Retail & E-commerce Businesses for Sale in Chicago, IL

Browse 45 retail & e-commerce businesses currently for sale in the Chicago, IL metro area with an average asking price of $2.3M. Retail stores and online commerce

Active Listings
45
Avg Asking Price
$2.3M
Average SDE
$253K
Added This Week
0

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Retail & E-commerce Businesses for Sale in Chicago, IL

Showing 117 of 17

2w ago

Gas Station Business for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$6.5MRetail & E-commerce
Cash Flow:$210K
Multiple:31.0x
Why Buy

This package of two newly constructed gas stations is designed to combine fuel sales with convenience retail and potential ancillary revenue opportunities. Seller financing and the ability to negotiate supply arrangements provide flexibility for an operator entering the Illinois market.

High CapEx
3w ago

Established Game Store for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$600KRetail & E-commerce
Cash Flow:$174K
Multiple:3.4x
Why Buy

This specialty retail business benefits from recurring community engagement, event-driven traffic, and an experienced manager already handling day-to-day operations. Its product allocation position and loyal customer base make it appealing to buyers in the Illinois region.

Absentee OwnerManager in PlaceRecurring RevenueSticky Customers
3w ago

New Turnkey Gas Station for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$2.0MRetail & E-commerce
Cash Flow:$170K
Multiple:11.8x
Why Buy

This newly built gas station and convenience store in the Chicago metro provides a turnkey operation with modern infrastructure and limited near-term maintenance needs. Highway visibility, convenient access, and encouraging early sales create a platform for continued growth.

4w ago

Established Retail & E Commerce for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$2.9MRetail & E-commerce
Cash Flow:$200K
Multiple:14.5x
Why Buy

Established retail & e-commerce business serving the Chicago-Naperville-Elgin metro. The business generates meaningful owner earnings, supporting an acquisition in the $2M–$3M range. Exact location, full description, and seller details are available after sign-up.

Low MarginsRegulatory Risk
Jul 10

Profitable Shipping Franchise for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$999KRetail & E-commerce
Cash Flow:$242K
Multiple:4.1x
Why Buy

This shipping and business-services franchise benefits from repeat customers and a recognizable brand presence. It may appeal to a buyer looking for a turnkey retail service business with opportunities to expand printing and mailbox-related revenue in a major Illinois 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

Gas Station Convenience Store for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$4.0MRetail & E-commerce
Cash Flow:$300K
Multiple:13.2x
Why Buy

A branded gas station in the Chicago metro area generating 50,000 gallons and $130,000 in monthly inside sales under absentee ownership, with additional supplemental income streams and very high retail margins. The Cook County location in one of the nation's densest metro markets provides a structural traffic advantage that supports sustained volume without heavy marketing investment. The absentee operation suggests upside for a hands-on owner-operator who can optimize staffing and merchandising.

Absentee OwnerRegulatory Risk
Jun 10

Truck Stop Fuel Retailer for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$2.7MRetail & E-commerce
Cash Flow:$400K
Multiple:6.8x
Why Buy

A mini truck stop in the greater Chicago area serving commercial diesel demand alongside consumer gasoline sales and in-store convenience retail, with additional gaming income. Diesel-focused operations typically command stronger per-gallon margins than consumer fuel, and the commercial trucker customer base provides predictable, high-volume throughput. Gaming and inside sales further diversify the revenue base beyond fuel.

Jun 10

Gas Station Convenience Store for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$975KRetail & E-commerce
Cash Flow:$220K
Multiple:4.4x
Why Buy

A recently remodeled branded fuel and convenience store in the Chicago metro suburbs operating under absentee ownership with improving sales trends. The updated store infrastructure reduces near-term capital expenditure needs while the absentee structure signals an operational playbook that transfers to a new owner. Rising sales and a busy neighborhood location suggest organic growth potential without requiring significant intervention.

Absentee OwnerGrowth TrajectoryRegulatory Risk
Jun 10

Gas Station Convenience Store for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.9MRetail & E-commerce
Cash Flow:$132K
Multiple:14.4x
Why Buy

A convenience fuel retailer in the Chicago metro area generating revenue across fuel sales, in-store retail, lottery, U-Haul commissions, and gaming — a diversified income profile uncommon in single-site fuel retail. The business currently operates under absentee ownership, indicating systems and staff are in place for semi-passive management. Multiple revenue streams reduce dependence on fuel margins alone and offer a new operator clear levers for improvement.

