Businesses for Sale in Chicago, IL

Browse 270 businesses currently for sale in the Chicago, IL metro area with an average asking price of $1.6M. Find acquisition opportunities across every industry in the metro.

Active Listings
270
Avg Asking Price
$1.6M
Average SDE
$302K
Added This Week
16

Browse 130 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 4972 of 130

Jun 24

Commercial Landscaping Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$5.8MHome Services
Cash Flow:$600K
Multiple:9.7x
Why Buy

This commercial landscaping company is built on contracted maintenance work and snow management relationships with municipal and commercial accounts. It may appeal to a buyer seeking predictable revenue and a durable B2B service platform in the Midwest.

Recurring RevenueSticky CustomersHigh SeasonalityHigh CapEx
Jun 23

Profitable Pizza Restaurant for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$200KFood & Beverage
Cash Flow:$130K
Multiple:1.5x
Why Buy

This restaurant combines dine-in, takeout, and delivery channels to serve a broad local customer base. It may appeal to a buyer seeking a well-equipped food service business in Illinois with a familiar concept and flexible growth options.

Jun 18

Established Quick Service Restaurant for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$59KFood & Beverage
Cash Flow:$50K
Multiple:1.2x
Why Buy

This quick-service restaurant benefits from steady demand tied to a large nearby university population and surrounding local traffic. The concept offers a familiar menu with broad appeal, making it attractive to an operator seeking an established food service location with repeat customer potential in the broader northern Illinois market.

Sticky Customers
Jun 18

Managed It Services Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$650KTechnology & Software
Cash Flow:$120K
Multiple:5.4x
Why Buy

This managed technology services firm has recurring revenue, long-term client relationships, and a service mix centered on IT support and cybersecurity. It may appeal to a buyer seeking a professional technology business in Illinois with established operations and ongoing contract-based demand.

Recurring RevenueSticky Customers
Jun 16

Mediterranean Restaurant for Sale in Chicago, IN

Chicago-Naperville-Elgin, IN
$650KFood & Beverage
Cash Flow:$234K
Multiple:2.8x
Why Buy

This fast-casual restaurant operates within a branded concept that benefits from a proven operating framework and established customer base. The business may appeal to an owner-operator or investor seeking an entry into a growing casual dining segment.

Sticky Customers
Jun 16

Profitable Family Entertainment Center for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$9.5MEntertainment & Recreation
Cash Flow:$1.5M
Multiple:6.3x
Why Buy

This indoor entertainment business offers multiple attractions and food service under one roof in a major Midwestern metro area. Its diversified revenue streams and strong margin profile may appeal to a buyer looking for a destination concept with year-round demand and broad customer appeal.

Recurring RevenueHigh Seasonality
Jun 16

Luxury Medical Spa for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$975KHealthcare & Wellness
Cash Flow:$160K
Multiple:6.1x
Why Buy

This medical spa offers a broad menu of high-demand aesthetic and wellness services, supported by licensed staff and premium equipment. Its turnkey setup and established market presence make it appealing to buyers seeking a higher-end personal care business in Illinois.

Manager in PlaceRecurring RevenueSticky CustomersGrowth Trajectory
Jun 12

Private School Campus for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$3.0MEducation & Training
Cash Flow:$450K
Multiple:6.7x
Why Buy

This northern Illinois school campus sits within commuting distance of the Chicago metro area and is configured as a turnkey educational facility ready for operation. The property generates strong earnings relative to its asking price and benefits from its suburban location in a market with consistent demand for private education. A buyer could operate it in its current format or reposition the campus for a different educational model or grade range.

Jun 11

Medical Spa & Salon for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$2.2MHealthcare & Wellness
Cash Flow:$206K
Multiple:10.7x
Why Buy

This luxury medical aesthetics and nail lounge business operates from a fully leased multi-tenant retail strip center in the Chicago suburbs, with the commercial real estate included in the asking price. The business has built strong name recognition in its market through high-end aesthetic, wellness, and beauty services offered in a professionally designed facility. Owning the underlying real estate alongside the operating business creates a dual-return structure with both operating cash flow and commercial property income.

Sticky CustomersGrowth Trajectory
Jun 10

Freestanding Restaurant for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$55KFood & Beverage
Cash Flow:$60K
Multiple:0.9x
Why Buy

This freestanding restaurant in a premier Chicago north suburb commercial corridor offers a fully built-out space with a full bar, commercial pizza oven, walk-ins, and a spacious dining room at a low entry price. The independent structure carries no franchise royalties, advertising fees, or transfer fees, allowing a new operator to retain more of operating profits. The flexible buildout is suitable for multiple concepts, including continuation of a pizza format or conversion to a new culinary direction.

