Chicago, IL
Established single-unit vending operation in the Chicago metro area generating $1,800 in monthly cash flow on $3,500 in monthly gross revenue. The Crane merchant model machine is located in a...
$28,500
Cash Flow: $21,600
Businesses For Sale in Chicago, IL
Local Info
Novelty Toy Vending Route – Chicago Metro – $1.8K Monthly Cash Flow
Dry Cleaner Business
Chicago, IL
Well-established and profitable dry cleaning business with over 20 years of successful operation and a loyal customer base. This turnkey opportunity is ideal for an owner-operator or investor looking...
$310,000
Cash Flow: $202,000
2
Trailer Leasing Company FOR SALE
Chicago, IL
Our reefer trailer rental business is in the trucking niche which is always going to be around. There are growth opportunities. We are priced low compared to other companies and there is an...
$140,000
Cash Flow: $6,450
6
Chicago North Side- Open and Operating Home Services Franchise Resale
Chicago, IL
Our home services are a fundamentally AI-resistant, needs-based business tied to home ownership, real estate transactions, damage remediation, and ongoing renovation cycles. Homes are continually...
$350,000
Auction
100% Leased | NNN Tenancy | By Demand Drivers
Chicago, IL
Online auction: Mar 30-Apr 1, 2026
47,601 SF Freestanding For Sale...
Not Disclosed
18
**PENDING SALE** Property Management Business for Sale in Chicago!
Chicago, IL
This is a compelling opportunity to acquire an established property management franchise operating in the Northern Chicago, Illinois market. The business is fully operational and positioned within a...
$159,000
Established Child Care Center for Sale
Chicago, IL
Established Child Care Center for Sale | Turnkey Business & Real Estate | Prime Northwest Chicago Now available: a well-established, fully licensed child care center for sale in Northwest Chicago,...
$1,150,000
5
Real EstateRARE / 5,295 SF 2nd gen. restaurant in Heart of River North for lease
Chicago, IL
Perfect opportunity for rebranding, located at ground level with large bi-fold opening windows, to a very nice size sidewalk cafe. Large dining room with a 35' bar and 175 Occupancy. Has an excellent...
Not Disclosed
6
Franchise Childcare Center Operations in Chicago, IL
Chicago, IL
Sands Investment Group is pleased to exclusively represent the sale of business operations for an established childcare center in downtown Chicago. Operating under a nationally recognized franchise...
$2,881,892
Established Group Fitness Gym For Sale
Chicago, IL
Profitable and fully equipped functional fitness studio located in one of Chicago’s most vibrant neighborhoods. Just steps from a Green Line stop and surrounded by local coffee shops, restaurants, and...
2
$249,000
FranchiseHouse Doctors
Available in Illinois
Build something you can be proud of. House Doctors is the leading home improvement franchise. Whether you’re passionate about home improvement or a driven entrepreneur seeking a rewarding business opportunity, you should consider the House Doctors franchise. Become the CEO of your own legacy building business – a House Doctors franchise.
$65,000
Lincoln Park Med Spa For Sale
Chicago, IL
BioLife Organic Spa, located at 2753 N. Ashland Ave. in Chicago, offers an exceptional opportunity for a buyer looking to establish or expand a medical spa or MedSpa. With its prime North Side...
6
$185,000
Cash Flow: $75,000
Reputable successful law firm
Chicago, IL
A Chicago-based law firm providing legal representation and advisory services to individuals and businesses. The firm focuses on delivering practical legal solutions with an emphasis on personalized...
$430,000
Cash Flow: $352,357
Franchise opportunity: MINI HUT Famous Buttercrust fried chicken
Chicago, IL
PATENTED RECIPE, Serving the community for 53 years, this iconic chicken restaurant has built a loyal following around its secret patented recipe for “Buttercrust” chicken—a flavor and texture that no...
$199,999
Cash Flow: $93,600
Profitable longstanding Nail Salon
Chicago, IL
Serving the Chicago community from its location on West Armitage Avenue for several years, positioning itself as an accessible, affordable neighborhood nail salon. Over that time, the business has...
