Discover Profitable Businesses for Sale Across the Midwest

Explore DealStream’s comprehensive marketplace of Midwest businesses for sale and uncover your next entrepreneurial success in Illinois, Michigan, Ohio, Indiana, Wisconsin, Minnesota, Iowa and beyond. Whether you’re searching for a family-owned restaurant in Chicago, a manufacturing company in Detroit, or a retail boutique in Minneapolis, our curated listings simplify your business acquisition process. Browse now to connect with motivated sellers, evaluate profitable opportunities, and make your move in America’s thriving heartland.

All Matching Deals

Kansas City, MO

Fostering a nurturing, culturally diverse learning environment, this daycare integrates language immersion with social development. Buyers gain flexibility with three school size models crafted for local demand and investment scope. Successful operation across multiple sites and close leadership...

$575,000
Cash Flow: $498,716
Details
Ohio

Ohio based shell license and contract for sale Passport waiver- statewide DODD- Columbus region Reimbursement rate for both DODD: For both HPC, each unit (is 15 minutes) is 8.50 Reimbursement rat for both PASSPORT and MCOs: Personal Care 15 minutes $7.24 Personal Care 2nd 15 minutes...

$250,000
Details
Ohio Pharmacy
Ohio

Very high-volume specialty pharmacy that has been in business for four years with continued growth. All major PBM contracts in place through PSAO. Fully staffed and easily operated by an absentee owner. Direct contracts with many pharma manufactures. Established Prior-Authorization P&P. Pharma voucher...

$5,690,000
Cash Flow: $1,726,793
Details
Illinois Specialty Pharmacy
Illinois

Profitable specialty pharmacy with continued growth. Fully staffed and easily operated by an absentee owner. Direct contracts with many pharma manufacturers. All major PBM contracts in place through PSAO. Established Prior-Authorization P&P. Pharma voucher program contracts are also in place. Annual...

$8,500,000
Cash Flow: $2,319,244
Details
Two Pharmacies in Ohio
Ohio

Two profitable independent pharmacies. Current ownership is looking to retire but will be willing to assist during transition to ensure smooth transfer of ownership. Pharmacies are fully staffed and have a loyal customers in the communities that they serve. Opportunity is preapproved with a pharmacy...

$1,525,000
Cash Flow: $537,326
Details
Cleveland, OH

This scalable athletic Pilates club reimagines Pilates as an intense, performance‑oriented experience designed for clients who crave a stronger challenge than the typical studio format. Instead of quiet background music and slow pacing, this concept pairs classical alignment and core work with high‑intensity...

$525,000
Cash Flow: $207,614
Details
Impressive Lawn and Landscape Design Company
Michigan

It has been an incredible 39-year run for this flourishing family-owned lawn and landscape company. The owners have spent the last four decades building a loyal client base by offering a wide variety of landscaping services in the design and maintenance space. They have put their heart and soul into...

$3,400,000
Cash Flow: $462,000
Details
Successful West Michigan Flooring Company
Kent County, MI

We are pleased to present this excellent opportunity to own a West Michigan flooring company with a large, protected franchise territory. After a successful run, the sellers are transitioning to a new career opportunity in non-competitive endeavors. Located near a large metropolitan area, this business...

$495,000
Cash Flow: $190,000
Details
Retail Boutique, Smoke Shop, and Body Art Parlor
Berrien County, MI

We are pleased to offer a premier retail boutique, smoke shop, and body art parlor, which has enjoyed nearly three decades of success in Michigan. With multiple profit streams including exceptional herbal supplements, retail goods, and a dedicated space for body art, this popular establishment continues...

$429,000
Cash Flow: $120,500
Details
Michigan

After five years of resourcing all things EV, the well-connected, high-tech owner of this business which offers cutting-edge systems for supplying electricity for EV cars and trucks is ready to go mainstream. With solid business models in place, the founder/owner, a seasoned infrastructure expert, is...

On Request
Details
Dayton, OH

This fire‑safety focused kitchen cleaning company operates in a high‑demand niche where services are driven by safety codes rather than discretionary spending. The core of the business centers on cleaning commercial kitchen hoods, ducts and exhaust systems for food service operations of all sizes, from...

$349,000
Cash Flow: $311,413
Details
Virtual CPA Firm Steady Monthly Recurring Revenue
Michigan

This virtual CPA firm specializes in serving medical professionals and generates exceptional cash flow of over 90% to the owner ($640,000 in 2025). Projected revenue of $750,000+ in 2026. The practice is built on a foundation of recurring monthly bookkeeping services, with associated business and personal...

$1,300,000
Details
Multi-Faceted Bar / Entertainment Venue
Muskegon County, MI

We are pleased to present this attractive opportunity to own a landmark bar and entertainment venue located in a desirable West Michigan Suburb. Customers enjoy an inviting atmosphere offering a variety of entertainment options including multiple bar /service areas, a live music stage, and ample seating...