Jun 10

Juice & Smoothie Bar for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$79KFood & Beverage
Cash Flow:$48K
Multiple:1.6x
Why Buy

This juice, smoothie, and superfood bar franchise unit is positioned in one of Chicago's most active neighborhood retail corridors, benefiting from consistent day-to-night foot traffic driven by a dense residential and commercial customer base. The concept targets the fast-growing health and wellness consumer segment with cold-pressed juices, acai bowls, superfood smoothies, and wellness shots. The franchise model provides brand recognition and operational systems, reducing the learning curve for a new operator.

Growth TrajectorySticky Customers
Jun 10

Juice & Smoothie Bar for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$79KFood & Beverage
Cash Flow:$25K
Multiple:3.2x
Why Buy

This national juice and superfood bar franchise operates within a large mixed-use lifestyle development in Chicago's Lincoln Park neighborhood, serving a dense live-work-play community with built-in daily foot traffic. The concept addresses consumer demand for clean, convenient better-for-you food and beverage options across breakfast, lunch, and post-workout dayparts. The franchise model provides proven systems and national brand support, allowing a new operator to benefit from established customer recognition.

Growth Trajectory
Jun 10

Gastropub Restaurant & Bar for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$175KFood & Beverage
Cash Flow:$130K
Multiple:1.3x
Why Buy

This full-service modern American gastropub operates in an affluent western Chicago suburb surrounded by luxury retailers, hotels, and dense high-income residential neighborhoods, driving a broad customer base of both casual and upscale diners. The concept blends a chef-driven menu with craft cocktails, an extensive wine list, and 20-plus beers on tap, generating strong per-cover revenue. The business has earned a loyal local following and is offered turnkey with substantial infrastructure already in place.

Sticky Customers
Jun 10

Cafe & Deli Coffee for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$200KFood & Beverage
Cash Flow:$57K
Multiple:3.5x
Why Buy

This café, deli, and coffee shop has operated for over two decades in the heart of a historic downtown in Chicago's far northwest suburbs, building a loyal multi-generational customer base through a diverse menu of handcrafted foods, baked goods, and espresso beverages. The high-foot-traffic main street location with both pedestrian and vehicle visibility supports consistent daily revenue without heavy marketing spend. The long operating history and unique blended concept create a durable community asset with meaningful brand equity.

Sticky CustomersRecurring RevenueGrowth Trajectory
Jun 10

Breakfast & Lunch Restaurant for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$275KFood & Beverage
Cash Flow:$180K
Multiple:1.5x
Why Buy

This breakfast and lunch restaurant has operated in a dense, high-traffic Chicago neighborhood for multiple decades, building a loyal multi-generational following through an extensive menu, generous portions, and consistent quality. The updated interior features abundant natural light, counter and booth seating, and a fully equipped commercial kitchen designed for high-volume throughput. Strong community brand recognition and proven daily traffic patterns provide a stable revenue foundation for an incoming operator.

Sticky CustomersRecurring Revenue
Jun 10

Bbq Restaurant & Bar for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$138KFood & Beverage
Cash Flow:$91K
Multiple:1.5x
Why Buy

This full-service BBQ restaurant and bar has operated in the greater Chicago metro area for nearly five decades, earning an iconic neighborhood reputation and a deeply loyal multi-generational customer base through authentic Midwestern-style barbecue and a recently remodeled interior. The full bar adds a complementary revenue stream to food sales, while a catering program provides incremental income beyond on-premise dining. The combination of decades of brand equity, a modern kitchen with specialized BBQ equipment, and strong owner earnings relative to asking price presents a compelling acquisition opportunity.

Sticky Customers
Jun 10

Neighborhood Pizzeria for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$155KFood & Beverage
Cash Flow:$71K
Multiple:2.2x
Why Buy

This independent carryout and delivery pizzeria operates in one of Chicagoland's most desirable western suburban markets, serving a loyal neighborhood customer base through a diverse menu of thin-crust, pan, and specialty pizzas alongside Italian entrees and pasta. The no-seating counter-service model minimizes labor and overhead costs while a large catering business adds a high-margin revenue stream beyond core delivery operations. The independent structure carries no franchise fees, allowing the owner to retain a higher share of revenue than a comparable franchise concept.