$100,000
Cash Flow: $80,000
Profitable Hand Car Wash – Documented Financials – $199K Asking
Chicago, IL
Profitable Turnkey Hand Car Wash – Prime Location Well-established, fully equipped, and cash-flowing business with loyal customers and minimal competition. Growth potential through memberships,...
2
$199,999
Michael Stavrinakis
Stavrinakis Franchise & Business Brokerage
Serving Cook County, IL
Michael Stavrinakis specializes in the sales of multiple businesses and franchises. Specializing in food & beverage related busi With over 3 decades of relative industry experience, Michael Stavrinakis specializes in the sales of multiple businesses and franchises. Michael was recently awarded the #2 broker award for our enitre newtwork of brokers of about 180 brokers spanning the USA and 19 Countries abroad. Specializing franchise and independent business resales and start ups Michael’s first hand experience as a restauranteur, former franchisor and current franchisee ads the absolute relative exprience and knowledge to help his clients find the perfect matcha and grow a successful business. Count on Michel to work with you on every step of the sale & purchase process. Let’s chat now click here: https://shorturl.at/bgkN5 Let’s Connect via Linkedin: https://www.linkedin.com/in/michaelstavrinakis/ or book a call on Michael’s calendar here: https://calendly.com/mstavrinakis/intro-call
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2 Unit Bakery & Bistro - Chicago North Side
Chicago, IL
European Bakery, Bistro & Café — 2 Chicago Locations | Turnkey | $725,000 Two profitable & Growing (Up 20% projection in 2026) European bakery, bistro & café locations in the Chicago metropolitan area...
$725,000
Cash Flow: $262,145
The UPS Store Franchise in Cook County Illinois
Chicago, IL
EXECUTIVE SUMMARY This established UPS Store franchise represents a compelling investment opportunity in Cook County, Illinois. Operating successfully since 2018, the business generates strong...
$950,000
Cash Flow: $300,000
Chicago Area 18-Year Dryer Vent Wizard Franchise Resale!
Chicago, IL
ESTABLISHED 18-YEAR DRYER VENT WIZARD FRANCHISE - CHICAGO TERRITORY BUSINESS OVERVIEW This profitable owner-operator franchise has maintained continuous operations for 18 years in a premium Chicago...
2
$229,000
EBITDA: $65,000
Rare Lakeview opportunity: fully built-out, turnkey cookie shop
Chicago, IL
Rare Lakeview Cookie Shop Franchise - Turnkey Operation with Exceptional Performance This established franchise cookie shop presents an outstanding opportunity in Chicago's desirable Lakeview...
6
$450,000
Profitable & Established Laundromat
Chicago, IL
Profitable Laundromat for Sale Established, cash-flowing business with loyal customers Located in a high-traffic area with strong neighborhood demand Large rear parking lot for customer convenience...
$3,000,000
FranchiseFirst Choice Business Brokers
Available in Illinois
First Choice Business Brokers are a team of passionate professionals that assist buyers and sellers of small to medium-sized businesses with their buying/selling transactions. With over 25 years of industry-leading experience, new franchise owners are expertly trained in a proven business model. This unique opportunity offers multiple streams of revenue by helping business owners.
$75,000
Thriving Custom Window Décor Studio with Strong Margins
Chicago, IL
This custom window décor studio focuses on made-to-order blinds, shutters, shades, and drapery for residential and commercial clients, bringing together style, practicality, and smart-home...
$229,000
Cash Flow: $240,629
Window Washing Business
Chicago, IL
Imagine owning a well-established window washing business that's been serving happy customers for nearly 20 years! This isn't just about cleaning windows - you'll be providing a full range of home...
$45,000
FedEx P&D Routes for Sale - Chicago, IL
Chicago, IL
* 10 P&D Routes * Low mileage operation with low stem miles. * Two full-time managers who drive and manage the business. * 13 trucks included with the CSA. * Assumable truck debt can help offset the...
$700,000
Cash Flow: $130,000
High-Demand Luxury Pet Services Business
Chicago, IL
Picture yourself owning a thriving luxury pet care business. This isn't just any dog daycare - it's a premium operation that pet parents absolutely love and trust with their furry family members....
$2,189,474
Profitable Junk Removal & Waste Services Company
Chicago, IL
Imagine walking into a business that's already running like clockwork - that's exactly what you'll find with this profitable junk removal company. You'll love how this operation practically runs...
