Frequently Asked Questions

Your questions, answered. Find information on our policies, services, and what to expect when you book with Legacy.

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The Legacy Difference

  • Why choose Legacy over a rideshare app in Chicago?

    Unlike rideshare apps, we provide a guaranteed, premium Chicago black car service. Our vehicles are company-owned and inspected daily. Our chauffeurs are professionally trained, background-checked, and drug-tested. You get safety, consistency, and luxury that an app simply cannot provide.

  • Are you fully insured and licensed?

    Yes. Legacy Executive Limousine maintains commercial insurance coverage that exceeds city and state requirements. Our chauffeurs are fully licensed, background-checked, and trained for executive security protocols.

  • What areas do you service?

    While we are based in Evergreen Park and Des Plaines, we provide long-distance travel across the Midwest. We frequently service trips to Milwaukee, Indianapolis, Madison, and South Bend, as well as all Chicago suburbs.

  • Is my chauffeur guaranteed to show up?

    Absolutely. When you book with Legacy, your ride is guaranteed. We track your reservation and dispatch your vehicle well in advance. You will never be left stranded.

Booking & Reservations

  • How far in advance should I book my car service?

    We recommend booking at least 24 hours in advance to guarantee your preferred vehicle. However, as a 24/7 dispatch service, we can often accommodate last-minute requests. For weddings and proms, we suggest booking 3-6 months early.

  • Can I modify my reservation after booking?

    Yes, you can easily make changes in three ways:


    • Client Login: Click the "Client Login" button on our website. Our system automatically creates a profile for you—simply enter your phone number to receive a secure one-time passcode (OTP) for instant access. Once logged in, click the drop-down menu under your name to view or modify all current and past reservations.
    • Email Link: You can use the direct link provided in your reservation confirmation email.
    • By Phone: For last-minute changes, feel free to call our dispatch team at +1 (708) 968-4226. Please note that changes to vehicle type or time are subject to availability.
  • What happens if my flight is cancelled?

    Please notify us as soon as possible. If we have not yet dispatched the driver, there is no charge. We monitor flights, but a full cancellation requires your confirmation. Please review your contract for our cancelation policy.

  • What is the cancellation policy for car service?

    For standard sedan and SUV transfers, we require 2 hours notice prior to pickup. For Sprinters, buses, and special events, cancellation terms vary and will be outlined in your specific contract.

Pricing & Fees

  • Are there hidden fees or taxes?

    No. We believe in transparent pricing. Every quote includes the standard $4.50 ground transportation tax. Any potential extra charges (like excessive cleaning or unplanned stops) are mentioned in your contract.

  • Is gratuity included in the price?

    For sedans and SUVs (up to 7 passengers), gratuity is discretionary. For large vehicles (8+ passengers), a customary 20% gratuity is automatically included.

  • What is your wait time policy?

    We provide complimentary wait time for all trips:


    • Airport Arrivals (Domestic): 60 minutes of complimentary wait time after your flight has gated.
    • Airport Arrivals (International): 90 minutes of complimentary wait time after your flight has gated.
    • All Other Pickups: 10 minutes of complimentary wait time after your scheduled pickup time.

    For non-airport pickups, wait time beyond the 10-minute grace period is billed at $10 for the first 10 minutes, plus $1 per minute thereafter. If wait time exceeds 60 minutes, the full hourly minimum for that vehicle will be charged.

  • Is there a cleaning fee?

    We maintain our vehicles in pristine condition. Any client-caused damage that alters the interior or exterior of the vehicle will be billed for the full cost of repairs. An excessive mess (e.g., spills of sugary drinks, alcohol, food stains) that requires the vehicle to be taken out of service for a deep cleaning will incur a cleaning fee. Our drivers visually inspect and photograph vehicles before and after every trip.

Service & Fleet

  • Do you track flights at O'Hare and Midway?

    Yes. We monitor all inbound flights into O'Hare (ORD) and Midway (MDW). If your flight is delayed or early, we automatically adjust your pickup time so your chauffeur is there when you land.

  • What happens if my flight is delayed?

    Don't worry. Because we track your flight number, our system automatically adjusts your pickup time based on your new arrival. You will not be charged extra for wait time caused by a flight delay.

  • Do you provide child car seats?

    Yes, we provide child car seats, but they must be requested in advance. While we provide the seats, you are encouraged to perform the final installation. There is no specific limit to the number of car seats per vehicle, as long as it is reasonable and safe for the vehicle's capacity.

  • Can I bring my pet?

    Pets are welcome in our vehicles. We ask that you notify us in advance and that all pets remain secured in a carrier or with a specialty pet seatbelt for their safety. To avoid any potential fees, please ensure your pet is well-groomed. Excessive fur or any damage caused to the vehicle's interior may result in an appropriate cleaning or repair charge.

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