Entertainment & Recreation Businesses for Sale in Illinois

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.

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.

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.

This Chicago-area full-service event production company has built long-standing relationships with couples, corporate clients, and families over multiple decades, creating a referral-driven pipeline with predictable seasonal demand. The business operates through a coordinated vendor network spanning venues, catering, photography, and entertainment, enabling high-margin project management without carrying significant overhead. A new owner inherits proven systems, repeat client relationships, and established vendor partnerships built over many years.

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.

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.

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.

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.

A multi-attraction family entertainment center in the St. Louis metropolitan area combining boutique bowling, arcade, laser tag, full-service restaurant and bar, and a dedicated event venue — offered together with fee-simple real estate. The business generates nearly $4 million in trailing revenue with adjusted EBITDAR approaching $1 million, driven by diversified entertainment and high-volume private event bookings. Owning the real estate provides a buyer with both operational stability and long-term asset appreciation.