$585,000
True Value Hardware store for sale
REAL ESTATE INCLUDED
Chicago, IL
Established True Value Hardware Store - Chicago Location This well-established True Value franchise hardware store presents an exceptional opportunity in Chicago's retail market. Operating...
$600,000
Cash Flow: $105,000
Turnkey Restaurant Cafe Beautiful Space and Great Location Avondale!
Chicago, IL
Currently a poke restaurant but can easily be converted as a sushi restaurant, cafe or even coffee shop. The space is large, great flexibility to redesign it to your needs. Beautiful tropical vibes....
6
$75,000
5 Fedex Linehaul routes for sale
Chicago, IL
Very well established business with 5 linehaul runs, 4 pm designated and 1 pm unassigned rotation and 1 daytime local driver in the Chicago land area.7 trucks included with business, 6 employees....
$1,350,000
Turnkey High Traffic Pizzeria & Cafe Historic North Side Neighborhood
Chicago, IL
This is a rare opportunity to acquire a highly acclaimed, turnkey fast-casual concept located in one of Chicago’s most desirable North Side neighborhoods. Since opening, this chef-driven business has...
3
$175,000
Longstanding Hugely Popular Café Chicago, IL - Over 29 Years!
Chicago, IL
Longstanding Hugely Popular Restaurant & Café Chicago, IL - Over 29 Years! "On A Lively Stretch Of A Major N-S Artery/Busy Mixed-Use Corridor Filled With Boutiques, Coffee Shops, Restaurants, Bars,...
6
$299,000
Cash Flow: $103,558
FranchiseSloan's Ice Cream
Available in Illinois
With Average Unit Volumes over $1.1M, life is sweet as a Sloan's franchisee. Since 1999, Sloan’s has operated under a singular mission: Providing the sweetest and most unique dessert experience to our customers. Over the past 20+ years, Sloan’s has continued to design and refine our image and products to create the best possible memories for the young and the young at heart.
$180,000
Turnkey Bar & Restaurant Space with Real Estate in Northwest Chicago!
REAL ESTATE INCLUDED
Chicago, IL
TURNKEY MIXED-USE OPPORTUNITY: Renovated Bar, Restaurant & Pizzeria + Apartment in Northwest Side of Chicago (BUSINESS + REAL ESTATE) This exceptional mixed-use property at 7455 W Irving Park Rd...
6
$1,000,000
Profitable Aluminum Manufacturing Business with Equipment
Chicago, IL
This is a great opportunity to acquire a reliable aluminum manufacturing business that produces high-quality aluminum pans. The company has built a solid foundation with consistent production,...
2
$100,000
Commercial/Industrial Rolling Steel Door Manufacturer
Chicago, IL
Rolling Steel Service Door/UL Labeled Fire Door Mnaufacturer/Distributor & Repair Service Company FOR SALE. Includes: All Equipment/Machinery OEM Inventory OEM Engineering Software U.L. Laboratories...
$2,300,000
The UPS Store Franchise in Chicago Illinois
Chicago, IL
An excellent opportunity to acquire an established The UPS Store Franchise in Chicago IL. The 2025 revenues exceeded $413,000 and the owner benefit was over $50,000, representing a 4% increase in...
$400,000
Cash Flow: $41,329
The UPS Store Franchise in Chicago Illinois
Chicago, IL
An excellent opportunity to acquire an established The UPS Store Franchise in Chicago IL. The 2025 revenues exceeded $548,000 and the owner benefit was over $124,000. The purchase includes...
$600,000
Cash Flow: $115,048
FranchiseMac Tools
Available Nationwide
Starting your own business. The American dream. The opportunities are endless. And with Mac Tools – you’ll have a built-in support network to help make your dream a reality. With a Mac Tools franchise, we provide everything you need to get on the right path.
$20,000
Two The UPS Store Franchises in Chicago Illinois
Chicago, IL
An excellent opportunity to acquire two established The UPS Store Franchises in Chicago IL. The 2025 combined revenues exceeded $961,000 and the owner benefit was over $219,000. The purchase includes...