$1,450,000
Cash Flow: $118,000
Details
Indianapolis, IN

This developed waste removal and property management business operates in one of the fastest-growing industries, offering essential services and steady demand. Known for its efficiency and reliability, it serves both residential and commercial clients with a diverse range of offerings. Key Features: Booming...

$295,000
Cash Flow: $228,790
Details
Cleveland, OH

This business provides personalized home care services that allow clients to remain independent and comfortable in their homes. Its programs are designed to meet multiple levels of need, ranging from daily companionship to specialized personal care. The demand for home-based healthcare is surging as...

$315,000
Cash Flow: $294,725
Details
Well-Established and Profitable Auto Repair
Rochester, MI

SBA Eligible with 20% Down or $99K This is a fantastic opportunity to acquire a highly-rated, full-service automotive repair business with a long-standing presence for over 30 years. The founder-led operation has consistently provided high-quality maintenance and repair services for domestic and...

$495,000
Cash Flow: $288,000
Details
Specialty Multi-Store Paint Retail Business
Macomb County, MI

This company specializes in providing top-quality branded home décor and renovation products to painting contractors and DIY customers. Founded in 2017, the company has established a strong reputation for high-quality products and excellent customer service. The business benefits from a seasoned management...

$845,000
Cash Flow: $255,000
Details
Turnkey 3-Unit Gym Portfolio / Motivated Seller
Macomb County, MI

Global brand with thousands of locations worldwide, great value! This is a portfolio of three franchise gyms located in Metro Detroit's affluent and highly populated communities. The current owners bought the business in 2022 from previous owners who did not perform any marketing or sales, which...

$265,000
Cash Flow: $98,000
Details
Established Turnkey Full-Service Auto Repair Shop
Macomb County, MI

An exceptional opportunity awaits to acquire a profitable, turnkey automotive repair business with a strong focus on high-performance and classic vehicles. Strategically located in a growing suburban community in the Metro Detroit area, the business enjoys a significant competitive edge due to its specialized...

$495,000
Cash Flow: $205,000
Details
Indoor Sports Facility w/ Multiple Fields
Indiana

This 120,000 square foot business is an indoor Facility providing a climate-controlled, year-round space for a variety of activities. The full-size, regulation indoor fields span over 100,000 square feet of turf under one roof, supporting soccer, football, softball, and more. With convenient access...

On Request
Cash Flow: $215,933
Details
Profitable Home Care Provider – Central Missouri
St Louis, MO

This Founder Operated home care company has built an award-winning reputation for compassion and professionalism. Essential services are centered around personal and companion care, enabling older adults/veterans to age in place with independence, dignity, and grace. The retiring Founders seek to...

$750,000
Cash Flow: $235,000
Details
St Louis, MO

The Company is a well-established provider of visual merchandising and branding solutions, serving a large base of automotive and commercial clients across the Midwest. Over more than a decade, it has grown from a small regional operator into a trusted partner known for turnkey execution, innovative...

On Request
Cash Flow: $693,000
Details
Data Cyber School Startup
Ohio

This school startup is well-positioned to be a professional services firm supporting federal, state, and local governments, private for-profit and nonprofit clients. The curriculum is designed equip students with certified IT job skills that are in high demand today, while meeting challenges facing...

$299,000
Details
Vocational School and Insurance Claims Services
Illinois

Founded over 10 years ago, the business has grown its core trade course offerings and expanded into insurance claims resolution services. The current owner works part-time and writes and teaches the courses to approximately 500 students per year. The business has a strong reputation in the community...

$2,200,000
Cash Flow: $809,976
Details
Established Commercial Screen Printing Business
Chicago, IL

This well-established screen printing company was founded by industry professionals who recognized the growing demand for high-quality printing services. With a focus on communication, reliability, honesty, and competitive service, it has earned a strong reputation for excellence. The company has successfully...

$1,167,605
Cash Flow: $343,413
Details

Tips for Buying A Business In Midwest States

Understand Regional Market Dynamics

Before making any purchase, it’s crucial to familiarize yourself with the economic landscape of the Midwest. Midwest states can vary dramatically in terms of industry focus, from manufacturing and agriculture to tech and healthcare. Research the local economy, workforce trends, and consumer behavior in your target region. This will help you identify businesses with strong potential for sustainability and growth based on real market needs.

Conduct Thorough Due Diligence

Successful business acquisitions are built on meticulous due diligence. In the Midwest, legacy businesses often have deep roots within their communities, so it’s essential to review financial records, inspect assets, and evaluate any real estate considerations. Pay special attention to the business’ historical performance during economic cycles typical to the area, such as agricultural fluctuations or manufacturing slowdowns, and investigate customer and supplier stability within the local ecosystem.

Build Rapport with Stakeholders

Relationships matter greatly in Midwest business culture. Prioritize building trust and rapport with the seller, employees, and key community stakeholders. Many transitions are more successful when the new owner respects the legacy of the business and shows commitment to maintaining local relationships. Wherever possible, negotiate for an effective transition period, during which the seller can aid with introductions and knowledge transfer to secure business continuity.