Whether you’re coordinating transportation for a corporate event, convention, school trip, airport transfer, sightseeing tour, sporting event, or private group outing, Windstar Lines provides dependable charter bus rental services throughout Chicago and the surrounding metropolitan area. With decades of experience, a modern fleet, and a commitment to exceptional customer service, we help groups of all sizes travel comfortably throughout Illinois and destinations across the United States and Canada.
From navigating downtown Chicago to coordinating transportation between hotels, convention centers, airports, and event venues, our experienced transportation specialists make planning group travel simple and efficient. Our professional drivers are thoroughly trained, meet all state and federal requirements, and are dedicated to providing a safe and enjoyable travel experience from beginning to end.
As one of the nation’s largest cities, Chicago offers world-class attractions, major conventions, professional sporting events, universities, museums, and entertainment venues that attract millions of visitors each year. Whether your group is attending an event at McCormick Place, exploring Navy Pier, visiting Millennium Park, or flying through O’Hare or Midway International Airport, Windstar Lines provides reliable transportation tailored to your itinerary.
Our fleet includes minibuses, luxury coach buses, sleeper coaches, and VIP motorcoaches to accommodate groups of nearly any size. We also provide convenient airport shuttle services for groups traveling to and from Chicago’s airports, helping eliminate the hassle of coordinating multiple vehicles or navigating public transportation. Every vehicle is professionally maintained and equipped with modern amenities to enhance passenger comfort. Explore our fleet below to find the right transportation solution for your next trip to, from, or around Chicago.
21 Passengers
$000 – $0,000
36, 56 Passengers
$000 – $0,000
46 Passengers
$000 – $0,000
30, 37 Passengers
$000 – $0,000
Planning transportation in a city as large and busy as Chicago requires an experienced transportation partner. Windstar Lines combines knowledgeable drivers, a diverse fleet, and personalized service to help groups travel safely, efficiently, and on schedule throughout the Chicago metropolitan area.
Yes. Windstar Lines maintains a “Satisfactory” safety rating from the U.S. Department of Transportation, the highest rating issued by the Federal Motor Carrier Safety Administration. Our fleet undergoes routine inspections and preventative maintenance, and all drivers are professionally trained to provide safe and reliable group transportation throughout Chicago, IL, and beyond.
Yes. Windstar Lines carries $10 million in liability insurance coverage, exceeding federal requirements for passenger transportation providers. We can provide a certificate of insurance upon request for schools, businesses, event planners, and organizations arranging group transportation.
Windstar Lines has been providing professional group transportation services since 1995, with ownership experience in the travel industry dating back to 1981. Over the years, we have helped transport millions of passengers for corporate events, school trips, sporting events, weddings, tours, and private group travel.
Windstar maintains a rigorous preventative maintenance program to minimize roadside issues. In the unlikely event of a mechanical problem, we have established partnerships with transportation providers nationwide to ensure a prompt replacement vehicle and minimal disruption to your group’s travel schedule.
Whether you’re organizing transportation for a convention, corporate meeting, airport shuttle, sightseeing tour, wedding, sporting event, school trip, or private group outing, Windstar Lines is ready to help. Our transportation specialists will work with you to coordinate every detail and recommend the best vehicle for your group’s travel needs.
With a modern fleet, experienced drivers, and decades of transportation expertise, Windstar Lines provides dependable charter bus rentals throughout Chicago and the surrounding region.
Getting a customized quote is quick and easy. Choose the option that works best for your group: