Luxury That Moves You

From corporate travel to special events, enjoy the journey as much as the destination with Winning Services.

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Chicago, Illinois

773-744-1514

Our Services

Why Choose Us?

Luxury Fleet

Travel in comfort and style with our premium fleet of luxury sedans, SUVs, and sprinter vehicles, each equipped to provide the ultimate travel experience.

Professional Chauffeurs

Our highly trained and courteous chauffeurs deliver exceptional service, prioritizing your safety, privacy, and satisfaction throughout your journey.

Personalized Experience

We tailor each service to meet your unique needs, providing a seamless and customized experience whether you’re traveling for business or leisure.

Your Trusted Partner for Luxury Travel in Chicago

"Because Winning is the best part"

Winning Services is a premier black car limo service in Chicago, dedicated to delivering unparalleled luxury, reliability, and comfort. Whether it’s an airport transfer, corporate travel, or a special occasion, our professional chauffeurs and exquisite fleet ensure a seamless experience tailored to your needs.

Our Fleet

What Our Client's Say

Exceptional Service and Punctuality

September 13, 2024

I’ve used Winning Services multiple times for business travel, and they never disappoint. The chauffeurs are always punctual, courteous, and the vehicles are immaculate. It’s the perfect combination of professionalism and comfort.

Michael T.

Stress-Free Airport Transfers

October 15, 2024

Traveling can be stressful, but Winning Services makes it so much easier. They tracked my flight, arrived on time, and helped with my luggage. The car ride was smooth, and I got to relax before my long flight. Will definitely book again!

James R.

Get in Touch with Winning Services

At Winning Services, your comfort and satisfaction are our top priorities. Whether you need to book a ride, ask a question, or discuss custom travel needs, we’re here to assist. Reach out to us today and experience unparalleled customer service.

Contact Information:

Our dedicated support team is ready to answer your questions and provide assistance. Whether you’re scheduling an airport transfer, planning a corporate itinerary, or arranging transportation for a special occasion, we’re only a call or email away.

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 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.