Absentee Owner
Jun 10

Gas Station Convenience Store for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.4MRetail & E-commerce
Cash Flow:$150K
Multiple:9.3x
Why Buy

A branded gas station in the Chicago metro area generating 40,000 gallons and $45,000 in monthly inside sales with additional ancillary income, operating in Will County within the broader Chicago trade area. The branded fuel supply agreement and consistent convenience retail volume provide a predictable income profile for a buyer seeking a stable owner-operator business. Supplemental income streams add diversification beyond core fuel and retail revenue.

High CapEx
Jun 10

Profitable High-volume Gas Station for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.3MRetail & E-commerce
Cash Flow:$130K
Multiple:10.0x
Why Buy

This Illinois gas station in the Chicago metro area combines fuel sales with an active automotive repair operation generating approximately $300,000 in annual mechanic revenue, creating a diversified income model from a single property. High fuel volume and competitive inside margins contribute to the overall economics alongside the repair business. The dual-revenue structure provides natural cash flow stability across market conditions.

Jun 10

Gas Station Convenience Store for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.5MRetail & E-commerce
Cash Flow:$180K
Multiple:8.2x
Why Buy

A branded fuel and convenience retailer in the northern Chicago suburbs generating consistent inside sales and fuel volume alongside supplemental monthly income. National brand affiliation provides fuel supply stability and consumer trust that supports steady traffic. The business offers a straightforward entry point into petroleum retail for an owner-operator or strategic acquirer adding to an existing portfolio.

High CapEx
Jun 10

Gas Station Convenience Store for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$4.0MRetail & E-commerce
Cash Flow:$270K
Multiple:14.8x
Why Buy

A branded fuel and convenience operation in the Chicago metro area with strong inside sales volume, meaningful rental income, and absentee ownership in place. High margins across both fuel and in-store categories support a compelling return profile relative to the asking price. The absentee structure is attractive to investors seeking a manageable asset without full-time operational involvement.

Absentee Owner
Jun 10

Bridal Retail Store for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$3.3MRetail & E-commerce
Cash Flow:$469K
Multiple:7.0x
Why Buy

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.

Growth Trajectory
Jun 10

Specialty Lingerie Retail Store for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$575KRetail & E-commerce
Cash Flow:$118K
Multiple:4.9x
Why Buy

This Chicago-area specialty undergarment retailer operates in a niche with minimal direct competition, serving a loyal clientele in a well-trafficked, upscale retail environment. The current owner runs the business near-absentee, suggesting strong systems and staff in place, and sees clear growth potential through digital marketing and automation that the next owner could unlock. With approximately $118K in annual cash flow on a $575K asking price, the business offers modest returns with meaningful upside from a more engaged operator.

Absentee OwnerSticky CustomersGrowth Trajectory
Jun 3

Specialty Apparel Retail Store for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$575KRetail & E-commerce
Cash Flow:$118K
Multiple:4.9x
Why Buy

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.

Absentee OwnerManager in Place

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Frequently Asked Questions

How many retail & e-commerce businesses are for sale in Chicago, IL?
Searcher OS currently tracks 45 businesses for sale in the Chicago, IL metro area, aggregated daily from broker websites and the major marketplaces. Every listing is de-identified — you see the financials and metro area first, and unlock full details free.
How much does a retail & e-commerce business cost in Chicago, IL?
The median asking price of current listings is $1,900,000, and average seller's discretionary earnings run around $253,000. Most small businesses trade at a multiple of cash flow, so compare the asking price against earnings rather than revenue.
Can I buy a retail & e-commerce 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 retail & e-commerce 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 retail & e-commerce listings against your acquisition criteria, so you can be the first call instead of one of fifty.

Buying a Retail & E-commerce Business in Chicago, IL

Buying a retail & e-commerce business in Chicago, IL combines the tightest search you can run: one sector, one drivable market. Retail stores and online commerce Common business types include Specialty Retail, E-commerce, Franchise Retail, Convenience Stores.

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. When you compare retail & e-commerce listings in the Chicago, IL metro, verify seller's discretionary earnings against tax returns, understand how much revenue is recurring, and gauge owner dependence. 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:

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