Retail Businesses For Sale in Chicago, IL

Chicago, IL

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Auction

100% Leased | NNN Tenancy | By Demand Drivers

Chicago, IL

Online auction: November 17-19, 2025

Robust corridor with proximity to downtown
Fully occupied by two long-term businesses

$950,000 starting bid

Starting bid:

$950,000

Auction

REAL ESTATE INCLUDED

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

Beverly cigar shop

Chicago, IL

Upscale smoke shop with a beautiful walk-in humidor inside one of the top Chicago neighborhoods, Beverly Hills. Located on 95th street next to the Metra station and across the street from a fire...

$50,000

Vending Machines | Advanced, High-Tech & High-Return

Chicago, IL

Thriving – Semi-Passive – Healthy Snacks & Drinks Vending Machines Business Covering the Greater Chicago area. Runs with minimal involvement, delivers high returns, and huge expansion potential. Each...

$170,000

Cash Flow: $192,000

Healthy Vending Machines Business: Semi-Passive in Chicago

Chicago, IL

This business sale includes twelve fully warranted “ultra-modern” vending machines. The business offers exactly what today’s customers are looking for… healthy snacks & drinks utilizing the latest...

$148,000

Cash Flow: $72,800

Chicago South Side Liquor Store

Chicago, IL

Great For Beginners or Veterans...

$450,000

Cash Flow: $140,000

Established Seafood Restaurant

Chicago, IL

Low Labor, proven customer base...

$268,000

Cash Flow: $200,000

The Wow Effect Furniture, Seller leaving the Country

Chicago, IL

Furniture that makes Your STATEMENT...

$149,000

Cash Flow: $85,000

Proven Smoke Shop Model For Sale

Chicago, IL

Low Labor Low Rent, PRICED LOW for Quick Sale...

$590,000

Cash Flow: $165,000

Vape Store Sale In Nw Subs. Chicago, Cook County

Chicago, IL

1st QUARTER 2025 SALE IS UP BY 37% COMPARED TO 1st QUARTER 2024. REVENUE: $23,100 NET PROFIT $10,800 SALES YEAR 2023-20244: $67,500 GROSS RENT: $1,735/MONTH ABSENTEE OWNER ASKING PRICE: $50,000 This...

$50,000

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

Franchise

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Liquor Store, C-Store - Full Deli & Gaming - Cash Flow $250K

Chicago, IL

Liquor & Mini Market with Gaming Machines and Full Deli. Upscale Clientele. Located in Business District and High Rise Condos on Lake Michigan. Very Attractive Business. Long Term Lease 10 Years Plus...

$650,000

Cash Flow: $253,000

Established Vending Machine Route Seller Financing with 50% down

Chicago, IL

Seller financing Available This is a great opportunity to take over a very high-volume vending machine route. This route did over 1.1 million in sales last year with only 47 locations. The route has...

$1,500,000

Cash Flow: $363,000

Shareef Food & Liquor

Chicago, IL

VERY ESTABLISHED FOOD & LIQUOR STORE FOR SALE WITH PROPERTY , SALES ARE $110,000./MONTH WITHOUT LOTTERY . Business Price : $350,000. Plus Inventory (Inventory is Extra) Property Price : $350,000. 2nd...

$350,000

Very High Volume Sub#1 Franchise For Sale In South Loop

Chicago, IL

SALES WK OF 06/04/24 : $13,346 SALES WK OF 05/14/24 : $12,363 SALES WK OF 05/07/24 : $12,893 SALES WK OF 04/30/24 : $12,557 SALES WK OF 04/23/24 : $11,440 SALES WK OF 04/16/24 : $11,988 SALES WK OF...

$210,000

Vending Machines & Locations Throughout Chicago.

Chicago, IL

Turn-key vending route opportunity with several machines and very desirable locations from the most awarded vending company in the industry. Vending is a $56 Billion dollar a year industry and this is...

$53,000

Jason Barnes

Priority Business Brokers

Serving Cook County, IL

The #1 Sales Team! No one has sold more businesses in East TN in the last 10 years!

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Real EstateFor Sale Chicago Gas Station - Business only

Chicago, IL

Sale is Business only. Average Monthly Sales: $45k-$48k You pay all utilities. Landlord keeps control of fuel sales. Tenant controls C-Store sales....

$150,000

Real Estate

Real EstateTurnkey Deli–Grocery Fully Operational with Building for Sale

Chicago, IL

Business Overview Well-established deli–grocery store serving the Chicago community since 1972. This long-standing neighborhood favorite is known for its quality selection, friendly service, and...

Not Disclosed

Real Estate

Not Disclosed

Real EstateSouth Side Chicago Gas Station $3.5MIL

Chicago, IL

Gas station for sale- business, land and property for sale. Average Annual Sales include: Fuel: 450,000 gallons / yr Store: $1,800,000-2,000,000 /yr Additional income from AIR & VAC and ATM. There is...

$3,500,000

Real Estate

Real EstateOffice Condo /Retail Condo

Chicago, IL

Acquire this excellent commercial property with a well-designed layout and included parking space....

$239,000

Real Estate

Real EstateBrand New Taylor Street Retail Available

Chicago, IL

Unlock the potential of your business in this stunning 1,400 SF retail space, ideally situated on the ground floor of a brand-new mixed-use building in the heart of Chicago’s vibrant Little Italy...

Not Disclosed

Real Estate

Not Disclosed

FranchiseMosquito Joe

Available Nationwide

Mosquito Joe, a Neighborly company, is the nation's leading outdoor pest control services franchise. With us, you'll see that business ownership is buzzing!

$50,000

Franchise

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Real EstateChicago High Volume Gas station

Chicago, IL

PRINCIPLES ONLY! Must Provide Proof of Funds! Established and Operating gas station for sale in Chicago IL. Business & Real Estate included in asking price. Annual sales include: *** FUEL: 2,000,000...

$6,700,000

Real Estate