Frequently Asked Questions

At Winning Services, we offer a wide range of luxury transportation solutions to meet various needs, including Airport Transfers, Point-to-Point travel, Hourly Services, Corporate Travel, Special Occasion transport, and Sports Event transportation. Each service is designed to provide comfort, punctuality, and a superior travel experience.

Booking with Winning Services is simple and can be done online or by contacting us directly at 773-744-1514 or via email at info@winningserviceslimo.com. Our user-friendly booking platform allows you to schedule your ride at your convenience, while our customer service team is available to assist with any inquiries or special requests.

Our fleet includes a variety of luxury vehicles to suit different travel needs. We have elegant sedans for solo or business travelers, spacious SUVs for small groups or family travel, and Sprinter Class vehicles that provide room and comfort for larger parties or special events. Each vehicle is equipped with modern amenities to enhance your travel experience.

We take safety and hygiene very seriously. Our vehicles are maintained to the highest standards, with regular inspections to ensure optimal performance and safety. Additionally, each vehicle is thoroughly cleaned and sanitized before and after every ride, providing a safe and spotless environment for our clients.

Our Hourly Services are designed for clients who need a flexible transportation option for multi-stop itineraries, business meetings, or special events. You can book a vehicle for as long as you need and enjoy the convenience of having a professional chauffeur at your disposal.

Yes, we specialize in providing luxury transportation for special occasions, including weddings, parties, and other milestone events. Our service is tailored to add an elegant touch to your celebration and ensure everyone arrives in style and comfort.

We are based in Chicago and serve the greater metropolitan area, including nearby suburbs. Additionally, our service covers major airports in the region to facilitate seamless airport transfers. If you have a specific location in mind, feel free to contact us for more details.

Our cancellation policy varies depending on the type of service and timing of the cancellation. We strive to be as flexible as possible and provide clear guidelines to our clients during the booking process. Please refer to our terms and conditions or contact our support team for detailed information on cancellations and potential fees.

Yes, we welcome special requests to personalize your travel experience. Whether it’s a specific route, particular in-car amenities, or additional stops, we are happy to accommodate your preferences wherever possible. Let us know your requirements when making your reservation, and we’ll do our best to make it happen.

Yes, we offer tailored corporate travel solutions and accounts for businesses looking for a reliable and luxurious transportation partner. Our corporate services include streamlined booking, customized billing, and priority scheduling to support your business needs.

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Over 20 Years of Experience

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Our Awards and Certificates

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