, and a long-term land lease structure offer a buyer a differentiated regional asset with a well-established demand foundation.

This property damage restoration business in the Chicago metro area provides water damage, fire disaster restoration, mold remediation, and biohazard services to residential and commercial clients, backed by preferred vendor relationships with national and regional insurance carriers. The executively operated model requires the owner to focus on marketing and relationship management rather than field work, with operations structured to scale to any volume level. Insurance-backed recurring demand and high service margins relative to the asking price create a resilient and scalable cash flow profile.

This specialty intimate apparel retailer operates in an affluent, high-traffic venue in the greater Chicago area with a loyal, repeat customer base and minimal direct competition in its niche category. The current owner runs the business on a near-absentee basis, indicating strong operational systems and staff independence that reduce transition risk. A buyer with customer relationship skills could meaningfully grow revenue through expanded digital outreach and automation, building on a stable existing foundation.

This precision manufacturing job shop in Northeastern Illinois has operated for over four decades, producing custom machined components for a wide range of industries including medical, automotive, packaging, and food production. Modern CNC technology and a flexible job-shop model allow the business to serve diverse customers across small-to-medium batch production requirements, reducing dependence on any single sector. An experienced team, strong client relationships, and a modernized facility provide a buyer with a well-maintained platform requiring minimal immediate capital investment.

This Chicagoland landscaping company has operated for over five decades serving one of the Chicago metro area's most affluent suburban markets, with the majority of revenue derived from recurring maintenance contracts. The business generates approximately $537,000 in annual SDE on a roughly $2 million asking price, with predictable cash flow supported by long-term client relationships and strong word-of-mouth referrals. Meaningful upside exists through expansion of hardscape, outdoor living, lighting, and seasonal services beyond the current maintenance focus.

This well-positioned CPA firm in the Chicago metro area serves a book of business heavily weighted toward business owners and high-net-worth individuals, producing cash flow above 60% of gross revenue. Revenue is diversified across high-end tax work, accounting and bookkeeping, and payroll and consulting engagements. The seller's willingness to support a long-term transition reduces key-person risk and supports client retention through an ownership change.

This accounting, tax preparation, and bookkeeping practice in the western suburbs of Chicago generates strong annual revenue relative to its asking price, reflecting a buyer-friendly acquisition multiple. Professional services firms with recurring client relationships and predictable seasonal demand provide stable earnings for incoming owners. The business is well-positioned for an accounting professional seeking an established book of business or a firm looking to expand in the Chicago metro market.

This nationwide first-and-final-mile logistics company operates a non-asset model with a fleet of 70 commercial trucks — 90% fully owned — and an established customer base that provides consistent cash flow across multiple U.S. markets. All existing company loans are structured to be satisfied at closing, delivering a clean balance sheet to the incoming owner. At a $1.189 million SDE on a $7 million asking price, the business offers an acquirer a scaled logistics platform with proven operational infrastructure and low capital expenditure requirements relative to asset-heavy transportation peers.

This established dog training business in the Chicago metro area operates with proven training methods and a loyal client base seeking behavior modification and obedience programs. The facility generates consistent cash flow relative to its modest asking price, offering an accessible entry point for a dog trainer, pet industry operator, or enthusiast buyer. The business's track record and proven curriculum provide a replicable foundation that supports continued enrollment growth.

This upscale kitchen and bath remodeling contractor in the western Chicago suburbs has operated for multiple decades, specializing in complete design, demolition, and rebuild of kitchens and bathrooms with comprehensive services including cabinetry, countertops, flooring, plumbing, and lighting. The business has built a loyal repeat client base in an affluent suburban market and generates over $400K in annual SDE. At $1.1M on a sub-3x multiple, this is an attractive acquisition for a contractor or home services platform with the operational capacity to sustain and grow the business.

This Chicago-area mental health practice has grown consistently since founding, reaching over $845,000 in 2025 revenue with strong profit margins and an established patient base supported by a comprehensive insurance panel including Medicare and Medicaid. High employee retention and a committed clinical team reduce transition risk and support continuity of care for existing patients. The practice's demonstrated growth trajectory and broad payer mix position it well for continued expansion under new ownership.