Sticky Customers
Jun 10

Carryout & Delivery Pizza for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$450KFood & Beverage
Cash Flow:$159K
Multiple:2.8x
Why Buy

This beloved neighborhood pizza operation in an affluent western Chicago suburb has generated consistent repeat business for over two decades through authentic Chicago-style pizzas and a streamlined carryout and delivery model with no dine-in seating. The simple counter-service operation keeps overhead low while strong year-over-year revenue growth demonstrates robust local demand. The independent structure eliminates royalty and advertising fees, delivering superior economics compared to franchise alternatives.

Sticky CustomersGrowth TrajectoryRecurring Revenue
Jun 10

Full Service Restaurant for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$300KFood & Beverage
Cash Flow:$163K
Multiple:1.8x
Why Buy

This chef-owned farm-to-table restaurant in a Chicago north suburb has built a 20-year track record of critical acclaim and community loyalty, generating over $2.9 million in annual revenue through a seasonally driven menu emphasizing locally sourced ingredients. The restaurant has become a regional dining destination known for culinary excellence and a warm neighborhood atmosphere, creating a durable brand that supports premium pricing and strong repeat visitation. Long-standing acclaim and an entrenched loyal following reduce customer acquisition costs and provide meaningful downside protection for an acquiring operator.

Recurring RevenueSticky Customers
Jun 10

Supper Club Restaurant for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$159KFood & Beverage
Cash Flow:$97K
Multiple:1.6x
Why Buy

This distinctive supper club-style full-service restaurant generates over $1.4 million in annual revenue from a prime historic downtown location in an affluent western Chicago suburb, blending vintage charm with a creatively curated American menu featuring prime steaks, fresh seafood, and seasonal small plates. Weekly signature events including Thursday Rib Night, Friday Fish Fry, and Saturday Prime Rib drive predictable repeat traffic and strong customer loyalty. The intimate dining experience and local reputation for quality create a durable competitive position in a desirable suburban market.

Recurring RevenueSticky CustomersGrowth Trajectory
Jun 10

Discount And Liquidation Retail for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$650KRetail & E-commerce
Cash Flow:$203K
Multiple:3.2x
Why Buy

This Chicago-area discount and liquidation retailer generates $203K in SDE through established supplier relationships that provide access to name-brand merchandise at deep discounts, passed on to a loyal base of repeat bargain-hunting customers. The business benefits from consistent repeat traffic and proven inventory sourcing systems that support reliable margins. The discount retail model is structurally resilient across economic cycles as consumers seek value-oriented purchasing alternatives.

Recurring RevenueGrowth Trajectory
Jun 10

Full Service Restaurant for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.2MFood & Beverage
Cash Flow:$264K
Multiple:4.5x
Why Buy

This Illinois full-service restaurant and bar includes gaming machines, multiple dining areas, and banquet facilities, offering diversified revenue across dining, bar service, private events, and video gaming. Located on a primary regional corridor with a freestanding building on over three acres, the property and business together present a rare combination of real estate and operating income. The banquet and catering component adds incremental high-margin revenue to an already diversified model.

Manager in Place
Jun 10

Established Profitable Laundromat for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.4MPersonal Services
Cash Flow:$350K
Multiple:4.0x
Why Buy

This established laundromat in the Chicago metro area generates approximately $350,000 in seller's discretionary earnings from a modern, well-equipped facility with consistent foot traffic and a loyal customer base. The business operates with multiple revenue streams and a spacious layout designed to handle high customer volume. The recession-resistant nature of coin laundry services and the turnkey operational profile make this an attractive acquisition for an investor or owner-operator.

Recurring RevenueSticky CustomersGrowth Trajectory
Jun 10

Home Health Agency for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$600KHealthcare & Wellness
Cash Flow:$110K
Multiple:5.5x
Why Buy

This licensed home health agency in the Chicago metro area serves a multi-county Illinois territory and maintains a census of approximately 70 patients under Medicare and managed care plans. The business has demonstrated revenue stability with consecutive years of growth approaching $850,000 in annual revenue and is 36-month-rule exempt, providing compliance certainty that is highly valuable to acquirers in the home health sector. Healthcare-specific industry experience is required, making this best suited for an existing home health operator or licensed clinical buyer.

Recurring RevenueGrowth TrajectoryRegulatory Risk

Explore More Illinois Markets

Frequently Asked Questions

How many businesses are for sale in Chicago, IL?
Searcher OS currently tracks 270 businesses for sale in the Chicago, IL metro area, aggregated daily from broker websites and the major marketplaces. 16 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 $718,000, and average seller's discretionary earnings run around $302,000. Most small businesses trade at a multiple of cash flow, so compare the asking price against earnings rather than revenue.
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 270 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