Entertainment & Recreation Businesses for Sale in Illinois

Browse 25 entertainment & recreation businesses currently for sale in Illinois with an average asking price of $2.6M. Entertainment and recreational businesses

Active Listings
25
Avg Asking Price
$2.6M
Average SDE
$338K
Added This Week
0

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Entertainment & Recreation Businesses for Sale in Illinois

Showing 111 of 11

2w ago

Branded Income-producing Hotel Property for Sale in Illinois

IL
$11.5MEntertainment & Recreation
Cash Flow:$1.1M
Multiple:10.5x
Why Buy

This income-producing hotel property operates under established lodging brands and is offered with reported positive cash flow in Illinois. The existing hospitality platform may suit an investor or operator seeking a stabilized asset with recognized market positioning.

3w ago

Turnkey Scenic Cabin Rental Business for Sale in Illinois

IL
$1.2MEntertainment & Recreation
Cash Flow:$65K
Multiple:18.5x
Why Buy

This turnkey lodging business operates multiple cabins on a sizable rural property in Southern Illinois, combining private accommodations with access to a regional tourism and wine destination. A strong guest reputation and repeat clientele provide a foundation for continued operations and selective growth.

Recurring RevenueSticky Customers
Jul 4

Turnkey Event Venue for Sale in Illinois

IL
$4.8MEntertainment & Recreation
Cash Flow:$3K
Multiple:1434.4x
Why Buy

This event venue combines hospitality services with package-based event offerings, creating multiple revenue opportunities from weddings and private gatherings. It may appeal to a buyer seeking a real-estate-backed entertainment business with an established team and room for continued event demand in the Chicago region.

High CapEx
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 10

Hookah Lounge for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$710KEntertainment & Recreation
Cash Flow:$150K
Multiple:4.7x
Why Buy

An entertainment lounge concept in the Chicago metro market offered as a combined business and real estate acquisition, providing the buyer with both operating cash flow and underlying property value. Lounge concepts benefit from recurring clientele and evening-focused revenue that complements daytime retail corridors. Including the real estate eliminates lease risk and adds a hard asset to the investment thesis.

Jun 10

High-cash-flow Absentee-run Flagged Motel for Sale in Illinois

IL
$3.9MEntertainment & Recreation
Cash Flow:$325K
Multiple:12.0x
Why Buy

This branded motel in Illinois generates approximately $1.3 million in room revenue and operates under absentee ownership with a management team in place. The absence of a required property improvement plan reduces near-term capital expenditure risk for an incoming buyer. Strong cash flow relative to the asking price makes this a compelling owner-operator or investor acquisition target.

Absentee Owner
Jun 10

Absentee-run Profitable Bar With Gaming for Sale in Peoria, IL

Peoria, IL
$650KEntertainment & Recreation
Cash Flow:$85K
Multiple:7.6x
Why Buy

This Peoria, Illinois bar generates approximately $370,000 in annual sales with a substantial gaming income component of $200,000 per year, creating a resilient dual-revenue model. Absentee ownership demonstrates that the business operates independently without requiring daily owner presence. Gaming revenue in Illinois bars is a licensed, regulated income stream that adds significant cash flow stability beyond food and beverage sales.

Absentee Owner
Jun 5

Family Amusement And Water for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$5.9MEntertainment & Recreation
Cash Flow:$795K
Multiple:7.4x
Why Buy

A multi-attraction family entertainment destination in the Chicago metro area with over 60 years of operating history serves more than 170,000 annual guests across amusement rides, water attractions, animal exhibits, an indoor ice arena, food and beverage, and retail. Diversified revenue streams from admissions, season passes, events, and ancillary spending provide resilience across seasonal cycles. A strong season pass base, multi-generational customer loyalty, and a long-term land lease structure offer a buyer a differentiated regional asset with a well-established demand foundation.

Sticky CustomersHigh SeasonalityHigh CapEx
Jun 4

Indoor Playground & Family for Sale in Illinois

IL
$399KEntertainment & Recreation
Cash Flow:$296K
Multiple:1.3x
Why Buy

A large-format indoor playground in Chicago's South Suburbs spanning over 32,000 square feet with a multi-level play structure, ninja course, bumper cars, dedicated toddler areas, party rooms, and a commercial kitchen. The business operates with limited local competition and attracts a loyal family customer base within a broad geographic radius, driving strong discretionary earnings. Revenue upside exists through enhanced marketing, expanded weekday programming, and potential new service offerings such as classes or preschool programs.

Growth Trajectory
May 21

Charter Boat Business for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$600KEntertainment & Recreation
Cash Flow:$92K
Multiple:6.5x
Why Buy

This Chicago-area yacht charter business transfers as a bundled acquisition including a luxury motor yacht, a commercial marina slip, and a non-replicable charter permit that the city no longer issues to new applicants. The established marketplace presence, customer database, and six years of operational history provide immediate revenue continuity for a buyer. The permit and slip combination creates a structural competitive moat that makes this opportunity impossible to recreate through new market entry.

Absentee OwnerManager in Place
May 19

Private Members Club for Sale in Illinois

IL
$599KEntertainment & Recreation
Cash Flow:$146K
Multiple:4.1x
Why Buy

A multi-city private members club with over a decade of operation offering flexible workspace, private event hosting, networking, and social experiences through a recurring membership model supplemented by event and booking revenue. The business has cultivated a strong community-driven atmosphere across multiple urban locations that supports member engagement and retention. Multiple revenue streams including memberships, private events, and experience upgrades create diversified income and resilience across economic conditions.

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Frequently Asked Questions

How many entertainment & recreation businesses are for sale in Illinois?
Searcher OS currently tracks 25 businesses for sale in Illinois, 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 entertainment & recreation business cost in Illinois?
The median asking price of current listings is $1,300,000, and average seller's discretionary earnings run around $338,000. Most small businesses trade at a multiple of cash flow, so compare the asking price against earnings rather than revenue.
Can I buy a Illinois entertainment & recreation business 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 entertainment & recreation businesses for sale in Illinois before they hit the big marketplaces?
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 Illinois entertainment & recreation listings against your acquisition criteria, so you can be the first call instead of one of fifty.

Buying a Entertainment & Recreation Business in Illinois

Buying a entertainment & recreation business in Illinois pairs a sector you can evaluate with a market you can drive to. Entertainment and recreational businesses Common business types include Event Planning, Recreation Centers, Entertainment Venues, Travel.

When you compare entertainment & recreation listings in Illinois, look past the asking price: verify seller's discretionary earnings against tax returns, understand how much revenue is recurring versus project-based, and gauge how dependent the business is on the current owner. Most listings in this range qualify for SBA 7(a) financing with 10–15% down, so a deal's debt service coverage matters as much as its headline price. These guides cover the fundamentals:

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