$1,000,000
Cash Flow: $175,530
Hi-Rise Grocery Store or Upscale Deli Opportunity
Chicago, IL
Established grocery store and deli operation located in a luxury high-rise building in Chicago's downtown core, presenting an exceptional opportunity for an experienced retail food operator. This...
3
$500,000
Chicagoland HVAC Services Company for Sale
Chicago, IL
The Company is a locally operated provider of heating, ventilation, and air conditioning services in the Chicagoland area. It specializes in the installation, maintenance, and repair of various...
Not Disclosed
Cash Flow: $421,166
Popular Chicago Brunch Restaurant with Unique Concept
Chicago, IL
**Exact Address and Full Details upon signed NDA and verified financial capabilities.** This is a rare chance to acquire a well-established and profitable brunch restaurant located in one of Chicago’s...
$650,000
Established Beauty School w/ Semi Absentee Ownership
Chicago, IL
This established beauty school offers high-quality esthetician training with a strong reputation for producing confident, state-board-ready graduates. The curriculum goes beyond industry basics,...
$400,000
Cash Flow: $140,420
Domonic & Dr Christine Wilkerson
First Choice Business Brokers
Serving Cook County, IL
Founded in 1994, First Choice Business Brokers has become a leading force in the U.S. business brokerage industry. Our FCBB Naperville office, as part of this extensive network, offers top-tier services to business buyers and sellers. Our team brings a wealth of experience in business management, acquisitions, and sales, and we provide personalized support throughout the entire transaction process. We work across a variety of industries, ensuring our clients receive the expert advice needed to confidently navigate the complexities of buying or selling a business. With over $12 billion in transactions under our belt, we're committed to helping entrepreneurs achieve their business goals and embark on the next chapter of their journey.
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Established & Profitable Donut Shop | Strong Repeat & Wholesale Demand
Chicago, IL
This long-established donut shop has served its community for decades and is known for donuts, breakfast sandwiches, and coffee. The business benefits from a loyal repeat customer base, consistent...
$579,000
Cash Flow: $150,240
Patented Athletic Vision Training Brand for Sale
Chicago, IL
An innovative sports performance company is seeking a strategic acquirer for its patented vision training technology. The flagship product is a proven, field-tested solution trusted by athletes across...
Not Disclosed
Cash Flow: $1,498
Clinical Stage Oncology Co. for Early Cancer Detection
Chicago, IL
The Company is a clinical-stage oncology company with a platform that combines biospectral impedance and AI/ML for point-of-care cancer detection. The lead product delivers rapid, in-procedure...
Not Disclosed
Cash Flow: $1,091
Modern Vending Business – Flexible, Tech-Enabled Operations
Chicago, IL
This vending business offers a turnkey opportunity to provide snacks, beverages, and custom product selections through a network of advanced, technology-driven machines. Each machine features remote...
$159,500
Cash Flow: $132,000
Fishing Bait Route, Suburban Chicago, IL to Wisconsin
Chicago, IL
Fishing Live Bait Route For Sale in the Suburban Chicago, Illinois to Wisconsin areas for $255,000! Currently grossing $250,912 and nets $82,909 per year! This business provides wholesale bait...
$255,000
Cash Flow: $82,909
FranchiseKid to Kid
Available Nationwide
Step into the $43 billion resale industry with Kid to Kid, a franchise that transforms high-quality, gently used kids' items into a profitable, purpose-driven business. Backed by 30+ years of innovation, unparalleled support, and a thriving community of 110+ stores, Kid to Kid offers the perfect opportunity to make a meaningful impact while building your own success story.
$100,000
Auto Repair Shop for Sale - Chicago, IL
Chicago, IL
Nationally Recognized Brand: Benefit from strong brand reputation and support. Perfect opportunity for an owner-operator or investor looking to step into a well-established auto repair business with...
$125,000
Chicago Modern-American, Southern Inspired Cuisine
Chicago, IL
This Company provides a vibrant environment with live music, a modern American southern-inspired menu, and professional bar offerings that all continue to evolve. With a dedicated customer base and...
Not Disclosed
Cash Flow: $373,898
Chicago, IL In-Home & Online Tutoring Agency - Only $20,000
Chicago, IL
This is a fantastic opportunity to take over a well-established in-home and online tutoring company with an exclusive territory in prime Chicago territory for only $20,000! The tutoring market is...
