Our Story

The Legacy Executive Commitment.

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With a passion for exceptional service, our journey in luxury ground transportation began long before Legacy Executive Limousine was established. Cesar initially entered the transportation industry in 2013, driving for Uber/Lyft after three years in medical billing and collections. However, his real journey into the professional limousine industry began after he became dissatisfied with the impersonal nature, declining rates, and driver pay policies prevalent in the rideshare sector. This pivotal shift led him to obtain his City of Chicago Chauffeur's License in July 2016 and join a limousine company as an independent contractor.


Since October 2016, his commitment to mastering the art of chauffeured service deepened. As he gained deeper insights into the industry and observed existing limitations, the concept for a truly distinctive service began to form. The blueprint for Legacy Executive Limousine LLC began to take shape in March 2018, born from a desire to redefine luxury transportation—one where quality consistently triumphs over quantity. Through his personal experiences, Cesar observed and ultimately overcame the pitfalls of environments where office politics, favoritism, and declining standards led to a compromised client and driver experience. This often resulted in a decrease in service quality and an inability for dedicated chauffeurs to earn a fair living, particularly during slower seasons. Witnessing companies lose their pride and quality control, leading to the loss of valuable customers and accounts, solidified his resolve to forge a different path and ensure Legacy Executive Limousine would not operate under the same detrimental standards.


Established as an LLC in August 2018, Legacy Executive Limousine initially began operations with a clear vision. However, the unprecedented challenges of COVID-19 unfortunately forced us to temporarily shut down during that time. Having lost everything, Cesar had to start from scratch. In June 2021, as conditions began to normalize, he returned to work as an independent operator in the limousine industry. Despite this return, the chauffeur industry had not evolved; if anything, driver conditions had worsened due to an influx of demand for professional chauffeured services without a corresponding improvement in support or compensation.

Recognizing this persistent need for change and armed with newfound resolve, Cesar, in October 2023, proudly re-opened Legacy Executive Limousine LLC. This re-opening was made with the invaluable help of our esteemed Partner, Georgi. His profound insights and strategic contributions reinforced Cesar's vision that diverse perspectives lead to superior outcomes and exceptional client care. Together, we are committed to providing the finest car service experience available.


The excellence of your journey begins with our commitment to our chauffeurs, ensuring you can always expect a consistently high standard of service for every ride. We are dedicated to cultivating a work environment where our valued chauffeurs earn a reasonable and consistent wage, empowering them to be fully focused and dedicated to providing outstanding service. Indeed, this core philosophy directly translates into the elevated experience our clients receive. Since our re-establishment in 2023, Legacy Executive Limousine has quickly become a top choice in Chicago for luxury car and limousine services. Our attentive service and strong commitment to great customer service truly make us stand out. We pride ourselves on smoothly handling all kinds of transportation needs, from simple rides to complex plans, for any client. Our fleet features luxury vehicles that are no older than five years, ensuring a comfortable trip every time.


Our main goal is to put customer satisfaction first, focusing on quality over quantity, offering affordable luxury car service without compromising on the exceptional standards that differentiate us from other companies in the Chicagoland area.


Safety and professionalism are fundamental to Legacy's operations, forming the basis of our consistently high standards. All our licensed drivers go through annual background checks, ensuring that only the most qualified individuals are behind the wheel. Furthermore, all our vehicles adhere to the most up-to-date safety standards, are commercially insured above the state's legal minimum, and are inspected daily by management to ensure every vehicle is free from cosmetic damage beyond what's acceptable. You can travel with confidence knowing our chauffeurs will get you to your destination in style and on time, while offering the highest level of customer service. The majority of our dedicated chauffeurs possess at least three years of extensive experience navigating the diverse routes in and around Chicago and its suburbs. Whether you need transportation for one person or a large group, we have the perfect vehicle to suit your needs.


Our mission is clear: to provide our clients in Chicago, its surrounding counties, Southeast Wisconsin, and Northwest Indiana with the uncompromising quality and personalized customer service they truly deserve. We believe that when you pay for professional car service, you deserve to feel heard, cared for, and driven by a truly professional and fully licensed chauffeur. We achieve this by prioritizing a personalized approach, ensuring every client receives the attentive service and exceptional care they expect and pay for.


We are committed to delivering not just safe, reliable, professional, and on-time service, but also to consistently be courteous and maintain a heightened level of customer awareness. This ensures that every interaction is seamless and contributes to ultimate customer satisfaction.

Our Core Values

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Safety

Your safety is our highest priority. Our fleet is impeccably maintained, and our chauffeurs are rigorously vetted and trained professionals dedicated to providing a secure and comfortable journey.

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Punctuality

We respect your time. Punctuality is the cornerstone of our service. With real-time flight tracking and advanced dispatch, we ensure you are always on time, every time.

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Professionalism

From your first call to your final drop-off, you will experience a level of professionalism that sets us apart. We provide discreet, courteous, and attentive service tailored to your needs.

Experience the Legacy Difference

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