$20,000
Asset SaleBucktown Restaurant For Sale
Chicago, IL
Asset Sale - Former Thai Restaurant, Bucktown Chicago This restaurant asset sale presents an exceptional opportunity to acquire an established restaurant in Chicago's desirable Bucktown neighborhood....
6
$65,000
Asset SaleRapidly Growing Scooter & Motorcycle Rental Ops - Asset Heavy
Chicago, IL
Own the most accessible two wheel rental brand in the Chicago market. This operation has achieved very loyal base by capturing an underserved niche: affordable, diverse, and reliable rentals for both...
6
$65,000
FranchiseAltitude Trampoline Park
Available in Illinois
Altitude Trampoline Park is the premier family entertainment destination, bringing active family fun to the global communities it serves. As one of the world's largest family entertainment franchises, the brand has grown to more than 85 locations open or in development across 29 states and four countries.
$400,000
Asset SaleNEW LISTING! LUCKY BEAR Laundromat
Chicago, IL
LUCKY BEAR LAUNDROMAT ASKING $489,000 Transform your investment into immediate cash flow with this turnkey laundromat featuring brand-new equipment and advanced cashless payment systems. Located at...
$489,000
Buy or Sell a Business in Chicago, Illinois
Chicago's economy is thriving, making it an attractive location for those looking to buy a business. The city is known for its diverse industries, from finance and technology to manufacturing and healthcare. If you are considering purchasing a business in Chicago, IL, the following data can provide some context for your decision-making process.
Market Snapshot
We have aggregated data from business for sale listings in Chicago to give you a sense of the market. Keep in mind, this is a dynamic marketplace, so numbers will fluctuate. However, this data can give you a general idea of the types of businesses, price ranges, and financial performance you can expect.
|
Number of Businesses for Sale |
~240 |
|
Median Asking Price |
$450,000 |
|
Median Reported Revenue |
$810,000 |
|
Median Reported Earnings |
$200,000 |
|
Profit Margin |
24% |
|
Earnings Multiple |
2.3 |
|
Revenue Multiple |
0.6 |
|
Financials based on businesses that listed an asking price, annual revenue, and seller's discretionary earnings. |
|
How many businesses are currently for sale in Chicago?
At present, there are approximately 240 businesses available for sale in Chicago. This vibrant market offers a diverse range of opportunities for prospective buyers. Many of these businesses may be listed for sale blindly to maintain confidentiality, so a broader Cook County or Chicago Metro Area search may be needed to find them.
What types of businesses are most commonly listed for sale in Chicago?
The Chicago business market is diverse, with the following types of businesses frequently listed:
- Food and Restaurants: around 60
- Retail: around 30
- Service Businesses: around 30
- Building and Construction: around 20
- Health Care and Fitness: around 20
Additionally, there are Automotive and Boat, Beauty and Personal Care, Manufacturing, Transportation and Storage, Education and Children, as well as Online and Technology businesses each with around 10 listings.
What is the average asking price for these businesses?
The median asking price for businesses in Chicago is $450,000. This number provides a benchmark for buyers, yet actual prices can vary significantly depending on specific factors such as location, industry, and profitability.
What are the average revenue and earnings of these businesses?
The median reported revenue for these businesses is approximately $810,000. With an average profit margin of 24%, the median reported earnings stand at $200,000. These figures underscore a healthy business climate in Chicago.
What are the asking valuation multiples?
In the Chicago market, the median earnings multiple is 2.3 on the asking price, and the revenue multiple is 0.6. It is crucial to understand that these multiples can vary widely across different industries and individual business attributes.
For business owners in Chicago looking to sell their businesses, what options do they have?
Business owners in Chicago can take two primary routes to sell their businesses. Most business owners will hire a business broker, who typically charges a fee ranging from 10% to 15% of the sale price. Business brokers can add significant value through their expertise in valuation, marketing, and negotiating deals. Alternatively, some business owners might choose to list the business for sale directly and manage the sale process on their own to avoid broker commissions. This approach requires a greater level of involvement and understanding of the sales process and is suitable for business owners who have the time and resources to handle it. Overall, both options can be viable depending on the specific needs and goals of the business owner.
